Polyamide microcapsules

Abstract

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, especially perfumed consumer products in the form of home care or personal care products, comprising said capsules are also part of the present 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, especially perfumed consumer products in the form of home care or personal care products, comprising said capsules are also part of the present invention. Background Art

[0002] One of the problems facing the fragrance (daily chemical fragrance) industry is that the olfactory benefits provided by odorous compounds are lost relatively quickly due to their volatility, especially the volatility of the "top notes (top fragrance)". 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 on a challenging basis 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] Polyurea and polyurethane based microcapsule slurries are widely used, for example, in the perfume industry, because they provide a long-lasting, pleasant olfactory effect after application on different substrates. These microcapsules have been widely disclosed in the prior art (see, for example, WO 2007 / 004166 or EP 2300146 from the applicant).

[0004] There remains a need to provide new microcapsules without compromising the performance of the microcapsules, in particular in terms of stability in challenging media such as consumer product bases, and good delivery performance in terms of active ingredient delivery, for example olfactory performance 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 functional core-shell microcapsules encapsulating hydrophobic materials can be obtained by reacting an acid chloride with two amino compounds in a process wherein the amino compounds are preferably added continuously in the process. The process of the invention thus provides a solution to the above-mentioned problems since it allows the preparation of microcapsules having the required stability in challenging bases.

[0007] In a first aspect, the present invention relates to a method for preparing a polyamide core-shell microcapsule slurry, comprising the following steps:

[0008] a) dissolving at least one acid chloride in a hydrophobic material, preferably a fragrance, to form an oil phase;

[0009] b) dispersing the oil phase obtained in step a) into the aqueous phase comprising the first amino compound to form an oil-in-water emulsion;

[0010] c) performing a curing step to form polyamide microcapsules in the form of a slurry;

[0011] wherein a stabilizer is added to the oil phase and / or the water phase, and

[0012] Therein, at least one second amino compound is added to the aqueous phase before forming the oil-in-water emulsion and / or to the oil-in-water emulsion obtained after step b).

[0013] A second object of the present invention is a polyamide core-shell microcapsule comprising:

[0014] - an oil-based core comprising a hydrophobic material, preferably a perfume, and

[0015] - a polyamide shell comprising:

[0016] ·Acid chloride,

[0017] The first amino compound,

[0018] A second amino compound.

[0019] The third object of the present invention is the polyamide core-shell microcapsule slurry obtained by the above method.

[0020] Another object of the present invention is a perfuming composition comprising:

[0021] (i) a microcapsule slurry as defined above, wherein the hydrophobic material comprises a fragrance,

[0022] (ii) at least one ingredient selected from the group consisting of a fragrance carrier and a fragrance base,

[0023] (iii) optionally, at least one flavor adjuvant.

[0024] Another object of the present invention is a consumer product comprising:

[0025] - personal care active bases, and

[0026] - a microcapsule as defined above or a perfuming composition as defined above,

[0027] Wherein the consumer product is in the form of a personal care composition.

[0028] Another object of the present invention is a consumer product comprising:

[0029] - home care or fabric care active ingredients, and

[0030] - a microcapsule as defined above or a perfuming composition as defined above,

[0031] Wherein the consumer product is in the form of a home care or fabric care composition. DETAILED DESCRIPTION

[0032] Unless otherwise indicated, percentages (%) refer to weight percent of the composition.

[0033] By "active ingredient" is meant a single compound or a combination of ingredients.

[0034] By "flavoring or flavoring oil" is meant a single perfuming or flavoring compound, or a mixture of several perfuming or flavoring compounds.

[0035] By “consumer product” or “final product,” we mean a finished product that is ready for distribution, sale, and use by consumers.

[0036] 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.

[0037] "Microcapsules" or similar expressions in the present invention refer to core-shell microcapsules having a particle size distribution in the micrometer range (e.g., an average diameter (d(v,0.5)), preferably about 1 to 3000 micrometers) and comprising an outer solid polymer-based shell and an inner continuous oil phase surrounded by the outer shell.

[0038] By "amino compound" is understood a compound having at least two reactive amine groups.

[0039] In the present invention, the expressions "acyl chloride" or "acid chloride" are used indifferently.

[0040] By "polyamide microcapsules" it is meant that the shell of the microcapsules comprises a polyamide material. The expression "polyamide microcapsules" may also include shells made of a composite material comprising a polyamide material and another material, such as a biopolymer.

[0041] It has been found that when the two amino compounds are preferably added successively in the process, core-shell polyamide microcapsules with generally good performance in challenging binders can be obtained.

[0042] Method for preparing polyamide microcapsule slurry

[0043] In a first aspect, the present invention relates to a method for preparing a polyamide core-shell microcapsule slurry, comprising the following steps:

[0044] a) dissolving at least one acid chloride in a hydrophobic material, preferably a fragrance, to form an oil phase;

[0045] b) dispersing the oil phase obtained in step a) into the aqueous phase comprising the first amino compound to form an oil-in-water emulsion;

[0046] c) performing a curing step to form polyamide microcapsules in the form of a slurry;

[0047] wherein a stabilizer is added to the oil phase and / or the water phase, and

[0048] Therein, at least one second amino compound is added to the aqueous phase before forming the oil-in-water emulsion and / or to the oil-in-water emulsion obtained after step b).

[0049] According to a particular embodiment, the method comprises the following steps:

[0050] a) dissolving at least one acid chloride in a hydrophobic material, preferably a fragrance, to form an oil phase;

[0051] b) dispersing the oil phase obtained in step a) into the aqueous phase comprising the first amino compound to form an oil-in-water emulsion;

[0052] c) adding a second amino compound to the oil-in-water emulsion obtained in step b), and

[0053] d) performing a curing step to form polyamide microcapsules in the form of a slurry;

[0054] A stabilizer is added to the oil phase and / or the water phase.

[0055] In one step of the method, an oil phase is formed by mixing at least one hydrophobic material with at least one acid chloride.

[0056] According to a particular embodiment, the acid chloride is selected from the group consisting of benzene-1,3,5-tricarboxylic acid chloride, benzene-1,2,4-triacyl trichloride, benzene-1,2,4,5-tetraacyl tetrachloride, cyclohexane-1,3,5-triacyl trichloride, isophthaloyl dichloride, diacetyl oxide dichloride, succinyl dichloride, and mixtures thereof.

[0057] The weight ratio between the acid chloride and the hydrophobic material is preferably from 0.01 to 0.09, more preferably from 0.03 to 0.07.

[0058] The acid chloride may be dissolved directly in the fragrance oil, or it may be pre-dispersed in an inert solvent such as benzyl benzoate before mixing with the fragrance oil.

[0059] According to one particular embodiment, a polyisocyanate having at least two isocyanate functional groups is added to the oil phase.

[0060] 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.

[0061] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0062] 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.

[0063] 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), among which the biuret of hexamethylene diisocyanate is even more preferred.

[0064] According to another embodiment, the at least one polyisocyanate is in the form of a mixture of at least one aliphatic polyisocyanate and at least one aromatic polyisocyanate, both containing at least two or three isocyanate functional groups, such as a mixture of 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.

[0065] According to one embodiment, the at least one polyisocyanate used in the process according to the invention is present in an amount of 0.1 to 15% by weight, preferably 0.5 to 10% by weight, more preferably 0.8 to 6% by weight, even more preferably 1 to 3% by weight, based on the total amount of the oil phase.

[0066] Hydrophobic materials

[0067] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

[0068] By "hydrophobic active ingredient" is meant any hydrophobic active ingredient, ie a single ingredient or a mixture of multiple ingredients, which forms a two-phase dispersion when mixed with water. The hydrophobic active ingredient is liquid at about 20°C.

[0069] The hydrophobic active ingredient is preferably selected from the group consisting of flavorings, flavoring ingredients, fragrances, flavoring ingredients, nutraceuticals, cosmetics, pest control agents, biocide active substances and mixtures thereof.

[0070] According to a particular embodiment, the hydrophobic active ingredient comprises a mixture of a fragrance and another ingredient selected from the group consisting of nutraceutical, cosmetic, pest control and biocide active ingredients.

[0071] According to a particular embodiment, the hydrophobic active ingredient comprises a mixture of a biocide active ingredient and another ingredient selected from the group consisting of fragrance, nutraceutical, cosmetic, pest control agent.

[0072] According to a particular embodiment, the hydrophobic active ingredient comprises a mixture of a pest control agent and another ingredient selected from the group consisting of fragrance, nutraceutical, cosmetic, biocide active ingredients.

[0073] According to a particular embodiment, the hydrophobic active ingredient comprises a fragrance.

[0074] According to a particular embodiment, the hydrophobic active ingredient consists of a fragrance.

[0075] According to a particular embodiment, the hydrophobic active ingredient consists of a biocide active ingredient.

[0076] According to a particular embodiment, the hydrophobic active ingredient consists of a pest control agent.

[0077] 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 mixture of ingredients in the form of a single fragrance ingredient or 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, at least in an active or pleasant manner, rather than merely having an odor. For the purposes of the present invention, fragrance oils also include combinations of fragrance ingredients with substances that together improve, enhance or modify the delivery of the fragrance ingredient, such as fragrance precursors, emulsions or dispersions, as well as combinations that impart other benefits in addition to modifying or imparting odor, such as persistence, burst, malodor counteracting, antimicrobial effects, microbial stability, pest control.

[0078] The nature and type of the perfuming ingredients present in the oil phase do not guarantee a more detailed description here, and they will not be exhaustive in any case, and those skilled in the art can select them based on their common sense and according to expected use or application and required sensory effects. 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 other works of its updated version or similar properties, and in the patent literature abundant in the field of perfume industry. It should also be understood that the composition can also be a known compound that releases various types of perfuming compounds in a controlled manner.

[0079] In particular, one may cite the perfuming ingredients usually used in perfume preparations, for example:

[0080] - Aldehyde aroma components: decanal, dodecanal, 2-methylundecane, 10-undecenal, octanal, nonanal and / or nonenal;

[0081] - 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;

[0082] - balsamic ingredients: coumarin, ethyl vanillin and / or vanillin;

[0083] - 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;

[0084] -Floral notes: 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, 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 -ketone, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-butene-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexene-1-yl)-2-butene-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexene-1-yl]-2-butene-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2-butene-1-one, 2,5-dimethyl-2-indanemethanol, 2,6,6-trimethyl-3-cyclohexene-1 -formate, 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-p-menthol, (S)-2-(1,1-dimethylpropoxy)propyl propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamaldehyde, 8-decene-5-lactone, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or a mixture of methylionone isomers;

[0085] - Fruity aroma components: 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;

[0086] - Green fragrance ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styryl 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;

[0087] - Musk ingredients: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecen-1-one, 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;

[0088] - Woody components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[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;

[0089] -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.

