Fragrance Delivery System

Abstract

The present invention is in the field of perfume delivery systems. In particular, the present invention relates to a delivery system comprising a biodegradable carrier and a perfume formulation, and to a perfumed composition, as well as a perfumed consumer product comprising such a delivery system.

Description

[Technical Field]

[0001] The present invention is in the field of perfume delivery systems. In particular, the present invention relates to a delivery system comprising a biodegradable carrier and a perfume formulation, and to a perfumed composition, as well as a perfumed consumer product comprising such a delivery system.

[0002] Background of the Invention One of the problems facing the fragrance industry is that the olfactory effect provided by fragrance compounds is lost relatively quickly due to their high volatility, especially the high volatility of "top notes." To control the release rate of volatile substances, delivery systems such as microcapsules containing active ingredients, e.g., fragrances, are needed, which protect and subsequently release the core payload when triggered. A key industry requirement for these systems is that they must withstand suspension in challenging media without physical dissociation or degradation. This is referred to as the chemical stability of the delivery system. For example, fragranced personal and household cleansers containing high levels of aggressive surfactant detergents present significant challenges for the stability of delivery systems such as microcapsules. High levels of surfactants also increase the rate at which actives diffuse out of delivery systems such as microcapsules. This leads to leakage of the active during storage and reduced impact upon release.

[0003] Another problem facing the fragrance industry is providing biodegradable delivery systems to provide ecological and sustainable fragrance compositions and scented consumer products.

[0004] Although delivery systems such as microcapsules that provide chemical stability of the delivery system are known from the prior art, there remains a need in the industry to improve biodegradability while also providing some stability of the delivery system, reducing leakage of perfume from the delivery system, and preferably providing improved impact of the perfume upon release to the consumer.

[0005] The present invention meets these and other needs in the industry.

[0006] Detailed Description of the Invention In a first aspect, the present invention relates to a delivery system comprising a biodegradable carrier and a fragrance formulation, wherein the carrier is at least 60% biodegradable within 60 days according to OECD 301F.

[0007] A delivery system is understood herein for the protection of active ingredients, in particular perfume formulations and perfumes contained within perfume formulations, and / or for the control of their release.

[0008] By carrier or carrier material, it is understood herein that the carrier material is suitable for enclosing, encapsulating or holding a certain amount of perfume formulation. To qualify as a carrier material, the carrier material must enclose, encapsulate or hold a certain amount of perfume.

[0009] Typically, when the delivery system is in matrix form, the carrier material is a matrix material and the delivery system should preferably encapsulate at least 20% by weight, preferably at least 30% by weight, and even more preferably at least 35% by weight of the perfume formulation, based on the total weight of the delivery system.

[0010] Typically, when the delivery system is in the form of a core-shell microcapsule, the carrier is the shell and the delivery system should preferably encapsulate at least 80% by weight, preferably at least 90% by weight, of the perfume formulation, based on the total weight of the delivery system.

[0011] According to one embodiment, it is understood that the carrier material does not allow leakage of more than 40%, preferably at most 35%, of the perfume formulation after 15 days at 37°C, preferably after 30 days at 37°C, preferably in a fabric softener or liquid detergent.

[0012] In certain embodiments, the carrier or carrier material is a solid carrier material, ie, an emulsion or solvent is not a carrier or carrier material.

[0013] In certain embodiments, the delivery system is a core-shell microcapsule, or the delivery system is in matrix form (i.e., an oil encapsulated in a polymer matrix, e.g., a monomeric, oligomeric, or polymeric carrier matrix), preferably, the delivery system is a core-shell microcapsule with a biodegradable shell. For clarity, when the delivery system is a core-shell microcapsule, it is understood that the perfume formulation is contained in a core that is surrounded or encapsulated by a biodegradable shell. When the delivery system is in matrix form, the perfume formulation is encapsulated in a biodegradable matrix of a carrier, such as a monomeric, oligomeric, or polymeric carrier matrix, by adsorption to the biodegradable matrix.

[0014] When the carrier is a biodegradable monomeric, oligomeric or polymeric carrier matrix, it is understood herein that the perfume formulation is encapsulated in the biodegradable monomeric, oligomeric or polymeric carrier matrix by adsorption into the biodegradable monomeric, oligomeric or polymeric carrier matrix, i.e., adsorbed into the pores of the biodegradable monomeric, oligomeric or polymeric carrier matrix.

[0015] In certain embodiments, the biodegradable carrier material comprises a biodegradable monomeric, oligomeric, or polymeric carrier material, or a mixture of two or more thereof.

[0016] An oligomeric carrier is a carrier in which 2 to 10 monomer units are covalently linked together. For example, when the oligomeric carrier is a carbohydrate, the oligomeric carrier may be sucrose, lactose, raffinose, maltose, trehalose, or a fructooligosaccharide.

[0017] Examples of monomeric carrier materials are, for example, glucose, fructose, mannose, galactose, arabinose, fucose, sorbitol, mannitol.

[0018] The polymeric carrier has 10 or more monomer units linked by covalent bonds.

[0019] In certain embodiments, the carrier may be a biodegradable polymeric carrier material. Non-limiting examples of polymeric carrier materials include polyaspartates, modified polysuccinimides, lignin and its derivatives, polyoxazolines, polyhydroxyalkanoates, polyphenols, natural and synthetic clays, polyvinyl acetates, polyvinyl alcohols, dextrins, maltodextrins, glucose syrup, natural or modified starches, polysaccharides, sugars, chitosan, gum arabic, polyethylene glycols, polyvinylpyrrolidones, polyvinyl alcohols, acrylamides, acrylates, polyacrylic acids and related substances, maleic anhydride copolymers, amine-functional polymers, Examples of suitable polymeric carrier materials include vinyl ethers, styrene, polystyrene sulfonates, vinyl acids, ethylene glycol-propylene glycol block copolymers, vegetable gums, acacia gums, pectins, xanthan gums, alginates, carrageenans, or cellulose derivatives such as carboxymethylmethylcellulose, methylcellulose, or hydroxyethylcellulose; chitin, proteins (animal and vegetable), polyaspartates, polysuccinimides and their derivatives, polyesters, polyaminoesters, polyhydroxyalkanoates, polycarbonates, and mixtures thereof. Preferably, the polymeric carrier material comprises natural or modified starch, maltodextrin, carbohydrates, chitin, proteins (animal and vegetable), polyaspartates, polysuccinimides and their derivatives, polyesters, polyaminoesters, polyhydroxyalkanoates, polycarbonates, and mixtures thereof.

[0020] The biodegradable carrier material is preferably present in an amount of 25-80% by weight, preferably 30-60% by weight, more preferably 40-55% by weight (based on the total weight of the delivery system).

[0021] In a preferred embodiment, the polymeric carrier material may further comprise a flame retardant, preferably selected from the group consisting of sodium silicate, potassium silicate, sodium carbonate, sodium bicarbonate, monoammonium phosphate or carbonate, diammonium phosphate, mono-, disodium or trisodium phosphate, sodium hypophosphite, melamine cyanurate, chlorinated hydrocarbons, talc and mixtures thereof.

[0022] When the delivery system is a core-shell microcapsule having a biodegradable shell, it is understood herein that the perfume formulation is contained in the core, which is surrounded by the biodegradable shell of the microcapsule.

[0023] The nature of the biodegradable shell of the microcapsules of the present invention can vary.

[0024] By way of non-limiting example, the biodegradable shell can comprise a material selected from the group consisting of polyurea, polyurethane, polyamide, polyhydroxyalkanoate, polyacrylate, polyester, polyaminoester, polyepoxide, polysiloxane, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine formaldehyde resin crosslinked with polyisocyanate or aromatic polyol, melamine urea resin, melamine glioxal resin, gelatin / gum arabic shell wall, and mixtures thereof.

[0025] In a first particular embodiment of the core-shell microcapsules, the core-shell microcapsules comprise a coacervate shell.

[0026] In certain embodiments, the coacervate comprises a first polyelectrolyte and a second polyelectrolyte.

[0027] To form capsules, a monocharged first polyelectrolyte (polyelectrolyte I), preferably selected from proteins (e.g., gelatin), polypeptides, or polysaccharides (e.g., chitosan), is capable of interacting with an oppositely charged electrolyte or polyelectrolyte, thus forming a coacervate phase capable of coating hydrophobic interfaces. In a preferred embodiment, polyelectrolyte I is positively charged for pH values ​​less than 8 and optionally forms a gel or highly viscous solution in water below its gelation temperature and a low-viscosity solution in water above its melting point. Viscosity above the gelation temperature is typically less than 0.1 Pa·s, and below the gelation temperature, the gel's elastic modulus, G', is typically in the range of 0.1 to 15 kPa, as measured during the first 24 hours after gel formation using a shear rheometry-based measurement method (such method, along with definitions related to gelation temperature, is described, for example, in Parker, A. and Normand, V., Soft Matter, 6, pp. 4916-4919 (2010)). Preferably, polyelectrolyte I is a gelatin material.

