Polyamide Microcapsules

Abstract

The present invention relates to a new method for preparing polyamide microcapsules. The polyamide microcapsules are also an object of the present invention. Perfume compositions and consumer products, especially perfumed consumer products in the form of home or personal care products, containing said microcapsules are also part of the present invention.

Description

[Technical field]

[0001] The present invention relates to a new method for preparing polyamide microcapsules. The polyamide microcapsules are also an object of the present invention. Perfume compositions and consumer products, especially perfumed consumer products in the form of home or personal care products, containing said microcapsules are also part of the present invention.

[0002] Background technology 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 that of the "top notes". In order to regulate the release rate of volatile substances, delivery systems such as fragrance-containing microcapsules are necessary to protect the core payload when triggered and release it later. A key requirement from the industry for these systems is to withstand suspension in a challenging base without physically dissociating or decomposing. This is called the stability of the delivery system. For example, fragranced personal and household cleansers that contain high levels of aggressive surfactant detergents are very challenging for the stability of microcapsules.

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

[0004] Therefore, there remains a need to provide new microcapsules using more environmentally friendly materials without compromising on the performance of the microcapsules, especially in terms of stability in difficult media such as consumer product bases, and in providing good performance in terms of active ingredient delivery, e.g. olfactory performance in the case of perfume ingredients.

[0005] The present invention proposes a solution to the above mentioned problems by providing new polyamide microcapsules and a method for preparing said microcapsules.

[0006] Summary of the Invention Now, it has been surprisingly found that the implementation of core-shell microcapsules encapsulating hydrophobic materials can be obtained by reacting at least one acyl chloride with at least one co-oligopeptide.The method of the present invention thus provides a solution to the above-mentioned problem, since it allows to prepare microcapsules with the desired stability in difficult bases.

[0007] The first object of the present invention is to provide a polyamide core-shell microcapsule, a core comprising a hydrophobic material, preferably a fragrance oil; a polyamide shell comprising the reaction product between at least one acyl chloride and at least one co-oligopeptide; The polyamide core-shell microcapsules are

[0008] Another object of the invention is a slurry comprising the microcapsules defined above.

[0009] Another object of the present invention is a method for preparing a polyamide core-shell microcapsule slurry, comprising the steps of: a) dispersing an oil phase comprising a hydrophobic material and at least one acyl chloride in a dispersed phase to form a two-phase dispersion; b) carrying out a hardening step to form microcapsules in the form of a slurry; At least one stabilizer is added to the oil phase and / or the dispersed phase; A method wherein at least one co-oligopeptide is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion.

[0010] Another object of the present invention is the polyamide core-shell microcapsule slurry obtainable by the process defined above.

[0011] A fragrance composition comprising: (i) a microcapsule or microcapsule slurry as defined above, wherein the hydrophobic material comprises a perfume; (ii) at least one component selected from the group consisting of a perfume carrier and a perfume base; (iii) optionally at least one flavor adjuvant; It is another object of the present invention to provide a fragrance composition comprising:

[0012] Another object of the present invention is to provide a consumer product comprising: A personal care active base; a microcapsule or a microcapsule slurry as defined above or a perfume composition as defined above, The consumer product is in the form of a personal care composition. It is a consumer product.

[0013] Another object of the present invention is to provide a consumer product comprising: a home care or fabric care active base; a microcapsule or a microcapsule slurry as defined above or a perfume composition as defined above, The consumer product is in the form of a home care or fabric care composition; It is a consumer product.

[0014] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Unless otherwise specified, percentages (%) are meant to indicate weight percent of the composition.

[0015] "Active ingredient" means a single compound or a combination of ingredients.

[0016] By "flavor or flavor oil" is meant a single flavor or flavor compound or a mixture of several flavor or flavor compounds.

[0017] "Consumer product" or "final product" means a manufactured product that is ready for distribution, sale and use by a consumer.

[0018] For the sake of clarity, the expression "dispersion" in the present invention means a system in which particles are dispersed in a continuous phase of different composition, and specifically includes a suspension or an emulsion.

[0019] By "microcapsule" or the like in the present invention is meant a core-shell microcapsule 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 polyamide-based shell and an inner continuous oil phase surrounded by the outer shell.

[0020] "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 the aqueous phase.

[0021] By "polyamide microcapsule" is meant that the shell of the microcapsule comprises a polyamide material. The term "polyamide microcapsule" may also include a shell made of a composite material comprising a polyamide material and another material, for example a polymer (such as a protein).

[0022] "Polyamide-based microcapsules" and "polyamide microcapsules" are used interchangeably in the present invention.

[0023] By "salt" is meant an ionic compound that can dissolve in a dispersed phase (typically water) and form metal ions having one or more valencies.

[0024] The terms "dispersed phase" and "continuous phase" may be used interchangeably in the present invention.

[0025] It has been found that polyamide core-shell microcapsules with good overall performance on difficult bases can be obtained when the shell comprises a reaction product between at least one acyl chloride and at least one co-oligopeptide. [Brief description of the drawings]

[0026] [Figure 1] FIG. 2 is a SEM image of a microcapsule (A) according to the present invention. [Diagram 2] FIG. 1 represents an SEM image of a microcapsule (D) according to the present invention.

[0027] Polyamide capsule The first object of the present invention is to provide a polyamide core-shell microcapsule, a core comprising a hydrophobic material, preferably a fragrance oil; a polyamide shell comprising the reaction product between at least one acyl chloride and at least one co-oligopeptide; The polyamide core-shell microcapsules are

[0028] Another object of the present invention is to provide a polyamide core-shell microcapsule slurry comprising at least one polyamide core-shell microcapsule, the microcapsule comprising: a core comprising a hydrophobic material, preferably a fragrance oil; a polyamide shell comprising the reaction product between at least one acyl chloride and at least one co-oligopeptide; The polyamide core-shell microcapsule slurry comprises:

[0029] According to one embodiment, the polyamide shell comprises: At least one acyl chloride; At least one co-oligopeptide; Optionally, at least one oligopeptide; Optionally, at least one free amino acid The reaction product between

[0030] According to one embodiment, the weight ratio between free amino acids (if present) and co-oligopeptides is comprised between 0.01:1 and 40:1.

[0031] According to one embodiment, the weight ratio of oligopeptide (if present) to co-oligopeptide is comprised between 0.01:1 and 40:1.

[0032] 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 oil-based core.

[0033] "Hydrophobic material" means any hydrophobic material that forms a two-phase dispersion when mixed with a dispersed phase (typically water). Hydrophobic materials are typically liquid at about 20°C.

[0034] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

[0035] When the hydrophobic materials are active ingredients, they are preferably selected from the group consisting of flavors, flavor ingredients, fragrances, fragrance ingredients, dietary supplements, cosmetics, pest control agents, biocidal actives 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 nutraceutical, a cosmetic, a pest control agent, and a biocidal active.

[0037] 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.

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

[0039] According to certain embodiments, the hydrophobic material comprises a fragrance.

[0040] According to a particular embodiment, the hydrophobic material consists of a fragrance.

[0041] According to a particular embodiment, the hydrophobic material consists of a biocidal active substance.

[0042] According to certain embodiments, the hydrophobic material comprises a pesticide.

[0043] By "perfume" (or also "perfume oil") herein is meant an ingredient or composition that is liquid at about 20°C. According to any one of the above embodiments, said perfume oil can be a perfume ingredient alone or a mixture of ingredients in the form of a perfume composition. By "perfume ingredient" herein is meant a compound that is used for the primary purpose of imparting or modulating odor. In other words, such an ingredient must be recognized by the skilled artisan not only to have an odor, but also to be capable of at least imparting or modifying the odor of the composition positively or pleasantly, in order to be considered as perfumed. For the purposes of the present invention, perfume oil also includes combinations of perfume ingredients with substances that together improve, enhance or modify the delivery of the perfume ingredient, such as perfume precursors, emulsions or dispersions, and combinations that impart additional benefits beyond those that modify or impart odor, such as longevity, blooming, anti-malodor action, antibacterial effect, microbial stability, pest control, etc.

[0044] The nature and type of perfume ingredients present in the oil phase do not warrant a more detailed description herein, and are in any case 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.Generally speaking, these perfume ingredients belong to various chemical classes, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfite heterocyclic compounds and essential oils, and said perfume co-ingredients can be of natural or synthetic origin.Many of these co-ingredients are in any case listed in references such as S.Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or other works of a similar nature, and in the abundant patent literature in the field of perfumery.

[0045] In particular, mention may be made of perfume ingredients commonly used in perfume formulations such as: Aldehyde components: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and / or nonenal; Aromatic plant ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0~2,7~]undec-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxathiane, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol and / or alpha-pinene; Balsam components: 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, hexylcinnamic aldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta-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-cyclohexadiene-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl) )-2-buten-1-one, 2,5-dimethyl-2-indanmethanol, 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-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl ( cyclohexyle) acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, high cis-methyl dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, vergyl proprionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl (S)-2-(1,1-dimethylpropoxy)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, isononyle acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vergyl isobutyrate and / or a mixture of methyl ionone isomers; Fruit components: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allylheptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxiranyl]acetate and / or diethyl 1,4-cyclohexanedicarboxylate; Green components: 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; Mask ingredients: 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-cyclopenta decen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta-g-2-benzopyran, (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; Wood 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[6.2.1.02,7]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'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-1-one and 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, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.

[0046] According to certain embodiments, the perfume or perfume formulation comprises a fragrance modifier, which can be used in addition to the hydrophobic solvent, if present, or as a replacement for the hydrophobic solvent, if no hydrophobic solvent is present.

[0047] Preferably, the fragrance modifier is A vapor pressure of less than 0.0008 Torr at 22°C; a clogP of 3.5 or greater, preferably 4.0 or greater, more preferably 4.5; At least two Hansen solubility parameters selected from a first group consisting of an atomic dispersion force of 12 to 20, a dipole moment of 1 to 7, and a hydrogen bond of 2.5 to 11; at least two Hansen solubility parameters selected from a second group consisting of an atomic dispersion force of 14 to 20, a dipole moment of 1 to 8, and a hydrogen bond of 4 to 11 when in a solution containing a compound having a vapor pressure range of 0.0008 to 0.08 Torr at 22°C; is defined as a fragrance material having

[0048] Preferably, by way of example, the following ingredients can be listed as fragrance modifiers, 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)-oxacycloheptadec-8-en-2-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, muguet aldehyde, 1,5,8-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4, 6,7,8-Hexahydrocyclopenta[g]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 ,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amylcinnamic aldehyde, hexylcinnamic aldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadiene-3-one, (9Z)-9-cycloheptadecen-1-one.

[0049] It is also understood that said ingredient may be a compound known to release in a controlled manner various types of perfume compounds, also known as pro-perfumes or pro-fragrances. 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) 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-yl hexadecanoate, 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-methylundec-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-phenylvinyl)oxy)-3-methoxybenzaldehyde or mixtures thereof.