[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-fragrance. Non-limiting examples of suitable pro-fragrances may include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-phenylethyl oxo(phenyl)acetate or mixtures thereof.

[0091] 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, 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.

[0092] Preferred perfuming ingredients are ingredients with high steric hindrance, in particular those from one of the following groups:

[0093] - Group 1: contains at least one linear or branched C 1 -C 4 Perfuming ingredients having a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with alkyl or alkenyl substituents;

[0094] - Group 2: contains at least one linear or branched C 4 -C8 Perfuming ingredients having a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with alkyl or alkenyl substituents;

[0095] - Group 3: Perfuming ingredients containing a benzene ring or containing at least one linear or branched C 5 -C 8 substituted with an alkyl or alkenyl substituent, or substituted with at least one phenyl substituent and optionally with one or more straight or branched C 1 -C 3 Perfuming ingredients having a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with alkyl or alkenyl substituents;

[0096] - Group 4: contains at least two fused or linked C 5 and / or C 6 The fragrance ingredients of the ring;

[0097] - Group 5: perfuming ingredients containing camphor-like ring structures;

[0098] - Group 6: Contains at least one C 7 -C 20 Perfuming ingredients with ring structures;

[0099] - Group 7: perfuming ingredients having a logP value higher than 3.5 and containing at least one tert-butyl or at least one trichloromethyl substituent;

[0100] Examples of components from each of these groups are:

[0101] - Group 1: 2,4-dimethyl-3-cyclohexene-1-carbaldehyde (source: Firmenich SA, Geneva, Switzerland), isocitral, menthone, isomenthone, (2,2-dimethyl-6-methylene-1-cyclohexanecarboxylic acid methyl ester, source: Firmenich SA, Geneva, Switzerland), nerolione, terpineol, dihydroterpineol, terpene acetate, dihydroterpene acetate, dipentene, eucalyptol, hexylate, rose oxide, ((S)-1,8-p-menthen-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-cyclohexanediethyl 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;

[0102] - 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 (fleuramone), HC (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), (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);

[0103] - 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, 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), β(1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, source: Firmenich SA, Geneva, Switzerland), ((1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate, source: Firmenich SA, Geneva, Switzerland), 2-tert-butyl-1-cyclohexyl acetate (source: International Flavors and Fragrances, USA), (1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol, source: Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (source: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpene isobutyrate, (4-(1,1-dimethylethyl)-1-cyclohexyl acetate, source: Firmenich SA, Geneva, Switzerland), 8-methoxy-1-menthene, ((1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, source: Firmenich SA, Geneva, Switzerland), p-tert-butylcyclohexanone, menthyl mercaptan, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, methyl 2-methoxy-4-methylphenyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, methyl 4-ethyl-2-methoxyphenyl carbonate;

[0104] - Group 4: methyl cedryl ketone (source: International Flavors and Fragrances, USA), Verdylate, 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), (Mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal, source: Firmenich SA, Geneva, Switzerland), (3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane, source: Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (perhydro-5,5,8A-trimethyl-2-naphthyl acetate, source: Firmenich SA, Geneva, Switzerland), 1-naphthol (octalynol), (dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, source: Firmenich SA, Geneva, Switzerland), 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;

[0105] - Group 5: camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, camphorpinene, cedarwood methyl ether (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane, source: Firmenich SA, Geneva, Switzerland), cedrene, cedrene alcohol, cedrene alcohol, (a mixture of 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one, source: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland);

[0106] - Group 6: (trimethyl-13-oxabicyclo-[10.1.0]-tridec-4,8-diene, source: Firmenich SA, Geneva, Switzerland), galanthus pyrrolidone LG ((E)-9-cyclohexadecene-16-olide, source: Firmenich SA, Geneva, Switzerland), (cyclopentadecenolide, origin: Firmenich SA, Geneva, Switzerland), musk ketone (3-methyl (4 / 5)-cyclopentadecenone, source: Firmenich SA, Geneva, Switzerland), musk ketone (source: Firmenich SA, Geneva, Switzerland), (pentadecalactone, source: Firmenich SA, Geneva, Switzerland), (cyclopentadecanone, source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), Musk T (Astrotone), 4,8-cyclododecadien-1-one;

[0107] - Group 7: (Source: Givaudan SA, Vergne, Switzerland), rosin oil.

[0108] 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.

[0109] 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.

[0110] 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.

[0111] According to one embodiment, the oil phase (or oil-based core) comprises:

[0112] - 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

[0113] -0 to 75 wt% of density-balanced material, the density of which is greater than 1.07 g / cm 3 .

[0114] "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 threshold concentration is expressed as the common logarithm of the threshold concentration, i.e. Log[threshold] ("LogT").

[0115] "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.

[0116] 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.

[0117] 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.

[0118] According to one embodiment, the high impact fragrance raw materials with Log T<-4 are selected from the list in Table A below.

[0119] Table A: High impact fragrance raw materials with Log T < -4

[0120]

[0121]

[0122]

[0123]

[0124] 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.

[0125] 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.

[0126] 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.

[0127] Therefore, the remaining perfume raw materials contained in the oil-based core may have a Log T>-4.

[0128] Non-limiting examples of fragrance raw materials having a Log T > -4 are listed in Table B below.

[0129] Table B: Fragrance Raw Materials with log T>-4

[0130]

[0131]

[0132]

[0133] According to one embodiment, the oil phase (or oil-based core) comprises 2 to 75% by weight of a substance with a density greater than 1.07 g / cm 3 density balancing material, and 25-98 wt. % of a fragrance oil comprising at least 15 wt. % of a high impact fragrance raw material having a Log T<-4.

[0134] The density of a component is defined as the ratio of its mass to its volume (g / cm 3 ).

[0135] There are several methods that can be used to determine the density of a component.

[0136] The d20 density of essential oils may be measured with reference to, for example, the ISO 298:1998 method.

[0137] According to one embodiment, the density balancing material is selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, phenyl phenylacetate, phenethyl phenoxyacetate, triacetin, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.

[0138] According to a specific embodiment, the density balancing material is selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, and mixtures thereof.

[0139] 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 a hydrophilic solvent optionally 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.

[0140] 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.

[0141] 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.

[0142] By "flavoring ingredient or composition", it is meant here a flavoring ingredient, or a mixture of a plurality of flavoring ingredients, solvents or adjuvants currently used to prepare a flavoring formula, i.e. a specific mixture of ingredients intended to be added to an edible composition or chewing product to impart, improve or modify its organoleptic properties, in particular its flavor and / or taste. Taste modifiers are also included in the definition. Flavoring ingredients are well known to those skilled in the art, and their properties do not warrant a detailed description here, and in any case they are inexhaustible, and a skilled flavorist can select them according to his general knowledge and according to the intended use or application and the organoleptic effect desired to be achieved. Many of these flavoring ingredients are listed in references, such as S. Arctander's book Perfume and Flavor Chemicals, 1969, Montclair, NJ, USA or its latest version, or other works of similar nature, such as Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press or MB Jacobs' Synthetic Food Adjuncts, 1947, van Nostrand Co., Inc. Solvents and adjuvants currently used in preparing flavoring formulations are also well known in the art.

[0143] In a particular embodiment, the flavoring is selected from the group consisting of terpene flavorings including citrus and mint oils, and sulfur-containing flavorings.

[0144] According to any embodiment of the invention, the hydrophobic active ingredient represents about 10% to 60% w / w, or even 15% to 45% w / w relative to the total weight of the dispersion obtained after step b).

[0145] According to a particular embodiment, the oil phase consists essentially of the acid chloride and the fragrance or flavoring oil, and optionally a stabilizer.

[0146] In a further step of the process according to the invention, the oil phase of step a) is dispersed in an aqueous solution comprising the first amino compound and optionally a stabilizer to form an oil-in-water emulsion.

[0147] The average droplet size of the emulsion is preferably from 1 to 1000 microns, more preferably from 1 to 500 microns, even more preferably from 5 to 50 microns.

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

[0149] The amino acid preferably has two nucleophilic groups.

[0150] The first amino compound may be selected from the group consisting of L-lysine, L-lysine ethyl ester, guanidine carbonate, chitosan, 3-aminopropyltriethoxysilane, and mixtures thereof. According to a specific embodiment, the first amino compound is L-lysine.

[0151] According to the present invention, a stabilizer is added to the water phase and / or the oil phase to form an emulsion. According to one embodiment, the stabilizer is a colloidal stabilizer.

[0152] Colloidal stabilizers can be molecular emulsifiers (standard emulsions) or solid particles (Pickering emulsions).

[0153] By "stabilizer" it is meant a compound capable of stabilizing the oil / water interface as an emulsion.

[0154] According to a particular embodiment, the stabilizer is a biopolymer.

[0155] By "biopolymer" is meant a biological macromolecule produced by a living organism. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (one thousand) Daltons to 1,000,000,000 (one billion) Daltons. These macromolecules can be carbohydrates (sugar based) or proteins (amino acid based) or a combination of both (gum), and can be straight or branched chain.

[0156] According to one embodiment, the colloidal stabilizer or 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, white eggalbumin, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, and mixtures thereof.

[0157] When a colloidal stabilizer is added to the oil phase, it is preferably selected from the group consisting of proteins such as soy protein, rice protein, whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, and mixtures thereof.

[0158] According to a particular embodiment, the stabilizer is a biopolymer selected from the group consisting of proteins such as whey protein, casein, sodium caseinate, bovine serum albumin, and mixtures thereof.

[0159] When added to the oil phase, the stabilizer may be pre-dispersed in an inert solvent such as benzyl benzoate, or may be mixed with the active ingredient, which preferably comprises a fragrance oil.

[0160] The stabilizer and acid chloride may be premixed and may be heated at a temperature of, for example, 10 to 80°C before mixing with the hydrophobic material, which preferably comprises a fragrance oil.

[0161] When a colloidal stabilizer is added to the aqueous phase, it is preferably 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, and mixtures thereof.

[0162] According to any of the above embodiments of the invention, the dispersion comprises at least about 0.01% to 3.0% of a stabilizer, the percentage being expressed on a w / w basis relative to the total weight of the oil-in-water emulsion obtained after step b). In another aspect of the invention, the dispersion comprises about 0.05% to 2.0%, preferably about 0.05% to 1.0%, of at least one colloidal stabilizer. In another aspect of the invention, the dispersion comprises about 0.1% to 1.6%, preferably about 0.1% to 0.8% by weight of at least one colloidal stabilizer.

[0163] In a further step of the process according to one embodiment, a second amino compound is added to the oil-in-water emulsion obtained in step b).

