Microcapsules with inorganic layer

Abstract

The present invention relates to the field of delivery systems. More specifically, the present invention relates to microcapsules comprising a hydrophobic material-based core, preferably a perfume or flavor, a shell and an inorganic layer on the shell. The method for preparing said microcapsules is also the subject of the present invention. Perfumed compositions and consumer products comprising said microcapsules, especially perfumed consumer products in the form of fine fragrances, home care or personal care products, are also part of the present invention.

Description

[Technical field]

[0001] The present invention relates to the field of delivery systems. More specifically, the present invention relates to microcapsules comprising a hydrophobic component-based core, preferably a perfume or flavor, a shell and an inorganic layer on the shell. A method for preparing said microcapsules is also an object of the present invention. Perfumed compositions and consumer products comprising said microcapsules, especially perfumed consumer products in the form of fine fragrances, home care or personal care products, are also part of the present invention.

[0002] 2. Background of the Invention One of the problems facing the fragrance industry is that the olfactory benefits provided by odoriferous compounds are lost relatively quickly due to their volatility, especially the volatility of the "top notes". This problem is generally addressed by using delivery systems, such as perfume-containing capsules, to control the release of fragrance.

[0003] To be successfully used in consumer products, perfume delivery systems must meet certain criteria. The first requirement concerns stability in aggressive media. Indeed, delivery systems can suffer from stability problems, especially when incorporated into surfactant-based products such as detergents, and said systems tend to deteriorate and lose the efficiency of their perfume-holding capacity. It is also difficult to achieve both good capsule stability and good dispersibility. The dispersion coefficient is very important, since capsule agglomeration increases the tendency of capsule-containing products to phase separate, which is a real drawback. On the other hand, perfume delivery systems must also function during the actual use of the final product by the consumer, especially in terms of odor performance, since the perfume needs to be released when it is needed. Another challenge faced, for example by the perfume industry, is to provide a delivery system that adheres well to the substrate for treatment, such as textiles, skin, hair or other surfaces, on which the final product is intended to be used, so that it may remain on the substrate even after the rinsing step. To address this particular problem, the use of cationic capsules has been described in the prior art. Cationic capsules are also known to disperse better in some applications.

[0004] For example, WO 01 / 41915 discloses a method for preparing capsules with a cationic charge. Such a method is said to be applicable to a wide variety of microcapsules, and in particular polyurethane-polyurea microcapsules are mentioned. After the formation of the microcapsules, the capsules are placed in a medium suitable for treatment with a cationic polymer. The treatment with the cationic polymer is carried out after purification of the basic capsule slurry in order to remove anionic or neutral polymers that were not incorporated into the capsule wall during the microcapsule formation, and other free charged compounds involved in the encapsulation process. In particular, the capsules are diluted, isolated, then resuspended in water and further washed to remove anionic ionic compounds. After the purification step, the capsules are vigorously stirred and a cationic polymer is added. Partially quaternized copolymers of polyvinylpyrrolidone are mentioned for this purpose, among many other suitable polymers. The described method includes several steps subsequent to capsule formation, and therefore the aforementioned steps are time-consuming and not economically profitable.

[0005] US 2006 / 0216509 also discloses a method for positively charging polyurea capsules. The method involves adding a polyamine during wall formation, so that the capsules potentially carry a charge depending on the pH of the medium. Once formed, the capsules are then cationized by acid action or alkylation to become permanently positively charged. Thus, the cationic compound reacts with the capsule wall, chemically altering it.

[0006] WO 2009 / 153695 discloses a simplified method for the preparation of polyurea microcapsules that have a permanent positive charge based on the use of specific stabilizers and show good adhesion onto substrates.

[0007] Furthermore, in addition to improved adhesion, there also appears to be an interest in having coatings that will withstand the broad pH ranges of various consumer applications.

[0008] Notwithstanding these prior disclosures, a need remains for improved ability of hydrophobic ingredient (e.g., perfume) delivery systems to adhere and adhere to substrates for leave-on and rinse-off applications while still performing in terms of hydrophobic ingredient release and stability.

[0009] The microcapsules of the present invention solve this problem and have been shown to exhibit improved adhesion properties compared to those previously known. Furthermore, the inorganic coating has been shown to exhibit stability in various types of consumer products.

[0010] Summary of the Invention The present invention provides microcapsules with good performance in various consumer products. In particular, by growing a specific inorganic layer on the charged end surface of the microcapsule, it provides improved adhesion to various substrates. Furthermore, the inorganic layer has been shown to be stable in consumer products with various pH levels.

[0011] The first object of the present invention is therefore a) a core, preferably an oily core, comprising a hydrophobic component, preferably a fragrance; b) a shell having a charged functional terminal surface; c) an inorganic layer on the charged functional terminal surface; In a mineralized core-shell microcapsule comprising: A mineralized core-shell microcapsule, characterized in that the mineral layer comprises at least one salt selected from the group consisting of barium salts, strontium salts, magnesium salts and mixtures thereof.

[0012] Another subject of the present invention is a mineralized core-shell microcapsule slurry comprising at least one microcapsule as defined above.

[0013] A second subject of the present invention is a method for preparing a mineralized core-shell microcapsule slurry as defined above, comprising: (i) preparing a core-shell microcapsule slurry comprising microcapsules having charged functional terminated surfaces; (ii) adsorbing at least one inorganic precursor onto the charged surface; (iii) applying conditions suitable for inducing crystal growth of the inorganic material on the charged surface to form an inorganic layer; Including, The inorganic precursor is adsorbed onto the charged surface by incubating the core-shell microcapsule slurry obtained in step (i) in at least one inorganic precursor solution, the inorganic precursor solution being selected in the group consisting of a barium salt solution, a strontium salt solution, a magnesium salt solution, a phosphate-based salt solution, a sulfate-based salt solution, a carbonate-based salt solution and mixtures thereof. This is the method.

[0014] A third subject of the invention is a perfuming composition comprising a microcapsule as defined above, the oily core containing a perfume.

[0015] A fourth subject of the invention is a consumer product comprising the microcapsules (perfumed or flavoured consumer product). [Brief description of the drawings]

[0016] [Figure 1a] FIG. 2 is a scanning electron microscope photograph of a mineralized microcapsule (capsule A1) according to the present invention. [Figure 1b] FIG. 2 is a scanning electron microscope photograph of a mineralized microcapsule (capsule A2) according to the present invention. [Diagram 2] FIG. 2 is a scanning electron microscope photograph of a mineralized microcapsule (capsule B) according to the present invention. [Diagram 3]FIG. 2 is a scanning electron micrograph of a mineralized microcapsule (Capsule C) according to the present invention. [Figure 4] FIG. 1 depicts a scanning electron micrograph of a smooth control microcapsule (Capsule X). [Diagram 5] FIG. 1 represents the percentage of microcapsule adhesion from a model surfactant mixture to hair for a mineralized microcapsule according to the invention (Capsule A1) compared to a plain control microcapsule (Capsule X). [Figure 6] FIG. 1 depicts the percentage of microcapsule adhesion from a model surfactant mixture to hair for mineralized microcapsules according to the invention (Capsule B) compared to a plain control capsule (Capsule X). [Figure 7] FIG. 1 depicts the percentage of microcapsule adhesion from a fabric softener base to a cotton towel swatch for a mineralized microcapsule according to the present invention (Capsule A1) compared to a smooth control capsule (Capsule X). [Figure 8] FIG. 1 represents the percentage of microcapsule adhesion from detergent base to cotton towel swatches for mineralized microcapsules according to the invention (Capsule A1) compared to a smooth control capsule (Capsule X). [Figure 9] FIG. 1 shows the stability of the mineralized shell of a mineralized microcapsule according to the present invention (capsule A1) after incubation in a low pH fabric softener base at 37° C. for one month.

[0017] Detailed Description of the Invention Unless otherwise stated, percentages (%) are meant to indicate percentages by weight of the composition.

[0018] definition By "core-shell microcapsules" or the like in the present invention is meant capsules having a particle size distribution in the micron range (e.g., a mean diameter (d(v,0.5)) comprised between about 1 and 3000 microns, preferably between 1 and 500 microns) and comprising an outer solid oligomer-based or polymeric shell and an inner continuous phase surrounded by the outer shell. For the avoidance of doubt, coacervates are considered to be core-shell microcapsules in the present invention.

[0019] "Microcapsule slurry" means microcapsules dispersed in a liquid. According to one embodiment, the slurry is an aqueous slurry, i.e., the microcapsules are dispersed in an aqueous phase.

[0020] By "mineralized core-shell microcapsules" is to be understood microcapsules having a mineralized surface derived from the growth of inorganic solid crystalline or amorphous inorganic material.

[0021] By "charged emulsifier" is to be understood a compound that has emulsifying properties and is negatively and / or positively charged. The charged emulsifier may be a charged biopolymer.

[0022] "Charged biopolymers" should be understood as negatively charged biopolymers (anionic biopolymers) and / or positively charged biopolymers (cationic or protonated biopolymers) and / or zwitterionic biopolymers. Non-limiting examples of anionic biopolymers include acacia gum, pectin, sericin, sodium caseinate and amphiphilic proteins such as soy protein, rice protein, whey protein, egg albumin, casein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof.

[0023] "Biopolymer" means a biological macromolecule produced by a living organism. Biopolymers are characterized by a molecular weight distribution between 1,000 Daltons and 1,000,000,000 (1 billion) Daltons. These macromolecules may be carbohydrates (sugar-based) or proteins (amino acid-based) or a combination of both (gums) and may be linear or branched. Biopolymers according to the present invention may be further chemically modified.

[0024] According to one embodiment, the biopolymer is amphiphilic or anionic, ie, negatively charged in water at a pH greater than 9.

[0025] In the context of the present invention, the "inorganic layer" is composed of a stable inorganic crystalline or amorphous phase that grows normal to the charged terminal surface of the shell, preferably resulting in a rough, prickly, wrinkled, flat, ridged, or otherwise highly textured inorganic phase.

[0026] "Inorganic precursor" means an inorganic precursor necessary for the growth of a desired crystalline phase. The inorganic precursor is preferably an inorganic water-soluble salt containing the ions necessary for the growth of the desired solid crystalline phase.

[0027] The term "incubating" is used in the context of the present invention to describe the act of immersing the microcapsules in a precursor solution and allowing time for it to interact with the microcapsules.

[0028] By "polyurea-based" wall or shell is meant that the polymer contains urea linkages produced either by amino-functional crosslinkers or by hydrolysis of isocyanate groups to produce amino groups that can further react with isocyanate groups during interfacial polymerization.

[0029] By "polyurethane-based" wall or shell is meant that the polymer contains urethane linkages produced by reaction of polyols with isocyanate groups during interfacial polymerization.

[0030] By "polyamide-based microcapsules" is meant that the shell of the microcapsule comprises a polyamide material made from the reaction between an acyl chloride and at least one amino compound. The phrase "polyamide-based microcapsules" can also encompass shells made of a composite comprising a polyamide material and another material, such as a polymer (such as a protein).

[0031] 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 various compositions, and specifically includes suspensions or emulsions.

[0032] Core-shell microcapsules The first object of the present invention is therefore a) a core, preferably an oily core, comprising a hydrophobic material, preferably a perfume; b) a shell having a charged functional terminal surface; c) an inorganic layer on the charged functional terminal surface; In a mineralized core-shell microcapsule comprising: A mineralized core-shell microcapsule, characterized in that the mineral layer comprises at least one salt selected from the group consisting of barium salts, strontium salts, magnesium salts and mixtures thereof.

[0033] According to one embodiment, the mineral layer does not include calcium salts.

[0034] Hydrophobic Materials The hydrophobic material according to the present invention may be an "inert" material such as a solvent or an active ingredient. The core is preferably an oily core.

[0035] When the hydrophobic material is an active ingredient, it is preferably selected from the group consisting of flavors, flavor ingredients, fragrances, fragrance ingredients, dietary supplements, cosmetics, pest control agents, biocidal active agents and mixtures thereof.

[0036] According to certain embodiments, the hydrophobic material comprises a mixture of a fragrance and another ingredient selected from the group consisting of a nutritional supplement, a cosmetic, a pest control, and a biocidal active.

[0037] According to one embodiment, the hydrophobic material comprises a phase change material (PCM).

[0038] According to certain embodiments, the hydrophobic material comprises a mixture of a biocidal active and another ingredient selected from the group consisting of fragrances, dietary supplements, cosmetics, and pest control agents.

[0039] According to certain embodiments, the hydrophobic material comprises a mixture of a pest control agent and another ingredient selected from the group consisting of fragrances, dietary supplements, cosmetics, and biocidal actives.

[0040] According to certain embodiments, the hydrophobic material comprises a fragrance.

[0041] According to a particular embodiment, the hydrophobic material consists of a fragrance.

[0042] According to a particular embodiment, the hydrophobic material consists of a biocidal active agent.

[0043] According to a particular embodiment, the hydrophobic material comprises a pest control agent.

[0044] By "perfume" (or also "perfume oil") is meant here an ingredient or composition that is preferably liquid at about 20°C. According to any one of the above embodiments, said perfume oil can be a perfuming ingredient alone or a mixture of ingredients in the form of a perfuming composition. By "perfuming ingredient" is meant here a compound that is used primarily for the purpose of imparting or modulating an odor. In other words, such an ingredient, in order to be considered a perfuming ingredient, must not only have an odor, but must be recognized by the skilled artisan as being at least capable of imparting or modifying the odor of the composition in a positive or pleasant way. For the purposes of the present invention, perfume oil also includes combinations of perfuming ingredients and substances that both improve, enhance or modify the delivery of the perfuming ingredient, such as perfume precursors, regulators, emulsions or dispersions, as well as combinations that impart additional benefits beyond modifying or imparting an odor, such as persistence, blooming, malodor neutralization, antibacterial effect, microbial stability, pest control, etc.

[0045] The nature and type of perfuming ingredients present in the oil phase do not warrant a more detailed description here, and in any case are not exhaustive, and a person skilled in the art can select them based on his general knowledge according to the intended use or application and the desired organoleptic effect.In general terms, these perfuming ingredients belong to various chemical classes, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds and essential oils (e.g. thyme oil), and the aforementioned perfuming co-ingredients can be of natural or synthetic origin.Many of these co-ingredients are listed everywhere in reference texts, such as the book Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, by S. Arctander, or its latest edition, or other works of a similar nature, as well as in the abundant patent literature in the field of perfumery.