[0050] The perfume ingredients may 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, 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%, of solvent, all of these percentages being defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially free of solvent.

[0051] According to a particular embodiment, the perfume comprises at least 35% of perfume ingredients having a logP above 3.

[0052] LogP is the base 10 logarithm of the estimated octanol-water partition coefficient, known as a measure of lipophilicity.

[0053] LogP values ​​for many fragrance compounds are reported, for example, in the Pomona92 database available from Daylight Chemical Information Systems, Inc. (Daylight CIS), Irvine, California, which also includes citations to the original literature. LogP values ​​are most conveniently calculated by the "CLOGP" program, also available from Daylight CIS. This program also lists experimental logP values, if available, in the Pomona92 database. "Calculated logP" (cLogP) is determined by the fragment approach of Hansch and Leo (see A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CARamsden, Eds., p. 295, Pergamon Press, 1990). The fragment approach is based on the chemical structure of each fragrance oil component, taking into account the number and type of atoms, the atom connectivity, and the chemical bonds. The cLogP value is the most reliable and widely used estimate of this physicochemical property and is preferably used instead of the experimental LogP value in the selection of fragrance compounds useful in the present invention.

[0054] In a particular embodiment, the perfume oil comprises at least 40% by weight, preferably at least 50% by weight, more preferably at least 60% by weight of components having a logP above 3, preferably above 3.5, even more preferably above 3.75.

[0055] Preferably, the perfume oil contains less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols and less than 20% by weight of tertiary alcohols. Advantageously, the perfume used in the present invention does not contain any primary alcohols and contains less than 15% by weight of secondary and tertiary alcohols.

[0056] According to a particular embodiment, the perfume comprises at least 20% by weight, preferably at least 25% by weight, more preferably at least 40% by weight of bulk materials of groups 1-6, preferably 3-6.

[0057] The term bulky material is understood herein as a perfume ingredient which has high steric hindrance, i.e. has a substitution pattern which provides high steric hindrance, and thus bulky materials are in particular from one of the following groups: Group 1: Perfume ingredients containing at least one 1-4 node containing a substituent, preferably a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C1-C4 alkyl or alkenyl substituent; Group 2: Perfume ingredients containing at least one 4 or more nodes containing substituents, preferably a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one linear or branched C4 or higher, preferably C4-C8 alkyl or alkenyl substituent; Group 3: perfume ingredients comprising a phenyl ring, or a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one 5 or more nodes containing substituents, preferably with at least one linear or branched C5 or higher, preferably C5-C8, alkyl or alkenyl substituent, or with at least one phenyl substituent and one or more 1-3 nodes optionally containing substituents, preferably with one or more linear or branched C1-C3 alkyl or alkenyl substituents; Group 4: Perfume ingredients containing at least two fused or linked 5- or 6-membered rings, preferably at least two fused or linked C5 and / or C6 rings; Group 5: Fragrance ingredients containing a camphor-like ring structure, i.e., two 5- or 6-membered rings fused in a bridged fashion; Group 6: Perfume ingredients containing at least one 7-20 membered ring, preferably at least one C7 or C20 ring structure.

[0058] The term node as understood in this context means any atom that can provide at least two, preferably at least three, more preferably four bonds to further atoms. Particular examples of nodes as understood herein are carbon atoms (up to four bonds to further atoms), nitrogen atoms (up to three bonds to further atoms), oxygen atoms (up to two bonds to further atoms) and sulfur (up to two bonds to further atoms). Particular examples of further atoms as understood in this context can be carbon atoms, nitrogen atoms, sulfur atoms, oxygen atoms and hydrogen atoms.

[0059] Examples of components from each of these groups are as follows: 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), (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; Group 2: (E)-3-Methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (manufacturer: Givaudan SA, Vernier, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (manufacturer: Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol (manufacturer: Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate (manufacturer: 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); Group 3: damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (manufacturer: Firmenich SA, Geneva, Switzerland), nectalactone ((1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone), alpha-ionone, beta-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). 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), para-tert-butylcyclohexanone, menthenthiol, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenyl methyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, 4-ethyl-2-methoxyphenyl methyl carbonate;, Group 4: Methyl cedryl ketone (manufacturer: International Flavors and Fragrances, USA), mixture of (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl 2-methylpropanoate and (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl 2-methylpropanoate, vetiverol, vetiveron, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone (manufacturer: International Flavors and Fragrances, USA). Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indenone (manufacturer: International Flavors and Fragrances, USA), mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal (manufacturer: 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), octalinol, (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, as well as 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-ylpropanoate, (+)-(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, mixture of 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 (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 (Manufacturer: Firmenich SA, Geneva, Switzerland), Ambrettolide LG ((E)-9-hexadecen-16-olide, Manufacturer: Firmenich SA, Geneva, Switzerland), Pentadecenolide (Manufacturer: Firmenich SA, Geneva, Switzerland), Musenone (3-Methyl-(4 / 5)-cyclopentadecenone, Manufacturer: Firmenich SA, Geneva, Switzerland), 3-Methylcyclopentadecanone (Manufacturer: Firmenich SA, Geneva, Switzerland), Pentadecanolide (Manufacturer: Firmenich SA, Geneva, Switzerland), Cyclopentadecanone (Manufacturer: Firmenich SA, Geneva, Switzerland), 1-Ethoxyethoxy)cyclododecane (Manufacturer: 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.

[0060] Preferably, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from groups 1 to 7 as defined above. More preferably, said perfume comprises at least 30%, preferably at least 50% of ingredients from groups 3 to 7 as defined above. Most preferably, said perfume comprises at least 30%, preferably at least 50% of ingredients from groups 3, 4, 6 or 7 as defined above.

[0061] 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 above 3, preferably above 3.5, even more preferably above 3.75.

[0062] Preferably, the perfume used in the present invention contains less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols and less than 20% by weight of tertiary alcohols. Advantageously, the perfume used in the present invention does not contain any primary alcohols and contains less than 15% of secondary and tertiary alcohols.

[0063] According to one embodiment, the oil phase (or oil-based core) comprises: 25-100% by weight of fragrance oil containing at least 15% by weight of high impact fragrance raw material having a LogT<-4; 1.07g / cm 3 0-75 wt. % density balancing material having a density greater than Includes.

[0064] A "high impact perfume raw material" is to be understood as a perfume raw material with a LogT<-4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge and molecular mass. For convenience, the threshold concentration is expressed as the base 10 logarithm of the threshold concentration, i.e., Log[Threshold] ("LogT").

[0065] "Density-balanced material" is to be understood as a material which preferably has a density greater than 1.07 g / cm3 and which preferably has low odor or is odorless.

[0066] The density of a component is defined as the ratio of its mass to its volume (g / cm3).

[0067] Several methods are available for determining the density of a component.

[0068] Reference may be made, for example, to the ISO 298:1998 method for measuring the d20 density of essential oils.

[0069] The odor threshold concentration of the fragrance compound is determined using a gas chromatograph ("GC"). Specifically, the gas chromatograph is calibrated to determine the exact volume of the fragrance oil component injected by the syringe, the exact split ratio, and the hydrocarbon response using hydrocarbon standards of known concentration and chain length distribution. The air flow rate is accurately measured, and the sampled volume is calculated, assuming that the duration of a human inhalation lasts 12 seconds. Since the exact concentration at the detector at any time is known, the mass per volume inhaled, and therefore the concentration of the fragrance compound, is known. To determine the threshold concentration, a solution is delivered to the sniff port at the back-calculated concentration. Panelists sniff the GC effluent and identify the retention time when the odor is detected. The average across all panelists determines the odor threshold concentration of the fragrance compound. The determination of odor thresholds is described in further 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.

[0070] According to one embodiment, the high impact perfume raw materials having a LogT<-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- Mixture containing (5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, (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'-thiazol-2-yl)-2-methyl- 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, Mixture containing 4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4alpha,8abeta-dimethyl-4a-naphthalenol, patchoulol, 2-methoxy-4-(1-propenyl)phenol, (+-)-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,Mixture containing 6-dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonylene 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-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, beta,2,2,3-tetramethyl-delta-methylene-3-cyclopentene-1-butanol, delta 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, para-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, para-cresyl acetate, dodecalactone, tricyclone, (+)-(3R,5Z)- 3-Methyl-5-cyclopentadecen-1-one, undecalactone, (1R,4R)-8-mercapto-3-p-menthanone, (3S,3AS,6R,7AR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, beta-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-1-phenyl)butanal, methyl 2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, ethyl 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-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-thiabicyclo[3.2.1]oct-3-ene, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (-)-(3R)-3,7-dimethyl-1,6-octadien-3-ol, (E)-3-phenyl-2-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.

[0071] According to one embodiment, the perfume raw materials having a LogT<-4 are selected in the group consisting of aldehydes, ketones, alcohols, phenols, ester lactones, ethers, epoxides, nitriles and mixtures thereof.

[0072] According to one embodiment, the perfume raw material having a LogT<-4 comprises at least one compound selected in 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 relative to the total weight of the perfume raw material having a LogT<-4.

[0073] According to one embodiment, the perfume raw material having a LogT<-4 comprises 20-70% by weight based on the weight of aldehydes, ketones and mixtures thereof based on the total weight of the perfume raw material having a LogT<-4.

[0074] Thus, the remaining perfume raw materials contained in the oil-based core may have a LogT>-4.

[0075] According to one embodiment, the perfume raw materials having a LogT>-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, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)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, allyl 3-cyclohexylpropanoate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-propanyl)cyclohexanone, allyl heptanoate, 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)-ethyl 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 -Buten-2-one, 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethylhexanoate, 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.

[0076] The properties of high impact perfume raw materials with LogT<-4 and density balanced materials with density greater than 1.07 g / cm3 are described in WO2018115250, the contents of which are incorporated by reference.

[0077] The term "biocide" refers to a chemical that can kill living organisms (e.g., microorganisms) or reduce or prevent their growth and / or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and industries to prevent contamination 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 antimicrobial agents, such as bactericides, antibiotics, antibacterial agents, antivirals, antifungals, antiprotozoals, and / or antiparasitics.

[0078] As used herein, "pesticide" refers to a substance that serves to repel or attract pests, reduce, inhibit or promote their growth, development or their activity. A pest refers to any organism, whether animal, plant or fungus, that is invasive or bothersome to plants or animals, and includes insects, particularly arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0079] According to one embodiment, the fragrance formulation comprises: 0-60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation); 40-100% by weight of perfume oil (based on the total weight of the perfume formulation), wherein the perfume oil has the following characteristics: at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of the perfume ingredients having a logP above 3, preferably above 3.5; at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of a bulky material of groups 1 to 6, preferably 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 LogT<-4 as defined above. and a fragrance oil having at least two, and preferably all, of Optionally, a further hydrophobic active ingredient; Includes.