[0164] Without being bound by any theory, the inventors believe that the first amino compound will react with the acid chloride to form a polyamide, while the second amino compound will react with the remaining acid chloride groups of the acid chloride.

[0165] As a non-limiting example, the second amino compound is selected from the group consisting of: xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine Ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, amines having a disulfide bond such as cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl esters, cystine dialkyl ester hydrochloride, and mixtures thereof.

[0166] According to one embodiment, the second amino compound is an amine having a disulfide bond and is selected from cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, and mixtures thereof.

[0167] According to another embodiment, the second amino compound is selected from the group consisting of: xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, Ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, and mixtures thereof.

[0168] According to a particular embodiment, the second amino compound is a mixture of two amino compounds, preferably a mixture of ethylenediamine and diethylenetriamine.

[0169] According to a particular embodiment, the first amino compound and the second amino compound are identical.

[0170] According to another particular embodiment, the first amino compound and the second amino compound are different.

[0171] According to one embodiment, the weight ratio between the first amino compound and the second amino compound is 0.5-25, preferably 1.3-10, more preferably 1.3-7.

[0172] A significant feature of the process of the invention is the fact that in the process two amino compounds are added, preferably successively, the first amino compound being added in step b) and at least the second amino compound being added preferably after the emulsion has been formed. In fact, without being bound by any theory, the inventors have observed that the combination of two amino compounds leads to stable microcapsules in consumer products.

[0173] The amount of the second amino compound is usually adjusted so that the functional group NH 2The molar ratio between the functional group COCl and the acyl chloride is 0.01 to 7.5, preferably 0.1 to 3.0.

[0174] The amount of the first amino compound is usually adjusted so that the functional group NH 2 The molar ratio between the functional group COCl and the acyl chloride is 0.2 to 3, preferably 0.5 to 2.

[0175] According to one embodiment, a base is added at the end of step c) to adjust the pH. As non-limiting examples, one may cite guanidine carbonate, sodium bicarbonate or triethanolamine.

[0176] According to a particular embodiment, the base is not an amide.

[0177] The amount of the base added is preferably 0.1 to 10% by weight, more preferably 0.5 to 5% by weight, relative to the oil-in-water emulsion.

[0178] This is followed by a curing step c) which allows the microcapsules to end up in the form of a slurry. According to a preferred embodiment, in order to enhance the kinetics, said step is carried out at a temperature ranging from 5 to 90° C., possibly under pressure, for 1 to 8 hours. More preferably, it is carried out at a temperature ranging from 10 to 80° C. for 30 minutes to 5 hours.

[0179] According to a particular embodiment, no polyol is added during any step of the process.

[0180] Optional outer coating: According to a specific embodiment of the present invention, at the end of step d) or during step d), a polymer selected from the group consisting of nonionic polysaccharides, cationic polymers and mixtures thereof may also be added to the slurry of the present invention to form an outer coating of the microcapsules.

[0181] Nonionic polysaccharide polymers are well known to the person skilled in the art 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.

[0182] 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 USP. Preferred cationic polymers are selected from those containing primary, secondary, tertiary and / or quaternary amine groups, which units can form part of the main polymer chain or can be carried by side substituents directly connected thereto. The weight average molecular weight (Mw) of the cationic polymer is preferably 10,000 to 3.5 M Daltons, more preferably 50,000 to 1.5 M Daltons. According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazol-3-ium chloride), vinylpyrrolidone, 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).

[0183] According to any of the above embodiments of the present invention, an amount of the above polymer is added, and its content is about 0% to 5% w / w, or even about 0.1% to 2% w / w, the percentage being expressed on a w / w basis relative to the total weight of the slurry obtained after step c) or d). It is clearly understood by those skilled in the art that only a part of the added polymer will be incorporated into / deposited on the microcapsule shells.

[0184] Another object of the present invention is a method for preparing a microcapsule slurry, which comprises the steps as defined above and an additional step d) or e), the additional step comprising drying the slurry obtained in step c) or d), such as spray drying, to provide the microcapsules as is, i.e. in powder form. It should be understood that any standard method for such drying known to those skilled in the art 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.

[0185] According to a particular embodiment, the carrier material comprises free fragrance oil, which may be the same as or different from the fragrance from the microcapsule core.

[0186] Another object of the present invention is a polyamide microcapsule slurry obtainable by the process as described above.

[0187] Polyamide microcapsules

[0188] The composition of the polyamide shell enables the provision of microcapsules that exhibit the desired stability in a product base (eg effectively counteracting the extraction of fragrances by surfactants of consumer products).

[0189] Therefore, another object of the present invention is a polyamide core-shell comprising:

[0190] - an oil-based core comprising a hydrophobic material, preferably a perfume, and

[0191] - a polyamide shell comprising:

[0192] ·Acid chloride,

[0193] a first amino compound, and

[0194] A second amino compound.

[0195] According to one embodiment, the shell comprises a stabilizer, preferably a biopolymer.

[0196] According to one embodiment, the shell does not comprise polyols.

[0197] According to a particular embodiment, the polyamide core-shell microcapsules comprise:

[0198] - an oil-based core comprising a hydrophobic material, preferably a perfume, and

[0199] - a polyamide shell comprising:

[0200] Acid chloride, preferably in an amount of 5 to 98% w / w, preferably 20 to 98% w / w, more preferably 30 to 85% w / w;

[0201] The first amino compound is preferably present in an amount of 1% to 50% w / w, preferably 7 to 40% w / w;

[0202] a second amino compound, preferably in an amount of 1% to 50% w / w, preferably 2 to 25% w / w;

[0203] - A stabiliser, preferably a biopolymer, preferably present in an amount of 0 to 90% w / w, preferably 0.1 to 75% w / w, more preferably 1 to 70% w / w.

[0204] It will be appreciated that the total number of shell components equals 100%.

[0205] According to a particular embodiment, the polyamide core-shell microcapsules comprise:

[0206] - an oil-based core comprising a hydrophobic material, preferably a perfume, and

[0207] - a polyamide shell comprising:

[0208] ·Acid chloride,

[0209] 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 mixtures thereof;

[0210] a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and mixtures thereof, and

[0211] - A biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein, and mixtures thereof.

[0212] The previously described embodiments regarding the nature of the hydrophobic material, the stabilizer, the acid chloride, the first amino compound and the second amino compound also apply to the polyamide microcapsules defined above.

[0213] Without being bound by any theory, the inventors believe that the presence of the stabilizer, preferably a biopolymer, forms a complex structure with the polyamide, especially with the acid chloride compound.

[0214] According to a particular embodiment, the first amino compound and the second amino compound contained in the shell of the polyamide microcapsule are different.

[0215] According to a particular embodiment, the polyamide microcapsules comprise an inner shell of polyurea.

[0216] The composition of the shell can be quantified, for example, by elemental analysis and identified by solid state NMR, both techniques well known to those skilled in the art.

[0217] Multi-microcapsule system

[0218] According to one embodiment, the microcapsules of the present invention (microcapsules of the first type) may be used in combination with microcapsules of the second type.

[0219] Another object of the present invention is a microcapsule delivery system comprising:

[0220] - microcapsules of the invention as first type of microcapsules, and

[0221] - 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.

[0222] As non-limiting examples, the nature of the polymer shell of the second type of microcapsules can vary. As non-limiting examples, the shell of the second microcapsules can be aminoplast-based, polyurea-based or polyurethane-based. The shell of the second type of microcapsules can also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two types of cross-linked inorganic particles, or a shell produced by hydrolysis and condensation reactions of a polyalkoxysilane macromonomer composition.

[0223] According to one embodiment, the shell of the microcapsules of the second type comprises an aminoplast copolymer, for example melamine-formaldehyde or urea-formaldehyde or crosslinked melamine-formaldehyde or melamine-glyoxal.

[0224] According to another embodiment, the shell of the second type of microcapsules is polyurea-based, made, for example but not limited to, from isocyanate-based monomers and amine-containing crosslinking agents such as guanidine carbonate and / or guanazole. Preferred polyurea-based microcapsules comprise: a polyurea wall, which is a polymeric reaction product between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from amines (e.g., water-soluble guanidine salts and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated fragrance. However, the use of amines can be omitted.

[0225] According to a specific embodiment, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% of a cationic copolymer of vinyl pyrrolidone and quaternized vinyl imidazole (all percentages are defined relative to the total weight of the colloidal stabilizer). According to another embodiment, the emulsifier is an anionic or amphiphilic biopolymer, preferably selected from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate and mixtures thereof.

[0226] According to a particular embodiment, the shell of the second type of microcapsules comprises an inner layer of polyurea and an outer layer of hydrogel, the latter preferably made of gelatin and gum arabic.

[0227] According to a particular embodiment, the shell of the second type of microcapsules comprises an inner layer of polyurea and an outer layer of cross-linked protein, the latter preferably being a mixture of sodium caseinate and whey protein.

[0228] According to another embodiment, the shell of the second type of microcapsules is polyurethane based, made of, for example but not limited to, polyisocyanates and polyols, polyamides, polyesters and the like.

[0229] The preparation of aqueous dispersion / slurry of core-shell microcapsules is well known to those skilled in the art. In one form, the microcapsule wall material may include any suitable resin and especially include melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include the reaction product of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril and mixtures thereof. Suitable melamines include methylol melamine, methylated methylol melamine, imino melamine and mixtures thereof. Suitable ureas include dimethylol urea, methylated dimethylol urea, urea-resorcinol and mixtures thereof. Suitable manufacturing materials may be obtained from one or more of Solutia Inc. (St Louis, Missouri USA), Cytec Industries (West Paterson, New Jersey U.S.A.), Sigma-Aldrich (St.Louis, Missouri USA).

[0230] According to a particular embodiment, the second type of core-shell microcapsules are formaldehyde-free capsules. A typical method for preparing a slurry of aminoplast formaldehyde-free microcapsules comprises the following steps: 1) preparing an oligomeric composition comprising the reaction product of the following ingredients, or an oligomeric composition obtained by reacting the following ingredients together:

[0231] a) in the form of melamine or melamine and at least one 2 Functional group C 1 -C 4 a polyamine component in the form of a mixture of compounds;

[0232] b) Glyoxal, C 4-6 The aldehyde component is in the form of a mixture of 2,2-dialkoxyacetaldehyde and optionally glyoxylate, the glyoxal / C 4-6 The molar ratio of 2,2-dialkoxyethanol is 1 / 1 to 10 / 1; and

[0233] c) protonic acid catalyst;

[0234] 2) preparing an oil-in-water dispersion wherein the droplet size is from 1 to 600 μm and comprising:

[0235] i.Oil;

[0236] ii. Water medium

[0237] iii. at least one oligomeric composition as obtained in step 1;

[0238] iv. at least one cross-linking agent selected from the group consisting of:

[0239] A)C 4 -C 12 Aromatic or aliphatic di- or triisocyanates and their biuret, triuret, trimer, trimethylolpropane adducts and mixtures thereof; and / or

[0240] B) a di- or tri-oxirane compound of the formula

[0241] A-(Oxiran-2-ylmethyl) n

[0242] wherein n represents 2 or 3, and l represents a C optionally containing 2 to 6 nitrogen and / or oxygen atoms 2 -C 6 Group;

[0243] v.Optionally, contains two NH 2 Functional group C 1 -C 4 Compounds;

[0244] 3) heating the dispersion;

[0245] 4) Cooling the dispersion.