[0046] In particular, perfuming ingredients commonly used in perfume formulations may be mentioned, for example: - aldehyde components: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and / or nonenal; - Aroma-herbal ingredients: Eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0 2,7 ]undecane-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; - Balsamic ingredients: coumarin, ethyl vanillin and / or vanillin; - Citrus Ingredients: Dihydromyrcenol, Citral, Orange Oil, Linalyl Acetate, Citronellyl Nitrile, Orange Terpenes, Limonene, 1-p-Menthen-8-yl Acetate and / or 1,4(8)-p-Menthadiene; - Floral components: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamic aldehyde, 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-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl) -2-Buten-1-one, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, 2,5-dimethyl-2-indanemethanol, 2,6,6-trimethyl-3-cyclohexene-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, vergyl acetate, geraniol, p-mentha-1-ene-8- ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, cis-high methyl dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, vergyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, (S)-2-(1,1-dimethylpropoxy)propyl propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amyl cinnamic aldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vergyl isobutyrate and / or a mixture of methyl ionone isomers; - Fruity components: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methylpentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxiranyl]acetate and / or diethyl 1,4-cyclohexanedicarboxylate; - Green ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrallyl acetate, allyl (2-methylbutoxy)acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; - Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecen-2-one, 1-oxa-13-cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-1-one, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 3-methyl-5-cyclo lopentadecen-1-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; - 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[oxirane-2,9'-tricyclo[6.2.1.0 2,7 ]undec[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-en-1-yl acetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, Clearwood®, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopentene-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; - other ingredients (e.g. amber, powdery spicy or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any of its stereoisomers, heliotropin, anisaldehyde, eugenol, cinnamic aldehyde, 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-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal It is.

[0047] It is also understood that the aforementioned ingredients may be compounds known to release in a controlled manner various types of perfuming compounds, also known as properfumes or profragrances. Non-limiting examples of suitable pro-perfumes include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octanoic acid ... Tan-4-one, 2-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl)succinate, (2-((2 1-Methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene (3-ethoxy)benzene, 2-methyl-1-(octan-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde or mixtures thereof.

[0048] The perfuming ingredients can be dissolved in a solvent currently used in the perfume industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes, or isoparaffins. Preferably, the solvent is very hydrophobic and highly sterically hindered, such as Abalyn® or benzyl benzoate. Preferably, the perfume contains less than 30% solvent. More preferably, the perfume contains less than 20%, even more preferably less than 10%, all these percentages being defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially solvent-free.

[0049] Preferred perfuming ingredients are those with high steric hindrance (i.e. bulky materials), in particular from one of the following groups: - Group 1: perfuming ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C1-C4 alkyl or alkenyl substituent; - Group 2: perfuming ingredients containing a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one linear or branched C4-C8 alkyl or alkenyl substituent; - third group: perfuming ingredients containing a phenyl ring or a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C5-C8 alkyl or alkenyl substituent or with at least one phenyl substituent and optionally with one or more linear or branched C1-C3 alkyl or alkenyl substituents; - Group 4: perfuming ingredients containing at least two fused or linked C5 and / or C6 rings; - Group 5: Odorous ingredients containing camphor-like ring structures; - Group 6: at least one C7-C 20 Perfuming ingredients containing ring structures; - Group 7: Perfuming ingredients having a logP value of more than 3.5 and containing at least one tert-butyl or at least one trichloromethyl substituent.

[0050] Examples of ingredients from each of these groups are: - Group 1: 2,4-dimethyl-3-cyclohexene-1-carbaldehyde (manufacturer: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (manufacturer: Firmenich SA, Geneva, Switzerland), nerone, terpineol, dihydroterpineol, terpenyl acetate, dihydroterpenyl acetate, dipentene, eucalyptol, hexylates, rose oxide, (S)-1,8-p-menthadien-7-ol (manufacturer: Firmenich SA, Geneva, Switzerland). SA, Geneva, Switzerland), 1-p-menthen-4-ol, (1RS,3RS,4SR)-3-p-menthanyl acetate, (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]heptan-2-ol, tetrahydro-4-methyl-2-phenyl-2H-pyran (manufactured by Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, cyclanol acetate, 1,4-cyclohexanediethyl dicarboxylate (manufactured by Firmenich SA, Geneva, Switzerland), (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (manufactured by Firmenich SA, Geneva, Switzerland), ((6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (manufactured by Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde; - second group: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (manufactured by Givaudan SA, Vernier, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (manufactured by Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol (manufactured by Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate (manufactured by Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-1-cyclopentanone (manufactured by Firmenich SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (manufactured by Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (manufactured by Givaudan SA, Vernier, Switzerland); - third group: damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (manufacturer: Firmenich SA, Geneva, Switzerland), (1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone, α-ionone, β-ionone, damascenone, a mixture of 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one and 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (manufacturer: Firmenich SA, Geneva, Switzerland), 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (manufacturer: Firmenich SA, Geneva, Switzerland), (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate (manufactured by Firmenich SA, Geneva, Switzerland), 2-tert-butyl-1-cyclohexyl acetate (manufactured by International Flavors and Fragrances, USA), 1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (manufactured by Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (manufactured by Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpenyl isobutyrate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate (manufactured by Firmenich SA, Geneva, Switzerland), 8-methoxy-1-p-menthene, (1S,1'R)-2-[1-(3',3'-Dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate (manufactured by Firmenich SA, Geneva, Switzerland), p-tert-butylcyclohexanone, menthenethiol, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenylmethyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, 4-ethyl-2-methoxyphenylmethyl carbonate; - Group 4: Methyl cedryl ketone (manufacturer: International Flavors and Fragrances, USA), 2-methylpropanoic acid (1RS, 2SR, 6RS, 7RS, 8SR)-tricyclo[5.2.1.0 2,6 ]dec-3-en-8-yl and 2-methylpropanoic acid (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0 2,6]dec-4-en-8-yl, vetyverol, vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone (manufactured by International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene and the (5RS,9SR,10RS) isomer, 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-indenone (manufactured by International Flavors and Fragrances, USA). Fragrances, USA), mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal (manufactured by Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane (manufactured by Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (perhydro-5,5,8A-trimethyl-2-naphthalenyl acetate (manufactured by Firmenich SA, Geneva, Switzerland), octalynol, (dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan, manufactured by 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 propanoate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propanoate, (+)-(1S,2S,3S)-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-spiro-2'-cyclohexen-4'-one; - Group 5: camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, pinene, camphene, 8-methoxycedrane, (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane (manufacturer: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane-4-one. 2,7 ]undecane-4-one (manufacturer: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (manufacturer: Firmenich SA, Geneva, Switzerland); - Group 6: Trimethyl-13-oxabicyclo-[10.1.0]-trideca-4,8-diene (manufactured by Firmenich SA, Geneva, Switzerland), 9-hexadecen-16-olide (manufactured by Firmenich SA, Geneva, Switzerland), pentadecenolide (manufactured by Firmenich SA, Geneva, Switzerland), 3-methyl-(4 / 5)-cyclopentadecenone (manufactured by Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadecanone (manufactured by Firmenich SA, Geneva, Switzerland), pentadecanolide (manufactured by Firmenich SA, Geneva, Switzerland), cyclopentadecanone (manufactured by Firmenich SA, Geneva, Switzerland), 1-ethoxyethoxy)cyclododecane (manufactured by Firmenich SA, Geneva, Switzerland). SA, Geneva, Switzerland), 1,4-dioxacycloheptadecane-5,17-dione, 4,8-cyclododecadien-1-one; - Group 7: (+-)-2-Methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal (manufacturer: Givaudan SA, Vernier, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0051] Preferably, the fragrance comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from groups 1 to 7 as defined above. More preferably, said fragrance comprises at least 30%, preferably at least 50% of ingredients from groups 3 to 7 as defined above. Most preferably, said fragrance comprises at least 30%, preferably at least 50% of ingredients from groups 3, 4, 6 or 7 as defined above.

[0052] According to another preferred embodiment, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients having a logP greater than 3, preferably greater than 3.5, even more preferably greater than 3.75.

[0053] According to a particular embodiment, the fragrance used in the present invention comprises less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols and less than 20% by weight of tertiary alcohols. Advantageously, the fragrance used in the present invention does not comprise any primary alcohols and comprises less than 15% of secondary and tertiary alcohols.

[0054] According to one embodiment, the oily phase (or oily core) comprises: - 25-100% by weight, preferably 25-98% of perfume oil containing at least 15% by weight of high impact perfume raw material having a Log T<-4, - 1.07g / cm 3 0-75% by weight, preferably 2-75% by weight, of a density-balanced material having a higher density Includes.

[0055] A "high impact perfume raw material" is to be understood as a perfume raw material with a LogT<-4. The olfactory threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge and molecular weight. For convenience, the olfactory threshold concentration is presented as the base 10 logarithm of the threshold concentration, i.e., Log[threshold] ("LogT").

[0056] "Density balanced material" is 1.07g / cm 3 It is to be understood as a material which has a greater density and which preferably has a low odor or is odorless.

[0057] The density of a component is the ratio of its mass to its volume (g / cm 3 )

[0058] Several methods are available for measuring the density of a component.

[0059] For example, reference may be made to the ISO 298:1998 method for determining the d20 density of essential oils.

[0060] According to one embodiment, the density balancing material is selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenoxyacetate, triacetin, methyl and ethyl salicylates, benzyl cinnamate and mixtures thereof.

[0061] According to certain embodiments, the density-balancing material is selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, and mixtures thereof.

[0062] The olfactory threshold concentration of the odorant compound is determined using a gas chromatograph (hereinafter "GC"). Specifically, the gas chromatograph is calibrated to determine the exact amount of the perfume 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 sampled amount is calculated assuming a human inhalation time lasts 12 seconds. Since the exact concentration at the detector at any time is known, the mass per inhalation amount is known and thus the concentration of the odorant compound. To determine the threshold concentration, a solution of the back-calculated concentration is sent to a sniff port. Panelists smell the GC effluent and identify the retention time at which they notice the odor. The average of all panelists determines the olfactory threshold concentration of the odorant compound. The determination of olfactory 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.

[0063] Properties of high impact fragrance raw materials with LogT < -4 and 1.07g / cm 3 Density-balanced materials having greater densities are described in WO2018115250, the contents of which are incorporated by reference.

[0064] According to one embodiment, the high impact perfume raw materials having a Log T<-4 are (+-)-1-methoxy-3-hexanethiol, 4-(4-hydroxy-1-phenyl)-2-butanone, 2-methoxy-4-(1-propenyl)-1-phenylacetate, pyrazobutyl, 3-propylphenol, 1-(3-methyl-1-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, 1-(3,3 / 5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 1-(5,5- Dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, a mixture containing (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one and (3SR,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one, (+-)-1-(5-ethyl-5-methyl-1-cyclohexen-1-yl)-4-penten-1-one, (1'S,3'R)-1-methyl-2-[(1',2',2'-thiazolidinyl)-1-methyl]-2-propanol, trimethylbicyclo[3.1.0]hex-3'-yl)methyl]cyclopropyl}methanol, (+-)-3-mercaptohexyl acetate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, H-methyl-2h-1,5-benzodioxepin-3(4H)-one, (2E,6Z)-2,6-nonadien-1-ol, (4Z)-4-dodecenal, (+-)-4-hydroxy-2,5-dimethyl-3(2H)-furanone , methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8β-dimethyl-4a-naphthalenol, patchoulol, 2-methoxy-4-(1-propenyl)phenol, mixtures containing (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylene-2-phenyl-2H-pyran, 4-methylene-2-phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,6-Dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonylenic aldehyde, 2-methoxy-4-propylphenol, 3-methyl-5-phenyl-2-pentenenitrile, 1-(spiro[4.5]dec-6 / 7-en-7-yl)-4-penten-1-one, 2-methoxynaphthalene, (-)-(3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 5-nonanolide, (3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 7-isopropylphenyl isopropyl-2H,4H-1,5-benzodioxepin-3-one, coumarin, 4-methylphenylisobutyrate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, β,2,2,3-tetramethyl-Δ-methylene-3-cyclopentene-1-butanol, δ-damascone ((2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one), (+-)-3,6-dihydro-4,6- Dimethyl-2-phenyl-2h-pyran, anisaldehyde, p-cresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenylglycidate, octalactone gamma, ethyl 3-phenyl-2-propenoate, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, p-cresyl acetate, dodecalactone, tricyclone, (+)-(3R,5Z)-3-methyl-5-cyclopentene Tadecen-1-one, undecalactone, (1R,4R)-8-mercapto-3-p-menthanone, (3S,3AS,6R,7AR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, β-ionone, (+-)-6-pentyltetrahydro-2H-pyran-2-one, (3E,5Z)-1,3,5-undecatriene, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal, (Z)-4-decenal, (+-)-ethyl 2-methylpentanoate, 1,2-Diallyldisulfane, 2-Tridecenenitrile, 3-Tridecenenitrile, (+-)-2-Ethyl-4,4-dimethyl-1,3-oxathiane, (+)-(3R,5Z)-3-Methyl-5-cyclopentadecen-1-one, 3-(4-tert-butylphenyl)propanal, allyl(cyclohexyloxy)acetate, methyl naphthyl ketone, (+-)-(4E)-3-Methyl- 4-Cyclopentadecen-1-one, (+-)-5E3-methyl-5-cyclopentadecen-1-one, cyclopropylmethyl 3-hexenoate, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (+-)-1-(5-propyl-1,3-benzodioxol-2-yl)ethanone, 4-methyl-2-pentylpyridine, (+-)-(E)-3-methyl-4-(2 ,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (3aRS,5aSR,9aSR,9bRS)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2S,5R)-5-methyl-2-(2-propanyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl) Pyr-1-phenyl)butanal, 2-(3-oxo-2-pentylcyclopentyl)methyl acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, ethyl praline, (4-methylphenoxy)acetaldehyde, ethyl tricyclo[5.2.1.0., 2,6]decane-2-carboxylate, (+)-(1'S,2S,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol, (4E)-3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 8-isopropyl-6-methyl 4-ethyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, methylnonylacetaldehyde, 4-formyl-2-methoxyphenyl 2-methylpropanoate, (E)-4-decenal, (+-)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (1R,5R)-4,7,7-trimethyl-6-cyclopentenyl abicyclo[3.2.1]oct-3-ene, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (-)-(3R)-3,7-dimethyl-1,6-octadien-3-ol, (E)-3-phenyl-2-propenenitrile, 4-methoxybenzyl acetate, (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol, allyl(2 / 3-methylbutoxy)acetate, (+-)-(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten-3-one and mixtures thereof.

[0065] According to one embodiment, the perfume raw material having a Log T<-4 is selected from the group consisting of aldehydes, ketones, alcohols, phenols, ester lactones, ethers, epoxides, nitriles and mixtures thereof.

[0066] According to one embodiment, the perfume raw material having a Log T<-4 comprises at least one compound selected from the group consisting of alcohols, phenols, ester lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in an amount comprised between 20 and 70% by weight, based on the total weight of the perfume raw material having a Log T<-4.

