Stabilized fragrance compositions and uses thereof

Abstract

The present disclosure relates to fragrance compositions comprising the stabilized mixtures. The present disclosure also relates to consumer products comprising the stabilized fragrance compositions.

Description

[Technical Field]

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS This application claims the benefit of priority from European Application No. 22200191.9, filed October 7, 2022, which is incorporated by reference in its entirety as if set forth herein.

[0002] Field of Disclosure The present disclosure relates to fragrance compositions comprising the stabilized mixtures. The present disclosure also relates to consumer products comprising the stabilized fragrance compositions.

[0003] Background to the disclosure Many fragrance ingredients, fragrance oils, blended fragrances, fine fragrance products, hydroalcoholic products, body care products, cosmetics, and fragrance raw materials (such as essential oils, natural extracts, and synthetic ingredients) can oxidize when exposed to air, heat, and / or light. Oxidation can cause changes in the organoleptic properties and / or appearance of the fragrance ingredients, blended fragrances, blended body care products, essential oils, or natural extracts.

[0004] Such oxidation of perfume ingredients, blended perfumes, body care products, cosmetics, and / or perfume raw materials often results in olfactory deviations, discoloration, turbidity or cloudiness due to precipitation or sedimentation, pH changes, chemical degradation, formation of skin irritants, etc. In ethanol-containing formulations, such as eau de toilette, oxidation of ethanol forms acetaldehyde, which reacts with ethanol to form the corresponding acetal or diethoxyethane, which exhibits a characteristic but undesirable odor.

[0005] One way to address the issue of oxidative stability is to add one or more stabilizers to the fragrance concentrate. However, this approach presents its own challenges. One of the main challenges is the compatibility of the stabilizing ingredients with the perfume ingredients or raw materials, or even with each other due to different polarities and the lack of common solvents. Another challenge comes from recently proposed legislative changes in the fragrance industry that restrict the use of certain ingredients or require the use of more environmentally friendly ingredients. Yet another challenge is the need to adapt to market pressures as the industry moves towards ingredients derived from natural sources, such as renewable carbon materials.

[0006] Yet another challenge is the compatibility of the perfume ingredients, raw materials, or fragrance oils containing the stabilizing component when incorporated into end-product applications. Ideally, the stabilizing component will protect the fragrance oil from its manufacture to its use, and then provide sufficient and efficient protection of the fragrance in the end-product.

[0007] Thus, there remains a need for fragrance compositions that can address one or more of the above challenges while mitigating olfactory deviations, discoloration, turbidity or cloudiness due to precipitation or sedimentation, pH change, chemical degradation, and / or the formation of skin irritants.

[0008] Disclosure Overview The following aspects of the present disclosure are aimed at addressing one or more of the problems discussed above.

[0009] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: a) a fragrance oil; b) a stabilizing mixture comprising at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; A fragrance composition comprising: At least two components, typically at least three components, do not have the same function; and the composition comprises less than about 1% by weight of water, based on the total weight of the composition; The present invention relates to a fragrance composition.

[0010] In a second aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: one or more solvents; at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; At least two components, typically at least three components, do not have the same function; Regarding the solution.

[0011] In a third aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: a) a discontinuous aqueous phase comprising water and one or more water-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; b) a continuous oil phase comprising one or more oil-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; c) surfactants; and d) a water-miscible solvent; The present invention relates to a water-in-oil microemulsion comprising:

[0012] In a fourth aspect, the present disclosure relates to a consumer product comprising the fragrance composition, solution, or water-in-oil microemulsion described herein.

[0013] In a fifth aspect, the present disclosure relates to the use of a stabilizing mixture as described herein, or a solution as described herein, or a water-in-oil microemulsion to enhance the oxidative stability of a fragrance oil in a fragrance composition or consumer product.

[0014] Detailed Description As used herein, the terms "a," "an," or "the" mean "one or more" or "at least one," unless otherwise specified.

[0015] Although compositions and methods are described in terms of "comprising," "containing," or "including" various components or steps, compositions and methods can also "consist essentially of" or "consist of" various components, materials, and steps. As used herein, the term "consisting essentially of" should be interpreted to mean including the recited components, materials, or steps and additional components, materials, or steps that do not materially affect the basic and novel characteristics of the composition or method. In some embodiments, compositions according to embodiments of the present disclosure that "consist essentially of" the recited components or materials do not include any additional components or materials that alter the basic and novel characteristics of the composition.

[0016] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains.

[0017] It should be understood that any numerical range recited herein is intended to include all subranges subsumed therein. For example, a range of "1 to 10" includes all subranges between the recited minimum value of 1 and the recited maximum value of 10. That is, it is intended that the minimum value be equal to or greater than 1 and the maximum value be equal to or less than 10. Because the disclosed numerical ranges are continuous, they include all values ​​between the minimum and maximum values. Unless expressly stated otherwise, the various numerical ranges specified in this application are approximations.

[0018] As used herein, unless otherwise specified, the term "about" or "approximately" refers to an acceptable error for a particular value, which is determined by one of ordinary skill in the art and depends in part on how the value is measured or determined. In certain embodiments, the term "about" or "approximately" means within 1, 2, 3, or 4 standard deviations. In certain embodiments, the term "about" or "approximately" means within 50%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.05% of a value or range.

[0019] Throughout this disclosure, various publications may be incorporated by reference. If the meaning of any language in such a document incorporated by reference conflicts with the meaning of the language in this disclosure, the meaning of the language in this disclosure shall control unless otherwise specified.

[0020] Throughout this disclosure, various chemical names and structures may be listed. Unless otherwise specified, any stereoisomers, such as enantiomers, diastereomers, anomers, epimers, etc., and any geometric isomers, such as cis / trans or E / Z isomers, of the listed chemical name or structure are intended. As will be understood by those skilled in the art, a stereoisomer may have one stereocenter, giving rise to enantiomers, or two or more stereocenters, giving rise to diastereoisomers, with each stereocenter having one of two different spatial configurations (i.e., R or S). Enantiomers are characterized by their ability to rotate incoming plane-polarized light to the right, designated "(+)" or "D," or to the left, designated "(-)" or "L." Enantiomers may exist as racemic or scalenic mixtures. Geometric isomers refer to isomers that differ in the spatial relationships of atoms around double bonds and are typically designated E or Z according to conventional understanding in the chemical arts. Geometric isomers may also exist as mixtures of E and Z isomers. All such isomeric variations of chemical names or structures listed herein are included.

[0021] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: a) a fragrance oil; b) a stabilizing mixture comprising at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; A fragrance composition comprising: At least two components, typically at least three components, do not have the same function; and the composition comprises less than about 1% by weight of water, based on the total weight of the composition; The present invention relates to a fragrance composition.

[0022] As used herein, "antioxidant" and "component with antioxidant function" are used interchangeably. Similarly, "metal chelating agent" and "component with metal chelating agent function" are used interchangeably. "pH adjuster" and "component with pH adjuster function" are used interchangeably. "POV lowering agent" and "component with POV lowering function" are used interchangeably.

[0023] In one embodiment, the stabilization mixture comprises at least three components, each component having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent.

[0024] In another embodiment, the stabilizing mixture comprises at least one antioxidant and at least one metal chelating agent.

[0025] In yet another embodiment, the stabilizing mixture comprises two antioxidants and two metal chelators.