[0246] This method is described in more detail in WO 2013 / 068255, the contents of which are incorporated herein by reference.

[0247] According to another embodiment, the shell of the second type of microcapsule slurry is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in WO2007 / 004166, EP2300146, EP2579976, the contents of which are also incorporated herein by reference. A method generally used to prepare a polyurea-based or polyurethane-based microcapsule slurry comprises the following steps:

[0248] a) dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase;

[0249] b) preparing an aqueous solution of an emulsifier or a colloid stabilizer to form an aqueous phase;

[0250] 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;

[0251] d) applying conditions sufficient to initiate interfacial polymerization and form microcapsules in the form of a slurry.

[0252] Perfuming compositions / consumer products

[0253] The microcapsules of the present invention can be used in combination with active ingredients. Therefore, the object of the present invention is a composition comprising:

[0254] (i) microcapsules as defined above;

[0255] (ii) an active ingredient, preferably selected from the group consisting of a cosmetic ingredient, a skin care ingredient, a fragrance ingredient, a flavoring ingredient, an odor counteracting ingredient, a bactericide ingredient, a fungicide ingredient, a pharmaceutical or agricultural chemical ingredient, a disinfectant ingredient, an insect repellent or attractant, and mixtures thereof.

[0256] The microcapsules according to the invention can be used for the preparation of perfuming or flavouring compositions, which are also an object of the present invention.

[0257] The capsules of the present invention show very good performance in terms of stability in challenging media.

[0258] Another object of the present invention is a perfuming composition comprising:

[0259] (i) Microcapsules as defined above, wherein the oil contains fragrance;

[0260] (ii) at least one ingredient selected from the group consisting of a perfume carrier, a perfume co-ingredient, and mixtures thereof;

[0261] (iii) optionally, at least one flavor adjuvant.

[0262] As liquid perfume carriers, there may be cited as non-limiting examples emulsifying systems, i.e. solvent and surfactant systems, or solvents commonly used in perfumes. A detailed description of the properties and types of solvents commonly used in perfumes is not exhaustive. However, there may be cited 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 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, such as those sold under the trademark (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 a person 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.

[0263] The nature and type of the perfuming auxiliary components present in the perfuming composition do not guarantee a more detailed description here, which is inexhaustible in any case, and the technician can select them according to their common sense and according to the intended use or application and the required sensory effect. Generally speaking, these perfuming auxiliary components 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 auxiliary components can be natural or synthetic in origin. In any case, many of these auxiliary components 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, and in the patent literature rich in the field of spices. It is also understandable that the auxiliary component can also be a known compound that releases various types of perfuming compounds in a controlled manner.

[0264] 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.

[0265] Preferably, the perfuming composition according to the invention comprises from 0.1% to 30% by weight of microcapsules as defined above.

[0266] 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.

[0267] According to a particular embodiment, the consumer product as defined above is a liquid and comprises:

[0268] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0269] b) water or a water-miscible hydrophilic organic solvent; and

[0270] c) a microcapsule slurry as defined above,

[0271] d) Optionally, non-encapsulated flavorants.

[0272] According to a particular embodiment, the consumer product as defined above is in powder form and comprises:

[0273] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0274] b) Microcapsule powders as defined above.

[0275] c) Optionally, a flavor powder, which is different from the microcapsules as defined above.

[0276] 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 fine fragrances 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 and air care. Therefore, another object of the present invention is a perfumed consumer product comprising as a perfume ingredient a microcapsule as defined above or a perfume composition as defined above. The perfume ingredient of the consumer product may be a combination of perfume microcapsules as defined above and free or non-encapsulated perfumes, as well as other types of perfume microcapsules than those disclosed herein.

[0277] In particular, the following liquid consumer product is another object of the present invention, comprising:

[0278] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

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

[0280] c) A perfuming composition as defined above.

[0281] Likewise, the following powdered consumer product is also part of the present invention, comprising:

[0282] (a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product; and

[0283] (b) A perfuming composition as defined above.

[0284] The microcapsules of the invention can thus be added as such or as part of a perfuming composition of the invention to an already perfumed consumer product.

[0285] 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, textiles, paper or household surfaces) or into the air (air fresheners, deodorants / deodorants, etc.). In other words, a perfumed consumer product according to the present invention is a processed product comprising a functional formulation (also called "base") and benefit agents, wherein an effective amount of microcapsules according to the present invention are present.

[0286] The nature and type of the other ingredients of the perfumed consumer product do not warrant a more detailed description here, which is in any case not 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 is in any case not 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.

[0287] Non-limiting examples of suitable perfumed consumer products may be perfumes, such as fine perfumes, colognes, aftershaves, body splashes; fabric care products, such as liquid or solid detergents, tablets and capsules, fabric softeners, dryer sheets, fabric refreshers, ironing water, or bleaching agents; personal care products, such as hair care products (e.g. shampoos, hair conditioners, 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 mousses, body washes, wash), bath oil or shower gel, bath salts, or hygiene products); air care products, such as air fresheners or "ready-to-use" powdered air fresheners; or home care products, such as all-purpose cleaners, liquid or powdered or tablet dishwashing products, toilet bowl cleaners or products for cleaning various surfaces, such as sprays and wipes for treating / renovating textiles or hard surfaces (floors, tiles, stone floors, etc.); hygiene products, such as sanitary napkins, diapers, toilet paper.

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

[0289] - personal care active bases, and

[0290] - a microcapsule or a microcapsule powder as defined above or a perfuming composition as defined above,

[0291] Wherein the consumer product is in the form of a personal care composition.

[0292] Personal care active bases in 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 in no way 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.

[0293] 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 mousse, a shower gel, a bath oil or shower gel, bath salts, or a hygiene product).

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

[0295] - home care or fabric care active bases, and

[0296] - a microcapsule or a microcapsule powder as defined above or a perfuming composition as defined above,

[0297] Wherein the consumer product is in the form of a home care or fabric care composition.

[0298] Home care or fabric care bases in 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 based on his general knowledge and the available literature.

[0299] 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 by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adjusted according to the desired olfactory effect of each product.

[0300] According to a particular embodiment, the pH of the consumer product into which the microcapsules are incorporated is preferably below 4.5.

[0301] Fabric softener

[0302] An object of the present invention is a consumer product in the form of a fabric softener composition comprising:

[0303] - fabric softener active base; preferably 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, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition

[0304] - 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.

[0305] Liquid detergent

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

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

[0308] - 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.

[0309] Solid detergent

[0310] An object of the present invention is a consumer product in the form of a solid detergent composition comprising:

[0311] - solid detergent active base; preferably 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, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition.

[0312] - Microcapsule slurry or microcapsule powder 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.

[0313] Solid odor enhancer

[0314] An object of the present invention is a consumer product in the form of a solid scent booster comprising:

[0315] - 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 alcohol or fatty acid and mixtures thereof.

[0316] - Microcapsule powder as defined above, in powder form, preferably in an amount of 0.05 to 15 wt%, more preferably 0.1 to 5 wt%, based on the total weight of the composition.

[0317] Liquid scent enhancers

[0318] An object of the present invention is a consumer product in the form of a liquid odor enhancer comprising:

[0319] - aqueous phase,

[0320] - 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;

[0321] - 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

[0322] - 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.

[0323] Shampoo / shower gel

[0324] An object of the present invention is a consumer product in the form of a shampoo or shower gel composition comprising:

[0325] - shampoo or shower gel active base; preferably selected from the group consisting of sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetate, cocamidopropyl betaine, cocamide MEA, alkyl glucoside and amino acid surfactants, and mixtures thereof, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition;

[0326] - 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.

[0327] Rinse-off conditioner

[0328] An object of the present invention is a consumer product in the form of a rinse-off conditioner composition comprising:

[0329] - rinse-off conditioner active base; preferably selected from the group consisting of: cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, benzalkonium chloride, behenyl trimethyl ammonium chloride and mixtures thereof, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition;

[0330] - 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.

[0331] Hair dye

[0332] An object of the present invention is a consumer product in the form of an oxidative hair dyeing composition comprising:

[0333] - 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,

[0334] - 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.

[0335] "Oxidative hair dyeing composition" refers to a composition that contains two sets of colorless dye molecules: a dye precursor and a coupler. When they react with each other through an oxidation process, they form various colored molecules (dyes) that are then trapped in the hair due to their size. In other words, the dye precursor and the coupler compound form an oxidative hair dye in the presence of an oxidizing agent.

[0336] In the present invention, "dye precursor" and "oxidative dye precursor" are used without distinction.

[0337] The dye precursor may be an aromatic compound derived from benzene substituted with at least two electron donor groups in the para or ortho position, such as NH 2 and OH to impart oxidizable properties.

[0338] According to one embodiment, the dye precursor is selected from the group consisting of p-phenylenediamine, 2,5-diaminotoluene, N,N-bis(2-hydroxymethyl)-p-phenylenediamine, 4-aminophenol, 1,4-diaminobenzene, and mixtures thereof.

[0339] The primary dye precursor is used in combination with a coupling agent. The coupling agent is preferably derived from benzene and substituted at the meta position with a moiety such as NH 2 and OH groups, and do not produce color alone, but will change the color, shade or intensity formed by the dye precursor.

[0340] According to one embodiment, the coupling agent is selected from the group consisting of resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2,5-diaminotoluene, 1,3-diaminobenzene, 2,4-diaminophenoxyethanol HCl, 2-amino-hydroxyethylaminoanisole sulfate, 4-amino-2-hydroxytoluene, and mixtures thereof.

[0341] The oxidative dye precursor is preferably used in an amount of 0.001 to 5% by weight, preferably 0.1 to 4% by weight, based on the total weight of the composition.

[0342] The use of oxidative dye precursors and couplers in hair dyeing preparations has been widely disclosed in the prior art and is well known to those skilled in the art. For example, EP 0 946 133 A1 can be cited, the content of which is incorporated herein by reference.

