Perfume formulation for a delivery system
By using a specific ratio of hydrophobic solvents and fragrance oils in the fragrance delivery system, combined with a core-shell microcapsule structure and a specific polymer shell material, the problem of poor stability of fragrances in high-content surfactant detergents is solved, achieving stable storage and effective release of fragrances.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2020-12-15
- Publication Date
- 2026-06-26
AI Technical Summary
Existing fragrance delivery systems exhibit poor stability in detergents with high concentrations of aggressive surfactants, leading to rapid fragrance evaporation and leakage, which negatively impacts olfactory benefits and release efficacy.
A fragrance formulation containing a specific ratio of hydrophobic solvents and fragrance oils is used, combined with a core-shell microcapsule structure, and specific polymers and protein shell materials are used to form a stable carrier system to control the release of fragrance.
It improves the chemical stability of the fragrance delivery system, reduces fragrance leakage, and enhances the release effect and olfactory experience of the fragrance.
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Abstract
Description
[0001] This invention is a divisional application of patent application No. 202080088273.X, entitled "Fragrance Formulation for Delivery System", filed on December 15, 2020. Technical Field
[0002] This invention belongs to the field of fragrance delivery systems. Specifically, this invention relates to a delivery system comprising a carrier and a fragrance formulation, wherein the fragrance formulation comprises 0 to 60% by weight of a hydrophobic solvent and 40 to 100% by weight of a fragrance oil, wherein the fragrance oil has at least two of the following characteristics: at least 35% of the fragrance component has a log P greater than 3, at least 20% of bulky materials from groups 1 to 6, and at least 15% of high-impact fragrance materials has a log T < -4, wherein the fragrance formulation is entrapped in the carrier. Furthermore, this invention relates to fragrance compositions incorporating the delivery system according to the invention and fragranced consumer products. Background Technology
[0003] One of the challenges facing the fragrance industry is that the olfactory benefits offered by odorous compounds, particularly the "top notes," are lost relatively quickly due to their volatility. To mitigate the release rate of these volatiles, delivery systems, such as microcapsules containing active ingredients like fragrances, are needed to protect and release the core payload upon triggering. A key requirement for these systems is their ability to remain suspended in challenging base materials without physical decomposition or degradation. This is known as the chemical stability of the delivery system. For example, fragrance personal and household cleaners containing high levels of aggressive surfactants pose a significant challenge to the stability of delivery systems like microcapsules. High surfactant content also increases the rate at which the active substance diffuses out of the delivery system, such as the microcapsule. This can lead to leakage of the active substance during storage and a reduced impact when the microcapsule is triggered for release.
[0004] Research on improving the chemical stability of delivery systems and reducing fragrance leakage from delivery systems has focused primarily on the carrier materials of delivery systems, such as the composition of microcapsule walls.
[0005] Even with microcapsules known from the prior art to provide chemical stability to delivery systems, there is still an industrial need to improve the stability of delivery systems and reduce fragrance leakage from delivery systems, and preferably provide improved impact of fragrance release to consumers.
[0006] This invention satisfies these and other industrial needs. Summary of the Invention
[0007] In its first embodiment, the present invention relates to a delivery system comprising a carrier and a flavor formulation.
[0008] The spice formula contains:
[0009] - 0 to 60% by weight of hydrophobic solvents (based on the total weight of the fragrance formulation),
[0010] - 40 to 100% by weight of spice oil (based on the total weight of the spice formulation), wherein the spice oil has at least two of the following properties:
[0011] ○ The flavoring ingredient has a log P greater than 3, preferably greater than 3.5, at least 35%, preferably 40%, preferably at least 50%, and more preferably at least 60%.
[0012] ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the large steric hindrance materials defined herein from groups 1 to 6, preferably groups 3 to 6, and
[0013] ○ At least 15%, preferably at least 20%, more preferably at least 25% of high-impact fragrance material with Log T < -4,
[0014] - Optionally, additional hydrophobic active ingredients,
[0015] The spice formula is embedded in the carrier.
[0016] According to one implementation scheme, the spice oil has all of the following characteristics:
[0017] ○ The flavoring ingredient has a log P greater than 3, preferably greater than 3.5, at least 35%, preferably 40%, preferably at least 50%, and more preferably at least 60%.
[0018] ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the large steric hindrance materials defined herein from groups 1 to 6, preferably groups 3 to 6, and
[0019] ○ At least 15%, preferably at least 20%, more preferably at least 25% of high-impact fragrance material with Log T < -4.
[0020] The amounts of the ingredients / materials in the spice oil defined above are given based on the total weight of the spice oil.
[0021] Delivery systems are understood herein to protect active ingredients, particularly active ingredients in fragrance formulations and fragrances contained in fragrance formulations, and / or control their release.
[0022] The term "carrier" or "carrier material" is understood in this text as a carrier material suitable for embedding, encapsulating, or retaining a certain amount of fragrance formulation. To qualify as a carrier material, a carrier material must embed, encapsulate, or retain a certain amount of fragrance.
[0023] Typically, when the delivery system is in matrix form, the carrier material is the matrix material, and based on the total weight of the delivery system, the delivery system must embed preferably at least 20% by weight, preferably at least 30% by weight, and even more preferably at least 35% by weight of the flavor formulation.
[0024] Typically, when the delivery system is in the form of a core-shell microcapsule, the carrier is the shell, and based on the total weight of the delivery system, the delivery system must embed preferably at least 80% by weight, and more preferably at least 90% by weight, of the flavor formulation.
[0025] Furthermore, by maintaining this, it can be understood that the carrier material is not allowed to leak more than 40%, preferably no more than 35%, of the fragrance formulation after 15 days at 37°C.
[0026] In one particular implementation, the carrier or carrier material is a solid carrier material, i.e., the emulsion or solvent is not a carrier or carrier material.
[0027] In a particular embodiment, the delivery system is a core-shell microcapsule or a matrix-based delivery system (i.e., oil embedded in a polymer matrix, such as a monomeric, oligomeric, or polymeric carrier matrix), preferably wherein the delivery system is a core-shell microcapsule. For clarity, it should therefore be understood that when the delivery system is a core-shell microcapsule, the fragrance formulation is contained within a core surrounded or enclosed by a shell. When the delivery system is a matrix-based delivery system, the fragrance formulation is embedded in a carrier matrix, such as a monomeric, oligomeric, or polymeric carrier matrix, by adsorption into the matrix.
[0028] In the case where the carrier is a monomeric, oligomeric, or polymeric carrier matrix, this article understands that the fragrance formulation is embedded in the monomeric, oligomeric, or polymeric carrier matrix by adsorption within it, i.e., it is adsorbed into the pores of the monomeric, oligomeric, or polymeric carrier matrix.
[0029] In one particular implementation, the carrier material includes a monomeric, oligomeric, or polymeric carrier material, or a mixture of two or more of these.
[0030] An oligomeric carrier is a carrier in which 2 to 10 monomer units are linked by covalent bonds. For example, if the oligomeric carrier is a carbohydrate, it can be sucrose, lactose, raffinose, maltose, trehalose, or fructo-oligosaccharides.
[0031] Examples of monomeric carrier materials include glucose, fructose, mannose, galactose, arabinose, fucose, sorbitol, and mannitol.
[0032] The polymer carrier has more than 10 monomer units linked by covalent bonds.
[0033] In one particular implementation, the carrier may be a polymeric carrier material. Non-limiting examples of polymeric carrier materials include polyaspartic acid, modified polysuccinimide, lignin and its derivatives, polyoxazoline, polyhydroxyalkanoates, polyphenols, natural and synthetic clays, polyvinyl acetate, polyvinyl alcohol, dextrin, maltodextrin, glucose syrup, natural or modified starch, polysaccharides, carbohydrates, chitosan, gum arabic, polyethylene glycol, polyvinylpyrrolidone, polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related substances, maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonates, vinyl acid, ethylene glycol-propylene glycol block copolymers, plant gums, acacia gum, pectin, xanthan gum, alginate, carrageenan, or cellulose derivatives such as carboxymethyl methyl cellulose, methyl cellulose, or hydroxyethyl cellulose; chitin, proteins (animal and plant), polyaspartic acid, polysuccinimide and its derivatives, polyesters, polyurethanes, polyhydroxyalkanoates, polycarbonates, and mixtures thereof. Preferably, the polymeric carrier material includes natural or modified starch, maltodextrin, carbohydrates, chitin, proteins (animal and plant), polyaspartic acid, polysuccinimide and its derivatives, polyesters, polyamino esters, polyhydroxy fatty acid esters, polycarbonates, and mixtures thereof.
[0034] The carrier material is preferably present in an amount of 25 to 80% by weight, more preferably 30 to 60% by weight, and even more preferably 40 to 55% by weight (based on the total weight of the delivery system).
[0035] In a preferred embodiment, the polymeric carrier material may further comprise a fire retardant, preferably selected from the group consisting of: sodium silicate, potassium silicate, sodium carbonate, sodium bicarbonate, monoammonium phosphate or ammonium bicarbonate, diammonium phosphate, monosodium phosphate, disodium phosphate or trisodium phosphate, sodium hypophosphite, melamine cyanurate, chlorinated hydrocarbons, talc, and mixtures thereof.
[0036] In the case of a delivery system that is a core-shell microcapsule, this paper understands that the flavor formulation is contained in a core surrounded by the shell wall of the microcapsule.
[0037] Therefore, according to one embodiment, the delivery system is a core-shell microcapsule comprising:
[0038] - Contains an oil-based core with a spice formulation;
[0039] The spice formula contains:
[0040] - 0 to 60% by weight of hydrophobic solvents (based on the total weight of the fragrance formulation),
[0041] - 40 to 100% by weight of spice oil (based on the total weight of the spice formulation), wherein the spice oil has at least two of the following properties, preferably all of the following properties:
[0042] ○ The flavoring ingredient has a log P greater than 3, preferably greater than 3.5, at least 35%, preferably 40%, preferably at least 50%, and more preferably at least 60%.
[0043] ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the large steric hindrance materials defined herein from groups 1 to 6, preferably groups 3 to 6, and
[0044] ○ At least 15%, preferably at least 20%, more preferably at least 25% of high-impact fragrance material with Log T < -4,
[0045] - Optionally, additional hydrophobic active ingredients, and
[0046] - The shell surrounding the oil-based core.
[0047] The properties of the shell of the microcapsules of the present invention are preferably polymer shells, but can vary.
[0048] As a non-limiting example, the shell comprises materials selected from the group consisting of polyurea, polyurethane, polyamide, polyhydroxyalkanoates, polyacrylates, polyesters, polyurethanes, polyepoxides, polysiloxanes, polycarbonates, polysulfonamides, urea-formaldehyde resins, melamine-formaldehyde resins, melamine-formaldehyde resins crosslinked with polyisocyanates or aromatic polyols, melamine-urea resins, melamine-glyoxal resins, gelatin / gum arabic shell walls, and mixtures thereof.
[0049] In a first specific embodiment of the core-shell microcapsule, the core-shell microcapsule comprises an oil-based core with a fragrance formulation and a composite shell having a first material and a second material, wherein the first material and the second material are different, the first material being a cohesive layer and the second material being a polymeric material.
[0050] In one particular implementation, the weight ratio between the first material and the second material is from 50:50 to 99.9:0.1.
[0051] In one particular implementation, the condensation layer comprises a first polyelectrolyte and a second polyelectrolyte.