[0028] The second polyelectrolyte (polyelectrolyte II) is preferably selected from among polysaccharides or another polymer having a charge of the opposite sign compared to polyelectrolyte I. Generally, polyelectrolyte II is negatively charged for pH > 2. Preferably, such polyelectrolyte is a plant gum such as, for example, alginate, cellulose derivatives guar gum, pectinate, carrageenan, polyacrylic and methacrylic acid or xanthan gum, or even acacia gum. Most preferably, it is acacia gum (gum arabic).

[0029] The ratio of polymer electrolyte 1 to polymer electrolyte 2 is preferably within the range of 10 / 0.1 to 0.1 / 10, preferably 10 / 1 to 1 / 10, more preferably 6 / 1 to 1 / 6.

[0030] According to certain embodiments, the first polyelectrolyte carries a net positive charge at a pH less than 8, while the second polyelectrolyte carries a net negative charge at a pH greater than 2.

[0031] According to certain embodiments, the first polyelectrolyte is gelatin and the second polyelectrolyte is selected from the group consisting of gum arabic, xanthan, alginates, cellulose derivatives such as carboxymethylcellulose, sodium carboxymethylguar gum, pectinates, carrageenans, polyacrylic and methacrylic acids, xanthan gum and vegetable gums and / or mixtures thereof.

[0032] According to a preferred embodiment, the first polyelectrolyte is gelatin and the second polyelectrolyte is gum arabic.

[0033] According to one embodiment, the coacervate material exists as a gel. According to certain embodiments, the first material of the coacervate is a gel formed by providing conditions sufficient to induce gelation of either the first, second, or both polyelectrolytes. Gelation can be induced by lowering the temperature below the gelation temperature of one of the polyelectrolytes, as detailed above and in the literature cited in the previous section. In the case of ionically crosslinkable polyelectrolytes such as chitosan, gelation can be induced by adding an appropriate counterion, such as tripolyphosphate.

[0034] According to a preferred embodiment, the coacervate first material is chemically hardened using a suitable cross-linking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid, or genipin. According to another preferred embodiment, the coacervate first material is enzymatically hardened using an enzyme such as transglutaminase.

[0035] According to another embodiment, the coacervate is not crosslinked.

[0036] In certain embodiments of the core-shell microcapsules, the core-shell microcapsules comprise an oily core containing a perfume formulation 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. According to one embodiment, the second polymeric material is selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal, and mixtures thereof.

[0037] According to a particular embodiment, the second material is a polyurea and / or a polyurethane.

[0038] According to one embodiment, the second material is present in an amount of less than 3% by weight, preferably less than 1% by weight, based on the total weight of the microcapsule slurry. Indeed, it is emphasized that even if the amount of second material forming the wall is reduced, the microcapsules still exhibit good stability in consumer products.

[0039] In another particular embodiment, core-shells as defined above, based on an inner shell of polymeric material and an outer shell of coacervate, are excluded from the present invention.

[0040] In a second particular embodiment of the core-shell microcapsules, the core-shell microcapsules are an oily core containing a fragrance formulation; - optionally an inner shell made of polymerized multifunctional monomers; - a biopolymer shell comprising proteins, wherein at least one protein is cross-linked; Includes:

[0041] According to one embodiment, the protein is selected in the group consisting of milk proteins, caseinates such as sodium or calcium caseinate, casein, whey protein, hydrolyzed proteins, gelatin, gluten, pea protein, soy protein, silk protein and mixtures thereof.

[0042] According to one embodiment, the protein comprises sodium caseinate, preferably cross-linked sodium caseinate.

[0043] According to one embodiment, the protein comprises sodium caseinate and a globular protein, preferably selected in the group consisting of whey protein, beta-lactoglobulin, ovalbumin, bovine serum albumin, vegetable protein, and mixtures thereof.

[0044] The protein is preferably a mixture of sodium caseinate and whey protein.

[0045] According to one embodiment, the biopolymer shell comprises cross-linked proteins selected in the group consisting of sodium caseinate and / or whey protein.

[0046] According to certain embodiments, the microcapsule slurry comprises: an oily core containing a fragrance formulation; an inner shell made of polymerized multifunctional monomers, preferably polyisocyanates having at least two isocyanate functional groups; - a biopolymer shell comprising proteins, at least one of which is cross-linked, the proteins preferably comprising a mixture of sodium caseinate and globular proteins, preferably whey proteins; - optionally with at least an outer mineral layer It comprises at least one microcapsule made of

[0047] According to one embodiment, the sodium caseinate and / or whey protein are cross-linked proteins.

[0048] The weight ratio of sodium caseinate to whey protein is preferably comprised between 0.01 and 100, preferably between 0.1 and 10, more preferably between 0.2 and 5.

[0049] In another particular embodiment, core-shells as defined above, based on an inner shell of polymeric material and a biopolymer shell comprising proteins, are excluded from the present invention.

[0050] In another embodiment of the core-shell microcapsules, the core-shell microcapsules are an oily core containing a fragrance formulation; a polyamide shell, Acyl chloride, a first amino compound; and a second amino compound; a polyamide shell comprising and a polyamide core-shell microcapsule comprising:

[0051] According to certain embodiments, the polyamide core-shell microcapsules are an oily core containing a fragrance formulation; A polyamide shell, acyl chloride in an amount preferably between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w / w; a 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, - 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%; a polyamide shell comprising Includes:

[0052] According to certain embodiments, the polyamide core-shell microcapsules are an oily core containing a fragrance formulation; a polyamide shell, Acyl chloride, a first amino compound which is an amino acid selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof; a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine and / or mixtures thereof; a biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein and / or mixtures thereof; a polyamide shell comprising Includes:

[0053] The first amino compound is different from the second amino compound.

[0054] In another particular embodiment, polyamide core-shells as defined above are excluded from the present invention.

[0055] According to a particular embodiment of the present invention, the microcapsules according to the present invention may comprise an outer coating material selected from the group consisting of polysaccharides, cationic polymers and mixtures thereof to form an outer coating on the microcapsules.

[0056] Polysaccharide polymers are well known to those skilled in the art. Preferred non-ionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methylcellulose, pectin and mixtures thereof.

[0057] According to a particular embodiment, the coating consists of a cationic coating.

[0058] Cationic polymers are also well known to those skilled in the art. Preferred cationic polymers have a cationic charge density of at least 0.5 meq / g, more preferably at least about 1.5 meq / g, but also preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer can be determined by the Kjeldahl method, as described in the United States Pharmacopeia under Chemical Tests for Nitrogen Determination. Preferred cationic polymers can be selected from those containing units containing primary, secondary, tertiary, and / or quaternary amine groups, which can form part of the main polymer chain or be carried by side-chain substituents directly attached thereto. The weight-average (Mw) molecular weight of the cationic polymer is preferably 10,000 to 3.5 M Daltons, more preferably 50,000 to 2 M Daltons.

[0059] According to particular embodiments, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylamino methacrylate, dialdimethylammonium 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 ether chloride, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride will be 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 ether chloride, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride.

[0060] Examples of commercially available products include Salcare® SC60 (cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, supplier: BASF), or Luviquat®, such as PQ 11N, FC 550 or Style (quaternized copolymer of polyquaternium 11-68 or vinylpyrrolidone, supplier: BASF), or Jaguar® (C13S or C17, supplier: Rhodia).

[0061] According to any one of the above embodiments of the present invention, the polymer is added in an amount comprised between about 0% and 5% w / w, or even between about 0.1% and 2% w / w, the percentage being expressed on a w / w basis relative to the total weight of the microcapsules. It will be clearly understood by those skilled in the art that only a portion of the added polymer will be incorporated / deposited in the microcapsule shell.

[0062] In certain embodiments, the biodegradable carrier is preferably either a biodegradable shell or a biodegradable monomeric, oligomeric, or polymeric matrix material, having at least 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98% biodegradability within 60 days according to OECD 301F.

[0063] OECD301F is a standard test method for biodegradability established by the Organization for Economic Cooperation and Development.

[0064] In certain embodiments, the fragrance formulation comprises: - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation), - 40 to 100% by weight of perfume oil (based on the total weight of the perfume formulation), - optionally with other active ingredients Includes:

[0065] By "perfumed formulation" is meant herein a formulation for a fine and functional perfume. In particular, perfume formulations can be prepared by combining currently used perfuming ingredients, solvents or adjuvants.

[0066] The perfuming ingredient may be dissolved in a solvent currently used in the perfume industry. The solvent is preferably not 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 triacetin, preferably Abalyn®, benzyl benzoate, limonene or other terpenes, or isoparaffin.