[0343] The alkaline phase comprises an alkaline agent, preferably selected from the group consisting of ammonium hydroxide, ammonium carbonate, ethanolamine, potassium hydroxide, sodium borate, sodium carbonate, triethanolamine, and mixtures thereof.

[0344] The alkaline agent is preferably used in an amount of 1 to 10% by weight, preferably 3 to 9% by weight, based on the total weight of the composition.

[0345] According to the present invention, a coupler and a dye precursor are combined in an alkaline medium in the presence of an oxidizing agent to form an oxidative hair dye.

[0346] The oxidizing agent will provide the necessary oxygen to form color molecules and change the color of your hair.

[0347] Oxidizing agents should be safe and effective for use in the compositions herein.

[0348] Preferably, oxidising agents suitable for use herein will be soluble in the compositions according to the present invention when used in liquid form and / or in the form in which they are intended to be used.

[0349] Preferably, oxidizing agents suitable for use herein will be water soluble. Suitable oxidizing agents for use herein are selected from inorganic peroxygen oxidizing agents, preformed organic peroxyacid oxidizing agents and organic peroxide oxidizing agents or mixtures thereof.

[0350] The oxidizing agent is preferably used in an amount of 5 to 30% by weight, preferably 5 to 25% by weight, based on the total weight of the composition.

[0351] Components commonly used in cosmetic compositions can be added to the hair dye composition defined in the present invention, such as surfactants, cationic polymers, oily substances, silicone derivatives, free fragrances, preservatives, ultraviolet absorbers, antioxidants, bactericides, propellants, and thickeners.

[0352] According to a particular embodiment, the hair dyeing composition comprises one or more quaternary ammonium compounds, preferably selected from the group consisting of cetyltrimonium chloride, stearyltrimonium chloride, benzalkonium chloride, behenyltrimonium chloride and mixtures thereof, to impart conditioning benefits to the hair.

[0353] Perfuming composition

[0354] 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:

[0355] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of microcapsules as defined previously,

[0356] - 0 to 40% by weight, preferably 3 to 40% by weight, of fragrance, and

[0357] - 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol.

[0358] 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.

[0359] Example

[0360] Table 1: List of ingredients used in the examples

[0361]

[0362]

[0363] 1) Benzene-1,3,5-tricarbonyl chloride; Source: Aldrich, Switzerland

[0364] 2) m-Xylene diamine; Source: Aldrich, Switzerland

[0365] 3) L-Lysine; Source: Aldrich, Switzerland

[0366] 4) Ethylenediamine; Source: Aldrich, Switzerland

[0367] 5) Diethylenetriamine; Source: Aldrich, Switzerland

[0368] 6) Spermine dihydrate; Source: Aldrich, Switzerland

[0369] 7) 3-Aminopropyltriethoxysilane; Source: Alfa Aesar, Switzerland

[0370] 8) Guanidine carbonate; Source: Aldrich, Switzerland

[0371] 9) Cystamine hydrochloride; Source: Aldrich, Switzerland

[0372] 10) Cystine di-tert-butyl ester; Source: Aldrich, Switzerland

[0373] 11) L-arginine; Source: Aldrich, Switzerland

[0374] 12) L-Glutamine; Source: Aldrich, Switzerland

[0375] 13) L-Threonine; Source: Aldrich, Switzerland

[0376] 14) Lactose; Source: Aldrich, Switzerland

[0377] 15) Zein; Source: Aldrich, Switzerland

[0378] 16) Gum Arabic Superstab AA; Source: Nexira, France

[0379] 17) Bovine serum albumin; Source: Aldrich, Switzerland

[0380] 18) New Rice; Source: TER Chemicals Ingredients GMBH&Co

[0381] 19) Albumin

[0382] 20) Bio Pro 2E063; Source: Agropur Inc., USA

[0383] 21) Bio Pur β-lactoglobulin; Source: Danisco

[0384] 22) Sodium caseinate; Source: Aldrich, Switzerland

[0385] 23) Sodium bicarbonate; Source: Aldrich, Switzerland

[0386] 24) Sodium carbonate; Source: Aldrich, Switzerland

[0387] 25) Sodium hydroxide; Source: Aldrich, Switzerland

[0388] 26) Triethanolamine; Source: Aldrich, Switzerland

[0389] 27) Takenate D-110N

[0390] Fragrance oil composition:

[0391] Table 2a: Composition of Fragrance Oil A

[0392]

[0393] 1) Methyl dihydrojasmonate, Firmenich SA, Geneva, Switzerland

[0394] 2) 1-(Octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone, International Flavors & Fragrances, USA

[0395] 3)(-)-(8R)-8,12-Epoxy-13,14,15,16-detetramethyllysine, Firmenich SA, Geneva, Switzerland

[0396] Table 2b: Composition of Fragrance Oil B

[0397]

[0398] 1) Source: Firmenich SA, Geneva, Switzerland

[0399] 2) Trademark from IFF, 2-tert-butyl-1-cyclohexyl acetate

[0400] Example 1

[0401] Preparation of polyamide microcapsules using colloidal stabilizers in the oil phase

[0402] Benzene-1,3,5-tricarbonyl chloride (1.77 g, Table 1) is dissolved in benzyl benzoate (5 g). Bovine serum albumin (0.95 g) is dispersed in benzyl benzoate (5 g) and optionally kept under stirring at 60° C. for 1 hour. The two solutions are mixed together, stirred at room temperature for 10 minutes, and then added to a fragrance oil (25 g, Table 2a or Table 2b) at room temperature to form an oil phase. The oil phase is mixed with water (94.05 g), which contains the first amino compound. The reaction mixture is stirred at 24,000 rpm for 30 seconds or 1 minute with an Ultra Turrax to provide an emulsion. The second amino compound (Table 3) is dissolved in water (5 g), and the solution is added dropwise to the emulsion. A solution of guanidine carbonate (30% by weight aqueous solution, 5 to 10 g) is optionally added to control the pH value to about 8. The reaction mixture is stirred at 30° C. for 4 hours to provide a white dispersion.

[0403] Table 3: Composition of capsules

[0404]

[0405] *Prepared with 0.45 g BSA

[0406] ** Protein and acyl chloride were mixed at 60°C for 1 hour

[0407] Preparation of capsules C (a) – different stabilizers

[0408] Capsules C were prepared in the presence of different proteins in the presence of L-lysine (2.5 g) as the first amino compound and ethylenediamine (0.48 g) as the second amino compound according to the previously described protocol.

[0409] Table 4: Composition of capsules

[0410] capsule protein Protein (g) C1 Gum Arabic 0.95 C2 Sodium Caseinate 0.95 C3 Zein 0.95 C4 albumin 0.95 C5 Bio Pro LE 063-18-420 0.95 C6 Bio Pure Beta-Lactoglobulin 0.95

[0411] Preparation of capsule C (b) – different stabilizers

[0412] Capsules C (b) were prepared according to the protocol for capsules A, using L-lysine (2.5 g) as the first amino compound, cystamine dihydrochloride (1.8 g) as the second amino compound, and different colloidal stabilizers.

[0413] Table 5: Composition of capsules

[0414] capsule protein Protein (g) C7 albumin 0.95 C8 Bio Pro LE 063-18-420 0.95 C9 Bio Pure Beta-Lactoglobulin 0.95 C10 Gum Arabic 0.95 C11 Sodium Caseinate 0.95 C12 Zein 0.95

[0415] Capsule D - Preparation of capsule D with different amounts of BTC chloride

[0416] Capsules were prepared according to the method of capsule A using BSA (0.95 g), L-lysine and different amounts of 1,3,5-benzenetricarboxylic acid chloride (BTC) in fragrance oil.

[0417] Table 6: Composition of Capsule D

[0418] capsule BTC(g) Second amino compound (g) D1 1.77 Ethylenediamine 0.48 D2 2.21 Diethylenetriamine 1.03

[0419] Capsule E - Preparation of capsule E using more than two amino compounds

[0420] Capsules E were prepared according to the protocol for capsules A using sodium caseinate (2 g) as the colloidal stabilizer, L-lysine (2.5 g) as the first amino compound, and a mixture of amines as the second and third amino compounds.

[0421] Table 7: Composition of Capsule E

[0422] capsule The first amino compound (g) Second amino compound (g) The third amino compound (g) E1 L-Lysine 2.5 EDA 0.12 DETA 0.21 E2 L-Lysine 2.5 EDA 0.12 Cystamine dihydrochloride 0.45 E3 L-Lysine 2.5 DETA 0.21 Cystamine dihydrochloride 0.45

[0423] Capsule F - Preparation of capsule F by adding two amino compounds before emulsion

[0424] 1,3,5-Benzenetricarboxylic acid chloride (1.77 g, Table 1) is dissolved in benzyl benzoate (5 g). Sodium caseinate (0.95 to 2 g) is dispersed in benzyl benzoate (5 g) and optionally kept for 30 minutes under stirring at 60 ° C. The two solutions are mixed together and added to perfume oil (25 g, Table 2) at room temperature to form an oil phase. The oil phase is mixed with water (94.05 g), which contains two amino compounds. The reaction mixture is stirred at 24,000 rpm for 30 seconds or 1 minute to provide an emulsion. The reaction mixture is stirred at 30 ° C for 4 hours to provide a white dispersion.

[0425] Table 8: Composition of Capsule F

[0426] capsule The first amino compound (g) Second amino compound (g) F1 L-Lysine 0.73 EDA 0.24 F2 L-Lysine 1.46 EDA 0.24 F3 L-Lysine 2.5 EDA 0.21 F4 L-Lysine 2.5 EDA 0.12 F5 L-Lysine 0.73 EDA 0.21 F6 L-Lysine 0.73 EDA 0.12

[0427] Example 2

[0428] Preparation of polyamide microcapsules using colloidal stabilizers in aqueous phase

[0429] A solution of 1,3,5-benzenetricarboxylic acid chloride (1.77 g) in benzyl benzoate (5 g) is added to a perfume oil (25 g, Table 2) to form an oil phase. The first amino compound is dissolved in an aqueous solution of gum arabic (95 g, 2 wt%). The solution is stirred for 15 minutes to form an aqueous phase. The oil phase is added to the aqueous phase, and the reaction mixture is stirred at 24,000 rpm for 30 seconds with an Ultra Turrax to provide an emulsion. The second amino compound (Table 7) is dissolved in water (5 g), and the solution is added dropwise to the emulsion. The reaction mixture is stirred at 200 rpm for 4 hours at 30 ° C with an anchor to provide a white dispersion.

[0430] Capsule G - Preparation of capsule G in the presence of gum arabic

[0431] Capsules G were prepared in the presence of 2 wt% (95 g) of an aqueous solution of gum arabic.