[0052] A first polyelectrolyte (polyelectrolyte I), preferably selected from proteins (e.g., gelatin), polypeptides, or polysaccharides (e.g., chitosan), is capable of interacting with an electrolyte or polyelectrolyte of opposite charge to form a condensed phase, which has the ability to coat a hydrophobic interface to form capsules. In a preferred embodiment, polyelectrolyte I is positively charged at pH < 8 and optionally forms a gel or high-viscosity solution in water below its gelation temperature and a low-viscosity solution in water at temperatures above its gelation melting point. Viscosities above the gelation temperature are typically below 0.1 Pa·s; the elastic modulus G' of the gel is typically in the range of 0.1 to 15 kPa when measured using a shear rheology-based measurement method (which, along with the definition of the associated gelation temperature, is described, for example, in Parker, A. and Normand, V., Soft Matter, 6, pp 4916-4919 (2010)). Preferably, polyelectrolyte I is a gelatinous material.
[0053] The second polyelectrolyte (polyelectrolyte II) is preferably selected from polysaccharides or another polymer having an opposite charge to polyelectrolyte I. Typically, polyelectrolyte II carries a negative charge at pH > 2. Preferably, such polyelectrolytes are, for example, alginate, cellulose derivatives such as guar gum, pectinates, carrageenan, polyacrylic acid and methacrylic acid or xanthan gum, or plant gums such as acacia gum. Most preferably, it is acacia gum (gum arabic).
[0054] The ratio between polyelectrolyte 1 and polyelectrolyte 2 is preferably 10 / 0.1 to 0.1 / 10, more preferably 10 / 1 to 1 / 10, and even more preferably 6 / 1 to 1 / 6.
[0055] According to a specific implementation scheme, the first polyelectrolyte carries a net positive charge when the pH is less than 8, and the second polyelectrolyte carries a net negative charge when the pH is greater than 2.
[0056] According to a particular embodiment, the first polyelectrolyte is gelatin, and the second polyelectrolyte is selected from the group consisting of gum arabic, xanthan gum, alginate, cellulose derivatives such as carboxymethyl cellulose, sodium carboxymethyl guar gum, pectinate, carrageenan, polyacrylic acid and methacrylic acid, xanthan gum and plant gums and / or mixtures thereof.
[0057] According to a preferred embodiment, the first polyelectrolyte is gelatin, and the second is gum arabic.
[0058] According to one embodiment, the coagulation layer material exists as a gel. According to a particular embodiment, the first coagulation layer material is a gel formed by providing conditions sufficient to initiate gelation of the first, second, or both polyelectrolytes. Gelation can be initiated by lowering the temperature below the gelation temperature of one of the polyelectrolytes, as detailed in the references cited above and in the previous section. For ionicly crosslinkable polyelectrolytes such as chitosan, gelation can be initiated by adding a suitable counterion such as a tripolyphosphate.
[0059] According to a preferred embodiment, the first material of the cohesive layer is chemically hardened using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid, or genipin. According to another preferred embodiment, the first material of the cohesive layer is enzymatically hardened using an enzyme such as transglutaminase.
[0060] According to another implementation scheme, the cohesive layer is not cross-linked.
[0061] According to one embodiment, the second polymer material is selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof.
[0062] According to a specific implementation scheme, the second material is polyurea and / or polyurethane.
[0063] 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 has been emphasized that even with a reduced amount of the second material forming the wall, the microcapsules still exhibit good stability in consumer products.
[0064] In a second specific embodiment of the core-shell microcapsule, the core-shell microcapsule comprises:
[0065] - Contains an oil-based core with a spice formulation;
[0066] - Optionally, the inner shell is made of polymerized multifunctional monomers;
[0067] - A biopolymer shell containing proteins, wherein at least one protein is cross-linked.
[0068] According to one embodiment, the protein is selected from the group consisting of milk proteins, caseinates such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed protein, gelatin, gluten, pea protein, soy protein, silk protein, and mixtures thereof.
[0069] According to one embodiment, the protein comprises sodium caseinate, preferably cross-linked sodium caseinate.
[0070] According to one embodiment, the protein comprises sodium caseinate and globular protein, preferably selected from the group consisting of whey protein, β-lactoglobulin, ovalbumin, bovine serum albumin, plant protein, and mixtures thereof.
[0071] The preferred protein is a mixture of sodium caseinate and whey protein.
[0072] According to one embodiment, the biopolymer shell comprises a cross-linked protein selected from sodium caseinate and / or whey protein.
[0073] According to a specific embodiment, the microencapsulated slurry comprises at least one microcapsule made of the following material:
[0074] - Contains an oil-based core with a spice formulation;
[0075] - An inner shell made of polymerized multifunctional monomers; preferably a multiisocyanate having at least two isocyanate functional groups;
[0076] - A biopolymer shell containing proteins, wherein at least one protein is cross-linked; wherein the protein preferably comprises a mixture containing sodium caseinate and globular protein, preferably whey protein.
[0077] - Optionally, at least one outer mineral layer.
[0078] According to one implementation scheme, sodium caseinate and / or whey protein are cross-linked proteins.
[0079] The weight ratio between sodium caseinate and whey protein is preferably 0.01 to 100, more preferably 0.1 to 10, and even more preferably 0.2 to 5.
[0080] In another specific embodiment, the core-shell as defined above, based on a polymeric inner shell and a protein-containing biopolymer shell, is excluded from the present invention.
[0081] In a third specific embodiment of the core-shell microcapsule, the core-shell microcapsule is a polyamide core-shell polyamide microcapsule comprising:
[0082] - Contains an oil-based core for spice formulations, and
[0083] - A polyamide shell comprising:
[0084] • Acyl chloride,
[0085] • First amino compound, and
[0086] • Second amino compounds.
[0087] According to a specific implementation, the polyamide core-shell microcapsule comprises:
[0088] Oil-based core containing spice formulation, and
[0089] A polyamide shell comprising:
[0090] • Acyl chloride, preferably 5 to 98%, more preferably 20 to 98%, and more preferably 30 to 85% w / w;
[0091] • The first amino compound, preferably in a content of 1% to 50% w / w, more preferably 7% to 40% w / w;
[0092] • The second amino compound, preferably in a content of 1% to 50% w / w, more preferably 2% to 25% w / w;
[0093] • Stabilizer, preferably a biopolymer, preferably in a content of 0 to 90%, more preferably 0.1 to 75%, and more preferably 1 to 70%.
[0094] According to a specific implementation, the polyamide core-shell microcapsule comprises:
[0095] - Contains an oil-based core for spice formulations, and
[0096] - A polyamide shell comprising:
[0097] • Acyl chloride,
[0098] • The first amino compound, which is an amino acid, is preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof.
[0099] • Second amino compounds, selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and / or mixtures thereof, and
[0100] • Biopolymers selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein and / or mixtures thereof.
[0101] The first amino compound is different from the second amino compound.
[0102] In another specific embodiment, the polyamide core-shell as defined above is excluded from the present invention.
[0103] According to a particular embodiment of the present invention, the microcapsule may contain an outer coating material selected from polysaccharides, cationic polymers, and mixtures thereof to form an outer coating of the microcapsule.
[0104] Polysaccharide polymers are well known to those skilled in the art. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose and hydroxypropyl methylcellulose, pectin and mixtures thereof.
[0105] According to a specific implementation, the coating consists of a cationic coating.
[0106] Cationic polymers are well known to those skilled in the art. Preferred cationic polymers have a cationic charge density of at least 0.5 meq / g, more preferably at least about 1.5 meq / g, 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 are selected from units containing primary, secondary, tertiary, and / or quaternary amine groups, which may form part of the main polymer chain or may be supported by side substituents directly attached thereto. The weight-average molecular weight (Mw) of the cationic polymer is preferably from 10,000 to 3.5 M Daltons, more preferably from 50,000 to 2 M Daltons.
[0107] According to a specific implementation scheme, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyl dimethylammonium chloride, quaternized vinylimidazolium (3-methyl-1-vinyl-1H-imidazolium-3-onium chloride), vinylpyrrolidone, acrylamide propyltrimethylammonium chloride, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride, or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride, and cellulose hydroxypropyltrimethylammonium chloride will be used. Preferably, the copolymer should be selected from the group consisting of polyquaternium salt-5, polyquaternium salt-6, polyquaternium salt-7, polyquaternium salt-10, polyquaternium salt-11, polyquaternium salt-16, polyquaternium salt-22, polyquaternium salt-28, polyquaternium salt-43, polyquaternium salt-44, polyquaternium salt-46, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride and cellulose hydroxypropyltrimethylammonium chloride.
[0108] As a specific example of a commercially available product, Salcare can be cited. ®SC60 (a cationic copolymer of acrylamide propyltrimethylammonium chloride and acrylamide, source: BASF) or Luviquat®, such as PQ 11N, FC 550 or Style (a quaternized copolymer of polyquaternium salts 11 to 68 or vinylpyrrolidone, source: BASF), or Jaguar® (C13S or C17, source: Rhodia).
[0109] According to any of the above embodiments of the present invention, a certain amount of the above-described polymer is added, in a content of about 0% to 5% w / w, or even about 0.1% to 2% w / w, the percentage being expressed on a w / w basis relative to the total weight of the microcapsules. Those skilled in the art will clearly understand that only a portion of the added polymer will be incorporated into / deposited on the microcapsule shell.
[0110] In one particular implementation, the carrier (shell material or matrix material) is a biodegradable carrier.
[0111] In one particular embodiment, the biodegradable carrier has a biodegradability of at least 60% within 60 days according to OECD301F, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98%.
[0112] OECD 301F is the standard test method of the Organization for Economic Cooperation and Development for biodegradability.
[0113] In this article, "fragrant formulation" is understood as a formulation (preparation) used for fine and functional fragrances. Specifically, currently used fragrance ingredients, solvents, or adjuvants can be combined for the preparation of fragrance formulations.
[0114] According to the present invention, the fragrance formulation contains 0 to 60% by weight of a hydrophobic solvent.
[0115] Fragrance ingredients can be dissolved in solvents currently used in the fragrance industry. The solvent is preferably not an alcohol. Examples of such solvents include diethyl phthalate, isopropyl myristate, and Abalyn. ® (Rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, limonene or other terpenes, glyceryl triacetate or isoparaffins. Abalyn is preferred. ® Benzyl benzoate, limonene or other terpenes, or isoparaffins.
[0116] Most preferably, the solvent is highly hydrophobic and sterically hindered, such as Abalyn. ®Or benzyl benzoate. According to one embodiment, the fragrance contains less than 30% solvent. More preferably, the fragrance contains less than 20%, and even more preferably less than 10%, all of these percentages are defined by weight relative to the total weight of the fragrance. Most preferably, the fragrance is substantially solvent-free.
[0117] According to a particular embodiment, the hydrophobic solvent is a density-balanced material, preferably selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, methyl phenylacetate, ethyl phenylacetate, triacetyl glycerol, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.
[0118] "Density equilibrium material" should be understood as having a density greater than 1.07 g / cm³. 3 Furthermore, materials with low or no odor are preferred.
[0119] The density of a component is defined as the ratio of its mass to its volume (g / cm³). 3 ).
[0120] Several methods can be used to determine the density of a component.
[0121] You can refer to methods such as ISO 298:1998 to measure the d20 density of essential oils.