[0067] Preferably, the solvent is very hydrophobic and highly sterically hindered, such as, for example, Abalyn® or benzyl benzoate. Preferably, the perfume contains less than 30% solvent. More preferably, the perfume contains less than 20%, and even more preferably less than 10%, of solvent, all of which percentages are defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially solvent-free.

[0068] According to certain embodiments, the hydrophobic solvent is preferably a density balancing material 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.

[0069] The "density balancing material" is preferably 1.07 g / cm 3 and is preferably low-odor or odorless.

[0070] The density of a component is the ratio of its mass to its volume (g / cm 3 )

[0071] Several methods are available for determining the density of a component.

[0072] For example, reference may be made to the ISO 298:1998 method for determining the d20 density of essential oils.

[0073] By "perfume oil" (also "fragrance") or "flavor" is herein understood an ingredient or composition that is liquid at about 20°C. The said perfume oil or flavor oil can be a perfuming or flavoring ingredient alone or a mixture of ingredients in the form of a perfuming or flavoring composition. By "perfuming ingredient" is meant here a compound used in a perfuming preparation or composition for the primary purpose of imparting a hedonic effect. In other words, to be considered a perfuming ingredient, such an ingredient must not only have an odor, but must also be recognized by those skilled in the art as being at least capable of imparting or modifying the odor of the composition in a positive or pleasant way. The nature and type of perfuming ingredients present in the oil phase do not warrant a more detailed description here, and in any case are not exhaustive; those skilled in the art can select them based on their general knowledge according to the intended use or application and the desired sensory effect. Generally speaking, these odoriferous ingredients belong to various chemical classes, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and said odoriferous ingredients can be of natural or synthetic origin. Many of these ingredients are listed in reference texts, such as S. Arctander's book "Perfume and Flavor Chemicals," 1969, Montclair, New Jersey, USA, or its latest edition, or other works of the same type, as well as in the abundant patent literature in the field of perfumery. It is understood that said ingredients may also be compounds known to release various types of odoriferous compounds in a controlled manner.

[0074] In particular, the following perfuming ingredients may be mentioned which are commonly used in perfume formulations, for example: - aldehydes: decanal, dodecanal, 2-methylundecanal, 10-undecenal, octanal, nonanal and / or nonenal; - Aromatic-Herbal Ingredients: Eucalyptus Oil, Camphor, Eucalyptol, 5-Methyltricyclo[6.2.1.0~2,7~]Undecane-4-one, 1-Methoxy-3-Hexanethiol, 2-Ethyl-4,4-Dimethyl-1,3-Oxathiane, 2,2,7 / 8,9 / 10-Tetramethylspiro[5,5]Undec-8-en-1-one, and / or Menthol; - Balsamic ingredients: coumarin, ethyl vanillin and / or vanillin; - Citrus ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-menthadiene; - Floral: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanol, hexyl cinnamic aldehyde, benzyl acetate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone, methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl) (2E)-1-penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanethanol, 2,6,6-trimethyl-3-cyclohex sen-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 acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, high-cis-dihydrojasmo Methyl phosphate, 3-methyl-5-phenyl-1-pentanol, vergyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, (S)-2-(1,1-dimethylpropoxy)propyl propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amyl cinnamic aldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vermicelli isobutyrate and / or a mixture of methyl ionone isomers; - Fruity ingredients: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methylpentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 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 ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrallyl acetate, allyl (2-methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; - Musk 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, 3-methyl-5-cyclopentene 2-{1S}-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate tadecen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-g-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; - Woody ingredients: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[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, parfum thuli oil terpene fraction, 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 / or isobornyl acetate; - other ingredients (e.g. amber, powdery spicy or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and 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-phenylbutyric acid, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.

[0075] According to one embodiment, the perfumed formulation comprises a fragrance modifier (which can be used in addition to the hydrophobic solvent, if one is present, or as a replacement for the hydrophobic solvent, if one is not present).

[0076] Preferably, the fragrance modifier is i. Vapor pressure at 22°C is less than 0.0008 Torr; ii. clogP is 3.5 or more, preferably 4.0 or more, more preferably 4.5; iii. at least two Hansen solubility parameters selected from a first group consisting of atomic dispersion forces of 12 to 20, dipole moments of 1 to 7, and hydrogen bonds of 2.5 to 11; iv. When dissolved in a compound with a vapor pressure of 0.0008 to 0.08 Torr at 22°C, at least two Hansen solubility parameters selected from the second group consisting of atomic dispersion forces of 14 to 20, dipole moments of 1 to 8, and hydrogen bonds of 4 to 11. is defined as a fragrance material having

[0077] As regulators, for example, the following ingredients can be preferably listed, 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, mughealdehyde, 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-heptadien-3-one, (9Z)-9-cycloheptadecen-1-one.

[0078] The perfume base according to the invention is not limited to the perfuming ingredients mentioned above, many others of which are listed in reference texts such as S. Arctander's book "Perfume and Flavor Chemicals," 1969, Montclair, New Jersey, USA, or its latest edition, or other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is understood that the above ingredients may also be compounds known to release in a controlled manner various types of perfuming 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, 2-phenylethyloxo(phenyl)acetate, or mixtures thereof.

[0079] In certain embodiments, the fragrance formulation has the following properties: at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients with a log P greater than 3, preferably greater than 3.5; at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of bulk materials of groups 1 to 6, preferably groups 3 to 6, as defined herein; and at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials with a Log T<-4 The perfume oil comprises at least one, preferably at least two of:

[0080] In certain embodiments, the fragrance formulation has the following properties: at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients with a log P greater than 3, preferably greater than 3.5; at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of bulk materials of groups 1 to 6, preferably groups 3 to 6, as defined herein; and at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials with a Log T<-4 This includes perfume oils that have all of the above.

[0081] The amounts of perfume oil components / materials defined above are given based on the total weight of the perfume oil.

[0082] In a particular embodiment, the perfume oil comprises at least 40% of perfuming ingredients with a log P greater than 3.

[0083] Log P is the base 10 logarithm of the estimated octanol-water partition coefficient, which is known as an index of lipophilicity.

[0084] 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 contains citations to the original literature. LogP values ​​can be most conveniently calculated using the "CLOGP" program, also available from Daylight CIS. This program also lists experimental logP values ​​in the Pomona92 database, if available. "Calculated logP" (cLogP) is determined by the Hansch and Leo fragment approach (see A. Leo, in Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor, and CA Ramsden, Eds., p. 295, Pergamon Press, 1990). This fragment approach is based on the chemical structure of each fragrance oil component, taking into account the number and type of atoms, atom connectivity, and chemical bonding. The cLogP value, being the most reliable and widely used estimate of this physicochemical property, can preferably be used instead of the experimental LogP value in the selection of odoriferous compounds useful in the present invention.

[0085] In certain embodiments, the perfume oil comprises at least 40%, preferably at least 50%, more preferably at least 60% of components with a logP greater than 3, preferably greater than 3.5, even more preferably greater than 3.75.

[0086] 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 fragrance used in the present invention contains no primary alcohols and less than 15% of secondary and tertiary alcohols.

[0087] In certain embodiments, the perfume oil comprises at least 20%, preferably at least 25%, more preferably at least 40% of bulk materials from groups 1 to 6, preferably groups 3 to 6.

[0088] The term bulk material is understood herein as a perfuming ingredient that has a high steric hindrance, ie that has a substitution pattern that provides a high steric hindrance.

[0089] The bulk material is in particular from one of the following groups: - first group: perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one 1-4 node containing a substituent, preferably at least one linear or branched C1-C4 alkyl or alkenyl substituent; - second group: perfuming ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one 4 or more nodes containing substituents, preferably at least one linear or branched C4 or higher, preferably C4-C8 alkyl or alkenyl substituent; - third group: perfuming ingredients comprising a phenyl ring or at least one 5 or more nodes containing a substituent, preferably at least one linear or branched C5 or higher, preferably C5-C8 alkyl or alkenyl substituent, or a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one phenyl substitution and, optionally, at least one or more 1-3 nodes containing a substituent, preferably one or more linear or branched C1-C3 alkyl or alkenyl substituents; - fourth group: perfuming ingredients comprising at least two fused or linked 5- or 6-membered rings, preferably at least two fused or linked C5 and / or C6 rings; - fifth group: odoriferous ingredients containing a camphor-like ring structure, i.e., two 5- or 6-membered rings fused in a bridged manner; - Sixth group: at least one 7-20 membered ring, preferably at least one C7 or C 20 A fragrance ingredient containing a ring structure.

[0090] 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 may be carbon atoms, nitrogen atoms, sulfur atoms, oxygen atoms and hydrogen atoms.