[0067] According to one embodiment, the perfume raw material having a Log T<-4 comprises 20-70% by weight of aldehydes, ketones and mixtures thereof, based on the total weight of the perfume raw material having a Log T<-4.

[0068] Thus, the remaining perfume raw materials contained in the oily core may have a Log T > -4.

[0069] According to one embodiment, the perfume raw materials having a Log T>-4 are ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6 / 8-sec-butylquinoline, (+-)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, vergyl propionate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)methyl acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran, dodecanal, 1-oxa-12 / 13-cyclohexadecen-2-one, (+-)-3-(4-isopropylphenyl)-2-methylpropanal, aldehyde C11, (+-)-2,6-dimethyl-7-octen-2-ol, 3-cyclohexylpropanoic acid allyl, (Z)-3 hexenyl acetate, 5-methyl-2-(2-propanyl)cyclohexanone, heptanoic acid allyl, 2-(2-methyl-2 -propanyl)cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl butyrate, geranyl acetate, neryl acetate, (+-)-1-phenylethyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutanoate, (2Z)-3-hydroxy-2-butenoate, 8-p-menthanol, 8-p-menthanyl acetate, 1-p-menthanyl acetate, (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2- Propanyl acetate, (+-)-2-methylbutyl butanoate, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2-cyclohexylethyl acetate, octanal, ethyl butanoate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-butanoate Ten-2-one, 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethyl hexanoate, undecanal, decanal, 2-phenylethyl acetate, (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]Heptan-2-ol, (+-)-3,7-dimethyl-3-octanol, 1-methyl-4-(2-propanylidene)cyclohexene, (+)-(R)-4-(2-methoxypropan-2-yl)-1-methylcyclohex-1-ene, vergyl acetate, (3R)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3S)-1-[ (1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3R)-1-[(1S,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (+)-(1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, and mixtures thereof.

[0070] According to one embodiment, the fragrance formulation comprises: - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation); - 40 to 100% by weight of perfume oil (based on the total weight of the perfume formulation), Optionally with a further hydrophobic active ingredient Including, The perfume oil has at least two, and preferably all, of the following properties: at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients having a log P greater than 3, preferably greater than 3.5; at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of bulky materials of groups 1 to 6, preferably groups 3 to 6, as defined above; and at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials having a Log T<-4 as defined above.

[0071] According to a particular embodiment, the perfume comprises 0-60% by weight of hydrophobic solvent.

[0072] According to certain embodiments, the hydrophobic solvent is a density balancing material preferably selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate and mixtures thereof.

[0073] In certain embodiments, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the entrapped perfume oil.

[0074] The term "Hansen solubility parameter" refers to the solubility parameter approach proposed by Charles Hansen used to predict the solubility of polymers, understood to have been developed on the basis that the total energy of vaporization of a liquid consists of several individual parts. To calculate the "weighted Hansen solubility parameter", the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonding (electron exchange) must be combined. The "weighted Hansen solubility parameter" is calculated by the (δD 2 +δΡ 2 +δH 2 ) 0.5 where δD is the Hansen dispersion value (hereinafter also referred to as atomic dispersion forces), δΡ is the Hansen polarizability value (hereinafter also referred to as dipole moment), and δΗ is the Hansen hydrogen bond ("h-bond") value (hereinafter also referred to as hydrogen bond). For a more detailed description of the parameters and values, see Charles Hansen, The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0075] The Euclidean difference in solubility parameters between the fragrance and the solvent is (4*(δD 溶媒 -δD フレグランス ) 2 +(δP 溶媒 -δPフレグランス ) 2 +(δH 溶媒 -δH フレグランス ) 2 ) 0.5 In the formula, δD 溶媒 , δP 溶媒 , and δH 溶媒 are the Hansen dispersion, Hansen polarization, and Hansen h-coupling values ​​of the solvent, respectively, and δD フレグランス , δP フレグランス , and δH フレグランス are the Hansen dispersion value, Hansen polarizability value, and Hansen h-coupling value of the fragrance, respectively.

[0076] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of an atomic dispersion force (δD) of 12-20, a dipole moment (δP) of 1-8, and a hydrogen bond (δH) of 2.5-11.

[0077] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0078] In certain embodiments, at least 90% of the perfume oils, preferably at least 95% of the perfume oils, and most preferably at least 98% of the perfume oils have at least two Hansen solubility parameters selected from a first group consisting of an atomic dispersion force (δD) of 12-20, a dipole moment (δP) of 1-8, and a hydrogen bond (δH) of 2.5-11.

[0079] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0080] According to one embodiment, the perfumed formulation comprises a fragrance modifier (which can be used in addition to the hydrophobic solvent, if one is present, or as a replacement for the hydrophobic solvent, if one is not present).

[0081] Preferably, the fragrance modifier is i. A vapor pressure of less than 0.0008 Torr at 22°C; ii. a clogP of greater than or equal to 3.5, preferably greater than or equal to 4.0, more preferably greater than or equal to 4.5; iii. at least two Hansen solubility parameters selected from a first group consisting of atomic dispersion forces of 12-20, dipole moments of 1-7, and hydrogen bonds of 2.5-11; iv. at least two Hansen solubility parameters selected from a second group consisting of atomic dispersion forces of 14-20, dipole moments of 1-8, and hydrogen bonds of 4-11 when dissolved in a compound having a vapor pressure range of 0.0008-0.08 Torr at 22°C; is defined as a fragrance material having

[0082] Preferably, by way of example, the following ingredients can be listed as regulators, but the list is not limited to the following materials: alcohol C12, oxacyclohexadec-12 / 13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4-cyclopentadecen-1-one, cyclopentadecanone, (8Z)-oxacycloheptadeca-8-en-2-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, muguetaldehyde, 1,5,8-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8 -Hexahydrocyclopenta[g]isochromene, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxacyclohexadecan-2-one, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, (+)-(4R,4a S,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amyl cinnamic aldehyde, hexyl cinnamic aldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadiene-3-one, (9Z)-9-cycloheptadecen-1-one.

[0083] According to a particular embodiment, the hydrophobic material does not include any active ingredient (e.g., fragrance). According to this particular embodiment, the hydrophobic material preferably comprises, preferably consists of, a hydrophobic solvent, preferably selected from the group consisting of isopropyl myristate, triglycerides (e.g., Neobee® MCT oil, vegetable oil), D-limonene, silicone oil, mineral oil and mixtures thereof, and optionally a hydrophilic solvent, preferably selected from the group consisting of 1,4-butanediol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propanediol), 1,3-propanediol, dipropylene glycol, glycerol, glycol ethers and mixtures thereof.

[0084] The term "biocide" refers to a chemical that can kill or reduce or prevent the growth and / or accumulation of living organisms (e.g., microorganisms). Biocides are commonly used in medicine, agriculture, forestry, and industries to prevent fouling of, for example, water, agricultural products including seeds, and oil pipelines. Biocides can be pesticides, including fungicides, herbicides, insecticides, algaecides, molluscicides, acaricides, and rodenticides; and / or antimicrobials, such as bactericides, antibiotics, antibacterials, antivirals, antifungals, antiprotozoals, and / or antiparasitics.

[0085] As used herein, "pest control agent" refers to a substance that serves to repel or attract pests, reduce, inhibit or promote their growth, development or activity. A pest refers to any organism, whether animal, plant or fungus, that invades or is a nuisance to plants or animals, and includes insects, particularly arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0086] According to a particular embodiment, the hydrophobic material does not include any active ingredient (e.g., fragrance). According to this particular embodiment, the hydrophobic material preferably comprises, preferably consists of, a hydrophobic solvent, preferably selected from the group consisting of isopropyl myristate, triglycerides (e.g., Neobee® MCT oil, vegetable oil), D-limonene, silicone oil, mineral oil and mixtures thereof, and optionally a hydrophilic solvent, preferably selected from the group consisting of 1,4-butanediol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propanediol), 1,3-propanediol, dipropylene glycol, glycerol, glycol ethers and mixtures thereof.

[0087] By "flavor oil" is meant here a flavor ingredient or a mixture of flavor ingredients, solvents or adjuvants currently used for the preparation of flavor formulations, i.e. a mixture of specific ingredients intended to be added to an edible composition or chewable product to impart, improve or modify its organoleptic properties, in particular the flavor and / or taste. Flavor ingredients are well known to those skilled in the art and their nature does not warrant a detailed description here, which is in any way not exhaustive, but which the skilled artisan can select on the basis of his general knowledge and depending on the intended use or application and the organoleptic effect that it is desired to achieve. Many of these flavor ingredients are listed in reference texts such as S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, NJ, USA, or its latest editions, other works of a similar nature, for example Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press or Synthetic Food Adjuncts, 1947, by MB Jacobs, van Nostrand Co., Inc. Solvents and adjuvants currently used in the preparation of flavour formulations are also well known in the art.

[0088] In a particular embodiment, the flavor is a mint flavor, hi a more particular embodiment, the mint is selected from the group consisting of peppermint and spearmint.

[0089] In a further embodiment, the flavoring is a cooling agent or mixtures thereof.

[0090] In another embodiment, the flavor is a menthol flavor.

[0091] Flavors derived from or based on fruits in which citric acid is predominantly a naturally occurring acid include, but are not limited to, citrus (e.g., lemon, lime), limonene, strawberry, orange, and pineapple. In one embodiment, the flavored food product is lemon, lime, or orange juice extracted directly from the fruit. Further embodiments of the flavor include juices or liquids extracted from orange, lemon, grapefruit, key lime, citron, clementine, mandarin, tangerine, and any other citrus fruit, or varieties or hybrids thereof. In a particular embodiment, the flavor includes liquids extracted or distilled from orange, lemon, grapefruit, key lime, citron, clementine, mandarin, tangerine, any other citrus fruit, or varieties or hybrids thereof, pomegranate, kiwi fruit, watermelon, apple, banana, blueberry, melon, ginger, bell pepper, cucumber, passion fruit, mango, pear, tomato, strawberry.

[0092] In certain embodiments, the flavor comprises a composition comprising limonene, and in certain embodiments, the composition is a citrus that further comprises limonene.

[0093] In another particular embodiment, the flavor comprises a flavor selected from the group consisting of strawberry, orange, lime, tropical, berry mix, and pineapple.

[0094] The term flavor includes flavor imparting or modifying ingredients that impart or modify the odor of a food product, which do not necessarily have a flavor or odor themselves, but can modify the flavor provided by other ingredients, for example, ingredients that enhance saltiness, enhance sweetness, enhance umami, or block bitterness.

[0095] In further embodiments, a suitable sweetening component can be included in the particles described herein. In certain embodiments, the sweetening component is selected from the group consisting of sugar (e.g., but not limited to, sucrose), stevia components (such as, but not limited to, stevioside or rebaudioside A), sodium cyclamate, aspartame, sucralose, sodium saccharin, and acesulfame K, or mixtures thereof.

[0096] According to one embodiment, the hydrophobic material comprises about 10% to 95% by weight based on the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 10% to 80% by weight based on the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 10% to 60% by weight based on the total weight of the oil phase. According to another embodiment, the hydrophobic material comprises about 15% to 45% by weight based on the total weight of the oil phase.

[0097] According to one embodiment, the core of the microcapsule is liquid.

[0098] According to another embodiment, the core of the microcapsule is solid.

[0099] According to one embodiment, the inorganic layer forms a thorny surface covered with small spikes, ridges or flat projections perpendicular to the charged functional termination surface (typically having a length of 100-600 nm and an aspect ratio greater than 1).

[0100] Indeed, the surface of the inorganic layer may have a rough, prickly, spiked, ridged, wrinkled, orthorhombic, studded, cubic, dendritic or textured appearance with rough non-uniform crystalline features on the surface.

[0101] According to a particular embodiment, the inorganic layer has an arithmetic mean roughness value (R a ) and / or an average roughness depth (R z ).

[0102] The surface features were evaluated and the surface roughness parameter R a and R z The instrument used in this study to determine is a Keyence VK-X series confocal laser scanning microscope profilometer equipped with a violet range laser. A Bruker Dimension ICON atomic force microscope (AFM) was also used to characterize the surface features.

[0103] The roughness parameter is well known to those skilled in the art and can be defined as follows:

[0104] Arithmetic mean roughness value (R a ) is the average deviation of the surface height from the mean height of the roughness profile. z ) is the average local maximum roughness or the average peak-to-valley height difference per unit length analyzed.

[0105] The good adhesion achieved with the microcapsules of the present invention is due in particular to their specific prickly or rough textured surface, which allows them to stick to the targeted substrate.

[0106] Shell Nature / Morphology According to one embodiment, the shell is a polymer shell.

[0107] According to another embodiment, the shell does not include any polymeric material.

[0108] According to one embodiment, the shell comprises a hydrogel. According to another embodiment, the shell consists of a hydrogel (i.e., a coacervate).

[0109] According to one embodiment, the polymer shell is formed by interfacial polymerization or precipitation in the presence of a charged emulsifier.

[0110] One of the essential features of the present invention is that the shell, preferably the polymer shell, has a charged functional terminal surface covered with an inorganic layer. To impart such a charged surface to the polymer shell, various methods can be used. The charged functional terminal surface can be anionic or cationic.

[0111] According to a particular embodiment, the charged functional end surface is an anionic functional end surface.

[0112] Emulsifier = Anionic emulsifier According to a first embodiment, the charged emulsifier is an anionic emulsifier, which forms an anionic surface upon completion of the interfacial polymerization.

[0113] The anionic emulsifier may be an amphiphilic material, a colloidal stabilizer or a biopolymer.

[0114] According to one embodiment, the anionic emulsifier is selected from the group consisting of polyvinyl alcohol, polyvinylpyrrolidone, gum acacia, casein, sodium caseinate, soy protein, rice protein, whey protein, egg albumin, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, sugar beet pectin, gelatin and mixtures thereof.

[0115] According to one embodiment, gum acacia is preferred.

[0116] According to one embodiment, whey protein and / or sodium caseinate are preferred.

[0117] According to a particular embodiment, the anionic surface (formed by the anionic emulsifier) ​​is an anionic functional terminal surface that is directly covered by the inorganic layer.

[0118] However, to improve the attachment of the inorganic layer on the anionic surface, a polyelectrolyte scaffold composed of oppositely charged polyelectrolyte layers can be placed between the anionic surface and the inorganic layer.

[0119] Thus, according to a particular embodiment, the microcapsule comprises a polyelectrolyte scaffold on an anionic surface, said polyelectrolyte scaffold comprising at least one cationic polyelectrolyte layer and at least one anionic polyelectrolyte layer, the terminal layer being an anionic polyelectrolyte layer, forming the anionic functional terminal surface of the shell.

