Microcapsules and methods of making microcapsules

Abstract

This invention relates to core-shell microcapsules. Methods for preparing said microcapsules are also an object 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.

Description

Technical Field

[0001] This invention relates to core-shell microcapsules. Methods for preparing said microcapsules are also an object 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] The present invention provides a solution to the above-mentioned problems by providing novel microcapsules and a method for preparing said microcapsules. Summary of the Invention

[0007] It has now been discovered that core-shell microcapsules encapsulating hydrophobic materials can be obtained through the reaction of at least one nucleophilic reagent and at least one oxidized sugar and its derivatives.

[0008] Therefore, the microcapsules of the present invention provide a solution to the above-mentioned problems because they allow for the preparation of eco-friendly microcapsules with the desired stability in challenging base materials.

[0009] In a first embodiment, the present invention relates to a core-shell microcapsule comprising:

[0010] - The core, which contains hydrophobic materials, and

[0011] - A shell comprising the reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

[0012] Another object of the present invention is a core-shell microcapsule slurry comprising at least one microcapsule, the microcapsule comprising:

[0013] - The core, which contains hydrophobic materials, and

[0014] - A shell comprising the reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

[0015] Another object of the present invention is a method for preparing core-shell microcapsule slurry, the method comprising the following steps:

[0016] a) Disperse the oil phase containing hydrophobic substances into the continuous phase C1 to obtain a two-phase dispersion.

[0017] b) Optionally, the two-phase dispersion is dispersed into the continuous phase C2 to obtain a multiple dispersion.

[0018] c) Solidify the dispersion obtained in step a) or b) to form microcapsules in slurry form.

[0019] Wherein, in steps a) and / or b) and / or c), oxidized sugars and their derivatives are added, or in steps a) and / or b) and / or c), sugars and their derivatives and an oxidizing agent are added, and

[0020] In step a) and / or step b) and / or c), a nucleophile is added.

[0021] The present invention also relates to flavored consumer products and flavored (seasoned) edible products containing microcapsules or microcapsule slurries as described above. Detailed Implementation

[0022] Unless otherwise stated, percentages (%) refer to the weight percentage of the composition.

[0023] "Active ingredient" refers to a single compound or a combination of multiple components.

[0024] "Flavor oil or flavor (seasoning) oil" refers to a single flavoring or flavoring compound, or a mixture of several flavoring or flavoring compounds.

[0025] "Consumer goods" or "final products" refer to manufactured goods that are ready for distribution, sale, and use by consumers.

[0026] For clarity, the term "dispersion" in this invention refers to a system in which particles are dispersed in a continuous phase of varying composition, and specifically includes suspensions or emulsions.

[0027] In this invention, "microcapsule" or similar terminology refers to a core-shell microcapsule 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) and comprising an outer solid polymer shell and an inner continuous oil phase surrounded by the shell. According to one embodiment, the shell is composed of an outer solid polymer shell. According to one embodiment, the shell is not a coating. In other words, a coating is considered an additional layer on the shell. This invention does not include condensed-layer microcapsules. In other words, the microcapsules according to the invention are not condensed-layer microcapsules.

[0028] "Microencapsulated slurry" refers to microcapsules dispersed in a liquid. According to one embodiment, the slurry is an aqueous slurry, meaning the microcapsules are dispersed in an aqueous phase.

[0029] In this invention, the terms "dispersed phase" and "continuous phase" can be used interchangeably.

[0030] Core-shell microcapsules

[0031] In a first embodiment, the present invention relates to a core-shell microcapsule comprising:

[0032] - The core, which contains hydrophobic materials, and

[0033] - A shell comprising the reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

[0034] Hydrophobic materials

[0035] According to one implementation scheme, the core is an oil-based core.

[0036] The hydrophobic material according to the present invention can be an "inert" material, such as a solvent or active ingredient.

[0037] 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.

[0038] According to one implementation scheme, the hydrophobic material is the hydrophobic active ingredient.

[0039] 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.

[0040] According to one particular implementation, the hydrophobic material includes a phase change material (PCM).

[0041] 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.

[0042] 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.

[0043] 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.

[0044] According to one particular implementation, the hydrophobic material contains fragrance.

[0045] According to one particular implementation scheme, the hydrophobic material is composed of fragrance.

[0046] According to one specific implementation scheme, the hydrophobic material is composed of a biocide active ingredient.

[0047] According to a specific implementation scheme, the hydrophobic material is composed of a pest control agent.

[0048] 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.

[0049] 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.

[0050] In particular, one can list flavoring ingredients commonly used in flavor formulations, such as:

[0051] - Aldehyde components: decanal, dodecanal, 2-methylundecaldehyde, 10-undecenal, octanal, nonanal and / or nonenal;

[0052] - 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;

[0053] - Balsam ingredients: coumarin, ethyl vanillin and / or vanillin;

[0054] - 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;

[0055] - 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;

[0056] - 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;

[0057] - 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;

[0058] - 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;

[0059] - 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;

[0060] - 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.

[0061] 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.

[0062] 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.

[0063] Preferred flavoring ingredients are those with high steric hindrance (bulky materials), particularly those from one of the following groups:

[0064] - 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;

[0065] - 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;

[0066] - 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.

[0067] - Group 4: Fragrance ingredients containing at least two fused or linked C5 and / or C6 rings;

[0068] - Group 5: Fragrance ingredients containing camphor-like ring structures;

[0069] Group 6: Contains at least one C7-C 20 Fragrant ingredients with cyclic structures;

[0070] - 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;

[0071] Examples of components from each of these groups are:

[0072] 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;

[0073] 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);

[0074] 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;

[0075] - 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;

[0076] - 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).

[0077] - 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;

[0078] - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propyl)phenyl]propanal (Source: Givaudan SA, Vergne, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0079] 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.

[0080] 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.

[0081] 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.

[0082] According to one embodiment, the oil phase (or oil-based core) comprises:

[0083] - 25~100% by weight of fragrance oil, containing at least 15% by weight of high-impact fragrance ingredients with Log T <-4, and

[0084] - 0~75% by weight of density equilibrium material with a density greater than 1.07 g / cm³ 3 .

[0085] "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").

[0086] "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.

[0087] 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.

[0088] 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.

[0089] 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.

[0090] 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.

[0091] 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.

[0092] 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.

[0093] Therefore, the remaining flavoring raw materials contained in the oil-based core may have Log T>-4.

[0094] 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.

[0095] According to one embodiment, the core comprises a flavoring compound, the flavoring compound comprising:

[0096] - 0 to 60% by weight of hydrophobic solvents (based on the total weight of the flavoring compound).

[0097] - 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:

[0098] ○ 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%.

[0099] ○ 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

[0100] ○ 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.

[0101] - Optionally, additional hydrophobic active ingredients.

[0102] According to one particular implementation, the fragrance contains 0 to 60% by weight of a hydrophobic solvent.

[0103] 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.

[0104] In one particular embodiment, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the embedded fragrance oil.

[0105] 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).

[0106] 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.

[0107] 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.

[0108] 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.

[0109] 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.

[0110] 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.

[0111] 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).

[0112] Preferably, the fragrance modifier is defined as a fragrance material having:

[0113] i. Vapor pressure less than 0.0008 Torr at 22°C;

[0114] ii. clogP of 3.5 or higher, preferably 4.0 or higher, and more preferably 4.5;

[0115] 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.

[0116] 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.

[0117] 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.

[0118] 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.

[0119] 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.

[0120] 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.

[0121] 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.

[0122] 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.

[0123] In a further embodiment, the flavoring agent is a cooling agent or a mixture thereof.

[0124] In another embodiment, the flavoring agent is menthol.

[0125] 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.

[0126] 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.

[0127] 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.

[0128] 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.

[0129] 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.

[0130] Oxidized sugars and their derivatives

[0131] According to the present invention, oxidized saccharides and their derivatives are prepared by oxidation reactions of sugars and their derivatives. Typically, oxidized saccharides and their derivatives are prepared by reaction of sugars and their derivatives with an oxidizing agent. According to the present invention, the term "sugars and their derivatives" includes sugars, oligosaccharides, polysaccharides, and modified polysaccharides (e.g., esters). Preferably, sugars and their derivatives are polysaccharides. Sugars and their derivatives can be in molecular, oligomer, polymer, particulate, gel, or network form.

[0132] For clarity, in this invention, "derivative" refers to a group of sugars including oligosaccharides, polysaccharides, and modified sugars.

[0133] Sugars and their derivatives are preferably selected from the group consisting of sucrose and its derivatives, dextrin, dextran, maltodextrin, saponins, pectin, gum arabic, gellan gum, xanthan gum, cellulose and its derivatives, starch and its derivatives, chitin and its derivatives, alginic acid and its salts, hyaluronic acid and its salts, and mixtures thereof.

[0134] The oxidizing agent is selected from the group consisting of sodium periodate, TEMPO (2,2,6,6-tetramethylpiperidine oxygen radical), 4-acetamido-TEMPO, DAIB (diacetoxyiodobenzene), AZADO (2-azadamane N-oxy radical), 1-methyl-AZADO, oxoammonium salts, KetoABNO (9-azabicyclo[3.3.1]nonane N-oxy radical), 4-methylmorpholine N-oxide, HTIB ([hydroxy(toluenesulfonyloxy)iodo]benzene), hydrogen peroxide, periodic acid, ozone, permanganate and its salts, halooxy acids and their salts, or enzymes such as laccase, oxidase, catalase, and mixtures thereof.

[0135] Typically, the molar ratio of repeating units of sugars and their derivatives to oxidants is 0.1 to 10, preferably 0.5 to 1.5.

[0136] nucleophilic reagents

[0137] According to the present invention, nucleophilic compounds are defined as chemical substances that donate electron pairs to electrophilic reagents in a reaction to form chemical bonds.

[0138] Nucleophiles can be selected from the group consisting of nitrogen nucleophiles, sulfur nucleophiles, oxygen nucleophiles, carbon nucleophiles, phosphorus nucleophiles, and mixtures thereof.

[0139] Nitrogen nucleophiles may have at least one functional group selected from the group consisting of ammonia, azides, amines, nitrites, hydroxylamine, hydrazine, carbazide, phenylhydrazine, aminourea, and amides, and mixtures thereof.

