Polyamide microcapsules

Abstract

The invention relates to a novel method for preparing polyamide microcapsules. Polyamide microcapsules are also one of the purposes of the invention. Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the invention.

Description

Technical Field

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

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

[0003] In addition to performance in terms of stability and olfactory performance, consumer demand for eco-friendly delivery systems is becoming increasingly important and is driving the development of new delivery systems.

[0004] Therefore, there is still a need to provide new microcapsules using more eco-friendly materials without compromising the performance of the microcapsules, in particular in terms of stability in challenging media such as consumer product bases, and in terms of providing good olfactory performance in active ingredient delivery, for example in the case of perfuming ingredients.

[0005] The present invention proposes a solution to the above problems by providing novel polyamide microcapsules and a method for preparing the microcapsules. Summary of the invention

[0006] It has now surprisingly been found that good core-shell microcapsules encapsulating hydrophobic materials can be obtained by reacting at least one acid chloride with at least one co-oligopeptide. The process of the invention thus provides a solution to the above-mentioned problems, since it allows the preparation of microcapsules with the required stability in challenging bases.

[0007] A first object of the present invention is a polyamide core-shell microcapsule comprising:

[0008] - a core comprising a hydrophobic material, preferably a perfume oil, and

[0009] - a polyamide shell comprising the reaction product between at least one acid chloride and at least one co-oligopeptide.

[0010] Another object of the present invention is a microcapsule slurry comprising the microcapsules as defined above.

[0011] Another object of the present invention is a method for preparing a polyamide core-shell microcapsule slurry, comprising the following steps:

[0012] a) dispersing an oil phase comprising a hydrophobic material and at least one acid chloride into a dispersed phase to form a two-phase dispersion, preferably an oil-in-water emulsion;

[0013] b) performing a curing step to form microcapsules in the form of a slurry;

[0014] wherein at least one stabilizer is added to the oil phase and / or the dispersed phase, and

[0015] At least one co-oligopeptide is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion.

[0016] Another object of the present invention is the polyamide core-shell microcapsule slurry obtained by the above process.

[0017] A perfuming composition comprising:

[0018] (i) microcapsules or microcapsule slurries as defined above, wherein the hydrophobic material comprises a fragrance,

[0019] (ii) at least one ingredient selected from the group consisting of a fragrance carrier and a fragrance base, and

[0020] (iii) optionally, at least one flavor adjuvant.

[0021] Another object of the present invention is a consumer product comprising:

[0022] - personal care active bases, and

[0023] - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above,

[0024] Wherein the consumer product is in the form of a personal care composition.

[0025] Another object of the present invention is a consumer product comprising:

[0026] - home care or fabric care active bases, and

[0027] - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above,

[0028] Wherein the consumer product is in the form of a home care or fabric care composition.

[0029] Detailed description of the invention

[0030] Unless otherwise indicated, percentages (%) refer to weight percent of the composition.

[0031] By "active ingredient" is meant a single compound or a combination of ingredients.

[0032] By "flavor oil or flavoring (flavor) oil" it is meant a single flavoring or flavoring compound, or a mixture of several flavoring or flavoring compounds.

[0033] By “consumer product” or “final product,” we mean a finished product that is ready for distribution, sale, and use by consumers.

[0034] For the sake of clarity, the expression "dispersion" in the present invention refers to a system in which particles are dispersed in a continuous phase of different composition, and it specifically includes a suspension or an emulsion.

[0035] In the present invention, by "microcapsule" or similar expressions, it is meant that the core-shell microcapsule has a particle size distribution in the micrometer range (for example, the average diameter (d(v,0.5)) is about 1 to 3000 micrometers, preferably 1 to 500 micrometers), and comprises an outer solid polyamide-based shell and an inner continuous oil phase surrounded by the outer shell.

[0036] By "microcapsule slurry" it is meant microcapsules dispersed in a liquid. According to one embodiment, the slurry is an aqueous slurry, ie the microcapsules are dispersed in an aqueous phase.

[0037] By "polyamide microcapsules" it is meant that the shell of the microcapsules comprises a polyamide material. The expression "polyamide-based microcapsules" may also encompass a shell made of a composite material comprising a polyamide material and another material, for example a polymer such as a protein.

[0038] In the present invention, "polyamide-based microcapsules" and "polyamide microcapsules" are used without distinction.

[0039] By "salt" is meant an ionic compound capable of dissolving in a dispersed phase (usually water) and forming a metal ion in one or more valence states.

[0040] In the present invention, the expressions "dispersed phase" and "continuous phase" may be used indiscriminately.

[0041] It has been found that polyamide core-shell microcapsules with overall good performance in challenging binders can be obtained when the shell comprises the reaction product of at least one acid chloride and at least one co-oligopeptide. BRIEF DESCRIPTION OF THE DRAWINGS

[0042] Figure 1Shows a SEM image of microcapsule (A) according to the present invention.

[0043] Figure 2 Shows a SEM image of microcapsule (D) according to the present invention. DETAILED DESCRIPTION

[0044] Polyamide capsule

[0045] A first object of the present invention is a polyamide core-shell microcapsule comprising:

[0046] - a core comprising a hydrophobic material, preferably a perfume oil, and

[0047] - a polyamide shell comprising the reaction product between at least one acid chloride and at least one co-oligopeptide.

[0048] Another object of the present invention is a polyamide core-shell microcapsule slurry comprising at least one polyamide core-shell microcapsule, wherein the microcapsule comprises:

[0049] - a core comprising a hydrophobic material, preferably a perfume oil, and

[0050] - a polyamide shell comprising the reaction product between at least one acid chloride and at least one co-oligopeptide.

[0051] According to one embodiment, the polyamide shell comprises the reaction product between:

[0052] - at least one acid chloride,

[0053] - at least one co-oligopeptide,

[0054] - optionally, at least one oligopeptide, and

[0055] - Optionally, at least one free amino acid.

[0056] According to one embodiment, the weight ratio between free amino acid (if present) and co-oligopeptide is from 0.01:1 to 40:1.

[0057] According to one embodiment, the weight ratio between the oligopeptide (if present) and the co-oligopeptide is from 0.01:1 to 40:1.

[0058] Hydrophobic materials

[0059] The hydrophobic material according to the invention may be an "inert" material, such as a solvent or an active ingredient. The core is preferably an oil-based core.

[0060] By "hydrophobic material" is meant any hydrophobic material that forms a two-phase dispersion when mixed with a dispersed phase (usually water). Hydrophobic materials are typically liquid at about 20°C.

[0061] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

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

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

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

[0065] According to a specific embodiment, the hydrophobic material comprises a mixture of a pest control agent and another ingredient selected from the group consisting of a fragrance, a nutraceutical, a cosmetic, a biocide active ingredient.

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

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

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

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

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

[0071] The nature and type of the perfuming ingredients present in the oil phase do not guarantee to be described in more detail here, and it is impossible to be exhaustive in any case, and the technician can select them based on their general knowledge and according to expected use or application and required sensory effect. Generally speaking, these perfuming ingredients belong to different chemical categories, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds and essential oils, and the perfuming auxiliary ingredients can be natural or synthetic sources. In any case, many of these auxiliary ingredients are listed in references such as the work Perfume and Flavor Chemicals of S.Arctander, 1969, Montclair, New Jersey, USA or its updated version or other works of similar nature, and in the patent documentation abundant in the field of spices.

[0072] In particular, one may cite the perfuming ingredients usually used in perfumery formulations, for example:

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

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

[0075] Balsamic ingredients: coumarin, ethyl vanillin and / or vanillin;

[0076] Citrus aroma ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-menthenadiene;

[0077] Floral fragrance ingredients: methyl dihydrojasmonate, linalool, citronellol, phenylethyl alcohol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone (β-violet ketone), methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1 -penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanemethanol, 2,6,6-trimethyl-3-cyclohexen-1-yl 1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, tricyclodecenyl acetate, geraniol, p-menth-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl homocis-dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol , tricyclodecenyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-menthol, (S)-2-(1,1-dimethylpropoxy)propyl propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamaldehyde, 8-decene-5-lactone, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or a mixture of methylionone isomers;

[0078] Fruity aroma ingredients: γ-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiacyclopentane, 4-decanoic acid ethyl ester, hexyl acetate, 2-methylbutyric acid ethyl ester, γ-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, [3-ethyl-2-oxiranyl] acetate 1-[3,3-dimethylcyclohexyl]ethyl ester and / or diethyl 1,4-cyclohexanedicarboxylate;

[0079] Green fragrance ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styroyl 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;

[0080] Musk ingredients: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecan-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecene-2-one, 1-oxa-13-cyclohexadecene-2-one, (9Z)-9-cycloheptadecene-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 3-methyl-5-cyclohexane Pentadecene-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[G]-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, oxacyclohexadecane-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate;

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

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

[0083] According to a particular embodiment, the fragrance or fragrance formulation (preparation) comprises a fragrance modulator (which can be used together with a hydrophobic solvent when a hydrophobic solvent is present, or as a substitute for a hydrophobic solvent when a hydrophobic solvent is not present).

[0084] Preferably, a fragrance modulator is defined as a fragrance material having:

[0085] - Vapor pressure less than 0.0008 Torr at 22°C;

[0086] -clogP of 3.5 or more, preferably 4.0 or more, more preferably 4.5;

[0087] - at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion forces of 12 to 20, dipole moments of 1 to 7, and hydrogen bonds of 2.5 to 11,

[0088] - at least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion forces of 14 to 20, dipole moments of 1 to 8, hydrogen bonds of 4 to 11, when in solution with a compound having a vapor pressure ranging from 0.0008 to 0.08 Torr at 22°C.

[0089] Preferably, as examples, the following ingredients can be listed as fragrance modulators, but the list is not limited to the following substances: alcohol C12, oxahedral, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4-cyclopentadecan-1-one, cyclopentadecanone, (8Z)-oxahedral, 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]trideca-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8- Hexahydrocyclopenta[g]isobenzopyran, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxahedraloxane-2-one, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, (+)-(4 R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amyl cinnamaldehyde, hexyl cinnamaldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecene-1-one.

[0090] It should also be understood that the ingredient may also be a compound known to release various types of perfuming compounds in a controlled manner, also known as a pro-fragrance or pro-perfume. Non-limiting examples of suitable pro-fragrances may include:

[0091] 4-(Dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(Dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, 3-(Dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(Dodecylthio)octan-4-one, 2-phenylethyl oxy(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yl oxy(phenyl)acetate, oxy(phenyl)acetic acid (Z) 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, 1-(((2-methyl-1-undec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, 1-((2-methyl-1-undec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, 1-((2-methyl-1-undec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, 1-((2-methyl 1-(1-undec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 2-(1-phenylethoxyprop-1-en-2-yl)naphthalene, (2-phenylethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl) benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde or a mixture thereof.

[0092] The perfuming ingredients can be dissolved in solvents currently used in the perfume industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, (rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes or isoparaffins. Preferably, the solvent is very hydrophobic and highly sterically hindered, e.g. or benzyl benzoate. Preferably, the fragrance contains less than 30% solvent. More preferably, the fragrance contains less than 20%, even more preferably less than 10% solvent, all of which percentages are by weight relative to the total weight of the fragrance. Most preferably, the fragrance is substantially free of solvent.

[0093] According to a particular embodiment, the perfume comprises at least 35% of perfuming ingredients having a logP higher than 3.

[0094] LogP is the common logarithm of the estimated octanol-water partition coefficient, which is known as a measure of lipophilicity.

[0095] The LogP values ​​of many fragrance compounds have been reported, for example, in the Pomona92 database, which is available from Daylight Chemical Information Systems, Inc. (Daylight CIS) of Irvine, California, which also contains references to the original literature. The LogP values ​​are most conveniently calculated by the "CLOGP" program provided by Daylight CIS. When available in the Pomona92 database, the program also lists the experimental logP values. The "calculated logP" (cLogP) is determined by the fragment method of Hansch and Leo (see A. Leo's Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., p. 295, Pergamon Press, 1990). The fragment method is based on the chemical structure of each fragrance oil component and takes into account the number and type of atoms, the connectivity of the atoms, and the chemical bonding. When selecting perfuming compounds that can be used in the present invention, it is preferred to use the cLogP value (which is the most reliable and most widely used estimate of this physicochemical property) instead of the experimental LogP value.

[0096] In a particular embodiment, the fragrance oil comprises at least 40 wt%, preferably at least 50 wt%, more preferably at least 60 wt% of components having a logP above 3, preferably above 3.5 and even more preferably above 3.75.

[0097] Preferably, the perfume oil contains less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols and less than 20% by weight of tertiary alcohols. Advantageously, the perfume used in the present invention does not contain any primary alcohols and contains less than 15% by weight of secondary and tertiary alcohols.

[0098] According to a particular embodiment, the fragrance comprises at least 20% by weight, preferably at least 25% by weight, more preferably at least 40% by weight of bulky materials of groups 1 to 6, preferably groups 3 to 6.

[0099] The term "sterically large materials" is understood herein as perfuming ingredients with high steric hindrance, i.e. having a substitution pattern providing high steric hindrance, thus sterically large materials are in particular those from one of the following groups:

[0100] - Group 1: perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one 1 to 4 nodes comprising a substituent, preferably at least one linear or branched C1 to C4 alkyl or alkenyl substituent;

[0101] - Group 2: perfuming ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one 4 or more nodes comprising a substituent, preferably at least one linear or branched C4 or longer, preferably C4 to C8 alkyl or alkenyl substituent;

[0102] - Group 3: perfuming ingredients comprising a benzene ring, or perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one 5 or more nodes comprising a substituent, preferably at least one linear or branched C5 or longer, preferably C5 to C8 alkyl or alkenyl substituent, or substituted with at least one phenyl substituent and optionally one or more 1 to 3 nodes comprising a substituent, preferably one or more linear or branched C1 to C3 alkyl or alkenyl substituents;

[0103] - Group 4: perfuming ingredients comprising at least two fused or linked 5- or 6-membered rings, preferably at least two fused or linked C5 and / or C6 rings;

[0104] - Group 5: perfuming ingredients comprising a camphor-like ring structure, i.e. two 5- or 6-membered rings fused in a bridged manner;

[0105] - Group 6: contains at least one 7 to 20 membered ring, preferably at least one C7 or C 20 Ring structured fragrance ingredient.