[0122] The term "fragrant oil" (or "fragrance (chemical flavoring)") or "flavoring (edible flavoring)" herein refers to an ingredient or composition that is liquid at approximately 20°C. The fragrant oil or flavoring oil may be a single flavoring or flavoring ingredient, or a mixture of multiple ingredients in the form of a flavoring or flavoring composition. As a "flavoring ingredient," it refers to a compound whose primary purpose is to impart a pleasant effect in a flavoring formulation or composition. In other words, to be considered a flavoring ingredient, it must be recognized by those skilled in the art as capable of imparting or altering the odor of a composition, at least in an active or pleasant manner, and not merely possessing an odor. The nature and types of flavoring ingredients present in the oil phase are not guaranteed to be described in greater detail herein, and are by no means exhaustive; those skilled in the art can select them based on their common sense and according to the intended use or application and the desired sensory effect. Generally, these flavoring ingredients belong to different chemical classifications, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenes, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and the flavoring auxiliary ingredients may be of natural or synthetic origin. Many of these auxiliary ingredients are listed in references such as S. Arctander's *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or later editions thereof, or other works of a similar nature, as well as in the extensive patent literature within the fragrance industry. It is also understood that the ingredients may be compounds known to release various types of flavoring compounds in a controlled manner.
[0123] In particular, one can list flavoring ingredients commonly used in fragrance formulations, such as:
[0124] - Aldehyde components: decanal, dodecanal, 2-methylundecaldehyde, 10-undecenal, octanal, nonanal and / or nonenal;
[0125] - Aromatic herbal ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0~2,7~]undec-4-one, 1-methoxy-3-hexethiol, 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;
[0126] - Balsam ingredients: coumarin, ethyl vanillin and / or vanillin;
[0127] - Citrus flavoring components: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellol, orange terpene, 1-p-menthene-8-yl acetate and / or 1,4(8)-p-menthadiene;
[0128] - Floral fragrance components: Methyl dihydrojasmonate, linalool, citronellol, phenethyl alcohol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexylcinnamaldehyde, 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)-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-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexadien-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexadien-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indaminozide, 2,6,6-trimethyl-3-cyclohexene-1-carboxylate 3-(4,4-dimethyl-1-cyclohexen-1-ylpropanal), hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, tricyclodecenyl acetate, geraniol, p-menth-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl 3-cis-dihydrojasmonic acid, 3-methyl-5-phenyl-1-pentanol, propionic acid Tricyclodecenyl acetate, geraniol acetate, tetrahydrolinalool, cis-7-p-menthol, (S)-2-(1,1-dimethylpropoxy)propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, pentylcinnamaldehyde, 8-decen-5-lactone, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or a mixture of methyl ionone isomers;
[0129] - Fruity flavor components: γ-undecyl lactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxothiacyclohexane, 4-decyl lactone, ethyl 2-methyl-valerate, hexyl acetate, ethyl 2-methylbutyrate, γ-nonyl lactone, allyl heptaate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-ethyl acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propionaldehyde, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl [3-ethyl-2-epoxyethylene]acetate and / or diethyl 1,4-cyclohexanedicarboxylate;
[0130] - Green fragrance components: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrax acetate, (2-methylbutoxy) allyl acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one;
[0131] Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecane-1-one, 3-methylcyclopentadecaneone, 1-oxa-12-cyclohexadecene-2-one, 1-oxa-13-cyclohexadecene-2-one, (9Z)-9-cycloheptadecene-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl ester of propionic acid, 3-methyl-5-cycloheptadecene-2-one Pentadecen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[G]-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl ester, oxetane-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl ester;
[0132] - Costus root components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[ethylene oxide-2,9'-tricyclo[6.2.1.0] 2,7 Undecane[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-en-1-yl ester, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, patchouli oil, terpene fraction of patchouli oil, clearwood ® (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cypressone, 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-octahydronaphthyl-2-yl) ethyl-1-one and / or isobornyl acetate;
[0133] - Other components (e.g., amber, powdery, spicy, or watery): dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan and any stereoisomers thereof, piperaldehyde, anisaldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxacyclopenten-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxacycloheptan-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4,4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.
[0134] According to one implementation, the fragrance formulation includes a fragrance modifier (which can be used with a hydrophobic solvent when it is present, or as a substitute for a hydrophobic solvent when it is absent).
[0135] Preferably, the fragrance modifier is defined as a fragrance material having:
[0136] i. Vapor pressure less than 0.0008 Torr at 22°C;
[0137] ii. clogP of 3.5 or higher, preferably 4.0 or higher, and more preferably 4.5;
[0138] iii. At least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion force of 12 to 20, dipole moment of 1 to 7, and hydrogen bond of 2.5 to 11.
[0139] iv. At least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion force of 14 to 20, dipole moment of 1 to 8, and hydrogen bond of 4 to 11, when in solution with a compound having a vapor pressure in the range of 0.0008 to 0.08 Torr at 22 °C.
[0140] As preferred examples, the following components may be listed as modifiers, but this list is not limited to the following substances: alcohol C12, oxacyclohexadec-12 / 13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecanophenone, (Z)-4-cyclopentadecanen-1-one, cyclopentadecanone, (8Z)-oxacycloheptadec-8-en-2-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furanyl)tetrahydro-5-methyl-2-furanyl]-2-propanol, lily aldehyde, 1,5,8-trimethyl-13-oxabicyclo[10.1.0]tetane-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexamethyl-1,3,4,6,7,8-hexadecanophenone Hydrocyclopentano[g]isobenzopyran, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxacyclohexadecane-2-one, propionic acid 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl ester, (+)-(4 R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthol, pentylcinnamaldehyde, hexylcinnamaldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecene-1-one.
[0141] The fragrance base according to the invention may not be limited to the above-mentioned flavoring ingredients, and many other ingredients among these ingredients are listed in the references, such as S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or later versions thereof, or other works of similar nature, as well as a large body of patent literature in the fragrance industry. It should also be understood that the ingredients may also be compounds known to release various types of flavoring compounds in a controlled manner, also referred to as fragrance precursors or aroma compounds. Non-limiting examples of suitable flavoring precursors may include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-phenylethyl oxo(phenyl)acetic acid, or mixtures thereof.
[0142] According to one implementation, the flavoring oil contains at least 35% of flavoring components with a logP greater than 3.
[0143] LogP is a commonly used logarithm for estimating the octanol-water partition coefficient, and it is known as a measure of lipophilicity.
[0144] LogP values for many flavoring compounds have been reported in databases such as Pomona92, which is available from Daylight Chemical Information Systems, Inc. (Daylight CIS) in Irvine, California, and also includes citations to the original literature. LogP values are most conveniently calculated using the “CLOGP” program provided by Daylight CIS. When available in the Pomona92 database, this program also lists experimental logP values. The “calculated logP” (cLogP) is determined using the fragment method of Hansch and Leo (see A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., p. 295, Pergamon Press, 1990). The fragment method is based on the chemical structure of each flavoring oil component and takes into account the number and type of atoms, atomic connectivity, and chemical bonding. When selecting flavoring compounds suitable for use in this invention, the cLogP value (which is the most reliable and widely used estimate of the physicochemical property) is preferred over the experimental LogP value.
[0145] In one particular embodiment, the flavoring oil contains at least 40%, preferably at least 50%, more preferably at least 60% of a component with a logP greater than 3, preferably greater than 3.5, and even more preferably greater than 3.75.
[0146] Preferably, the fragrance oil contains less than 10% by its own weight of primary alcohol, less than 15% by its own weight of secondary alcohol, and less than 20% by its own weight of tertiary alcohol. Advantageously, the fragrance used in the present invention contains no primary alcohol and contains less than 15% of secondary and tertiary alcohol.
[0147] According to one embodiment, the fragrance oil contains at least 20%, preferably at least 25%, more preferably at least 40% of groups 1 to 6, and more preferably groups 3 to 6, of a large steric hindrance material.
[0148] The term "bulky material" is understood in this paper to refer to flavoring components with high steric hindrance, i.e., substitution modes that provide high steric hindrance.
[0149] Materials with high steric hindrance, especially those from one of the following groups:
[0150] - Group 1: Fragrance ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring, wherein the ring is substituted with at least one 1 to 4 nodes, the nodes containing substituents, preferably at least one straight-chain or branched C1 to C4 alkyl or alkenyl substituent;
[0151] - Group 2: Fragrance ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring, wherein the ring is substituted with at least 4 or more nodes, the nodes containing substituents, preferably at least one straight or branched C4 or longer, preferably C4 to C8 alkyl or alkenyl substituents;
[0152] Group 3: Fragrance ingredients containing a benzene ring, or fragrance ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring, wherein the ring is substituted with at least 5 or more nodes, the nodes containing substituents, preferably at least one straight-chain or branched C5 or longer, preferably C5 to C8 alkyl or alkenyl substituents, or substituted with at least one phenyl substituent and optionally one or more 1 to 3 nodes, the nodes containing substituents, preferably one or more straight-chain or branched C1 to C3 alkyl or alkenyl substituents;
[0153] -Group 4: Flavoring ingredients containing at least two fused or linked 5- or 6-membered rings, preferably at least two fused or linked C5 and / or C6 rings;
[0154] Group 5: Fragrance components containing camphor-like ring structures, i.e., two 5- or 6-membered rings fused together in a bridge-like manner;
[0155] Group 6: Contains at least one 7- to 20-membered ring, preferably at least one C7 or C 20 Fragrance ingredients with cyclic structures.
[0156] As understood in this context, the term "node" refers to any atom capable of providing at least two, preferably at least three, and more preferably four bonds to other atoms. Specific examples of nodes as understood herein are carbon atoms (up to four bonds to other atoms), nitrogen atoms (up to three bonds to other atoms), oxygen atoms (up to two bonds to other atoms), and sulfur atoms (up to two bonds to other atoms). Specific examples of other atoms as understood herein may be carbon atoms, nitrogen atoms, sulfur atoms, oxygen atoms, and hydrogen atoms.