[0091] Examples of ingredients in each of these groups are: - first group: 2,4-dimethyl-3-cyclohexene-1-carbaldehyde (supplier: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, Romascone® (methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, supplier: Firmenich SA, Geneva, Switzerland), nerone, terpineol, dihydroterpineol, hexylate, rose oxide, Perycorolle® ((S)-1,8-p-menthadien-7-ol, supplier: Firmenich SA, Geneva, Switzerland), 1-p-menthen-4-ol, (1RS,3RS,4SR)-3-p-menthanyl acetate, cyclohexyl acetate, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, para-tert-butylcyclohexanone, menthethiol, 2-tert-butyl-1-cyclohexyl acetate (Supplier: International Flavors and Fragrances, USA), Lorysia® (4-(1,1-dimethylethyl)-1-cyclohexyl acetate, Supplier: Firmenich SA, Geneva, Switzerland); - second group: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (supplier: Givaudan SA, Vernier, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (supplier: Firmenich SA, Geneva, Switzerland), Polysantol® ((1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol, supplier: Firmenich SA, Geneva, Switzerland), Fluramone, Hedione® HC (methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate, supplier: Firmenich SA, Geneva, Switzerland), Veloutone® (2,2,5-trimethyl-5-pentyl-1-cyclopentanone, supplied by Firmenich SA, Geneva, Switzerland), Nirvanol® (3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol, supplied by Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (supplied by Givaudan SA, Vernier, Switzerland), Dartanol, fractone; - third group: Neobutenone® (1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, supplier: Firmenich SA, Geneva, Switzerland), Nectalactone ((1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone), Dynascone® (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, supplier: Firmenich SA, Geneva, Switzerland); Switzerland), Romandolide® ((1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate, supplied by Firmenich SA, Geneva, Switzerland), Limbanol® (1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (supplied by Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (supplied by Firmenich SA, Geneva, Switzerland), Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpenyl isobutyrate, 8-methoxy-1-p-menthene, Helvetolide® ((1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, supplied by Firmenich SA, Geneva, Switzerland), 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, 2-methoxy-4-methylphenylmethyl carbonate, ethyl-2-methoxy-4-methylphenyl carbonate, 4-ethyl-2-methoxyphenylmethyl carbonate, Doremox® (tetrahydro-4-methyl-2-phenyl-2H-pyran, supplied by Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, terpenyl acetate, dihydroterpenyl acetate, cyclanol acetate, Fructalate® (1,4-cyclohexanediethyl dicarboxylate, supplied by Firmenich SA, Geneva, Switzerland), α-ionone, β-ionone, damascenone, damascone, floral ozone, Peonile, amyl cinnamic aldehyde, hexyl cinnamic aldehyde, benzyl cinnamate, amyl salicylate, hexyl salicylate, MPGE (=ethyl 2,3-epoxy-3-phenylbutanoate), Dorysane; - fourth group: vetiverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone (supplied by International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indenone (supplied by International Flavors and Fragrances, USA); USA), Hivernal® (a mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal, supplied by Firmenich SA, Geneva, Switzerland), Polywood® (perhydro-5,5,8a-trimethyl-2-naphthalenyl acetate, supplied by Firmenich SA, Geneva, Switzerland), Octalynol, Cetalox® (dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan, supplied by Firmenich SA, Geneva, Switzerland), Koumalactone® ((3ARS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one, supplied by Firmenich SA, Geneva, Switzerland). Switzerland), Natactone® ((6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one, Supplier: Firmenich SA, Geneva, Switzerland), Yara Yara, Bromeliad, Heliopropanal, Octahydrocoumarin, Galaxolide; - 5th group: camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, Florex® (mixture of 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one, supplier: Firmenich SA, Geneva, Switzerland), (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]heptan-2-ol, nopyr acetate, patchoulol, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl acetate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl acetate and tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propanoate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propanoate, eucalyptol, Rhubofix® (3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane, supplier: Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, vergilate, (+)-(1S,2S,3S)-2,6,6-trimethylbicyclo[3,1.1]heptane-3-spiro-2'-cyclohexen-4'-one; - 6th group: Cedroxyde® (trimethyl-13-oxabicyclo-[10.1.0]trideca-4,8-diene, supplier: Firmenich SA, Geneva, Switzerland), Ambrettolide LG ((E)-9-hexadecen-16-olide, supplier: Firmenich SA, Geneva, Switzerland), Habanolide® (pentadecenolide, supplier: Firmenich SA, Geneva, Switzerland), Muscenone (3-methyl-(4 / 5)-cyclopentadecenone, supplier: Firmenich SA, Geneva, Switzerland), Muscone (supplier: Firmenich SA, Geneva, Switzerland), Exaltolide® (pentadecanolide, supplier: Firmenich SA, Geneva, Switzerland), Exaltone® (cyclopentadecanone, supplier: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (Supplier: Firmenich SA, Geneva, Switzerland), Astrotone, 4,8-cyclododecadien-1-one, methyl cedryl ketone (Supplier: International Flavors and Fragrances, USA), vetiverol, cedrumber (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane, Supplier: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (Supplier: Firmenich SA, Geneva, Switzerland).

[0092] Preferably, the perfume oil comprises at least 25%, preferably at least 30%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of ingredients selected from groups 1 to 6 defined above. More preferably, the perfume comprises at least 30%, preferably at least 40%, preferably at least 50% of ingredients from groups 3 to 6 defined above. Most preferably, the perfume comprises at least 30%, preferably at least 50% of ingredients from groups 3, 4 or 6 defined above.

[0093] In certain embodiments, the perfume oil comprises at least 15% high impact perfume materials with a Log T<-4.

[0094] A "high impact perfume raw material" should be understood as a perfume raw material having a LogT<-4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge, and molecular weight. For convenience, the threshold concentration is presented as the base 10 logarithm of the threshold concentration, i.e., Log[Threshold] ("LogT").

[0095] The odor threshold concentration of a fragrance compound is determined using a gas chromatograph ("GC"). Specifically, the gas chromatograph is calibrated to determine the exact amount of fragrance oil component injected by syringe, the exact split ratio, and the hydrocarbon response using hydrocarbon standards of known concentration and chain length distribution. The air flow rate is accurately measured, and the sampling volume is calculated assuming a human inhalation time of 12 seconds. Since the exact concentration at the detector at any time is known, the mass per inhaled volume is known, and therefore the concentration of the fragrance compound. To determine the threshold concentration, a solution with the back-calculated concentration is sent to a sniff port. Panelists smell the GC eluate and identify the retention time at which an odor is detected. The average of all panelists determines the odor threshold concentration of the fragrance compound. The determination of odor thresholds is described in 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.

[0096] According to a particular embodiment, high impact perfume raw materials with a Log T<-4 are selected from the list in Table A below.

[0097] [Table 1-1]

[0098] [Table 1-2]

[0099] [Table 1-3]

[0100] [Table 1-4]

[0101] [Table 1-5]

[0102] According to one embodiment, the perfume raw materials having a Log T<-4 are selected in the group consisting of aldehydes, ketones, alcohols, phenols, ester lactones, ethers, epoxides, nitriles and mixtures thereof.

[0103] According to one embodiment, the perfume raw material having a Log T<-4 comprises at least one compound selected from the group consisting of alcohols, phenols, ester lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in an amount comprised between 20 and 70% by weight, based on the total weight of the perfume raw material having a Log T<-4.

[0104] According to one embodiment, the perfume raw materials having a Log T<-4 comprise 20-70% by weight of aldehydes, ketones and mixtures thereof, based on the total weight of the perfume raw materials having a Log T<-4.

[0105] Thus, the remaining perfume raw materials contained in the oily core may have a Log T > -4.

[0106] Non-limiting examples of perfume raw materials with a Log T > -4 are listed in Table B below.

[0107] [Table 2-1]

[0108] [Table 2-2]

[0109] [Table 2-3]

[0110] High impact fragrance ingredient properties with Log T<-4 and 1.07g / cm 3 Density-balanced materials having a density greater than are described in WO2018115250, the contents of which are incorporated by reference.

[0111] In certain embodiments, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the encapsulated perfume oil.

[0112] The term "Hansen solubility parameter" refers to the solubility parameter approach used to predict polymer solubility proposed by Charles Hansen, 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", it is necessary to combine the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonding (electron exchange). The "weighted Hansen solubility parameter" is calculated by the (δD 2 +δP 2 +δΗ 2 ) 0.5 where δD is the Hansen dispersion value, δP is the Hansen polarizability value, and δH is the Hansen hydrogen bond ("h-bond") value. For details on the parameters and values, see Charles Hansen, The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0113] The Euclidean difference in solubility parameters between the fragrance and the solvent is (4 * (δDs olvent -δD fragrance ) 2 +(δP solvent -δPfragrance ) 2 +(δH solvent -δH fragrance ) 2 ) 0.5 δD is calculated as solvent , δP solvent , and δH solvent are the Hansen dispersion value (hereinafter also referred to as atomic dispersion force), Hansen polarizability value (hereinafter also referred to as dipole moment), and Hansen h bond value (hereinafter also referred to as hydrogen bond) of the solvent, respectively, and δD fragrance , δP fragrance , and δH fragrance are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding value of the fragrance, respectively.