[0432] Table 9: Composition of Capsule G

[0433] capsule The first amino compound (g) Second amino compound (g) G1 L-Lysine 2.5 m-XDA 0.82 G2 L-Lysine 2.5 m-XDA 0.54 G3 L-Lysine 2.5 Ethylenediamine 0.82 G4 L-Lysine 2.5 Cystamine dihydrochloride 1.80 G5 L-Lysine 2.5 Cystine bis(tert-butyl ester) dihydrochloride 1.70

[0434] Preparation of capsules H1 containing other colloidal stabilizers and mixtures thereof in water.

[0435] A solution of 1,3,5-benzenetricarboxylic acid chloride (1.77 g) in benzyl benzoate (5 g) was added to a fragrance oil (25 g, Table 2) to form an oil phase. L-Lysine (2.5 g) was dissolved in an aqueous solution of a colloidal stabilizer (95 g, 2 wt%). The solution was stirred for 15 minutes to form an aqueous phase. The oil phase was added to the aqueous phase, and the reaction mixture was stirred for 30 seconds at 24,000 rpm with an Ultra Turrax to provide an emulsion. Ethylenediamine (0.24 to 0.48 g) was dissolved in water (5 g), and the solution was added dropwise to the emulsion. The reaction mixture was stirred at 200 rpm for 4 hours at 30 ° C with an anchor to provide a white dispersion.

[0436] Table 10: Composition of Capsule H

[0437] capsule protein Protein (g) H1 BSA 0.95 H2 Sodium Caseinate 0.95 H3 Sodium Caseinate 2.0 H4 Sodium Caseinate 25% / Bio Pro LE 063-18-420 75% 2.0

[0438] Example 3

[0439] Storage stability in fabric softener compositions

[0440] The storage stability of the capsules in a fabric softener was evaluated. A dispersion of the capsules of the present invention (0.27 g) (with encapsulated perfume oil B) was diluted in a fabric softener composition described in Table 11 (29.73 g). The softener was stored at 37°C for up to one month. The amount of perfume leaked from the capsules was then measured by solvent extraction and GC-FID analysis (Table 12).

[0441] Table 11: Composition of fabric softener

[0442] product weight% Stepantex VL 90A 8.88 Calcium chloride solution 10% 0.36 Proxel GXL 0.04 spices 1 water 89.72 total 100

[0443] Table 12: Oil leakage of microcapsules in fabric softener compositions

[0444] capsule Leakage volume 3 days (%) Leakage volume 30 days (%) A2 9.5 20.8 A3 8.6 20.4 A8 12.9 23.1 A9 9.1 23.4 B1 8.2 19.7 A13 10.8 16.6 C11 13.4 22.8 E1 10 19 E2 12 20 F1 6 21 F2 6 19 F3 32 54 F4 55 NM F5 8 21 F6 10 30 G4 11 24.1 H2 10 19 H4 11 27

[0445] It can be concluded that the microcapsules of the present invention show satisfactory stability in challenging bases.

[0446] Example 4

[0447] Preparation of polyamide microcapsules using colloidal stabilizers in the oil phase

[0448] Benzene-1,3,5-tricarboxyl chloride (1.77 g, Table 1) and Takenate D110N (0.031 g, Table 1) are dissolved in benzyl benzoate (5 g). Sodium caseinate (2 g) is dispersed in benzyl benzoate (5 g) and optionally kept under stirring at 60° C. for 1 hour. The two solutions are mixed together, stirred at room temperature for 1 minute, and then added to perfume oil (25 g, Table 2b) at room temperature to form an oil phase. The oil phase is mixed with water (94.05 g), which contains the first amino compound. The reaction mixture is stirred at 24,000 rpm for 30 seconds or 10 minutes with an Ultra Turrax to provide an emulsion. The second amino compound (Table 13) is dissolved in water (5 g), and the solution is added dropwise to the emulsion. A solution of guanidine carbonate (30% by weight aqueous solution, 5 to 10 g) is optionally added to control the pH value to about 8. The reaction mixture was stirred at 30 °C for 4 hours to afford a white dispersion.

[0449] Table 13: Composition of capsules

[0450]

[0451] Capsule J - Preparation of capsule J using different amounts of caseinate dispersed in the oil phase

[0452] 1,3,5-benzenetricarboxylic acid chloride (1.77g, Table 1) is dissolved in benzyl benzoate (5g). Sodium caseinate (0.95 to 2g) is dispersed in benzyl benzoate (5g) and optionally kept for 30 minutes under stirring at 60°C. The two solutions are mixed together and added to a fragrance oil (25g, Table 2b) at room temperature to form an oil phase. The oil phase is mixed with water (94.05g), which contains an amino compound. The reaction mixture is stirred at 24,000rpm for 30 seconds or 1 minute with an Ultra Turrax to provide an emulsion. The second amino compound (Table 14) is dissolved in water (5g), and the solution is added dropwise to the emulsion. A solution of guanidine carbonate (30% by weight aqueous solution, 5 to 10g) is optionally added to control the pH value to about 8. The reaction mixture is stirred at 30°C for 4 hours to provide a white dispersion.

[0453] Table 14: Composition of capsules

[0454]

[0455] (*) Stability evaluated in fabric softener composition (see Table 11)

[0456] Example 5

[0457] Polyamide capsules with cationic coating

[0458] The method for preparing microcapsules S corresponds to the method for preparing microcapsules J5, except that at the end of the method, a cationic copolymer (0.8% by weight based on the slurry) is added, namely acrylamidopropyltrimethylammonium chloride / acrylamide copolymer ( SC60, source: BASF) (3 wt. % aqueous solution).

[0459] Example 6

[0460] Polyamide capsules using a mixture of acyl chlorides

[0461] Capsule E: Preparation of capsule K using a mixture of acyl chloride and caseinate in the oil phase

[0462] Capsules K were prepared according to the protocol for preparing capsules A in the presence of caseinate and a diamine in the presence of L-lysine (2.5 g) as the first amino compound A and ethylenediamine (0.48 g or 0.24 g) as the second amino compound B.

[0463] capsule Acid chloride Molar ratio OCl mmol K1 Isophthaloyl chloride / BTC 10 / 10 K2 Isophthaloyl chloride / BTC 5 / 15

[0464] Example 7

[0465] Olfactory properties of polyamide microcapsules

[0466] The slurry of microcapsules was diluted in a softener base to 0.11% free fragrance (see composition in Table 11). The sample was stirred in a vortexer at 41 rpm for 5 minutes. In order to be closer to the dilution in the washing machine during the rinse process, the sample was diluted to 2% in deionized water. 1 mL of this solution was taken out and deposited on a blotter. The sample was dried at room temperature for 24 hours and then evaluated before and after rubbing.

[0467] Rating scale: (fragrance intensity): 1 = no fragrance; 2 = just detectable; 3 = weak; 4 = medium; 5 = slightly strong; 6 = strong; 7 = very strong.

[0468] Table 15: Sensory analysis results of microcapsules in fabric softeners

[0469] capsule Score / 7 Fresh A1 5.5 C2 4.75

[0470] The capsules showed good tribo-effect, confirming effective encapsulation.

[0471] Example 8

[0472] Compositional analysis of shell composition

[0473] Shell extraction

[0474] The slurry was washed 3 times with deionized water in a separatory funnel. The washed microcapsules were centrifuged at 5000RPM for 20 minutes. The microcapsules were removed and dried at room temperature for 2 days. The dried shells were ground and separated in a conical flask, and the spices were extracted with ethyl acetate (concentration of 5wt%) and magnetic stirring (1 hour; 500rpm). The shells were filtered under vacuum with a sintered glass funnel. The extraction was carried out five times. The shells were collected in a crystallizer and dried under vacuum at 50°C, and then crushed with an IKA Tube Mill (5 minutes; 20100rpm) to obtain a white powder. The shells were stirred in water for 24 hours and recovered by filtration. The shells were dried and crushed again by an IKA Tube Mill (5 minutes; 20100rpm). The shells were extracted with ethyl acetate and magnetically stirred (1 hour; 600rpm) and filtered with a sintered glass funnel under vacuum. The process was repeated five times. The shells were collected in a crystallizer and dried under vacuum at 50°C. The resulting product was crushed (IKA Tube Mill, 5 minutes; 20100 rpm).

[0475] Determination of shell composition by elemental analysis

[0476] use The elemental analysis of the different shell components was calculated using PerkinElmer® Professional (version: 17.1.0.105, source: PerkinElmer Informatics, Inc., USA). The composition was estimated by calculation based on the component compositions reported in Table 17.

[0477] Table 17: Estimated shell composition in wt %

[0478]

[0479] The results showed that the shell contained the reaction product of 1,3,5-benzenetricarboxylic acid chloride and two amino compounds. The analysis confirmed the presence of cystamine in the shell with lysine.

[0480] The results showed that the shell contained more than 50 mol% of the reaction product of 1,3,5-benzenetricarboxylic acid chloride and an amino compound. The analysis confirmed the presence of ethylenediamine in the shell with lysine when lysine was used in the formulation. The presence of a colloidal stabilizer was also observed in capsules E1 and E2 (gum arabic).

[0481] Example 9

[0482] Spray-dried microcapsule preparations

[0483] Emulsions A to E were prepared having the following compositions.

[0484] Table 18: Compositions of emulsions A to E and compositions of granular powders A to E after spray drying

[0485]

[0486] 1) CapsulTM, Ingredion

[0487] 2) Maltodextrin 10DE Source: Roquette

[0488] 3) Maltose, Lehmann & Voss

[0489] 4) Silica, Evonik

[0490] 5) See Table 19

[0491] Table 19: Composition of Fragrance C

[0492]

[0493] 1) Firmenich SA, Switzerland

[0494] 2) 3-(4-tert-Butylphenyl)-2-methylpropanal, Givaudan SA, Vergne, Switzerland

[0495] 3) 1-(Octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone, International Flavors & Fragrances, USA

[0496] 4) Firmenich SA, Switzerland

[0497] 5) Methyl dihydrojasmonate, Firmenich SA, Switzerland

[0498] 6) Firmenich SA, Switzerland

[0499] The components of the polymer matrix (maltodextrin and capsul TM , or capsul TM , citric acid and tripotassium citrate) are added to water at 45-50°C until completely dissolved.

[0500] For Emulsion D, free perfume C was added to the water phase.

[0501] The microcapsule slurry was added to the resulting mixture.The resulting mixture was then gently mixed at 25°C (room temperature).

[0502] Granular powders A to E were prepared by spray drying emulsions A to E using a Sodeva spray dryer (origin: France) with an inlet air temperature set at 215° C. and a throughput set at 500 ml per hour. The outlet air temperature was 105° C. The emulsions before atomization were at ambient temperature.