[0106] As understood in the context of this article, the term node refers to any atom that can provide at least two, preferably at least 3, and more preferably 4 bonds to other atoms. Specific examples of nodes as understood herein are carbon atoms (up to 4 bonds to other atoms), nitrogen atoms (up to 3 bonds to other atoms), oxygen atoms (up to 2 bonds to other atoms), and sulfur (up to 2 bonds to other atoms). Specific examples of other atoms as understood in this article can be carbon atoms, nitrogen atoms, sulfur atoms, oxygen atoms, and hydrogen atoms.

[0107] Examples of components from each of these groups are:

[0108] - Group 1: 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde (source: Firmenich SA, Geneva, Switzerland), isocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (source: Firmenich SA, Geneva, Switzerland), nerol, terpineol, dihydroterpineol, terpene acetate, dihydroterpene acetate, dipentene, eucalyptol, hexylate, rose oxide, (S)-1,8-p-menthadiene-7-ol (source: Firmenich SA, Geneva, Switzerland), l-p-menthen-4-ol, (1RS, 3RS, 4SR)-3-p-menthyl acetate, (1R, 2S, 4R)-4,6,6-trimethyl-bicyclo[3,1,1]heptan-2-ol, tetrahydro-4-methyl-2-phenyl-2H-pyran (Source: Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, trimethylcyclohexyl acetate (cyclanol), 1,4-cyclohexane diethyl dicarboxylate (Source: Firmenich SA, Geneva, Switzerland), (3ARS, 6SR, 7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (Source: Firmenich SA, Geneva, Switzerland), (6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (Source: Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde;

[0109] - Group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Source: Givaudan SA, Vergne, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (Source: Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol (Source: Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate (Source: Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-1-cyclopentanone (Source: Firmenich SA, Geneva, Switzerland), SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Source: Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (Source: Givaudan SA, Vergne, Switzerland);

[0110] - Group 3: damascenone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (source: Firmenich SA, Geneva, Switzerland), nectalactone ((1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone), α-ionone (α-caryophyllene), β-ionone, damascenone, a mixture of 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one and 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (source: Firmenich SA, Geneva, Switzerland), 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (source: Firmenich SA, Geneva, Switzerland), propionic acid (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 esters, acetate 4-(1,1-dimethylethyl)-1-cyclohexyl (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, menthyl mercaptan, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenyl methyl carbonate, 2-methoxy-4-methylphenyl ethyl carbonate, 4-ethyl-2-methoxyphenyl methyl carbonate;

[0111] - Group 4: Methyl cedryl ketone (Source: International Flavors and Fragrances, USA), a mixture of 2-methylpropionic acid (1RS, 2SR, 6RS, 7RS, 8SR)-tricyclo[5.2.1.0-2,6-]dec-3-en-8-yl ester and 2-methylpropionic acid (1RS, 2SR, 6RS, 7RS, 8SR)-tricyclo[5.2.1.0-2,6-]dec-4-en-8-yl ester, vetyverol, vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone (Source: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indanone (Source: International Flavors and Fragrances, USA), 3-(3,3-dimethyl-5-indanyl)propanal and a mixture of 3-(1,1-dimethyl-5-indanyl)propanal (Source: Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane (Source: Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (acetic acid perhydro-5,5,8A-trimethyl-2-naphthyl ester (Source: Firmenich SA, Geneva, Switzerland), 1-naphthol (octalynol), (dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (Source: Firmenich SA, Geneva, Switzerland), tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl acetate 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;

[0112] - Group 5: Camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, pinene, camphene, 8-methoxycedrane, (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane (source: Firmenich SA, Geneva, Switzerland), cedrene, cedrene alcohol, cedrol, 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane-5-one. 2,7 ] mixture of undec-4-one (source: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland);

[0113] - Group 6: (trimethyl-13-oxabicyclo-[10.1.0]-tridec-4,8-diene (source: Firmenich SA, Geneva, Switzerland), galanthus lactone LG ((E)-99-hexadecene-16-lactone (source: Firmenich SA, Geneva, Switzerland), cyclopentadecenolide (source: Firmenich SA, Geneva, Switzerland), muscene (3-methyl (4 / 5)-cyclopentadecenone (source: Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), pentadecanolide (source: Firmenich SA, Geneva, Switzerland), cyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), 1,4-dioxacycloheptadecan-5,17-dione, 4,8-cyclododecadien-1-one;

[0114] - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propyl)phenyl]propanal (source: Givaudan SA, Vergne, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0115] Preferably, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from Groups 1 to 7 as defined above. More preferably, the perfume comprises at least 30%, preferably at least 50% of ingredients selected from Groups 3 to 7 as defined above. Most preferably, the perfume comprises at least 30%, preferably at least 50% of ingredients selected from Groups 3, 4, 6 or 7 as defined above.

[0116] According to another preferred embodiment, the fragrance comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients having a logP above 3, preferably above 3.5, even more preferably above 3.75.

[0117] Preferably, the perfume used in the present invention contains less than 10% of its own weight of primary alcohol, less than 15% of its own weight of secondary alcohol and less than 20% of its own weight of tertiary alcohol. Advantageously, the perfume used in the present invention does not contain any primary alcohol, but contains less than 15% of secondary and tertiary alcohols.

[0118] According to one embodiment, the oil phase (or oil-based core) comprises:

[0119] - 25 to 100 wt% of a fragrance oil comprising at least 15 wt% of a high impact fragrance raw material having a Log T < -4, and

[0120] - 0-75% by weight of the density is greater than 1.07 g / cm 3 Density balanced material.

[0121] "High impact fragrance raw materials" are understood to be fragrance 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 common logarithm of the threshold concentration, i.e. Log [threshold] ("LogT").

[0122] "Density balanced material" should be understood as having a density greater than 1.07 g / cm 3 And materials with low odor or no odor are preferred.

[0123] The density of a component is defined as the ratio of its mass to its volume (g / cm 3 ).

[0124] There are several methods that can be used to determine the density of a component.

[0125] The d20 density of essential oils can be measured with reference to, for example, the ISO 298:1998 method.

[0126] The odor threshold concentration of the flavoring compounds is determined by using a gas chromatograph ("GC"). Specifically, the gas chromatograph is calibrated to determine the exact volume of the fragrance oil component injected by the syringe, the exact split ratio and the hydrocarbon response using hydrocarbon standards of known concentration and chain length distribution. The air flow rate is accurately measured and the sampling volume is calculated assuming that the duration of human inhalation lasts 12 seconds. Since the exact concentration at the detector at any point in time is known, the mass per volume inhaled is known, so the concentration of the flavoring compound is known. To determine the threshold concentration, the solution is delivered to the sniffing port with the back-calculated concentration. The panelist sniffs the GC effluent and determines the retention time when the odor is perceived. The average of all panelists determines the odor threshold concentration of the flavoring compound. The determination of odor thresholds is described in more detail in C. Vuilleumier et al., Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development, Perfume & Flavorist, Vol. 33, September,, 2008, pages 54-61.

[0127] According to one embodiment, the high impact fragrance raw material 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-phenyl acetate, pyrazole butyl ether, 3-propylphenol, 1-(3-methyl-1-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, 1-(3,3 / 5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, -1-one, a mixture comprising (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one and (3SR,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one, (+-)-1-(5-ethyl-5-methyl-1-cyclohexen-1-yl)-4-penten-1-one, (1'S,3'R)-1-methyl-2-[(1',2',2'-trimethylbicyclo[3.1.0]hex-3'-yl)methyl]cyclopropyl}methanol , (+-)-3-mercaptohexyl acetate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, H-methyl-2h-1,5-benzodioxepin-3(4H)-one, (2E,6Z)-2,6-nonadien-1-ol, (4Z)-4-dodecenal, (+-)-4-hydroxy-2,5-dimethyl-3(2H)-furanone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8Aβ-dimethyl -4a-naphthol, patchouli alcohol, 2-methoxy-4-(1-propenyl)phenol, a mixture comprising (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylidene-2-phenyl-2H-pyran, a mixture comprising 4-methylidene-2-phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonenal, 2-methoxy-4-propylphenol, 3-methyl-5-phenyl-2-pentenenitrile, 1-(spiro[4.5]dec-6 / 7-en-7-yl)-4-penten-1-one (, 2-methoxynaphthalene, (-)-(3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 5-nonalactone, (3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, coumarin, 4-methylphenyl isobutyrate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, β,2,2,3-tetramethyl-δ-methylidene-3 -cyclopentene-1-butanol, δ-damascenone ((2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one), (+-)-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran, anisaldehyde, p-cresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenyl glycidate, γ-octalactone, ethyl 3-phenyl-2-acrylate, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, p-cresol acetate, dodecalactone, dimethyl tricyclo[7.1.1.0. 2,7] Undec-2-en-4-one (tricyclone), (+)-(3R,5Z)-3-cyclopentadecen-1-one, undecanolide, (1R,4R)-8-mercapto-3-menthone, (3S,3AS,6R,7AR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, β-ionone, (+-)-6-pentyltetrahydro-2H-pyran-2-one, (3E,5Z)-1,3,5-undecadiene, 10-undecenal, (9E)-9-undecanoic acid aldehyde, (9Z)-9-undecenal, (Z)-4-decenal, 2-methylpentanoic acid (+-)-ethyl ester, 1,2-diallyl disulfane, 2-tridecenenitrile, 3-tridecenenitrile, (+-)-2-ethyl-4,4-dimethyl-1,3-oxathiacyclohexane, (+)-(3R,5Z)-3-methyl-5-cyclopentadecen-1-one, 3-(4-tert-butylphenyl)propanal, (cyclohexyloxy)acetate, methyl naphthyl ketone, (+-)-(4E)-3-methyl-4-cyclopentadecen-1-one ketone, (+-)-5E3-methyl-5-cyclopentadecen-1-one, 3-hexenoic acid cyclopropyl methyl ester, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (+-)-1-(5-propyl-1,3-benzodioxol-2-yl)ethanone, 4-methyl-2-pentylpyridine, (+-)-(E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-butene-2-one, (3aRS,5aSR,9aSR,9bRS)-3a,6, 6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan, (2S,5R)-5-methyl-2-(2-propyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl-1-phenyl)butyraldehyde, 2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, ethyl maltol (ethyl praline), (4-methylphenoxy)acetaldehyde, tricyclo[5.2.1.0.(2,6)]decane-2-carboxylic acid ethyl ester, (+)-(1'S,2S,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol, (4E)-3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 8-isopropyl-6-methyl-bicyclo[2.2.2] oct-5-ene-2-carboxaldehyde, methylnonyl acetaldehyde, 2-methylpropionic acid 4-formyl-2-methoxyphenyl ester, (E)-4-decenal, (+-)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butene-1-ol, (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (-)-(3R)-3,7-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) allyl acetate, (+-)-(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten-3-one, and mixtures thereof.

[0128] According to one embodiment, the fragrance raw material with Log T<-4 is selected from the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof.

[0129] According to one embodiment, the fragrance raw material with Log T <-4 comprises at least one compound selected from the group consisting of alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in an amount of 20 to 70% by weight, based on the total weight of the fragrance raw materials with Log T <-4.

[0130] According to one embodiment, the fragrance raw materials with Log T <-4 comprise 20 to 70 wt. % of aldehydes, ketones and mixtures thereof, based on the total weight of the fragrance raw materials with Log T <-4.

[0131] Therefore, the remaining perfume raw materials contained in the oil-based core may have a Log T>-4.

[0132] 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-benzodioxol-5-yl)-2-methylpropanal, tricyclodecenyl propionate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl) acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 1,3,3-trimethyl-2-oxadiazine Cyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran, dodecanal, 1-oxa-12-cyclohexadecene-2-one, (+-)-3-(4-isopropylphenyl)-2-methylpropanal, C11 aldehyde, (+-)-2,6-dimethyl-7-octen-2-ol, allyl 3-cyclohexylpropionate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-n-propyl)cyclohexanone, allyl heptanoate, 2-(2-methyl-2-n-propyl)cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl butyrate, geranyl acetate, neryl acetate, (+-)-1-phenylethyl acetate ester, 1,1-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutyrate, 3-hydroxy-2-butenoic acid (2Z)-ethyl 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 propionate, 3,5,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 2-cyclohexylethyl acetate esters, octanal, ethyl butyrate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-buten-2-one, 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethyl hexanoate, undecanal, decanal, 2-phenylethyl acetate, (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1] heptane-2-ol), (+-)-3,7-dimethyl-3-octanol, 1-methyl-4-(2-propylidene)cyclohexene, (+)-(R)-4-(2-methoxyprop-2-yl)-1-methylcyclohex-1-ene, tricyclodecenyl acetate, (3R)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3S)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3R)-1-[(1S,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (+)-(1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, and mixtures thereof.

[0133] WO2018115250 describes high impact fragrance raw materials with Log T < -4 and with a density greater than 1.07 g / cm 3 The density of the density balance material properties, the contents of which are incorporated by reference.

[0134] The term "biocide" refers to a chemical substance that can kill living organisms (e.g., microorganisms) or reduce or prevent their growth and / or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and in industries such as preventing scaling of water, agricultural products (including seeds), and oil pipelines. Biocides can be pesticides, including fungicides, herbicides, insecticides, algaecides, molluscicides, miticides, and rodenticides; and / or antimicrobial agents, such as bactericides, antibiotics, antibacterial agents, antiviral agents, antifungal agents, antiprotozoal and / or antiparasitic agents.

[0135] As used herein, "pest control agent" refers to a substance used to repel or attract pests to reduce, inhibit or promote their growth, development or activity. Pests are any organisms that are invasive or troublesome to plants or animals, whether animals, plants or fungi, including insects, especially arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0136] According to one embodiment, the fragrance formulation comprises:

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

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

[0139] o at least 35%, preferably 40%, preferably at least 50%, more preferably at least 60% of the perfuming ingredients have a log P greater than 3, preferably greater than 3.5,

[0140] o at least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of bulky materials of Groups 1 to 6, preferably Groups 3 to 6, as defined above, and

[0141] o at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of the high impact fragrance material as defined above having a Log T < -4,

[0142] - Optionally, additional hydrophobic active ingredients.

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

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

[0145] In a particular embodiment, the hydrophobic solvent has a Hansen Solubility Parameter that is compatible with the entrapped fragrance oil.