[0140] A sulfur nucleophile may have at least one functional group selected from the group consisting of hydrogen sulfide and its salts, thiols (RSH), thiols anions (RS-), thiocarboxylic acid anions (RC(O)-S-), dithiocarbonate anions (RO-C(S)-S-), and dithiocarbamate anions (R2NC(S)-S-), and mixtures thereof.

[0141] Oxynucleophiles may have at least one functional group selected from the group consisting of water, hydroxide anions, alcohols, alkoxide anions, carboxylate anions, carbonates, sulfonates, sulfates, sodium phosphates, sodium silicates, borax, sodium tetraborate, and mixtures thereof.

[0142] A carbon nucleophile may have at least one functional group selected from the group consisting of an enol carnucleophile, malonate, and acetoacetate.

[0143] Phosphorus nucleophiles may have at least one functional group selected from the group consisting of phosphine, phosphite anions, and mixtures thereof.

[0144] According to one embodiment, the nucleophile is selected from the group consisting of alcohols, amines, thiols, and mixtures thereof.

[0145] According to one implementation, the nucleophile is a protein.

[0146] According to one embodiment, the nucleophile is a mixture of multiple nucleophiles.

[0147] In one implementation, the nucleophile is a nucleic acid. According to a specific implementation, the nucleophile is ribonucleic acid (RNA).

[0148] In this invention, "alcohol" and "polyol" can be used interchangeably.

[0149] According to a particular embodiment, the amine is selected from the group consisting of: cystamine, EDA, DETA, pentamethylenediamine, hexamethylenediamine, poly(L-lysine) (modifiable), L-lysine, L-lysine ethyl ester, dimethyl cystine ester, and mixtures thereof.

[0150] According to a particular embodiment, the amine 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, C36-alkyldiamine (e.g., Priamine) TM —(1E,19E)-10,11-dioctyleicosico-1,19-diene-1,20-diamine (low viscosity, bio-based, dimer diamine)), amino acids (e.g., 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.

[0151] According to a particular embodiment, the alcohol (or polyol) is selected from the group consisting of: phloroglucinol, hydroquinone, hydroquinone bis(2-hydroxyethyl) ether, 1,4-cyclohexanediol, resorcinol, isosorbide, pentaerythritol, erythritol, trimethylolpropane, bis-trimethylolpropane, sorbitol, mannitol, xylitol, triethanolamine, diglycerides, triglycerides and their respective fractional esters, polyglycerol and their respective fractional esters, and mixtures thereof.

[0152] According to a particular embodiment, the thiol (or polythiol) is selected from: ethylene glycol dimercaptoacetate, dithiothreitol, trimethylolpropane tris(3-mercaptopropionate), 2,2'-thiodiethylthiol, pentaerythritol tetra(3-mercaptopropionate), 2-mercaptoethanol, 3-aminopropane-1-thiol, 3-aminopropane-1-thiol hydrochloride, 3-mercapto-1,2-propanediol, 3-mercapto-1-propanol, 1-mercapto-2-propanol, 6-mercapto-1-hexanol, 4-mercaptoacetoxybutyl thioacetate, 1-thioglycerol, 2-{2-[2-(2-mercaptoethoxy)ethoxy]ethoxy}ethanol, cysteine, cysteine ​​hydrochloride, 4-mercaptophenol, 4,6-diamino-2-pyrimidinethiol, 4,6-dihydroxy-2-mercaptopyrimidine, propane-1,3-dithiol, and mixtures thereof.

[0153] According to one particular implementation, the nucleophile is selected from the group consisting of potato protein, low-erucic acid rapeseed protein, phloroglucinol, gum arabic, chitosan oligosaccharide, L-lysine, ribonucleic acid, and mixtures thereof.

[0154] According to one embodiment, the shell is composed of a reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

[0155] According to one implementation, the shell does not contain multifunctional monomers.

[0156] According to one embodiment, the shell does not contain isocyanate or its reaction products.

[0157] Optional multifunctional monomers

[0158] According to one embodiment, the shell comprises a multifunctional monomer.

[0159] The multifunctional monomers are selected from the group consisting of acyl chlorides, polyaldehydes, polyanhydrides, polyepoxides, acrylate monomers, polyalkoxysilanes, and mixtures thereof.

[0160] When used, it is preferred to use an amount of 0.1% to 50%, more preferably 1% to 10%, based on the total weight of the microcapsules.

[0161] According to one embodiment, the shell of the microcapsule does not contain acrylate or its reaction products.

[0162] Biodegradable

[0163] In one particular implementation, the shell material is a biodegradable material.

[0164] In one particular embodiment, the shell 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%.

[0165] In one particular embodiment, the core-shell microcapsule 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 OECD301F.

[0166] Therefore, it should be understood that the biodegradability of core-shell microcapsules, 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%.

[0167] 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.

[0168] OECD 301F is the standard test method of the Organization for Economic Cooperation and Development for biodegradability.

[0169] Gasparini et al. in Molecules 2020, 25, 718 disclose a typical method for extracting shells to measure biodegradability.

[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 of the microcapsule.

[0172] According to one particular implementation, the microcapsule does not contain an outer coating layer. In other words, the coating layer is considered an additional layer located on the shell.

[0173] According to one implementation, the shell of the microcapsule is not a coating layer.

[0174] Nonionic polysaccharide polymers are well known to those skilled in the art and are described, for example, on page 29, lines 1 to 25 of WO2012 / 007438 and on page 2, lines 12 to 19 of WO2013 / 026657 and on page 4, lines 3 to 12. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose, and hydroxypropyl methylcellulose.

[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 1.5 M Daltons. According to a specific implementation scheme, 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. Salcare can be cited as a specific example of a commercially available product. ® 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).

[0176] 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 slurry. Those skilled in the art will clearly understand that only a portion of the added polymer will be incorporated into / deposited onto the microcapsule shell.

[0177] According to one particular embodiment, the microcapsules of the present invention comprise a mineral layer. The mineral layer preferably comprises a material selected from the group consisting of iron oxide, iron hydroxyl oxide, titanium oxide, zinc oxide, calcium carbonate, calcium phosphate, barium salts, strontium salts, magnesium salts, and mixtures thereof.

[0178] solid particles

[0179] Another object of the present invention is a solid particle comprising:

[0180] - 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

[0181] - Microcapsules as defined above embedded in the carrier material, and

[0182] - Optionally, free fragrance embedded in the carrier material.

[0183] Solid particles and microcapsule powders as defined above are used interchangeably in this invention.

[0184] Methods for preparing microcapsules

[0185] Another object of the present invention is to provide a method for preparing core-shell microcapsule slurry, comprising the following steps:

[0186] a) Dispersing the oil phase containing hydrophobic substances into the continuous phase to obtain a two-phase dispersion.

[0187] b) Optionally, the two-phase dispersion is dispersed into the continuous phase C2 to obtain a multiple dispersion.

[0188] c) Solidify the dispersion obtained in step a) or b) to form microcapsules in slurry form.

[0189] Wherein, in steps a) and / or b) and / or c), oxidized sugars and their derivatives are added, or in steps a) and / or b) and / or c), sugars and their derivatives and an oxidizing agent are added, and

[0190] In step a) and / or step b) and / or c), a nucleophile is added.

[0191] The disclosed embodiments for core-shell microcapsules are also applicable to methods for preparing core-shell microcapsules. They are particularly applicable to oxidized sugars and their derivatives, sugars and their derivatives, oxidizing agents, or nucleophiles.

[0192] According to one implementation scheme, the method includes the following steps:

[0193] a) Dispersing the oil phase containing hydrophobic substances into the continuous phase to obtain a two-phase dispersion.

[0194] b) Solidify the dispersion obtained in step a) or b) to form microcapsules in slurry form.

[0195] Wherein, in step a) and / or step b), oxidized sugars and their derivatives are added, or in step a) and / or b), sugars and their derivatives and an oxidizing agent are added, and

[0196] A nucleophile is added in step a) and / or step b).

[0197] Based on multiple emulsions, oxidized sugars and their derivatives are preferably used in amounts of 0.05% to 50%, more preferably 0.1% to 10%.

[0198] According to one embodiment, the continuous phase C1 contains water, preferably water.

[0199] According to one implementation scheme, the continuous phase C1 is the aqueous phase.

[0200] According to one embodiment, the two-phase dispersion is an oil-in-water emulsion.

[0201] According to one embodiment, the continuous phase C1 comprises water and alcohols, such as glycerol, 1,4-butanediol, ethylene glycol, and mixtures thereof.

[0202] According to one embodiment, the continuous phase C1 is composed of alcohols.

[0203] The continuous phase C2 can be any hydrophobic solvent or free oil.

[0204] Stabilizers can be added to the oil phase and / or the continuous phase C1.

[0205] "Stabilizer" refers to a compound that can stabilize the oil / dispersed phase interface (usually the oil / water interface) to form an emulsion.

[0206] 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.

[0207] In this invention, "stabilizer" or "emulsifier" can be used indiscriminately.

[0208] According to one embodiment, the stabilizer can function as a nucleophile. Therefore, according to one embodiment, the stabilizer is the nucleophile of the present invention.

[0209] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0210] Colloidal stabilizers can be polymer emulsifiers (standard emulsions), surfactants, or solid particles (Pickerling emulsions).

[0211] "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.

[0212] "Surfactant" refers to a substance with both polar and nonpolar groups that, when added to a liquid, can reduce the liquid's surface tension.

[0213] 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.

[0214] 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, laponite, bentonite, perlite, dolomite, diatomite, vermiculite, lithium montmorillonite, gibbsite, illite, kaolinite, aluminosilicate, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomaceous earth, and mixtures thereof.

[0215] In one particular implementation, the stabilizer is a biopolymer.

[0216] "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.

[0217] According to a preferred embodiment, the stabilizer is ribonucleic acid.

[0218] 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.

[0219] 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).

[0220] The proteins used in this invention can be native or partially or completely denatured by any suitable method. Denaturation is a 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 (e.g., hydrogen bonds) within the protein molecule that are responsible for the highly ordered structure of the protein in its native state. Denaturation can be reversible (the protein can return to its native state when the denaturing effects are removed) or irreversible.

[0221] 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.

[0222] The proteins used in this invention 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.