[0114] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of atomic dispersion forces (δD) of 12-20, dipole moment (δP) of 1-8, and hydrogen bonding (δH) of 2-11.

[0115] In certain embodiments, at least 90% of the perfume oils, preferably at least 95% of the perfume oils, and most preferably at least 98% of the perfume oils have at least two Hansen Solubility Parameters selected from a first group consisting of atomic dispersion forces (δD) of 12-20, dipole moments (δP) of 1-8, and hydrogen bonds (δH) of 2-11.

[0116] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0117] In certain embodiments, the fragrance formulation optionally includes other active ingredients.

[0118] The active ingredient is not limited and can be selected from the group consisting of cosmetic ingredients, skin care ingredients, fragrance ingredients, flavor ingredients, malodor neutralizing ingredients, bactericidal ingredients, antifungal ingredients, pharmaceutical or pesticide ingredients, disinfecting ingredients, insect repellents or attractants, and mixtures thereof.

[0119] In a particular embodiment, the following perfumed formulations 1 are excluded from the present invention: [Table 3]

[0120] In a particular embodiment, the following perfumed formulations 2 are excluded from the present invention: [Table 4]

[0121] In a particular embodiment, the following perfumed formulations 3 are excluded from the present invention: [Table 5]

[0122] In certain embodiments, perfume formulations 4 such as the following are excluded from the present invention: [Table 6]

[0123] In certain embodiments, perfume formulations 5 such as the following are excluded from the present invention: [Table 7]

[0124] In certain embodiments, the fragrance formulation 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.

[0125] In certain embodiments, the delivery system 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.

[0126] Thereby it is understood that the delivery system, including all ingredients such as the biodegradable carrier and fragrance formulation, has a biodegradability of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD 301F.

[0127] In certain embodiments, the delivery system has a stability or chemical stability of 40% or less, preferably 35% or less, more preferably greater than 30%. The stability or chemical stability of the delivery system is determined by leaching 40% or less, preferably 35% or less, preferably 30% or less of perfume from the microcapsules when incorporated into a consumer product at specified storage times and temperatures, and the microcapsules are stable after 15 days of storage at 37°C, more preferably after 30 days of storage at 37°C, preferably in a fabric softener, liquid detergent, body wash, deodorant or antiperspirant, and after at least 2 weeks of storage at 40°C in a body lotion, shampoo or hair conditioner.

[0128] Additionally, the delivery system exhibits detectable rubbing effect on fresh samples, preferably after 15 days of storage in application at 37°C, and even more preferably after 30 days at 37°C.

[0129] The delivery system of the present invention can be used in combination with an active ingredient.

[0130] The subject of the present invention is therefore (i) a delivery system as defined above; and (ii) an active ingredient, preferably selected from the group consisting of cosmetic ingredients, skin care ingredients, perfume ingredients, flavor ingredients, malodor neutralizing ingredients, bactericidal ingredients, antifungal ingredients, pharmaceutical or pesticide ingredients, disinfecting ingredients, insect repellents or attractants, and mixtures thereof; A composition comprising:

[0131] The delivery system of the present invention can also be added to different flavored consumer products.

[0132] In particular, the present invention provides a delivery system as described herein above, - Optionally with free perfume oil The present invention relates to a perfume composition comprising:

[0133] Preferably, the perfumed composition according to the invention comprises 0.1 to 30% by weight of a delivery system as defined above.

[0134] By "free perfume" is herein understood the perfume or perfume oil contained in the perfumed composition and not encapsulated in a delivery system.

[0135] In certain embodiments, the total amount of delivery system is 0.05 to 5% by weight (based on the total weight of the perfumed composition), and the total amount of free perfume oil is 0.05 to 5% by weight (based on the total weight of the perfumed composition).

[0136] In certain embodiments, the total perfume oils and the total free perfume oils of the perfume formulation encapsulated in the delivery system are present in the perfumed composition in a weight ratio of 1:20 to 20:1, preferably 10:1 to 1:10.

[0137] The perfumed composition may further comprise at least one perfume co-ingredient and, optionally, a perfume adjuvant.

[0138] "Perfuming co-ingredient" is understood herein to mean a compound that is used in a perfumed preparation or composition to impart a hedonic effect and is not a microcapsule as defined above. In other words, to be considered a perfuming ingredient, such a co-ingredient must not only have an odor, but must also be recognized by those skilled in the art as being able to impart or modify the odor of the composition in a positive or pleasant way. The nature and type of perfuming co-ingredients present in a perfumed composition do not warrant a more detailed description here, and are in any case not exhaustive; those skilled in the art can select them based on their general knowledge according to the intended use or application and the desired sensory effect. Generally speaking, these perfuming co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and the perfuming co-ingredients may be of natural or synthetic origin. Many of these co-ingredients are listed in reference texts such as S. Arctander's book "Perfume and Flavor Chemicals," 1969, Montclair, New Jersey, USA, or its latest edition, or other works of a similar nature, as well as in the extensive patent literature in the field of perfumery. It is understood that said co-ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.

[0139] By "perfume adjuvant" is understood herein an ingredient capable of imparting five additional benefits, such as color, particular lightfastness, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfumed bases cannot be exhaustive, but it should be mentioned that said ingredients are well known to those skilled in the art.

[0140] According to one embodiment, the delivery system of the present invention (a first type of delivery system) can be used in combination with a second type of delivery system.

[0141] Thus, according to a particular embodiment, the perfumed composition comprises: a delivery system of the invention as a first type of delivery system, - a second type of delivery system; wherein the first type of delivery system and the second type of delivery system differ in their perfumed formulation and / or carrier material (shell or matrix) and / or outer coating.

[0142] The delivery systems of the present invention can be used advantageously in many applications and can be used in consumer products.

[0143] Therefore, in another aspect, the present invention relates to a scented consumer product comprising a delivery system according to the present invention or a scented composition according to the present invention.

[0144] The delivery system is available in a liquid form applicable to liquid consumer products as well as in a powder form applicable to powder consumer products.

[0145] The consumer products of the present invention can be used in particular in perfumed consumer products, such as those belonging to the fine fragrance or "functional" perfume category, including in particular personal care products such as hair care, body cleansing, skin care, hygiene care, but also home care products such as laundry care and air care.

[0146] In particular, liquid consumer products - 2 to 65% by weight of at least one surfactant, based on the total weight of the consumer product; - water or a hydrophilic organic solvent miscible with water; a perfumed composition or delivery system as defined herein above; Includes:

[0147] In addition, powdered consumer products include - 2 to 65% by weight of at least one surfactant, based on the total weight of the consumer product; a perfumed composition or delivery system as defined herein above; Includes:

[0148] For the sake of clarity, it should be mentioned that by "perfumed consumer product" is meant a consumer product that is expected to impart, among other benefits, a perfuming effect to the surface to which it is applied (e.g., skin, hair, textiles, paper, or household surfaces) or to the air (fragrance, deodorizer, etc.) In other words, a perfumed consumer product according to the present invention is a manufactured product that comprises a functional formulation, also called a "base", together with beneficial agents, among others, an effective amount of the microcapsules according to the present invention.

[0149] The nature and type of other ingredients of the perfumed consumer product do not warrant a more detailed description here, and in any case, it is not exhaustive, and those skilled in the art can select them based on their general knowledge according to the nature and desired effect of the product. Base formulations of consumer products into which the microcapsules of the present invention can be incorporated can be found in the abundant literature related to such products. These formulations do not warrant a more detailed description here, and in any case, it is not exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate ingredients based on their general knowledge and available literature.

[0150] Non-limiting examples of suitable scented consumer products can be fine fragrances, splashes or eau de parfum, colognes, shave or aftershave lotions, liquid or solid detergents, mono- or multi-chamber single-use detergents, fabric softeners, fabric refreshers, liquid or solid scent boosters (PEG / urea or salts), dryer sheets, ironing water, paper, bleach, carpet cleaners, curtain care products, shampoos, stains, color care products, hair shaping products, dental care products, disinfectants, intimate care products, hairsprays, hair conditioning products, vanishing creams, deodorants or antiperspirants, hair removers, tanning or sun products, nail products, skin cleansing, makeup, scented soaps, shower or bath mousses, oils or gels, or foot / hand care products, hygiene products, fresheners, "ready to use" powdered air fresheners, mold removers, furniture care, wipes, dish detergents or hard surface cleaners, leather care products, car care products.