[0080] According to a particular embodiment, the perfume comprises 0-60% by weight of hydrophobic solvent.

[0081] According to a particular embodiment, the hydrophobic solvent is a density-balancing material preferably selected in 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.

[0082] In certain embodiments, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the encapsulated fragrance oil.

[0083] The term "Hansen solubility parameter" refers to the solubility parameter approach proposed by Charles Hansen used to predict polymer solubility, and is 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 bonds (electron exchange) must be combined. The weighted Hansen solubility parameter is calculated as (δD2+δΡ2+δΗ2)0.5, where δD is the Hansen dispersion value (hereinafter also referred to as atomic dispersion force), δP is the Hansen polarizability value (hereinafter also referred to as dipole moment), and δH is the Hansen hydrogen bond ("h-bond") value (hereinafter also referred to as hydrogen bond). For a more detailed description of the parameters and values, see Charles Hansen, The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0084] The Euclidean difference of the solubility parameters between the fragrance and the solvent was calculated as (4*(δDsolvent-δDfragrance)2+(δPsolvent-δPfragrance)2+(δHsolvent-δHfragrance)2)0.5, where δDsolvent, δPsolvent, and δHsolvent are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding value of the solvent, respectively, and δDfragrance, δPfragrance, and δHfragrance are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding value of the fragrance, respectively.

[0085] In certain embodiments, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of an atomic dispersion force (δD) of 12-20, a dipole moment (δP) of 1-8, and a hydrogen bond (δH) of 2.5-11.

[0086] In certain embodiments, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0087] According to a particular embodiment, the hydrophobic material does not include any active ingredient (such as fragrance). According to this particular embodiment, the hydrophobic material comprises, preferably consists of, a hydrophobic solvent, preferably selected from the group consisting of isopropyl myristate, triglyceride (e.g. Neobee® MCT oil, vegetable oil), D-limonene, silicone oil, mineral oil, and mixtures thereof, and optionally comprises 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 ether, and mixtures thereof.

[0088] Acyl chloride According to a particular embodiment, the acyl chloride has the following formula (I): [ka] (wherein n is an integer varying between 1 and 8, preferably between 1 and 6, more preferably between 1 and 4; X is (i) to (xi). [ka] where R is a hydrogen atom or an alkyl group such as a methyl or ethyl group, preferably a hydrogen atom. (n+1)-valent C optionally containing at least one group selected from 2 ~C 45 (It is either a hydrocarbon group) has.

[0089] 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. an alkyl group), linear or branched, unsaturated hydrocarbon (e.g. an alkenyl or alkynyl group), saturated cyclic hydrocarbon (e.g. a cycloalkyl) or unsaturated cyclic hydrocarbon (e.g. a cycloalkenyl or cycloalkynyl), or in the form of an aromatic hydrocarbon, i.e. an aryl group, or also in the form of a mixture of said types of groups, it being understood, for example, that a particular group may contain linear alkyl, branched alkenyl (e.g. having one or more carbon-carbon double bonds), (poly)cycloalkyl and aryl moieties, unless a specific limitation to only one type is mentioned. 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 saturated or unsaturated (e.g., alkyl, aromatic or alkenyl), it also means that the group may contain moieties having any one of said topologies or moieties being saturated or unsaturated, as explained above. Similarly, in all embodiments of the present invention, when a group is referred to as being in one type of saturated or unsaturated form (e.g., alkyl), it means that the group may be in any type of topology (e.g., linear, cyclic or branched) or may have several moieties with different topologies.

[0090] The term "hydrocarbon group optionally comprising ..." is understood to mean that said hydrocarbon group optionally comprises heteroatoms, forming ether, thioether, amine, nitrile or carboxylic acid groups and derivatives, including, for example, esters, acids, amides. These groups may either replace hydrogen atoms of the hydrocarbon group and thus be laterally attached to said hydrocarbon, or replace carbon atoms (where chemically possible) of the hydrocarbon group and thus be inserted into a hydrocarbon chain or ring.

[0091] According to one embodiment, the acyl chloride is selected in the group consisting of diacyl chloride, triacyl chloride and mixtures thereof.

[0092] According to a particular embodiment, the acyl chloride is selected from the group consisting of benzene-1,3,5-tricarbonyl trichloride (trimesoyl trichloride), benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4,5-tetracarbonyl tetrachloride, cyclohexane-1,3,5-tricarbonyl trichloride, propane-1,2,3-tricarbonyl trichloride, cyclohexane-1,2,4 ,5-Tetracarbonyltetrachloride, 2,2'-disulfanediyldisuccinyl dichloride, 2-(2-chloro-2-oxo-ethyl)sulfanylbutanedioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamoyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 2,2-bis[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl 4- Chloro-4-oxo-butanoate, [2-[2,2-bis[(4-chloro-4-oxo-butanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl] 4-chloro-4-oxo-butanoate, 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl 2-chlorocarbonyl-benzoate, [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]but 2,4,5-trichlorocarbonylbenzoyl)oxymethyl-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl]2-chlorocarbonylbenzoate, 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl 2,4,5-trichlorocarbonyl-benzoate, propane-1,2,3-triyltris(4-chloro-4-oxobutanoate), propane-1,2-diylbis(4-chloro-4-oxobutanoate) and mixtures thereof.

[0093] According to one embodiment, the acyl chloride is a diacyl chloride, preferably selected from the group consisting of terephthaloyl chloride, diglycolyl dichloride, phthaloyl chloride, isophthaloyl chloride, adipoyl chloride, sebacoyl chloride, succinyl chloride, glutaryl chloride, pimeloyl chloride, dodecandioyl dichloride, suberoyl chloride, azelayl chloride, malonyl chloride, fumaryl chloride, oxyallyl chloride, 4,4'-oxybis(benzoyl chloride), 2,2'-oxydiacetyl chloride, 4,4'-biphenyldicarbonyl chloride, azobenzene-4,4'-dicarbonyl dichloride, 2,5-furandicarbonyl dichloride, and mixtures thereof.

[0094] According to a particular embodiment, the acyl chloride is used in an amount comprised between 0.1 and 50% by weight, and preferably between 0.5 and 15% by weight, relative to the total weight of the core.

[0095] Co-oligopeptides According to the present invention, a "co-oligopeptide" comprises at least two types of amino acid units linked by peptide bonds. According to one embodiment, a "co-oligopeptide" comprises 2-50 amino acid units, more preferably 2-30 amino acid units (also called residues), linked by peptide bonds.

[0096] According to one embodiment, a "co-oligopeptide" is defined as a molecule(s) that comprises at least two types of amino acid units and consists of at least 2 and fewer than 25 amino acid units (also called residues) linked by peptide bonds.

[0097] The cooligopeptides according to the invention have an average molecular weight of less than 4000 g / mol.

[0098] By "two types of amino acid units" it is to be understood that the co-oligopeptide comprises at least two different amino acid units.

[0099] The terms "co-oligopeptide" or "co-oligopeptide mixture" may be used indistinguishably in the present invention. According to the present invention, a co-oligopeptide mixture comprises at least one co-oligopeptide.

[0100] In other words, according to the present invention, the term "co-oligopeptide" or "co-oligopeptide mixture" may also encompass mixtures of co-oligopeptides, oligopeptides and optionally free amino acids.

[0101] The terms "amino acid" and "free amino acid" may be used interchangeably in the present invention.

[0102] The average molecular weight can be readily determined by one of ordinary skill in the art.

[0103] According to one embodiment, the average molecular weight of a co-oligopeptide is determined, for example, using a Bruker AV-300 spectrometer: 1 It can be derived from H NMR analysis.

[0104] According to one embodiment, the cooligopeptide has an average molecular weight of less than 10 000 g / mol, preferably less than 4000 g / mol, preferably up to 2000 g / mol, more preferably between 200 and 1000 g / mol, even more preferably between 300 and 1000 g / mol.

[0105] According to one embodiment, the cooligopeptide has an average molecular weight of less than 200-10000 g / mol, preferably less than 200-4000 g / mol. According to one embodiment, the cooligopeptide has an average molecular weight of less than 200-2000 g / mol. According to one embodiment, the cooligopeptide has an average molecular weight of less than 200-1000 g / mol. According to one embodiment, the cooligopeptide has an average molecular weight of less than 300-10000 g / mol, preferably less than 300-4000 g / mol. According to one embodiment, the cooligopeptide has an average molecular weight of less than 300-2000 g / mol. According to one embodiment, the cooligopeptide has an average molecular weight of less than 300-1000 g / mol.

[0106] An "oligopeptide" as defined in the present invention is a homo-oligopeptide that contains only one type of repeating amino acid unit linked by peptide bonds. According to one embodiment, the oligopeptide contains 2 to 30, more preferably 2 to 25, amino acid units (also called residues) linked by peptide bonds.

[0107] According to one embodiment, an "oligopeptide" is a homo-oligopeptide containing only one type of repeating amino acid unit, and is defined as a molecule (or molecules) consisting of at least 2 and fewer than 25 amino acid units (also called residues) linked by peptide bonds.

[0108] It should be understood that the oligopeptide has an average molecular weight of less than 4000 g / mol.

[0109] It should also be understood that an oligopeptide is a homo-oligopeptide, which contains only one type of repeating amino acid unit, as opposed to a co-oligopeptide, which contains at least two types of amino acid units.

[0110] "Oligopeptide" and "peptide" may be used interchangeably in the present invention.

[0111] According to one embodiment, the co-oligopeptides may be linear, branched, or random.

[0112] According to one embodiment, the co-oligopeptide comprises at least two amino groups, preferably at least three amino groups.

[0113] According to one embodiment, the co-oligopeptide comprises at least two different amino acids selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine ​​and mixtures thereof.

[0114] According to one embodiment, the co-oligopeptide comprises at least two different amino acids A and B, where the amino acid A is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan and mixtures thereof, and the amino acid B is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine ​​and mixtures thereof.

[0115] According to one embodiment, the amino acid A is lysine.

[0116] Preferably, the amino acid B is selected from the group consisting of arginine, histidine, serine, threonine, glycine, alanine, valine, isoleucine, leucine, tyrosine.

[0117] "Amino acid A" and "amino acid unit A" may be used interchangeably.

[0118] "Amino acid B" and "amino acid unit B" may be used interchangeably.

[0119] According to one embodiment, the co-oligopeptide mixture comprises the co-oligopeptides and oligopeptides defined above, and optionally free amino acids.

[0120] According to one embodiment, the co-oligopeptide is present in an amount of at least 15% by weight, preferably at least 30% by weight, relative to the total weight of the co-oligopeptide mixture.

[0121] According to one embodiment, the cooligopeptide is present in an amount comprised between 15% and 100% by weight, preferably between 30% and 80% by weight, relative to the total weight of the cooligopeptide mixture.