[0026] In one embodiment, the stabilization mixture comprises at least one antioxidant, at least one metal chelating agent, and at least one pH adjusting agent.

[0027] In another embodiment, the stabilizing mixture includes one antioxidant, two metal chelating agents, and two pH adjusters.

[0028] In yet another embodiment, the stabilizing mixture comprises at least one antioxidant, at least one pH adjuster, and at least one POV lowering agent.

[0029] In yet another embodiment, the stabilization mixture comprises at least one antioxidant, at least one metal chelating agent, at least one pH adjusting agent, and at least one POV reducing agent.

[0030] As used herein, antioxidant refers to any compound or combination of compounds that can capture the free radicals formed during oxidation.Examples of antioxidants include ascorbic acid, gallic acid, ferulic acid, caffeic acid, tannic acid, chlorogenic acid, ellagic acid, rosmarinic acid, polyphenols, tetramethylhydroxypiperidinol, vitamin E, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, ascorbyl palmitate, ascorbyl glucoside, natural extracts, typically rosemary extract, curcumin, tetrahydrocurcumin, ethyl ferulate, ethyl gallate, resveratrol, 3,5-di-te These include, but are not limited to, rt-butyl-4-hydroxytoluene, pentaerythrityl tetra(di-t-butylhydroxyhydrocinnamate), 2,2'-methylenebis(6-tert-butyl-4-methyl-phenol), didodecyl 3,3'-thiodipropionate (available as TINOGARD® DA), tetramethylhydroxypiperidinol (available as TINOGARD® Q), ubiquinone, ubiquinol, 4-propylsyringol, and combinations thereof.

[0031] In one embodiment, the antioxidant comprises 3,5-di-tert-butyl-4-hydroxytoluene.

[0032] In another embodiment, the stabilization mixture does not include 3,5-di-tert-butyl-4-hydroxytoluene.

[0033] In one embodiment, the antioxidant comprises vitamin E, didodecyl 3,3'-thiodipropionate, or a combination thereof.

[0034] The amount of antioxidant in the stabilization mixture is not particularly limited. However, in some embodiments, the antioxidant is present in an amount of 0% to 50% by weight, typically 0.01% to 30% by weight, and more typically 0.1% to 15% by weight, based on the total amount of the stabilization mixture. In one embodiment, the antioxidant is present in an amount of 1% to 15% by weight, 2% to 14% by weight, 3% to 13% by weight, 4% to 12% by weight, 5% to 11% by weight, or 9% to 11% by weight, based on the total amount of the stabilization mixture.

[0035] A metal chelator is any compound or combination of compounds capable of binding or sequestering metal cations, especially those that tend to act as oxidation catalysts. Examples of metal chelators include phytic acid or its salts (available as DERMOFEEL® PA-12), citric acid, tetrasodium iminodisuccinate, tetrasodium glutamic acid diacetate, trisodium dicarboxymethylalaninate, ethylenediaminetetraacetic acid, trans-1,2-diaminocyclohexane-N,N,N',N'-tetraacetic acid, poloxamine (available as TETRONIC® 1301), bis(2-ethylhexyl)phosphate (available as WAYFOS A), and combinations thereof.

[0036] In some cases, the use of citric acid as a chelating agent in some applications may be undesirable due to precipitation in aqueous alcoholic environments.

[0037] Thus, in some embodiments, the fragrance composition is free of citric acid.

[0038] In one embodiment, the metal chelator comprises phytic acid or a salt thereof, tetrasodium iminodisuccinate, tetrasodium glutamic acid diacetate, trisodium dicarboxymethylalaninate, ethylenediaminetetraacetic acid, trans-1,2-diaminocyclohexane-N,N,N',N'-tetraacetic acid, poloxamine, bis(2-ethylhexyl)phosphate, and combinations thereof.

[0039] In one embodiment, the metal chelator comprises a poloxamine, bis(2-ethylhexyl)phosphate, phytic acid or its salts, or a combination thereof.

[0040] In one embodiment, the metal chelator comprises phytic acid or a salt thereof. In one embodiment, the metal chelator comprises phytic acid, typically the sodium or potassium salt of phytic acid.

[0041] The amount of metal chelating agent in the stabilization mixture is not particularly limited, however, in some embodiments, the metal chelating agent is present in an amount of 0 to 50% by weight, typically 0.001 to 35% by weight, more typically 0.003 to 10% by weight, and even more typically 0.004 to 5% by weight, based on the total amount of the stabilization mixture. In one embodiment, the metal chelator is present in an amount of 0.004 wt% to 0.1 wt%, 0.004 wt% to 0.09 wt%, 0.004 wt% to 0.08 wt%, 0.004 wt% to 0.07 wt%, 0.004 wt% to 0.06 wt%, 0.004 wt% to 0.05 wt%, 0.004 wt% to 0.04 wt%, 0.004 wt% to 0.03 wt%, 0.004 wt% to 0.02% wt%, or 0.004 wt% to 0.01 wt%, based on the total amount of the stabilizing mixture.

[0042] A pH adjuster is any compound or combination of compounds that can change and / or maintain the pH of a stabilization mixture, or a composition containing the stabilization mixture. Examples of pH adjusters include, but are not limited to, sodium, potassium, and ammonium salts of carbonate, bicarbonate, phosphate, monohydrogen phosphate, dihydrogen phosphate, lactic acid, citric acid, succinic acid, and hydroxide; dimethylglucamine, methylglucamine, tetrahydroxypropylethylenediamine, glycine, mono- and diethyl citrate, ethyl succinate, triethanolamine, alkyldiethanolamines, such as methyldiethanolamine, tricine, Tris buffer, and combinations thereof. The pH adjuster can include a mixture of sodium monohydrogen phosphate and sodium dihydrogen phosphate in various ratios to obtain a buffered aqueous solution at a specified pH value. As used herein, such a mixture is referred to as a phosphate buffer.

[0043] In some cases, the use of citric acid as a pH adjuster may be undesirable in some applications due to precipitation in aqueous alcoholic environments.

[0044] In one embodiment, the pH adjuster comprises triethanolamine, diethyl citrate, tetrahydroxypropylethylenediamine, alkyldiethanolamine, or a combination thereof.

[0045] In another embodiment, the pH adjuster comprises triethanolamine and diethyl citrate.

[0046] In yet another embodiment, the pH adjuster comprises sodium bicarbonate, sodium hydroxide, or a phosphate buffer.

[0047] The amount of pH adjuster in the stabilization mixture is not particularly limited. However, in some embodiments, the pH adjuster is present in an amount of 0% to 50% by weight, typically 0.001% to 25% by weight, and more typically 0.01% to 5% by weight, based on the total amount of the stabilization mixture. In one embodiment, the pH adjuster is present in an amount of 0.01% to 2% by weight, 0.01% to 1% by weight, or 0.01% to 0.5% by weight, based on the total amount of the stabilization mixture. In one embodiment, the pH adjuster is present in an amount of 0.02% to 0.5% by weight, based on the total amount of the stabilization mixture.

[0048] In one embodiment, the stabilization mixture comprises at least one antioxidant and a pH adjuster. In one embodiment, the stabilization mixture comprises an antioxidant and a pH adjuster, wherein the antioxidant comprises vitamin E and the pH adjuster comprises a phosphate buffer.

[0049] In another embodiment, the stabilizing mixture comprises an antioxidant, a metal chelating agent, and a pH adjusting agent, wherein the antioxidant comprises vitamin E, the metal chelating agent comprises phytate sodium salt, and the pH adjusting agent comprises a phosphate buffer.