[0120] According to this embodiment, the first layer of the polyelectrolyte scaffold is a cationic polyelectrolyte layer disposed on an anionic surface (formed by the anionic emulsifier), and the last layer of the polyelectrolyte scaffold is an anionic polyelectrolyte layer, forming an anionic functional terminal surface onto which the inorganic layer is coated.

[0121] The number of layers of the polyelectrolyte scaffold is not particularly limited.

[0122] According to certain embodiments, the polyelectrolyte scaffold consists of two pairs of oppositely charged polyelectrolyte layers.

[0123] Thus, according to this embodiment, the microcapsules according to the invention comprise the following successive layers on a polymer shell: a first cationic polyelectrolyte layer on an anionic surface (formed by an anionic emulsifier), a first negative polyelectrolyte layer, a second cationic polyelectrolyte layer, a second negative polyelectrolyte layer (forming an anionic functional terminal surface) and an inorganic layer.

[0124] Emulsifier = Cationic emulsifier According to the second embodiment - charged emulsifiers are cationic emulsifiers which form a cationic surface, the microcapsules comprise at least one anionic polyelectrolyte layer on a cationic surface;

[0125] According to one embodiment, the cationic emulsifier is obtained by mixing a weak anionic emulsifier (e.g. PVOH) with a strongly charged cationic polymer or polyquaternium (e.g. Salcare® SC-60 from BASF).

[0126] Non-limiting examples of cationic emulsifiers include, for example, cationic functionalized polyvinyl alcohol (e.g., Kuraray's Cationic C-506) or chitosan at an appropriate pH (typically a weakly acidic pH (about pH 6.5)).

[0127] According to a particular embodiment, the anionic surface (formed by the anionic polyelectrolyte layer) is an anionic functional terminal surface that is directly covered by the inorganic layer.

[0128] According to another embodiment, at least one cationic polyelectrolyte layer and at least a second anionic polyelectrolyte layer are successively deposited on an anionic polyelectrolyte layer.

[0129] However, this embodiment is not limited to only one pair of opposing polyelectrolyte layers, but includes two, three, four or more pairs of opposing polyelectrolyte layers, provided that the last polyelectrolyte layer is an anionic polyelectrolyte layer and forms an anionic functional termination surface.

[0130] According to one embodiment, the cationic polyelectrolyte layer is selected in the group consisting of poly(allylamine hydrochloride), poly-L-lysine and chitosan.

[0131] According to another embodiment, the anionic polyelectrolyte layer is selected in the group consisting of poly(sodium 4-styrenesulfonate) (PSS), polyacrylic acid, polyethyleneimine, humic acid, carrageenan, acacia gum and mixtures thereof.

[0132] According to a particular embodiment, the anionic polyelectrolyte layer is PSS.

[0133] The nature of the polymer shell of the microcapsules of the present invention may vary. As non-limiting examples, the polymer shell may comprise a material selected from the group consisting of polyurea, polyurethane, polyamide, polyhydroxyalkanoate, polyacrylate, polyester, polyaminoester, polyepoxide, polysiloxane, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine formaldehyde resin crosslinked with polyisocyanate or aromatic polyol, melamine urea resin, melamine glioxal resin, gelatin / gum arabic shell wall and mixtures thereof.

[0134] According to one embodiment, the microcapsule comprises a composite shell comprising a first material and a second material, the first material being a coacervate and the second material being a polymeric material, different from the first material. In a particular embodiment, the weight ratio of the first material to the second material is comprised between 50:50 and 99.9:0.1. In a particular embodiment, the coacervate comprises a first polyelectrolyte, preferably selected among proteins (e.g. gelatin), polypeptides or polysaccharides (e.g. chitosan), most preferably gelatin, and a second polyelectrolyte, preferably alginates, cellulose derivatives guar gum, pectinates, carrageenans, polyacrylic and methacrylic acids or xanthan gum, as well as vegetable gums, such as acacia gum (gum arabic), most preferably gum arabic. The first material, which is a coacervate, can be chemically hardened using a suitable crosslinker such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin, or can be enzymatically hardened using an enzyme such as transglutaminase. The second polymeric material can be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal polymers and mixtures thereof, preferably polyurea and / or polyurethane. The second material is preferably present in an amount of less than 3% by weight, preferably less than 1% by weight, based on the total weight of the microcapsule slurry.

[0135] As non-limiting examples, the microcapsule shell can be aminoplast-based, polyurea-based, or polyurethane-based. The microcapsule shell can also be hybrid, i.e. organic-inorganic, such as a hybrid shell composed of at least two types of inorganic particles crosslinked together, or even a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0136] According to one embodiment, the shell of the microcapsule comprises an aminoplast copolymer such as melamine-formaldehyde or urea-formaldehyde or crosslinked melamine formaldehyde or melamine glioxal.

[0137] According to another embodiment, the shell of the microcapsule is polyurea-based, for example, but not limited to, made from isocyanate-based monomers and amine-containing crosslinkers, such as guanidine carbonate and / or guanazole. A particular polyurea microcapsule comprises a polyurea wall that is the reaction product of polymerization between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of amines (e.g., water-soluble guanidine salts and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated fragrance. However, the use of amines can be omitted. According to a particular embodiment, the colloidal stabilizer comprises 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% cationic copolymer of vinylpyrrolidone and an aqueous solution of quaternized vinylimidazole (all percentages defined by weight relative to the total weight of the colloidal stabilizer). According to another embodiment, the emulsifier is an anionic or amphiphilic biopolymer, which in one embodiment may be selected from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate and mixtures thereof.

[0138] According to another embodiment, the microcapsule wall material of the microcapsules can include any suitable resin, including, among others, melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, and the like. Suitable resins include reaction products of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril, and mixtures thereof. Suitable melamines include methylol melamine, methylated methylol melamine, imino melamine, and mixtures thereof. Suitable ureas include dimethylol urea, methylated dimethylol urea, urea resorcinol, and mixtures thereof. Materials suitable for fabrication can be obtained from one or more of the following companies: Solutia Inc. (St. Louis, MO, USA), Cytec Industries (Paterson, NJ, USA), Sigma-Aldrich (St. Louis, MO, USA).

[0139] According to another embodiment, the microcapsules are 1) combining a perfume oil with at least a polyisocyanate having at least two isocyanate functional groups to form an oil phase; 2) dispersing or dissolving an aminoplast resin and optionally a stabilizer in water to form an aqueous phase; 3) preparing an oil-in-water dispersion having an average droplet size of 1 to 100 microns by mixing an oil phase and an aqueous phase; 4) carrying out a curing step to form the walls of said microcapsules; 5) Optionally, drying the final dispersion to obtain dry core-shell microcapsules. and wherein the one-shell aminoplast core-shell microcapsules are obtained by a process comprising the steps of:

[0140] According to one embodiment, the microcapsules are formaldehyde-free capsules. An exemplary method for preparing an aminoplast formaldehyde-free microcapsule slurry includes: 1) The following a. a polyamine component in the form of melamine or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups; b. Glyoxal, C 4~6 An aldehyde component in the form of a mixture with 2,2-dialkoxy-ethanal and optionally glyoxalate, said mixture having a molar ratio of glyoxal / C comprised between 1 / 1 and 10 / 1. 4~6 an aldehyde component having a 2,2-dialkoxy-ethanal; c. Protonic acid catalyst preparing an oligomeric composition comprising or obtained by reacting the reaction product of 2) preparing an oil-in-water dispersion, the droplets having a diameter of 1 to 600 microns; and A. oil; b. an aqueous medium; c. at least the oligomeric composition obtained in step 1; d. Below: i.C4~C 12 Aromatic or aliphatic diisocyanates or triisocyanates and their biuret, triuret, trimer, trimethylolpropane adducts and mixtures thereof; and / or ii.Formula: A-(Oxirane-2-ylmethyl) n Dioxirane or trioxirane compounds of the formula: [wherein n is 2 or 3 and 1 is a C2-C6 group optionally containing 2-6 nitrogen and / or oxygen atoms] At least a crosslinking agent selected from e. Optionally, a C1-C4 compound containing two NH2 functional groups; preparing an oil-in-water dispersion comprising: 3) heating the dispersion; 4) cooling the dispersion; Includes.

[0141] In another particular embodiment, the microcapsules are an oily core containing a hydrophobic material, preferably a fragrance; - optionally an inner shell made of polymerized multifunctional monomers; a biopolymer shell comprising proteins, wherein at least one protein is crosslinked; and Includes.

[0142] According to a particular embodiment, the protein is selected in the group consisting of milk proteins, caseinates such as sodium or calcium caseinate, casein, whey proteins, hydrolyzed proteins, gelatin, gluten, pea proteins, soy proteins, silk proteins and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate.

[0143] According to a particular embodiment, the protein comprises sodium caseinate and preferably a globular protein selected in the group consisting of whey protein, beta-lactoglobulin, ovalbumin, bovine serum albumin, vegetable proteins and mixtures thereof.

[0144] The protein is preferably a mixture of sodium caseinate and whey protein.

[0145] According to certain embodiments, the biopolymer shell comprises cross-linked proteins selected in the group consisting of sodium caseinate and / or whey protein.

[0146] According to certain embodiments, the microcapsule slurry comprises: an oily core containing a hydrophobic material, preferably a fragrance; - an inner shell made of polymerized multifunctional monomers; preferably polyisocyanates having at least two isocyanate functional groups; - a biopolymer shell comprising proteins, at least one protein being crosslinked, the protein preferably comprising a mixture comprising sodium caseinate and a globular protein, preferably whey protein; - optionally with at least an outer inorganic layer; The composition comprises at least one microcapsule made of

[0147] According to one embodiment, the sodium caseinate and / or whey proteins are cross-linked proteins.

[0148] The weight ratio of sodium caseinate to whey protein is preferably 0.01-100, more preferably 0.1-10, and even more preferably 0.2-5.

[0149] In another particular embodiment, the microcapsules are an oily core containing a hydrophobic material, preferably a fragrance; - a polyamide shell, Acyl chloride, A primary amino compound, Secondary amino compounds and and a polyamide shell comprising or derived therefrom. A polyamide core-shell polyamide microcapsule comprising:

[0150] According to a particular embodiment, the microcapsules comprise: an oily core comprising a hydrophobic material, preferably a fragrance; A polyamide shell, acyl chloride in an amount preferably comprised between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w / w; a primary amino compound, preferably in an amount comprised between 1% and 50% w / w, more preferably between 7 and 40% w / w, a secondary amino compound, preferably in an amount comprised between 1% and 50% w / w, preferably between 2 and 25% w / w, a stabilizer, preferably a biopolymer, in an amount comprised between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%; and a polyamide shell comprising or derived therefrom. Includes.

[0151] According to a particular embodiment, the microcapsules comprise: an oily core containing a hydrophobic material, preferably a fragrance; - a polyamide shell, Acyl chloride, a first amino compound, which is preferably an amino acid selected in the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof; a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof; a biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein, and / or mixtures thereof; and a polyamide shell comprising or derived therefrom. Includes.

[0152] The acyl chloride defined above has the following formula (I): [ka] and In the formula, n is an integer varying from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4; In the formula, X represents any one of (i) to (xi). [ka] (n+1)-valent C2 to C optionally containing at least one group selected from 45 is a hydrocarbon group, In the formula, R is a hydrogen atom or an alkyl group, such as a methyl group or an ethyl group, and is preferably a hydrogen atom.

[0153] By "...hydrocarbon group..." it is meant that said group consists of hydrogen and carbon atoms and may be in the form of an aliphatic hydrocarbon, i.e. linear or branched, saturated hydrocarbon (e.g. alkyl group), linear or branched, unsaturated hydrocarbon (e.g. alkenyl or alkynyl group), saturated cyclic hydrocarbon (e.g. cycloalkyl) or unsaturated cyclic hydrocarbon (e.g. cycloalkenyl or cycloalkynyl group), or in the form of an aromatic hydrocarbon, i.e. aryl group, or may also be in the form of a mixture of said types of groups, unless a specific restriction to only one type is mentioned, for example a particular group may contain linear alkyl, branched alkenyl (e.g. having one or more carbon-carbon double bonds), (poly)cycloalkyl and aryl moieties. Similarly, in all embodiments of the present invention, when a group is referred to as being in the form of more than one type of topology (e.g., linear, cyclic or branched) and / or being saturated or unsaturated (e.g., alkyl, aromatic or alkenyl), it is meant that the group can also have any one of the aforementioned topologies or contain moieties that are saturated or unsaturated, as explained above. Similarly, in all embodiments of the present invention, when a group is referred to as being in the form of one type of saturated or unsaturated (e.g., alkyl), it is meant that the group can be in any type of topology (e.g., linear, cyclic or branched) or have multiple moieties with different topologies.

[0154] The term "hydrocarbon group optionally comprising..." is understood to mean that said hydrocarbon group optionally contains heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including, for example, esters, acids, amides), which can either replace hydrogen atoms of the hydrocarbon group and thus be laterally bonded to said hydrocarbon, or replace carbon atoms (if chemically possible) of the hydrocarbon group and thus be inserted into a hydrocarbon chain or ring.

[0155] According to a particular embodiment, the acyl chloride is benzene-1,3,5-tricarbonyl trichloride (trimesoyl trichloride), benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4,5-tetracarbonyl tetrachloride, cyclohexane-1,3,5-tricarbonyl trichloride, isophthalyl dichloride, diglycolyl dichloride, terephthaloyl chloride, fumaryl dichloride, adipoyl chloride, succinic acid dichloride, proline. Pan-1,2,3-tricarbonyl trichloride, cyclohexane-1,2,4,5-tetracarbonyl tetrachloride, 2,2'-disulfanediyldisuccinyl dichloride, 2-(2-chloro-2-oxoethyl)sulfanylbutanedioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamoyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 4-chloro-4-oxobutanoyl 2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butyl sobutanoate, 4-chloro-4-oxobutanoic acid [2-[2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxobutanoyl)oxymethyl]butyl], 2-chlorocarbonyl-benzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[ (2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl], 2,4,5-trichlorocarbonylbenzoate 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl, propane-1,2,3-triyltris(4-chloro-4-oxobutanoate), propane-1,2-diylbis(4-chloro-4-oxobutanoate) and mixtures thereof.

[0156] According to another embodiment, the shell of the microcapsules is polyurea or polyurethane based. Examples of methods for preparing polyurea and polyurethane based microcapsule slurries are described, for example, in WO 2007 / 004166, EP 2300146 and EP 25799. Typically, the method for preparing polyurea or polyurethane based microcapsule slurries comprises the following steps: a) dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase; b) preparing an aqueous solution of an emulsifier or colloidal stabilizer to form an aqueous phase; c) adding an oil phase to an aqueous phase to form an oil-in-water dispersion having an average droplet size of 1-500 μm, preferably 5-50 μm; d) applying conditions sufficient to induce interfacial polymerization and form microcapsules in the form of a slurry; Includes.