[0223] According to one embodiment, an alkali is added to the continuous phase C1. Preferably, the alkali is selected from the group consisting of guanidine carbonate, sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, and mixtures thereof.

[0224] When used, the alkali is typically used in amounts of 0.1 to 10% by weight, preferably 3 to 7% by weight, based on the total weight of the continuous phase C1.

[0225] Nucleophiles are defined as described above.

[0226] According to one embodiment, a nucleophile is added to the oil phase and / or the continuous phase C1.

[0227] Based on the total weight of the two-phase dispersion, the nucleophile can be added in an amount of 0.5 to 10% by weight, preferably 1 to 4% by weight.

[0228] In step b) or c), the dispersion obtained in step a) or b) is solidified to form microcapsules in the form of a slurry.

[0229] Optionally, nonionic polymers (e.g., nonionic polysaccharides), anionic polymers (e.g., polysaccharides), cationic polymers, polysuccinimide derivatives (e.g., as described in WO2021185724), and mixtures thereof, as defined above, may be added in or after step c) to form an outer coating layer.

[0230] According to a preferred embodiment, in order to improve kinetic performance, the step is performed at a temperature of 5 to 90°C and may be carried out under pressure for 1 to 24 hours. More preferably, the step is performed at a temperature of 10 to 80°C for 30 minutes to 5 hours.

[0231] Multiple microcapsule systems

[0232] According to one embodiment, the microcapsules of the present invention (first type microcapsules) can be used in combination with second type microcapsules.

[0233] Another object of the present invention is a microcapsule delivery system comprising:

[0234] • The microcapsules of the present invention, as a first type of microcapsule, and

[0235] • Type II microcapsules, wherein Type I microcapsules differ from Type II microcapsules in their hydrophobic materials and / or their wall materials and / or their coating materials.

[0236] According to one particular implementation, the microcapsule delivery system is in the form of a slurry.

[0237] 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, silicones, 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.

[0238] The second type of microcapsule may comprise an oil-based core and a composite shell. The oil-based core contains a hydrophobic active substance, preferably a fragrance. The composite shell comprises a first material and a second material, wherein the first material and the second material are different; the first material is a coagulation layer, and the second material is a polymeric material. In a particular embodiment, the weight ratio between the first material and the second material is from 50:50 to 99.9:0.1. In a particular embodiment, the coagulation layer comprises a first polyelectrolyte and a second polyelectrolyte. The first polyelectrolyte is preferably selected from proteins (e.g., gelatin), polypeptides, or polysaccharides (e.g., chitosan), most preferably gelatin. The second polyelectrolyte is preferably alginate, cellulose derivative, guar gum, pectinate, carrageenan, polyacrylic acid, and methacrylic acid or xanthan gum, or plant gum such as acacia gum (gum arabic), most preferably gum arabic. The first material of the coagulation layer may be chemically hardened using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid, or genipin, or enzymatically hardened using an enzyme such as transglutaminase. The second polymeric material may be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof, with polyurea and / or polyurethane being preferred. Based on the total weight of the second type of microcapsule slurry, the second material is preferably present in an amount of less than 3% by weight, preferably less than 1% by weight.

[0239] As a non-limiting example, the shell of the second type of microcapsule may be based on amino-plastic, polyurea, or polyurethane. The shell of the second type of microcapsule may also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two types of cross-linked inorganic particles, or a shell produced by the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0240] According to one form, the shell of the second type of microcapsule contains an amino plastic copolymer, such as melamine-formaldehyde or urea-formaldehyde or cross-linked melamine-formaldehyde or melamine-glyoxal.

[0241] According to another form, the shell of the second type of microcapsule is polyurea-based, made of, for example but not limited to, isocyanate-based monomers and amine-containing crosslinking agents such as guanidine carbonate and / or guanidineazole. Some polyurea microcapsules comprise a polyurea wall, which is the product of a polymerization reaction between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from amines (e.g., water-soluble guanidine salts and guanidine); a colloidal stabilizer or emulsifier; and an encapsulating fragrance. However, the use of amines may be omitted. According to one particular form, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% vinylpyrrolidone, and a cationic copolymer of quaternized vinylimidazolium (all percentages are defined relative to the total weight of the colloidal stabilizer). According to another form, the emulsifier is an anionic or amphiphilic biopolymer, in one form of which may be selected, for example, from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0242] According to another embodiment, the microcapsule wall material of the second type of microcapsule may comprise any suitable resin, particularly including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include reaction products of aldehydes and amines, with suitable aldehydes including formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanidine, glycyrrhizin, and mixtures thereof. Suitable melamines include hydroxymethyl melamine, methylated hydroxymethyl melamine, iminomelamine, and mixtures thereof. Suitable ureas include dihydroxymethyl urea, methylated dihydroxymethyl urea, urea-resorcinol, and mixtures thereof. Suitable materials for manufacture may be obtained from one or more of the following companies: Solutia Inc. (St. Louis, Missouri USA), Cytec Industries (West Paterson, New Jersey USA), and Sigma-Aldrich (St. Louis, Missouri USA).

[0243] According to another embodiment, the second type of microcapsule is a single-shell amino-plastic core-shell microcapsule, which can be obtained by a method including the following steps:

[0244] 1) The fragrance oil is mixed with at least one polyisocyanate having at least two isocyanate functional groups to form an oil phase;

[0245] 2) Disperse or dissolve the amino plastic resin and optional stabilizer in water to form an aqueous phase;

[0246] 3) Prepare oil-in-water dispersions by mixing oil and aqueous phases, wherein the average droplet size is 1 to 100 micrometers;

[0247] 4) Perform a curing step to form the wall of the microcapsules; and

[0248] 5) Optionally, the final dispersion is dried to obtain dried core-shell microcapsules.

[0249] According to one embodiment, the second type of microcapsule is a formaldehyde-free capsule. A typical method for preparing formaldehyde-free microcapsule slurry of amino plastics includes the following steps:

[0250] 1) Prepare an oligomer composition comprising the reaction product of the following components, or obtain an oligomer composition by reacting the following components together:

[0251] a. A polyamine component in the form of melamine or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups;

[0252] b. Glyoxal, C 4-6 An aldehyde component in the form of a mixture of 2,2-dialkoxyacetaldehyde and optionally glyoxylate, wherein the glyoxal / C ratio of the mixture is... 4-6 The molar ratio of 2,2-dialkoxyethanol is from 1 / 1 to 10 / 1; and

[0253] c. Protic acid catalyst;

[0254] 2) Prepare an oil-in-water dispersion, wherein the droplet size is 1 to 600 micrometers, and comprises:

[0255] a. oil;

[0256] b. Water medium

[0257] c. At least one oligomer composition as obtained in step 1;

[0258] d. At least one crosslinking agent selected from the following:

[0259] i.C4-C 12 Aromatic or aliphatic di or triisocyanates and their biuret, triuret, trimers, trimethylolpropane adducts and mixtures thereof; and / or

[0260] ii. Di- or tri-epoxyethylene compounds of the following formula

[0261] A-(ethylene oxide-2-ylmethyl) n

[0262] Where n represents 2 or 3, and A represents a C2-C6 group that optionally contains 2 to 6 nitrogen and / or oxygen atoms;

[0263] e. Optionally, a C1-C4 compound containing two NH2 functional groups;

[0264] 3) Heat the dispersion;

[0265] 4) Cool the dispersion.

[0266] In another specific implementation, the second type of microcapsule comprises:

[0267] - An oil-based core containing hydrophobic active substances, preferably fragrances.

[0268] - Optionally, the inner shell is made of polymerized multifunctional monomers;

[0269] - A biopolymer shell containing proteins, wherein at least one protein is cross-linked.

[0270] According to a particular embodiment, the protein is selected from the group consisting of milk proteins, caseinates such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed protein, gelatin, gluten, pea protein, soy protein, silk protein, and mixtures thereof, with sodium caseinate being preferred and most preferred.

[0271] According to a particular embodiment, the protein comprises sodium caseinate and globular protein, preferably selected from the group consisting of whey protein, β-lactoglobulin, ovalbumin, bovine serum albumin, plant protein, and mixtures thereof.

[0272] The preferred protein is a mixture of sodium caseinate and whey protein.

[0273] According to one particular embodiment, the biopolymer shell comprises a cross-linked protein selected from the group consisting of sodium caseinate and / or whey protein.

[0274] According to one specific embodiment, the second type of microcapsule slurry comprises at least one microcapsule made of the following material:

[0275] -Oil-based core, which contains hydrophobic active substances, preferably fragrances;

[0276] - An inner shell made of polymerized multifunctional monomers; preferably a multiisocyanate having at least two isocyanate functional groups;

[0277] - A biopolymer shell comprising a protein, wherein at least one protein is cross-linked; wherein the protein preferably comprises a mixture comprising sodium caseinate and globular protein, preferably whey protein;

[0278] - Optionally, at least one outer mineral layer.

[0279] According to one embodiment, sodium caseinate and / or whey protein are cross-linked proteins.

[0280] The weight ratio of sodium caseinate to whey protein is preferably 0.01 to 100, more preferably 0.1 to 10, and even more preferably 0.2 to 5.

[0281] In another specific embodiment, the second type of microcapsule is a polyamide core-shell polyamide microcapsule, which comprises:

[0282] - An oil-based core containing hydrophobic active substances, preferably fragrances, and

[0283] - A polyamide shell, which may be derived from:

[0284] • Acyl chloride,

[0285] • First amino compound,

[0286] • Second amino compound,

[0287] •Optional, carbohydrates.

[0288] According to one specific implementation scheme, the second type of microcapsule comprises:

[0289] - An oil-based core containing hydrophobic active substances, preferably fragrances, and

[0290] - A polyamide shell, which may be derived from:

[0291] • Acyl chloride, preferably 5 to 98%, more preferably 20 to 98%, and more preferably 30 to 85% w / w;

[0292] • The first amino compound, preferably in a content of 1% to 50% w / w, more preferably 7% to 40% w / w;

[0293] • The second amino compound, preferably in a content of 1% to 50% w / w, more preferably 2% to 25% w / w;

[0294] • Stabilizer, preferably a biopolymer, preferably in a content of 0 to 90%, more preferably 0.1 to 75%, and even more preferably 1 to 70%.

[0295] •Optional, carbohydrates.