[0050] As used herein, a POV lowering agent is any compound or combination of compounds that is capable of lowering the POV of a stabilized mixture or a composition containing said mixture.

[0051] As used herein, the term "peroxide value" or "POV" refers to the equivalent of oxidation potential per kilogram of material. Without intending to be limited to any particular theory, the POV of a material is determined analytically. The term "POV" does not refer to a compound or group of compounds, but is often used loosely and interchangeably with the products of autoxidation within a sample that cause a response during a POV test. These autoxidation products vary depending on the specific material being tested. Many classes of compounds produce a response during a POV test. These compounds include, but are not limited to, organic and inorganic hydrogen peroxides, organic and inorganic peroxides, peroxyhemiacetals, peroxyhemiketals, and hydrogen peroxide itself.

[0052] The POV of a stabilized mixture or a composition containing a stabilized mixture can be determined by any method that can be easily selected by a person skilled in the art. Non-limiting examples include iodometric titration, high performance liquid chromatography, etc. An example of a method for determining POV is disclosed in Calandra et al., Flavor and Fragr. J. (2015), 30, p 121-130.

[0053] The POV reducing agent may include an α-oxocarboxylic acid or its salt, or a 2-hydroxyketone.

[0054] Examples of α-oxocarboxylic acids or salts thereof include, but are not limited to, sodium α-ketoglutarate, pyruvic acid, 2-oxovaleric acid, phenylglyoxylic acid, 2-oxo-butyric acid, 2-oxo-2-furanacetic acid, oxaloacetic acid, α-ketoglutaric acid, 2-oxopentanedioate, indole-3-pyruvic acid, 2-thiopheneglyoxylic acid, trimethylpyruvic acid, 2-oxoadipic acid, 4-hydroxyphenylpyruvic acid, phenylpyruvic acid, 2-oxooctanoic acid, and combinations thereof.

[0055] Examples of 2-hydroxyketones include, but are not limited to, acetoin, erythrulose, dihydroxyacetone, 2-keto-D-gluconic acid hemicalcium salt hydrate, (1S,2S,5S)-(-)-2-hydroxy-3-pinanone, benzoin, p-anisoin, 2-hydroxy-3-oxo-hexadecane, and combinations thereof.

[0056] The amount of POV-reducing agent in the stabilization mixture is not particularly limited. However, in some embodiments, the POV-reducing agent is present in an amount of 0% to 50% by weight, typically 0.01% to 20% by weight, and more typically 0.1% to 5% by weight, based on the total amount of the stabilization mixture. In one embodiment, the POV-reducing agent is present in an amount of 0.1% to 1% by weight, typically 0.1% to 0.5% by weight, and more typically 0.2% to 0.3% by weight, based on the total amount of the stabilization mixture.

[0057] The antioxidants, metal chelators, pH adjusters, and / or POV lowering agents may be obtained from commercially available sources or may be prepared by synthetic methods known to those skilled in the art. The antioxidants, metal chelators, pH adjusters, and / or POV lowering agents may be obtained from naturally occurring sources, such as renewable carbon sources.

[0058] In one embodiment, the stabilized mixture is in the form of a solution or emulsion, typically a microemulsion, more typically a water-in-oil microemulsion.

[0059] In some embodiments, the stabilized mixture in the form of a solution or microemulsion is clear at room temperature (RT) and stable over a large temperature range (e.g., RT ± 10°C to 20°C, typically 10°C to 45°C, more typically 3°C to 45°C) for extended periods of time, typically at least several days, more typically at least several weeks, and even more typically at least several months or longer.

[0060] The term transparent means that the stabilized mixture in the absence of colorants or fluorescent agents has a transmittance value of 100% for visible light (500 nm to 800 nm) at a path length of 1 cm relative to demineralized water.

[0061] The term stable means that the stabilized mixture does not phase separate and remains clear without detectable signs of turbidity, cloudiness, or precipitation.

[0062] The solution typically includes the stabilized mixture described herein and a solvent capable of solubilizing the mixture so that the solution is clear and homogeneous. Suitable solvents include C1-C6 alcohols such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols such as dipropylene glycol; glycerol; isopropylideneglycerol; 1,2,3-propanetri ... The solvents include, but are not limited to, methyl methyl acrylate, methyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, rosin resin (such as Abalyn®), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, and mixtures thereof; n-alkanes, isoalkanes, cycloalkanes, n-alkenes, isoalkenes, cycloalkenes, alkyl esters, medium chain triglycerides, silicone oil, vegetable oil, mineral oil, paraffin, perfume raw materials or combinations thereof, and naturally occurring solvents such as glycerin and vegetable oils, e.g., palm oil, sunflower oil, linseed oil, and mixtures thereof.

[0063] In one embodiment, the stabilizing mixture is in the form of a dipropylene glycol solution or an isopropyl myristate solution.

[0064] In one embodiment, the stabilizing mixture does not include dipropylene glycol.

[0065] In one embodiment, the stabilized mixture is in the form of an emulsion, typically a microemulsion, more typically a water-in-oil microemulsion, comprising the stabilized mixture described herein.

[0066] In one embodiment, the stabilization mixture comprises: a) a discontinuous aqueous phase containing water; b) a continuous oil phase; c) surfactants; and d) a water-miscible solvent; The emulsion is in the form of a water-in-oil microemulsion comprising:

[0067] As understood by those skilled in the art, an emulsion, such as a macroemulsion, nanoemulsion, or microemulsion, is a mixture of two immiscible liquids due to different polarities (hydrophobic vs. hydrophilic). In an emulsion, one liquid (dispersed, discontinuous, or internal phase) is dispersed in another liquid (external or continuous phase). One liquid is typically polar, and the other liquid is typically non-polar. Thus, a non-polar phase can be dispersed within a polar phase, or a polar phase can be dispersed within a non-polar phase. When a non-polar phase, typically an oil phase, is dispersed within a polar phase, typically an aqueous phase, the emulsion is an oil-in-water emulsion. When a polar phase is dispersed within a non-polar phase, the emulsion is a water-in-oil emulsion.

[0068] Double emulsions, such as water-in-oil-in-water (WOW) emulsions having three distinct phases, and their opposite, oil-in-water-in-oil (OWO) emulsions, are known. With regard to WOW emulsions, the three distinct phases consist of polar phase droplets dispersed in a non-polar phase, which is then encapsulated in a continuous polar phase. Such three-phase emulsions are not contemplated in the present disclosure. Therefore, the emulsions of the present disclosure are not double emulsions. That is, the emulsions of the present disclosure are neither water-in-oil-in-water (WOW) emulsions nor oil-in-water-in-oil (OWO) emulsions.

[0069] In one embodiment, the discontinuous aqueous phase is 0.1% to 30% by weight, the continuous oil phase is 1% to 50% by weight, and the surfactant is 10% to 90% by weight, based on the total weight of the microemulsion.