[0157] In certain embodiments, the shell material is a biodegradable material.

[0158] In certain embodiments, the shell is at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0159] In certain embodiments, the core-shell microcapsules are at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0160] Thereby, it is understood that the core-shell microcapsules, including all components such as the core, shell and optionally coating, may have a biodegradability of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD 301F.

[0161] In certain embodiments, the oil core, preferably the perfume oil, has a biodegradability according to OECD 301F of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days.

[0162] OECD301F is a standard test method for biodegradability established by the Organization for Economic Cooperation and Development.

[0163] A typical shell extraction method for measuring biodegradability is disclosed in Gasparini and all in Molecules 2020, 25,718.

[0164] inorganic layer According to the invention, the microcapsules comprise an inorganic layer on a charged functional end surface. According to one embodiment, the functional end surface is anionic and can be obtained by using an anionic emulsifier, optionally with a polyelectrolyte scaffold as defined above, or by using a cationic emulsifier with at least one anionic polyelectrolyte layer.

[0165] According to the invention, the inorganic layer comprises at least one salt selected from the group consisting of barium salts, strontium salts, magnesium salts and mixtures thereof.

[0166] According to one embodiment, the inorganic layer comprises a salt selected from the group consisting of barium sulfate, strontium sulfate, strontium carbonate, strontium phosphate, and mixtures thereof.

[0167] According to one embodiment, the inorganic layer does not include a material selected in the group consisting of iron oxide, iron oxyhydroxide, titanium oxide, zinc oxide, calcium carbonate, calcium phosphate and mixtures thereof.

[0168] According to one embodiment, the inorganic layer does not include silicon oxide.

[0169] Another subject of the present invention is a core-shell microcapsule powder obtainable by drying the core-shell microcapsule slurry defined above.

[0170] Another subject of the present invention is a carrier material, preferably a polymeric carrier material selected from the group consisting of polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gums, pectin, xanthan, alginates, carrageenans, cellulose derivatives and mixtures thereof, - microcapsules as defined above encapsulated in a carrier material as described above; - optionally free flavourings encapsulated in said carrier material; The solid particles include

[0171] The solid particles and microcapsule powders defined above can be used interchangeably in the present invention.

[0172] Optional Ingredients When the microcapsules are in the form of a slurry, the microcapsule slurry may include auxiliary ingredients selected from the group consisting of thickeners / rheology modifiers, antimicrobial agents, opacity-building agents, mica particles, salts, pH stabilizers / buffers, preferably in an amount comprised between 0 and 15% by weight based on the total weight of the slurry.

[0173] According to another embodiment, the microcapsule slurry of the present invention comprises additional free (ie non-encapsulated) flavoring, preferably in an amount comprised between 5 and 50% by weight based on the total weight of the slurry.

[0174] Method for preparing mineralized core-shell microcapsule slurry Another subject of the present invention is a method for preparing a mineralized core-shell microcapsule slurry as defined above, comprising the steps of: (i) preparing a core-shell microcapsule slurry comprising microcapsules having charged functional terminated surfaces; (ii) adsorbing at least one inorganic precursor onto the charged surface; (iii) applying conditions suitable for inducing crystal growth of the inorganic material on the charged surface to form an inorganic layer; Including, The inorganic precursor is adsorbed onto the charged surface by incubating the core-shell microcapsule slurry obtained in step (i) in at least one inorganic precursor solution, the inorganic precursor solution being selected in the group consisting of a barium salt solution, a strontium salt solution, a magnesium salt solution, a phosphate-based salt solution, a sulfate-based salt solution, a carbonate-based salt solution and mixtures thereof. This is the method.

[0175] According to certain embodiments, the inorganic precursor is selected in the group consisting of barium nitrate, barium chloride, barium bromide, barium iodide, barium chlorate, barium hydroxide, strontium nitrate, strontium chloride, strontium iodide, strontium chlorate, sodium sulfate, potassium sulfate, sodium carbonate, potassium carbonate, ammonium carbonate, sodium phosphate, potassium phosphate, ammonium phosphate, and mixtures thereof.

[0176] The sodium phosphate used in the present invention can be monobasic (NaH2PO4), dibasic (Na2HPO4) or tribasic (Na3PO4).

[0177] The potassium phosphate used in the present invention can be monobasic (KH2PO4), dibasic (K2HPO4) or tribasic (K3PO4).

[0178] The ammonium phosphates used in the present invention can be monobasic ((NH4)H2PO4), dibasic ((NH4)2HPO4) or tribasic ((NH4)3PO4).

[0179] According to one embodiment, the inorganic precursor is selected in the group consisting of barium nitrate, barium chloride, barium bromide, barium iodide, barium chlorate, barium hydroxide, strontium nitrate, strontium chloride, strontium iodide, strontium chlorate, sodium sulfate, potassium sulfate, sodium carbonate, potassium carbonate, ammonium carbonate, sodium phosphate (monobasic) (NaH2PO4), sodium phosphate (dibasic) (Na2HPO4), sodium phosphate (tribasic): Na3PO4, potassium phosphate (monobasic): KH2PO4, potassium phosphate (dibasic) (K2HPO4), potassium phosphate (tribasic) (K3PO4), ammonium phosphate (monobasic) ((NH4)H2PO4), ammonium phosphate (dibasic) ((NH4)2HPO4), ammonium phosphate (tribasic) ((NH4)3PO4) and mixtures thereof.

[0180] According to one embodiment, step ii) consists of adsorbing two mineral precursors onto the charged surface.

[0181] The water soluble carbonate based salt may be selected in the group consisting of sodium, potassium and ammonium based carbonates.

[0182] Step (i) Preparation of a core-shell microcapsule slurry containing microcapsules with charged functional end surfaces According to one embodiment, the polymer shell is formed by interfacial polymerization in the presence of a charged emulsifier.

[0183] One of the essential features of the present invention is that the polymer shell has a charged functional terminal surface onto which the inorganic precursor is adsorbed in step (ii). Various methods can be used to impart such a charged surface to the polymer shell.

[0184] According to a particular embodiment, the charged functional end surface is an anionic functional end surface.

[0185] Emulsifier = Anionic emulsifier According to a first embodiment, the charged emulsifier is an anionic emulsifier and forms an anionic surface upon completion of the interfacial polymerization.

[0186] The anionic emulsifier may be an amphiphilic material, a colloidal stabilizer or a biopolymer.

[0187] According to one embodiment, the anionic emulsifier is selected from the group consisting of polyvinyl alcohol, polyvinylpyrrolidone, gum acacia, casein, sodium caseinate, soy protein, rice protein, whey protein, egg albumin, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof.

[0188] According to one embodiment, gum acacia is preferred.

[0189] According to one embodiment, whey protein and / or sodium caseinate are preferred.

[0190] According to a particular embodiment, the anionic surface (formed by the anionic emulsifier) ​​is an anionic functionally terminated surface onto which the mineral precursor is adsorbed in step (ii).

[0191] However, in order to improve the binding of the mineral precursors on anionic surfaces, step (i) can further comprise an additional step consisting of adding a polyelectrolyte scaffold composed of a polyelectrolyte layer of opposite charge once the microcapsules are formed.

[0192] Thus, according to a particular embodiment, a polyelectrolyte scaffold comprising at least one cationic polyelectrolyte layer and at least one anionic polyelectrolyte layer, the terminal layer being an anionic polyelectrolyte layer, forms the anionic functional terminal surface of the shell.

[0193] According to this embodiment, the first layer of the polyelectrolyte scaffold is a cationic polyelectrolyte layer disposed on the anionic surface (formed by the anionic emulsifier) ​​and the last layer of the polyelectrolyte scaffold is an anionic polyelectrolyte layer, forming an anionic functional terminal surface onto which the inorganic precursor is adsorbed in step (ii).

[0194] The number of layers of the polyelectrolyte scaffold is not particularly limited.

[0195] According to certain embodiments, the polyelectrolyte scaffold consists of two pairs of oppositely charged polyelectrolyte layers.

[0196] That is, according to this embodiment, at the end of step (i), the microcapsules according to the invention comprise the following successive layers on the polymer shell: a first cationic polyelectrolyte layer on an anionic surface (formed by the anionic emulsifier), a first negative polyelectrolyte layer, a second cationic polyelectrolyte layer, a second negative polyelectrolyte layer (forming an anionic functional terminal surface).

[0197] Emulsifier = Cationic emulsifier According to a second embodiment, the charged emulsifier is a cationic emulsifier which forms a cationic surface when the interfacial polymerization is completed, and step (i) further comprises coating at least one anionic polyelectrolyte layer onto the cationic surface to form core-shell microcapsules with anionic functional terminated surfaces.

[0198] According to one embodiment, the cationic emulsifier is obtained by mixing a weak anionic emulsifier (e.g. PVOH) with a strongly charged cationic polymer or polyquaternium (e.g. Salcare® SC-60 from BASF).

[0199] Non-limiting examples of cationic emulsifiers include, for example, cationic functionalized polyvinyl alcohol (e.g., Kuraray's Cationic C-506) or chitosan at an appropriate pH (typically a weakly acidic pH (about pH 6.5)).

[0200] According to a particular embodiment, the anionic surface (formed by the anionic polyelectrolyte layer) is the anionic functional terminal surface onto which the mineral precursor is adsorbed in step (ii).

[0201] According to another embodiment, at least one cationic polyelectrolyte layer and at least a second anionic polyelectrolyte layer are successively deposited on an anionic polyelectrolyte layer.

[0202] However, this embodiment is not limited to only one pair of opposing polyelectrolyte layers, but includes two, three, four or more pairs of opposing polyelectrolyte layers, provided that the last polyelectrolyte layer is an anionic polyelectrolyte layer and forms an anionic functional termination surface.

[0203] According to one embodiment, the cationic polyelectrolyte layer is selected in the group consisting of poly(allylamine hydrochloride), poly-L-lysine and chitosan.

[0204] According to another embodiment, the anionic polyelectrolyte layer is selected in the group consisting of poly(sodium 4-styrenesulfonate) (PSS), polyacrylic acid, polyethyleneimine, humic acid, carrageenan, acacia gum and mixtures thereof.

[0205] According to a particular embodiment, the anionic polyelectrolyte layer is PSS.

[0206] The preparation of an aqueous slurry of core-shell microcapsules is well known to those skilled in the art and is disclosed above.

[0207] According to one embodiment, prior to step (ii), the microcapsules are rinsed to remove excess emulsifier. The microcapsules can be rinsed, for example by centrifugation, and resuspended in water after removing the supernatant.

[0208] Step (ii) and Step (iii)—Mineralization and Crystal Growth Without being bound by theory, it is believed that the charged terminated surfaces provide functional anchoring sites as well as a high local density of charge groups and nucleation sites on the surface of the microcapsules, resulting in improved adsorption of inorganic precursor species and subsequently initiating the crystal growth process by in situ addition of precipitating species.

[0209] The inorganic precursors are adsorbed onto the surface of the microcapsules by incubating the charged capsules in at least one solution containing the oppositely charged inorganic precursor and providing sufficient agitation and time to allow complete coverage of the capsule surface. Excess precursor can be removed from the solution to prevent the generation of free crystalline material in the solution, followed by initiating the crystal growth process by in situ addition of precipitating species.

[0210] A person skilled in the art would be able to select suitable conditions for the crystal growth process (eg, selection of precursors, reaction conditions, solution concentrations, incubation times, stirring speed, temperature and pH conditions).

[0211] Typically, - Mineralization takes place at room temperature, - Precursor incubation is carried out for 24-72 hours, - The nature of the precipitated species depends on the nature of the precursor.

[0212] According to the invention, the inorganic precursor solution is selected in the group consisting of barium salt solutions (containing barium ions as precursors), strontium salt solutions (containing strontium ions as precursors), magnesium salt solutions (containing magnesium ions as precursors), phosphate-based salt solutions (containing phosphate ions as precursors), sulfate-based salt solutions (containing sulfate ions as precursors), carbonate-based salt solutions (containing carbonate ions as precursors) and mixtures thereof.

[0213] The water soluble barium based salt may be selected in the group consisting of barium nitrate, barium chloride, barium bromide, barium iodide, barium chlorate, barium hydroxide and mixtures thereof.

[0214] The water soluble strontium-based salt may be selected in the group consisting of strontium nitrate, strontium chloride, strontium iodide, strontium chlorate and mixtures thereof.

[0215] The water soluble magnesium based salt may be selected in the group consisting of magnesium nitrate, magnesium chloride, magnesium sulfate, magnesium iodide, magnesium bromide, magnesium chlorate and mixtures thereof.

[0216] The water soluble phosphate based salt may be selected in the group consisting of sodium phosphate (monobasic) (NaH2PO4), sodium phosphate (dibasic) (Na2HPO4), sodium phosphate (tribasic): Na3PO4, potassium phosphate (monobasic): KH2PO4, potassium phosphate (dibasic) (K2HPO4), potassium phosphate (tribasic) (K3PO4), ammonium phosphate (monobasic) ((NH4)H2PO4), ammonium phosphate (dibasic) ((NH4)2HPO4), ammonium phosphate (tribasic) ((NH4)3PO4) and mixtures thereof.

[0217] The water soluble carbonate based salts may be selected in the group consisting of sodium, potassium and ammonium based carbonates.

[0218] According to one embodiment, the inorganic precursor does not include silicon oxide.

[0219] According to one embodiment, the inorganic precursor solution is not an iron (II) sulfate solution, an iron (III) chloride solution, a calcium-based salt solution, a titanium-based precursor solution, a zinc-based precursor solution and mixtures thereof.

[0220] It should be understood that the charge of the inorganic precursor used in step (ii) of the method is driven by the charge of the terminating surfaces of the microcapsules.

[0221] According to another embodiment, the microcapsules are sequentially introduced into at least two solutions each containing at least one precursor. Preferably, the first solution contains a water-soluble barium-based salt containing a barium precursor and the second solution contains a water-soluble sulfate-based salt containing a sulfate precursor. The order of addition may be varied depending on the choice and charge of the underlying termination layer.

[0222] According to another embodiment, the microcapsules are sequentially introduced into at least two solutions each containing at least one precursor. Preferably, the first solution contains a water-soluble strontium-based salt containing a strontium precursor and the second solution contains a water-soluble phosphate-based salt containing a phosphate precursor. The order of addition may vary depending on the choice and charge of the underlying termination layer.