[0157] Examples of the components in each of these groups are as follows:
[0158] Group 1: 2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde (Source: Firmenich SA, Geneva, Switzerland), ifocitral, menthone, isomenthone, Romascone ®(Methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, source: Firmenich SA, Geneva, Switzerland), nerol, terpineol, dihydroterpineol, hexylate, rose ether, perycorolle ® ((S)-1,8-p-menthadien-7-ol, source: Firmenich SA, Geneva, Switzerland), l-p-menthene-4-ol, (1RS,3RS,4SR)-3-p-menthene acetate, cyclohexyl acetate, 2,4,6-trimethyl-3-cyclohexen-1-carboxaldehyde, p-tert-butylcyclohexanone, menthylene thiol, 2-tert-butyl-1-cyclohexyl acetate (source: International Flavors and Fragrances, USA), Lorysia ® (4-(1,1-dimethylethyl)-1-cyclohexyl acetate, source: Firmenich SA, Geneva, Switzerland);
[0159] Group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Source: Givaudan SA, Vergne, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (Source: Firmenich SA, Geneva, Switzerland), Polysantol ® ((1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'yl)-4-penten-2-ol, source: Firmenich SA, Geneva, Switzerland), 2-heptacyclopentanone (fleuramone), Hedione ® HC (methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate, source: Firmenich SA, Geneva, Switzerland), Veloutone ® (2,2,5-Trimethyl-5-pentyl-1-cyclopentanone, source: Firmenich SA, Geneva, Switzerland), Nirvanol ® (3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol, source: Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (source: Givaudan SA, Vergne, Switzerland), Dartanol, fructone;
[0160] - Group 3: Neobutenone ®(1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, source: Firmenich SA, Geneva, Switzerland), nectalactone ((1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone), Dynascone ® (A mixture of 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one and 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, source: Firmenich SA, Geneva, Switzerland), Romandolide ® ((1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate, source: Firmenich SA, Geneva, Switzerland), Limbanol ® (1-(2,2,3,6-Tetramethyl-cyclohexyl)-3-hexanol, source: Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (source: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, isobutyrate terpene ester, 8-methoxy-1-p-menthene, Helvetolide ® ((1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, source: Firmenich SA, Geneva, Switzerland), 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexen-1-carboxaldehyde, allyl cyclohexylpropionate, methyl 2-methoxy-4-methylphenyl carbonate, ethyl carbonate 2-methoxy-4-methylphenyl carbonate, methyl 4-ethyl-2-methoxyphenyl carbonate, Doremox ® (Tetrahydro-4-methyl-2-phenyl-2H-pyran, source: Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, terpene acetate, dihydroterpene acetate, trimethylcyclohexyl acetate (cyclanol), fructalate ® (1,4-Cyclohexanediethyl dicarboxylate, source: Firmenich SA, Geneva, Switzerland), α-ionone, β-ionone, damascenone, damascenone, Floralozone, Peonile, pentylcinnamaldehyde, hexylcinnamaldehyde, benzyl cinnamate, pentyl salicylate, hexyl salicylate, MPGE (=ethyl 2,3-epoxy-3-phenylbutyrate) Dorysane;
[0161] Group 4: Vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone (Source: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]dec-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]dec-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indanone (Source: International Flavors and Fragrances, USA), Hivernal ® (A mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal, source: Firmenich SA, Geneva, Switzerland), Polywood ® (perhydro-5,5,8A-trimethyl-2-naphthyl acetate, source: Firmenich SA, Geneva, Switzerland), 1-octalynol, Cetalox ® (Dodecano-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, source: Firmenich SA, Geneva, Switzerland), Koumalactone ® ((3ARS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one, Source: Firmenich SA, Geneva, Switzerland), Natactone ® ((6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one, source: Firmenich SA, Geneva, Switzerland), 2-naphthyl methyl ether (yara yara), nerol (bromelia), heliopropanal, octahydrocoumarin, galaxolide;
[0162] Group 5: Camphor, Borneol, Isobornyl acetate, 8-Isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carboxaldehyde, Florex ®A mixture of (9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undec-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undec-4-one, source: Firmenich SA, Geneva, Switzerland), (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]hepta-2-ol, nopyle acetate (Nopyle acetate), patchouli alcohol, tricyclic acetate [5.2.1.0(2,6)]dec-3-en-8-yl ester and tricyclic acetate [5.2.1.0(2,6)]dec-4-en-8-yl ester and tricyclic propionate [5.2.1.0(2,6)]dec-3-en-8-yl ester and tricyclic propionate [5.2.1.0(2,6)]dec-4-en-8-yl ester, eucalyptol, Rhubofix ® (3',4-Dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-en-9-spiro-2'-ethylene oxide, source: Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, vetiver, (+)-(1S,2S,3S)-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-spiro-2'-cyclohexene-4'-one;
[0163] - Group 6: Cedraoxyde ® (Trimethyl-13-oxabicyclo-[10.1.0]-tridec-4,8-diene, source: Firmenich SA, Geneva, Switzerland), ozoglossol LG ((E)-9-cyclohexadecene-16-lactone, source: Firmenich SA, Geneva, Switzerland), Habanolide ® (Cyclopentadecanolactone, origin: Firmenich SA, Geneva, Switzerland), Muscone (3-methyl(4 / 5)-cyclopentadecanolactone, source: Firmenich SA, Geneva, Switzerland), Muscone (source: Firmenich SA, Geneva, Switzerland), Exaltolide ® (Decadecyl lactone, source: Firmenich SA, Geneva, Switzerland), Exaltone ®(Cyclopentadecanone, source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), Astrotone, 4,8-cyclododecadien-1-one, methyl cedarwood ketone (source: International Flavors and Fragrances, USA), vetyverol, cedarwood methyl ether (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane, source: Firmenich SA, Geneva, Switzerland), cedrene, cedrene alcohol, cedrene alcohol, 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland).
[0164] Preferably, the flavoring oil contains at least 25%, preferably at least 30%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of the ingredients selected from groups 1 to 6 as defined above. More preferably, the flavoring contains at least 30%, preferably at least 40%, preferably at least 50% of the ingredients from groups 3 to 6 as defined above. Most preferably, the flavoring contains at least 30%, preferably at least 50% of the ingredients from groups 3, 4, or 6 as defined above.
[0165] According to one implementation, the flavoring oil contains at least 15% high-impact flavoring material with LogT < -4.
[0166] "High-impact flavoring ingredients" should be understood as flavoring ingredients with Log T < -4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge, and molecular weight. For convenience, the threshold concentration is expressed as the commonly used logarithm of the threshold concentration, i.e., Log[threshold] ("LogT").
[0167] The odor threshold concentration of the flavoring compound was determined using gas chromatography (“GC”). Specifically, the GC was calibrated to determine the precise volume, precise split ratio, and hydrocarbon response of the flavoring oil component injected by the syringe using hydrocarbon standards with known concentrations and chain length distributions. The airflow rate was accurately measured, and the sampling volume was calculated assuming a duration of 12 seconds for human inhalation. Since the precise concentration at the detector at any given time point was known, the mass per volume inhaled was known, and therefore the concentration of the flavoring compound was known. To determine the threshold concentration, the solution was delivered to the olfactory port at a back-calculated concentration. Panel members sniffed the GC effluent and determined the retention time at which the odor was detected. The average of all panel members determined the odor threshold concentration of the flavoring compound. The determination of the odor threshold is described in more detail in C. Vuilleumier et al., Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development, Perfume & Flavorist, Vol. 33, September, 2008, pages 54-61.
[0168] According to a specific implementation scheme, high-impact flavoring ingredients with LogT<-4 are selected from the list in Table A below.
[0169] Table A: High-impact fragrance raw materials with Log T<-4
[0170]
[0171]
[0172]
[0173]
[0174] According to one implementation, fragrance raw materials with Log T < -4 are selected from the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof.
[0175] According to one embodiment, the flavoring ingredient with Log T < -4 comprises at least one compound selected from the group consisting of alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in a content of 20 to 70% by weight based on the total weight of the flavoring ingredient with Log T < -4.
[0176] According to one implementation, based on the total weight of flavoring raw materials with Log T < -4, the flavoring raw materials with Log T < -4 contain 20 to 70% by weight of aldehydes, ketones, and mixtures thereof.
[0177] Therefore, the remaining flavoring raw materials contained in the oil-based core may have Log T>-4.
[0178] Non-limiting examples of flavoring ingredients with Log T>-4 are listed in Table B below.
[0179] Table B: Flavoring ingredients with Log T > -4
[0180]
[0181]
[0182] WO2018115250 describes high-impact fragrance raw materials with Log T < -4 and a density greater than 1.07 g / cm³. 3 The properties of density equilibrium materials, the contents of which are included by reference.
[0183] In one particular embodiment, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the embedded fragrance oil.
[0184] The term "Hansen solubility parameter" is understood to refer to the solubility parameter method proposed by Charles Hansen for predicting polymer solubility, and is developed based on the premise that the total vaporization energy of a liquid is composed of several separate components. To calculate the "weighted Hansen solubility parameter," the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonding (electron exchange) must be considered. The "weighted Hansen solubility parameter" is calculated as (δD... 2 +δP 2 +δH 2 ) 0.5 δD is the Hansen dispersion value (hereinafter also referred to as atomic dispersion force), δP is the Hansen polarizability value (hereinafter also referred to as dipole moment), and δH is the Hansen hydrogen bond (“h-bond”) value (hereinafter also referred to as hydrogen bond). For a more detailed explanation of this parameter and its value, please refer to Charles Hansen’s *The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient*, Danish Technical Press (Copenhagen, 1967).
[0185] The Euclidean difference in the solubility parameters of the fragrance and the solvent is calculated as (4*(δD)).solvent -δD fragrance ) 2 +(δP solvent -δP fragrance ) 2 + (δH solvent -δH fragrance ) 2 ) 0.5 , where δD solvent δP solvent and δH solvent These represent the Hansen dispersion value, Hansen polarizability value, and Hansen hydrogen bond value of the solvent, respectively; while δD fragrance δ fragrance and δH fragrance These are the Hansen dispersion value, Hansen polarizability value, and Hansen hydrogen bond value of the fragrance, respectively.
[0186] In one particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the first group consisting of: an atomic dispersion force (δD) of 12 to 20, a dipole moment (δP) of 1 to 8, and a hydrogen bond (δH) of 2.5 to 11.
[0187] In one particular embodiment, at least 90% of the fragrance oil, preferably at least 95% of the fragrance oil, and most preferably at least 98% of the fragrance oil, have at least two Hansen solubility parameters selected from the first group consisting of: an atomic dispersion force (δD) of 12 to 20, a dipole moment (δP) of 1 to 8, and a hydrogen bond (δH) of 2.5 to 11.
[0188] In one particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the 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.
[0189] In one particular embodiment, the following flavoring formula 1 is excluded from the present invention:
[0190]
[0191] a) Methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, source: Firmenich SA, Geneva, Switzerland
[0192] b) 2-tert-butyl-1-cyclohexyl acetate, a trademark of International Flavors & Fragrances, USA.
[0193] c) 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, source: Firmenich SA, Geneva, Switzerland
[0194] d)(2Z)-2-phenyl-2-hexenonitrile, source: Firmenich SA, Geneva, Switzerland
[0195] In one particular embodiment, the following flavoring formula 2 is excluded from the present invention:
[0196]
[0197] 1) Source: Firmenich SA, Switzerland
[0198] 2) 2-tert-butyl-1-cyclohexyl acetate, source and trademark: IFF, USA
[0199] In one particular embodiment, the following flavoring formula 3 is excluded from the present invention:
[0200]
[0201] 1) Firmenich SA in Switzerland
[0202] 2) 3-(4-tert-butylphenyl)-2-methylpropanal, Givaudan SA, Vergne, Switzerland
[0203] 3) 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, from International Flavors & Fragrances, USA.
[0204] 4) Firmenich SA, Switzerland
[0205] 5) Methyl dihydrojasmonic acid, Firmenich SA, Switzerland
[0206] 6) Firmenich SA, Switzerland
[0207] In one particular embodiment, the following flavoring formulation 4 is excluded from the present invention:
[0208]
[0209] 1) Trademark of Firmenich; pentadecenolactone, source: Firmenich SA, Geneva, Switzerland
[0210] 2) Trademark of Firmenich; methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate, source: Firmenich SA, Geneva, Switzerland
[0211] 3) Trademark of IFF; 7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene
[0212] 4) Trademark of Givaudan; 3-(4-tert-butylphenyl)-2-methylpropanal
[0213] In one particular embodiment, the following flavoring formulation 5 is excluded from the present invention:
[0214]
[0215] 1) Methyl dihydrojasmonic acid, Firmenich SA of Geneva, Switzerland
[0216] 2) 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, from International Flavors & Fragrances, USA.
[0217] 3)(-)-(8R)-8,12-epoxy-13,14,15,16-detetramethylhexamethane, Firmenich SA, Geneva, Switzerland
[0218] In one particular embodiment, the delivery system is biodegradable within 60 days according to OECD 301F at a rate of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98%.