[0296] According to one specific implementation scheme, the second type of microcapsule comprises:

[0297] - An oil-based core containing hydrophobic active substances, preferably fragrances, and

[0298] - A polyamide shell, which may be derived from:

[0299] • Acyl chloride,

[0300] • The first amino compound, which is an amino acid, is preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof.

[0301] • Second amino compounds, selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and / or mixtures thereof, and

[0302] • Biopolymers, preferably selected from the group consisting of potato protein, chickpea protein, pea protein, algae protein, broad bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soybean protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin, and mixtures thereof.

[0303] • Optionally, the carbohydrate is preferably selected from the group consisting of anionic alginate, preferably sodium alginate, pectin, lignin, anionic modified starch, carboxymethyl cellulose, carrageenan, and mixtures thereof.

[0304] According to another formulation, the shell of the second type of microcapsule is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in International Patent Application Publication No. WO2007 / 004166, European Patent Application Publication No. EP 2300146, and European Patent Application Publication No. EP25799. Typically, a method for preparing polyurea-based or polyurethane-based microcapsule slurries includes the following steps:

[0305] a) Dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase;

[0306] b) Prepare an aqueous solution of the emulsifier or colloidal stabilizer to form a dispersed phase;

[0307] c) Adding the oil phase to the aqueous phase to form an oil-in-water dispersion, wherein the average droplet size is 1 to 500 μm, preferably 5 to 50 μm; and

[0308] d) Apply conditions sufficient to initiate interfacial polymerization and form microcapsules in slurry form.

[0309] Fragrance compositions and consumer products

[0310] The present invention also relates to a flavoring composition comprising:

[0311] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0312] - At least one ingredient selected from the group consisting of a spice carrier and a spice base, and

[0313] -Optionally, at least one spice adjuvant.

[0314] In one particular embodiment, the composition comprises:

[0315] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0316] - The active ingredient is 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.

[0317] 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.

[0318] In one particular embodiment, the present invention relates to a flavoring composition comprising:

[0319] • Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above

[0320] •Optional, free spice oil.

[0321] Preferably, the fragrance composition according to the invention comprises 0.1 to 40% by weight, preferably 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.

[0322] "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.

[0323] 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).

[0324] 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.

[0325] The flavoring composition may also contain at least one flavoring auxiliary ingredient, and optionally, a flavoring adjuvant.

[0326] 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.The auxiliary ingredients can be selected from the group consisting of: 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)oct-4-one, 2-phenylethyl oxo(phenyl)acetic acid, 3,7-dimethyloct-2,6-diene-1-oxo(phenyl)acetic acid. - esters, oxo(phenyl)acetic acid (Z)-hex-3-en-1-yl ester, 3,7-dimethyl-2,6-octadien-1-yl hexadecanoate, bis(3,7-dimethyloct-2,6-dien-1-yl) succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-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.

[0327] 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.

[0328] 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.

[0329] This invention also relates to a scented consumer product, comprising:

[0330] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above, and

[0331] - Active base material for personal care, home care, or fabric care.

[0332] 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 care).

[0333] Specifically, a liquid consumer product comprises:

[0334] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product;

[0335] - Water or a water-miscible hydrophilic organic solvent; and

[0336] - 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.

[0337] There is also a type of powdered consumer product that includes:

[0338] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product; and

[0339] - 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.

[0340] 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.

[0341] 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.

[0342] 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.

[0343] 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).

[0344] Another object of the present invention is a consumer product comprising:

[0345] - Personal care active base, and

[0346] - Microcapsules or microcapsule slurries as defined above, or flavored compositions as defined above,

[0347] Consumer products are in the form of personal care compositions.

[0348] 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.

[0349] Personal care compositions are preferably selected from the group consisting of: hair care products (e.g., shampoos, hair conditioners, coloring agents or hair sprays), cosmetic preparations (e.g., cold creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g., soaps, bath or shower mousse, bath gels, bath oils or shower gels, bath salts, or hygiene products).

[0350] Another object of the present invention is a consumer product comprising:

[0351] - Active base materials for home care or fabric care, and

[0352] - Microcapsules or microcapsule slurries as defined above, or flavored compositions as defined above,

[0353] The consumer products are in the form of home care or fabric care compositions.

[0354] 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.

[0355] Preferably, the consumer product contains 0.1 to 15% by weight, more preferably 0.2 to 5% by weight, of the microcapsules of the present invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adjusted according to the desired beneficial effects for each product.

[0356] For liquid consumer products mentioned below, "active base material" should be understood as including active materials (usually including surfactants).

[0357] For solid consumer products mentioned below, "active base material" should be understood to include active materials (usually including surfactants) and additives (such as bleaching agents, buffers; detergent builders; detergents or soilsuspension polymers; granular enzyme particles, corrosion inhibitors, defoamers, foam suppressants; dyes, fillers and mixtures thereof).

[0358] Home or fabric care compositions are preferably selected from the group consisting of fabric softeners, liquid detergents, powdered detergents, liquid fragrance enhancers and solid fragrance enhancers.

[0359] fabric softener

[0360] One object of the present invention is a consumer product in the form of a fabric softener composition, comprising:

[0361] - 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.

[0362] - 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.

[0363] -Optional, free spice oil.

[0364] liquid detergent

[0365] One object of the present invention is a consumer product in the form of a liquid detergent composition comprising:

[0366] - 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.

[0367] - 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.

[0368] -Optional, free spice oil.

[0369] solid detergent

[0370] One object of the present invention is a consumer product in the form of a solid detergent composition, comprising:

[0371] - 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.

[0372] - 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.

[0373] -Optional, free spice oil.

[0374] Shampoo / Shower Gel

[0375] One object of the present invention is a consumer product in the form of a shampoo or shower gel composition, comprising:

[0376] - 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.

[0377] - 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.

[0378] -Optional, free spice oil.

[0379] Rinse-off conditioners

[0380] One object of the present invention is a consumer product in the form of a rinse-off conditioner composition, comprising:

[0381] - 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.

[0382] - 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.

[0383] -Optional, free spice oil.

[0384] Solid aroma enhancer

[0385] One object of the present invention is a consumer product in the form of a solid scent booster, comprising:

[0386] - 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.

[0387] - 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.

[0388] -Optional, free spice oil.

[0389] Liquid fragrance enhancer

[0390] One object of the present invention is a consumer product in the form of a liquid fragrance enhancer, comprising:

[0391] -Aqueous phase,

[0392] - 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.

[0393] - 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

[0394] - 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.

[0395] -Optional, free spice oil.

[0396] hair dye

[0397] One object of the present invention is a consumer product in the form of an oxidative hair dye composition, comprising:

[0398] - 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.

[0399] - 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.

[0400] -Optional, free spice oil.

[0401] Fragrance composition

[0402] 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:

[0403] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of the microcapsules or microcapsule slurry as defined above.

[0404] - 0 to 40% by weight, preferably 3 to 40% by weight of spices, and

[0405] - 20 to 90% by weight, preferably 40 to 90% by weight of ethanol.

[0406] 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.

[0407] Example

[0408] Example 1

[0409] Polysaccharide oxidation

[0410] OP1: Oxidation of sucrose monopalmitateThe reaction was carried out under an inert atmosphere. Sucrose monopalmitate (20 g) was dissolved in water (600 mL). The mixture was heated at 70 °C with stirring for 1.5 hours until completely dissolved. (Diacetoxyiodine)benzene was added to the mixture in two portions, 15.6 g each time, 2 hours apart. After the last addition, the mixture was stirred at 70 °C for another 2 hours. The reaction mixture was then cooled to 12 °C. After the reaction was complete, a white precipitate was observed in the reaction mixture. The precipitate was recovered by vacuum filtration using a sintered glass funnel (pore size 5) and then washed with acetonitrile (5 times, 500 mL each time). The purified product was dried under vacuum to give a white powder.

[0411] OP2: Saponin Oxidation Saponin (10 g) was stirred with DMSO (20 mL) at room temperature. A DMSO solution of DAIB (22.85 g) was added (114 mL) at 50 °C. The mixture was stirred at 50 °C for 2 hours. The solution was mixed with dichloromethane (4000 mL) and filtered through a nylon membrane to obtain a precipitate. The precipitate was washed twice with dichloromethane (2000 mL) and filtered again to obtain another precipitate. The precipitate was dried under vacuum overnight at 40 °C to obtain a dark brown solid.

[0412] OP3: Sucrose oxidation The reaction was carried out under an inert atmosphere. Sucrose (5 g) was dissolved in water (150 mL). The solution was heated to 70 °C with stirring. (Diacetoxyiodine)benzene was added to the mixture in two portions, 6.2 g each time, 2 hours apart. After the final addition, the mixture was stirred at 70 °C for 24 hours. The final mixture was then extracted with ethyl acetate (five times), and the purified oxidation product was recovered by freeze-drying the aqueous phase to obtain a white powder.

[0413] Example 2

[0414] The microcapsules according to the present invention (with oxidized polysaccharide added to the oil phase and nucleophilic reagent added to the aqueous phase)

[0415] General Solution

[0416] The oil phase was prepared by mixing a fragrance oil (see Table 1), oxidized sucrose monopalmitate (OP1 prepared in Example 1), and an optional inert solvent. The oil phase was emulsified into an aqueous phase containing a colloidal stabilizer using an Ultraturrax probe, and the dispersion was introduced into a double-jacketed reactor. At least one nucleophile was added to the aqueous phase before and / or after the emulsification step. The dispersion was then heated to the desired temperature and stirred. The final product was a milky white dispersion.

[0417] Microcapsule 2A: The oil phase was prepared by mixing a fragrance oil (28 g) and oxidized sucrose monopalmitate. Using an Ultraturrax probe (1 min, 10000 RPM), this oil phase was emulsified into an aqueous phase containing 1% polyvinyl alcohol (PVOH) and 1% potato protein (nucleophile) (Solanic 200, source: Avebe, Netherlands) (67 g), and the dispersion was introduced into a double-jacketed reactor. The dispersion was then heated to 80 °C and stirred at 80 °C for 6 hours. The final product was a milky white dispersion.