[0122] According to one embodiment, when present, the oligopeptide is present in an amount of at least 5% by weight, preferably at least 10% by weight, relative to the total weight of the co-oligopeptide mixture.

[0123] According to one embodiment, when present, the oligopeptide is present in an amount comprised between 5% and 85% by weight, preferably between 10% and 50% by weight, relative to the total weight of the co-oligopeptide mixture.

[0124] According to one embodiment, if present, the free amino acids are present in an amount of at least 5% by weight, preferably at least 10% by weight, relative to the total weight of the cooligopeptide mixture.

[0125] According to one embodiment, when present, the free amino acids are present in an amount comprised between 5% and 50% by weight, preferably between 10% and 20% by weight, relative to the total weight of the cooligopeptide mixture.

[0126] The free amino acids can be lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline, and mixtures thereof.

[0127] According to one embodiment, the co-oligopeptide mixture is a mixture of hydrolyzed proteins containing amino acid units selected in the list of lysine, arginine, histine, tryptophan, ornithine, citrulline, glutamine, or asparagine and other amino acid units.

[0128] According to one embodiment, the co-oligopeptide does not contain any free amino acids.

[0129] If present, the oligopeptide is preferably selected in the group consisting of oligolysine, oligoarginine, oligohistidine, oligotryptophan, oligoserine, oligoglutamine, oligothreonine, oligoasparagine, oligoornithine, oligocitrulline.

[0130] According to one embodiment, the oligopeptide is selected in the group consisting of oligolysine, oligoarginine, oligohistidine, oligotryptophan, oligoornithine.

[0131] According to one embodiment, the oligopeptide is an oligolysine, more particularly a linear oligolysine or a (hyper)branched oligolysine.

[0132] According to certain embodiments, the oligolysine may be an α-oligolysine or an ε-oligolysine.

[0133] According to certain embodiments, the oligolysine may be oligo-L-lysine, more specifically α-oligo-L-lysine or ε-oligo-L-lysine; oligo-D-lysine, more specifically α-oligo-D-lysine or ε-oligo-D-lysine; oligo-D,L-lysine, more specifically α-oligo-D,L-lysine or ε-oligo-D,L-lysine, and mixtures thereof.

[0134] According to one embodiment, the co-oligopeptide mixture does not contain any oligopeptides.

[0135] According to one embodiment, a cooligopeptide can be used to react with an acyl chloride.

[0136] According to a particular embodiment, the polyamide shell comprises a reaction product between a co-oligopeptide and at least one diacyl chloride.

[0137] According to a particular embodiment, the polyamide shell comprises a reaction product between a co-oligopeptide and phthaloyl chloride.

[0138] According to a particular embodiment, the polyamide shell comprises a reaction product between a co-oligopeptide and isophthaloyl chloride.

[0139] According to a particular embodiment, the polyamide shell comprises the reaction product between a cooligopeptide and terephthaloyl chloride.

[0140] (Tere / iso)phthaloyl chloride means terephthaloyl chloride or isophthaloyl chloride or phthaloyl chloride.

[0141] According to one embodiment, the molar ratio of average amino groups from the cooligopeptide to acyl chloride groups from the acyl chloride is between 0.05:1 and 65:1, preferably between 0.1:1 and 10:1.

[0142] The co-oligopeptides used in the present invention can be commercially available or can be prepared.

[0143] The co-oligopeptides can be prepared by enzymatic synthesis, more specifically by (i) preparing an aqueous solution of amino acid ester A; (ii) adding an enzyme solution to the solution of step (i) to obtain a mixture; (iii) stirring the mixture, preferably under heating; In step (i) or after step (iii), an amino acid ester B different from the amino acid ester A is added.

[0144] If amino acid ester B is added after step (iii), additional enzyme solution may be added and a further stirring step, preferably under heating, is carried out to obtain the co-oligopeptide.

[0145] The amino acid ester A can be a lysine alkyl ester, an arginine alkyl ester, an ornithine alkyl ester, a histidine alkyl ester, a tryptophan alkyl ester.

[0146] Amino acid ester B can be a lysine alkyl ester, an arginine alkyl ester, an ornithine alkyl ester, a histidine alkyl ester, a tryptophan alkyl ester, an aspartic acid alkyl ester, a glutamic acid alkyl ester, a serine alkyl ester, a threonine alkyl ester, an asparagine alkyl ester, a glutamine alkyl ester, a glycine alkyl ester, a proline alkyl ester, a selenocysteine ​​alkyl ester, an alanine alkyl ester, a valine alkyl ester, an isoleucine alkyl ester, a leucine alkyl ester, a methionine alkyl ester, a phenylalanine alkyl ester, a tyrosine alkyl ester, a citrulline alkyl ester, a cysteine ​​alkyl ester.

[0147] Enzymes include bromelain, papain, ficin, actinidin, zingibain, legumain, cardosin A or B, enzymes from germinated plant seeds such as leek, red clover, broccoli, enzymes from asparagus, enzymes from onion, chymotrypsin, trypsin, carboxypeptidase, pepsin, cathepsin, calpain, chymosin, thrombin, serine endopeptidase (Alcalase®), bacterial enzymes produced by selected strains of Bacillus amyloliquefaciens (Neutrase®), a mixture of enzymes isolated from the extracellular fluid of Streptomyces griseus (Pronase®), a mixture of enzymes isolated from the extracellular fluid of Bacillus amyloliquefaciens (Bacillus The enzyme may be selected from the list consisting of serine endopeptidase derived from Bacillus amyloliquefaciens and produced in recombinant Bacillus subtilis (Purafect Prime® L), alkaline enzymes, metalloenzymes, microbial enzymes, and mixtures thereof.

[0148] Stabilizer According to one embodiment, the polyamide shell comprises the reaction product between at least one acyl chloride and at least one co-oligopeptide in the presence of a stabilizer.

[0149] Depending on the nature of the stabilizer, the stabilizer may be part of the shell. The stabilizer may react with the acyl chloride and the co-oligopeptide.

[0150] Thus, according to one embodiment, the polyamide shell comprises a reaction product between at least one acyl chloride, at least one co-oligopeptide, and at least one stabilizer.

[0151] According to one embodiment, the polyamide shell comprises: At least one acyl chloride; At least one co-oligopeptide; at least one stabilizer; Optionally, at least one oligopeptide; Optionally, at least one free amino acid The reaction product between

[0152] According to one embodiment, the microcapsules or the microcapsule slurry include a stabilizer.

[0153] The stabilizer is defined as follows:

[0154] biodegradable In certain embodiments, the shell material is a biodegradable material.

[0155] In certain embodiments, the shell is at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0156] 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.

[0157] Hereby it is understood that the core-shell microcapsules, including all components such as the core, shell and optionally the coating, may be 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.

[0158] In certain embodiments, the oil-based core, preferably the fragrance oil, is 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.

[0159] OECD301F is a standard test method for biodegradability established by the Organization for Economic Cooperation and Development.

[0160] Exemplary methods for extracting shells to measure biodegradability are disclosed in Gasparini and all in Molecules 2020, 25, 718.

[0161] Optional outer coating According to certain embodiments of the present invention, the microcapsules comprise an outer coating, the outer coating comprising a coating material selected from the group consisting of non-ionic polysaccharides, cationic polymers, polysuccinimide derivatives (e.g., as described in WO2021185724) and mixtures thereof to form an outer coating on the microcapsules.

[0162] Nonionic polysaccharide polymers are well known to those skilled in the art and are described, for example, in WO 2012 / 007438, page 29, lines 1 to 25, and in WO 2013 / 026657, pages 2, lines 12 to 19 and page 4, lines 3 to 12. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methylcellulose.

[0163] Cationic polymers are well known to those skilled in the art. Preferred cationic polymers have a cationic charge density of at least 0.5 meq / g, more preferably at least about 1.5 meq / g, and even preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer may be determined under the chemical test for nitrogen determination by the Kjeldahl method described in the United States Pharmacopeia. Preferred cationic polymers are selected from those containing units containing primary, secondary, tertiary and / or quaternary amine groups, which may form part of the main polymer chain or may be carried by side substituents directly attached thereto. The weight average (Mw) molecular weight of the cationic polymer is preferably 10,000 to 3.5 million Daltons, more preferably 50,000 to 1.5 million Daltons. According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylamino methacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazol-3-ium chloride), vinylpyrrolidone, acrylamidopropyltrimonium chloride, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride are used. Preferably, the copolymer is selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride.Specific examples of commercially available products may include Salcare® SC60 (cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, manufacturer: BASF) or Luviquat®, e.g. PQ 11N, FC 550 or Style (polyquaternium-11-68 or quaternized copolymer of vinylpyrrolidone, manufacturer: BASF), or Jaguar® (C13S or C17, manufacturer: Rhodia).

[0164] According to any one of the above embodiments of the present invention, an amount of said polymer comprised between about 0%-5% w / w, or even about 0.1%-2% w / w is added, the percentage being expressed on a w / w basis with respect to the total weight of the slurry, and it will be clearly understood by those skilled in the art that only a portion of said added polymer will be incorporated into / deposited on the microcapsule shell.

[0165] Optional Ingredients When the microcapsules are in the form of a slurry, the microcapsule slurry may contain auxiliary components selected from the group of thickeners / rheology modifiers, antimicrobial agents, opacifying agents, mica particles, salts, pH stabilizers / buffer components, preferably in an amount comprised between 0 and 15% by weight relative to the total weight of the slurry.

[0166] According to another embodiment, the microcapsule slurry of the present invention comprises additional free (ie non-encapsulated) perfume, preferably in an amount comprised between 5 and 50% by weight relative to the total weight of the slurry.

[0167] In certain embodiments, the core-shell microcapsules are isolated by drying the resulting core-shell microcapsule slurry, which can be accomplished by subjecting the resulting core-shell microcapsule slurry to a drying process, such as spray drying, to provide the microcapsules as is, i.e., in powder form.

[0168] It is understood that any standard method known to those skilled in the art for carrying out such drying is applicable. In particular, the slurry may be spray dried, preferably in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gum, pectin, xanthan, alginate, carragenan or cellulose derivatives, to provide microcapsules in powder form.

[0169] According to certain embodiments, the carrier material contains free perfume oil, which may be the same as or different from the perfume from the core of the microcapsule.

[0170] Method for preparing polyamide microcapsules Another object of the present invention is a method for preparing a polyamide core-shell microcapsule slurry, comprising the steps of: a) dispersing an oil phase comprising a hydrophobic material and at least one acyl chloride in a dispersed phase to form a two-phase dispersion; b) carrying out a hardening step to form microcapsules in the form of a slurry; At least one stabilizer is added to the oil phase and / or the dispersed phase; A method wherein at least one co-oligopeptide is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion.