[0223] According to certain embodiments, the method of preparing a microcapsule slurry comprises: a) dissolving at least one polyisocyanate having at least two isocyanate groups in an oil containing a hydrophobic material to form an oil phase; b) preparing an aqueous solution of a charged emulsifier to form an aqueous phase, the charged emulsifier being an anionic emulsifier or a cationic emulsifier; c) adding an oil phase to an aqueous phase to form an oil-in-water dispersion; d) applying suitable conditions to induce interfacial polymerization to form core / shell microcapsules in the form of a slurry, - if the emulsifier used in step b) is an anionic emulsifier, the shell has an anionic surface, or - if the emulsifier used in step b) is a cationic emulsifier, the shell has a cationic surface; e) if the emulsifier is a cationic emulsifier, coating at least one anionic polyelectrolyte layer onto the cationic surface to form an anionic surface; f) optionally diluting or removing excess emulsifier; g) adsorbing a mineral precursor onto an anionic surface as defined above; h) applying conditions suitable for inducing crystal growth of the mineral on the anionic surface; i) optionally drying the slurry; Includes.

[0224] According to this embodiment, the method comprises the preparation of an oil phase by dissolving a polyisocyanate having at least two isocyanate groups in an oil containing a hydrophobic material as defined above.

[0225] According to a preferred embodiment of the present invention, oil is used in the process of the present invention in an amount of 10-60%, more preferably 20-50%, these percentages being defined by weight relative to the total weight of the obtained microcapsule slurry.

[0226] Suitable polyisocyanates for use according to the present invention include aromatic polyisocyanates, aliphatic polyisocyanates and mixtures thereof. The aforementioned polyisocyanates contain at least two, preferably at least three, isocyanate functional groups, but may contain up to six, or even only four, isocyanate functional groups. According to a particular embodiment, triisocyanates (three isocyanate functional groups) are used.

[0227] According to one embodiment, said polyisocyanate is an aromatic polyisocyanate.

[0228] The term "aromatic polyisocyanate" is meant herein to include any polyisocyanate that contains an aromatic moiety. Preferably, it contains a phenyl, toluyl, xylyl, naphthyl or diphenyl moiety, more preferably a toluyl or xylyl moiety. Preferred aromatic polyisocyanates are biurets, polyisocyanurates and trimethylolpropane adducts of diisocyanates, more preferably containing one of the specific aromatic moieties listed above. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (commercially available from Bayer under the trade name Desmodur® RC), a trimethylolpropane adduct of toluene diisocyanate (commercially available from Bayer under the trade name Desmodur® L75), a trimethylolpropane adduct of xylylene diisocyanate (commercially available from Mitsui Chemicals under the trade name Takenate® D-110N). In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylene diisocyanate.

[0229] According to another embodiment, the aforementioned polyisocyanate is an aliphatic polyisocyanate. The term "aliphatic polyisocyanate" is defined as a polyisocyanate that does not contain any aromatic moiety. Preferred aliphatic polyisocyanates are the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate, the trimethylolpropane adduct of hexamethylene diisocyanate (commercially available from Mitsui Chemicals), or the biuret of hexamethylene diisocyanate (commercially available from Bayer under the trade name Desmodur® N 100), of which the biuret of hexamethylene diisocyanate is even more preferred.

[0230] 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 of aliphatic polyisocyanate to aromatic polyisocyanate is in the range of 80:20 to 10:90.

[0231] The at least one polyisocyanate used in the process according to the invention is present in an amount corresponding to 1 to 15% by weight of the oil phase, preferably 2 to 8% by weight, more preferably 2 to 6% by weight.

[0232] At least one polyisocyanate is dissolved in oil containing fragrance or flavor in certain embodiments. The oil can contain additional oil-soluble benefit agents that are co-encapsulated with the fragrance and flavor to provide additional benefits in addition to the fragrance or flavor association. Non-limiting examples include ingredients such as cosmetics, skin care, malodor neutralizing ingredients, bactericides, fungicides, pharmaceutical or pesticide ingredients, diagnostic agents and / or pest repellents or attractants and mixtures thereof.

[0233] According to one embodiment, the method of the invention comprises the use of an anionic or amphiphilic biopolymer in the preparation of the aqueous phase. The above defined materials include in particular proteins and polysaccharides. The biopolymer is preferably constituted in an amount ranging from 0.1 to 5.0% by weight of the microcapsule slurry, preferably from 0.5 to 2% by weight of the microcapsule slurry.

[0234] The above ranges also apply when the process involves the use of a charged emulsifier.

[0235] According to a first embodiment, the charged emulsifier used in step b) is an anionic emulsifier, which forms an anionic surface when step d) is completed.

[0236] According to one embodiment, the anionic emulsifier is selected from the group consisting of polyvinyl alcohol, polyvinylpyridone, gum acacia, casein, sodium caseinate, soy protein, rice protein, whey protein, egg albumin, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, sugar beet pectin, gelatin and mixtures thereof.

[0237] According to a particular embodiment, the anionic emulsifier is gum acacia.

[0238] According to a second embodiment, a cationic emulsifier is used in step b) to form a cationic surface when step d) is completed.

[0239] Non-limiting examples of cationic emulsifiers include, for example, cationically modified polyvinyl alcohol (eg, Kuraray's Cationic C-506) or chitosan.

[0240] According to this embodiment, the method further comprises the step of coating an anionic polyelectrolyte layer to provide the negatively charged surface necessary to induce inorganic crystal growth.

[0241] To enhance the adsorption of inorganic precursors onto anionic functionally terminated surfaces, such surfaces can be modified by the adsorption of polyelectrolyte multilayer scaffolds.

[0242] Thus, according to one embodiment, the method comprises, after step d) or after step e), a further step consisting of coating at least one cationic polyelectrolyte layer and at least one anionic polyelectrolyte layer, the terminal layer being an anionic polyelectrolyte layer, forming an anionic functional terminal surface.

[0243] According to this embodiment, a cationic polyelectrolyte layer is disposed on the anionic surface, the anionic polyelectrolyte layer being the final layer forming the anionic functional terminal surface onto which the inorganic precursors are adsorbed.

[0244] Oppositely charged polyelectrolytes can be sequentially coated onto the microcapsules using layer-by-layer polyelectrolyte deposition to provide a multilayer polyelectrolyte scaffold for adsorption of inorganic precursors.

[0245] According to the present invention, the number of layers of the polyelectrolyte scaffold is not particularly limited.

[0246] According to certain embodiments, the polyelectrolyte scaffold consists of two pairs of oppositely charged polyelectrolyte layers.

[0247] That is, according to this embodiment, after step d) or step e), the method further comprises: - applying a cationic polyelectrolyte layer C1 onto the anionic layer; - applying an anionic polyelectrolyte layer A1 onto the cationic polyelectrolyte layer C1; - applying a cationic polyelectrolyte layer C2 onto the anionic polyelectrolyte layer A1; applying an anionic polyelectrolyte layer A2 onto the cationic polyelectrolyte layer C2, thereby forming an anionic functional terminal surface onto which the mineral precursors are adsorbed; Includes.

[0248] According to one embodiment, the cationic polyelectrolyte layer is selected in the group consisting of poly(allylamine hydrochloride), poly-L-lysine and chitosan.

[0249] According to another embodiment, the anionic polyelectrolyte layer is selected in the group consisting of poly(sodium 4-styrenesulfonate) (PSS), polyacrylic acid, polyethyleneimine, humic acid, carrageenan, acacia gum and mixtures thereof.

[0250] According to a particular embodiment, the anionic polyelectrolyte layer is PSS.

[0251] According to a particular embodiment, the method comprises, after step h), a further step consisting of hydrolysis of the mineral layer, which can be carried out, for example, by the addition of sodium hydroxide.

[0252] Another subject of the invention is a method for preparing a microcapsule powder, comprising the steps defined above and an additional step iii) consisting of subjecting the slurry obtained in step iii) to drying, such as spray drying, to provide the microcapsules as such, i.e. in powder form. It is understood that any standard method known to the skilled artisan to carry out such drying is applicable. In particular, the slurry can 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, alginate, carrageenan or cellulose derivatives, to provide the microcapsules in powder form.

[0253] According to a particular embodiment, the carrier material comprises free perfume oil, which may be the same or different from the perfume from the core of the microcapsule.

[0254] However, other drying methods such as extrusion, plating, spray granulation, fluidized bed or even drying at room temperature using materials (carriers, desiccants) that meet certain criteria as disclosed in WO 2017 / 134179 can be mentioned.

[0255] Microcapsule slurry / Microcapsule powder The microcapsule slurry or the microcapsules obtainable by the process defined above are also subject of the present invention.

[0256] Another subject of the present invention is a microcapsule powder obtainable by drying the microcapsule slurry defined above.

[0257] Perfumed compositions and consumer products The microcapsules of the invention can be used in combination with active ingredients. The subject of the invention is therefore (i) microcapsules or a microcapsule slurry as defined above; (ii) an active ingredient, preferably selected from the group consisting of cosmetic ingredients, skin care ingredients, fragrance ingredients, flavor ingredients, malodor neutralizing ingredients, bactericidal ingredients, fungicidal ingredients, pharmaceutical or agricultural chemical ingredients, disinfecting ingredients, insect repellents or insect attractants, and mixtures thereof; The composition comprises:

[0258] flavored consumer products The capsules of the present invention exhibit good performance in terms of stability in restrictive media.

[0259] Another subject of the present invention is (i) a microcapsule or microcapsule slurry as defined above, wherein the oil comprises a perfume; (ii) at least one ingredient selected from the group consisting of perfume carriers, perfume co-ingredients, and mixtures thereof; (iii) optionally at least one flavor adjuvant; The fragrance composition comprises:

[0260] As liquid perfume carriers, non-limiting examples may include emulsifying systems, i.e. systems of solvents and surfactants, or solvents commonly used in perfumery. A detailed description of the nature and type of solvents commonly used in perfumery cannot be exhaustive. However, non-limiting examples may include 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 that include both perfume carriers and perfume co-ingredients, other suitable perfume carriers other than those specified above may also be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trade name Isopar® (manufacturer: Exxon Chemical) or glycol ethers and glycol ether esters such as those known under the trade name Dowanol® (manufacturer: Dow Chemical Company). By "perfume co-ingredient" is meant here a compound that is used in perfumed preparations or compositions to impart a hedonic effect and is not a microcapsule as defined above. In other words, to be considered a perfuming ingredient, such a co-ingredient must not merely have an odor, but must be recognized by those skilled in the art as being at least capable of imparting or modifying the odor of the composition in a positive or pleasant way.

[0261] The nature and type of perfuming co-ingredients present in the perfuming composition do not warrant a more detailed description here, and in any case are not exhaustive, and the skilled person can select them based on his general knowledge according to the intended use or application and the desired organic effect. In general terms, these perfuming co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds and essential oils, and said perfuming co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are listed everywhere in reference texts such as the book Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, by S. Arctander, or its latest edition, or other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that said co-ingredients may be compounds known to release various types of perfuming compounds in a controlled manner. The co-ingredients are 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-ylhexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl)succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methyl undec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(octan-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylbenzylidene)oxy)-3-methoxybenzaldehyde or mixtures thereof.

[0262] By "perfume adjuvant" is meant here an ingredient capable of imparting additional benefits such as color, specific light resistance, chemical stability, etc. It is not possible to comprehensively describe in detail the nature and type of adjuvants commonly used in perfume bases, but it should be mentioned that the aforementioned ingredients are well known to those skilled in the art.

[0263] Preferably, the perfuming composition according to the invention comprises 0.01 to 30% by weight of microcapsules as defined above.

[0264] The microcapsules of the present invention can be advantageously used in many fields of application and can be used in consumer products: they can be used in liquid form applicable to liquid consumer products, but also in powder form applicable to powder consumer products.

[0265] According to a particular embodiment, the consumer product as defined above is a liquid, a) 2 to 65% by weight, based on the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; c) a microcapsule slurry or microcapsules as defined above; d) optionally with non-encapsulated flavorings; Includes.

[0266] According to a particular embodiment, the consumer product as defined above is in the form of a powder, a) 2 to 65% by weight, based on the total weight of the consumer product, of at least one surfactant; b) a microcapsule powder as defined above; c) Optionally, a flavor powder different from the microcapsules defined above. Includes.

[0267] In the case of microcapsules containing a perfume oil-based core, the product of the invention can be used in perfumed consumer products, such as those belonging in particular to fine fragrances or "functional" perfumery. Functional perfumery includes in particular personal care products, including hair care, body cleansing, skin care, hygiene care, and home care products, including laundry care, surface care and air care. Another subject of the invention therefore consists of perfumed consumer products, which contain as perfuming ingredient the microcapsules defined above or the perfuming composition defined above. The perfume element of the aforementioned consumer product may be a combination of perfume microcapsules defined above with free or non-encapsulated perfume, as well as types of perfume microcapsules other than those disclosed herein.

[0268] In particular, liquid consumer products, a) 2 to 65% by weight, based on the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; c) a perfuming composition as defined above; A liquid consumer product comprising the compound is another object of the present invention.

[0269] Also, a powdered consumer product comprising: (a) 2 to 65 weight percent of at least one surfactant, based on the total weight of the consumer product; (b) a perfuming composition as defined above; A powdered consumer product comprising the compound is also part of the invention.

[0270] Thus, the microcapsules of the present invention can be added by themselves or as part of the perfuming composition of the present invention in perfumed consumer products.

[0271] For the sake of clarity, it is necessary to mention that by "perfumed consumer product" is meant a consumer product that is expected to provide, among other benefits, a perfuming effect on the surface to which it is applied (e.g. skin, hair, textiles, paper or household surfaces) or in the air (fragrances, deodorants, etc.) In other words, a perfumed consumer product according to the present invention is a manufactured product that comprises a functional formulation, also called a "base", together with a benefit agent, among other things an effective amount of the microcapsules according to the present invention.

[0272] The nature and type of other ingredients of the perfumed consumer product do not warrant a more detailed description here, and in any case are not exhaustive, and a person skilled in the art can select them according to the nature and desired effect of the aforementioned product based on general knowledge. The base formulations of consumer products that can incorporate the microcapsules of the present invention can be found in the abundant literature related to such products. These formulations do not warrant a more detailed description here, and in any case are not exhaustive. A person familiar with the technology of formulation of such consumer products is entirely able to select suitable ingredients based on general knowledge and available literature.

[0273] Non-limiting examples of suitable perfumed consumer products include fragrances, such as fine fragrances, colognes, aftershaves, body splashes; fabric care products, such as liquid or solid detergents, tablets and unit doses (single or multi-chamber), fabric softeners, dryer sheets, fabric refreshers, ironing waters, or bleach; personal care products, such as hair care products (e.g., shampoos, hair conditioners, colorants, or hairsprays), cosmetics (e.g., vanishing creams, body lotions, or deodorants), and the like. or antiperspirants), or skin care products (e.g. perfumed soaps, shower or bath smoothes, body washes, oils or gels, bath salts, or hygiene products); air care products, e.g. air fresheners or "ready to use" powdered air fresheners; or home care products, e.g. all-purpose cleaners, liquid or powder or tablet dishwashing detergents, toilet cleaners or products for cleaning various surfaces, e.g. sprays & wipes for treating / restoring textiles or hard surfaces (floors, tiles, stone floors, etc.); hygiene products, e.g. sanitary napkins, diapers, toilet paper.