[0070] Examples of surfactants suitable for use in the microemulsions of the present disclosure include sorbitan fatty acid esters, sorbitan monoesters, sorbitan monolaurate, sorbitan monooleate, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan monoesters, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate; polyglyceryl fatty acid esters, glyceryl monooleate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-6 caprate, polyglyceryl-3 cocoate, polyglyceryl-6 ricinoleate, polyglyceryl-10 laurate; C6-C 22 Alkyl polyglucosides, C6-C 22Natural and modified biosurfactants such as alkyl xylosides, fatty acids, lecithins, phosphatidylcholines, lysolecithins, saponins, and glycolipids, such as sophorolipids, mannosylerythritol lipids, and rhamnolipids; mixed propoxylated and ethoxylated fatty alcohols; linear or branched primary and secondary alcohols with a chain length of 8 to 18 carbon atoms in total, modified with polyoxyethylene groups having 1 to 40 PEG units; PEG-hydrogenated castor oil with 20 to 60 PEG units; triblock copolymers containing blocks of polyethylene glycol and polypropylene glycol; and combinations thereof.

[0071] In one embodiment, the surfactant is selected from the group consisting of sorbitan monolaurate, polyoxyethylene (20) sorbitan monolaurate, and combinations thereof.

[0072] In another embodiment, the surfactant is sorbitan monolaurate.

[0073] In one embodiment, the continuous oil phase comprises an n-alkane, an isoalkane, a cycloalkane, an n-alkene, an isoalkene, a cycloalkene, an alkyl ester, a medium chain triglyceride, a silicone oil, a vegetable oil, a mineral oil, a paraffin, a perfume raw material, or a combination thereof. In one embodiment, the continuous oil phase comprises undecane and tridecane (available as Cetiol® Ultimate).

[0074] In one embodiment, the discontinuous aqueous phase comprises a pH adjuster, and the pH adjuster is water soluble.

[0075] Suitable pH adjuster for use in discontinuous aqueous phase is the water-soluble pH adjuster described herein.Examples of water-soluble pH adjuster include but are not limited to sodium, potassium or ammonium salts of carbonate, bicarbonate, phosphate, monohydrogen phosphate, dihydrogen phosphate, lactic acid, citric acid, succinic acid and hydroxide; dimethylglucamine, methylglucamine, tetrahydroxypropylethylenediamine, glycine, mono- and diethyl citrate, ethyl succinate, triethanolamine, tricine, Tris buffer and combinations thereof.

[0076] In one embodiment, the discontinuous aqueous phase comprises an antioxidant and / or a POV-reducing agent, wherein the antioxidant and / or POV-reducing agent is water soluble.

[0077] Suitable antioxidants for use in the discontinuous aqueous phase are the water-soluble antioxidants described herein. Examples of water-soluble antioxidants include, but are not limited to, ascorbic acid, natural extracts such as rosemary extract, gallic acid, ferulic acid, caffeic acid, tannic acid, chlorogenic acid, ellagic acid, rosmarinic acid, polyphenols, tetramethylhydroxypiperidinol (available as Tinogard® Q), and combinations thereof.

[0078] Examples of water-soluble POV-lowering agents include, but are not limited to, alkali metal and ammonium salts of α-ketoglutaric acid, typically sodium α-ketoglutarate.

[0079] In one embodiment, the discontinuous aqueous phase comprises a metal chelating agent, and the metal chelating agent is water soluble.

[0080] Examples of water-soluble metal chelating agents include, but are not limited to, phytic acid or salts thereof.

[0081] In one embodiment, the continuous oil phase comprises an antioxidant and / or a POV lowering agent, wherein the antioxidant and / or the POV lowering agent is oil soluble.

[0082] Suitable antioxidants for use in continuous oil phase are oil-soluble antioxidants as described herein.Examples of oil-soluble antioxidants include but are not limited to vitamin E, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, ascorbyl palmitate, natural extracts such as rosemary extract, curcumin, tetrahydrocurcumin, ethyl ferulate, ethyl gallate, resveratrol, 3,5-di-tert-butyl-4-hydroxytoluene, pentaerythrityl tetra(di-t-butylhydroxyhydrocinnamate), 2,2'-methylenebis(6-tert-butyl-4-methylphenol), didodecyl 3,3'-thiodipropionate, ubiquinone, ubiquinol, 4-propylsyringol, and combinations thereof.

[0083] Suitable POV-reducing agents for use in the continuous oil phase are oil-soluble POV-reducing agents described herein. Examples of oil-soluble POV-reducing agents include, but are not limited to, alkylamine salts of α-ketoglutaric acid, such as dimethyldodecylammonium α-ketoglutarate (dimethyldodecylamine salt of α-ketoglutaric acid).

[0084] The water-miscible solvent may be any organic solvent or blend of organic solvents that are miscible with water. Suitable water-miscible solvents include, but are not limited to, C1-C6 alcohols such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols such as 1,2-propanediol, 1,2-butanediol, 1,3-butanediol, 2,3-butanediol, 1,2-pentanediol (available as A-Leen® 5), 1,2-hexanediol, 1,3-propanediol (available as Zemea® propanediol), and 2-methyl-2,4-pentanediol; polyalkylene glycols such as dipropylene glycol; polyols such as glycerol; triethyl citrate, isopropylideneglycerol, ethyl lactate, and combinations thereof.

[0085] The fragrance oil of a fragrance composition contains one or more perfume ingredients. The term "perfuming ingredient" refers to a compound currently used in perfumery, essentially for its pleasant odor, and is used to impart a pleasant odor, either by itself or in combination with other perfume ingredients, to the product into which the perfume ingredient is incorporated or to the surface, such as the skin or hair, to which the perfume ingredient is applied. Perfuming ingredients are well known to those skilled in the art. The nature and type of perfuming ingredients will not be described in detail here, but they cannot be described in exhaustive detail in any case, and those skilled in the art can select them based on their general knowledge and according to the intended use and the desired sensory effect. Generally, perfuming ingredients belong to a wide variety of chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils. Perfuming ingredients may be of natural or synthetic origin. Suitable perfume ingredients are in each case listed in reference works such as, for example, the book by S. Arctander, "Perfume and Flavor Chemicals," 1969, Montclair, New Jersey, USA, or its latest edition, or other treatises of a similar nature, as well as the extensive patent literature in the field of perfumery. It is also understood that said perfuming ingredients may include compounds known as pro-perfumes or pro-fragrances, which are known to release in a controlled manner various types of perfuming compounds.

[0086] The amount of fragrance oil in the fragrance composition is not particularly limited. However, in some embodiments, the fragrance oil is present in an amount of 50% to 99%, typically 80% to 99%, and more typically 90% to 99%. In some embodiments, the fragrance oil is present in an amount of 95% to 99%.

[0087] In a particular embodiment, the fragrance oil is present in an amount of 98%.

[0088] In another embodiment, the fragrance oil is present in an amount of 99%.

[0089] The fragrance composition may further comprise a perfuming co-ingredient. As used herein, the term "perfuming co-ingredient" refers to a component that provides a hedonic effect, i.e., a component that is used primarily for the purpose of providing or modifying an odor. In other words, such a co-ingredient to be considered a perfuming component must be recognized by those skilled in the art not simply as having an odor, but as being able to provide or modify the odor of the composition in a positive or pleasant way. The perfuming co-ingredient may provide additional benefits beyond modifying or providing an odor, such as long-lasting properties, blooming, malodor neutralization, antibacterial effect, antiviral effect, microbial stability, or pest control.

[0090] The fragrance composition may further comprise additional ingredients typical of those used in the perfumery industry, such as perfume carriers.