[0219] Therefore, it can be understood that the delivery system, including all components such as biodegradable carriers and flavor formulations, 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.
[0220] In a particular embodiment, the stability or chemical stability of the delivery system is no more than 40%, preferably no more than 35%, and more preferably more than 30%. The stability or chemical stability of the delivery system is determined to be no more than 40%, preferably no more than 35%, and more preferably no more than 30% of the fragrance leakage from the microcapsules when incorporated into a consumer product for a specific storage time and temperature. This is particularly true in fabric softeners, liquid detergents, body washes, deodorants, or antiperspirants, where the microcapsules are stable after being stored at 37°C for 15 days, more preferably after being stored at 37°C for 30 days, and in body lotions, shampoos, or hair conditioners, where they are stable after being stored at 40°C for at least 2 weeks.
[0221] Furthermore, the delivery system exhibits a frictional effect detectable on fresh samples, preferably after 15 days of storage at 37°C, or even more preferably after 30 days at 37°C.
[0222] The delivery system of the present invention can be used in combination with active ingredients.
[0223] Therefore, one object of the present invention is a composition comprising:
[0224] (i) Delivery systems as defined above;
[0225] (ii) Active ingredients, preferably selected from the group consisting of cosmetic ingredients, skin care ingredients, fragrance ingredients, flavoring ingredients, odor-dispelling ingredients, bactericide ingredients, fungicide ingredients, pharmaceutical or agricultural chemicals, disinfectant ingredients, insect repellents or attractants, and mixtures thereof.
[0226] The delivery system of the present invention can also be added to various scented consumer products.
[0227] In particular, the present invention relates to a flavoring composition comprising:
[0228] - As described above, the delivery system, and
[0229] -Optional, free spice oil.
[0230] Preferably, the flavoring composition according to the invention comprises 0.1 to 30% by weight of the delivery system as defined above.
[0231] "Free flavoring" is understood herein as a flavoring or flavoring oil that is contained in the flavoring composition and is not embedded in the delivery system.
[0232] In one particular embodiment, the total amount of the delivery system is 0.05 to 5% by weight (based on the total weight of the flavoring composition) and the total amount of the free flavor oil is 0.05 to 5% by weight (based on the total weight of the flavoring composition).
[0233] In one particular embodiment, the total fragrance oil and total free fragrance oil of the fragrance formulation embedded in the delivery system are present in the flavoring composition at a weight ratio of 1:20 to 20:1, preferably 10:1 to 1:10.
[0234] The flavoring composition may also contain at least one flavoring agent and optional flavoring adjuvants.
[0235] By "fragrance aid," it is understood herein to be a compound used in fragrance formulations or compositions to impart a pleasurable effect, and it is not a microcapsule as defined above. In other words, to be considered a fragrance aid, such an aid must be recognized by those skilled in the art as capable of actively or pleasantly imparting or altering the odor of a composition, and not merely by having an odor. The nature and type of fragrance aid present in fragrance compositions are not guaranteed to be described in greater detail herein, and will in any way be exhaustive; those skilled in the art can select them based on their general knowledge and according to the intended use or application and the desired sensory effect. Generally, these fragrance aids belong to different chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenes, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and said fragrance aids may be of natural or synthetic origin. In any case, many of these auxiliary ingredients are listed in references such as S. Arctander's *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or later editions thereof, or other works of a similar nature, as well as in the extensive patent literature within the fragrance industry. It should also be understood that the auxiliary ingredients may also be compounds known to release various types of flavoring compounds in a controlled manner.
[0236] The term "fragrance adjuvant" is understood here as an ingredient that can impart additional benefits such as color, specific lightfastness, chemical stability, etc. A detailed description of the properties and types of adjuvants commonly used in fragrance bases will not be exhaustive, but it must be mentioned that the ingredients are well known to those skilled in the art.
[0237] 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.
[0238] Therefore, according to a particular embodiment, the flavoring composition comprises:
[0239] -The delivery system of the present invention is a first type of delivery system, and
[0240] - A second type of delivery system, wherein the first and second types of delivery systems differ in their flavoring formulations and / or carrier materials (shell or matrix) and / or outer coatings.
[0241] The delivery system of the present invention can be advantageously used in many application areas and for consumer products.
[0242] Therefore, in another form, the present invention relates to a scented consumer product comprising a delivery system according to the invention or a scented composition according to the invention.
[0243] The delivery system can be used in liquid form for liquid consumer products and in powder form for powder consumer products.
[0244] The consumer products of this invention are particularly applicable to scented consumer products, such as products belonging to the category of fine fragrances or "functional" fragrances. Functional fragrances particularly include personal care products, including hair care, body cleansing, skin care, hygiene care, and home care products, including clothing care and air care.
[0245] In particular, a liquid consumer product contains:
[0246] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product;
[0247] - Water or a water-miscible hydrophilic organic solvent; and
[0248] - Fragrance compositions or delivery systems as defined above.
[0249] And a powdered consumer product comprising:
[0250] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product; and
[0251] - Fragrance compositions or delivery systems as defined above.
[0252] For clarity, it must be mentioned that "fragrant consumer product" refers to a consumer product intended to deliver the fragrance effect, among other benefits, to surfaces to which it is applied (e.g., skin, hair, fabric, paper, or household surfaces) or into the air (air fresheners, deodorants, etc.). In other words, the fragrant consumer product according to the invention is a processed product comprising a functional formulation (also referred to as a "base") and beneficial agents, wherein an effective amount of microcapsules according to the invention is contained.
[0253] The nature and type of other ingredients in flavored consumer products are not guaranteed to be described in greater detail here, and are by no means exhaustive; those skilled in the art can select them based on their general knowledge and the properties and desired effects of the product. Formulations of base materials for consumer products in which the microcapsules of the present invention can be incorporated can be found in a large body of literature relating to such products. These formulations are not guaranteed to be described in detail here, and are by no means exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate components based on their general knowledge and the available literature.
[0254] Suitable, non-restrictive examples of scented consumer products may include fine perfumes, spray perfumes, or eau de parfums. Perfume, cologne, shaving lotion or aftershave, liquid or solid detergents, single-compartment or multi-compartment single-dose detergents, fabric softeners, fabric fresheners, liquid or solid fragrance enhancers (PEG / urea or salt), dry sheets, ironing solutions, paper, bleach, carpet cleaners, curtain care products, shampoos, colorants, color care products, hair styling products, dental care products, disinfectants, feminine hygiene products, hair sprays, hair conditioning products, cold cream, deodorants or antiperspirants, hair removal products, tanning or sun protection products, nail products, skin cleansers, cosmetics, soaps, shower or bath mousse, bath oils or shower gels, or foot / hand care products, hygiene products, air fresheners, "ready-to-use" powder air fresheners, mildew removers, furniture care products, wipes, dishwashing liquids or hard surface cleaners, leather care products, car care products.
[0255] In one particular implementation, the scented consumer product is a liquid or solid detergent, fabric softener, liquid or solid fragrance enhancer (e.g., using PEG / urea or salt), shampoo, shower gel, hair conditioning product (e.g., leave-in or rinse-out), deodorant, or antiperspirant.
[0256] Another object of the present invention is a consumer product comprising:
[0257] - Personal care active base, and
[0258] - As defined above, delivery systems or flavoring compositions as defined above,
[0259] Consumer products are in the form of personal care compositions.
[0260] A wealth of literature relating to this product contains personal care active base materials that can be incorporated into the delivery system of this invention. These formulations are not guaranteed to be detailed herein, and are by no means exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate components based on their general knowledge and the available literature.
[0261] Personal care compositions are preferably selected from the group consisting of: hair care products (e.g., shampoos, hair conditioners, coloring agents or hair sprays), cosmetic preparations (e.g., cold creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g., soaps, shower or bath mousses, bath gels, bath oils or shower gels, bath salts, or hygiene products), oral care products (toothpaste or mouthwash compositions), or fine fragrance products (e.g., eau de toilette - EdT).
[0262] Another object of the present invention is a consumer product comprising:
[0263] - Active base materials for home care or fabric care, and
[0264] - As defined above, delivery systems or flavoring compositions as defined above,
[0265] The consumer products are in the form of home care or fabric care compositions.
[0266] Numerous documents relating to this product can be found regarding home care or fabric care base materials that can be incorporated into the delivery system of this invention. These formulations are not guaranteed to be detailed herein, and are by no means exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate components based on their general knowledge and the available literature.
[0267] Home or fabric care compositions are preferably selected from the group consisting of: fabric softeners, liquid detergents, powder detergents, liquid fragrance enhancers, and solid fragrance enhancers.
[0268] Fabric softener
[0269] One object of the present invention is a consumer product in the form of a fabric softener composition, comprising:
[0270] - Active base material for fabric softener; preferably selected from the group consisting of: dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquat), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salt), silicones, cationic guar gum, and mixtures thereof, preferably in an amount of 85 to 99.95% by weight based on the total weight of the composition.
[0271] - As defined above, the delivery system preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0272] liquid detergent
[0273] One object of the present invention is a consumer product in the form of a liquid detergent composition comprising:
[0274] - Liquid detergent active base material; preferably selected from the group consisting of: anionic surfactants, such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES); and nonionic surfactants, such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, preferably in an amount of 85 to 99.95% by weight based on the total weight of the composition.
[0275] - As defined above, the delivery system preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0276] solid detergent
[0277] One object of the present invention is a consumer product in the form of a solid detergent composition, comprising:
[0278] - Solid detergent active base material; preferably selected from the group consisting of: anionic surfactants, such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES); and nonionic surfactants, such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, preferably in an amount of 85 to 99.95% by weight based on the total weight of the composition.
[0279] - As defined above, the delivery system preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0280] Solid aroma enhancer
[0281] One object of the present invention is a consumer product in the form of a solid scent booster, comprising:
[0282] - Solid carriers, preferably selected from the group consisting of: urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, monosaccharides, disaccharides and polysaccharides and their derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomaltitol, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof.
[0283] - The delivery system as defined above is in powder form, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0284] Liquid fragrance enhancer
[0285] One object of the present invention is a consumer product in the form of a liquid fragrance enhancer, comprising:
[0286] -Aqueous phase,
[0287] - A surfactant system consisting essentially of one or more nonionic surfactants, wherein the average HLB of the surfactant system is 10 to 14, preferably selected from the group consisting of: ethoxylated aliphatic alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, monoglycerides and polyglycerides, sucrose ester compounds, polyoxyethylene hydroxy esters, alkyl polyglucosides, amine oxides and combinations thereof.
[0288] - Linking groups selected from the group consisting of: alcohols, salts and esters of carboxylic acids, salts and esters of hydroxycarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with HLB less than 10, and mixtures thereof, and
[0289] - The delivery system as defined above is in slurry form, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0290] Shampoo / Shower Gel
[0291] One object of the present invention is a consumer product in the form of a shampoo or shower gel composition, comprising:
[0292] - Active base material for shampoos or shower gels; preferably selected from the group consisting of: sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoteric acetate, cocamidopropyl betaine, cocamidopropyl betaine, alkyl glucoside, and amino acid-based surfactants, and mixtures thereof, preferably in an amount of 85 to 99.95% by weight based on the total weight of the composition.