[0418] Table 1: Formula for Fragrance Oil A

[0419] ethyl 2-methylvalerate 3.20% Eucalyptol 7.80% 2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde 0.75% <![CDATA[Aldehyde C 10 > 0.75% Citronellol 4.30% Isoborneol acetate 3.00% 2-tert-butyl-1-cyclohexyl acetate 9.80% Citronellol acetate 1.30% 2-Methylundecaldehyde 3.00% diphenyl ether 0.80% <![CDATA[Aldehyde C 12 > 1.30% Dicyclopentadienyl acetate 9.85% β-ionone 3.30% γ-Undecyl lactone 18.75% Hexyl salicylate 15.9% benzyl salicylate 16.2%

[0420] Example 3

[0421] The microcapsules according to the present invention (with oxidized polysaccharide and nucleophilic reagent added to the oil phase)

[0422] General Solution

[0423] The oil phase was prepared by mixing a fragrance oil (see Table 1), oxidized sucrose monopalmitate (OP1, prepared in Example 1), a nucleophile, and optionally an inert solvent. The oil phase was emulsified into an aqueous phase containing a colloidal stabilizer using an Ultraturrax probe, and the dispersion was introduced into a double-jacketed reactor. Optionally, other nucleophiles could be added to the aqueous phase before and / or after the emulsification step. The dispersion was then heated to the desired temperature and stirred. The final product was a milky white dispersion.

[0424] Microcapsule 3A: The oil phase was prepared by mixing flavoring oil (28 g), oxidized sucrose monopalmitate (1.9 g), and low-erucic acid rapeseed protein (Canola Pro, source: dsm-firmenich, Switzerland) (1 g). This oil phase was emulsified into an aqueous solution (67 g) of 2% gum arabic (nucleophile) (Acacia gum Superstab AA; source: Nexira, France) using an Ultraturrax probe (1 min, 10000 RPM), and the dispersion was introduced into a double-jacketed reactor. The dispersion was then heated to 80 °C and stirred at 80 °C for 6 hours. The final product was a milky white dispersion.

[0425] Microcapsule 3B: The oil phase was prepared by mixing fragrance oil (23.2 g), Neobee (inert solvent) (4.2 g), oxidized sucrose monopalmitate (1.9 g), and low-erucic acid rapeseed protein (nucleophile) (1 g). This oil phase was emulsified into an aqueous phase (67 g) containing 2% gum arabic and 0.5% phloroglucinol (source: Aldrich, Switzerland) using an Ultraturrax probe (1 min, 10000 RPM). The dispersion was introduced into a double-jacketed reactor. An L-lysine solution (0.16 g dissolved in 0.5 g water) was prepared and added dropwise to the dispersion. After addition, the dispersion was emulsified. The mixture was heated to 80 °C and stirred at 80 °C for 6 hours. The final product was a milky white dispersion.

[0426] Microcapsule 3C: The oil phase was prepared by mixing fragrance oil (28 g), oxidized sucrose monopalmitate (1.9 g), and oligosaccharide chitosan (nucleophile; source: Zhejiang aoxing biotech) (1 g). This oil phase was emulsified into an aqueous phase (67 g) containing 2% Gum Purity (modified starch) using an Ultraturrax probe (1 min, 10000 RPM). The dispersion was introduced into a double-jacketed reactor. The dispersion was then heated to 80 °C and stirred at 80 °C for 6 hours while maintaining the pH at 5 using 1 M NaOH solution (the same experiment was also performed without maintaining the pH at 5). The final product was a milky white dispersion.

[0427] Example 4

[0428] The microcapsules according to the present invention (with oxidized polysaccharide and nucleophilic reagent added in an aqueous phase)

[0429] General Solution

[0430] The oil phase was prepared by mixing a fragrance oil (see Table 1), an optional inert solvent, and an optional aldehyde. The oil phase was emulsified into an aqueous phase containing oxidized saponins (OP2 prepared in Example 1) using an Ultraturrax probe, and the dispersion was introduced into a double-jacketed reactor. Optionally, other nucleophiles could be added to the aqueous phase before and / or after the emulsification step. The dispersion was then heated to the desired temperature and stirred. The final product was a milky white dispersion.

[0431] Microcapsule 4A - An aqueous phase was prepared by mixing water (27.44 g) and oxidized saponins (0.56 g). Fragrance oil (12 g) was emulsified with the prepared aqueous phase using an Ultraturrax probe (3 minutes, 7000 RPM), and the dispersion was introduced into a double-jacketed reactor. A deionized water (3.6 g) solution of chitosan oligosaccharide (0.4 g) was added dropwise to the resulting emulsion over 20 minutes. The pH was adjusted to 6–7 using a 10% NaOH solution. Subsequently, a deionized water (4 g) solution of urea (0.4 g) was added. The mixture was then stirred at 50°C for 2 hours. The final product was a milky white dispersion.

[0432] Table 2: Composition of microcapsules

[0433] <![CDATA[Oxidized saponin 1) > 1.2 <![CDATA[chitosan oligosaccharide 2) > 0.8 <![CDATA[Urea 3) > 0.8 Deionized water 72.4 <![CDATA[perfume oil 4) > 24.8

[0434] 1) OP2 (Example 1)

[0435] 2) Source: Zhejiang Aoxing Biotech

[0436] 3) Source: Vetec

[0437] 4) Table 1

[0438] Microcapsule 4B - An aqueous phase was prepared by mixing water (13.72 g) and oxidized saponins (0.28 g). An oil phase was prepared by mixing isophthalaldehyde (0.3 g) into fragrance oil (5.7 g). The oil phase was emulsified with the prepared aqueous phase using an Ultraturrax probe (3 minutes, 7000 RPM), and the dispersion was introduced into a double-jacketed reactor. A deionized water (1.8 g) solution of chitosan oligosaccharide (0.2 g) was added dropwise to the resulting emulsion over 20 minutes. The pH was adjusted to 6–7 with 10% NaOH solution. Subsequently, a deionized water (2 g) solution of urea (0.2 g) was added. The mixture was then stirred at 50 °C for 2 hours. The final product was a milky white dispersion.

[0439] Table 3: Composition of microcapsules

[0440] <![CDATA[Oxidized saponin 1) > 1.2 <![CDATA[Chitosan oligosaccharide 2) > 0.8 <![CDATA[Urea 3) > 0.8 Deionized water 72.4 <![CDATA[Isophthalaldehyde 4) > 1.2 <![CDATA[Perfume oil 5) > 23.6

[0441] 1) OP2 (Example 1)

[0442] 2) Source: Zhejiang Aoxing Biotech

[0443] 3) Source: Vetec

[0444] 4) Source: Sinopharm Chemical Reagent Co., Ltd.

[0445] 5) Table 1

[0446] Example 5

[0447] The microcapsules according to the present invention (with oxidized polysaccharide and nucleophilic reagent added in an aqueous phase)

[0448] General Solution

[0449] The oil phase was prepared by mixing the fragrance oil (see Table 1) with an optional inert solvent. The oil phase was emulsified into water using an Ultraturrax probe, and the dispersion was introduced into a double-jacketed reactor. Optionally, other nucleophiles could be added to the aqueous phase before and / or after the emulsification step. Oxidized sucrose (5%) (OP3 prepared in Example 1) was added after the emulsification step. The dispersion was then heated to the desired temperature and stirred. The final product was a milky white dispersion.

[0450] Microcapsule 5A: Using an Ultraturrax probe (1 minute, 25000 RPM), the flavor oil phase was emulsified into an aqueous phase containing low-erucic acid rapeseed protein (Canola Pro, source: dsm-firmenich, Switzerland), and the dispersion was introduced into a double-jacketed reactor (final dispersion oil content 20%). RNA (yeast-derived RNA, source: Roche, Germany) was added to the dispersion, and the pH was adjusted with 1M sodium hydroxide solution. Then, oxidized sucrose (5%) (OP3 prepared in Example 1) was added, and the pH was adjusted again with 1M sodium hydroxide solution. The dispersion was stirred at room temperature or 80°C for 4 hours. The final product was a milky white dispersion.

[0451] Table 4: Composition of Microcapsules

[0452] <![CDATA[Oxidized sucrose 1) > 5 <![CDATA[Low-erucic acid rapeseed protein 2) > 2.3 Deionized water 72.1 <![CDATA[RNA 3) ]]> 0.6 <![CDATA[Perfume oil 4) > 20

[0453] 1) OP3 (Example 1),

[0454] 2) Source: dsm-firmenich

[0455] 3) Source: Roche, Germany

[0456] 4) Table 1.

[0457] Example 6

[0458] Fabric softener composition

[0459] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the fabric softener composition to add fragrance equivalent to 0.116%.

[0460] Table 5: Fabric Softener Compositions

[0461] Stepantex VL 90A 8.88 10% calcium chloride solution 0.36 Proxel GXL 0.04 spices 1.00 water 89.72 total 100

[0462] Example 7

[0463] Powder detergent composition

[0464] 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.

[0465] Table 6: Powder Detergent Compositions

[0466] Anionic (linear alkylbenzene sulfonate) 20% Nonionic (alcohol ethoxylates (5-9 ethylene oxide)) 6% Detergent builders (zeolite, sodium carbonate) 25% silicates 6% Sodium sulfate 35% Others (enzymes, polymers, bleaching agents) 7.5% Spray-dried microparticle powders A~E 0.5%

[0467] Example 8

[0468] Preparation of spray-dried microcapsules

[0469] Prepare emulsions A through E with the following components.

[0470] Table 7: Composition of emulsions A-E and composition of spray-dried granular powders A-E

[0471]

[0472] 1) Capsul™, Ingredion

[0473] 2) Maltodextrin 10DE source: Roquette

[0474] 3) Maltose, Lehmann & Voss

[0475] 4) Silica, Evonik

[0476] 5) See Table 7

[0477] Table 8: Composition of Flavor B

[0478] <![CDATA[4-(1,1-Dimethylethyl)-1-cyclohexyl acetate 1) > 14.50 Linalool BJ 10.50 <![CDATA[LILIAL® 2) ]]> 10.00 <![CDATA[ISO E SUPER 3) ]]> 10.00 Citronellol 9.00 diphenyl ether 6.50 Isoborneol acetate 6.00 β-ionone 6.00 <![CDATA[Tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate (A) + Tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl acetate (B) 4) > 5.50 ether MT 4.00 <![CDATA[HEDIONE® 5) ]]> 4.00 Geraniol 60 3.00 citral 2.50 Aldehyde C10 2.50 Allyl heptaate 2.50 Ethyl methyl 2-butyrate 1.50 Geraniol acetate 1.00 <![CDATA[2,4-dimethyl-3-cyclohexene-1-carbaldehyde 6) > 1.00

[0479] 1) Firmenich SA, Switzerland

[0480] 2) 3-(4-tert-butylphenyl)-2-methylpropanal, Givaudan SA, Switzerland

[0481] 3) 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, International Flavors & Fragrances, USA

[0482] 4) Firmenich SA, Switzerland

[0483] 5) Methyl dihydrojasmonic acid, Firmenich SA, Switzerland

[0484] 6) Firmenich SA, Switzerland

[0485] The components of the polymer matrix (maltodextrin and capsulant) were added at 45-50°C. TM Add (or capsul™, citric acid, and tripotassium citrate) to water until completely dissolved.