[0171] According to one embodiment, the method comprises the steps of: a) dispersing an oil phase comprising a hydrophobic material and at least one acyl chloride in an aqueous phase to form an oil-in-water emulsion; b) carrying out a hardening step to form microcapsules in the form of a slurry; At least one stabilizer is added to the oil phase and / or the water phase; At least one co-oligopeptide is added to the aqueous phase and / or the oil phase and / or the oil-in-water emulsion.

[0172] The embodiments disclosed above with respect to the polyamide core-shell microcapsules, and more specifically the hydrophobic material, the co-oligopeptide, the acyl chloride, also apply to the method for preparing said microcapsules.

[0173] According to one embodiment, the dispersed phase comprises, and preferably consists of, water.

[0174] According to one embodiment, the dispersed phase is an aqueous phase.

[0175] According to one embodiment, the two-phase dispersion is an oil-in-water emulsion.

[0176] According to one embodiment, the dispersed phase comprises water and an alcohol, such as glycerol, 1,4-butanediol, ethylene glycol and mixtures thereof.

[0177] According to one embodiment, the pH of the dispersed phase is comprised between 7 and 13, in particular between 9 and 11.

[0178] The acyl chlorides can be directly dissolved / dispersed in the perfume oil or can be pre-dispersed or pre-dissolved in an inert solvent or any inert perfume solvent / ingredient, such as benzyl benzoate, triethyl citrate, ethyl acetate, hexyl salicylate or Neobee, before mixing with the perfume oil.

[0179] According to the present invention, a stabilizer is added to the dispersed phase and / or the oil phase to form an emulsion.

[0180] By "stabilizer" is meant a compound capable of stabilizing the oil / dispersed phase interface (typically the oil / water interface) in an emulsion.

[0181] The terms "stabilizer" and "emulsifier" may be used interchangeably in the present invention.

[0182] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0183] The colloidal stabilizer can be a polymeric emulsifier (standard emulsion), a surfactant, or a solid particle (Pickering emulsion).

[0184] By "polymeric emulsifier" is meant an emulsifier that has both polar groups (hydrophilic) that have an affinity for the dispersed phase (typically water) and non-polar groups (hydrophobic) that have an affinity for oil. The hydrophilic portion dissolves in the dispersed phase and the hydrophobic portion dissolves in the oil phase, providing a membrane around the droplets.

[0185] "Surfactant" means a substance having polar and non-polar groups that is added to a liquid to reduce the liquid's surface tension.

[0186] According to one embodiment, the stabilizer is selected in the group consisting of inorganic particles, polymeric emulsifiers such as polysaccharides, proteins, glycoproteins, and mixtures thereof.

[0187] When the stabilizer is a solid particle, the stabilizer may be selected in the group consisting of calcium phosphate, silica, silicates, titanium dioxide, aluminum oxide, zinc oxide, iron oxide, mica, kaolin, montmorillonite, laponite, bentonite, perlite, dolomite, diatomite, vermiculite, hectorite, gibbsite, illite, kaolinite, aluminosilicates, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomaceous earth, and mixtures thereof.

[0188] According to certain embodiments, the stabilizer is a biopolymer.

[0189] "Biopolymer" means a biological macromolecule produced by an organism. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (one thousand) to 1,000,000,000 (one 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.

[0190] According to one embodiment, the polymeric emulsifier is selected in the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinylpyrrolidone (PVP), carboxymethylcellulose (CMC), anionic polysaccharides, acrylamide copolymers, proteins such as soy protein, rice protein, whey protein, egg albumin, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudo collagen, silk protein, sericin powder, potato protein, chickpea protein, pea protein, algae protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, and mixtures thereof.

[0191] The potato protein is typically extracted from potato tubers (Solanum tuberosum). According to one embodiment, the potato protein is a native potato protein, preferably patatin.

[0192] According to one embodiment, at least one salt is added to the dispersed phase and / or the oil phase and / or the two-phase dispersion. The presence of a salt can increase the stability of the polyamide shell.

[0193] Salts may be added, especially when proteins are used as stabilizers.

[0194] The salt is preferably used in an amount comprised between 0.01% and 10% by weight relative to the two-phase dispersion.

[0195] The salts added (typically to the dispersed phase) may be selected in the group consisting of calcium, zinc, sodium, potassium, lithium, magnesium, aluminum, iron, manganese, copper, titanium, barium, sulfates, phosphates, nitrates, bromides, chlorides, iodides, acetates and ammonium salts.

[0196] According to one embodiment, the salt is CaCl 2 , NaCl, KCl, ZnCl 2 , ZnSO 4 , Zn(NO 3 ) 2 , LiCl, Ca(NO 3 ) 2 , MgCl 2 , CaBr 2 , CaI 2 , NaBr, NaI, NaNO 3 , KBr, KI, KNO 3 , LiBr, LiI, MgBr 2 , CuCl 2 , FeCl 2 , FeCl 3 , TiCl 4 , MnCl 2 and mixtures thereof.

[0197] According to one embodiment, the salt is CaCl 2 , NaCl, KCl, ZnCl 2 , LiCl, Ca(NO 3 ) 2 , MgCl 2 and mixtures thereof.

[0198] According to certain embodiments, the stabilizer is not a protein. According to one embodiment, no protein is added at any stage of the method.

[0199] According to one embodiment, the stabilizer is used in a concentration of 0.05% to 20% by weight, preferably 0.1 to 5% by weight, relative to the two-phase dispersion.

[0200] According to one embodiment, the acyl chloride is used in a concentration of 0.1% to 50% by weight, preferably 0.5 to 15% by weight, relative to the oil phase.

[0201] According to one embodiment, the pH of the stabilizer solution is comprised between 7 and 13, in particular between 9 and 11.

[0202] According to one embodiment, in addition to the co-oligopeptide, an amino compound is added to the dispersed phase and / or the two-phase dispersion.

[0203] The amino compound may be an amino acid, preferably selected in the group consisting of lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline, and mixtures thereof.

[0204] The amino compound may typically be added in an amount comprised between 0.1 and 10% by weight relative to the two-phase dispersion.

[0205] According to another embodiment, the amino compound is 1,3-diaminopropane, 1,4-diaminobutane, 1,6-diaminohexane, 1,5-diaminopentane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,10-diaminodecane, 1,9-diaminononane, 1,12-diaminododecane, 4,9-dioxa-1,12-dodecanediamine, 3,3'-diamino-N-methyldipropylamine, xylylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine ethyl ether, The alkyl ester may be selected from the group consisting of esters, Jeffamine®, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, oligo-chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, arginine alkyl esters, histidine alkyl esters, tryptophan alkyl esters, ornithine alkyl esters, polylysine, polyhistidine, polyornithine, and mixtures thereof.

[0206] According to one embodiment, no additional amino compound is added at any stage of the process.

[0207] According to one embodiment, at least one further multifunctional monomer is added to the method, and the at least one further multifunctional monomer is not an acyl chloride.

[0208] According to one embodiment, at least one further multifunctional monomer is added to the oil phase of step a) and / or to the dispersed phase of step b), preferably to the oil phase of step a).

[0209] According to one embodiment, the multifunctional monomer is selected in the group consisting of at least one isocyanate, anhydride or maleic anhydride, epoxide, (meth)acrylate monomer, alkoxysilane, and mixtures thereof.

[0210] Suitable polyisocyanates used according to the present invention may include aromatic polyisocyanates, aliphatic polyisocyanates and mixtures thereof. The polyisocyanates contain at least two, preferably at least three, isocyanate functional groups, but may contain up to six, or only four, isocyanate functional groups. According to certain embodiments, triisocyanates (three isocyanate functional groups) are used.

[0211] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0212] The term "aromatic polyisocyanate" is meant herein to encompass any polyisocyanate that contains an aromatic moiety. Preferably, the aromatic moiety 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 the most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylene diisocyanate.

[0213] According to another embodiment, said polyisocyanate is an aliphatic polyisocyanate. The term "aliphatic polyisocyanate" is defined as a polyisocyanate that does not contain aromatic moieties. Preferred aliphatic polyisocyanates are the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate, the trimethylolpropane adduct of hexamethylene diisocyanate (available from Mitsui Chemicals) or the biuret of hexamethylene diisocyanate (commercially available under the trade name Desmodur® N 100 from Bayer), among which the biuret of hexamethylene diisocyanate is even more preferred.

[0214] 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 preferred 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.

[0215] According to one embodiment, the additional polyfunctional monomer is present in an amount corresponding to 0.1 to 15% by weight, preferably 0.5 to 10% by weight, more preferably 0.8 to 6% by weight, even more preferably 1 to 3% by weight, relative to the total amount of the oil phase and / or the dispersed phase.

[0216] According to one embodiment, the hydrophobic material comprises about 10% to 99% 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.

[0217] The curing step is typically carried out at a temperature of 5° C. to 90° C., preferably 40° C. to 80° C., for 5 minutes to 40 hours, preferably 30 minutes to 24 hours, under stirring to complete the reaction and form microcapsules in the form of a slurry. However, the heating step can be omitted.

[0218] Multi-Capsule System According to one embodiment, the microcapsules of the present invention (first type of microcapsules) can be used in combination with a second type of microcapsules.

[0219] Another object of the present invention is to provide a microcapsule delivery system comprising: microcapsules of the invention as a first type of microcapsule; a second type of microcapsule, wherein the first type of microcapsule and the second type of microcapsule differ in their hydrophobic material and / or their wall material and / or their coating material; A microcapsule delivery system comprising:

[0220] According to certain embodiments, the microcapsule delivery system is in the form of a slurry.

[0221] The walls of the second type of microcapsules can vary. By way of non-limiting example, the polymer shell of the second type of microcapsules comprises a material selected from the group consisting of polyureas, polyurethanes, polyamides, polyhydroxyalkanoates, polyacrylates, polyesters, polyaminoesters, polyepoxides, organosilicones, polycarbonates, polysulfonamides, gelatin / gum arabic shell walls, and mixtures thereof.

[0222] A second type of microcapsule may comprise an oil-based core containing a hydrophobic active substance, preferably a fragrance, and a composite shell comprising a first material and a second material, the first material and the second material being different, the first material being a coacervate and the second material being a polymeric 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 from proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably gelatin, and a second polyelectrolyte, preferably alginates, cellulose derivatives guar gum, pectinates, carrageenans, polyacrylic and methacrylic acids or xanthan gum, or even 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 crosslinking agent 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, organosilicon, polycarbonate, polysulfonamide, 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 second type microcapsule slurry.