[0293] - As defined above, the delivery system preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0294] Wash-off conditioner
[0295] One object of the present invention is a consumer product in the form of a wash-off conditioner composition, comprising:
[0296] - Wash-off conditioner active base material; preferably selected from the group consisting of: hexadecyltrimethylammonium chloride, stearyltrimethylammonium chloride, benzalkonium chloride, behenyltrimethylammonium chloride, and mixtures thereof, preferably in an amount of 85 to 99.95% by weight based on the total weight of the composition.
[0297] - As defined above, the delivery system preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.
[0298] Fragrance composition
[0299] According to a specific embodiment, the consumer product is in the form of a flavored composition, which, based on the total weight of the flavored composition, comprises:
[0300] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of the delivery system as defined above.
[0301] - 0 to 40% by weight, preferably 3 to 40% by weight of spices, and
[0302] - 20 to 90% by weight, preferably 40 to 90% by weight of ethanol.
[0303] The invention will now be further described by way of examples. It should be understood that the claimed invention is not intended to be limited in any way by these examples. Detailed Implementation
[0304] Example
[0305] General Scheme for Microcapsule Preparation
[0306] Option 1
[0307] Aqueous solutions of 10% by weight pork gelatin (A) and 10% by weight gum arabic (B) were prepared separately.
[0308] The fragrances to be encapsulated (fragrances A, B, C, and D) are mixed with a given amount of polyisocyanate (trimethylolpropane adduct of dimethyl phthalate diisocyanate). ® D-110N, Mitsui Chemicals) (C) mixture.
[0309] In a container at 40°C, solutions (A) and (B) are added to warm, softened water under mechanical shear. The pH is adjusted to 4.45 using 1M HCl. The mixture is incubated at 40°C for 15 minutes.
[0310] The solution (C) is slowly added to the mixture and emulsified / homogenized at a given rate by mechanical shear force (impeller, disperser, turbine, etc.) to achieve the desired average droplet size. The mechanical shear is maintained at the same rate, and the solution is then heat-treated at 50–90 °C. After a duration of 30–240 minutes, the mixture is thawed at 0.2–0.3 °C / min. -1 The mixture was cooled to 10°C at a controlled rate. The stirring speed was slightly reduced, and finally the crosslinking agent (50% by weight of glutaraldehyde aqueous solution, provided by Sigma-Aldrich) was added to the mixture. The capsule suspension was mixed at 20–25°C for 4–10 hours to allow for complete reaction.
[0311] An aqueous suspension of the microcapsules was obtained.
[0312] Option 2
[0313] Aqueous solutions of 10% by weight pork gelatin (A) and 10% by weight gum arabic (B) were prepared separately.
[0314] The fragrances to be encapsulated (fragrances A, B, C, and D) are mixed with a given amount of polyisocyanate (trimethylolpropane adduct of dimethyl phthalate diisocyanate). ® D-110N, Mitsui Chemicals) (C) mixture.
[0315] In a container at 40°C, solutions (A) and (B) are added to warm, softened water under mechanical shear.
[0316] Solution (C) is slowly added to the mixture and emulsified / homogenized at a given rate by mechanical shear force (impeller, disperser, turbine, etc.) to achieve the desired average droplet size. The pH is adjusted to 4.45 using 1M HCl. The mixture is held at 40°C for 15 minutes.
[0317] Mechanical shearing was maintained at the same rate, and the solution was then heat-treated at 50–90 °C. After a duration of 30–240 minutes, the mixture was removed at 0.2–0.3 °C / min. -1 The mixture was cooled to 10°C at a controlled rate. The stirring speed was slightly reduced, and finally the crosslinking agent (50% by weight of glutaraldehyde aqueous solution, provided by Sigma-Aldrich) was added to the mixture. The capsule suspension was mixed at 20–25°C for 4–10 hours to allow for complete reaction.
[0318] An aqueous suspension of the microcapsules was obtained.
[0319] Option 3
[0320] Prepare an aqueous solution of 10% by weight pork gelatin (A) separately.
[0321] The fragrances to be encapsulated (fragrances A, B, C, and D) are combined with polyisocyanates (trimethylolpropane adduct of dimethyl phenyl diisocyanate). ® D-110N, Mitsui Chemicals) (B) Mixed.
[0322] Gum arabic was dissolved in softened water to form an aqueous phase. The mixture was stirred until completely dissolved and warmed to 40°C. Solution (B) was dispersed in the aqueous phase and emulsified by mechanical shearing, static mixing, rotor-stator, or rotor-rotor to obtain the desired particle size. Solution (A) was then added to the mixture under continuous mechanical shearing, and the pH was adjusted to 4.45 using 1M HCl and maintained for 10 minutes.
[0323] Mechanical shearing was maintained at the same rate, and the solution was then heat-treated at 50–90 °C. After a duration of 30–240 minutes, the mixture was removed at 0.2–0.3 °C / min. -1 The mixture was cooled to 10°C at a controlled rate. The stirring speed was slightly reduced, and finally the crosslinking agent (50% by weight of glutaraldehyde aqueous solution, provided by Sigma-Aldrich) was added to the mixture. The capsule suspension was mixed at 20–25°C for 4–10 hours to allow for complete reaction.
[0324] An aqueous suspension or slurry of the microcapsules was obtained.
[0325] Table 1: Fragrance Oil A
[0326]
[0327]
[0328] *Excluding hydrophobic solvents
[0329] Table 2: Changes in Fragrance Oil A with More Hydrophobicity and Density Modifier Solvents
[0330]
[0331] Table 3: Fragrance Oil B
[0332]
[0333]
[0334]
[0335] Table 4: Changes in Fragrance Oil B with More Hydrophobicity and Density Modifier Solvents
[0336]
[0337] Table 5: Spice Oil C
[0338]
[0339]
[0340] Table 6: Changes in C of fragrance oils with more hydrophobicity and density modifier solvents
[0341]
[0342] Table 7: Spice Oil D
[0343]
[0344]
[0345] Table 8: Changes in Fragrance Oil D with More Hydrophobicity and Density Modifier Solvents
[0346]
[0347] Example 1
[0348] Preparation of microcapsule slurry
[0349] Microcapsules A through D were prepared using scheme 3. Similar results were obtained using schemes 1 and 2.
[0350] Table 9: Composition of Microcapsules
[0351]
[0352] 1) Nexira
[0353] 2) PB Leiner
[0354] 3) See Tables 1, 3, 5 and 7.
[0355] 4) Trimethylolpropane adduct of phenyl diisocyanate, Source: 75% solution of polyisocyanate in ethyl acetate, Mitsui Chemicals, Inc., Japan.
[0356] 5) Purac Biochem, 90% aqueous solution
[0357] 6) Sigma Aldrich, 50% aqueous solution
[0358] Then, some microcapsule slurries (A, B, C, and D) were mixed with preservatives and thickening polymers (0.5% sodium benzoate and 0.1 to 0.5% xanthan gum).
[0359] Example 2
[0360] Stability performance in fabric softener compositions
[0361] The capsules of the present invention were dispersed in the fabric softener base described in Table 10 to obtain a concentration of 0.22% of encapsulated fragrance oil, and the stability was evaluated after one month at an elevated temperature of 37°C.
[0362] Table 10: Fabric softener compositions
[0363]
[0364] Stability assessment scheme
[0365] Weigh 1 g of sample into a 20 mL scintillation vial. Add 4 mL of water and mix at 480 rpm for 5 minutes on an IKA KS130 orbital shaker. Add 5 mL of extraction solvent (90% isooctane / 10% diethyl ether, containing 150 ppm of 1,4-dibromobenzene) and mix at 480 rpm for 15 minutes on an IKA KS130 orbital shaker. Transfer to a 15 mL centrifuge tube and rotate at 6000 rcf for 60 minutes. Analyze the supernatant using a Shimatzu GCMS (model) or equivalent. All samples were compared with a free oil reference control corresponding to 100% leakage.
[0366] Table 11: Results of the stability assessment
[0367]
[0368] Table 11 shows that all capsules exhibited reasonable amounts of fragrance leakage during prolonged storage in fabric softeners, even at very high temperatures (e.g., 43°C).
[0369] Example 3
[0370] Liquid detergent composition
[0371] Sufficient amounts of the microcapsule slurry A-D of the present invention are dispersed in the liquid detergent base described in Table 12 to obtain a concentration of 0.22% of encapsulated fragrance oil.
[0372] Table 12: Composition of Liquid Detergent Formulations
[0373]
[0374] 1) Hostapur SAS 60; Source: Clariant
[0375] 2) Edenor K 12-18; Source: Cognis
[0376] 3) Genapol LA 070; Source: Clariant
[0377] 4) Aculyn 88; Source: Dow Chemical
[0378] Example 4
[0379] Wash-off hair conditioning composition
[0380] Sufficient amounts of the microcapsule slurries A-D of the present invention are incorporated into the washable base material at the required dosage (corresponding to 0.5% of the encapsulated fragrance oil) (see Table 13).
[0381] Table 13: Wash-off Conditioner Compositions
[0382]
[0383] 1) Genamin KDM P, Clariant
[0384] 2) Tylose H10 Y G4, Shin Etsu
[0385] 3) Lanette O, BASF
[0386] 4) Arlacel 165-FP-MBAL-PA-(RB), Croda
[0387] 5) Incroquat Behenyl TMS-50-MBAL-PA-(MH) HA4112, Croda
[0388] 6) SP Brij S20 MBAL-PA(RB), Croda
[0389] 7) Xiameter DC MEM-0949 Emulsion, Dow Corning
[0390] 8) Alfa Aesar
[0391] Mix the components of phase A until a homogeneous mixture is obtained. Allow the tylose to dissolve completely. Then heat the mixture to 70–75°C. Combine the components of phase B and melt them at 70–75°C. Then add the components of phase B to phase A with good stirring and continue mixing until cooled to 60°C. Then add the components of phase C while stirring and keeping the mixture mixed until cooled to 40°C. Adjust the pH to 3.5–4.0 with citric acid solution.
[0392] Example 5
[0393] Spray-dried microcapsule formulations
[0394] Prepare emulsions 1-5 with the following components.
[0395] Table 14: Composition of emulsions 1-5 and composition of spray-dried granular powders 1-5
[0396]
[0397] 1) Capsul™ Ingredion
[0398] 2) Maltodextrin 10DE source: Roquette
[0399] 3) Maltose, Lehmann & Voss
[0400] 4) Silica, Evonik
[0401] The components of the polymer matrix (maltodextrin and capsulant) were added at 45-50°C. TM Add (or capsul™, citric acid, and tripotassium citrate) to water until completely dissolved.
[0402] For emulsion 4, add free fragrance C to the aqueous phase.
[0403] The microcapsule slurry was added to the resulting mixture. The resulting mixture was then gently mixed at 25°C (room temperature).
[0404] Granular powders 1-5 were prepared by spray drying emulsions A-E using a Sodeva spray dryer (source: France), with the inlet air temperature set at 215°C and the flow rate set at 500 ml per hour. The outlet air temperature was 105°C. The emulsions were kept at ambient temperature before atomization.
[0405] Example 6
[0406] Liquid Fragrance Enhancer Composition
[0407] Weigh out a sufficient amount of microcapsule slurry (A~D) and mix it into the liquid flavor enhancer to add the equivalent of 0.2% fragrance.
[0408] Table 15: Liquid Fragrance Enhancer Compositions
[0409]
[0410] 1) Decanol polyether-8; Trademark and source: KLK Oleo
[0411] 2) Laureth-9; Trademark and source:
[0412] 3) Plantacare 2000UP; Trademark and source: BASF
[0413] Different ringing gel compositions (compositions 1-6) were prepared according to the following schemes.