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

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

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

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

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

[0151] Acid chloride

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

[0153]

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

[0155] Where X is a (n+1) valent C2 to C 45 a hydrocarbon group, optionally comprising at least one group selected from (i) to (xi),

[0156]

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

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

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

[0160] According to one embodiment, the acid chloride is selected from the group consisting of diacyl chlorides, triacyl chlorides, and mixtures thereof.

[0161] According to a particular embodiment, the acyl chloride is selected from the group consisting of benzene-1,3,5-triacyl trichloride (triformyl trichloride), benzene-1,2,4-triacyl trichloride, benzene-1,2,4-triacyl trichloride, benzene-1,2,4,5-tetraacyl tetrachloride, cyclohexane-1,3,5-triacyl trichloride, propane-1,2,3-triacyl trichloride, cyclohexane-1,2,4,5-tetraacyl tetrachloride, 2,2'-Disulfanediyldisuccinyl dichloride, 2-(2-chloro-2-oxoethyl)thiobutanediyl dichloride, (4-chloro-4-oxobutyryl)-L-glutamyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutyric acid, 4-chloro-4-oxo-butyric acid 2,2-bis[(4-chloro-4-oxo-butyryl)oxymethyl ] butyl ester, 4-chloro-4-oxo-butyric acid [2-[2,2-bis[(4-chloro-4-oxo-butyryl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butyryl)oxymethyl]butyl] ester, 2-chlorocarbonylbenzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl ester, tris(4-chloro-4-oxobutyrate)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutyrate)propane-1,2-diyl ester, and mixtures thereof.

[0162] According to one embodiment, the acid chloride is a diacyl chloride, preferably selected from the group consisting of terephthaloyl chloride, diethylene glycol dichloride, phthaloyl chloride, isophthaloyl chloride, adipoyl chloride, sebacoyl chloride, succinoyl chloride, glutaryl chloride, pimeloyl chloride, dodecanedioyl chloride, suberyl chloride, azelayl chloride, malonyl chloride, fumaroyl chloride, oxaloyl chloride, 4,4'-oxybis(benzoyl chloride), 2,2'-oxydiacetyl chloride, 4,4'-biphenyl dicarboxylic acid chloride, azobenzene-4,4'-dicarboxylic acid dichloride, 2,5-furandicarboxylic acid dichloride, and mixtures thereof.

[0163] According to a particular embodiment, the amount of acid chloride used is from 0.1 to 50% by weight, preferably from 0.5 to 15% by weight, based on the total weight of the core.

[0164] Co-oligopeptide

[0165] According to the present invention, a "co-oligopeptide" comprises at least 2 amino acid units linked by peptide bonds. According to one embodiment, a "co-oligopeptide" comprises 2 to 50 amino acid units, more preferably 2 to 30 amino acid units (also referred to as residues) linked by peptide bonds.

[0166] According to one embodiment, a "co-oligopeptide" comprises at least 2 types of amino acid units and is defined as a molecule consisting of at least 2 and less than 25 amino acid units (also called residues) linked by peptide bonds.

[0167] The average molecular weight of the co-oligopeptide of the present invention is less than 4000 g / mol.

[0168] By "2 kinds of amino acid units" it is to be understood that the oligopeptide comprises at least two different amino acid units.

[0169] In the present invention, the expressions "co-oligopeptide" or "co-oligopeptide mixture" can be used indifferently. According to the present invention, the co-oligopeptide mixture comprises at least one co-oligopeptide.

[0170] In other words, according to the present invention, the expression "co-oligopeptide" or "co-oligopeptide mixture" may also encompass a mixture of co-oligopeptides, oligopeptides and optionally used free amino acids.

[0171] In the present invention, "amino acid" and "free amino acid" may be used without distinction.

[0172] The average molecular weight can be readily determined by one skilled in the art.

[0173] According to one embodiment, the average molecular weight of the co-oligopeptides can be derived from 1 The extracts are analyzed by H NMR, for example using a Bruker AV-300 spectrometer.

[0174] According to one embodiment, the average molecular weight of the co-oligopeptide is less than 10000 g / mol, preferably less than 4000 g / mol, preferably up to 2000 g / mol, more preferably 200 to 1000 g / mol, even more preferably 300 to 1000 g / mol.

[0175] According to one embodiment, the average molecular weight of the co-oligopeptide is between 200 and less than 10000 g / mol, preferably between 200 and less than 4000 g / mol. According to one embodiment, the average molecular weight of the co-oligopeptide is between 200 and 2000 g / mol. According to one embodiment, the average molecular weight of the co-oligopeptide is between 200 and 1000 g / mol. According to one embodiment, the average molecular weight of the co-oligopeptide is between 300 and less than 10000 g / mol, preferably between 300 and less than 4000 g / mol. According to one embodiment, the average molecular weight of the co-oligopeptide is between 300 and 2000 g / mol. According to one embodiment, the average molecular weight of the co-oligopeptide is between 300 and 1000 g / mol.

[0176] "Oligopeptide" as defined in the present invention is a homo-oligopeptide comprising only one type of repeating amino acid units linked by peptide bonds. According to one embodiment, it comprises 2 to 30, preferably 2 to 25 amino acid units (also referred to as residues) linked by peptide bonds.

[0177] According to one embodiment, an "oligopeptide" is a homo-oligopeptide comprising only one repeating amino acid unit and is defined as a molecule consisting of at least 2 and less than 25 amino acid units (also called residues) linked by peptide bonds.

[0178] The average molecular weight of the oligopeptides of the present invention is less than 4000 g / mol.

[0179] It is also to be understood that an oligopeptide is a homo-oligopeptide comprising only one repeating amino acid unit, as opposed to a co-oligopeptide comprising at least two amino acid units.

[0180] In the present invention, "oligopeptide" and "peptide" may be used indiscriminately.

[0181] According to one embodiment, the co-oligopeptide may be linear, branched or random.

[0182] According to one embodiment, the co-oligopeptide comprises at least 2 amino groups, preferably at least 3 amino groups.

[0183] According to one embodiment, the co-oligopeptide comprises at least two different amino acids selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine ​​and mixtures thereof.

[0184] According to one embodiment, the co-oligopeptide comprises at least two different amino acids A and B, wherein amino acid A is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan and mixtures thereof, and wherein amino acid B is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine ​​and mixtures thereof.

[0185] According to one embodiment, the amino acid A is lysine.

[0186] Preferably, the amino acid B is selected from the group consisting of arginine, histidine, serine, threonine, glycine, alanine, valine, isoleucine, leucine and tyrosine.

[0187] "Amino acid A" and "amino acid unit A" may be used indiscriminately.

[0188] "Amino acid B" and "amino acid unit B" can be used indiscriminately.

[0189] According to one embodiment, the co-oligopeptide mixture comprises the co-oligopeptides and oligopeptides as defined above and optionally free amino acids.

[0190] According to one embodiment, the co-oligopeptide is present in an amount of at least 15 wt%, preferably at least 30 wt%, based on the total weight of the co-oligopeptide mixture.

[0191] According to one embodiment, the co-oligopeptide is present in an amount of 15 to 100 wt%, preferably 30 to 80 wt%, based on the total weight of the co-oligopeptide mixture.

[0192] According to one embodiment, the oligopeptide (when present) is present in an amount of at least 5 wt%, preferably at least 10 wt%, based on the total weight of the co-oligopeptide mixture.

[0193] According to one embodiment, the oligopeptide (when present) is present in an amount of 5 to 85 wt%, preferably 10 to 50 wt%, based on the total weight of the co-oligopeptide mixture.

[0194] According to one embodiment, the free amino acid (when present) is present in an amount of at least 5 wt%, preferably at least 10 wt%, based on the total weight of the co-oligopeptide mixture.

[0195] According to one embodiment, the free amino acid (when present) is present in an amount of 5 to 50 wt. %, preferably 10 to 20 wt. %, based on the total weight of the co-oligopeptide mixture.

[0196] The free amino acids may be lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline, and mixtures thereof.

[0197] According to one embodiment, the co-oligopeptide mixture is a mixture of hydrolyzed proteins containing amino acid units selected from lysine, arginine, histidine, tryptophan, ornithine, citrulline, glutamine or asparagine and other amino acid units.

[0198] According to one embodiment, the co-oligopeptide contains no free amino acids.

[0199] The oligopeptide (when present) is preferably selected from the group consisting of oligolysine, oligoarginine, oligohistidine, oligotryptophan, oligoserine, oligoglutamine, oligothreonine, oligoasparagine, oligoornithine, oligocitrulline.

[0200] According to one embodiment, the oligopeptide is selected from the group consisting of oligolysine, oligoarginine, oligohistidine, oligotryptophan, oligoornithine.

[0201] According to one embodiment, the oligopeptide is an oligolysine, more particularly a linear oligolysine or a (highly) branched oligolysine.

[0202] According to a specific embodiment, the oligolysine may be α-oligolysine or ε-oligolysine.

[0203] According to a specific embodiment, the oligolysine can be oligomeric L-lysine, more specifically α-oligomeric L-lysine or ε-oligomeric L-lysine; oligomeric D-lysine, more specifically α-oligomeric D-lysine or ε-oligomeric D-lysine; oligomeric D,L-lysine, more specifically α-oligomeric D,L-lysine or ε-oligomeric D,L-lysine, and mixtures thereof.

[0204] According to one embodiment, the co-oligopeptide mixture contains no oligopeptides.

[0205] According to one embodiment, a co-oligopeptide can be used to react with an acyl chloride.

[0206] According to one particular embodiment, the polyamide shell comprises the reaction product between a co-oligopeptide and at least one diacid chloride.

[0207] According to one particular embodiment, the polyamide shell comprises the reaction product between a co-oligopeptide and phthaloyl chloride.

[0208] According to one particular embodiment, the polyamide shell comprises the reaction product between a co-oligopeptide and isophthaloyl chloride.

[0209] According to one particular embodiment, the polyamide shell comprises the reaction product between a co-oligopeptide and terephthaloyl chloride.

[0210] (Para / Meta)phthaloyl chloride refers to terephthaloyl chloride, isophthaloyl chloride or phthaloyl chloride.

[0211] According to one embodiment, the average molar ratio of the amino groups in the co-oligopeptide to the acyl chloride groups in the acyl chloride is from 0.05:1 to 65:1, preferably from 0.1:1 to 10:1.

[0212] The co-oligopeptides used in the present invention may be commercially available or prepared.

[0213] The co-oligopeptide can be prepared by enzymatic synthesis, more specifically comprising the following steps:

[0214] (i) preparing an aqueous solution of amino acid ester A,

[0215] (ii) adding the enzyme solution to the solution of step (i) to obtain a mixture

[0216] (iii) stirring the mixture, preferably with heating.

[0217] Wherein, an amino acid ester B different from the amino acid ester A is added in step (i) or after step (iii).

[0218] When the amino acid ester B is added after step (iii), additional enzyme solution may be added and a further stirring step may be performed, preferably under heating, to obtain a co-oligopeptide.

[0219] The amino acid ester A may be lysine alkyl ester, arginine alkyl ester, ornithine alkyl ester, histidine alkyl ester, or tryptophan alkyl ester.

[0220] Amino acid ester B can be lysine alkyl ester, arginine alkyl ester, ornithine alkyl ester, histidine alkyl ester, tryptophan alkyl ester, aspartic acid alkyl ester, glutamate alkyl ester, serine alkyl ester, threonine alkyl ester, asparagine alkyl ester, glutamine alkyl ester, glycine alkyl ester, proline alkyl ester, selenocysteine ​​alkyl ester, alanine alkyl ester, valine alkyl ester, isoleucine alkyl ester, leucine alkyl ester, methionine alkyl ester, phenylalanine alkyl ester, tyrosine alkyl ester, citrulline alkyl ester, cysteine ​​alkyl ester.

[0221] The enzyme may be selected from the following list: bromelain, papain, ficin, actinidin, zingiberenin, beanin, cardosins A or B, enzymes from sprouted plant seeds (e.g. leek, red clover, broccoli), enzymes from asparagus, enzymes from onions, chymotrypsin, trypsin, carboxypeptidase, pepsin, cathepsin, calpain, chymosin, thrombin, serine endopeptidase Bacterial enzymes produced by selected strains of Bacillus amyloliquefaciens Enzyme mixture isolated from the extracellular fluid of Streptomyces griseus Serine endopeptidase derived from Bacillus amyloliquefaciens and produced in recombinant Bacillus subtilis (Purafect L), alkaline enzymes, metal enzymes, microbial enzymes and mixtures thereof.

[0222] Stabilizer

[0223] According to one embodiment, the polyamide shell comprises the reaction product between at least one acid chloride and at least one co-oligopeptide in the presence of a stabilizer.

[0224] Depending on the nature of the stabilizer, the stabilizer can be part of the shell, which can react with the acyl chloride and the co-oligopeptide.

[0225] Thus, according to one embodiment, the polyamide shell comprises the reaction product between at least one acid chloride, at least one co-oligopeptide and at least one stabilizer.

[0226] According to one embodiment, the polyamide shell comprises the reaction product between:

[0227] - at least one acid chloride,

[0228] - at least one co-oligopeptide,

[0229] - at least one stabilizer,

[0230] - optionally, at least one oligopeptide, and

[0231] - Optionally, at least one free amino acid.

[0232] According to one embodiment, the microcapsules or microcapsule slurry comprise a stabilizer.

[0233] Stabilizers are defined below.

[0234] Biodegradability

[0235] In a particular embodiment, the shell material is a biodegradable material.

[0236] In a particular embodiment, the shell has a biodegradability within 60 days according to OECD 301 F of at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0237] In a particular embodiment, the core-shell microcapsules have a biodegradability within 60 days according to OECD 301 F of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0238] It will thus be appreciated that the core-shell microcapsules including all components, e.g. core, shell and optional coating, may have a biodegradability within 60 days according to OECD 301F of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0239] In a particular embodiment, the oil core, preferably a fragrance 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.

[0240] OECD301F is the standard test method for biodegradability of the Organization for Economic Co-operation and Development.

[0241] A typical method for extracting shells to measure biodegradability is disclosed in Gasparini et al., Molecules 2020, 25, 718.

[0242] Optional outer coating

[0243] According to a specific embodiment of the present invention, the microcapsule comprises an outer coating layer, wherein the outer coating layer comprises a coating material selected from the group consisting of non-ionic polysaccharides, cationic polymers, polysuccinimide derivatives (such as those described in WO2021185724) and mixtures thereof to form the outer coating layer (coating) of the microcapsule.