[0223] As non-limiting examples, the shell of the second type of microcapsules can be polyurea- or polyurethane-based. The shell of the second type of microcapsules can also be hybrid, i.e. organic-inorganic, e.g. a hybrid shell composed of at least two types of inorganic particles crosslinked, or even a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0224] According to another embodiment, the shell of the second type of microcapsule is polyurea-based, made from, for example, but not limited to, isocyanate-based monomers and amine-containing crosslinkers, such as guanidine carbonate and / or guanazole. A particular polyurea microcapsule comprises a polyurea wall that is a 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); colloidal stabilizers or emulsifiers; and encapsulated fragrances. 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% aqueous solution of a cationic copolymer of vinylpyrrolidone and quaternized vinylimidazole (all percentages defined by weight relative to the total weight of the colloidal stabilizer). According to another aspect, the emulsifier is an anionic or amphiphilic biopolymer, which in one aspect may be selected from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate and mixtures thereof.

[0225] According to a particular embodiment, the second type of microcapsules comprises: an oil-based core containing a hydrophobic active agent, preferably a fragrance; A polyamide shell, Preferably, the acyl chloride is present in an amount between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w / w; the first amino compound in an amount preferably comprised between 1% and 50% w / w, preferably between 7 and 40% w / w, a second amino compound, preferably in an amount comprised between 1% and 50% w / w, preferably between 2 and 25% w / w, Optionally, a stabilizer, preferably a biopolymer, in an amount preferably comprised between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%, Optionally, carbohydrates a polyamide shell comprising or derived therefrom; Includes.

[0226] According to a particular embodiment, the second type of microcapsules comprises: an oil-based core containing a hydrophobic active substance, preferably a fragrance; a polyamide shell, Acyl chlorides; a first amino compound, 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, preferably selected in the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof; biopolymers, preferably selected in the group consisting of potato proteins, chickpea proteins, pea proteins, algae proteins, faba bean proteins, barley proteins, oat proteins, wheat gluten proteins, lupin proteins, soy proteins, rice proteins, whey proteins, egg albumin, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudo collagen, silk proteins, sericin powder, gelatin and mixtures thereof; Optionally, a carbohydrate, preferably selected from the group consisting of anionic salts of alginic acid, preferably sodium alginate, pectin, lignin, anionic modified starch, carboxymethylcellulose, carrageenan and mixtures thereof; a polyamide shell comprising or derived therefrom; Includes.

[0227] According to another embodiment, the shell of the second type of microcapsule is polyurea- or polyurethane-based. Examples of methods for preparing polyurea- and polyurethane-based microcapsule slurries are described, for example, in International Patent Application Publication No. 2007 / 004166, European Patent Application Publication No. EP2300146, and European Patent Application Publication No. EP25799. Typically, the method for preparing polyurea- or polyurethane-based microcapsule slurries includes: 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 the dispersed phase; c) adding an oil phase to the dispersed phase to form an oil-in-water dispersion, the average droplet size being comprised between 1 and 500 μm, preferably between 5 and 50 μm; d) applying conditions sufficient to induce interfacial polymerization and form microcapsules in the form of a slurry; Includes.

[0228] Fragrance compositions and consumer products The microcapsules of the invention can be used in combination with active ingredients. The object of the invention is therefore a composition comprising: (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 control ingredients, bactericidal ingredients, fungicidal ingredients, pharmaceutical or pesticide ingredients, disinfecting ingredients, insect repellents or attractants, and mixtures thereof; The composition comprises:

[0229] The microcapsules of the present invention exhibit good performance with respect to stability in difficult media.

[0230] Another object of the present invention is to provide a fragrance composition comprising: (i) an oil-containing microcapsule or microcapsule slurry as defined above, and (ii) at least one component selected from the group consisting of a perfume carrier, a perfume auxiliary component, and mixtures thereof, and (iii) optionally, at least one perfume adjuvant, and A perfume composition comprising the same.

[0231] As a liquid perfume carrier, non-limiting examples may include emulsion systems, i.e., solvent and surfactant systems, or solvents commonly used in perfumes. A detailed description of the nature and types of solvents commonly used in perfumes cannot be exhaustive. However, non-limiting examples include solvents such as dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate, which are most commonly used. In the case of a composition containing both a perfume carrier and a perfume auxiliary component, other suitable perfume carriers other than those specified above may also be ethanol, a water / ethanol mixture, limonene or other terpenes, isoparaffins, such as those known under the trademark Isopar® (manufacturer: Exxon Chemical), or glycol ethers and glycol ether esters, such as those known under the trademark Dowanol® (manufacturer: Dow Chemical Company). "Perfume auxiliary component" as used herein means a compound used in a perfume preparation or composition to impart a pleasant effect and not a microcapsule as defined above. In other words, such an auxiliary component must be recognized by those skilled in the art as being able to not only have an odor but also positively or at least impart or modify the odor of the composition in a pleasant manner in order to be considered a fragrance-imparting agent.

[0232] The nature and type of perfume co-ingredients present in the perfume composition do not warrant a more detailed description herein, and in any case are not exhaustive, and a person skilled in the art can select them according to the intended use or application and the desired organoleptic effect, based on his general knowledge. Generally speaking, these perfume co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfite heterocyclic compounds and essential oils, and said perfume co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in references such as S.Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or other works of a similar nature, and in the abundant patent literature in the field of perfumery. It is also understood that said co-ingredients may be compounds known to release in a controlled manner various types of perfume compounds, also known as pro-perfumes or pro-fragrances. 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, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, Non, 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 (1-phenethoxyvinyl)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.

[0233] By "perfume adjuvant" is meant herein an ingredient capable of imparting additional benefits such as color, specific light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfume bases is not exhaustive, but it must be mentioned that said ingredients are well known to the person skilled in the art.

[0234] Preferably, the perfume composition according to the invention comprises 0.01 to 30% by weight of microcapsules as defined above.

[0235] 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 and in powder form applicable to powder consumer products.

[0236] According to a particular embodiment, the consumer product 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 a non-encapsulated flavoring; Includes.

[0237] According to a particular embodiment, the consumer product defined above is in powder form, 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 flavoring powder different from the microcapsules defined above; Includes.

[0238] 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 object of the invention therefore consists of perfumed consumer products, which contain as perfume ingredients the microcapsules defined above or the perfume composition defined above. The perfume element of said consumer product can be a combination of perfume microcapsules defined above, free or non-encapsulated perfumes, and other types of perfume microcapsules other than those disclosed herein.

[0239] 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 fragrance composition as defined above, It is another object of the present invention to provide a liquid consumer product comprising:

[0240] Also, a powdered consumable product comprising: (a) 2 to 65 weight percent of at least one surfactant, based on the total weight of the consumer product; (b) a flavouring composition as defined above; and Powdered consumable products, including the following, are also part of the invention:

[0241] Thus, the microcapsules of the present invention can be added to perfumed consumer products either as such or as part of the perfume composition of the present invention.

[0242] For the sake of clarity, it must be mentioned that by "perfumed consumer product" it is meant a consumer product that is expected to bring, among other benefits, a perfuming effect to the surface to which it is applied (e.g. skin, hair, fabrics, paper or domestic surfaces) or in the air (air fresheners, deodorants, etc.) In other words, the perfumed consumer product according to the invention is a manufactured product that comprises a functional formulation, also called a "base", together with a benefit agent, in particular an effective amount of the microcapsules according to the invention.

[0243] The nature and type of other components present in perfumed consumer products do not warrant a more detailed description herein, 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 said product based on his general knowledge.The base formulations of consumer products that can incorporate the microcapsules of the present invention can be found in the abundant literature on such products.These formulations do not warrant a more detailed description herein, and in any case are not exhaustive.A person skilled in the art who formulates such consumer products can completely select suitable ingredients based on his general knowledge and available literature.

[0244] 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 bleaches; 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 or antiperspirants), or skin care products. (e.g. scented soaps, shower or bath smoothes, body washes, oils or gels, bath salts, or hygiene products); air care products, such as air fresheners or "ready to use" powdered air fresheners; or home care products, such as all-purpose cleaners, liquid or powder or tablet dishwashing products, toilet cleaners, or products for cleaning various surfaces, such as sprays and wipes intended for treating / refreshing textile or hard surfaces (floors, tiles, stone floors, etc.); hygiene products, such as sanitary napkins, diapers, toilet paper.

[0245] Another object of the present invention is to provide a consumer product comprising: A personal care active base; a microcapsule or a microcapsule slurry as defined above or a perfume composition as defined above, The consumer product is in the form of a personal care composition. It is a consumer product.

[0246] The personal care active bases that can incorporate the microcapsules of the present invention can be found in the abundant literature on such products.These formulations do not warrant detailed description in this specification, and are not exhaustive in any case.Those skilled in the art who formulate such consumer products can completely select suitable ingredients based on their general knowledge and available literature.

[0247] The personal care composition is preferably selected in the group consisting of a hair care product (e.g. shampoo, hair conditioner, colorant or hairspray), a cosmetic (e.g. vanishing cream, body lotion or deodorant or antiperspirant), or a skin care product (e.g. perfumed soap, shower or bath smooth, body wash, oil or gel, bath salts, or hygiene product);

[0248] Another object of the present invention is to provide a consumer product comprising: a home care or fabric care active base; a microcapsule or a microcapsule slurry as defined above or a perfume composition as defined above, The consumer product is in the form of a home care or fabric care composition; It is a consumer product.

[0249] Home care or fabric care active bases that can incorporate the microcapsules of the present invention can be found in the abundant literature on such products.These formulations do not warrant detailed description herein, and are in any case not exhaustive.Those skilled in the art who formulate such consumer products can completely select suitable ingredients based on their own general knowledge and available literature.

[0250] Preferably, the consumer product comprises 0.1-15% by weight, more preferably 0.2-5% 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 may be adapted according to the beneficial effect desired in each product.

[0251] In the case of liquid consumer products referred to below, by "active base", it is to be understood that the active base comprises active materials (which typically include surfactants) and water.

[0252] In the case of solid consumer products referred to below, by "active base", it should be understood that the active base includes active materials (which typically include surfactants) and auxiliaries (e.g., bleaches, buffers; builders; soil release or soil suspension polymers; granulating enzyme particles, corrosion inhibitors, antifoam agents, foam suppressants; dyes, fillers, and mixtures thereof).