[0091] As used herein, the term "perfume carrier" refers to a material that is nearly neutral from a perfumery perspective, i.e., that does not significantly alter the organoleptic properties of the perfuming ingredients. Such a carrier may be liquid or solid. Examples of liquid carriers include, but are not limited to, emulsifying systems, i.e., solvent and surfactant systems, or solvents typically used in perfumery. It is not possible to provide a comprehensive detailed description of the nature and types of solvents commonly used in perfumery. However, in some examples, the perfume carrier may be, for example, ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins, such as those known under the trademark Isopar® (available from Exxon Chemical), glycol ethers and glycol ether esters, such as those known under the trademark Dowanol® (available from Dow Chemical Company), or hydrogenated castor oil, such as those known under the trademark Cremophor® RH 40 (available from BASF). Examples of other solvents suitable for use as perfume carriers include, but are not limited to, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, Abalyn® (rosin resin), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, or mixtures thereof. Naturally derived solvents such as glycerol and various vegetable oils, such as palm oil, sunflower oil, or linseed oil, can also be used.

[0092] Solid carrier is a material that can chemically or physically bind fragrance composition or some elements of fragrance composition.Generally, such solid carrier is used to stabilize composition or control the evaporation rate of composition or some components.Solid carrier is currently used in the art, and those skilled in the art know how to achieve desired effect.Suitable solid carrier includes, but is not limited to, absorbent rubber or polymer or inorganic material, such as porous polymer, cyclodextrin, dextrin, maltodextrin, wood material, organic or inorganic gel, clay, gypsum talc or zeolite.

[0093] Other suitable solid carriers include encapsulating materials, examples of which include wall-forming and plasticizing materials such as glucose syrup, natural or modified starch, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectin, vegetable gums such as gum acacia (gum arabic), urea, sodium chloride, sodium sulfate, zeolites, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars such as sucrose, monosaccharides, disaccharides, polysaccharides, derivatives such as chitosan, starch, cellulose, carboxymethylmethylcellulose, methylcellulose. , hydroxyethyl cellulose, ethyl cellulose, propyl cellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, polyethylene glycol (PEG), polyvinylpyrrolidine (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonate, vinyl acid, ethylene glycol-propylene glycol block copolymers, vegetable gum, acacia gum, pectin, xanthan, alginates, carrageenan, or any water soluble solid acid, water soluble fatty alcohol, water soluble fatty acid, and mixtures thereof.

[0094] Other suitable encapsulation materials are described in references known to those skilled in the art, such as H. Scherz, Hydrokolloides: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitaet, Behr's Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a method well known to those skilled in the art and can be carried out using techniques such as spray drying, agglomeration, or even extrusion, or consist of coating encapsulation, including coacervation and complex coacervation techniques.

[0095] Other examples of solid carriers include core-shell capsules comprising aminoplast, polyamide, polyester, polyurea or polyurethane type resins and mixtures thereof, prepared using techniques well known to those skilled in the art, such as phase separation induced by polymerization, interfacial polymerization, coacervation, or combinations thereof, optionally in the presence of polymeric stabilizers or cationic copolymers.

[0096] The resins can be prepared by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid, or glycolaldehyde, and mixtures thereof) with amines, such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and mixtures thereof. Alternatively, preformed resins such as alkylolated polyamines, such as those commercially available under the trademarks Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF), can be used.

[0097] Other suitable resins are those produced by polycondensation of a polyol, such as glycerol, with a polyisocyanate, such as the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate, or the biuret of hexamethylene diisocyanate or the trimer of xylylene diisocyanate with trimethylolpropane (sold by Mitsui Chemicals under the trademark TAKENATE®), among others the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate.

[0098] The encapsulation of perfumes by polycondensation of amino resins, i.e., melamine-based resins, with aldehydes is well known in the art.Related publications include, but are not limited to, K. Dietrich et al., Acta Polymerica, 1989, Vol. 40, pages 243, 325, and 683, and Acta Polymerica, 1990, Vol. 41, page 91, and U.S. Patent No. 4,396,670, issued August 2, 1983.The general knowledge of encapsulation technology is so vast that it cannot be exhaustive.A more recent representative related publication that discloses the appropriate use of such microcapsules is, for example, the article by K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, Vol. 7, pages 8041-8054.These publications are incorporated herein by reference.

[0099] The fragrance composition may optionally include at least one perfume adjuvant.

[0100] The at least one perfume adjuvant is an ingredient capable of imparting further additional benefits such as color, particular lightfastness, etc. A detailed description of the nature and type of adjuvants commonly used in perfumed compositions cannot be exhaustive, but it is noted that said ingredients are well known to those skilled in the art.

[0101] Examples of perfume adjuvants include, but are not limited to, viscosity agents (e.g., surfactants, thickeners, gelling and / or rheology modifiers), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial or antimicrobial or antifungal or anti-irritant agents), abrasives, skin cooling agents, fixatives, insect repellents, salves, nutrients, and mixtures thereof.

[0102] Fixatives, also known as "modulators," are agents capable of influencing the way in which the odor of a composition incorporating said modulator, and in particular the evaporation rate and intensity, can be perceived by an observer or user over time, compared to the same perception in the absence of the modulator.In particular, modulators can extend the time that these fragrances are perceived.Suitable modulators include methyl glucoside polyol; ethyl glucoside polyol; propyl glucoside polyol; isocetyl alcohol; PPG-3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, hyaluronic acid and disaccharide sodium salts, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether; isocetyl Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth-12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium Lauroamphodipropionate; Hexaethylene Glycol Monododecyl Ether and mixtures thereof; Neopentyl Glycol Diisononanoate; Cetearyl Ethylhexanoate; Panthenol Ethyl Ether, DL-Panthenol, N-Hexadecyl n-nonanoate, Noctadecyl n-nonanoate, Pro-Fragrance, Cyclodextrin, Encapsulation, and any combination thereof.

[0103] The fragrance composition may optionally contain a UV filter, examples of which include, but are not limited to, butyl methoxydibenzoylmethane, octocrylene, 4-methylbenzylidene camphor, ethylhexyl salicylate, homosalate, phenylbenzimidazole sulfonic acid, methylene bis-benzotriazolyl tetramethylbutylphenol, ethylhexyl methoxycinnamate, bis-ethylhexyloxyphenol methoxyphenyl triazine, etc.

[0104] The amount of the stabilizing mixture, solution, or emulsion of the present disclosure in the fragrance composition is not particularly limited, however, in some embodiments, the stabilizing mixture, solution, or emulsion is present in an amount of 0.01% to 5% by weight, typically 0.02% to 2% by weight, and more typically 1% to 2% by weight, based on the total amount of the fragrance composition.

[0105] In one embodiment, the stabilizing mixture is miscible with the fragrance oil.

[0106] Fragrance compositions according to the present disclosure are clear at room temperature (RT) and stable over extended periods of time within a wide temperature range (e.g., RT ± 10°C to 20°C, typically 10°C to 45°C, more typically 3°C to 45°C). In some embodiments, fragrance compositions according to the present disclosure are stable at temperatures between 3°C and 45°C, typically between 25°C and 45°C.

[0107] The term transparent means that the fragrance composition, in the absence of colorants or fluorescent agents, has a transmittance value of 100% for visible light (500 nm to 800 nm) over a 1 cm path length relative to demineralized water.

[0108] The term stable means that the fragrance composition does not phase separate and remains clear without detectable signs of haze, cloudiness, or precipitation.