[0151] In certain embodiments, the perfumed consumer product is a liquid or solid detergent, a fabric softener, a liquid or solid scent booster (e.g., using PEG / urea or salts), a shampoo, a shower gel, a hair conditioning product (e.g., leave-on or rinse-off), a deodorant, or an antiperspirant.

[0152] In certain embodiments, the consumer product comprises: a personal care active base; - a delivery system as defined above or a perfumed composition as defined above; wherein the consumer product is in the form of a personal care composition.

[0153] Personal care active bases into which the delivery system of the present invention can be incorporated can be found in the extensive literature relating to such products. Their formulation does not warrant detailed description here, and in any case would not be exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting suitable ingredients based on general knowledge and available literature.

[0154] 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 product (e.g., vanishing cream, body lotion or deodorant or antiperspirant), a skin care product (e.g., perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or hygiene product), an oral care product (toothpaste or mouthwash composition) or a fine fragrance product (e.g., Eau de Toilette-EdT).

[0155] In certain embodiments, the consumer product comprises: - a home care or fabric care active base; - a delivery system as defined above or a perfumed composition as defined above; wherein the consumer product is in the form of a home care composition or a fabric care composition.

[0156] Home care or fabric care bases into which the delivery system of the present invention can be incorporated can be found in the extensive literature relating to such products. These formulations do not warrant detailed description here, and in any case would not be exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate ingredients based on general knowledge and available literature.

[0157] The home care or fabric care composition is preferably selected in the group consisting of fabric softeners, liquid detergents, powder detergents, liquid scent boosters and solid scent boosters.

[0158] Fabric Softener The subject of the present invention is a consumer product in the form of a fabric softener composition, a fabric softener active base, preferably selected from the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (ester quats), Hamburg ester quats (HEQ), TEAQ (triethanolamine quats), silicones, cationic guar and mixtures thereof, preferably in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; a delivery system as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; A consumer product in the form of a fabric softener composition comprising:

[0159] Liquid detergent The subject of the present invention is a consumer product in the form of a liquid detergent composition, - a liquid detergent active base, preferably 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 nonionic surfactants such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucosamides, preferably in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition, a delivery system as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; and a liquid detergent composition comprising:

[0160] Solid detergent The subject of the present invention is a consumer product in the form of a solid detergent composition, comprising: - a solid detergent active base, preferably 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 nonionic surfactants such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucosamides, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition; a delivery system as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; and a solid detergent composition comprising:

[0161] Solid Scent Booster The subject of the present invention is a consumer product in the form of a solid scent booster, a solid carrier, preferably selected from 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, monosaccharides, disaccharides, and polysaccharides, and derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohol, or fatty acid, and mixtures thereof, a delivery system as defined above, in powder form, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; and a consumer product in the form of a solid scent booster, comprising:

[0162] Liquid Scent Booster The subject of the present invention is a consumer product in the form of a liquid scent booster, comprising: an aqueous phase; - a surfactant system consisting essentially of one or more nonionic surfactants, having an average HLB of 10 to 14, preferably selected from 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 hydroxylcarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10 and mixtures thereof; a delivery system as defined above, in the form of a slurry, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; A consumer product in the form of a liquid scent booster, comprising:

[0163] Shampoo / Shower gel The subject of the present invention is a consumer product in the form of a shampoo or shower gel composition, a shampoo or shower gel active base, preferably selected from the group consisting of sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetate, cocamidopropyl betaine, cocamide MEA, alkyl glucoside and amino acid-based surfactants and mixtures thereof, in an amount of 85 to 99.95% by weight based on the total weight of the composition; a delivery system as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; and a consumer product in the form of a shampoo or shower gel composition comprising:

[0164] Rinse-off conditioner The subject of the present invention is a consumer product in the form of a rinse-off conditioner composition, comprising: a rinse-off conditioner active base, preferably selected from the group consisting of cetyltrimonium chloride, stearyltrimonium chloride, benzalkonium chloride, behentrimonium chloride and mixtures thereof, in an amount ranging from 85 to 99.95% by weight, based on the total weight of the composition; a delivery system as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition; and a rinse-off conditioner composition comprising:

[0165] Flavoring composition According to a particular embodiment, the consumer product is in the form of a perfumed composition, - 0.1 to 30%, preferably 0.1 to 20%, of microcapsules as defined above; - 0 to 40%, preferably 3 to 40% of fragrance, - 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol based on the total weight of the perfumed composition; The perfume composition is in the form of a perfume composition comprising:

[0166] The present invention will now be further illustrated by the following examples, it being understood that the claimed invention is not intended to be limited in any way by these examples.

[0167] Example General protocol for preparing microcapsules Protocol 1 Aqueous solutions of 10% by weight pork gelatin (A) and 10% by weight gum arabic (B) are prepared separately.

[0168] Prepare the fragrances to be encapsulated (Fragrances A, B, C, and D) (C).

[0169] Solution (A) and solution (B) are added to a vessel at 40°C and heated with demineralized water under mechanical shear. The pH is adjusted to 4.45 using HCl 1M. The mixture is kept at 40°C for 15 minutes.

[0170] Solution (C) is slowly added to the mixture and emulsified / homogenized by mechanical shear (impeller, disperser, turbine, etc.) at a predetermined rate to reach the desired average droplet size. The mechanical shear is maintained at the same rate, and the solution is then maintained at 40°C with stirring for 30-60 minutes. After a period of 30-240 minutes, the mixture is heated to 40°C for 0.2-0.3°C min. -1 The mixture is cooled to 10°C at a controlled rate. The stirring speed is slightly reduced and finally the cross-linking agent (aqueous glutaraldehyde solution, 50% by weight, supplied by Sigma-Aldrich) is added to the mixture. The capsule suspension is mixed at 20-25°C for 4-10 hours to allow for complete reaction.

[0171] The result is an aqueous suspension of microcapsules.

[0172] Protocol 2 Aqueous solutions of 10% by weight pork gelatin (A) and 10% by weight gum arabic (B) are prepared separately.

[0173] Prepare the fragrances to be encapsulated (Fragrances A, B, C, and D) (C).

[0174] Solution (A) and solution (B) are added to a vessel at 40°C and demineralized water is heated under mechanical shear.

[0175] Solution (C) is slowly added to the mixture and emulsified / homogenized by mechanical shear (impeller, disperser, turbine, etc.) at a predetermined speed to reach the desired average droplet size. The pH is adjusted to 4.45 using HCl 1M. The mixture is kept at 40°C for 15 minutes. The mechanical shear is maintained at the same speed, and the solution is then subjected to heat treatment at 50-90°C. After a period of 30-240 minutes, the mixture is heated for 0.2-0.3°C·min. -1 The mixture is cooled to 10°C at a controlled rate. The stirring speed is slightly reduced and finally the cross-linking agent (aqueous glutaraldehyde solution, 50% by weight, supplied by Sigma-Aldrich) is added to the mixture. The capsule suspension is mixed at 20-25°C for 4-10 hours to allow for complete reaction.

[0176] The result is an aqueous suspension of microcapsules.

[0177] Protocol 3 Separately, prepare a 10% by weight aqueous solution of pork gelatin (A).

[0178] Prepare the fragrances to be encapsulated (Fragrances A, B, C, and D) (B).

[0179] Gum arabic is dissolved in demineralized water to form the aqueous phase. This mixture is stirred until completely solubilized and heated to 40°C. Solution (B) is dispersed into the aqueous phase and emulsified using mechanical shear, a static mixer, a rotor-stator, or a rotor-rotor to obtain the desired particle size. Solution (A) is then added to the mixture while continuing mechanical shearing, and the pH is adjusted to 4.45 using 1M HCl and maintained at this level for 10 minutes.

[0180] The mechanical shear is maintained at the same rate, and the solution is then subjected to a heat treatment at 50-90°C. After a period of 30-240 minutes, the mixture is heated for 0.2-0.3°C·min -1The mixture is cooled to 10°C at a controlled rate. The stirring speed is slightly reduced and finally the cross-linking agent (aqueous glutaraldehyde solution, 50% by weight, supplied by Sigma-Aldrich) is added to the mixture. The capsule suspension is mixed at 20-25°C for 4-10 hours to allow for complete reaction.

[0181] The result is an aqueous suspension of microcapsules.

[0182] [Table 8-1]

[0183] [Table 8-2]

[0184] [Table 8-3]

[0185] [Table 9]

[0186] [Table 10]

[0187] [Table 11-1]

[0188] [Table 11-2]

[0189] [Table 11-3]

[0190] Table 12

[0191] Table 13

[0192] Table 14-1

[0193] Table 14-2

[0194] Table 14-3

[0195] Table 15

[0196] Table 16

[0197] Table 17-1

[0198] Table 17-2

[0199] Table 18

[0200] Table 19

[0201] Example 1 Preparation of microcapsule slurry Microcapsules A to D were prepared using Protocol 3. Similar results were obtained using Protocols 1 and 2.