[0486] For emulsion D, add free fragrance B to the aqueous phase.

[0487] The microcapsule slurry was added to the resulting mixture. The resulting mixture was then gently mixed at 25°C (room temperature).

[0488] Granular powders A through E were prepared by spray drying emulsions A through E using a Sodeva spray dryer (source: France), with the inlet air temperature set at 215°C and the flow rate set at 500 mL per hour. The outlet air temperature was 105°C. The emulsions before atomization were at ambient temperature.

[0489] Example 9

[0490] Liquid Fragrance Enhancer Composition

[0491] Weigh out a sufficient amount of the example microcapsules and mix them into the liquid flavor enhancer to add the equivalent of 0.2% fragrance.

[0492] Table 9: Liquid Fragrance Enhancer Compositions

[0493]

[0494] 1) Decanol polyether-8; Trademark and source: KLK Oleo

[0495] 2) Laureth-9; Trademark and source:

[0496] 3) Plantacare 2000UP; Trademark and source: BASF

[0497] Different ringing gel compositions (compositions 1-6) were prepared according to the following schemes.

[0498] In the first step, the aqueous phase (water), solvent (propylene glycol) (if present) and surfactant are mixed together at room temperature by stirring with a magnetic stirrer at 300 rpm for 5 minutes.

[0499] In the second step, the binder is dissolved in the hydrophobic active ingredient (fragrance) at room temperature with a magnetic stirrer at 300 rpm. The resulting mixture is then mixed for 5 minutes.

[0500] Then, the aqueous and oil phases are mixed together at room temperature for 5 minutes to form a transparent or milky-white ringing gel.

[0501] Example 10

[0502] Liquid detergent composition

[0503] Weigh out a sufficient amount of the example microcapsules and mix them into a liquid detergent to add the equivalent of 0.2% fragrance.

[0504] Table 10: Liquid Detergent Compositions

[0505] <![CDATA[Sodium C14-17 secondary alkyl sulfonate 1) > 7 <![CDATA[C12-18 and C18-unsaturated fatty acids 2) > 7.5 <![CDATA[C12 / 14 fatty alcohol polyglycol ether with 7 mol EO 3) > 17 Triethanolamine 7.5 Propylene glycol 11 Citric acid 6.5 potassium hydroxide 9.5 <![CDATA[Properase L 4) ]]> 0.2 <![CDATA[Puradax EG L 4) ]]> 0.2 <![CDATA[Purastar ST L 4) ]]> 0.2 <![CDATA[Acrylate / Steareth-20 Methacrylate Structured Crosspolymer 5) > 6 Deionized water 27.4

[0506] 1) Hostapur SAS 60; Source: Clariant

[0507] 2) Edenor K 12-18; Source: Cognis

[0508] 3) Genapor LA 070; Source: Clariant

[0509] 4) Source: Genencor International

[0510] 5) Aculyn 88; Source: Dow Chemical

[0511] Example 11

[0512] Unit dose preparation

[0513] 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.

[0514] The unit dose can be contained in a PVOH (polyvinyl alcohol) film.

[0515] Table 11: Composition of Unit Dosage

[0516] C12-C14 alkyl polyethoxylates 15 C12-C14 alkyl polyethoxylate sulfate monoethanolamine salt 9.5 linear alkylbenzene sulfonic acid 17 Citric acid 0.5 C12-C18 fatty acids 17 enzymes 1.2 Fluorescent whitening agent 0.3 1,2-Propanediol 12 glycerin 9 Sodium hydroxide 1 monoethanolamine 6 PDMS 2.5 Potassium sulfite 0.2 water 8.8 total 100

[0517] Example 12

[0518] Concentrated general-purpose cleaning agent composition

[0519] Weigh out an adequate amount of the exemplary microcapsules and mix them into a concentrated general-purpose cleaning composition to add the equivalent of 0.2% fragrance.

[0520] Table 12: Concentrated General Purpose Cleaning Compositions

[0521] <![CDATA[Ethoxylated alcohol (C9-C11, 8EO) (1) > 20 Nonionic surfactants <![CDATA[Sodium dodecylbenzenesulfonate (2) > 16 Anionic surfactants <![CDATA[Sodium cumene sulfonate (3) > 8 Hydrotrope (water-soluble additive) <![CDATA[Methylchloroisothiazolinone Methylisothiazolinone 3.3:1 (4) > 0.8% preservative water 55.9 solvent

[0522] 1) Neodol 91-8®; Trademark and source: Shell Chemical

[0523] 2) Biosoft D-40®; Trademark and source: Stepan Company

[0524] 3) Stepanate SCS®; Trademark and source: Stepan Company

[0525] 4) Kathon CG®; Trademark and source: Dow Chemical Company

[0526] Mix all ingredients together, then dilute the mixture to 100% with water.

[0527] Example 13

[0528] Solid aroma enhancer composition

[0529] Prepare the following composition.

[0530] Table 13: Compositions of Basic Solid Flavor Enhancers

[0531] Sodium chloride 95 Spray-dried microparticle powders A~E 5

[0532] Table 14: Urea-based solid flavor enhancer compositions

[0533] Urea (beads) 94 Spray-dried microparticle powders A~E 8 Bentonite 3 spices 3

[0534] Example 14

[0535] Shampoo composition

[0536] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the shampoo composition to add the equivalent of 0.2% fragrance.

[0537] Table 15: Shampoo Compositions

[0538]

[0539] 1)Ucare Polymer JR-400, Noveon

[0540] 2) Schweizerhall

[0541] 3) Glydant, Lonza

[0542] 4) Texapon NSO IS, Cognis

[0543] 5) Tego Betain F 50, Evonik

[0544] 6)Amphotensid GB 2009, Zschimmer & Schwarz

[0545] 7) Monomuls 90 L-12, Gruenau

[0546] 8) Sodium Niparaben, NIPA

[0547] Polyquaternium-10 was dispersed in water. The remaining components of phase A were added individually and mixed thoroughly after each addition. This premix was added to the polyquaternium-10 dispersion and mixed for another 5 minutes. Then, while stirring, premixed phases B and C (Monomuls 90L-12 was heated to melt in Texapon NSO IS) were added. Phases D and E were added while stirring. The pH was adjusted to 5.5–6.0 with citric acid solution.

[0548] Example 15

[0549] Shampoo composition

[0550] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the shampoo composition to add fragrance equivalent to 0.2%.

[0551] Table 16: Shampoo Compositions

[0552]

[0553] 1) EDETA B powder, BASF

[0554] 2) Jaguar C14 S, Rhodia

[0555] 3) Ucare Polymer JR-400, Noveon

[0556] 4) Sulfetal LA BE, Zschimmer & Schwarz

[0557] 5) Zetesol LA, Zschimmer & Schwarz

[0558] 6) Tego Betain F 50, Evonik

[0559] 7) Xiameter MEM-1691, Dow Corning

[0560] 8) Lanette 16, BASF

[0561] 9) Comperlan 100, Cognis

[0562] 10) Cutina AGS, Cognis

[0563] 11) Kathon CG, Rohm & Haas

[0564] 12) D-Panthenol, Roche

[0565] A premixture containing guar hydroxypropyltrimethylammonium chloride and polyquaternium-10 was added to water and tetrasodium EDTA and mixed simultaneously. When the mixture was homogeneous, NaOH was added. Then, phase C was added. The mixture was heated to 75°C. Phase D was added and mixed until homogeneous. Heating was stopped, and the mixture was allowed to cool to room temperature. At 45°C, phase E was added and mixed simultaneously. The final viscosity was adjusted with a 25% NaCl solution, and the pH was adjusted to 5.5–6 with a 10% NaOH solution.

[0566] Example 16

[0567] Hair rinse composition

[0568] Weigh a sufficient amount of the exemplary microcapsules and mix them into the rinsing composition to add the equivalent of 0.2% fragrance.

[0569] Table 17: Eluent Compositions

[0570]

[0571] 1) Genamin KDMP, Clariant

[0572] 2) Tylose H10 Y G4, Shin Etsu

[0573] 3) Lanette O, BASF

[0574] 4) Arlacel 165, Croda

[0575] 5)Incroquat Behenyl TMS-50-PA- (MH), Croda

[0576] 6) Brij S20, Croda

[0577] 7)Xiameter MEM-949, Dow Corning

[0578] 8) Alfa Aesar

[0579] Mix the components of phase A until a homogeneous mixture is obtained. Allow the tylose to dissolve completely. Then heat the mixture to 70–75°C. Combine the components of phase B and melt them at 70–75°C. Then add the components of phase B to phase A with good stirring and continue mixing until the temperature of the mixture reaches 60°C. Then, add the components of phase C while stirring and keep mixing until the mixture cools to 40°C. Adjust the pH to 3.5–4.0 with citric acid solution.

[0580] Example 17

[0581] Anhydrous composition of antiperspirant spray

[0582] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the anhydrous composition of the antiperspirant spray to add fragrance equivalent to 0.2%.