[0244] Nonionic polysaccharide polymers are well known to the skilled person and are described, for example, in WO2012 / 007438, page 29, lines 1 to 25 and WO2013 / 026657, page 2, lines 12 to 19 and page 4, lines 3 to 12. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose and hydroxypropyl methylcellulose.

[0245] Cationic polymers are well known to those skilled in the art. The cationic charge density of the preferred cationic polymer is at least 0.5 meq / g, more preferably at least about 1.5 meq / g, but also preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer can be determined by the Kjeldahl method, as described in the chemical test for nitrogen determination by the US Pharmacopoeia. Preferred cationic polymers are selected from those containing primary amine, secondary amine, tertiary amine and / or quaternary amine groups, which units can form part of the main polymer chain or can be carried by side substituents directly connected thereto. The weight average molecular weight (Mw) of the cationic polymer is preferably 10,000 to 3.5 M Daltons, more preferably 50,000 to 1.5 M Daltons. According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazol-3-ium chloride), vinylpyrrolidone, acrylamidopropyltrimethylammonium chloride, cassia hydroxypropyltrimethylammonium chloride, guar 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 hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride. As specific examples of commercially available products, there can be cited: SC60 (cationic copolymer of acrylamidopropyltrimethylammonium chloride and acrylamide, source: BASF) or For example, PQ 11N, FC 550 or Style (polyquaternium-11-68 or vinyl pyrrolidone quaternized copolymer, source: BASF), or (C13S or C17, source: Rhodia).

[0246] According to any of the above embodiments of the present invention, the amount of the above polymer added is about 0% to 5% w / w, or even about 0.1% to 2% w / w, the percentage being expressed on a w / w basis of the total weight of the slurry. It is clearly understood by those skilled in the art that only a portion of the added polymer will be incorporated into / deposited on the microcapsule shell.

[0247] Optional Ingredients

[0248] When the microcapsules are in the form of a slurry, the microcapsule slurry may contain auxiliary ingredients selected from the group consisting of thickeners / rheology modifiers, antimicrobial agents, opacity enhancers, mica particles, salts, pH stabilizers / buffering components, preferably in an amount of 0 to 15 wt % based on the total weight of the slurry.

[0249] According to another embodiment, the microcapsule slurry of the present invention comprises additional free (ie unencapsulated) fragrance in an amount preferably ranging from 5 to 50% by weight based on the total weight of the slurry.

[0250] In a specific embodiment, the core-shell microcapsules are isolated by drying the obtained core-shell microcapsule slurry. Drying can be achieved by subjecting the obtained core-shell microcapsule slurry to a drying step (eg spray drying) to provide the microcapsules as is, ie in powder form.

[0251] It should be understood that any standard method known to those skilled in the art for carrying out such drying is also applicable. In particular, the slurry may be spray dried preferably in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gum, pectin, xanthan gum, alginate, carrageenan or a cellulose derivative to provide microcapsules in powder form.

[0252] According to one particular embodiment, the carrier material contains free fragrance oil, which may be the same as or different from the fragrance in the microcapsule core.

[0253] Method for preparing polyamide microcapsules

[0254] Another object of the present invention is a method for preparing a polyamide core-shell microcapsule slurry, comprising the following steps:

[0255] a) dispersing an oil phase comprising a hydrophobic material and at least one acid chloride into a dispersed phase to form a two-phase dispersion;

[0256] b) performing a curing step to form microcapsules in the form of a slurry;

[0257] wherein at least one stabilizer is added to the oil phase and / or the dispersed phase, and

[0258] At least one co-oligopeptide is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion.

[0259] According to one embodiment, the method comprises the following steps:

[0260] a) dispersing an oil phase comprising a hydrophobic material and at least one acid chloride into an aqueous phase to form an oil-in-water emulsion;

[0261] b) performing a curing step to form microcapsules in the form of a slurry;

[0262] wherein at least one stabilizer is added to the oil phase and / or the water phase, and

[0263] Wherein at least one co-oligopeptide is added to the water phase and / or the oil phase and / or the oil-in-water emulsion.

[0264] The previously disclosed embodiments concerning polyamide core-shell microcapsules, more specifically concerning hydrophobic materials, co-oligopeptides, acid chlorides are also applicable to the method of preparing said microcapsules.

[0265] According to one embodiment, the dispersed phase comprises water, preferably consists of water.

[0266] According to one embodiment, the dispersed phase is an aqueous phase.

[0267] According to one embodiment, the two-phase dispersion is an oil-in-water emulsion.

[0268] According to one embodiment, the dispersed phase includes water and an alcohol, such as glycerol, 1,4-butanediol, ethylene glycol, and mixtures thereof.

[0269] According to one embodiment, the pH of the dispersed phase is between 7 and 13, in particular between 9 and 11.

[0270] The acid chloride can be dissolved / dispersed directly in the fragrance oil or can be pre-dispersed or pre-dissolved in an inert solvent or any inert fragrance solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, hexyl salicylate or Neobee before mixing with the fragrance oil.

[0271] According to the present invention, at least one stabilizer is added to the dispersed phase and / or the oil phase to form an emulsion.

[0272] By "stabilizer" is meant a compound capable of stabilizing the oil phase / dispersed phase interface (usually the oil / water interface) as an emulsion.

[0273] In the present invention, "stabilizer" or "emulsifier" may be used without distinction.

[0274] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0275] The colloidal stabilizer can be a polymeric emulsifier (standard emulsion), a surfactant or a solid particle (Pickering emulsion).

[0276] By "polymer emulsifier", it is meant an emulsifier that has both polar groups that have an affinity for the dispersed phase (usually water) (hydrophilicity) and non-polar groups that have an affinity for oil (lipophilicity). The hydrophilic portion will dissolve in the dispersed phase and the hydrophobic portion will dissolve in the oil phase, thereby forming a film around the droplets.

[0277] By "surfactant" is meant a substance with polar and non-polar groups that is added to a liquid to reduce the surface tension of the liquid.

[0278] 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.

[0279] When the stabilizer is a solid particle, it can be selected from the group consisting of calcium phosphate, silicon dioxide, silicate, titanium dioxide, aluminum oxide, zinc oxide, iron oxide, mica, kaolin, montmorillonite, laponite, bentonite, perlite, dolomite, diatomite, vermiculite, hectorite, gibbsite, illite, kaolinite, aluminosilicate, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomaceous earth and mixtures thereof.

[0280] According to a particular embodiment, the stabilizer is a biopolymer.

[0281] By "biopolymers" is meant biological macromolecules produced by living organisms. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (one thousand) to 1,000,000,000 (one billion) Daltons. These macromolecules can be carbohydrates (sugar bases) or proteins (amino acid bases) or a combination of both (gums), and can be straight or branched chains.

[0282] According to one embodiment, the polymer emulsifier is selected from the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinyl pyrrolidone (PVP), carboxymethyl cellulose (CMC), anionic polysaccharides, acrylamide copolymers, inorganic particles, proteins such as soy protein, rice protein, whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, potato protein, chickpea protein, pea protein, algae protein, bean protein, barley protein, oat protein, wheat gluten protein, lupin protein and mixtures thereof.

[0283] Potato protein is usually extracted from potato tubers (Solanum tuberosum). According to one embodiment, the potato protein is a natural potato protein and is preferably patatin (potato tuber-specific protein).

[0284] According to one embodiment, at least one salt is added to the dispersed phase and / or to the oil phase and / or to the two-phase dispersion. The presence of the salt can enhance the stability of the polyamide shell.

[0285] Salt may in particular be added when proteins are used as stabilizers.

[0286] The salt is preferably used in an amount of 0.01% to 10% by weight, based on the weight of the two-phase dispersion.

[0287] The salt is selected from the group consisting of calcium, zinc, sodium, potassium, lithium, magnesium, aluminum, iron, manganese, copper, titanium, barium, sulfate, phosphate, nitrate, bromide, chloride, iodide, acetate and ammonium salts.

[0288] According to one embodiment, the salt is selected from the group consisting of CaCl2, NaCl, KCl, ZnCl2, ZnSO4, Zn(NO3)2, LiCl, Ca(NO3)2, MgCl2, CaBr2, CaI2, NaBr, NaI, NaNO3, KBr, KI, KNO3, LiBr, LiI, MgBr2, CuCl2, FeCl2, FeCl3, TiCl4, MnCl2, and mixtures thereof.

[0289] According to one embodiment, the salt is selected from the group consisting of CaCl2, NaCl, KCl, ZnCl2, LiCl, Ca(NO3)2, MgCl2 and mixtures thereof.

[0290] According to a specific embodiment, the stabilizer is not a protein. According to one embodiment, no protein is added at any stage of the process.

[0291] According to one embodiment, the stabilizer is used in a concentration of 0.05% to 20% by weight, preferably 0.1 to 5% by weight, based on the weight of the two-phase dispersion.

[0292] According to one embodiment, the amount of acid chloride used is from 0.1% to 50% by weight, preferably from 0.5 to 15% by weight, based on the weight of the oil phase.

[0293] According to one embodiment, the pH value of the stabilizer solution is from 7 to 13, in particular from 9 to 11.

[0294] According to one embodiment, in addition to the co-oligopeptide, an amino compound is added to the dispersed phase and / or to the two-phase dispersion.

[0295] The amino compound may be an amino acid and is preferably selected from the group consisting of lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline, and mixtures thereof.

[0296] The amino compound is generally added in an amount of 0.1 to 10% by weight, based on the weight of the two-phase dispersion.

[0297] According to another embodiment, the amino compound can be selected from the group consisting of: 1,3-diaminopropane, 1,4-diaminobutane, 1,6-diaminohexane, 1,5-diaminopentane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,10-diaminodecane, 1,9-diaminononane, 1,12-diaminododecane, 4,9-dioxa-1,12-dodecanediamine, 3,3'-diamino-N-methyldipropylamine, xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine ethyl ester, Ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, oligochitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, arginine alkyl esters, histidine alkyl esters, tryptophan alkyl esters, ornithine alkyl esters, polylysine, polyhistidine, polyornithine, and mixtures thereof.

[0298] According to one embodiment, no additional amino compound is added at any stage of the process.

[0299] According to one embodiment, at least one additional multifunctional monomer is added to the process, wherein the at least one additional multifunctional monomer is not an acid chloride.

[0300] According to one embodiment, the at least one further polyfunctional monomer is added to the oil phase in step a) and / or to the dispersed phase in step b), preferably to the oil phase in step a).

[0301] According to one embodiment, the multifunctional monomer is selected from the group consisting of at least one isocyanate, anhydride or maleic anhydride, epoxide, (meth)acrylate monomer, alkoxysilane, and mixtures thereof.

[0302] Suitable polyisocyanates for use according to the invention include aromatic polyisocyanates, aliphatic polyisocyanates and mixtures thereof. The polyisocyanates contain at least 2, preferably at least 3, but may contain up to 6, or even only 4 isocyanate functional groups. According to a specific embodiment, triisocyanates (3 isocyanate functional groups) are used.

[0303] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0304] The term "aromatic polyisocyanate" is intended herein to encompass any polyisocyanate containing an aromatic moiety. Preferably, it contains a phenyl, toluoyl, xylyl, naphthyl or diphenyl moiety. More preferably, a toluoyl or xylyl moiety. Preferred aromatic polyisocyanates are biuret, polyisocyanurate and trimethylolpropane adducts of diisocyanates, more preferably containing one of the above-mentioned specific aromatic moieties. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (available from Bayer under the trade name RC), trimethylolpropane adduct of toluene diisocyanate (available from Bayer under the trade name L75), trimethylolpropane adduct of xylylene diisocyanate (available from Mitsui Chemicals under the trade name In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylene diisocyanate.

[0305] According to another embodiment, the polyisocyanate is an aliphatic polyisocyanate. The term "aliphatic polyisocyanate" is defined as a polyisocyanate that does not contain any aromatic moieties. Preferred aliphatic polyisocyanates are trimers of hexamethylene diisocyanate, trimers of isophorone diisocyanate, trimethylolpropane adducts of hexamethylene diisocyanate (available from Mitsui Chemicals) or biuret of hexamethylene diisocyanate (available from Bayer under the trade name N 100 is commercially available), among which the biuret of hexamethylene diisocyanate is more preferred.

[0306] According to another embodiment, the at least one polyisocyanate is in the form of a mixture of at least one aliphatic polyisocyanate and at least one aromatic polyisocyanate, both of which contain at least two or three isocyanate functional groups, such as a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylene diisocyanate, a mixture of a biuret of hexamethylene diisocyanate and a polyisocyanurate of toluene diisocyanate, and a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of toluene diisocyanate. Most preferably, it is a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylene diisocyanate. Preferably, when used as a mixture, the molar ratio between aliphatic polyisocyanate and aromatic polyisocyanate is 80:20 to 10:90.

[0307] According to one embodiment, the additional multifunctional monomer is present in an amount of 0.1 to 15 wt %, preferably 0.5 to 10 wt %, more preferably 0.8 to 6 wt %, even more preferably 1 to 3 wt %, based on the total amount of the oil phase and / or dispersed phase.

[0308] According to one embodiment, the hydrophobic material comprises about 10% to 99% of the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 10% to 80% of the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 10% to 60% of the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 15% to 45% of the total weight of the oil phase.

[0309] The curing step may be generally stirred at a temperature of 5 to 90° C., preferably 40 to 80° C., for 5 minutes to 40 hours, preferably 30 minutes to 24 hours, to complete the reaction and form microcapsules in the form of slurry. However, the heating step may be omitted.

[0310] Multiple microcapsule system

[0311] According to one embodiment, the microcapsules of the present invention (microcapsules of the first type) can be used in combination with microcapsules of the second type.

[0312] Another object of the present invention is a microcapsule delivery system comprising:

[0313] - microcapsules of the invention as first type of microcapsules, and

[0314] - microcapsules of a second type, wherein the microcapsules of the first type differ from the microcapsules of the second type in their hydrophobic material and / or their wall material and / or their coating material.

[0315] According to a specific embodiment, the microcapsule delivery system is in the form of a slurry.