[0109] The fragrance composition comprises less than about 1% by weight of water, based on the total weight of the composition. In some embodiments, the composition comprises no more than about 0.9%, no more than about 0.8%, no more than about 0.7%, no more than about 0.6%, no more than about 0.5%, no more than about 0.4%, no more than about 0.3%, no more than about 0.2%, no more than about 0.1%, or no more than about 0.05% by weight of water, based on the total weight of the composition.

[0110] The fragrance compositions described herein can be incorporated into consumer products, as described below. Thus, in one embodiment, consumer products according to the present disclosure are clear and stable at ambient temperatures.

[0111] The fragrance compositions according to the present disclosure can be prepared according to any method known to those skilled in the art, who can fully design the optimal formulation for the desired effect by mixing the above ingredients to arrive at the desired composition by applying standard knowledge and concepts known to those of ordinary skill in the art and utilizing conventional optimization methods.

[0112] In a second aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: one or more solvents; At least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; Including, At least two components, typically at least three components, do not have the same function; Regarding the solution.

[0113] The characteristics and limitations of the stabilizing mixture described herein apply mutatis mutandis to the solution.

[0114] The one or more solvents may be selected from the group consisting of C1-C6 alcohols, such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols, such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols, such as dipropylene glycol; glycerol; isopropylideneglycerol, 1,2,3-propanetriyltriacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetylpropane- The solvent may be selected from, but is not limited to, 2-yl, diethyl phthalate, isopropyl myristate, rosin resin (such as Abalyn®), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, and mixtures thereof; n-alkanes, isoalkanes, cycloalkanes, n-alkenes, isoalkenes, cycloalkenes, alkyl esters, medium chain triglycerides, silicone oils, vegetable oils, mineral oils, paraffins, perfume raw materials or combinations thereof, and naturally occurring solvents such as glycerin and vegetable oils, e.g., palm oil, sunflower oil, linseed oil, and mixtures thereof.

[0115] Solutions according to the present disclosure can be prepared according to any method known to those skilled in the art, such as by combining one or more solvents with at least two components, each component having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent, and then mixing until a homogeneous solution is obtained.

[0116] In a third aspect, the present disclosure provides a method for manufacturing a semiconductor device comprising: a) a discontinuous aqueous phase comprising water and one or more water-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; b) a continuous oil phase comprising one or more oil-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; c) surfactants; and d) a water-miscible solvent; The present invention relates to a water-in-oil microemulsion comprising:

[0117] The characteristics and limitations of the stabilizing mixtures described herein apply mutatis mutandis to water-in-oil microemulsions.

[0118] The one or more water-soluble compounds selected from the group consisting of pH adjusters, antioxidants, chelating agents, POV lowering agents, and combinations thereof, and the one or more oil-soluble compounds selected from the group consisting of pH adjusters, antioxidants, chelating agents, POV lowering agents, and combinations thereof, are as described herein.

[0119] Similarly, suitable surfactants and water-miscible solvents are as described herein.

[0120] In one embodiment, the surfactant is selected from the group consisting of sorbitan monolaurate, polyoxyethylene (20) sorbitan monolaurate, and mixtures thereof.

[0121] In another embodiment, the surfactant is sorbitan monolaurate.

[0122] The water-in-oil microemulsions described herein can be prepared by any method known to those skilled in the art. In one example, an aqueous phase containing water and one or more water-soluble compounds each having a function selected from the group consisting of antioxidants, metal chelating agents, pH adjusters, POV lowering agents, and combinations thereof is prepared by mixing the components. Separately, an oil phase containing one or more oil-soluble compounds each having a function selected from the group consisting of antioxidants, metal chelating agents, pH adjusters, POV lowering agents, and combinations thereof; a surfactant; and a water-miscible solvent are mixed. Subsequently, the aqueous phase and the oil / surfactant / cosolvent phase are mixed.

[0123] In a fourth aspect, the present disclosure relates to a consumer product comprising a fragrance composition described herein or a water-in-oil microemulsion described herein.

[0124] The form of the consumer product is not particularly limited. In one embodiment, the consumer product is a perfume, typically a fine fragrance, a fabric care product, a body care product, a cosmetic, a skin care product, an air care product, or a home care product.

[0125] In another embodiment, the consumer product is an eau de toilette, a hydroalcoholic solution, an ethanol-free eau de toilette, a splash, an eau de parfum, a cologne, a shave or aftershave lotion, a liquid or solid or unit dose detergent, a fabric softener, a solid or liquid fabric fragrance enhancer, a fabric refresher, ironing water, paper, bleach, a carpet cleaner, a curtain care product, a shampoo, a leave-in or rinse-off hair conditioner, a color product, a hair styling product, a dental care product, a disinfectant, an intimate care product, a hairspray, a vanishing cream, a deodorant or antiperspirant, a hair remover, a tanning product, a nail product, skin cleanser, makeup, a scented soap, a shower or bath mousse, an oil or gel, or a foot / hand care product, a hygiene product, an air freshener, a "ready to use" powder air freshener, a mold remover, a furniture care product, a wipe, a dish detergent or hard surface cleaner, a leather care product, or a car care product.

[0126] The amount of the stabilizing mixture, solution, or emulsion of the present disclosure in a consumer product is not particularly limited, however, in some embodiments, the stabilizing mixture, solution, or emulsion is present in an amount of 0.01% to 5% by weight, typically 0.02% to 2% by weight, and more typically 1% to 2% by weight, based on the total weight of the consumer product.

[0127] In some embodiments, the consumer product comprises less than about 1% water by weight, based on the total weight of the consumer product.

[0128] In some embodiments, consumer products according to the present disclosure are clear at room temperature (RT) and stable over a large temperature range (e.g., RT ± 10°C to 20°C, typically 10°C to 45°C, more typically 3°C to 45°C) for extended periods of time, typically at least several days, more typically at least several weeks, and even more typically at least several months or longer.

[0129] The term transparent means that the consumer product, in the absence of colorants or fluorescent agents, has a transmittance value of 100% for visible light (500 nm to 800 nm) over a 1 cm path length relative to demineralized water.

[0130] The term stable means that the consumer product does not phase separate and remains clear without detectable signs of haze, cloudiness or precipitation.

[0131] In a fifth aspect, the present disclosure relates to the use of a stabilizing mixture as described herein, a solution as described herein, or a water-in-oil microemulsion as described herein to enhance the oxidative stability of a fragrance oil in a fragrance composition or a consumer product.

[0132] Embodiment Embodiment 1. a) a fragrance oil; b) a stabilizing mixture comprising at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; A fragrance composition comprising: At least two components, typically at least three components, do not have the same function; and the composition comprises less than about 1% by weight of water, based on the total weight of the composition; Fragrance composition.

[0133] Embodiment 2. The fragrance composition of embodiment 1, wherein the stabilizing mixture comprises at least three ingredients each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent.

[0134] Embodiment 3. The fragrance composition of embodiment 1, wherein the stabilizing mixture comprises at least one antioxidant, and at least one metal chelating agent.

[0135] Embodiment 4. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture comprises two antioxidants and two metal chelating agents.

[0136] Embodiment 5. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture comprises at least one antioxidant, at least one metal chelating agent, and at least one pH adjuster.

[0137] Embodiment 6. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture comprises one antioxidant, two metal chelating agents, and two pH adjusters.

[0138] Embodiment 7. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture comprises at least one antioxidant, at least one pH adjuster, and at least one POV lowering agent.