[0503] Example 10

[0504] Liquid odor enhancer composition

[0505] Sufficient amount of microcapsule slurries A to J were weighed and mixed into the liquid aroma enhancer (Table 20) to add the equivalent of 0.2% fragrance.

[0506] Table 20: Liquid scent enhancer composition

[0507]

[0508] 1) Deceth-8; Trademark and source: KLK Oleo

[0509] 2) Laureth-9; Trademark and source:

[0510] 3) Plantacare 2000UP; Trademark and source: BASF

[0511] Different ringing gel compositions (Compositions 1 to 6) were prepared according to the following protocol.

[0512] In the first step, the aqueous phase (water), solvent (propylene glycol) (if present) and surfactant were mixed together at room temperature under stirring with a magnetic stirrer at 300 rpm for 5 minutes.

[0513] 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.

[0514] The water phase and the oil phase were then mixed together at room temperature for 5 minutes, resulting in the formation of a clear or milky ringing gel.

[0515] Embodiment 11

[0516] Liquid detergent composition

[0517] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into liquid detergent (Table 21) to add the equivalent of 0.2% perfume.

[0518] Table 21: Liquid detergent composition

[0519]

[0520] 1) Hostapur SAS 60; Source: Clariant

[0521] 2) Edenor K 12-18; Source: Cognis

[0522] 3) Genapol LA 070; Source: Clariant

[0523] 4) Source: Genencor International

[0524] 5) Aculyn 88; Source: Dow Chemical

[0525] Example 12

[0526] Powder detergent composition

[0527] Sufficient amounts of microparticles A-E were weighed and mixed into a powder detergent composition (Table 22) to add the equivalent of 0.2% perfume.

[0528] Table 22: Powder detergent composition

[0529] Element Number of copies Anionic surfactant (linear alkylbenzene sulfonate) 20％ Nonionic surfactant (alcohol ethoxylate (5-9 ethylene oxide) 6％ Additives (zeolite, sodium carbonate) 25％ Silicate 6％ Sodium sulfate 35％ Others (enzymes, polymers, bleaching agents) 7.5％ Spray dried microparticle powder A~E 0.5％

[0530] Embodiment 13

[0531] Concentrated all-purpose cleaner

[0532] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the concentrated all-purpose cleaner composition (Table 23) to add the equivalent of 0.2% perfume.

[0533] Table 23: Concentrated all-purpose cleaner composition

[0534]

[0535] 1) Neodol Trademark and source: Shell Chemical

[0536] 2) Biosoft Trademark and source: Stepan Company

[0537] 3) Stepanate Trademark and source: Stepan Company

[0538] 4) Kathon Trademark and source: Dow Chemical Company

[0539] Mix all ingredients together and then dilute the mixture to 100% with water.

[0540] Embodiment 14

[0541] Solid odor enhancer composition

[0542] The following compositions were prepared.

[0543] Table 24: Salt-based solid odor enhancer composition

[0544] Element Number of copies Sodium chloride 95 Spray dried microparticle powder A~E 5

[0545] Table 25: Urea-based solid odor enhancer composition

[0546] Element Number of copies Urea (beads) 86 Spray dried microparticle powder A~E 8 Bentonite 3 spices 3

[0547] Embodiment 15

[0548] Shampoo composition

[0549] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the shampoo composition (Table 26) to add the equivalent of 0.2% fragrance.

[0550] Table 26: Shampoo composition

[0551]

[0552] 1)Ucare Polymer JR-400, Noveon

[0553] 2) Schweizerhall

[0554] 3) Glydant, Lonza

[0555] 4)Texapon NSO IS, Cognis

[0556] 5) Tego Betain F 50, Evonik

[0557] 6)Amphotensid GB 2009,Zschimmer&Schwarz

[0558] 7) Monomuls 90L-12, Gruenau

[0559] 8) Nipachin Monosodium, NIPA

[0560] Disperse Polyquaternium-10 in water. Add the remaining ingredients of Phase A one by one, mixing thoroughly after each additive is added. Then add this premix to the Polyquaternium-10 dispersion and mix for an additional 5 minutes. Then, add Phase B and premixed Phase C (heat Monomuls 90L-12 to melt in Texapon NSO IS) while stirring. Mix the mixture thoroughly. Then, add Phase D and Phase E while stirring. Adjust the pH with citric acid solution until pH: 5.5-6.0

[0561] Example 16

[0562] Shampoo composition

[0563] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the shampoo composition (Table 27) to add the equivalent of 0.2% fragrance.

[0564] Table 27: Shampoo composition

[0565]

[0566]

[0567] 1) EDETA B powder, BASF

[0568] 2) Jaguar C14 S, Rhodia

[0569] 3) Ucare Polymer JR-400, Noveon

[0570] 4)Sulfetal LA BE,Zschimmer&Schwarz

[0571] 5)Zetesol LA,Zschimmer&Schwarz

[0572] 6) Tego Betain F 50, Evonik

[0573] 7)Xiameter MEM-1691,Dow Corning

[0574] 8) Lanette 16, BASF

[0575] 9) Comperlan 100, Cognis

[0576] 10) Cutina AGS, Cognis

[0577] 11) Kathon CG, Rohm & Haas

[0578] 12) D-Panthenol, Roche

[0579] 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.

[0580] Embodiment 17

[0581] Rinse-off hair composition

[0582] Sufficient amounts of microcapsule slurries A-J were weighed and mixed into the rinse-off composition (Table 28) to add the equivalent of 0.2% perfume.

[0583] Table 28: Rinse-off Composition

[0584]

[0585] 1) Genamin KDMP, Clariant

[0586] 2) Tylose H10 Y G4, Shin Etsu

[0587] 3) Lanette O, BASF

[0588] 4) Arlacel 165, Croda

[0589] 5)Incroquat Behenyl TMS-50-PA-(MH),Croda

[0590] 6) Brij S20, Croda

[0591] 7)Xiameter MEM-949,Dow Corning

[0592] 8) Alfa Aesar

[0593] 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 cooled to 60°C. Then add the ingredients of phase C while stirring and keep mixing until the mixture cools to 40°C. Adjust the pH with citric acid solution until pH: 3.5-4.0.

[0594] Embodiment 18

[0595] Antiperspirant spray anhydrous composition

[0596] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the antiperspirant spray anhydrous composition (Table 29) to add fragrance equivalent to 0.2%.

[0597] Table 29: Antiperspirant Spray Anhydrous Composition

[0598] 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

[0599] 1) Dow 345Fluid; Trademark and source: Dow Corning

[0600] 2) 200; Trademark and source: Evonik

[0601] 3) 38; Trademark and source: Elementis Specialities

[0602] 4) Micro Dry Ultrafine; Source: Reheis

[0603] 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).

[0604] Embodiment 19

[0605] Antiperspirant spray emulsion composition

[0606] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the antiperspirant spray emulsion composition (Table 30) to add fragrance equivalent to 0.2%.

[0607] Table 30: Antiperspirant spray emulsion composition

[0608] Element Amount (weight %) <![CDATA[Polysorbate 65 1) (Part A)]]> 0.95 <![CDATA[Diglyceryl dimerate hydroxystearate 2) (Part A)]]> 1.05 <![CDATA[Cetyl PEG / PPG-10 / 1 Dimethicone 3) (Part A)]]> 2.75 <![CDATA[Cyclic dimethylsiloxane 4) (Part A)]]> 16.4 <![CDATA[Isopropyl isostearate 5) (Part A)]]> 4.5 <![CDATA[Phenoxyethanol 6) (Part A)]]> 0.5 <![CDATA[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

[0609] 1) Trademark and source: CRODA

[0610] 2) Dehymuls PGPH; Trademark and source: BASF

[0611] 3) Abil EM-90; Trademark and source: BASF

[0612] 4) Dow Corning 345fluid; Trademark and source: Dow Corning

[0613] 5) Crodamol ipis; Trademark and source: CRODA

[0614] 6) Phenoxyethanol; Trademark and source: LANXESS

[0615] 7) Sensiva sc 50; Trademark and source: KRAFT

[0616] 8) Tegosoft TN; Trademark and source: Evonik

[0617] 9) Aerosil R 812; Trademark and source: Evonik

[0618] 10) Nipagin mna; Trademark and source: CLARIANT

[0619] 11) Locron L; Trademark and source: CLARIANT

[0620] The ingredients of Part A and Part B are weighed 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 a small portion 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 it.

[0621] Aerosol filling: 30% emulsion: 70% propane / butane 2.5 bar

[0622] Embodiment 20

[0623] Deodorant spray composition

[0624] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the antiperspirant deodorant spray composition (Table 31) to add the equivalent of 0.2% fragrance.

[0625] Table 31: Deodorant Spray Composition

[0626] Element Amount (weight %) Ethanol 95% 90.65 <![CDATA[Triclosan 1) > 0.26 Isopropyl myristate 9.09

[0627] 1) DP 300; Trademark and source: BASF

[0628] All ingredients were mixed and dissolved according to the order of Table 24. The aerosol can was then filled, compacted and the propellant added (aerosol fill: 40% active solution, 60% propane / butane 2.5 bar).

[0629] Embodiment 21

[0630] Antiperspirant roll-on lotion composition

[0631] Sufficient amounts of microcapsule slurries A-J were weighed and mixed into the antiperspirant roll-on emulsion composition (Table 32) to add the equivalent of 0.2% fragrance.

[0632] Table 32: Antiperspirant Roll-On Lotion Composition

[0633] 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

[0634] 1) BRIJ 72; Source: ICI

[0635] 2) BRIJ 721; Source: ICI

[0636] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0637] 4) LOCRON L; Source: CLARIAN

[0638] 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.

[0639] Embodiment 22

[0640] Antiperspirant roll-on composition

[0641] Sufficient amounts of microcapsule slurries A-J were weighed and mixed into the antiperspirant roll-on composition (Table 33) to add the equivalent of 0.2% fragrance.

[0642] Table 33: Antiperspirant Roll-On Composition

[0643] 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

[0644] 1) LOCRON L; Source: CLARIANT

[0645] 2)EUMULGIN B-1; Source: BASF

[0646] 3)EUMULGIN B-3; Source: BASF

[0647] 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.

[0648] Embodiment 23

[0649] Antiperspirant roll-on composition

[0650] Sufficient amounts of microcapsule slurries A-J were weighed and mixed into the antiperspirant roll-on emulsion composition (Table 34) to add the equivalent of 0.2% fragrance.

[0651] Table 34: Antiperspirant Roll-On Lotion Composition

[0652] 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

[0653] 1) 250H; Trademark and source: Ashland

[0654] 2) DP 300; Trademark and source: BASF

[0655] 3) RH 40; Trademark and source: BASF

[0656] 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.