[0316] The wall of the second type of microcapsules can vary. As non-limiting examples, the polymer shell of the second type of microcapsules comprises a material selected from the group consisting of polyureas, polyurethanes, polyamides, polyhydroxyalkanoates, polyacrylates, polyesters, polyurethanes, polyepoxides, polysiloxanes, polycarbonates, polysulfonamides, gelatin / gum arabic shell walls, and mixtures thereof.

[0317] The second type of microcapsule may comprise an oil-based core comprising a hydrophobic active substance, preferably a fragrance, and a composite shell comprising a first material and a second material, wherein the first material and the second material are different, the first material is a coacervate, and the second material is a polymeric material. In a specific embodiment, the weight ratio between the first material and the second material is 50:50 to 99.9:0.1. In a specific embodiment, the coacervate 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, and the second polyelectrolyte is preferably alginate, cellulose derivatives, guar gum, pectinate, carrageenan, polyacrylic acid and methacrylic acid or xanthan gum, or a vegetable gum such as acacia gum (gum arabic), most preferably gum arabic. The coacervate first material may be chemically hardened using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin, or may be enzymatically hardened using an enzyme such as transglutaminase. The second polymeric material can be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof, preferably polyurea and / or polyurethane. The second material is preferably present in an amount of less than 3 wt%, preferably less than 1 wt%, based on the total weight of the second type of microcapsule slurry.

[0318] As non-limiting examples, the shell of the second type of microcapsules may be polyurea-based or polyurethane-based. The shell of the second type of microcapsules may also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two types of crosslinked inorganic particles, or a shell produced by hydrolysis and condensation of a polyalkoxysilane macromer composition.

[0319] According to another form, the shell of the second type of microcapsules is polyurea-based, made of, for example, but not limited to, isocyanate-based monomers and amine-containing crosslinkers such as guanidine carbonate and / or guanazole. Certain polyurea microcapsules comprise a polyurea wall, which is a polymerization reaction product between at least one polyisocyanate comprising 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 encapsulated fragrance. However, the use of amines can be omitted. According to a specific form, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% of a cationic copolymer of vinyl pyrrolidone and quaternized vinyl imidazole (all percentages are defined by the total weight of the colloidal stabilizer). According to another form, the emulsifier is an anionic or amphiphilic biopolymer, which can be selected, for example, from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0320] According to a particular embodiment, the second type of microcapsules comprises:

[0321] - an oil-based core comprising a hydrophobic active substance, preferably a perfume, and

[0322] - a polyamide shell comprising or obtainable from:

[0323] Acid chloride, preferably in an amount of 5 to 98%, preferably 20 to 98%, more preferably 30 to 85% w / w;

[0324] The first amino compound is preferably present in an amount of 1% to 50% w / w, preferably 7 to 40%

[0325] w / w;

[0326] The second amino compound is preferably present in an amount of 1% to 50% w / w, preferably 2 to 25%

[0327] w / w;

[0328] Optionally, a stabilizer, preferably a biopolymer, preferably in an amount of 0 to 90%, preferably 0.1 to 75%, more preferably 1 to 70%,

[0329] Optionally, carbohydrates.

[0330] According to a particular embodiment, the second type of microcapsules comprises:

[0331] - an oil-based core comprising a hydrophobic active substance, preferably a perfume, and

[0332] - a polyamide shell comprising or obtainable from:

[0333] ·Acid chloride,

[0334] a first amino compound, which is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof,

[0335] a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof, and

[0336] a biopolymer, preferably selected from the group consisting of potato protein, chickpea protein, pea protein, algae protein, bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin, and mixtures thereof,

[0337] Optionally, a carbohydrate, preferably selected from the group consisting of anionic alginates, preferably sodium alginate, pectin, lignin, anionic modified starch, carboxymethylcellulose, carrageenan, and mixtures thereof.

[0338] According to another form, the shell of the second type of microcapsules is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in International Patent Application Publication No. WO2007 / 004166, European Patent Application Publication No. EP 2300146 and European Patent Application Publication No. EP25799. Generally, the method for preparing polyurea-based or polyurethane-based microcapsule slurry comprises the following steps:

[0339] a) dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase;

[0340] b) preparing an aqueous solution of an emulsifier or a colloid stabilizer to form a dispersed phase;

[0341] c) adding the oil phase to the water phase to form an oil-in-water dispersion wherein the average droplet size is from 1 to 500 μm, preferably from 5 to 50 μm; and

[0342] d) applying conditions sufficient to initiate interfacial polymerization and form microcapsules in the form of a slurry.

[0343] Perfuming composition and consumer product

[0344] The microcapsules of the present invention can be used in combination with active ingredients. Therefore, an object of the present invention is a composition comprising:

[0345] (i) microcapsules or microcapsule slurries as defined above;

[0346] (ii) an active ingredient, preferably selected from the group consisting of a cosmetic ingredient, a skin care ingredient, a perfume ingredient, a flavoring ingredient, a malodor counteracting ingredient, a bactericide ingredient, a fungicide ingredient, a pharmaceutical or agrochemical ingredient, a disinfectant ingredient, an insect repellent or attractant, and mixtures thereof.

[0347] The capsules of the present invention show good performance in terms of stability in challenging media.

[0348] Another object of the present invention is a perfuming composition comprising:

[0349] (i) microcapsules or microcapsule slurries as defined above, wherein the oil comprises fragrance;

[0350] (ii) at least one ingredient selected from the group consisting of a perfume carrier, a perfume co-ingredient, and mixtures thereof;

[0351] (iii) optionally, at least one flavor adjuvant.

[0352] As liquid perfume carriers, there may be mentioned, as non-limiting examples, emulsifying systems, i.e. solvents and surfactant systems, or solvents commonly used in the perfume industry. A detailed description of the properties and types of solvents commonly used in the perfume industry is not exhaustive. However, there may be mentioned, as non-limiting examples, solvents such as dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol or ethyl citrate, which are the most commonly used. For compositions comprising both perfume carriers and perfume co-ingredients, in addition to those previously specified, other suitable perfume carriers may also be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins, for example those sold under the trademark PANDEFLOR. (Source: Exxon Chemical) Those known as glycol ethers and glycol ether esters, such as those sold under the trademark (Source: Dow Chemical Company) are known to those skilled in the art. By "fragrance co-ingredient" it is meant herein a compound which is used in a perfuming preparation or composition to impart a hedonic effect and which is not a microcapsule as defined above. In other words, to be considered a perfuming co-ingredient it must be recognized by those skilled in the art as being capable of imparting or modifying the odor of a composition in an active or pleasant manner, rather than merely possessing an odor.

[0353] The nature and type of the perfuming co-ingredients present in the perfuming composition do not warrant a more detailed description here, which in any case cannot be exhaustive, and the technician can select them according to his common sense and according to the intended use or application and the required sensory effect. In general, these perfuming co-ingredients belong to different chemical classifications, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds and essential oils, and the perfuming co-ingredients can be of natural or synthetic origin. In any case, many of these co-ingredients are listed in references such as S. Arctander's work Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA or its updated version or other works of similar nature, as well as in the rich patent literature in the field of spices. It is also understood that the co-ingredients can also be compounds (also referred to as fragrance precursors or aromatic precursors) known to release various types of perfuming compounds in a controlled manner.The auxiliary component can be selected from the group consisting of: 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxy(phenyl)acetate, 3,7-dimethylocta-2,6-diene-1-yl oxy(phenyl)acetate. -yl ester, oxo(phenyl)acetate (Z)-hex-3-en-1-yl ester, hexadecanoic acid 3,7-dimethyl-2,6-octadien-1-yl ester, succinic acid bis(3,7-dimethyloct-2,6-dien-1-yl) ester, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-en-1-yl , (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 2-(1-phenylethoxyprop-1-en-2-yl)naphthalene, (2-phenylethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)benzene benzene, 4-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde or a mixture thereof.

[0354] By "perfume adjuvants" it is meant here ingredients capable of imparting additional added benefits such as colour, specific lightfastness, chemical stability, etc. A detailed description of the nature and types of adjuvants commonly used in perfuming bases is not exhaustive, but it must be mentioned that said ingredients are well known to those skilled in the art.

[0355] Preferably, the perfuming composition according to the invention comprises from 0.01 to 30% by weight of microcapsules or microcapsule slurry as defined above.

[0356] The microcapsules of the present invention can be advantageously used in many fields of application and in consumer products. The microcapsules can be used in liquid form for liquid consumer products or in powder form for powder consumer products.

[0357] According to a particular embodiment, the consumer product as defined above is a liquid and comprises:

[0358] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0359] b) water or a water-miscible hydrophilic organic solvent; and

[0360] c) a microcapsule slurry or microcapsules as defined above,

[0361] d) Optionally, non-encapsulated flavorants.

[0362] According to a particular embodiment, the consumer product as defined above is in powder form and comprises:

[0363] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0364] b) Microcapsule powders as defined above.

[0365] c) Optionally, a flavor powder, which is different from the microcapsules as defined above.

[0366] In the case of microcapsules comprising a perfume oil-based core, the product of the invention is particularly useful for perfumed consumer products, such as products belonging to high-quality fragrances (fine fragrance) or "functional" fragrances. Functional fragrances include in particular personal care products, including hair care, body cleaning, skin care, hygiene care and home care products, including clothing care, surface care and air care. Therefore, another object of the present invention is a perfumed consumer product, which comprises as a perfume ingredient a microcapsule as defined above or a perfume composition as defined above. The perfume ingredient of the consumer product can be a combination of perfume microcapsules as defined above and free or non-encapsulated perfumes, as well as other types of perfume microcapsules than those disclosed here.

[0367] In particular, the following liquid consumer product is another object of the present invention, comprising:

[0368] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0369] b) water or a water-miscible hydrophilic organic solvent; and

[0370] c) A perfuming composition as defined above.

[0371] Likewise, the following powdered consumer product is also part of the present invention, comprising:

[0372] (a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product; and

[0373] (b) A perfuming composition as defined above.

[0374] Thus, the microcapsules of the invention can be added as such or as part of a perfuming composition of the invention to an already perfumed consumer product.

[0375] For the sake of clarity, it has to be mentioned that a "perfumed consumer product" refers to a consumer product intended to deliver a perfuming effect among different benefits to the surface to which it is applied (e.g. skin, hair, fabric, paper or household surfaces) or to the air (air fresheners, deodorants / deodorants, etc.). In other words, a perfumed consumer product according to the present invention is a processed product comprising a functional formula (also called "base") and benefit agents, wherein an effective amount of microcapsules according to the present invention are present.

[0376] The nature and type of the other ingredients of the perfumed consumer product do not warrant a more detailed description here, which in any case cannot be exhaustive, and the skilled person is able to select them according to his general knowledge and according to the nature and the desired effect of the product in question. The formulations of the bases of the consumer product in which the microcapsules according to the invention can be incorporated can be found in the extensive literature relating to such products. These formulations do not warrant a detailed description here, which in any case cannot be exhaustive. The skilled person in the field of formulating such consumer products is fully able to select suitable components according to his general knowledge and the available literature.

[0377] Non-limiting examples of suitable perfumed consumer products may be perfumes, such as high-quality perfumes, colognes, aftershaves, body splashes; fabric care products, such as liquid or solid detergents, tablets and capsules (single or multi-chamber), fabric softeners, dryer sheets, fabric refreshers, ironing water, or bleaching agents; personal care products, such as hair care products (e.g. shampoo, hair conditioning agents, coloring preparations or hair sprays), cosmetic preparations (e.g. vanishing creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g. soaps, bath or shower mousses, body washes, etc.). wash), bath oil or shower gel, bath salts, or hygiene products); air care products, such as air fresheners or "ready-to-use" powdered air fresheners; or household care products, such as all-purpose cleaners, liquid or powdered or tablet dishwashing products, toilet bowl cleaners or products for cleaning various surfaces, such as sprays and wipes for treating / renovating textiles or hard surfaces (floors, tiles, stone floors, etc.); hygiene products, such as sanitary napkins, diapers, toilet paper.

[0378] Another object of the present invention is a consumer product comprising:

[0379] - personal care active bases, and

[0380] - a microcapsule or a microcapsule slurry as defined above or a perfuming composition as defined above,

[0381] Wherein the consumer product is in the form of a personal care composition.

[0382] The personal care active bases into which the microcapsules of the present invention can be incorporated can be found in the extensive literature relating to such products. These formulations do not warrant a detailed description here, which is by no means exhaustive. A person skilled in the art of formulating such consumer products is fully capable of selecting suitable components based on his general knowledge and the available literature.

[0383] The personal care composition is preferably selected from the group consisting of a hair care product (e.g. a shampoo, a hair conditioner, a coloring preparation or a hair spray), a cosmetic preparation (e.g. a vanishing cream, a body lotion, or a deodorant or an antiperspirant), or a skin care product (e.g. a soap, a bath or shower mousse, a body wash, a bath oil or a shower gel, a bath salt or a hygiene product).

[0384] Another object of the present invention is a consumer product comprising:

[0385] - home care or fabric care active bases, and

[0386] - a microcapsule or a microcapsule slurry as defined above or a perfuming composition as defined above,

[0387] Wherein the consumer product is in the form of a home care or fabric care composition.

[0388] Home care or fabric care bases into which the microcapsules of the invention can be incorporated can be found in the extensive literature relating to such products. These formulations do not warrant a detailed description here, which is in no way exhaustive. A person skilled in the art of formulating such consumer products is fully capable of selecting suitable components on the basis of his general knowledge and the available literature.

[0389] Preferably, the consumer product comprises 0.1 to 15 wt%, more preferably 0.2 to 5 wt% of the microcapsules of the invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adjusted according to the desired beneficial effects of each product.

[0390] For liquid consumer products referred to hereinafter, "active base" is understood to mean an active base comprising active materials (usually including surfactants) and water.

[0391] For solid consumer products referred to hereinafter, "active base" is understood to mean the active base comprising active materials (usually including surfactants) and adjuvants (e.g. bleaches, buffers; builders; soil removers or soil suspension polymers; granular enzyme particles, corrosion inhibitors, defoamers, foam suppressors; dyes, fillers and mixtures thereof).

[0392] Fabric softener

[0393] An object of the present invention is a consumer product in the form of a fabric softener composition comprising:

[0394] - a fabric softener active base; preferably comprising at least one active material selected from the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquats), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salts), silicones and mixtures thereof, the active base being preferably used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0395] - microcapsules or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition;

[0396] -Optionally, free fragrance oil.