[0253] Fabric softener The object of the present invention is to 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 quaternary ammonium salts), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salts), silicones and mixtures thereof, the active base being preferably used in an amount comprised between 85 and 99.95% by weight relative to the total weight of the composition; microcapsules or 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a fabric softener composition comprising:

[0254] Liquid detergent The object of the present invention is to 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 relative to the total weight of the composition; microcapsules or 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a liquid detergent composition comprising:

[0255] Solid detergent The object of the present invention is to 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 relative to 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a solid detergent composition comprising:

[0256] Shampoo / Shower gel The object of the present invention is to 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% relative to the total weight of the composition; microcapsules or 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a shampoo or shower gel composition comprising:

[0257] Rinse-off conditioner The object of the present invention is to 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 relative to the total weight of the composition; microcapsules or 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a rinse-off conditioner composition comprising:

[0258] Solid Aroma Booster The object of the present invention is to a solid carrier, preferably selected in the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolites, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, mono-, di- and polysaccharides and derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, PEG, PVP, citric acid or any water soluble solid acid, fatty alcohol or fatty acid and mixtures thereof, microcapsules or a microcapsule slurry 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a solid fragrance booster composition comprising:

[0259] Liquid aroma booster The object of the present invention is to An aqueous phase; a surfactant system consisting essentially of one or more non-ionic surfactants, the surfactant system having an average HLB of 10 to 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 having an HLB of less than 10, and mixtures thereof; microcapsules or microcapsule slurries 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, relative to the total weight of the composition; Optionally, free fragrance oil; The present invention relates to a consumer product in the form of a liquid fragrance booster composition comprising:

[0260] Hair Coloring The object of the present invention is to 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 oxidizing hair dye, preferably in an amount comprised between 85 and 99.95% by weight relative to the total weight of the composition; microcapsules or 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, relative to the total weight of the composition; Optionally, free fragrance oil; and a consumer product in the form of an oxidative hair coloring composition comprising:

[0261] fragrance composition According to certain embodiments, the consumer product comprises: 0.1 to 30%, preferably 0.1 to 20%, of the microcapsules or microcapsule slurry defined above; 0 to 40%, preferably 3 to 40%, of a fragrance; 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol based on the total weight of the fragrance composition; The fragrance composition is in the form of a fragrance composition comprising:

[0262] The invention will now be further illustrated by examples, it being understood that the invention as claimed is not intended to be limited in any way by these examples.

[0263] Working Example Example 1 Preparation of Co-oligopeptide 1 Mixture A reaction solution of 62 mL of 0.73 M lysine ethyl ester dihydrochloride (Lys) and leucine ethyl ester hydrochloride (Leu) (molar ratio of Lys:Leu = 4:1) was prepared and heated to 40 ° C. The reaction solution was added with 4 mL of bromelain aqueous solution (initial enzyme activity = 4.5 × 10 5 CDU / mL (manufacturer: Enzyme Development Corporation) was added. The reaction solution was stirred at 40° C. for 1.5 h (pH=7.8), then heated to 80° C. for 15 min, cooled to room temperature, centrifuged or filtered, and lyophilized or vacuum dried. The resulting solid (referred to as Co-oligopeptide 1 mixture) was used without further purification.

[0264] Example 2 Preparation of two co-oligopeptide mixtures 48 mL of 0.76 M lysine ethyl ester dihydrochloride was prepared as a reaction solution and heated to 40° C. 3 mL of bromelain aqueous solution (initial enzyme activity = 5.04 × 10 5 CDU / mL) (manufacturer: Enzyme Development Corporation) was added, which was then stirred at 40° C. for 1 hour (pH=7.8). 14 mL of 0.65 M leucine ethyl ester hydrochloride solution was added to the reaction solution. 1 mL of bromelain aqueous solution (2.9×10 5 CDU / mL) was added to the reaction solution, which was stirred at 40° C. for an additional hour (pH=7.8), then heated to 80° C. for 15 minutes, cooled to room temperature, centrifuged or filtered, and lyophilized or vacuum dried. The resulting solid (referred to as Co-oligopeptide 2 mixture) was used without further purification.

[0265] Example 3 Preparation of three-oligopeptide mixtures 47 mL of 0.77 M lysine ethyl ester dihydrochloride was prepared as a reaction solution and heated to 40° C. The reaction solution was added with 3 mL of an aqueous bromelain solution (initial enzyme activity = 5.04 × 10 5 CDU / mL) (manufacturer: Enzyme Development Corporation) was added, which was then stirred at 40° C. for 1 hour (pH=7.8). 14 mL of 0.65 M tyrosine ethyl ester hydrochloride solution was added to the reaction solution. 1 mL of bromelain aqueous solution (3.8×10 5 CDU / mL) was added to the reaction solution, which was stirred at 40° C. for an additional hour (pH=7.8), then heated to 80° C. for 15 minutes, cooled to room temperature, centrifuged or filtered, and lyophilized or vacuum dried. The resulting solid (referred to as the co-oligopeptide 3 mixture) was used without further purification.

[0266] Example 4 Preparation of microcapsules according to the invention Microcapsule A 1.78 g of the co-oligopeptide mixture prepared in Example 1 was dissolved in 60.8 g of water containing 0.8 g of gum arabic (Superstab AA - manufacturer: Nexira) to form an emulsifier solution. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of perfume oil A (see Table 1) containing 0.8 g of TPCl (terephthaloyl chloride, manufacturer: Alfa Aesar) was mixed with the emulsifier solution and homogenized using an Ultraturrax T-25 at 18000 rpm for 2 minutes. The formed oil-in-water emulsion was then stirred at 60°C for 2 hours to form a microcapsule slurry.

[0267] The morphology of the capsule slurry was observed under an SEM microscope (see FIG. 1), which shows that microcapsules are formed.

[0268] [Table 1]

[0269] Microcapsule B 2.65g of the cooligopeptide mixture prepared in Example 1 was dissolved in 60.8g of water containing 0.8g of gum arabic. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16g of perfume oil A (see Table 1) containing 0.8g of TPCl was mixed with the emulsifier solution and homogenized using Ultraturrax T-25 at 18000 rpm for 2 minutes. After that, the formed oil-in-water emulsion was then stirred at 60°C for 2 hours to form a microcapsule slurry.

[0270] Microcapsule C 1.67g of the co-oligopeptide mixture prepared in Example 2 was dissolved in 60g of water containing 0.8g of gum arabic to form an emulsifier solution. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16g of perfume oil A (see Table 1) containing 0.8g of TPCl was mixed with the emulsifier solution and homogenized using an Ultraturrax T-25 at 18000 rpm for 2 minutes. The formed oil-in-water emulsion was then stirred at 60°C for 3 hours to form a microcapsule slurry.

[0271] Microcapsule D 2.83 g of the co-oligopeptide mixture prepared in Example 2 was dissolved in 54.82 g of water containing 0.9 g of gum arabic and 1.72 g of L-lysine to form an emulsifier solution. 2 2H 2 O was dissolved in 1.13 g water to form a salt solution, which was then added to the emulsifier solution. 27 g of perfume oil A (see Table 1) containing 1.35 g TPCl was mixed with the emulsifier solution and homogenized at 18000 rpm for 30 seconds using an Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 2 hours to form a microcapsule slurry (see FIG. 2).

[0272] Microcapsule E 1.67 of the cooligopeptide mixture prepared in Example 3 was dissolved in 60 g of water containing 0.8 g of gum arabic to form an emulsifier solution. The pH of the emulsifier solution was adjusted to 10 with 10% NaOH. 16 g of perfume oil A (see Table 1) containing 0.8 g of TPCl was mixed with the emulsifier solution and homogenized at 18000 rpm for 2 minutes using an Ultraturrax T-25. The formed oil-in-water emulsion was then stirred at 60° C. for 3 hours to form a microcapsule slurry.

[0273] Example 5 Liquid fabric softener A sufficient amount of microcapsule slurries A-E of the present invention are dispersed in a base, described below, to obtain an encapsulated perfume oil concentration of 0.22%.

[0274] [Table 2]

[0275] Example 6 Liquid detergent composition A sufficient amount of microcapsule slurries A-E of the present invention are dispersed in a liquid detergent base, described below, to obtain an encapsulated perfume oil concentration of 0.22%.

[0276] [Table 3]

[0277] Example 7 Rinse-off conditioner A sufficient amount of the microcapsule slurries A-E of the present invention are incorporated into the rinse-off base at the required dosage (equivalent to 0.5% encapsulated perfume oil) (see below).

[0278] [Table 4]

[0279] The ingredients of Phase A are mixed until a homogenous mixture is obtained. The Tylose is completely dissolved. The mixture is then heated to 70-75°C. The ingredients of Phase B are combined and melted at 70-75°C. The ingredients of Phase B are then added to Phase A with good mixing and mixing is continued until cooled to 60°C. The ingredients of Phase C are then added with stirring and continuing mixing until the mixture is cooled to 40°C. The pH is adjusted with citric acid solution until the pH is 3.5-4.0.

[0280] Example 8 Spray-dried microcapsule preparation Emulsions 1-5 are prepared having the following components:

[0281] [Table 5]

[0282] The components of the polymer matrix (maltodextrin and capsule (商標) , or capsul™, citric acid and tripotassium citrate) into 45-50°C water until completely dissolved.

[0283] In Emulsion 4, Free Fragrance C is added to the water phase.

[0284] The microcapsule slurry is added to the resulting mixture, which is then gently mixed at 25° C. (room temperature).

[0285] Granulated powders 1-5 are prepared by spray drying emulsions A-E using a Sodeva Spray Dryer (manufacturer, France) with the air inlet temperature set at 215°C and the throughput set at 500 ml / h. The air outlet temperature is 105°C. The emulsions before atomization are at ambient temperature.

[0286] Example 9 Liquid fragrance booster composition A sufficient amount of microcapsule slurries A-E are weighed and mixed in a liquid fragrance booster to add the equivalent of 0.2% fragrance.

[0287] [Table 6]

[0288] Prepare different ringing gel compositions according to the following protocol (compositions 1-6).

[0289] In the first step, the aqueous phase (water), the solvent (propylene glycol) (if present) and the surfactant are mixed together at room temperature with stirring using a magnetic stirrer at 300 rpm for 5 minutes.

[0290] In the second step, the linker is dissolved in the hydrophobic active ingredient (fragrance) at room temperature while stirring at 300 rpm using a magnetic stirrer. The resulting mixture is mixed for 5 minutes.

[0291] The aqueous and oil phases are then mixed together at room temperature for 5 minutes to form a clear or milky ringing gel.

[0292] Example 10 Powder detergent composition A sufficient amount of granules 1-5 is weighed and mixed into a powder detergent composition to add the equivalent of 0.2% perfume.

[0293] [Table 7]

[0294] Example 11 Concentrated multi-purpose cleaner composition A sufficient amount of Microcapsule Slurries A-E is weighed and mixed into a concentrated all-purpose cleaner composition to add the equivalent of 0.2% fragrance.

[0295] [Table 8]

[0296] All ingredients were mixed together and then the mixture was diluted to 100% with water.

[0297] Example 12 Solid fragrance booster composition A sufficient amount of the microcapsules in dry form is weighed out and mixed with the solid fragrance booster composition to add the equivalent of 0.2% fragrance.

[0298] [Table 9]

[0299] [Table 10]

[0300] Example 13 Shampoo Composition A sufficient amount of microcapsule slurries A through E is weighed and mixed into a shampoo composition to add the equivalent of 0.2% fragrance.