[0274] Another subject of the invention is a consumer product, comprising: - a personal care active base; - a microcapsule or a microcapsule slurry as defined above, or a perfuming composition as defined above, Including, The consumer product is in the form of a personal care composition; It is a consumer product.

[0275] The personal care active bases in which the microcapsules of the present invention can be incorporated can be found in the abundant literature on such products.These formulations do not warrant a more detailed description here, and are in any case not exhaustive.Those familiar with the technology of formulating such consumer products are entirely capable of selecting the appropriate ingredients based on general knowledge and available literature.

[0276] The personal care composition is preferably selected in the group consisting of a hair care product (e.g., a shampoo, a hair conditioner, a coloring agent or a hair spray), a cosmetic product (e.g., a vanishing cream, a body lotion or a deodorant or an antiperspirant), or a skin care product (e.g., a perfumed soap, a shower or bath smooth, a body wash, an oil or gel, a bath salt, or a hygiene product).

[0277] Another subject of the invention is a consumer product, comprising: - a home care or fabric care active base; - a microcapsule or a microcapsule slurry as defined above, or a perfuming composition as defined above, The consumer product is in the form of a home care or fabric care composition; It is a consumer product.

[0278] Home care or fabric care active bases in which the microcapsules of the present invention can be incorporated can be found in the extensive literature on such products. These formulations do not warrant a more detailed description here, and are in any case not exhaustive. Those familiar with the art of formulating such consumer products are entirely capable of selecting the appropriate ingredients based on general knowledge and available literature.

[0279] Preferably, the consumer product comprises 0.1 to 15% by weight, more preferably 0.2 to 5% by weight, of the microcapsules of the invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adapted according to the beneficial effect desired for each product.

[0280] A subject of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising a microcapsule or a microcapsule slurry as defined above, wherein the consumer product has a pH of less than 7.

[0281] A subject of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising a microcapsule or a microcapsule slurry as defined above, which consumer product has a pH equal to or greater than 7.

[0282] In the case of liquid consumer products described below, by "active base" it is understood that the active base comprises active ingredients (which typically include surfactants) and water.

[0283] In the case of solid consumer products, as described below, by "active base" it is understood that the active base includes active materials (which typically include surfactants) and adjuvants (e.g., bleaches, buffers; builders; soil release or soil suspension polymers, granular enzyme particles, corrosion inhibitors, antifoam agents, sud suppressing agents, dyes, fillers, and mixtures thereof).

[0284] Fabric Softener The subject of the present invention is a consumer product in the form of a fabric softener composition comprising: a fabric softener active base, preferably comprising at least one active material selected from the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (ester quats), Hamburg ester quats (HEQ), TEAQ (triethanolamine quats), silicones and mixtures thereof, the active base being preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0285] Liquid detergent The subject of the present invention is a consumer product in the form of a liquid detergent composition comprising: - a liquid detergent active base, preferably comprising at least one active material selected from the group consisting of anionic surfactants, such as alkylbenzenesulfonates (ABS), secondary alkylsulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES) and non-ionic 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 polyglucosamides, the active base being preferably used in an amount comprised between 85 and 99.95% (by weight), based on the total weight of the composition, - a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0286] Solid detergent The subject of the present invention is a consumer product in the form of a solid detergent composition comprising: - a solid detergent active base, preferably comprising at least one active material selected from the group consisting of anionic surfactants, such as alkylbenzenesulfonates (ABS), secondary alkylsulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES) and non-ionic 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 polyglucosamides, the active base being preferably used in an amount comprised between 85 and 99.95% (by weight), based on the total weight of the composition, a microcapsule powder or a microcapsule slurry as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0287] Shampoo / Shower gel The subject of the present invention is a consumer product in the form of a shampoo or shower gel composition comprising: a shampoo or shower gel active base, preferably comprising at least one active material selected from the group consisting of sodium alkyl ether sulfates, ammonium alkyl ether sulfates, alkyl amphoacetates, cocamidopropyl betaine, cocamide MEA, alkyl glucosides and amino acid-based surfactants and mixtures thereof, the active base being preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition, - a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0288] Rinse-off conditioner The subject of the present invention is a consumer product in the form of a rinse-off conditioner composition comprising: - a rinse-off conditioner active base, preferably comprising at least one active material selected from the group consisting of cetyltrimonium chloride, stearyltrimonium chloride, benzalkonium chloride, behentrimonium chloride and mixtures thereof, the active base being preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0289] Solid Scent Booster The subject of the present invention is a consumer product in the form of a solid scent booster composition comprising: - solid carriers preferably selected in the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolites, sodium carbonate, sodium hydrogen carbonate, clays, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, monosaccharides, disaccharides, 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, a microcapsule slurry or microcapsules as defined above, in powder form, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; - Optionally free perfume oil.

[0290] Liquid Scent Booster The subject of the present invention is a consumer product in the form of a liquid scent booster composition comprising: - aqueous phase, - a surfactant system consisting essentially of one or more non-ionic surfactants, the surfactant system having an average HLB between 10 and 14, preferably selected in the group consisting of ethoxylated fatty alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, mono- and polyglyceryl esters, sucrose ester compounds, polyoxyethylene hydroxyl esters, alkyl polyglucosides, amine oxides and combinations thereof, - a linker selected from the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxyl carboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10 and mixtures thereof, and - the microcapsule slurry or the microcapsules as defined above, in the form of a slurry, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0291] Hair Coloring The subject of the present invention is a consumer product in the form of an oxidative hair colouring composition comprising: - an oxidizing phase comprising an oxidizing agent and an alkaline phase comprising an alkalizing agent, a dye precursor and a coupling compound, said dye precursor and said coupling compound forming, in the presence of the oxidizing agent, an oxidative hair dye, preferably in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsules or a microcapsule slurry as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - Optionally free perfume oil.

[0292] Perfuming composition According to a particular embodiment, the consumer product is in the form of a perfumed composition comprising: - 0.1 to 30%, preferably 0.1 to 20%, of microcapsules or a microcapsule slurry as defined above, - 0-40%, preferably 3-40% fragrance, and - 20 to 90%, preferably 40 to 90%, of ethanol, based on the total weight of the perfuming composition.

[0293] flavored consumer products The end product is in particular a food, pet food or feed product.

[0294] Because the particles of the invention comprise a hydrophobic coating, they are particularly advantageous for dry foods that are easily rehydrated, such as instant drinks (PSD, chocolate, coffee), confectioneries such as chewing gum, instant noodles or soup stock cubes.

[0295] The particles of the present invention are particularly advantageous in foods with relatively high water activity such as instant meals, meat analogues, microwaveable foods, pasta boxes, and the like.

[0296] The particles of the present invention can be used in vegetarian meat analogs or meat substitutes, vegetarian burgers, sausages, patties, chicken imitation nuggets..., meat products (e.g., processed meats, chicken, beef, pork, ham, fresh sausage or fresh meat preparations, spiced or marinated fresh or preserved meat products, reshaped meats), or expanded meat products using combinations of animal and vegetable proteins in various ratios, often co-extruded or textured vegetable and animal protein mixtures.

[0297] For the purposes of the present invention, meat includes lean meats such as beef, pork, mutton, lamb, game and poultry such as turkey, goose and duck. Preferably, the food product of the present invention is a meat selected from beef, chicken and pork.

[0298] Nevertheless, the particles of the invention may also be of particular interest in the following example products: Baked goods (e.g. bread, dry biscuits, cakes and other baked goods); Non-alcoholic beverages (e.g. carbonated soft drinks, bottled water, sports / energy drinks, fruit juices, vegetable juice preparations), Alcoholic beverages (e.g. beer and malt beverages, spirits); Instant drinks (e.g. instant vegetable drinks, powdered soft drinks, instant coffee and instant tea), Cereal products (e.g. breakfast cereals, pre-cooked rice products, rice flour products, grain and sorghum products, fresh or cooked noodle and pasta products); Dairy products (e.g. fresh cheese, soft cheese, hard cheese, milk drinks, whey, butter, partially or totally hydrolyzed milk protein-containing products, fermented milk products, condensed milk and similar products), Dairy-based products (e.g. fruit or flavoured yoghurt, ice cream, fruit ice cream) Confectionery products (e.g. chewing gum, hard candy, soft candy) Chocolate and compound coatings Products based on fats or oils or their emulsions (e.g. mayonnaise, spreads, margarines, shortenings, remoulades, dressings, spice preparations); Spiced, marinated or processed fish products (e.g. fish sausages, minced fish), Eggs or egg products (dried eggs, egg whites, egg yolks, custard), Desserts (e.g. gelatin and puddings) Products made from soy proteins or other soy fractions (e.g. soy milk and products made therefrom, preparations containing soy lecithin, fermented products or products made therefrom such as tofu or tempeh, soy sauce); Vegetable preparations (e.g. ketchups, sauces, processed and reconstituted vegetables, dehydrated vegetables, frozen vegetables, cooked vegetables, pickled vegetables, vegetable concentrates or pastes, cooked vegetables, potato preparations); · Vegetarian meat substitutes, vegetarian burgers, Spices or spice preparations (e.g. mustard preparations, horseradish preparations), spice mixtures, in particular condiments used, for example, in the snack food sector, Snack products (e.g. baked or fried potato chips or potato dough products, bread dough products, extrusions based on corn, rice or ground nuts), Meat products (e.g. processed meats, poultry, beef, pork, ham, fresh sausages or fresh meat preparations, spiced or marinated fresh or preserved meat products, reshaped meats); Ready-to-eat meals (e.g. instant noodles, rice, pasta, pizza, tortillas, wraps) and soups and broths (e.g. stocks, savory cubes, dry soups, instant soups, prepared soups, retort soups), sauces (instant sauces, dry sauces, pre-made sauces, gravies, sweet sauces).

[0299] Preferably, the particles according to the present invention are intended to be used in products selected from the group consisting of baked goods, instant drinks, cereal products, dairy products, dairy-based products, fat-based products or emulsions thereof, desserts, vegetable preparations, vegetarian meat substitutes, spices and seasonings, snacks, meat products, ready meals, soups and broths and sauces.

[0300] According to certain embodiments, the flavored product is selected from the group consisting of meat and / or fish based food or analogues, stocks, savory cubes, powder mixes, beef or pork based products, seafood, surimi, instant noodles, rice, soups, sauces, ready-made meals, frozen or refrigerated pizza, pasta, potato flakes or fries, noodles, potato / tortilla chips, microwave popcorn, nuts, pretzels, mochi, rice crackers, fermented dairy analogue beverages, acidified dairy analogue beverages, non-fermented dairy analogue beverages, cheese or cheese analogues, yogurt or yogurt analogues, dietary supplements, nutritional bars, cereals, ice cream, non-dairy ice cream, confectionery products, chewing gum, hard boiled candy and powdered beverages.

[0301] According to one embodiment, the food, pet food or feed product comprises 0.01 to 10 wt. %, preferably 0.1 to 5 wt. % of the particles according to the invention.

[0302] Typically the food, pet food or feed product further comprises protein, in particular vegetable protein or animal protein and mixtures thereof.

[0303] Advantageously, the vegetable protein is preferably chosen from among soy protein, corn, pea, canola, sunflower, sorghum, rice, amaranth, potato, tapioca, arrowroot, chickpea, lupin, canola, wheat, oat, rye, barley and mixtures thereof.

[0304] The particles of the present invention are particularly suitable for extruded and / or baked food, pet food or feed products, more particularly comprising animal and / or vegetable proteins. Typically, the aforementioned extruded and / or baked food, pet food or feed products can be selected from meat and / or fish-based food or analogues and mixtures thereof (in other words, meat-based food and / or fish-based food or meat analogues or fish analogues and mixtures thereof); extruded and / or baked analogues or extruded and / or baked fish analogues are preferred. Non-limiting examples of extruded and / or baked food, pet food or feed products are snack products or extruded vegetable proteins, which are intended to texture the proteins from which meat analogues (e.g. hamburgers) are prepared. The powder composition can be added before or after extrusion to either non-extruded vegetable protein isolates / concentrates or textured vegetable proteins from which hamburgers or nuggets (etc.) are formed.

[0305] The invention will now be further illustrated by examples, it being understood that the invention as claimed is in no way intended to be limited by these examples.

[0306] Working Example Example 1 Preparation of Biopolymer-Based Capsules According to the Invention Protocol 1 Microcapsules A1, B and C were prepared according to the following protocol.

[0307] 1) Dissolve sodium caseinate and / or whey protein in purified water at room temperature. 2) Slowly add calcium chloride (aqueous solution) to the protein solution and stir at room temperature for approximately 15 minutes. 3) Combine the emulsifier solution with perfume oil (see Table 2) containing polyisocyanate (Takenate® D-110N) and homogenize (10,000 rpm, 2 minutes). 4) The emulsion is then transferred to a reactor, the pH adjusted to about 6.5w with NaOH, and heated to 45°C. 5) Add transglutaminase (aqueous solution) to the reactor and stir at 45° C. for 3 hours. 6) Adjust the pH to about 5.4w with HCl, then heat to 85°C. 7) The reactor is stirred at 85°C for 60 minutes and then cooled to room temperature.

[0308] [Table 1]

[0309] Protocol 2 Microcapsules A2 were prepared according to the following protocol.

[0310] Benzene-1,3,5-tricarbonyl chloride (1.73 g) was dissolved in benzyl benzoate (5 g). Sodium caseinate (2 g) was dispersed in benzyl benzoate (5 g) and the dispersion was kept under stirring at 60° C. for 1 hour. Both oil phases were mixed together and stirred at room temperature for 10 minutes and then added to perfume oil A (25 g - see Table 2) at room temperature to form the oil phase. The oil phase was mixed with a solution of L-lysine (2.53 g) in tap water (94.17 g). The reaction mixture was stirred with an Ultra Turrax at 24,000 rpm for 30 seconds to obtain an emulsion. Ethylenediamine (0.12 g) and diethylenetriamine (0.22 g) were dissolved in tap water (5 g) and this solution was added dropwise to the emulsion over a period of 5 minutes. The reaction mixture was stirred at 60° C. for 4 hours to obtain a white dispersion.