[0397] Liquid detergent

[0398] An object of the present invention is a consumer product in the form of a liquid detergent composition comprising:

[0399] - a liquid detergent active base; preferably comprising at least one active material selected from the group consisting of anionic surfactants, such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES), and nonionic surfactants, such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0400] - microcapsules or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition;

[0401] -Optionally, free fragrance oil.

[0402] Solid detergent

[0403] An object of the present invention is a consumer product in the form of a solid detergent composition comprising:

[0404] - a solid detergent active base; preferably comprising at least one active material selected from the group consisting of anionic surfactants, such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES), and nonionic surfactants, such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0405] - microcapsule powder or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition;

[0406] -Optionally, free fragrance oil.

[0407] Shampoo / shower gel

[0408] An object of the present invention is a consumer product in the form of a shampoo or shower gel composition comprising:

[0409] - a shampoo or shower gel active base; preferably comprising at least one active material selected from the group consisting of sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetate, cocamidopropyl betaine, cocamide MEA, alkyl glucoside and amino acid-based surfactants and mixtures thereof, the active base preferably being used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0410] - microcapsules or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition;

[0411] -Optionally, free fragrance oil.

[0412] Rinse-off conditioner

[0413] An object of the present invention is a consumer product in the form of a rinse-off conditioner composition comprising:

[0414] - a rinse-off conditioner active base; preferably comprising at least one active material selected from the group consisting of cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, benzalkonium chloride, behenyltrimethylammonium chloride and mixtures thereof, the active base preferably being used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0415] - microcapsules or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition;

[0416] -Optionally, free fragrance oil.

[0417] Solid flavor enhancer

[0418] An object of the present invention is a consumer product in the form of a solid scent booster comprising:

[0419] a solid carrier, preferably selected from the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, mono-, disaccharides and polysaccharides and derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof,

[0420] - microcapsules or microcapsule slurry as defined above, in the form of a powder, preferably in an amount of 0.05 to 15 wt%, more preferably 0.1 to 5 wt%, based on the total weight of the composition.

[0421] -Optionally, free fragrance oil.

[0422] Liquid Fragrance Enhancers

[0423] An object of the present invention is a consumer product in the form of a liquid flavor enhancer comprising:

[0424] - aqueous phase,

[0425] - a surfactant system consisting essentially of one or more than one nonionic surfactant, wherein the surfactant system has an average HLB of 10 to 14, preferably selected from the group consisting of ethoxylated aliphatic alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, mono- and polyglycerol esters, sucrose ester compounds, polyoxyethylene hydroxy esters, alkyl polyglucosides, amine oxides and combinations thereof;

[0426] - a linker selected from the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxycarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10, and mixtures thereof, and

[0427] - microcapsules or microcapsule slurry as defined above, in the form of a slurry, preferably in an amount of 0.05 to 15 wt%, more preferably 0.1 to 5 wt%, based on the total weight of the composition.

[0428] -Optionally, free fragrance oil.

[0429] Hair dye

[0430] An object of the present invention is a consumer product in the form of an oxidative hair dyeing composition comprising:

[0431] - an oxidizing phase comprising an oxidizing agent and a basic phase comprising an alkaline agent, a dye precursor and a coupling compound; wherein the dye precursor and the coupling compound form an oxidative hair dye in the presence of the oxidizing agent, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0432] - microcapsules or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition;

[0433] -Optionally, free fragrance oil.

[0434] Perfuming composition

[0435] According to a particular embodiment, the consumer product is in the form of a perfuming composition comprising, based on the total weight of the perfuming composition:

[0436] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of microcapsules or microcapsule slurries as defined above,

[0437] - 0 to 40% by weight, preferably 3 to 40% by weight, of fragrance, and

[0438] - 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol.

[0439] The present invention will now be further described by way of examples. It should be understood that the invention as claimed is not intended to be limited in any way by these examples.

[0440] Example

[0441] Example 1

[0442] Preparation of co-oligopeptide 1 mixture

[0443] Prepare 62 mL of 0.73 M lysine ethyl ester dihydrochloride (Lys) and leucine ethyl ester hydrochloride (Leu) (Lys:Leu molar ratio is 4:1) as the reaction solution and heat it to 40°C. Add 4 mL of bromelain aqueous solution (initial enzyme activity = 4.5 × 10 5 CDU / mL) (source: Enzyme Development Corporation) was added to the reaction solution. The reaction solution was stirred at 40°C for 1.5 hours (pH = 7.8), then heated to 80°C for 15 minutes, cooled to room temperature, centrifuged or filtered, and lyophilized or vacuum dried. The resulting solid was called the co-oligopeptide 1 mixture and used without further purification.

[0444] Example 2

[0445] Preparation of co-oligopeptide 2 mixture

[0446] Prepare 48 mL of 0.76 M lysine ethyl ester dihydrochloride as the reaction solution and heat it to 40°C. Add 3 mL of bromelain aqueous solution (initial enzyme activity = 5.04 × 10 5 CDU / mL) (source: Enzyme Development Corporation) was added to the reaction solution and stirred at 40°C for 1 hour (pH = 7.8). 14 mL of 0.65 M leucine ethyl ester hydrochloride solution was added to the reaction solution. 1 mL of bromelain aqueous solution (2.9 × 10 5CDU / mL) was added to the reaction solution, stirred at 40°C for 1 hour (pH = 7.8), then heated to 80°C for 15 minutes, cooled to room temperature, centrifuged or filtered, and freeze-dried or vacuum-dried. The resulting solid was called the common oligopeptide 2 mixture and was used without further purification.

[0447] Example 3

[0448] Preparation of co-oligopeptide 3 mixture

[0449] Prepare 47 mL of 0.77 M lysine ethyl ester dihydrochloride as the reaction solution and heat it to 40°C. Add 3 mL of bromelain aqueous solution (initial enzyme activity = 5.04 × 10 5 CDU / mL) (source: Enzyme Development Corporation) was added to the reaction solution and stirred at 40°C for 1 hour (pH = 7.8). 14 mL of 0.65 M tyrosine ethyl ester hydrochloride solution was added to the reaction solution. 1 mL of bromelain aqueous solution (3.8 × 10 5 CDU / mL) was added to the reaction solution, stirred at 40°C for 1 hour (pH = 7.8), then heated to 80°C for 15 minutes, cooled to room temperature, centrifuged or filtered, and lyophilized or vacuum dried. The resulting solid was called the common oligopeptide 3 mixture and was used without further purification.

[0450] Example 4

[0451] Preparation of microcapsules according to the invention

[0452] Microcapsule A

[0453] 1.78 g of the co-oligopeptide mixture prepared in Example 1 was dissolved in 60.8 g of water together with 0.8 g of gum arabic (Superstab AA, source: Nexira) to form an emulsifier solution. The pH value of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of fragrance oil A (see Table 1) containing 0.8 g of TPCl (terephthaloyl chloride, source: Alfa Aesar) was mixed with the emulsifier solution and homogenized at 18000 rpm for 2 minutes using Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 2 hours to form a microcapsule slurry.

[0454] The morphology of the capsule slurry was observed under a SEM microscope (see Figure 1 ), indicating that microcapsules were formed.

[0455] Table 1: Composition of Fragrance Oil A

[0456] Element % in oil Ethyl 2-methylvalerate 3.2％ Eucalyptol 7.8％ 2,4-Dimethyl-3-cyclohexene-1-carbaldehyde 0.75％ Aldehyde C10 0.75％ Citronella nitrile 4.3％ Isobornyl acetate 3％ 2-tert-Butyl-1-cyclohexyl acetate 9.8％ Citronellyl acetate 1.3％ 2-Methylundecanal 3％ Diphenyl ether 0.8％ Aldehyde C12 1.3％ Dicyclopentadienyl acetate 9.85％ β-Ionone 3.3％ γ-Undecanolide 18.75％ Hexyl Salicylate 15.9％ Benzyl salicylate 16.2％

[0457] Microcapsule B

[0458] 2.65 g of the co-oligopeptide mixture prepared in Example 1 was dissolved in 60.8 g of water together with 0.8 g of gum arabic. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of fragrance oil A (see Table 1) containing 0.8 g of TPCl was mixed with the emulsifier solution and homogenized at 18000 rpm for 2 minutes using Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 2 hours to form a microcapsule slurry.

[0459] Microcapsule C

[0460] 1.67 g of the co-oligopeptide mixture prepared in Example 2 was dissolved in 60 g of water together with 0.8 g of gum arabic to form an emulsifier solution. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of flavor oil A (see Table 1) was mixed with 0.8 g of TPCl in the emulsifier solution and homogenized at 18000 rpm for 2 minutes using Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 3 hours to form a microcapsule slurry.

[0461] Microcapsule D

[0462] 2.83 g of the co-oligopeptide mixture prepared in Example 2 was dissolved in 54.82 g of water together with 0.9 g of gum arabic and 1.72 g of L-lysine to form an emulsifier solution. 0.25 g of CaCl22H2O was dissolved in 1.13 g of water to form a salt solution, which was then added to the emulsifier solution. 27 g of flavor oil A (see Table 1) was mixed with 1.35 g of TPCl and homogenized with Ultraturrax T-25 at 18000 rpm for 30 seconds. The formed oil-in-water emulsion was then stirred at 60°C for 2 hours to form a microcapsule slurry (see Table 1). Figure 2 ).

[0463] Microcapsule E

[0464] 1.67 g of the co-oligopeptide mixture prepared in Example 3 was dissolved in 60 g of water together with 0.8 g of gum arabic to form an emulsifier solution. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of flavor oil A (see Table 1) was mixed with 0.8 g of TPCl in the emulsifier solution and homogenized at 18000 rpm for 2 minutes using Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 3 hours to form a microcapsule slurry.

[0465] Example 5

[0466] Liquid fabric softener

[0467] Sufficient amount of microcapsule slurries A to E of the present invention were dispersed in the following base material to obtain a concentration of 0.22% of encapsulated fragrance oil.

[0468] Table 2: Liquid fabric softener compositions

[0469] product weight% Stepantex VL 90A 8.88 Calcium chloride solution 10% 0.36 Proxel GXL 0.04 spices 1.00 water 89.72 total 100

[0470] Example 6

[0471] Liquid detergent composition

[0472] Sufficient amounts of microcapsule slurries A to E of the present invention were dispersed in the following liquid detergent base to obtain a concentration of 0.22% of encapsulated fragrance oil.

[0473] Table 3: Composition of liquid detergent formulations

[0474] Element Concentration [wt%] <![CDATA[Sodium C14-17 secondary alkyl sulfonate 1) > 7 <![CDATA[C12-18 fatty acids and C18-unsaturated fatty acids 2) > 7.5 <![CDATA[C12 / 14 fatty alcohol polyethylene glycol ether with 7 mol EO 3) > 17 Triethanolamine 7.5 Propylene glycol 11 Citric Acid 6.5 Potassium hydroxide 9.5 Protease 0.2 Amylase 0.2 Mannanase 0.2 <![CDATA[Acrylate / Steareth-20 Methacrylate Structured Crosslinked Polymer 4) > 6 Deionized water 27.4

[0475] 1) SAS 60; Source: Clariant

[0476] 2) K 12-18; Source: Cognis

[0477] 3) LA 070; Source: Clariant

[0478] 4) 88; Source: Dow Chemical

[0479] Example 7

[0480] Rinse-off conditioner

[0481] A sufficient amount of the microcapsule slurry of the present invention A to E is added to the rinse-off base (see below) at the desired dosage (equivalent to 0.5% of the encapsulated fragrance oil).

[0482] Table 4: Rinse-off Conditioner Composition

[0483]

[0484] 1) Genamin KDM P, Clariant

[0485] 2) Tylose H10 Y G4, Shin Etsu

[0486] 3) Lanette O, BASF

[0487] 4)Arlacel 165-FP-MBAL-PA-(RB),Croda

[0488] 5)Incroquat Behenyl TMS-50-MBAL-PA-(MH)HA4112,Croda

[0489] 6)SP Brij S20 MBAL-PA(RB),Croda

[0490] 7) Xiameter DC MEM-0949 Emulsion, Dow Corning

[0491] 8) Alfa Aesar

[0492] Mix the ingredients of phase A until a homogeneous mixture is obtained. Allow the Tylose to dissolve completely. Then heat the mixture to 70-75°C. Combine the ingredients of phase B and melt at 70-75°C. Then add the ingredients of phase B to phase A with good stirring and continue mixing until the temperature of the mixture is 60°C. Then, add the ingredients 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.

[0493] Example 8

[0494] Preparation of spray-dried microcapsules

[0495] Emulsions 1 to 5 having the following compositions were prepared.

[0496] Table 5: Compositions of emulsions 1 to 5 and compositions of granular powders 1 to 5 after spray drying

[0497]

[0498] 1) CapsulTM, Ingredion

[0499] 2) Maltodextrin 10DE Source: Roquette

[0500] 3) Maltose, Lehmann & Voss

[0501] 4) Silica, Evonik

[0502] The components of the polymer matrix (maltodextrin and capsul TM or capsulTM, citric acid and tripotassium citrate) were added to water until completely dissolved.

[0503] For Emulsion 4, free perfume C was added to the water phase.

[0504] The microcapsule slurry was added to the resulting mixture.The resulting mixture was then gently mixed at 25°C (room temperature).

[0505] Granular powders 1 to 5 were prepared by spray drying emulsions A to E using a Sodeva spray dryer (origin: France) with an inlet temperature set at 215° C. and a throughput set at 500 mL per hour. The outlet temperature was 105° C. The emulsions before atomization were at ambient temperature.

[0506] Example 9

[0507] Liquid flavor enhancer composition

[0508] Sufficient amount of microcapsule slurries A to E were weighed and mixed into the liquid flavor enhancer to add the equivalent of 0.2% of the flavor.

[0509] Table 6: Liquid flavor enhancer composition

[0510]

[0511] 1) Deceth-8; Trademark and source: KLK Oleo

[0512] 2) Laureth-9; Trademark and source:

[0513] 3) Plantacare 2000UP; Trademark and source: BASF

[0514] Different ringing gel compositions (Compositions 1 to 6) were prepared according to the following protocol.

[0515] In the first step, the aqueous phase (water), solvent (propylene glycol) (if present) and surfactant were mixed together at room temperature using a magnetic stirrer at 300 rpm for 5 minutes.