[0202] [Table 20]

[0203] Next, a portion of the microcapsule slurries (A, B, C, and D) was mixed with preservatives and thickening polymers (0.5% sodium benzoate and 0.1–0.5% xanthan gum).

[0204] The biodegradability of the shell was determined by using OECD 301F.

[0205] Extracting the Shell The slurry was washed three times with pure water in a separatory funnel. The washed microcapsules were centrifuged at 5000 RPM for 20 minutes. The microcapsules were removed and dried at room temperature for two days. The dried shells were crushed and divided in an Erlenmeyer, and the fragrance was extracted with ethyl acetate (5% by weight concentration) and magnetic stirring (1 hour; 500 rpm). The shells were filtered under vacuum using a sintered glass funnel. The extraction was performed five times. The shells were collected in a crystallizer, dried under vacuum at 50°C, and ground in an IKA tube mill (5 minutes; 20,100 rpm) to obtain a white powder. The shells were stirred in water for 24 hours and recovered by filtration. The shells were dried and ground again in an IKA tube mill (5 minutes; 20,100 rpm). The shells were extracted with ethyl acetate and magnetic stirring (1 hour; 600 rpm) and filtered under vacuum using a sintered glass funnel. The process was repeated five times. The shells were collected in a crystallizer and dried under vacuum at 50°C. The resulting product was milled (IKA Tube Mill, 5 min; 20100 rpm).

[0206] Shell biodegradability for Samples A-D was greater than 60% after 60 days of testing.

[0207] Example 2 Liquid detergent composition A sufficient amount of microcapsule slurries A to D of the present invention was dispersed in the liquid detergent base set forth in Table 10 to provide a concentration of 0.22% encapsulated perfume oil.

[0208] [Table 21]

[0209] Example 3 Rinse-off conditioner Sufficient amounts of microcapsule slurries A-D of the present invention were incorporated into the rinse-off base at the required dosage (equivalent to 0.5% encapsulated perfume oil) (see Table 11).

[0210] [Table 22]

[0211] Mix the ingredients of Phase A until a homogeneous mixture is obtained. Completely dissolve the Tylose. Next, heat this mixture to 70-75°C. Combine the ingredients of Phase B and melt at 70-75°C. Next, add the ingredients of Phase B to Phase A with good mixing and continue mixing until cooled to 60°C. Next, add the ingredients of Phase C with good mixing and continue mixing until cooled to 40°C. Adjust the pH with citric acid solution until pH is 3.5-4.0.

[0212] Example 4 Preparation of spray-dried microcapsules Emulsions 1-5 are prepared having the following components:

[0213] [Table 23-1]

[0214] [Table 23-2]

[0215] The ingredients of the polymer matrix (maltodextrin and Capsul™ or Capsul™, citric acid and tripotassium citrate) are added to water at 45-50°C until completely dissolved.

[0216] For Emulsion 4, Free Perfume C is added to the water phase.

[0217] The microcapsule slurry is added to the resulting mixture, which is then gently mixed at 25°C (room temperature).

[0218] Granular powders 1 to 5 are prepared by spray drying emulsion AE using a Sodeva Spray Dryer (supplier: France) with the air inlet temperature set at 215°C and the throughput set at 500 ml per hour. The air outlet temperature is 105°C. The emulsions before atomization are at ambient temperature.

[0219] Example 5 Liquid Scent Booster Composition A sufficient amount of microcapsule slurries A to D is weighed and mixed into the liquid scent booster to add 0.2% equivalent of flavor.

[0220] [Table 24]

[0221] Prepare different ringing gel compositions according to the following protocol (compositions 1-6).

[0222] In the first step, the aqueous phase (water), the solvent (propylene glycol), if present, and the surfactant are mixed under magnetic stirring at 300 rpm at room temperature for 5 minutes.

[0223] In the second step, the linker is dissolved in the hydrophobic active ingredient (fragrance) at room temperature under magnetic stirring at 300 rpm. The resulting mixture is mixed for 5 minutes.

[0224] The water and oil phases are then mixed at room temperature for 5 minutes to form a clear or opaque ringing gel.

[0225] Example 6 Powder detergent composition A sufficient amount of granules 1 to 5 is weighed and mixed into the powder detergent composition to add 0.2% equivalent of perfume.

[0226] [Table 25]

[0227] Example 7 Concentrated all-purpose cleaner composition A sufficient amount of microcapsule slurries A to D is weighed and mixed into the concentrated all-purpose cleaner composition to add the equivalent of 0.2% fragrance.

[0228] [Table 26]

[0229] All ingredients are mixed together and then the mixture is diluted with water to 100%.

[0230] Example 8 Solid scent booster composition A sufficient amount of dry microcapsules is weighed and mixed with the solid scent booster composition to add 0.2% equivalent of flavor.

[0231] [Table 27]

[0232] [Table 28]

[0233] Example 9 Shampoo composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into a shampoo composition to add a fragrance equivalent to 0.2%.

[0234] [Table 29]

[0235] Polyquaternium-10 is dispersed in water. The remaining ingredients of Phase A are mixed separately by sequential addition, with thorough mixing after each addition. This premix is ​​then added to the Polyquaternium-10 dispersion and mixed for 5 minutes. Phase B and premixed Phase C (Monomuls 90L-12 in Texapon NSO IS heated to melt) are then added. This mixture is thoroughly mixed. Phases D and E are then added with stirring. The pH is adjusted with citric acid solution until it reaches 5.5-6.0.

[0236] Example 10 Shampoo composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into a shampoo composition to add a fragrance equivalent to 0.2%.

[0237] [Table 30-1]

[0238] [Table 30-2]

[0239] Add the premix containing guar hydroxypropyltrimonium chloride and polyquaternium-10 to the water and tetrasodium EDTA while mixing. Once the mixture is homogeneous, add NaOH. Next, add Phase C ingredients and heat the mixture to 75°C. Add Phase D ingredients and mix until homogeneous. Stop heating and allow the mixture to cool to room temperature. At 45°C, adjust the Phase E ingredients with 25% NaCl solution while mixing to the final viscosity, and adjust the pH to 5.5-6 with 10% NaOH solution.

[0240] Example 11 Anhydrous composition for antiperspirant spray A sufficient amount of the microcapsule slurries A to D is weighed and mixed into the anhydrous composition for antiperspirant spray to add a fragrance equivalent to 0.2%.

[0241] [Table 31]

[0242] Using a high-speed stirrer, add the silica and quaternium-18-hectorite to the mixture of isopropyl myristate and cyclomethicone. Once fully swollen, add the chlorohydroxyaluminum in portions with stirring until the mixture is homogeneous and lump-free. Fill an aerosol can with the 25% suspension and 75% propane / butane (2.5 bar).

[0243] Example 12 Emulsion composition for antiperspirant spray A sufficient amount of the microcapsule slurries A to D is weighed and mixed into an emulsion composition for antiperspirant spray to add a fragrance equivalent to 0.2%.

[0244] [Table 32]

[0245] The ingredients for Part A and Part B are weighed separately. The ingredients for Part A are heated to 60°C and the ingredients for Part B are heated to 55°C. The ingredients for Part B are poured into Part A in small portions while continuing to stir. The mixture is stirred well until it reaches room temperature. The ingredients for Part C are then added. The emulsion is mixed and introduced into an aerosol can. The propellant is added by compression.

[0246] Aerosol filling: 30% emulsion: 70% propane / butane 2.5bar

[0247] Example 13 Deodorant spray composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into the antiperspirant deodorant spray composition to add a fragrance equivalent to 0.2%.

[0248] [Table 33]

[0249] All ingredients are mixed and dissolved according to the order in the table above. Then fill into an aerosol can, crimp and add propellant (aerosol fill: 40% active solution: 60% propane / butane 2.5 bar).

[0250] Example 14 Antiperspirant roll-on emulsion composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into the antiperspirant roll-on emulsion composition to add a fragrance equivalent to 0.2%.

[0251] [Table 34]

[0252] 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 when the mixture reaches 45°C and part D when the mixture reaches 35°C while stirring. The mixture is then cooled to room temperature.

[0253] Example 15 Antiperspirant roll-on composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into the antiperspirant roll-on composition to add a fragrance equivalent to 0.2%.

[0254] [Table 35]

[0255] The ingredients for Part B are mixed in a container, then the ingredients for Part A are added. Part C is then dissolved in Parts A and B. With fragrance, 1 part fragrance to 1 part Cremophor RH40 is added with good mixing.