[0139] Embodiment 8. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture comprises at least one antioxidant, at least one metal chelating agent, at least one pH adjuster, and at least one POV lowering agent.

[0140] Embodiment 9. The antioxidant is ascorbic acid, gallic acid, ferulic acid, caffeic acid, tannic acid, chlorogenic acid, ellagic acid, rosmarinic acid, polyphenols, tetramethylhydroxypiperidinol, vitamin E, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, ascorbyl palmitate, ascorbyl glucoside, natural extracts, typically rosemary extract, curcumin, tetrahydrocurcumin, ethyl ferulate, ethyl gallate, resvera. 9. The fragrance composition of any one of embodiments 1 to 8, wherein the hydroxybenzoates are selected from the group consisting of trol, 3,5-di-tert-butyl-4-hydroxytoluene, pentaerythrityl tetra(di-t-butylhydroxyhydrocinnamate), 2,2'-methylenebis(6-tert-butyl-4-methyl-phenol), didodecyl 3,3'-thiodipropionate, tetramethylhydroxypiperidinol, ubiquinone, ubiquinol, 4-propylsyringol, and combinations thereof.

[0141] Embodiment 10. The fragrance composition of any one of embodiments 1 to 9, wherein the antioxidant comprises 3,5-di-tert-butyl-4-hydroxytoluene.

[0142] Embodiment 11. The fragrance composition of any one of embodiments 1 to 10, wherein the stabilizing mixture does not comprise 3,5-di-tert-butyl-4-hydroxytoluene.

[0143] Embodiment 12. The fragrance composition of any one of embodiments 1 to 11, wherein the antioxidant comprises vitamin E, didodecyl 3,3'-thiodipropionate, or a combination thereof.

[0144] Embodiment 13. The fragrance composition of any one of embodiments 1 to 12, wherein the metal chelating agent is selected from the group consisting of phytic acid or its salts, citric acid, tetrasodium iminodisuccinate, tetrasodium glutamic acid diacetate, trisodium dicarboxymethylalaninate, ethylenediaminetetraacetic acid, trans-1,2-diaminocyclohexane-N,N,N',N'-tetraacetic acid, poloxamine, bis(2-ethylhexyl)phosphate, and combinations thereof.

[0145] Embodiment 13a. The fragrance composition of any one of embodiments 1 to 13, wherein the metal chelator is selected from the group consisting of phytic acid or its salts, tetrasodium iminodisuccinate, tetrasodium glutamic acid diacetate, trisodium dicarboxymethylalaninate, ethylenediaminetetraacetic acid, trans-1,2-diaminocyclohexane-N,N,N',N'-tetraacetic acid, poloxamine, bis(2-ethylhexyl)phosphate, and combinations thereof.

[0146] Embodiment 14. The fragrance composition of any one of embodiments 1 to 13, wherein the metal chelator comprises a poloxamine, bis(2-ethylhexyl)phosphate, phytic acid or its salts, or a combination thereof.

[0147] Embodiment 15. The fragrance composition of any one of embodiments 1 to 14, wherein the metal chelating agent comprises phytic acid or a salt thereof.

[0148] Embodiment 16. The fragrance composition of any one of embodiments 1 to 15, wherein the pH adjuster is selected from the group consisting of sodium, potassium, and ammonium salts of carbonates, bicarbonates, phosphates, monohydrogen phosphates, dihydrogen phosphates, lactic acid, citric acid, succinic acid, and hydroxides; dimethylglucamine, methylglucamine, tetrahydroxypropylethylenediamine, glycine, mono- and diethyl citrates, ethyl succinate, triethanolamine, alkyldiethanolamines such as methyldiethanolamine, tricine, Tris buffers, and combinations thereof.

[0149] Embodiment 17. The fragrance composition of any one of embodiments 1 to 16, wherein the pH adjuster comprises triethanolamine, diethyl citrate, tetrahydroxypropylethylenediamine, alkyldiethanolamine, or a combination thereof.

[0150] Embodiment 18. The fragrance composition of any one of embodiments 1 to 17, wherein the pH adjuster comprises triethanolamine and diethyl citrate.

[0151] Embodiment 19. The fragrance composition of any one of embodiments 1 to 18, wherein the pH adjuster comprises sodium bicarbonate, sodium hydroxide, or a phosphate buffer.

[0152] Embodiment 20. The fragrance composition of any one of embodiments 1 to 19, wherein the stabilizing mixture comprises an antioxidant, a metal chelating agent, and a pH adjuster, wherein the antioxidant comprises vitamin E, the metal chelating agent comprises phytate sodium salt, and the pH adjuster comprises a phosphate buffer.

[0153] Embodiment 21. The fragrance composition of any one of embodiments 1 to 20, wherein the POV-lowering agent comprises an α-oxocarboxylic acid or a salt thereof, or a 2-hydroxyketone.

[0154] Embodiment 22. The fragrance composition of embodiment 21, wherein the α-oxocarboxylic acid or salt thereof is selected from the group consisting of sodium α-ketoglutarate, pyruvic acid, 2-oxovaleric acid, phenylglyoxylic acid, 2-oxobutyric acid, 2-oxo-2-furanacetic acid, oxaloacetic acid, α-ketoglutaric acid, 2-oxopentanedioate, indole-3-pyruvic acid, 2-thiopheneglyoxylic acid, trimethylpyruvic acid, 2-oxoadipic acid, 4-hydroxyphenylpyruvic acid, phenylpyruvic acid, 2-oxooctanoic acid, and combinations thereof.

[0155] Embodiment 23. The fragrance composition of embodiment 21, wherein the 2-hydroxyketone is selected from the group consisting of acetoin, erythrulose, dihydroxyacetone, 2-keto-D-gluconic acid hemicalcium salt hydrate, (1S,2S,5S)-(-)-2-hydroxy-3-pinanone, benzoin, p-anisoin, benzil, 2-hydroxy-3-oxo-hexadecane, and combinations thereof.

[0156] Embodiment 24. The fragrance composition of any one of embodiments 1 to 23, wherein the stabilized mixture is in the form of a solution or emulsion, typically a microemulsion, more typically a water-in-oil microemulsion.

[0157] Embodiment 25. The fragrance composition of embodiment 24, wherein the stabilizing mixture is in the form of a solution in dipropylene glycol or isopropyl myristate.

[0158] Embodiment 25a. The stabilizing mixture is in the form of a solution, and the solvent is selected from the group consisting of C1-C6 alcohols, such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols, such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols, such as dipropylene glycol; glycerol; isopropylideneglycerol, 1,2,3-propanetriyltriacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetylacetate, and the like. 25. The fragrance composition of embodiment 24, wherein the solvent is selected from: n-alkanes, isoalkanes, cycloalkanes, n-alkenes, isoalkenes, cycloalkenes, alkyl esters, medium chain triglycerides, silicone oils, vegetable oils, mineral oils, paraffins, perfume raw materials or combinations thereof, and naturally occurring solvents such as glycerin and vegetable oils, for example, palm oil, sunflower oil, linseed oil, and mixtures thereof.

[0159] Embodiment 26. The fragrance composition of any one of embodiments 1 to 25, wherein the stabilizing mixture does not include dipropylene glycol.