[0583] Table 18: Anhydrous Compositions for Antiperspirant Sprays

[0584] <![CDATA[Cyclic polydimethylsiloxane 1) > 53.51 Isopropyl myristate 9.04 <![CDATA[Silicon dioxide 2) > 1.03 <![CDATA[Quaternium-18-hectorite 3) > 3.36 <![CDATA[Aluminum chlorohydrate 4) > 33.06

[0585] 1) Dow Corning® 345 Fluid; Trademark and Source: Dow Corning

[0586] 2) Aerosil® 200; Trademark and source: Evonik

[0587] 3) Bentone® 38; Trademark and source: Elementis Specialities

[0588] 4) Micro Dry Ultrafine; Source: Reheis

[0589] Using a high-speed stirrer, add silica and quaternary ammonium salt-18-hydropyrite to the mixture of isopropyl myristate and cyclodimethylsiloxane. Once fully swollen, add aluminum hydroxyl chloride in batches with stirring until the mixture is homogeneous and free of lumps. Fill the aerosol can with 25% suspension and 75% propane / butane (2.5 bar).

[0590] Example 18

[0591] Antiperspirant spray emulsion composition

[0592] Weigh out an adequate amount of the exemplary microcapsules and mix them into the antiperspirant spray emulsion composition to add the equivalent of 0.2% fragrance.

[0593] Table 19: Antiperspirant Spray Emulsion Compositions

[0594] <![CDATA[Polysorbate 65 1) (Part A)]]> 0.95 <![CDATA[Polyglycerol-2 dipolyhydroxystearate 2) (Part A)]]> 1.05 <![CDATA[Cetyl PEG / PPG-10 / 1 Dimethicone 3) (Part A)]]> 2.75 <![CDATA[Cyclic polydimethylsiloxane 4) (Part A)]]> 16.4 <![CDATA[Isopropyl isostearate 5) (Part A)]]> 4.5 <![CDATA[Phenoxyethanol 6) (Part A)]]> 0.5 <![CDATA[Ethylhexylglycerol 7) (Part A)]]> 0.2 <![CDATA[C12-15 Alkyl Benzoate 8) (Part A)]]> 5.65 <![CDATA[Silylated silica 9) (Part A)]]> 0.1 <![CDATA[Sodium Methylparaben 10) (Part B)]]> 0.1 <![CDATA[Aluminum Chlorohydrate 11) (Part B)]]> 20 Water (Part B) 44.47 Fragrances (Part C) 3.33

[0595] 1) Tween 65; Trademark and source: CRODA

[0596] 2) Dehymuls PGPH; Trademark and source: BASF

[0597] 3) Abil EM-90; Trademark and source: BASF

[0598] 4) Dow Corning 345 fluid; Trademark and source: Dow Corning

[0599] 5) Crodamol ipis; Trademark and source: CRODA

[0600] 6) Phenoxyethanol; Trademark and source: LANXESS

[0601] 7) Sensiva SC 50; Trademark and source: KRAFT

[0602] 8) Tegosoft TN; Trademark and source: Evonik

[0603] 9) Aerosil R 812; Trademark and source: Evonik

[0604] 10) Nipagin mna; Trademark and source: CLARIANT

[0605] 11) Locron L; Trademark and source: CLARIANT

[0606] Weigh the components of Part A and Part B separately. Heat the component of Part A to 60°C and the component of Part B to 55°C. Pour a small portion of the component of Part B into Part A while continuously stirring. Stir the mixture thoroughly until it reaches room temperature. Then, add the component of Part C. Mix the emulsion and introduce it into an aerosol can. Compact the propellant and add it.

[0607] Aerosol filling: 30% emulsion: 70% propane / butane 2.5 bar.

[0608] Example 19

[0609] Deodorant spray composition

[0610] Weigh out an adequate amount of the exemplary microcapsules and mix them into the antiperspirant deodorant spray composition to add the equivalent of 0.2% fragrance.

[0611] Table 20: Deodorant Spray Compositions

[0612] 95% ethanol 90.65 <![CDATA[Triclosan 1) > 0.26 Isopropyl myristate 9.09

[0613] 1) Irgasan® DP 300; Trademark and source: BASF

[0614] Mix and dissolve all ingredients in the order listed in Table 24. Then fill and compact the aerosol can and add propellant (aerosol filling: 40% active solution, 60% propane / butane 2.5 bar).

[0615] Example 20

[0616] Antiperspirant roll-on lotion composition

[0617] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the antiperspirant roll-on lotion composition to add the equivalent of 0.2% fragrance.

[0618] Table 21: Antiperspirant Roll-on Lotion Compositions

[0619] <![CDATA[Steareth-2 1) (Part A)]]> 3.25 <![CDATA[Steareth-21 2) (Part A)]]> 0.75 <![CDATA[PPG-15 Stearyl Ether 3) (Part A)]]> 4 Deionized water (Part B) 51 <![CDATA[Aluminum chlorohydrate 50% aqueous solution 4) (Part C)]]> 40 Fragrances (Part D) 1

[0620] 1) BRIJ 72; Source: ICI

[0621] 2) BRIJ 721; Source: ICI

[0622] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0623] 4) LOCRON L; Source: CLARIAN

[0624] 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.

[0625] Example 21

[0626] Antiperspirant roll-on composition

[0627] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0628] Table 22: Roll-on antiperspirant compositions

[0629] Water (Part A) 45 <![CDATA[Aluminum chlorohydrate 50% aqueous solution 1) (Part B)]]> 20 Denatured alcohol (96% ethanol) (Part B) 30 <![CDATA[Ceteareth-12 2) (Part C)]]> 2 <![CDATA[Ceteareth-30 3) (Part C)]]> 2 Fragrance (Part D) 1

[0630] 1) LOCRON L; Source: CLARIANT

[0631] 2) EUMULGIN B-1; Source: BASF

[0632] 3) EUMULGIN B-3; Source: BASF

[0633] Mix the ingredients of part B in a container, then add the ingredients of part A. Then dissolve part C into parts A and B. For the spices, add 1 part Cremophor RH40 to 1 part spice and mix well.

[0634] Example 22

[0635] Antiperspirant roll-on composition

[0636] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the antiperspirant lotion composition to add fragrance equivalent to 0.2%.

[0637] Table 23: Antiperspirant Roll-on Lotion Compositions

[0638] Water (Part A) 50.51 <![CDATA[Hydroxyethyl cellulose 1) (Part A)]]> 0.71 95% Ethanol (Part B) 40.40 1,2-Propanediol (Part B) 5.05 <![CDATA[Triclosan 2) (Part B)]]> 0.30 <![CDATA[PEG-40 Hydrogenated Castor Oil 3) (Part C)]]> 3.03

[0639] 1) Natrosol® 250 H; Trademark and source: Ashland

[0640] 2) Irgasan® DP 300; Trademark and source: BASF

[0641] 3) Cremophor® RH 40; Trademark and Source: BASF

[0642] Part A was prepared by gradually sprinkling hydroxyethyl cellulose into water while rapidly stirring with a turbine. Stirring continued until the hydroxyethyl cellulose was fully swollen and formed a clear gel. Then, Part B was gradually poured into Part A while continuing to stir until the mixture was homogeneous. Part C was then added.

[0643] Example 23

[0644] Alcohol-free deodorant pump

[0645] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0646] Table 24: Deodorant Compositions

[0647] <![CDATA[C12-15 Alkyl Lactate 1) > 5 <![CDATA[Polydimethylsiloxane 2) > 91.6 <![CDATA[Cetyl lactate 3) > 1 <![CDATA[Octyldodecanol 4) > 0.8 <![CDATA[Triclosan 5) > 0.1 spices 1.5

[0648] 1) Ceraphyl 41; Trademark and source: ASHLAND

[0649] 2) DOW CORNING 200 FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION

[0650] 3) Ceraphyl 28; Trademark and source: ASHLAND

[0651] 4) Eutanol G; Trademark and source: BASF

[0652] 5) Irgasan® DP 300; Trademark and source: BASF

[0653] Mix all ingredients in the order listed in the table, and heat the mixture slightly to dissolve hexadecyl lactate.

[0654] Example 24

[0655] Deodorant pumps containing alcohol

[0656] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0657] Table 25: Deodorant Compositions

[0658] Ethanol (Part A) 60 <![CDATA[PEG-6 caprylic / capric glyceride 1) (Part A)]]> 2 Water (Part A) 35.6 <![CDATA[PEG-40 Hydrogenated Castor Oil 2) (Part B)]]> 0.4 Spices (Part B) 2

[0659] 1) Softigen 767; Trademark and source: CRODA

[0660] 2) Cremophor® RH 40; Trademark and Source: BASF

[0661] Mix the ingredients in Part B together. Dissolve the ingredients in Part A in the order shown in the table, and then pour them into Part B.

[0662] Example 25

[0663] Talc formulation

[0664] Weigh out sufficient amounts of particles A to E and mix them into a standard talc matrix: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% fragrance.

[0665] Example 26

[0666] Shower Gel Reference

[0667] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0668] Table 26: Shower Gel Compositions

[0669] Deionized water 49.35 solvent <![CDATA[Tetrasodium EDTA 1) > 0.05 Chelating agents <![CDATA[Acrylate copolymer 2) > 6 Thickener <![CDATA[Sodium C12-C15 alkyl ether sulfate 3) > 35 surfactants 20% sodium hydroxide aqueous solution 1 pH adjuster <![CDATA[Cocamidopropyl betaine 4) > 8 surfactants <![CDATA[Methylchloroisothiazolinone and Methylisothiazolinone 5) > 0.1 preservative Citric acid (40%) 0.5 pH adjuster

[0670] 1) ETETA B powder; Trademark and source: BASF

[0671] 2) CARBOPOL AQUA SF-1 polymer; trademark and source: NOVEON

[0672] 3) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER & SCHWARZ

[0673] 4) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0674] 5) KATHON CG; Trademark and source: ROHM & HASS

[0675] Mix the components and adjust the pH to 6-6.3 (viscosity: 4500cPo + / - 1500cPo (Brookfield RV / Spindle #4 / 20RPM)).