[0657] Embodiment 24

[0658] Alcohol-free deodorant pump

[0659] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 35) to add the equivalent of 0.2% fragrance.

[0660] Table 35: Deodorant Composition

[0661] 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

[0662] 1) Ceraphyl 41; Trademark and source: ASHLAND

[0663] 2)DOW CORNING 200FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION

[0664] 3) Ceraphyl 28; Brand and source: ASHLAND

[0665] 4)Eutanol G; Trademark and source: BASF

[0666] 5) DP 300; Trademark and source: BASF

[0667] All ingredients of Table 28 were mixed according to the order of the table, and the mixture was slightly heated to dissolve the cetyl lactate.

[0668] Embodiment 25

[0669] Alcohol-based deodorant pump

[0670] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 36) to add the equivalent of 0.2% fragrance.

[0671] Table 36: Deodorant Composition

[0672] 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

[0673] 1)Softigen 767; Trademark and source: CRODA

[0674] 2) RH 40; Trademark and source: BASF

[0675] Mix together the ingredients in Part B. Dissolve the ingredients in Part A in the order listed and pour into Part B.

[0676] Embodiment 26

[0677] Talc formula

[0678] Weigh out a sufficient amount of granules A to E and mix into a standard talc base: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% of fragrance.

[0679] Embodiment 27

[0680] Shower Gel Reference

[0681] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 37) to add the equivalent of 0.2% fragrance.

[0682] Table 37: Body wash composition

[0683] Element Amount (% by 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

[0684] 1)EDETA B POWDER; Trademark and source: BASF

[0685] 2) CARBOPOL AQUA SF-1 POLYMER; Trademark and source: NOVEON

[0686] 3) ZETESOL AO 328U; Trademark and source: ZSCHIMMER&SCHWARZ

[0687] 4)TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0688] 5) KATHON CG; Trademark and source: ROHM & HASS

[0689] The ingredients were mixed and the pH was adjusted to 6-6.3 (viscosity: 4500 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0690] Embodiment 28

[0691] Shower gel composition

[0692] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 38) to add the equivalent of 0.2% fragrance.

[0693] Table 38: Body wash composition

[0694] Element Amount (% by weight) Function Deionized water 52.40 Solvents <![CDATA[Sodium EDTA 1) > 0.10 Chelating agents Sodium Benzoate 0.50 preservative Propylene glycol 2.00 Solvents <![CDATA[Sodium C12 - C15 alcohol polyether sulfate 2) > 35.00 Surfactants <![CDATA[Cocamidopropyl betaine 3) > 8.00 Surfactants <![CDATA[Polyquaternium-7 4) > 0.20 Conditioning Agents Citric acid (40%) 1.00 pH Adjusters Sodium chloride 0.80 Viscosity modifier

[0695] 1) EDETA B powder; Trademark and source: BASF

[0696] 2) ZETESOL AO 328U; Trademark and source: ZSCHIMMER&SCHWARZ

[0697] 3)TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0698] 4) MERQUAT 550; Trademark and source: LUBRIZOL

[0699] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0700] Embodiment 29

[0701] Shower gel composition

[0702] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 39) to add the equivalent of 0.2% fragrance.

[0703] Table 39: Body wash composition

[0704]

[0705] 1) EDETA B powder; Trademark and source: BASF

[0706] 2)Texapon NSO IS; Trademark and source: COGNIS

[0707] 3) MERQUAT 550; Trademark and source: LUBRIZOL

[0708] 4)DEHYTON AB-30; Trademark and source: COGNIS

[0709] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL

[0710] 6)EUPERLAN PK 3000AM; Trademark and source: COGNIS

[0711] 7) CREMOPHOR RH 40; Trademark and source: BASF

[0712] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0713] Embodiment 30

[0714] handwashing fluid

[0715] Sufficient amounts of microcapsule slurries A to J were weighed and mixed into the following composition (Table 40) to add the equivalent of 0.2% fragrance.

[0716] Table 41: Hand sanitizer composition

[0717] Element Amount (% by 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 Hydrotrope water 64.3 Solvents

[0718] 1) Biosoft Trademark and source: Stepan Company

[0719] 2) Ninol Trademark and source: Stepan Company

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

[0721] 4) Tergitol Trademark and source: Dow Chemical Company

[0722] 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.

[0723] Embodiment 31

[0724] Toothpaste recipe

[0725] A sufficient amount of microcapsule slurry M (corresponding to microcapsule A except that menthol flavoring is encapsulated) is weighed and mixed into the following composition (Table 42) to add the flavoring equivalent to 0.2%.

[0726] Table 42: Toothpaste formula

[0727] Element Amount (% by weight) Polyethylene glycol 400 2.0％ Xanthan gum 0.6％ Sorbitol 70% solution 50％ Sodium fluoride 0.220％ Sodium Benzoate 0.2％ water 15.230％ <![CDATA[Hydrated silica 1) > 22.0％ <![CDATA[Hydrated silicon dioxide 2) > 7.0％ Titanium Dioxide CI77891 0.5％ Sodium lauryl sulfate 1.250％ Seasoning 1.2％ total 100％

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

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

[0730] Embodiment 32

[0731] Dicalcium phosphate based toothpaste formula

[0732] A sufficient amount of microcapsule slurry M (corresponding to microcapsule A except that menthol flavoring is encapsulated) is weighed and mixed into the following composition (Table 43) to add the flavoring equivalent to 0.2%.

[0733] Table 43: Toothpaste formula

[0734] Element Amount (% by weight) Sodium Carboxymethyl Cellulose 1.2％ Seasoning 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％

[0735] 1) Trademarks and sources:

[0736] Embodiment 33

[0737] Alcohol-free mouthwash formula

[0738] A sufficient amount of microcapsule slurry M (corresponding to microcapsule A except that menthol flavoring is encapsulated) is weighed and mixed into the following composition (Table 44) to add the flavoring equivalent to 0.2%.

[0739] Table 44: Mouthwash formulation

[0740]

[0741]

[0742] Embodiment 34

[0743] Mouthwash Recipes

[0744] A sufficient amount of microcapsule slurry M (corresponding to microcapsule A except that menthol flavoring is encapsulated) is weighed and mixed into the following composition (Table 45) to add the flavoring equivalent to 0.2%.

[0745] Table 45: Mouthwash formulation

[0746] Element Amount (% by 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 method for preparing polyamide core-shell microcapsule slurry, wherein The following steps are involved: a) dissolving at least one acid chloride in a hydrophobic material to form an oil phase; b) dispersing the oil phase obtained in step a) into an aqueous phase comprising a first amino compound to form an oil-in-water emulsion, wherein the first amino compound is an amino acid; c) performing a curing step to form polyamide microcapsules in the form of a slurry; wherein a stabilizer is added to the oil phase and / or the water phase, wherein the stabilizer comprises a protein; and wherein at least one second amino compound is added to the aqueous phase before forming the oil-in-water emulsion and / or to the oil-in-water emulsion obtained after step b), wherein the amino acid is selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, and mixtures thereof, wherein the second amino compound is selected from the group consisting of cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine PAMAM, guanidine carbonate, chitosan, tris(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, and mixtures thereof, and The first amino compound and the second amino compound are different.

2. The method according to claim 1, wherein the hydrophobic material is a fragrance.

3. The method according to claim 1 or 2, wherein the acyl chloride is selected from the group consisting of benzene-1,3,5-tricarboxylic acid chloride, benzene-1,2,4-triacyl trichloride, benzene-1,2,4,5-tetraacyl tetrachloride, cyclohexane-1,3,5-triacyl trichloride, isophthaloyl dichloride, diacetyl oxide dichloride, succinyl dichloride, and mixtures thereof.

4. The method according to any one of the preceding claims, wherein the protein is selected from the group consisting of soy protein, rice protein, whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, and mixtures thereof.

5. The method according to any one of the preceding claims, wherein the functional group NH 2 The molar ratio between the functional group COCl and the acyl chloride is from 0.01 to 7.

5.

6. The method according to any one of the preceding claims, wherein the weight ratio between the acid chloride and the hydrophobic material is from 0.01 to 0.

09.

7. A polyamide core-shell microcapsule slurry obtainable by the process defined in any one of claims 1 to 6.

8. A polyamide core-shell microcapsule comprising: - an oil-based core comprising a hydrophobic material, and - a polyamide shell comprising: Acid chloride in an amount of 5 to 98% w / w; a first amino compound in an amount ranging from 1% to 50% w / w; a second amino compound present in an amount of 1% to 50% w / w; Stabilizers in an amount of 0.1 to 75% w / w, wherein the first amino compound is an amino acid, wherein the amino acid is selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, and mixtures thereof, wherein the stabilizer comprises a protein, wherein the second amino compound is selected from the group consisting of cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine PAMAM, guanidine carbonate, chitosan, tris(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, and mixtures thereof, and The first amino compound and the second amino compound are different.

9. The polyamide core-shell microcapsule according to claim 8, wherein the content of the acid chloride is 20 to 98% w / w.

10. The polyamide core-shell microcapsule according to claim 8, wherein the content of the acid chloride is 30 to 85% w / w.

11. The polyamide core-shell microcapsule according to claim 8, wherein the content of the first amino compound is 7 to 40% w / w. 12 . The polyamide core-shell microcapsule according to claim 8 , wherein the content of the second amino compound is 2 to 25% w / w.

13. The polyamide core-shell microcapsule according to claim 8, wherein the content of the stabilizer is 1 to 70% w / w. The polyamide core-shell microcapsule according to claim 8 , wherein the hydrophobic material is a fragrance.

15. The polyamide core-shell microcapsule according to claim 8, comprising: - an oil-based core comprising a hydrophobic material, and - a polyamide shell comprising: ·Acid chloride, a first amino compound, which is an amino acid selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan, and mixtures thereof; a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and mixtures thereof, and - Protein selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein, and mixtures thereof.

16. A perfuming composition comprising: (i) The microcapsules defined in claims 8 to 15, wherein the hydrophobic material comprises a fragrance, (ii) at least one ingredient selected from the group consisting of a perfume carrier and a perfume co-ingredient, (iii) optionally, at least one flavor adjuvant.

17. A consumer product comprising: - personal care active bases, and - a microcapsule as defined in claims 8 to 15 or a perfuming composition as defined in claim 16, Wherein the consumer product is in the form of a personal care composition.

18. A consumer product comprising: - home care or fabric care active bases, and - a microcapsule as defined in claims 8 to 15 or a perfuming composition as defined in claim 16, Wherein the consumer product is in the form of a home care or fabric care composition.

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