[0311] [Table 2]

[0312] 15 g of microcapsule slurry (obtained in Protocol 1 or Protocol 2) are diluted with 135 g of alkaline buffer (pH 9) (for Protocol 1) or acetate buffer pH 4 (for Protocol 2) and 4.5 mL of 0.3 molar barium nitrate solution are added. The mixture is stirred at 250 rpm with an anchor type stirrer in a closed reactor until the barium ions have had enough time to interact with the anionic surface of the microcapsules.

[0313] (i) 4.5 mL of 0.3 molar sodium sulfate solution is added slowly via syringe pump over 60 minutes (75 μL / min) to initiate nucleation of inorganic material on the capsule surface by precipitating barium cations with sulfate anions, followed by stirring for an additional 60 minutes.

[0314] (ii) Then, 7.5 mL equal volumes of 0.3 molar barium nitrate solution and 0.3 molar sodium sulfate solution are added simultaneously slowly via syringe pump (125 μL / min each) over a period of 60 minutes, followed by stirring for 1 hour to allow further precipitation of minerals.

[0315] (iii) 30 mL equal volumes of 0.3 molar barium nitrate and 0.3 molar sodium sulfate solutions are then added simultaneously slowly over 120 minutes (250 μL / min), followed by stirring for 60 minutes to allow further precipitation of the mineral. This process is repeated two more times, producing in this example a robust mineral shell. The additions can be systematically repeated to obtain the desired mineral shell thickness and properties.

[0316] [Table 3]

[0317] Example 2 Preparation of biopolymer-based capsules (B) according to the present invention Microcapsules B were prepared using Protocol 1 similar to that described in Example 1, with the composition reported in Table 1, except that biomineralization of the capsules was carried out using the precursor strontium phosphate mineral described in Table 4.

[0318] [Table 4]

[0319] Example 3 Preparation of biopolymer-based capsules (C) according to the present invention Microcapsules C were prepared using Protocol 1 similar to that described in Example 1 with the composition reported in Table 1, except that biomineralization of the capsules was carried out using the precursor magnesium carbonate mineral listed in Table 5.

[0320] [Table 5]

[0321] Example 4 Preparation of biopolymer-based control capsules (X) Control microcapsules X were prepared using Protocol 1 similar to that described in Example 1 with the composition reported in Table 1, except that the control capsules were unmodified (i.e., not mineralized).

[0322] Example 5 Capsule characterization and attachment results Microscopic observation of capsules: To image the microcapsules, the dilute capsule slurry was dried onto carbon tape, which was adhered to an aluminum stub and then sputter coated with gold / palladium plasma. The stub was placed in a scanning electron microscope (JEOL 6010 PLUS LA) and analyzed. Images of Capsule A1, Capsule A2, Capsule B, and Capsule C are shown in Figure 1a, Figure 1b, Figure 2, and Figure 3, respectively, and demonstrate that stable and robust rough mineralized microcapsules can be produced by growing a crystalline mineral coating on a smooth polyurea microcapsule scaffold.

[0323] In contrast, comparative microcapsule X has a smooth, unmodified surface (Figure 4).

[0324] Hair Adhesion Test: The following procedure was used to quantify attachment to hair. A 500 mg mini hair swatch was wetted with 40 mL tap water (37-39 °C) in a 140 mL syringe toward the mount. Excess water was gently squeezed out once, and 0.1 mL of a model surfactant mixture containing microcapsules loaded with a UV tracer (Uvinul A Plus) was applied with a 100 μL positive displacement pipette. The surfactant mixture was dispensed 10 times horizontally and 10 times vertically. The swatch was then rinsed with 100 mL tap water (37-39 °C) and 50 mL was applied to each side of the swatch toward the mount. Excess water was gently squeezed out, and the swatch was cut into pre-weighed 20 mL scintillation vials. This process was repeated two more times, and then the vials with the cut hair were dried in a vacuum oven at 50-60 °C (100 Torr) for at least 5 h. After the drying process, the vials were weighed again to measure the mass of hair in them. Controls were also prepared by adding 0.1 mL of the model surfactant mixture with capsules to empty vials. 4 mL of 200 proof ethanol was then added to each vial and they were subjected to sonication for 60 minutes. After sonication, the samples were filtered through a 0.45 μm PTFE filter and analyzed by HPLC using a UV detector. To measure the rate of microcapsule attachment from the model surfactant mixture, the amount of Uvinul extracted from the hair samples was compared to the amount of Uvinul extracted from the control samples.

[0325] [Table 6]

[0326] Hair deposition was measured from this simplified model surfactant mixture, intended to be representative of a personal cleansing formulation such as a shampoo or shower gel, and the results are shown in Figure 5 for Capsule A1 and in Figure 6 for Capsule B.

[0327] The data shown in Figure 5 demonstrates that the addition of a barium sulfate mineral layer to anionic biopolymer stabilized capsules significantly increases adhesion to hair swatches from 1.8% for control capsule X to over 5.8% for mineralized capsule A1 at standard formulation pH, and can reach adhesion rates as high as 12% at pH 4. Capsules according to the invention promote adhesion up to three times more than prior art capsules, with the benefit being demonstrable from pH 4 to pH 7.

[0328] The data shown in Figure 6 demonstrates that the addition of a strontium phosphate mineral layer to anionic biopolymer stabilized capsules significantly increases adhesion to hair swatches at standard formulation pH from 2.4% for control capsule X to over 13.6% for mineralized capsule B. Capsules according to the invention promote adhesion by up to 5.6 times over prior art capsules, with the benefit being demonstrable from pH 5 to pH 7.

[0329] Fabric Adhesion Test For quantitative adhesion of microcapsules to fabric, 1.0 g of cotton towel swatches were subjected to a laundry simulation process miniaturized for rapid screening. A 50 mL centrifuge tube was used as a model laundry vessel, and an IKA high-speed (stationary) vortex was used to simulate the operation of the washing machine. 30 mL of tap water (room temperature) was placed in the centrifuge tube, and 100 μL of laundry care base containing the UV tracer-loaded microcapsules was added using a positive displacement pipette. 1.0 g of clean white cotton towels were placed in the centrifuge tube, which was then capped and placed on a vortex for 30 seconds to thoroughly mix the contents. To examine adhesion from the fabric softener, the liquid was then poured off and the towel swatch was gently squeezed by rolling it gently over the surface of the pipette to push out excess water without squeezing the capsules, and the swatch was line-dried overnight. For testing from detergent, the swatches were further submerged in 30 mL of clean tap water and vortexed to simulate a rinse cycle for another 30 seconds, then the water was emptied, the towels were squeezed with a pipette to remove excess water, and line dried overnight. The dried swatches were then submerged in 10 mL of ethanol (HPLC grade, 200 proof) and sonicated in an ultrasonic bath for 1 hour to rupture the capsules and extract the deposited oil containing Uvinul A+ UV tracer. At the same time, a control of 100 μL of fabric softener base containing capsules was placed in a scintillation vial with 4 mL of ethanol and extracted by sonication to measure the total amount of oil loaded into the miniature laundry simulator. The ethanol containing the UV tracer extracted from the oil was passed through an HPLC (Luna C8 column) with a UV-Vis detector and the oil content extracted from each sample was back-calculated. The oil value of the control was compared to the oil value found on the fabric swatch (taking into account dilution) to determine the percentage of total oil deposited on the fabric. The quantitative deposition evaluation results for the fabric softener are shown in Figure 7. The detergent results are shown in Figure 8.

[0330] The data shown in Figure 7 indicates that the addition of a barium sulfate mineral layer to the anionic biopolymer stabilized capsules improves the elasticity of the fabric. SoftenerIt was demonstrated that adhesion to the fabric from the substrate increased significantly from 61% for control capsule X to 82% for mineralized capsule A1, representing a 31% increase in oil adhesion.

[0331] The data shown in Figure 8 demonstrates that the addition of a barium sulfate mineral layer to the anionic biopolymer stabilized capsules significantly increases the deposition of fabric from the detergent base from 56% for control capsule X to 77% for mineralized capsule A1, representing a 37% increase in deposited oil.

[0332] Example 6 Stability in low pH surfactant compositions FIG. 9 represents a scanning electron micrograph of a mineralized microcapsule according to the invention (capsule A1) incubated for one month in a fabric softener composition according to Table 1.

[0333] Example 7 Fabric Softener Composition The microcapsules of the present invention were dispersed in a fabric softener composition to give a concentration of 0.116% encapsulated perfume oil.

[0334] [Table 7]

[0335] Example 8 Liquid detergent composition The microcapsules of the present invention were dispersed in a liquid detergent base to give a concentration of 0.22% encapsulated perfume oil.

[0336] [Table 8]

[0337] Example 9 Unit Dose Formulations A sufficient amount of the exemplary microcapsules is weighed out and mixed in a unit dose formulation to add the equivalent of 0.2% flavor.

[0338] The unit dose formulation can be contained in a PVOH (polyvinyl alcohol) film.

[0339] [Table 9]

[0340] Example 10 Rinse-off conditioner The microcapsules of the present invention were dispersed in a rinse-off conditioner base to give a concentration of 0.5% encapsulated perfume oil.

[0341] [Table 10]

[0342] Example 11 Shampoo Composition The microcapsules of the present invention are weighed and mixed into a shampoo composition, and a fragrance equivalent to 0.2% is added.

[0343] [Table 11-1] [Table 11-2]

[0344] Example 12 Antiperspirant roll-on emulsion composition The microcapsules of the present invention are weighed and mixed into an antiperspirant roll-on emulsion composition, and a fragrance equivalent to 0.2% is added.

[0345] [Table 12]

[0346] Parts A and B are heated separately to 75°C, part A is added to part B under stirring and the mixture is homogenized for 10 minutes. The mixture is then cooled under stirring and when the mixture reaches 45°C, part C is added slowly with stirring and when the mixture reaches 35°C, part D is added slowly with stirring. The mixture is then cooled to room temperature.

[0347] Example 13 Deodorant spray composition The microcapsules of the present invention are weighed and mixed into an antiperspirant roll-on emulsion composition, and a fragrance equivalent to 0.2% is added.

[0348] [Table 13]

[0349] Mix and dissolve all ingredients according to the order in Table 11. Then fill into aerosol cans, crimp and add propellant (Aerosol Fill: 40% active solution 60% propane / butane 2.5 bar).

[0350] Example 14 Shower gel composition The microcapsules of the present invention are weighed and mixed into the following composition, and a fragrance equivalent to 0.2% is added.

[0351] [Table 14]

[0352] Example 15 Dentifrice formulations A sufficient amount of microcapsule slurry M (prepared according to Protocol 1 disclosed in Example 1, except that the menthol flavor is encapsulated) is weighed out and mixed in the following composition to add the flavor equivalent to 0.2%:

[0353] [Table 15]

[0354] Example 16 Dicalcium phosphate-based dentifrice formulations A sufficient amount of microcapsule slurry M (prepared according to Protocol 1 disclosed in Example 1, except that the menthol flavor is encapsulated) is weighed out and mixed in the following composition to add the flavor equivalent to 0.2%:

[0355] [Table 16]

[0356] Example 17 Mouthwash Alcohol-free formula A sufficient amount of microcapsule slurry M (prepared according to Protocol 1 disclosed in Example 1, except that the menthol flavor is encapsulated) is weighed out and mixed in the following composition to add the flavor equivalent to 0.2%:

[0357] [Table 17]

[0358] Example 18 Mouthwash formulations A sufficient amount of microcapsule slurry M (prepared according to Protocol 1 disclosed in Example 1, except that the menthol flavor is encapsulated) is weighed out and mixed in the following composition to add the flavor equivalent to 0.2%:

[0359] [Table 18]

Claims

1. a) a core containing a hydrophobic material, preferably a fragrance, preferably an oil core, and b) a shell having a charged functional terminal surface, and c) an inorganic layer on the charged functional terminal surface In an inorganic core-shell microcapsule comprising: The inorganic layer contains at least one salt selected from the group consisting of barium salts, strontium salts, magnesium salts, and mixtures thereof. An inorganic core-shell microcapsule characterized by this.

2. The inorganic core-shell microcapsule according to claim 1, wherein the salt is selected from the group consisting of barium sulfate, strontium sulfate, strontium carbonate, strontium phosphate, magnesium phosphate, magnesium carbonate, and mixtures thereof.

3. The terminal surface is an anionic surface, and the microcapsule contains a polyelectrolyte scaffold between the anionic surface and the inorganic layer. The polyelectrolyte scaffold contains at least one cationic polyelectrolyte layer and at least one anionic polyelectrolyte layer, provided that the terminal layer is an anionic polyelectrolyte layer. The microcapsule according to claim 1.

4. The shell is a polymer shell containing a material selected from the group consisting of polyurea, polyurethane, polyamide, polyhydroxyalkanoate, polyacrylate, polyester, polyaminoester, polyepoxide, polysiloxane, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin crosslinked with polyisocyanate or aromatic polyol, melamine urea resin, melamine glyoxal resin, gelatin / arabic gum shell wall, and mixtures thereof. The microcapsule according to claim 1.

5. The microcapsule according to claim 1, wherein the core is preferably an oil core containing perfume oil.

6. A method for preparing the inorganic core-shell microcapsule according to any one of claims 1 to 5, comprising: (i) preparing a core-shell microcapsule slurry containing microcapsules having a charged functional terminal surface; and (ii) adsorbing at least one inorganic precursor on the charged surface. (iii) applying conditions suitable for inducing inorganic crystal growth on the charged surface to form an inorganic layer comprising wherein the inorganic precursor is adsorbed onto the charged surface by incubating the core-shell microcapsule slurry obtained in step (i) in at least one inorganic precursor solution, and the inorganic precursor solution is selected from the group consisting of barium salt solutions, strontium salt solutions, magnesium salt solutions, phosphate-based salt solutions, sulfate-based salt solutions, carbonate-based salt solutions, and mixtures thereof method **Claim 7** The method according to claim 6, wherein the microcapsule core-shell slurry in step (i) is formed by interfacial polymerization or precipitation in the presence of a charged emulsifier **Claim 8** The method according to claim 7, wherein the charged emulsifier is an anionic emulsifier and forms an anionic surface when the interfacial polymerization or precipitation in step (i) is completed **Claim 9** The method according to claim 7, wherein the charged emulsifier is a cationic emulsifier that forms a cationic surface when the interfacial polymerization is completed, and step (i) further comprises coating at least one anionic polyelectrolyte layer on the cationic surface to form a core-shell microcapsule having an anionic functional terminal surface **Claim 10** A consumer product comprising the microcapsules according to any one of claims 1 to 5 **Claim 11** The consumer product according to claim 10, in the form of a perfumed consumer product, preferably in the form of a laundry care product, a home care product, a body care product, a hair care product, a skin care product, an air care product, or a hygiene product **Claim 12** The consumer product according to claim 10, in the form of a flavored consumer product

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