[0516] In a second step, the linker was dissolved in the hydrophobic active ingredient (fragrance) at room temperature with stirring on a magnetic stirrer at 300 rpm. The resulting mixture was mixed for 5 minutes.

[0517] Then, the water phase and the oil phase were mixed together at room temperature for 5 minutes to form a transparent or milky ringing gel.

[0518] Example 10

[0519] Powder detergent composition

[0520] Weigh out and mix sufficient amount of Granules 1-5 into a powder detergent composition to add the equivalent of 0.2% perfume.

[0521] Table 7: Powder detergent composition

[0522] Element Number of copies Anion (Linear Alkylbenzene Sulfonate) 20％ Nonionic (alcohol ethoxylate (5-9 ethylene oxide)) 6％ Detergents (zeolite, sodium carbonate) 25％ Silicate 6％ Sodium sulfate 35％ Others (enzymes, polymers, bleaching agents) 7.5％ Spray dried microparticle powder 1~5 0.5％

[0523] Embodiment 11

[0524] Concentrated all-purpose cleaning composition

[0525] Sufficient amount of microcapsule slurries A to E were weighed and mixed into the concentrated all-purpose cleaner composition to add the equivalent of 0.2% perfume.

[0526] Table 8: Concentrated all-purpose cleaner composition

[0527] Element Amount (weight %) Function <![CDATA[Ethoxylated alcohol (C9 - C11, 8 EO) (1) > 20 Nonionic surfactants <![CDATA[Sodium dodecylbenzenesulfonate (2) > 16 Anionic surfactants <![CDATA[Sodium cumenesulfonate (3) > 8 Hydrotrope <![CDATA[Methylchloroisothiazolinone Methylisothiazolinone 3.3:1 (4) > 0.8％ preservative water 55.9 Solvents

[0528] 1) Neodol 91- Trademark and source: Shell Chemical

[0529] 2) Biosoft D- Trademark and source: Stepan Company

[0530] 3) Stepanate Trademark and source: Stepan Company

[0531] 4) Kathon Trademark and source: Dow Chemical Company

[0532] Mix all ingredients together and dilute the mixture to 100% with water.

[0533] Example 12

[0534] Solid flavor enhancer composition

[0535] Sufficient amount of dried microcapsules are weighed and mixed with the solid flavor enhancer composition to add the equivalent of 0.2% flavor.

[0536] Table 9: Salt-based solid flavor enhancer composition

[0537] Element Number of copies Sodium chloride 95 Spray dried microparticle powder 1~5 5

[0538] Table 10: Urea-based solid flavor enhancer composition

[0539] Element Number of copies Urea (beads) 86 Spray dried microparticle powder 1~5 8 Bentonite 3 spices 3

[0540] Embodiment 13

[0541] Shampoo composition

[0542] Sufficient amount of microcapsule slurry A to E was weighed and mixed into the shampoo composition to add the equivalent of 0.2% fragrance.

[0543] Table 11: Shampoo composition

[0544]

[0545] 1)Ucare Polymer JR-400, Noveon

[0546] 2) Schweizerhall

[0547] 3) Glydant, Lonza

[0548] 4)Texapon NSO IS, Cognis

[0549] 5) Tego Betain F 50, Evonik

[0550] 6)Amphotensid GB 2009,Zschimmer&Schwarz

[0551] 7) Monomuls 90L-12, Gruenau

[0552] 8) Monosodium paraben, NIPA

[0553] Disperse Polyquaternium-10 in water. Mix the remaining ingredients of Phase A separately by adding them one by one, while mixing thoroughly after each additive is added. Add this premix to the Polyquaternium-10 dispersion and mix for another 5 minutes. Then, add the premixed Phase B and the premixed Phase C (Monomuls 90L-12 is heated to melt in Texapon NSO IS) while stirring. Add Phase D and Phase E while stirring. Adjust the pH with citric acid solution until pH: 5.5-6.0.

[0554] Embodiment 14

[0555] Shampoo composition

[0556] Sufficient amount of microcapsule slurry A to E was weighed and mixed into the shampoo composition to add the equivalent of 0.2% fragrance.

[0557] Table 12: Shampoo composition

[0558]

[0559] 1) EDETA B powder, BASF

[0560] 2) Jaguar C14 S, Rhodia

[0561] 3) Ucare Polymer JR-400, Noveon

[0562] 4)Sulfetal LA BE,Zschimmer&Schwarz

[0563] 5)Zetesol LA,Zschimmer&Schwarz

[0564] 6) Tego Betain F 50, Evonik

[0565] 7)Xiameter MEM-1691,Dow Corning

[0566] 8) Lanette 16, BASF

[0567] 9) Comperlan 100, Cognis

[0568] 10) Cutina AGS, Cognis

[0569] 11) Kathon CG, Rohm & Haas

[0570] 12) D-Panthenol, Roche

[0571] Add the premix of guar hydroxypropyltrimonium chloride and polyquaternium-10 to water and tetrasodium EDTA while mixing. When the mixture is uniform, add NaOH. Then, add phase C ingredients. And heat the mixture to 75°C. Add phase D ingredients and mix until uniform. Stop heating and reduce the temperature of the mixture to room temperature. At 45°C, add phase E ingredients while mixing, adjust the final viscosity with 25% NaCl solution, and adjust the pH to 5.5-6 with 10% NaOH solution.

[0572] Embodiment 15

[0573] Antiperspirant spray anhydrous composition

[0574] Sufficient amounts of microcapsule slurries A to E were weighed and mixed into the antiperspirant spray anhydrous composition to add the equivalent of 0.2% fragrance.

[0575] Table 13: Antiperspirant Spray Anhydrous Composition

[0576] Element Amount (weight %) <![CDATA[Cyclic polydimethylsiloxane 1) > 53.51 Isopropyl myristate 9.04 <![CDATA[Silicon dioxide 2) > 1.03 <![CDATA[Quaternary ammonium salt-18 hectorite 3) > 3.36 <![CDATA[Aluminum Chlorohydrate 4) > 33.06

[0577] 1) Dow 345Fluid; Trademark and source: Dow Corning

[0578] 2) 200; Trademark and source: Evonik

[0579] 3) 38; Trademark and source: Elementis Specialities

[0580] 4) Micro Dry Ultrafine; Source: Reheis

[0581] Using a high speed stirrer, add silica and quaternium-18-hectorite to the mixture of isopropyl myristate and cyclomethicone. Once fully swollen, add aluminum chlorohydrate in portions under stirring until the mixture is homogeneous and free of lumps. Fill an aerosol can with 25% of the suspension and 75% of propane / butane (2.5 bar).

[0582] Example 16

[0583] Antiperspirant spray emulsion composition

[0584] Sufficient amounts of microcapsule slurries A to E were weighed and mixed into the antiperspirant spray emulsion composition to add the equivalent of 0.2% fragrance.

[0585] Table 14: Antiperspirant spray emulsion composition

[0586] Element Amount (weight %) <![CDATA[Polysorbate 65 1) (Part A)]]> 0.95 <![CDATA[Polyglycerin-2 Dimer Dihydroxystearate 2) (Part A)]]> 1.05 <![CDATA[Cetyl PEG / PPG-10 / 1 Polydimethylsiloxane 3) (Part A)]]> 2.75 <![CDATA[Cyclic polydimethylsiloxane 4) (Part A)]]> 16.4 <![CDATA[Isopropyl isostearate 5) (Part A)]]> 4.5 <![CDATA[Phenoxyethanol 6) (Part A)]]> 0.5 <![CDATA[Ethylhexylglycerin 7) (Part A)]]> 0.2 <![CDATA[C12-15 alkyl benzoate 8) (Part A)]]> 5.65 <![CDATA[Silanized silica 9) (Part A)]]> 0.1 <![CDATA[Sodium methylparaben 10) (Part B)]]> 0.1 <![CDATA[Aluminum Chlorohydrate 11) (Part B)]]> 20 Water (Part B) 44.47 Fragrances (Part C) 3.33

[0587] 1) Tween 65; Trademark and source: CRODA

[0588] 2) Dehymuls PGPH; Trademark and source: BASF

[0589] 3) Abil EM-90; Trademark and source: BASF

[0590] 4) Dow Corning 345fluid; Trademark and source: Dow Corning

[0591] 5) Crodamol ipis; Trademark and source: CRODA

[0592] 6) Phenoxyethanol; Trademark and source: LANXESS

[0593] 7) Sensiva sc 50; Trademark and source: KRAFT

[0594] 8) Tegosoft TN; Trademark and source: Evonik

[0595] 9) Aerosil R 812; Trademark and source: Evonik

[0596] 10) Nipagin mna; Trademark and source: CLARIANT

[0597] 11) Locron L; Trademark and source: CLARIANT

[0598] Weigh the ingredients of Part A and Part B separately. Heat the ingredients of Part A to 60°C and the ingredients of Part B to 55°C. Pour the ingredients of Part B in small portions while stirring continuously into Part A. Stir the mixture well until it reaches room temperature. Then, add the ingredients of Part C. Mix the emulsion and introduce it into an aerosol can. Compact the propellant and add.

[0599] Aerosol filling: 30% emulsion: 70% propane / butane 2.5 bar

[0600] Embodiment 17

[0601] Deodorant spray composition

[0602] Sufficient amounts of microcapsule slurries A to E were weighed and mixed into the antiperspirant deodorant spray composition to add the equivalent of 0.2% fragrance.

[0603] Table 15: Deodorant Spray Composition

[0604] Element Amount (weight %) Ethanol 95% 90.65 <![CDATA[Triclosan 1) > 0.26 Isopropyl myristate 9.09

[0605] 1) DP 300; Trademark and source: BASF

[0606] Mix and dissolve all ingredients according to the order in the table above. Then fill the aerosol can, compact and add the propellant (aerosol fill: 40% active solution, 60% propane / butane 2.5 bar).

[0607] Embodiment 18

[0608] Antiperspirant roll-on lotion composition

[0609] Sufficient amounts of microcapsule slurries A to E were weighed and mixed into the antiperspirant roll-on emulsion composition to add the equivalent of 0.2% fragrance.

[0610] Table 16: Antiperspirant Roll-On Lotion Composition

[0611] Element Amount (weight %) <![CDATA[Stearyl Alcohol Polyether-2 1) (Part A)]]> 3.25 <![CDATA[Polyoxyethylene (21) Stearyl Ether 2) (Part A)]]> 0.75 <![CDATA[PPG-15 Stearyl Ether 3) (Part A)]]> 4 Deionized water (Part B) 51 <![CDATA[50% aqueous solution of aluminum chlorohydrate 4) (Part C)]]> 40 Fragrances (Part D) 1

[0612] 1) BRIJ 72; Source: ICI

[0613] 2) BRIJ 721; Source: ICI

[0614] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0615] 4) LOCRON L; Source: CLARIAN

[0616] Heat Part A and Part 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.

[0617] Embodiment 19

[0618] Antiperspirant roll-on composition

[0619] Sufficient amount of microcapsule slurries A-E were weighed and mixed into the antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0620] Table 17: Antiperspirant Roll-On Composition

[0621] Element quantity Water (Part A) 45 <![CDATA[50% aqueous solution of aluminum chlorohydrate 1) (Part B)]]> 20 Denatured alcohol (96% ethanol) (Part B) 30 <![CDATA[Ceteth-12 2) (Part C)]]> 2 <![CDATA[Ceteareth-30 3) (Part C)]]> 2 Fragrances (Part D) 1

[0622] 1) LOCRON L; Source: CLARIANT

[0623] 2)EUMULGIN B-1; Source: BASF

[0624] 3)EUMULGIN B-3; Source: BASF

[0625] Mix the ingredients of Part B in a container and then add the ingredients of Part A. Then dissolve Part C into Part A and Part B. For fragrance, add 1 part Cremophor RH40 to 1 part fragrance while mixing well.

[0626] Embodiment 20

[0627] Antiperspirant roll-on composition

[0628] Sufficient amount of microcapsule slurries A-E were weighed and mixed into the antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0629] Table 18: Antiperspirant Roll-On Lotion Composition

[0630] Element Amount (weight %) Water (Part A) 50.51 <![CDATA[Hydroxyethyl cellulose 1) (Part A)]]> 0.71 Ethanol 95% (Part B) 40.40 1,2-Propanediol (Part B) 5.05 <![CDATA[Triclosan 2) (Part B)]]> 0.30 <![CDATA[PEG-40 Hydrogenated Castor Oil 3) (Part C)]]> 3.03

[0631] 1) 250H; Trademark and source: Ashland

[0632] 2) DP 300; Trademark and source: BASF

[0633] 3) RH 40; Trademark and source: BASF

[0634] Part A is prepared by sprinkling hydroxyethylcellulose little by little in water while stirring rapidly with a turbine. Continue stirring until the hydroxyethylcellulose is completely swollen and gives a transparent gel. Then, pour part B into part A little by little while continuing to stir until the whole is uniform. Add part C.

[0635] Embodiment 21

[0636] Alcohol-free deodorant pump

[0637] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0638] Table 19: Deodorant Composition

[0639] Element Amount (weight %) <![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

[0640] 1) Ceraphyl 41; Trademark and source: ASHLAND

[0641] 2)DOW CORNING 200FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION

[0642] 3) Ceraphyl 28; Brand and source: ASHLAND

[0643] 4)Eutanol G; Trademark and source: BASF

[0644] 5) DP 300; Trademark and source: BASF

[0645] All ingredients were mixed in the order listed and the mixture was slightly heated to dissolve the cetyl lactate.

[0646] Embodiment 22

[0647] Alcohol-based deodorant pump

[0648] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0649] Table 20: Deodorant Composition

[0650] Element Amount (weight %) Ethanol (Part A) 60 <![CDATA[PEG-6 Caprylic / Capric Glycerides 1) (Part A)]]> 2 Water (Part A) 35.6 <![CDATA[PEG-40 Hydrogenated Castor Oil 2) (Part B)]]> 0.4 Spices (Part B) 2

[0651] 1)Softigen 767; Trademark and source: CRODA

[0652] 2) RH 40; Trademark and source: BASF

[0653] Mix together the ingredients in Part B. Dissolve the ingredients in Part A in the order listed and pour into Part B.