[0414] In the first step, the aqueous phase (water), solvent (propylene glycol) (if present) and surfactant are mixed together at room temperature by stirring with a magnetic stirrer at 300 rpm for 5 minutes.
[0415] In the second step, the binder is dissolved in the hydrophobic active ingredient (fragrance) at room temperature with a magnetic stirrer at 300 rpm. The resulting mixture is then mixed for 5 minutes.
[0416] Then, the aqueous and oil phases are mixed together at room temperature for 5 minutes, resulting in the formation of a transparent or milky-white ringing gel.
[0417] Example 7
[0418] Powder detergent composition
[0419] Weigh out 1-5 parts of the microparticles and mix them into the powder detergent composition to add fragrance equivalent to 0.2%.
[0420] Table 16: Powder Detergent Compositions
[0421]
[0422] Example 8
[0423] Concentrated general-purpose cleaning agent composition
[0424] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into a concentrated general-purpose cleaning agent composition to add fragrance equivalent to 0.2%.
[0425] Table 17: Concentrated General Purpose Cleaning Compositions
[0426]
[0427] 1) Neodol 91-8®; Trademark and source: Shell Chemical
[0428] 2) Biosoft D-40®; Trademark and source: Stepan Company
[0429] 3) Stepanate SCS®; Trademark and source: Stepan Company
[0430] 4) Kathon CG®; Trademark and source: Dow Chemical Company
[0431] Mix all the ingredients together, then dilute the mixture with water to 100%.
[0432] Example 9
[0433] Solid aroma enhancer composition
[0434] Weigh out a sufficient amount of the dried form of the microcapsules and mix them with the solid flavor enhancer composition to add the equivalent of 0.2% of the fragrance.
[0435] Table 18: Compositions of Basic Solid Flavor Enhancers
[0436]
[0437] Table 19: Urea-based solid flavor enhancer compositions
[0438]
[0439] Example 10
[0440] Shampoo composition
[0441] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the shampoo composition to add fragrance equivalent to 0.2%.
[0442] Table 20: Shampoo Compositions
[0443]
[0444] 1) Ucare Polymer JR-400, Noveon
[0445] 2) Schweizerhall
[0446] 3) Glydant, Lonza
[0447] 4) Texapon NSO IS, Cognis
[0448] 5) Tego Betain F 50, Evonik
[0449] 6) Amphotensid GB 2009, Zschimmer & Schwarz
[0450] 7) Monomuls 90 L-12, Gruenau
[0451] 8) Sodium Niparaben (NIPA)
[0452] Disperse polyquaternium-10 in water. Add the remaining components of phase A one by one, mixing thoroughly after each addition. Then add this premix to the polyquaternium-10 dispersion and mix for another 5 minutes. Next, add phase B and the premixed phase C (Monomuls 90L-12 melted in Texapon NSO IS by heating) while stirring. Mix thoroughly. Then, add phases D and E while stirring. Adjust the pH to 5.5–6.0 with citric acid solution.
[0453] Example 11
[0454] Shampoo composition
[0455] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the shampoo composition to add fragrance equivalent to 0.2%.
[0456] Table 21: Shampoo Compositions
[0457]
[0458] 1) EDETA B powder, BASF
[0459] 2) Jaguar C14 S, Rhodia
[0460] 3) Ucare Polymer JR-400, Noveon
[0461] 4) Sulfetal LA BE, Zschimmer & Schwarz
[0462] 5) Zetesol LA, Zschimmer & Schwarz
[0463] 6) Tego Betain F 50, Evonik
[0464] 7) Xiameter MEM-1691, Dow Corning
[0465] 8) Lanette 16, BASF
[0466] 9) Comperlan 100, Cognis
[0467] 10) Cutina AGS, Cognis
[0468] 11) Kathon CG, Rohm & Haas
[0469] 12) D-Panthenol, Roche
[0470] A premixture of guar gum hydroxypropyltrimethylammonium chloride and polyquaternium-10 was added to water and tetrasodium EDTA and mixed simultaneously. When the mixture was homogeneous, NaOH was added. Then, phase C was added. The mixture was heated to 75°C. Phase D was added and mixed until homogeneous. Heating was stopped, and the mixture was allowed to cool to room temperature. At 45°C, phase E was added and mixed simultaneously. The final viscosity was adjusted with a 25% NaCl solution, and the pH was adjusted to 5.5–6 with a 10% NaOH solution.
[0471] Example 12
[0472] Anhydrous composition of antiperspirant spray
[0473] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the anhydrous composition of the antiperspirant spray to add fragrance equivalent to 0.2%.
[0474] Table 22: Anhydrous Compositions for Antiperspirant Sprays
[0475]
[0476] 1) Dow Corning ® 345 Fluid; Trademark and source: Dow Corning
[0477] 2) Aerosil ® 200; Trademark and source: Evonik
[0478] 3) Bentone ® 38; Trademark and source: Elementis Specialities
[0479] 4) Micro Dry Ultrafine; Source: Reheis
[0480] Using a high-speed stirrer, add silica and quaternary ammonium salt-18-hydropyrite to the mixture of isopropyl myristate and cyclodimethylsiloxane. Once fully swollen, add aluminum hydroxyl chloride in batches with stirring until the mixture is homogeneous and free of lumps. Fill the aerosol can with 25% suspension and 75% propane / butane (2.5 bar).
[0481] Example 13
[0482] Antiperspirant spray emulsion composition
[0483] Weigh out sufficient amounts of microcapsule paste A~D and mix them into the antiperspirant spray emulsion composition to add fragrance equivalent to 0.2%.
[0484] Table 23: Antiperspirant Spray Emulsion Compositions
[0485]
[0486] 1) Tween 65; Trademark and source: CRODA
[0487] 2) Dehymuls PGPH; Trademark and source: BASF
[0488] 3) Abil EM-90; Trademark and Source: BASF
[0489] 4) Dow Corning 345 fluid; Trademark and source: Dow Corning
[0490] 5) Crodamol ipis; Trademark and source: CRODA
[0491] 6) Phenoxyethanol; Trademark and source: LANXESS
[0492] 7) Sensiva sc 50; Trademark and source: KRAFT
[0493] 8) Tegosoft TN; Trademark and source: Evonik
[0494] 9) Aerosil R 812; Trademark and source: Evonik
[0495] 10) Nipagin mna; trademark and source: CLARIANT
[0496] 11) Locron L; Trademark and source: CLARIANT
[0497] Weigh the components of Part A and Part B separately. Heat the component of Part A to 60°C and the component of Part B to 55°C. Pour a small portion of the component of Part B into Part A while continuously stirring. Stir the mixture thoroughly until it reaches room temperature. Then, add the component of Part C. Mix the emulsion and introduce it into an aerosol can. Compact the propellant and add it.
[0498] Aerosol filling: 30% emulsion: 70% propane / butane 2.5 bar
[0499] Example 14
[0500] Deodorant spray composition
[0501] Weigh out sufficient amounts of microcapsule paste A to D and mix them into the antiperspirant deodorant spray composition to add fragrance equivalent to 0.2%.
[0502] Table 24: Deodorant Spray Compositions
[0503]
[0504] 1) Irgasan ® DP 300; Trademark and source: BASF
[0505] Mix and dissolve all ingredients in the order listed in the table above. Then fill and compact the aerosol can and add propellant (aerosol filling: 40% active solution, 60% propane / butane 2.5 bar).
[0506] Example 15
[0507] Antiperspirant roll-on lotion composition
[0508] Weigh out sufficient amounts of microcapsule paste A~D and mix them into the antiperspirant roll-on lotion composition to add fragrance equivalent to 0.2%.
[0509] Table 25: Antiperspirant Roll-on Lotion Compositions
[0510]
[0511] 1) BRIJ 72; Source: ICI
[0512] 2) BRIJ 721; Source: ICI
[0513] 3) ARLAMOL E; Source: UNIQEMA-CRODA
[0514] 4) LOCRON L; Source: CLARIAN
[0515] Heat parts A and B separately to 75°C; add part A to part B while stirring, and homogenize the mixture for 10 minutes. Then, cool the mixture while stirring. When the mixture reaches 45°C, slowly add part C, and when the mixture reaches 35°C, slowly add part D while stirring. Then cool the mixture to room temperature.
[0516] Example 16
[0517] Antiperspirant roll-on composition
[0518] Weigh out sufficient amounts of microcapsule paste A~D and mix them into the antiperspirant roll-on composition to add fragrance equivalent to 0.2%.
[0519] Table 26: Antiperspirant Roll-On Compositions
[0520]
[0521] 1) LOCRON L; Source: CLARIANT
[0522] 2) EUMULGIN B-1; Source: BASF
[0523] 3) EUMULGIN B-3; Source: BASF
[0524] Mix the ingredients of part B in a container, then add the ingredients of part A. Then dissolve part C into parts A and B. For the spices, add 1 part Cremophor RH40 to 1 part spice and mix well.
[0525] Example 17
[0526] Antiperspirant roll-on composition
[0527] Weigh out sufficient amounts of microcapsule paste A~D and mix them into the antiperspirant roll-on lotion composition to add fragrance equivalent to 0.2%.
[0528] Table 27: Antiperspirant Roll-on Lotion Compositions
[0529]
[0530] 1) Natrosol ® 250 H; Trademark and source: Ashland
[0531] 2) Irgasan ® DP 300; Trademark and source: BASF
[0532] 3) Cremophor ® RH 40; Trademark and source: BASF
[0533] Part A was prepared by gradually sprinkling hydroxyethyl cellulose into water while rapidly stirring with a turbine. Stirring continued until the hydroxyethyl cellulose was fully swollen and formed a clear gel. Then, Part B was gradually poured into Part A while continuing to stir until the mixture was homogeneous. Part C was then added.
[0534] Example 18
[0535] Alcohol-free deodorant pump
[0536] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0537] Table 28: Deodorant Compositions
[0538]
[0539] 1) Ceraphyl 41; Trademark and source: ASHLAND
[0540] 2) DOW CORNING 200 FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION
[0541] 3) Ceraphyl 28; Trademark and source: ASHLAND
[0542] 4) Eutanol G; Trademark and source: BASF
[0543] 5) Irgasan ® DP 300; Trademark and source: BASF
[0544] Mix all ingredients in the order listed in the table, and heat the mixture slightly to dissolve hexadecyl lactate.
[0545] Example 19
[0546] Alcohol-based deodorant pump
[0547] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0548] Table 29: Deodorant Compositions
[0549]
[0550] 1) Softigen 767; Trademark and source: CRODA
[0551] 2) Cremophor ® RH 40; Trademark and source: BASF
[0552] Mix the ingredients in Part B together. Dissolve the ingredients in Part A in the order shown in the table, and then pour them into Part B.
[0553] Example 20
[0554] Alcohol-free deodorant sticks
[0555] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0556] Table 30: Deodorant Compositions
[0557]
[0558] 1) Edeta ® B Power; Trademark and source: BASF
[0559] 2) Cremophor ® A25; Trademark and Source: BASF
[0560] 3) Tegosoft ® APM; Trademark and source: Evonik
[0561] 4) Irgasan ® DP 300; Trademark and source: BASF
[0562] Weigh all components of Part A and heat to 70-75°C. Once the other Part A components are mixed and heated, add cetearyl alcohol polyether-25. Once cetearyl alcohol polyether-25 has dissolved, add stearic acid. Part B is prepared by dissolving triclosan in 1,2-propanediol. Add evaporated water. Slowly pour Part B into Part A while stirring. For storage, place plastic bags in a container, cool, and then seal. Fill the mold at approximately 70°C.