[0301] [Table 11]

[0302] Polyquaternium-10 is dispersed in water. The remaining ingredients of Phase A are mixed separately by sequential addition with thorough mixing after each adjustment. This premix is ​​then added to the Polyquaternium-10 dispersion and mixed for 5 minutes. Phase B and premixed Phase C are then added (with heat to melt the Monomuls 90L-12 in Texapon NSO IS). The mixture is thoroughly mixed. Phase D and Phase E are then added with stirring. The pH is adjusted with citric acid solution until the pH is 5.5-6.0.

[0303] Example 14 Shampoo Composition A sufficient amount of microcapsule slurries A through E is weighed and mixed into a shampoo composition to add the equivalent of 0.2% fragrance.

[0304] [Table 12]

[0305] The premix containing guar hydroxypropyltrimonium chloride and polyquaternium-10 is added to the water and tetrasodium EDTA while mixing. When the mixture is homogeneous, NaOH is added. Phase C ingredients are then added and the mixture is heated to 75°C. Phase D ingredients are added and mixed until homogeneous. Heating is stopped and the temperature of the mixture is allowed to decrease to room temperature. At 45°C, while mixing the ingredients of Phase E, the final viscosity is adjusted with 25% NaCl solution and the pH is adjusted to 5.5-6 with 10% NaOH solution.

[0306] Example 15 Antiperspirant spray anhydrous composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant spray anhydrous composition to add the equivalent of 0.2% perfume.

[0307] [Table 13]

[0308] Using a high speed stirrer, add the silica and quaternium-18-hectorite to the isopropyl myristate and cyclomethicone mixture. Once fully swollen, add the aluminum chlorohydrate in small portions under stirring until the mixture is homogenous and free of lumps. Fill an aerosol can with 25% suspension of the suspension and 75% propane / butane (2.5 bar).

[0309] Example 16 Antiperspirant spray emulsion composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant spray emulsion composition to add the equivalent of 0.2% perfume.

[0310] [Table 14]

[0311] The ingredients of Part A and Part B are weighed separately. The ingredients of Part A are heated to 60°C and the ingredients of Part B are heated to 55°C. The ingredients of Part B are poured into A in small portions with continuous stirring. The mixture is stirred thoroughly until it reaches room temperature. The ingredients of Part C are then added. The emulsion is mixed and introduced into an aerosol can. The propellant is added by compression. Aerosol filling: 30% emulsion: 70% propane / butane 2,5 bar

[0312] Example 17 Deodorant spray composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant deodorant spray composition to add the equivalent of 0.2% fragrance.

[0313] [Table 15]

[0314] All ingredients are mixed and dissolved according to the order in the table above. Aerosol cans are then filled, compressed and propellant is added (aerosol fill: 40% active solution 60% propane / butane 2.5 bar).

[0315] Example 18 Antiperspirant roll-on emulsion composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.

[0316] [Table 16]

[0317] 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 Part C is added slowly with stirring when the mixture reaches 45°C and Part D when the mixture reaches 35°C. The mixture is then cooled to room temperature.

[0318] Example 19 Antiperspirant roll-on composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant roll-on composition to add the equivalent of 0.2% perfume.

[0319] [Table 17]

[0320] The ingredients of Part B are mixed in a container and then the ingredients of Part A are added. Part C is then dissolved in Parts A and B. Along with the fragrance, 1 part Cremophor RH40 to 1 part fragrance is added with thorough mixing.

[0321] Example 20 Antiperspirant roll-on composition A sufficient amount of the microcapsule slurries A through E is weighed and mixed into the antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.

[0322] [Table 18]

[0323] Prepare Part A by sprinkling hydroxyethyl cellulose in water in small portions while stirring rapidly with a turbine. Continue stirring until the hydroxyethyl cellulose is completely swollen and a clear gel is obtained. Then pour Part B in small portions into Part A while continuing to stir until the whole is homogenous. Add Part C.

[0324] Example 21 Alcohol-free deodorant pump A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0325] [Table 19]

[0326] Mix all ingredients in the order listed and heat the mixture slightly to dissolve the cetyl lactate.

[0327] Example 22 Deodorant pump containing alcohol formulation A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0328] [Table 20]

[0329] Mix together the ingredients from Part B. Dissolve the ingredients of Part A in the order listed and pour into Part B.

[0330] Example 23 Alcohol-free deodorant stick A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0331] [Table 21]

[0332] Weigh out all the ingredients of Part A and heat to 70-75°C. Once other Part A ingredients are mixed and heated, add Ceteareth-25. Once Ceteareth-25 is dissolved, add Stearic Acid. Prepare Part B by dissolving Triclosan in 1,2 Propylene Glycol. Add evaporated water. Slowly pour Part B into Part A under mixing. For stock, place plastic bags in buckets and seal after cooling. Fill into molds at around 70°C.

[0333] Example 24 Antiperspirant stick A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0334] [Table 22]

[0335] Weigh out all the ingredients of Part A, heat to 70-75°C and mix thoroughly. Disperse the ingredients of Part B in Part A. Mix the mixture and press into a stick at 65°C.

[0336] Example 25 Day Cream A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0337] [Table 23]

[0338] Example 26 Talc Compound A sufficient amount of granules 1 to 5 is weighed out and introduced into a Standard Talc Base: 100% Talc, Very Slight Characteristic Odor, White Powder, Manufacturer: LUZENAC, mixed and 0.2% equivalent of fragrance is added.

[0339] Example 27 Shower gel composition A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0340] [Table 24]

[0341] Mix ingredients and adjust pH to 6-6.3 (Viscosity: 4500 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0342] Example 28 Shower gel composition A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0343] [Table 25]

[0344] The ingredients are mixed and the pH adjusted to 4.5 (Viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0345] Example 29 Shower gel composition A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0346] [Table 26]

[0347] The ingredients are mixed and the pH adjusted to 4.5 (Viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0348] Example 30 Hair Coloring Composition A sufficient amount of the microcapsule slurry A to E is weighed and mixed with the alkaline base A, and 0.2% equivalent of fragrance is added.

[0349] Then 2 g of alkali base A is mixed with 2 g of oxide base B.

[0350] [Table 27]

[0351] procedure: All ingredients of Phase A were mixed and heated to 75°C.

[0352] All ingredients of Phase B were combined and melted at 70-75°C.

[0353] Phase B was added to Phase A (both at 70-75°C) with good mixing.

[0354] Phase C was added and mixing was continued until cooled to room temperature.

[0355] While mixing, at room temperature, the ingredients of Phase D were added.

[0356] The remaining ingredients of Phase C were added under stirring.

[0357] [Table 28]

[0358] procedure: All ingredients of Phase A were mixed and heated to 75°C.

[0359] All ingredients of Phase B were combined and melted at 70-75°C.

[0360] Phase B was added to Phase A (both at 70-75°C) with good mixing and mixing was continued until cooled to room temperature.

[0361] With mixing, at room temperature, the ingredients of Phase C were added.

[0362] Example 31 Hand-washing dish detergent A sufficient amount of the microcapsule slurries A to E is weighed and mixed in the following composition to add the equivalent of 0.2% fragrance.

[0363] [Table 29]

[0364] Mix water with sodium hydroxide and diethanolamide. Add LAS. After neutralizing LAS, add remaining ingredients. Check pH (=7-8) and adjust if necessary.

[0365] Example 32 Unit Dose Formulations A sufficient amount of the exemplified microcapsules is weighed and mixed in a unit dose formulation to add the equivalent of 0.2% flavor.

[0366] The unit dose formulation may be contained in a PVOH (polyvinyl alcohol) film.

[0367] [Table 30]

[0368] Example 33 Toothpaste formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurry A-E of the microcapsules except that flavor is encapsulated instead of fragrance) is weighed out and mixed in the following composition to add the equivalent of 0.2% flavor.

[0369] [Table 31]

[0370] Example 34 Dicalcium phosphate-based toothpaste formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurry A-E of the microcapsules except that flavor is encapsulated instead of fragrance) is weighed out and mixed in the following composition to add the equivalent of 0.2% flavor.

[0371] [Table 32]

[0372] Example 35 Mouthwash Alcohol-Free Formula A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurry A-E of the microcapsules except that flavor is encapsulated instead of fragrance) is weighed out and mixed in the following composition to add the equivalent of 0.2% flavor.

[0373] [Table 33]

[0374] Example 36 Mouthwash formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurry A-E of the microcapsules except that flavor is encapsulated instead of fragrance) is weighed out and mixed in the following composition to add the equivalent of 0.2% flavor.

[0375]

Table 34

Claims

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

2. The acyl chloride is represented by the following formula (I): 【Chemistry 1】 wherein n is an integer varying between 1 and 8, preferably between 1 and 6, more preferably between 1 and 4; X is (i) to (xi) 【Chemistry 2】 (wherein R is a hydrogen atom or an alkyl group, preferably a hydrogen atom). (n+1)-valent C optionally containing at least one group selected from ２ ~C ４５ hydrocarbon group) The microcapsule of claim 1 , having

3. 3. The microcapsules of claim 2, wherein the acyl chloride is a diacyl chloride, preferably selected from the group consisting of terephthaloyl chloride, phthaloyl chloride, isophthaloyl chloride, adipoyl chloride, sebacoyl chloride, succinyl chloride, glutaryl chloride, pimeloyl chloride, dodecandioyl dichloride, suberoyl chloride, azelaoyl chloride, malonyl chloride, fumaryl chloride, oxyallyl chloride, 4,4'-oxybis(benzoyl chloride), 2,2'-oxydiacetyl chloride, 4,4'-biphenyldicarbonyl chloride, azobenzene-4,4'-dicarbonyl dichloride, 2,5-furandicarbonyl dichloride, and mixtures thereof.

4. 2. The microcapsule of claim 1, wherein the co-oligopeptide has an average molecular weight of less than 10,000 g / mol.

5. 2. The microcapsule of claim 1, wherein the co-oligopeptide comprises at least two different amino acids A and B, wherein the amino acid A is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, and mixtures thereof, and the amino acid B is selected from the group consisting of lysine, arginine, ornithine, histidine, tryptophan, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, glycine, proline, selenocysteine, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, citrulline, cysteine, and mixtures thereof.

6. 6. The microcapsule of claim 5, wherein the amino acid A is lysine.

7. 2. Microcapsules according to claim 1, wherein the molar ratio of average amino groups from the co-oligopeptide to acyl chloride groups from said acyl chloride is from 0.05:1 to 65:1, preferably from 0.1:1 to 10:

1.

8. The microcapsule of claim 1 , wherein the hydrophobic material comprises a fragrance.

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

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

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

12. 10. The method according to claim 9, wherein the acyl chloride is used at a concentration of 0.1% to 50% by weight, preferably 0.5 to 15% by weight, relative to the oil phase.

13. 10. The method of claim 9, wherein an amino acid, preferably selected in the group consisting of lysine, arginine, histidine, tryptophan, ornithine, glutamine, asparagine, citrulline and mixtures thereof, is added to the dispersed phase and / or the two-phase dispersion.

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

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