[0256] Example 16 Antiperspirant roll-on composition A sufficient amount of the microcapsule slurries A to D is weighed and mixed into the antiperspirant roll-on emulsion composition to add a fragrance equivalent to 0.2%.

[0257] [Table 36]

[0258] Part A is prepared by sprinkling hydroxyethyl cellulose little by little into water under high speed stirring with a turbine. Stirring is continued until the hydroxyethyl cellulose is completely swollen and a clear gel is obtained. Then part B is poured little by little into part A, stirring is continued until the whole is homogeneous. Part C is added.

[0259] Example 17 Alcohol-free deodorant pump A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0260] [Table 37]

[0261] Mix all ingredients according to the order in the table and heat the mixture slightly to dissolve the cetyl lactate.

[0262] Example 18 Deodorant pump with alcohol formulation A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0263] [Table 38]

[0264] Mix together the ingredients of Part B. Dissolve the ingredients of Part A according to the order in the table and pour into Part B.

[0265] Example 19 Alcohol-free deodorant stick A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0266] [Table 39]

[0267] Weigh out all ingredients for Part A and heat to 70-75°C. Ceteareth-25 is added after the other Part A ingredients are mixed and heated. After the Ceteareth-25 is dissolved, add stearic acid. Part B is prepared by dissolving triclosan in 1,2 propylene glycol. Add evaporated water. Pour Part B into Part A while mixing slowly. Place plastic bags in buckets for storage and seal after cooling. Fill molds at approximately 70°C.

[0268] Example 20 Antiperspirant stick A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0269] [Table 40]

[0270] All ingredients of Part A were weighed and heated to 70-75°C and mixed well. The ingredients of Part B were dispersed in Part A. This mixture was mixed and poured into sticks at 65°C.

[0271] Example 21 Day cream A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0272] [Table 41]

[0273] Example 22 Talc Compound A sufficient amount of granules 1 to 5 is weighed and introduced into a standard talc base (100% talc, very slight characteristic odor, white powder, supplier: LUZENAC), mixed, and flavoring equivalent to 0.2% is added.

[0274] Example 23 Shower gel composition A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0275] [Table 42]

[0276] Mix the ingredients and adjust the pH to 6-6.3 (viscosity: 4500 cPo + / -1500cPo (Brookfield RV / Spindle #4 / 20RPM)

[0277] Example 24 Shower gel composition A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0278] [Table 43]

[0279] Mix the ingredients and adjust the pH to 4.5 (viscosity: 3000 cPo + / - 1500cPo (Brookfield RV / Spindle #4 / 20RPM)

[0280] Example 25 Shower gel composition A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0281] [Table 44]

[0282] Mix the ingredients and adjust the pH to 4.5 (viscosity: 4000 cPo + / - 1500cPo (Brookfield RV / Spindle #4 / 20RPM)

[0283] Example 26 Hair coloring composition A sufficient amount of microcapsule slurries A to D is weighed and mixed with the alkaline base A below to add a fragrance equivalent to 0.2%.

[0284] Next, 2 g of alkaline base A is mixed with 2 g of oxidizing base B.

[0285] [Table 45-1]

[0286] [Table 45-2]

[0287] procedure All ingredients of Phase A were mixed and heated to 75°C.

[0288] All ingredients of Phase B were combined and melted at 70-75°C.

[0289] Phase B was added to Phase A (both at 70-75°C) with good stirring.

[0290] Phase C was added while continuing to mix until cooled to room temperature.

[0291] At room temperature, Phase D ingredients were added with mixing.

[0292] The remaining ingredients of Phase C were added with stirring.

[0293] [Table 46]

[0294] procedure All ingredients of Phase A were mixed and heated to 75°C.

[0295] All ingredients of Phase B were combined and melted at 70-75°C.

[0296] Phase B was added to Phase A (both at 70-75°C) with good mixing and mixing was continued until cooled to room temperature.

[0297] At room temperature, Phase C ingredients were added with mixing.

[0298] Example 27 Hand Dishwasher A sufficient amount of microcapsule slurries A to D is weighed and mixed into the following composition to add a fragrance equivalent to 0.2%.

[0299] [Table 47]

[0300] Mix diethanolamide with water containing sodium hydroxide. Add LAS. After LAS is neutralized, add the remaining ingredients. Check pH (7-8) and adjust as necessary.

[0301] Example 28 Toothpaste formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to D except that a flavor is encapsulated instead of a fragrance) is weighed out and mixed with the following composition to add a flavor equivalent to 0.2%.

[0302] [Table 48]

[0303] Example 29 Dicalcium phosphate-based toothpaste formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to D except that a flavor is encapsulated instead of a fragrance) is weighed out and mixed with the following composition to add a flavor equivalent to 0.2%.

[0304] [Table 49]

[0305] Example 30 Alcohol-free mouthwash formula A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to D except that a flavor is encapsulated instead of a fragrance) is weighed out and mixed with the following composition to add a flavor equivalent to 0.2%.

[0306] [Table 50]

[0307] Example 31 Mouthwash formulations A sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A to D except that a flavor is encapsulated instead of a fragrance) is weighed out and mixed with the following composition to add a flavor equivalent to 0.2%.

[0308] [Table 51]

Claims

1. 1. A delivery system comprising a biodegradable carrier and a fragrance formulation, wherein the biodegradable carrier is a biodegradable shell, and the delivery system is a core-shell microcapsule having the biodegradable shell, wherein the biodegradable shell has a biodegradability of at least 60% within 60 days according to OECD 301F and is selected from the group consisting of polyurea, polyurethane, polyamide, polyhydroxyalkanoate, polyacrylate, polyester, polyaminoester, polyepoxide, polysiloxane, polycarbonate, polysulfonamide, melamine urea resin, melamine glioxal resin, gelatin / gum arabic shell wall, and mixtures thereof; the perfume formulation is contained in a core surrounded by a biodegradable shell of the microcapsule; and the fragrance formulation comprises a perfume oil; The perfume oil has the following properties: at least 35% of perfuming ingredients with a log P greater than 3; at least 20% of bulk materials of groups 1 to 6 as defined herein; and At least 25% high impact perfume materials with Log T<-4 It has all of the above. Delivery system.

2. The perfume formulation further comprises a hydrophobic solvent, and the perfume formulation comprises: - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the perfume formulation), - 40 to 100% by weight of perfume oil (based on the total weight of the perfume formulation), 10. The delivery system of claim 1, comprising:

3. 3. The delivery system of claim 2, wherein the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of atomic dispersion forces (δD) of 12-20, dipole moment (δP) of 1-8, and hydrogen bonding (δH) of 2.5-11.

4. 4. The delivery system of claim 3, wherein the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of atomic dispersion forces (δD) of 14-20, dipole moment (δP) of 1-7, and hydrogen bonding (δH) of 4-11.

5. 5. The delivery system of claim 1, wherein the delivery system is at least 40% biodegradable within 60 days according to OECD 301F.

6. A perfumed composition comprising: a delivery system according to any one of claims 1 to 5, - Free perfume oil and A perfumed composition comprising:

7. 7. The perfumed composition according to claim 6, wherein the total amount of said delivery systems is 0.05 to 5% by weight (based on the total amount of said perfumed composition), and the total amount of said free perfume oil is 0.05 to 5% by weight (based on the total amount of said perfumed composition).

8. 8. The perfumed composition according to claim 6 or 7, wherein the total perfume oils and the total free perfume oils of the perfume formulation encapsulated in the delivery system are present in the perfumed composition in a weight ratio of 1:20 to 20:

1.

9. A scented consumer product comprising a delivery system according to any one of claims 1 to 5 or a scented composition according to any one of claims 6 to 8.

10. 10. The perfumed consumer product of claim 9, wherein the perfumed consumer product is a fine fragrance, a splash or eau de parfum, a cologne, a shave or aftershave lotion, a liquid or solid detergent, a mono or multi-chamber single-use detergent, a fabric softener, a fabric refresher, a liquid or solid scent booster (PEG / urea or salts), a dryer sheet, an ironing water, paper, a bleach, a carpet cleaner, a curtain care product, a shampoo, a colorant, a color care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hairspray, a hair conditioning product, a vanishing cream, a deodorant or antiperspirant, a depilatory, a tanning or sunburn product, a nail product, a skin cleanser, a make-up, a perfumed soap, a shower or bath mousse, an oil or gel, or a foot / hand care product, a hygiene product, a freshener, a "ready to use" powder air freshener, a mold remover, a furniture care, a wipe, a dish detergent or hard surface cleaner, a leather care product, a car care product.

11. 11. The perfumed consumer product of claim 9 or 10, wherein the perfumed consumer product is a liquid or solid detergent, a mono- or multi-chamber single-use detergent, a fabric softener, a liquid or solid scent booster, a dryer sheet, a shampoo, a shower gel, a hair conditioning product, a deodorant or an antiperspirant.

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