[0563] Example 21
[0564] antiperspirant stick
[0565] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0566] Table 31: Deodorant Compositions
[0567]
[0568] 1) Dow Corning ® 345 Fluid; Trademark and source: Dow Corning
[0569] 2) Lanette ® 18; Trademark and source: BASF
[0570] 3) Tegosoft ® PBE; Trademark and source: Evonik
[0571] 4) Cutina ® HR; Trademark and Source: BASF
[0572] 5) Summit AZP-908; Trademark and source: Reheis
[0573] Weigh all components in Part A, heat to 70-75°C and mix thoroughly. Disperse the components of Part B into Part A. Combine the mixture and place it in a rod at 65°C.
[0574] Example 22
[0575] Day cream
[0576] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0577] Table 32: Day Cream
[0578]
[0579] Example 23
[0580] Talc Formula
[0581] Weigh out 1-5 granules and mix them into a standard talc base: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% fragrance.
[0582] Example 24
[0583] Shower Gel Composition
[0584] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0585] Table 33: Shower Gel Compositions
[0586]
[0587] 1) EDETA B powder; Trademark and source: BASF
[0588] 2) CARBOPOL AQUA SF-1 polymer; trademark and source: NOVEON
[0589] 3) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER & SCHWARZ
[0590] 4) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT
[0591] 5) KATHON CG; Trademark and source: ROHM & HASS
[0592] Mix all components and adjust the pH to 6-6.3 (viscosity: 4500cPo + / - 1500cPo (Brookfield RV / Spindle #4 / 20RPM)).
[0593] Example 25
[0594] Shower Gel Composition
[0595] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0596] Table 34: Shower Gel Compositions
[0597]
[0598] 1) EDETA B powder; Trademark and source: BASF
[0599] 2) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER & SCHWARZ
[0600] 3) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT
[0601] 4) MERQUAT 550; Trademark and source: LUBRIZOL
[0602] Mix all ingredients and adjust the pH to 4.5 (viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).
[0603] Example 26
[0604] Shower Gel Composition
[0605] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0606] Table 35: Shower Gel Compositions
[0607]
[0608] 1) EDETA B powder; Trademark and source: BASF
[0609] 2) Texapon NSO IS; Trademark and source: COGNIS
[0610] 3) MERQUAT 550; Trademark and source: LUBRIZOL
[0611] 4) DEHYTON AB-30; Trademark and source: COGNIS
[0612] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL
[0613] 6) EUPERLAN PK 3000 AM; Trademark and source: COGNIS
[0614] 7) CREMOPHOR RH 40; Trademark and source: BASF
[0615] Mix all ingredients and adjust the pH to 4.5 (viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).
[0616] Example 27
[0617] hair dye composition
[0618] Weigh out sufficient amounts of microcapsule slurry A~D and mix them with alkaline base material A to add 0.2% of fragrance.
[0619] Then mix 2g of alkaline base material A with 2g of oxidizing base material B.
[0620] Table 36: Composition of Alkaline Base Material A
[0621]
[0622] 1) Carbopol Ultrez 10 polymer
[0623] 2) Covastyle PAP
[0624] 3) Covastyle MAP
[0625] 4) Covastyle MPDS
[0626] 5) Resorcine
[0627] 6) Lipocol L 12
[0628] 7) Arlypon F
[0629] 8) Dow Corning 200 Fluid 350
[0630] 9) Lanette O
[0631] 10) Eumulgin O 30
[0632] 11) Cutina AGS
[0633] 12) Covastyle MBS
[0634] 13) Dissolvine D-40
[0635] 14) Merquat 280
[0636] 15) 30% aqueous solution of ammonium hydroxide
[0637] program:
[0638] Mix all components of phase A and heat to 75°C.
[0639] All components of phase B are combined and melted at 70~75℃.
[0640] Phase B is added to Phase A under good stirring (both at 70~75℃).
[0641] Add phase C while continuing to mix until cooled to room temperature.
[0642] Add the D-phase component at room temperature and mix.
[0643] Add the remaining components of phase C while stirring.
[0644] Table 37: Composition of Oxidizing Base Material B
[0645]
[0646] 1) Crodafos CS 20 Acid
[0647] 2) Paraffin Oil 30-40 cPs
[0648] 3) Acetulan
[0649] 4) Brij 78P
[0650] 5) 35% aqueous solution of hydrogen peroxide
[0651] program:
[0652] Mix all components of phase A and heat to 75°C.
[0653] All components of phase B are combined and melted at 70~75℃.
[0654] Add phase B to phase A with good stirring (both at 70-75°C) and continue mixing until cooled to room temperature.
[0655] Add the C phase component at room temperature and mix simultaneously.
[0656] Example 28
[0657] Hand dishwashing detergent
[0658] Weigh out sufficient amounts of microcapsule slurry A-D and mix them into the following composition to add 0.2% of fragrance.
[0659] Table 38: Handwashing Dishwashing Detergent Compositions
[0660]
[0661] 1) Biosoft S-118®; Trademark and source: Stepan Company
[0662] 2) Ninol 40-CO®; Trademark and source: Stepan Company
[0663] 3) Stepanate SXS®; Trademark and source: Stepan Company
[0664] 4) Tergitol 15-S-9®; Trademark and source: Dow Chemical Company
[0665] Mix water with sodium hydroxide and diethanolamide. Add LAS. Neutralize the LAS, then add the remaining ingredients. Check the pH (= 7~8) and adjust if necessary.
[0666] Example 29
[0667] toothpaste formula
[0668] Weigh out a sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A~D, the difference being that it encapsulates seasonings instead of spices) and mix it into the following composition to add the equivalent of 0.2% seasoning.
[0669] Table 39: Toothpaste Formula
[0670]
[0671] 1) Tixosil 73; Trademark and source:
[0672] 2) Tixosil 43; Trademark and source:
[0673] Example 30
[0674] Calcium hydrogen phosphate toothpaste formula
[0675] Weigh out a sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A~D, the difference being that it encapsulates seasonings instead of spices) and mix it into the following composition to add the equivalent of 0.2% seasoning.
[0676] Table 40: Toothpaste Formula
[0677]
[0678] 1) Aerosil® 200; Trademark and source:
[0679] Example 31
[0680] Alcohol-free mouthwash formula
[0681] Weigh out a sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A~D, the difference being that it encapsulates seasonings instead of spices) and mix it into the following composition to add the equivalent of 0.2% seasoning.
[0682] Table 41: Mouthwash Formula
[0683]
[0684] Example 32
[0685] Mouthwash formula
[0686] Weigh out a sufficient amount of microcapsule slurry R (corresponding to microcapsule slurries A~D, the difference being that it encapsulates seasonings instead of spices) and mix it into the following composition to add the equivalent of 0.2% seasoning.
[0687] Table 42: Mouthwash Formulas
[0688]
Claims
1. A delivery system comprising a carrier and a flavor formulation, The spice formula contains: - 0 to 60% by weight of hydrophobic solvents (based on the total weight of the fragrance formulation), - 40 to 100% by weight of spice oil (based on the total weight of the spice formulation), wherein the spice oil has the following characteristics: ○ The flavoring ingredient has a log P greater than 3, preferably greater than 3.5, at least 35%, preferably 40%, preferably at least 50%, and more preferably at least 60%. ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the high steric hindrance material defined in groups 1 to 6, preferably groups 3 to 6, as specified in the specification, and ○ At least 15%, preferably at least 20%, more preferably at least 25% of high-impact fragrance material with Log T < -4, - Optionally, additional hydrophobic active ingredients, The fragrance formula is embedded in the carrier. The delivery system is a core-shell microcapsule. The core-shell microcapsule comprises an oil-based core having the fragrance formulation and a composite shell having a first material and a second material, wherein the first material is different from the second material; the first material is a cohesive layer, and the second material is polyurea and / or polyurethane. The condensed layer contains a first polyelectrolyte and a second polyelectrolyte, and The weight ratio between the first material and the second material is between 50:50 and 99.9:0.
1.
2. The delivery system according to claim 1, wherein the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion force (δD) of 12 to 20, dipole moment (δP) of 1 to 8, and hydrogen bond (δH) of 2.5 to 11.
3. The delivery system according to any one of claims 1 to 2, wherein the carrier is a biodegradable carrier.
4. The delivery system according to any one of claims 1 to 3, wherein the carrier, preferably a biodegradable carrier, has a biodegradability of at least 60% within 60 days according to OECD 301F, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.
5. The delivery system according to any one of claims 1 to 4, wherein the delivery system is a core-shell microcapsule comprising: - Contains an oil-based core with a spice formulation; - An inner shell made of polymerized multifunctional monomers; preferably a multiisocyanate having at least two isocyanate functional groups; - A biopolymer shell containing proteins, wherein at least one protein is cross-linked; wherein the protein preferably comprises a mixture containing sodium caseinate and globular protein, preferably whey protein.
6. The delivery system according to any one of claims 1 to 4, wherein the delivery system is a core-shell microcapsule comprising: - Contains an oil-based core for spice formulations, and - A polyamide shell comprising: • Acyl chloride, • The first amino compound, which is an amino acid, is preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof. • Second amino compounds, selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and / or mixtures thereof, and • Biopolymers selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein and / or mixtures thereof.
7. A flavoring composition comprising: - The delivery system according to any one of claims 1 to 6, and - Optional, free spice oil.
8. The flavoring composition according to claim 7, wherein the total amount of the delivery system is 0.05 to 5% by weight (based on the total weight of the flavoring composition) and the total amount of the free fragrance oil is 0.05 to 5% by weight (based on the total weight of the flavoring composition).
9. The flavoring composition according to any one of claims 7 and 8, wherein the total fragrance oil and total free fragrance oil of the fragrance formulation embedded in the delivery system are present in the flavoring composition in a weight ratio of 1:20 to 20:1, preferably 10:1 to 1:
10.
10. A scented consumer product comprising a delivery system according to any one of claims 1 to 6 or a scented composition according to any one of claims 7 to 9.
11. The scented consumer product according to claim 10, wherein the scented consumer product is a fine perfume, a topical perfume or eau de toilette, cologne, shaving lotion or aftershave, liquid or solid detergent, single-compartment or multi-compartment single-dose detergent, fabric softener, fabric freshener, liquid or solid fragrance enhancer (PEG / urea or salt), dryer sheets, ironing solution, paper, bleach, carpet cleaner, curtain care product, shampoo, colorant, color care product, hair styling product. Products, dental care products, disinfectants, feminine hygiene products, hair sprays, hair conditioning products, cold creams, deodorants or antiperspirants, hair removal products, tanning or sun protection products, nail products, skin cleansers, cosmetics, soaps, shower or bath mousse, bath oils or shower gels, or foot / hand care products, hygiene products, air fresheners, "ready-to-use" powder air fresheners, mold removers, furniture care products, wipes, dishwashing or hard surface cleaners, leather care products, and car care products.
12. The scented consumer product according to any one of claims 10 and 11, wherein the scented consumer product is a liquid or solid detergent, fabric softener, liquid or solid fragrance enhancer (e.g., using PEG / urea or salt), shampoo, shower gel, hair conditioning product (e.g., leave-in or rinse-out), deodorant, or antiperspirant.
Citation Information
Patent Citations
Density balanced high impact perfume microcapsules
WO2018115250A1