[0676] Example 27

[0677] Shower Gel Composition

[0678] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0679] Table 27: Shower Gel Compositions

[0680] Deionized water 52.40 solvent <![CDATA[Tetrasodium EDTA 1) > 0.10 Chelating agents Sodium benzoate 0.50 preservative Propylene glycol 2.00 solvent <![CDATA[Sodium C12-C15 pareth sulfate 2) > 35.00 surfactants <![CDATA[Cocamidopropyl betaine 3) > 8.00 surfactants <![CDATA[Polyquaternium-7 4) > 0.20 Conditioner Citric acid (40%) 1.00 pH adjuster Sodium chloride 0.80 Viscosity modifier

[0681] 1) ETETA B powder; Trademark and source: BASF

[0682] 2) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER & SCHWARZ

[0683] 3) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0684] 4) MERQUAT 550; Trademark and source: LUBRIZOL

[0685] Mix the ingredients and adjust the pH to 4.5 (viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0686] Example 28

[0687] Shower Gel Composition

[0688] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0689] Table 28: Shower Gel Compositions

[0690] Deionized water 50.95 solvent <![CDATA[Tetrasodium EDTA 1) > 0.05 Chelating agents Sodium benzoate 0.5 preservative Glycerin 86% 3.5 solvent <![CDATA[Sodium Laureth Sulfate 2) > 27 surfactants <![CDATA[Polyquaternium-7 3) > 1 Conditioner <![CDATA[Cocoyl Betaine (Coco-Betaine) 4) > 6 surfactants <![CDATA[PEG-120 Methyl Glucose Trioleate 5) > 1 Thickener Citric acid (40%) 1 pH adjuster <![CDATA[Ethylene glycol distearate & Laureth-4 & Cocamidopropyl betaine 6) > 3 pearlescent agent Sodium chloride 20% 5 Viscosity modifier <![CDATA[PEG-40 Hydrogenated Castor Oil 7) > 1 Viscosity modifier

[0691] 1) ETETA B powder; Trademark and source: BASF

[0692] 2) Texapon NSO IS; Trademark and source: COGNIS

[0693] 3) MERQUAT 550; Trademark and source: LUBRIZOL

[0694] 4) DEHYTON AB-30; Trademark and source: COGNIS

[0695] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL

[0696] 6) EUPERLAN PK 3000 AM; Trademark and source: COGNIS

[0697] 7) CREMOPHOR RH 40; Trademark and source: BASF

[0698] Mix the ingredients and adjust the pH to 4.5 (viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0699] Example 29

[0700] soap bars

[0701] 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.

[0702] Table 29: Composition of Soap Formulations

[0703] surfactants Sodium linear alkylbenzene sulfonate soap 10 to 25 α-Olefin sulfonates (AOS) Sodium lauryl sulfate builder Sodium carbonate 5 to 15 Sodium tripolyphosphate zeolite filler Sodium sulfate 5 to 30 talc 5 to 30 dolomite 5 to 50 porcelain clay 5 to 50 Calcite - Calcium carbonate Sodium chloride 5 to 20 Structured components Aluminum sulfate 0.5 to 5 alkaline silicates 1 to 5 other pigment 0.1 to 1 spices 0.1 to 1 Moisture 5 to 15

[0704] Example 30

[0705] Beauty Day Cream

[0706] 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.

[0707] Table 30: Composition of Creams

[0708] A <![CDATA[Ethoxylated fatty alcohol ester 1) > 5 cetyl alcohol 0.5 <![CDATA[Ceteth-20 (and) Glyceryl Stearate (and) PEG-6 Stearate (and) Steareth-20 2) > 4 <![CDATA[Squalane 3) > 1 paraffin oil 2 Petrolatum (paraffin resin) 6 B water 55.85% Hydrated condensate 20 C Propylene glycol 5 <![CDATA[DMDM Hydantoin (and) Iodopropynyl Butylcarbamate 4) > 0.15 D Sodium Carbomer 0.2 E spices 0.3

[0709] 1) ARLATONE 985

[0710] 2) TEFOSE 2561

[0711] 3) COSBIOL

[0712] 4) GLYDANT PLUS

[0713] Example 31

[0714] Hand dishwashing detergent

[0715] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% flavoring.

[0716] Table 31: Handwashing Dishwashing Detergent Compositions

[0717] <![CDATA[Linear alkylbenzenesulfonic acid (1) > 20 Anionic surfactants <![CDATA[Diethanolamide (2) > 3.5 Foam enhancer <![CDATA[Sodium hydroxide (50%) (3) > 3.4 pH adjuster / neutralizer <![CDATA[Secondary alcohol ethoxylate (4) > 2.5 Nonionic surfactants Sodium xylenesulfonate 6.3 Water-soluble additives water 64.3 solvent

[0718] 1) Biosoft S-118®; Trademark and source: Stepan Company

[0719] 2) Ninol 40-CO®; Trademark and source: Stepan Company

[0720] 3) Stepanate SXS®; Trademark and source: Stepan Company

[0721] 4) Tergitol 15-S-9®; Trademark and source: Dow Chemical Company

[0722] Mix water with sodium hydroxide and diethanolamide. Add LAS. Neutralize the LAS, then add the remaining ingredients. Check the pH (= 7~8) and adjust as necessary.

[0723] Example 32

[0724] Toothpaste ingredients

[0725] 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.

[0726] Table 32: Toothpaste Ingredients

[0727] Polyethylene glycol 400 2.0% Xanthan Gum 0.6% 70% Sorbitol Solution 50% Sodium fluoride 0.220% Sodium benzoate 0.2% water 15.230% <![CDATA[Hydrated silica 1) > 22.0% <![CDATA[Hydrated silica 2) > 7.0% Titanium dioxide CI77891 0.5% Sodium lauryl sulfate 1.250% Flavoring agent 1.2% total 100%

[0728] 1) Tixosil 73; Trademark and source:

[0729] 2) Tixosil 43; Trademark and source:

[0730] Example 33

[0731] Calcium hydrogen phosphate toothpaste formulation

[0732] 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.

[0733] Table 33: Toothpaste Ingredients

[0734] Sodium carboxymethyl cellulose 1.2% Flavoring agent 1.2% Deionized water / pure water Balance to final weight Sodium lauryl sulfate 1.3% glycerin 20.0% Sodium saccharin 0.2% dicalcium hydrogen phosphate dihydrate 36.0% Methylparaben 0.2% <![CDATA[Silicon dioxide 1) > 3.0% total 100%

[0735] 1) Aerosil® 200; Trademark and source:

[0736] Example 34

[0737] Mouthwash without alcohol ingredients

[0738] 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.

[0739] Table 34: Mouthwash Ingredients

[0740] Propylene glycol 10% Flavoring agent 0.240% Deionized water / pure water Balance to final weight Poloxamer 407 NF 0.240% Sodium lauryl sulfate 0.040% 70% Sorbitol Solution 10.0% Sodium saccharin 0.030% glycerin 3.0% Sodium benzoate 0.100% Sucralose 0.020% benzoic acid 0.050% total 100%

[0741] Example 35

[0742] Mouthwash ingredients

[0743] 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.

[0744] Table 35: Mouthwash Ingredients

[0745] .

Claims

1. A core-shell microcapsule comprising: - The core, which contains hydrophobic materials, and - A shell comprising the reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

2. The core-shell microcapsule according to claim 1, wherein, The shell comprises a reaction product of at least one nucleophile, at least one oxidized sugar and its derivatives and at least one polyfunctional monomer, wherein the polyfunctional monomer is not a polyisocyanate.

3. The core-shell microcapsule according to claim 1 or 2, wherein, The shell comprises a reaction product of at least one nucleophile, at least one oxidized sugar and its derivatives and at least one polyfunctional monomer, wherein the polyfunctional monomer is selected from the group consisting of acyl chlorides, polyaldehydes, polyanhydrides, polyepoxides, acrylate monomers, polyalkoxysilanes and mixtures thereof.

4. The core-shell microcapsule according to claim 1, wherein, The shell is composed of the reaction product of at least one nucleophile and at least one oxidized sugar and its derivative.

5. The core-shell microcapsule according to any one of the preceding claims, wherein, The oxidized sugar and its derivatives are obtained by reacting sugars and their derivatives with an oxidizing agent, wherein the sugars and their derivatives are selected from the group consisting of sucrose and its derivatives, dextrin, dextran, maltodextrin, saponins, pectin, gum arabic, gellan gum, xanthan gum, cellulose and its derivatives, starch and its derivatives, and chitin and its derivatives, and wherein the oxidizing agent is selected from the group consisting of sodium periodate, TEMPO (2,2,6,6-tetramethylpiperidine oxygen radical), 4-acetamido-TEMPO, and DAIB (… The following are selected from the group consisting of diacetoxyiodobenzene, AZADO (2-azadamane N-oxygen radical), 1-methyl-AZADO, oxoammonium salt, KetoABNO (9-azabicyclo[3.3.1]nonane N-oxygen radical), 4-methylmorpholine N-oxide, HTIB ([hydroxy(toluenesulfonyl)iodo]benzene), hydrogen peroxide, periodic acid, ozone, permanganic acid and its salts, halooxy acids and their salts, or enzymes such as laccase, oxidase, catalase, and mixtures thereof.

6. The core-shell microcapsule according to any one of the preceding claims, wherein, The nucleophile is selected from the group consisting of nitrogen nucleophiles, sulfur nucleophiles, enol carbon nucleophiles, oxygen nucleophiles, phosphorus nucleophiles, and mixtures thereof.

7. The core-shell microcapsule according to claim 6, wherein, The nucleophile is selected from the group consisting of alcohols, amines, thiols, and mixtures thereof.

8. The core-shell microcapsule according to any one of the preceding claims, wherein, The hydrophobic material contains fragrance oil.

9. A method for preparing core-shell microcapsule slurry, comprising the following steps: a) Disperse the oil phase containing hydrophobic substances into the continuous phase C1 to obtain a two-phase dispersion. b) Optionally, the two-phase dispersion is dispersed into the continuous phase C2 to obtain a multiple dispersion. c) Solidify the dispersion obtained in step a) or b) to form microcapsules in slurry form. Wherein, in steps a) and / or b) and / or c), oxidized sugars and their derivatives are added, or in steps a) and / or b) and / or c), sugars and their derivatives and an oxidizing agent are added, and In step a) and / or step b) and / or c), a nucleophile is added.

10. The method according to claim 9, wherein, The nucleophile is added to the oil phase and / or the continuous phase C1.

11. The method according to claim 9 or 10, wherein, The two-phase dispersion is an oil-in-water emulsion.

12. The method according to any one of claims 9 to 11, wherein, In step a), an alkali is added, preferably selected from the group consisting of guanidine carbonate, sodium carbonate, potassium carbonate, and sodium hydroxide.

13. A consumer product, preferably in the form of a home care product, personal care product, or fabric care product, comprising the microcapsules of any one of claims 1 to 8.

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