[0654] Embodiment 23

[0655] Alcohol-free deodorant sticks

[0656] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0657] Table 21: Deodorant Composition

[0658] Element Amount (weight %) Stearic acid (Part A) 5.05 1,2-Propanediol (Part A) 41.87 Sodium hydroxide 20% aqueous solution (Part A) 4.24 Water (Part A) 30.30 <![CDATA[Sodium EDTA 1) (Part A)]]> 0.10 <![CDATA[Ceteth-25 2) (Part A)]]> 1.52 <![CDATA[PPG-3 Myristyl Ether 3) (Part A)]]> 1.52 1,2-Propanediol (Part B) 15.14 <![CDATA[Triclosan 4) (Part B)]]> 0.25

[0659] 1) B Power; Trademark and source: BASF

[0660] 2) A25; Trademark and source: BASF

[0661] 3) APM; Trademark and source: Evonik

[0662] 4) DP 300; Trademark and source: BASF

[0663] Weigh all the components of Part A and heat to 70-75°C. Once the other Part A ingredients are mixed and heated, add Ceteareth-25. Once Ceteareth-25 is dissolved, add stearic acid. Part B is prepared by dissolving triclosan in 1,2-propylene glycol. Add the evaporated water. Slowly pour Part B into Part A while stirring. For storage, place plastic bag in a bucket and seal after cooling. Fill molds at about 70°C.

[0664] Embodiment 24

[0665] Antiperspirant stick

[0666] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0667] Table 22: Deodorant Composition

[0668] Element Amount (weight %) <![CDATA[Cyclic polydimethylsiloxane 1) (Part A)]]> 55.56 <![CDATA[Stearyl alcohol 2) (Part A)]]> 21.21 <![CDATA[PPG-14 Butyl Ether 3) (Part A)]]> 2.02 <![CDATA[Hydrogenated castor oil 4) (Part A)]]> 1.01 <![CDATA[Zirconium aluminum tetrachloride hydrate GLY coordination compound 5) (Part B)]]> 20.20

[0669] 1) Dow 345Fluid; Trademark and source: Dow Corning

[0670] 2) 18; Trademark and source: BASF

[0671] 3) PBE; Trademark and source: Evonik

[0672] 4) HR; Trademark and source: BASF

[0673] 5) Summit AZP-908; Trademark and source: Reheis

[0674] Weigh all the ingredients of Part A, heat to 70-75°C and mix thoroughly. Disperse the ingredients of Part B into Part A. Mix the mixture and put it into a bar at 65°C.

[0675] Embodiment 25

[0676] Day Cream

[0677] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0678] Table 23: Day Cream

[0679]

[0680] Embodiment 26

[0681] Talc formula

[0682] Weigh out sufficient amount of microparticles 1 to 5 and mix into a standard talc base: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% of fragrance.

[0683] Embodiment 27

[0684] Shower gel composition

[0685] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0686] Table 24: Body wash composition

[0687] Element Amount (weight %) Function Deionized water 49.350 Solvents <![CDATA[Sodium EDTA 1) > 0.050 Chelating agents <![CDATA[Acrylate copolymer 2) > 6.000 Thickener <![CDATA[Sodium C12-C15 alcohol polyether sulfate 3) > 35.000 Surfactants Sodium hydroxide 20% aqueous solution 1.000 pH Adjusters <![CDATA[Cocamidopropyl betaine 4) > 8.000 Surfactants <![CDATA[Methylchloroisothiazolinone and methylisothiazolinone 5) > 0.100 preservative Citric acid (40%) 0.500 pH Adjusters

[0688] 1) EDETA B powder; Trademark and source: BASF

[0689] 2) CARBOPOL AQUA SF-1 polymer; Trademark and source: NOVEON

[0690] 3) ZETESOL AO 328U; Trademark and source: ZSCHIMMER&SCHWARZ

[0691] 4)TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0692] 5) KATHON CG; Trademark and source: ROHM & HASS

[0693] The ingredients were mixed and the pH was adjusted to 6-6.3 (viscosity: 4500 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0694] Embodiment 28

[0695] Shower gel composition

[0696] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0697] Table 25: Body wash composition

[0698]

[0699]

[0700] 1) EDETA B powder; Trademark and source: BASF

[0701] 2) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER&SCHWARZ

[0702] 3)TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0703] 4) MERQUAT 550; Trademark and source: LUBRIZOL

[0704] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0705] Embodiment 29

[0706] Shower gel composition

[0707] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0708] Table 26: Body wash composition

[0709]

[0710] 1) EDETA B powder; Trademark and source: BASF

[0711] 2)Texapon NSO IS; Trademark and source: COGNIS

[0712] 3) MERQUAT 550; Trademark and source: LUBRIZOL

[0713] 4)DEHYTON AB-30; Trademark and source: COGNIS

[0714] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL

[0715] 6)EUPERLAN PK 3000AM; Trademark and source: COGNIS

[0716] 7) CREMOPHOR RH 40; Trademark and source: BASF

[0717] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0718] Embodiment 30

[0719] Hair dye composition

[0720] Weigh sufficient amount of microcapsule slurries A to E and mix with alkaline base A to add fragrance equivalent to 0.2%.

[0721] 2 g of alkaline binder A and 2 g of oxidizing binder B are then mixed.

[0722] Table 27: Composition of alkaline base A

[0723]

[0724]

[0725] 1) Carbopol Ultrez 10 Polymer

[0726] 2) Covastyle PAP

[0727] 3) Covastyle MAP

[0728] 4) Covastyle MPDS

[0729] 5) Resorcine

[0730] 6) Lipocol L 12

[0731] 7) Arlypon F

[0732] 8) Dow Corning 200Fluid 350

[0733] 9) Lanette O

[0734] 10)Eumulgin O 30

[0735] 11) Cutina AGS

[0736] 12) Covastyle MBS

[0737] 13) Dissolvine D-40

[0738] 14) Merquat 280

[0739] 15) 30% ammonium hydroxide aqueous solution

[0740] program:

[0741] Combine all ingredients of Phase A and heat to 75°C.

[0742] Combine all ingredients of phase B and melt at 70-75°C.

[0743] Add phase B to phase A under good stirring (both at 70-75°C).

[0744] Add phase C and continue mixing until cooled to room temperature

[0745] Add Phase D ingredients at room temperature while mixing

[0746] Add remaining ingredients of Phase C while stirring.

[0747] Table 28: Composition of oxidative base B

[0748]

[0749] 1) Crodafos CS20 acid

[0750] 2) Paraffin Oil 30-40cPs

[0751] 3) Acetulan

[0752] 4) Brij 78P

[0753] 5) Hydrogen peroxide 35% aqueous solution

[0754] program:

[0755] Combine all ingredients of Phase A and heat to 75°C.

[0756] Combine all ingredients of phase B and melt at 70-75°C.

[0757] Add phase B to phase A (both at 70-75°C) under good stirring and continue mixing until cooled to room temperature.

[0758] Add Phase C ingredients at room temperature while mixing.

[0759] Embodiment 31

[0760] Hand dishwashing detergent

[0761] Weigh out sufficient amounts of microcapsule slurries A to E and mix into the following composition to add the equivalent of 0.2% fragrance.

[0762] Table 29: Hand Dishwashing Detergent Composition

[0763] Element Amount (weight %) Function <![CDATA[Linear alkylbenzene sulfonic acid (1) > 20 Anionic surfactants <![CDATA[Diethanolamide (2) > 3.5 Foam enhancer <![CDATA[Sodium hydroxide (50%) (3) > 3.4 pH adjuster / neutralizer <![CDATA[Secondary alcohol ethoxolate (4) > 2.5 Nonionic surfactants Sodium xylene sulfonate 6.3 Water-soluble additives water 64.3 Solvents

[0764] 1) Biosoft S- Trademark and source: Stepan Company

[0765] 2) Ninol 40- Trademark and source: Stepan Company

[0766] 3) Stepanate Trademark and source: Stepan Company

[0767] 4) Tergitol 15-S- Trademark and source: Dow Chemical Company

[0768] Mix water with sodium hydroxide and diethanolamide. Add LAS. After neutralizing the LAS, add the remaining ingredients. Check the pH (=7-8) and adjust if necessary.

[0769] Embodiment 32

[0770] Unit dose formulation

[0771] Sufficient exemplary microcapsules are weighed and mixed into a unit dose formulation to add the equivalent of 0.2% flavor.

[0772] The unit dose may be contained in a PVOH (polyvinyl alcohol) film.

[0773] Table 30: Composition of unit dose

[0774]

[0775]

[0776] Embodiment 33

[0777] Toothpaste recipe

[0778] A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to E, except that flavoring agents are encapsulated instead of spices) is weighed and mixed into the following composition to add the equivalent of 0.2% of flavoring agent.

[0779] Table 31: Toothpaste formula

[0780] Element Amount (weight %) Polyethylene glycol 400 2.0％ Xanthan gum 0.6％ Sorbitol 70% solution 50％ Sodium fluoride 0.220％ Sodium Benzoate 0.2％ water 15.230％ <![CDATA[Hydrated silica 1) > 22.0％ <![CDATA[Hydrated silica 2) > 7.0％ Titanium Dioxide CI77891 0.5％ Sodium lauryl sulfate 1.250％ Flavoring 1.2％ total 100％

[0781] 1) Tixosil 73

[0782] 2) Tixosil 43

[0783] Embodiment 34

[0784] Dicalcium phosphate based toothpaste formula

[0785] A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to E, except that flavoring agents are encapsulated instead of spices) is weighed and mixed into the following composition to add the equivalent of 0.2% of flavoring agent.

[0786] Table 32: Toothpaste formula

[0787] Element Amount (weight %) Sodium Carboxymethyl Cellulose 1.2％ Flavoring 1.2％ Deionized water / pure water Balance to final weight Sodium lauryl sulfate 1.3％ glycerin 20.0％ Saccharin Sodium 0.2％ Dicalcium Phosphate Dihydrate 36.0％ Methylparaben 0.2％ <![CDATA[Silicon dioxide 1) > 3.0％ total 100％

[0788] 1) 200

[0789] Embodiment 35

[0790] Alcohol-free mouthwash formula

[0791] A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to E, except that flavoring agents are encapsulated instead of spices) is weighed and mixed into the following composition to add the equivalent of 0.2% of flavoring agent.

[0792] Table 33: Mouthwash formulation

[0793] Element Amount (weight %) Propylene glycol 10％ Flavoring 0.240％ Deionized water / pure water Balance to final weight Poloxamer 407NF 0.240％ Sodium lauryl sulfate 0.040％ Sorbitol 70% solution 10.0％ Saccharin Sodium 0.030％ glycerin 3.0％ Sodium Benzoate 0.100％ Sucralose 0.020％ benzoic acid 0.050％ total 100％

[0794] Embodiment 36

[0795] Mouthwash Recipes

[0796] A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to E, except that flavoring agents are encapsulated instead of spices) is weighed and mixed into the following composition to add the equivalent of 0.2% of flavoring agent.

[0797] Table 34: Mouthwash formulation

[0798] Element Amount (weight %) Ethanol 190Proof 15.0％ Seasoning 0.240％ Deionized water / pure water Balance to final weight Poloxamer 407NF 0.240％ Sodium lauryl sulfate 0.040％ Sorbitol 70% solution 10.0％ Saccharin Sodium 0.030％ glycerin 3.0％ Sodium Benzoate 0.100％ Sucralose 0.020％ benzoic acid 0.050％ total 100％ .

Claims

1. A polyamide core-shell microcapsule comprising: (i) a core comprising a hydrophobic material, preferably a fragrance oil, and (ii) a polyamide shell comprising the reaction product between at least one acid chloride and at least one co-oligopeptide.

2. The microcapsule according to claim 1, wherein the acyl chloride conforms to the following formula (I), wherein n is an integer from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4, and Where X is (n+1) valence C2 to C 45 a hydrocarbon group, which optionally comprises at least one group selected from (i) to (xi), Wherein R is a hydrogen atom or an alkyl group, preferably a hydrogen atom.

3. The microcapsule according to claim 2, wherein the acid chloride is a diacyl chloride, preferably selected from the group consisting of terephthaloyl chloride, phthaloyl chloride, isophthaloyl chloride, adipoyl chloride, sebacoyl chloride, succinoyl chloride, glutaryl chloride, pimeloyl chloride, dodecanedioyl chloride, suberyl chloride, azelayl chloride, malonyl chloride, fumaroyl chloride, oxaloyl chloride, 4,4'-oxybis(benzoyl chloride), 2,2'-oxydiacetyl chloride, 4,4'-biphenyl dicarboxylic acid chloride, azobenzene-4,4'-dicarboxylic acid dichloride, 2,5-furandicarboxylic acid dichloride, and mixtures thereof.

4. Microcapsules according to any one of the preceding claims, wherein the average molecular weight of the co-oligopeptide is less than 10000 g / mol.

5. The microcapsule according to any one of the preceding claims, wherein the co-oligopeptide comprises at least two different amino acids A and B, wherein amino acid A is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan and mixtures thereof, and wherein amino acid B is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine ​​and mixtures thereof. The microcapsule according to claim 5 , wherein the amino acid A is lysine.

7. The microcapsule according to claim 1, wherein the average molar ratio of the amino groups in the co-oligopeptide to the acyl chloride groups in the acyl chloride is 0.05:1 to 65:1, preferably 0.1:1 to 10:

1.

8. Microcapsules according to any one of the preceding claims, wherein the hydrophobic material comprises a fragrance.

9. A method for preparing a polyamide core-shell microcapsule slurry, comprising the following steps: a) dispersing an oil phase comprising a hydrophobic material and at least one acid chloride into a dispersed phase to form a two-phase dispersion; b) performing a curing step to form microcapsules in the form of a slurry; wherein at least one stabilizer is added to the oil phase and / or the dispersed phase, and At least one co-oligopeptide is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion.

10. The process according to claim 9, wherein the salt is added to the dispersed phase and / or to the oil phase and / or to the two-phase dispersion.

11. The method according to claim 9 or 10, wherein the stabilizer is selected from the group consisting of inorganic particles, polymeric emulsifiers such as polysaccharides, proteins, glycoproteins, and mixtures thereof.

12. A process according to claims 9 to 11, wherein the amount of acid chloride used is from 0.1% to 50%, preferably from 0.5 to 15%, based on the weight of the oil phase.

13. The method according to claims 9 to 12, wherein amino acids are added to the dispersed phase and / or the two-phase dispersion, preferably selected from the group consisting of lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline, and mixtures thereof.

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

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