[0160] Embodiment 27. The stabilization mixture comprises: a) a discontinuous aqueous phase containing water; b) a continuous oil phase; c) surfactants; and d) a water-miscible solvent; 25. The fragrance composition according to embodiment 24, in the form of a water-in-oil microemulsion comprising:

[0161] Embodiment 28. The fragrance composition of embodiment 27, wherein the discontinuous aqueous phase is 0.1% to 30% by weight, the continuous oil phase is 1% to 50% by weight, and the surfactant is 10% to 90% by weight, based on the total weight of the microemulsion.

[0162] Embodiment 29. The surfactant is selected from the group consisting of sorbitan fatty acid esters, sorbitan monoesters, sorbitan monolaurate, sorbitan monooleate, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan monoesters, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate; polyglyceryl fatty acid esters, glyceryl monooleate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-6 caprate, polyglyceryl-3 cocoate, polyglyceryl-6 ricinoleate, polyglyceryl-10 laurate; C6-C 22 Alkyl polyglucosides, C6-C 22 29. The fragrance composition according to embodiment 27 or 28, wherein the surfactant is selected from the group consisting of alkyl xylosides, fatty acids, natural and modified biosurfactants such as lecithins, phosphatidylcholines, lysolecithins, saponins and glycolipids, such as sophorolipids, mannosylerythritol lipids and rhamnolipids; mixed propoxylated and ethoxylated fatty alcohols, linear or branched primary and secondary alcohols with a chain length containing a total of 8 to 18 carbon atoms modified with polyoxyethylene groups having 1 to 40 PEG units, PEG-hydrogenated castor oil, triblock copolymers comprising blocks of polyethylene glycol and polypropylene glycol, having 20 to 60 PEG units, and combinations thereof.

[0163] Embodiment 30. The fragrance composition of any one of embodiments 27 to 29, wherein the surfactant is selected from the group consisting of sorbitan monolaurate, polyoxyethylene (20) sorbitan monolaurate, and combinations thereof.

[0164] Embodiment 31. The fragrance composition of any one of embodiments 27 to 30, wherein the surfactant is sorbitan monolaurate.

[0165] Embodiment 32. The fragrance composition of any one of embodiments 27 to 31, wherein the continuous oil phase comprises an n-alkane, an isoalkane, a cycloalkane, an n-alkene, an isoalkene, a cycloalkene, an alkyl ester, a medium chain triglyceride, a silicone oil, a vegetable oil, a mineral oil, a paraffin, a perfume raw material, or a combination thereof.

[0166] Embodiment 33. The fragrance composition of any one of embodiments 27 to 32, wherein the discontinuous aqueous phase comprises a pH adjuster, and the pH adjuster is water-soluble.

[0167] Embodiment 34. The fragrance composition of any one of embodiments 27 to 33, wherein the discontinuous oil phase comprises an antioxidant and / or a POV-reducing agent, and the antioxidant and / or POV-reducing agent is water-soluble.

[0168] Embodiment 35. The fragrance composition of any one of embodiments 27 to 34, wherein the discontinuous aqueous phase comprises a metal chelating agent, and the metal chelating agent is water-soluble.

[0169] Embodiment 36. The fragrance composition of any one of embodiments 27 to 35, wherein the continuous oil phase comprises an antioxidant and / or a POV-reducing agent, and the antioxidant and / or POV-reducing agent is oil-soluble.

[0170] Embodiment 37. The fragrance composition of any one of embodiments 27 to 36, wherein the water-miscible solvent is selected from the group consisting of C1 to C6 alcohols, such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols, such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols, such as dipropylene glycol; polyols, such as glycerol; triethyl citrate, isopropylideneglycerol, ethyl lactate, and combinations thereof.

[0171] Embodiment 38. one or more solvents; at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV lowering agent; At least two components, typically at least three components, do not have the same function; solution.

[0172] Embodiment 39. a) a discontinuous aqueous phase comprising water and one or more water-soluble compounds, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; b) a continuous oil phase comprising one or more oil-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV lowering agent, and combinations thereof; c) surfactants; and d) a water-miscible solvent; A water-in-oil microemulsion comprising:

[0173] Embodiment 40. The water-in-oil microemulsion of embodiment 39, wherein the discontinuous aqueous phase is 0.1% to 30% by weight, the continuous oil phase is 1% to 50% by weight, and the surfactant is 10% to 90% by weight, based on the total weight of the microemulsion.

[0174] Embodiment 41. The surfactant is selected from the group consisting of sorbitan fatty acid esters, sorbitan monoesters, sorbitan monolaurate, sorbitan monooleate, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan monoesters, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate; polyglyceryl fatty acid esters, glyceryl monooleate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-6 caprate, polyglyceryl-3 cocoate, polyglyceryl-6 ricinoleate, polyglyceryl-10 laurate; C6-C 22 Alkyl polyglucosides, C6-C 22 41. The water-in-oil microemulsion according to embodiment 39 or 40, wherein the biosurfactant is selected from the group consisting of natural and modified biosurfactants such as alkyl xylosides, fatty acids, lecithins, phosphatidylcholines, lysolecithins, saponins and glycolipids, such as sophorolipids, mannosylerythritol lipids and rhamnolipids; mixed propoxylated and ethoxylated fatty alcohols, linear or branched primary and secondary alcohols with a chain length containing a total of 8 to 18 carbon atoms modified with polyoxyethylene groups having 1 to 40 PEG units, PEG-hydrogenated castor oil, triblock copolymers containing blocks of polyethylene glycol and polypropylene glycol having 20 to 60 PEG units, and combinations thereof.

[0175] Embodiment 42. The water-in-oil microemulsion of any one of embodiments 39 to 41, wherein the surfactant is selected from the group consisting of sorbitan monolaurate, polyoxyethylene (20) sorbitan monolaurate, and combinations thereof.

[0176] Embodiment 43. The water-in-oil microemulsion of any one of embodiments 39 to 42, wherein the surfactant is sorbitan monolaurate.

[0177] Embodiment 44. The water-in-oil microemulsion of any one of embodiments 39 to 43, wherein the continuous oil phase comprises an n-alkane, an isoalkane, a cycloalkane, an n-alkene, an isoalkene, a cycloalkene, an alkyl ester, a medium chain triglyceride, a silicone oil, a vegetable oil, a mineral oil, a paraffin, a fragrance raw material, or a combination thereof.

[0178] Embodiment 45. The water-in-oil microemulsion of any one of embodiments 39 to 44, wherein the discontinuous aqueous phase comprises a pH adjuster, and the pH adjuster is water-soluble.

[0179] Embodiment 46. The water-in-oil microemulsion of any one of embodiments 39 to 45, wherein the discontinuous aqueous phase comprises an antioxidant and / or a POV-reducing agent, and the antioxidant and / or POV-reducing agent is water-soluble.

[0180] Embodiment 47. The water-in-oil microemulsion of any one of embodiments 39 to 46, wherein the discontinuous aqueous phase comprises a metal chelating agent, and the metal chelating agent is water-soluble.

[0181] Embodiment 48. A water-in-oil microemulsion according to any one of embodiments 39 to 47, wherein the continuous oil phase comprises an antioxidant and / or a POV-reducing agent, and the antioxidant and / or POV-reducing agent is oil-soluble.

[0182] Embodiment 49. The water-in-oil microemulsion of any one of embodiments 39 to 48, wherein the water-miscible solvent is selected from the group consisting of C1-C6-alcohols, such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols, such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols, such as dipropylene glycol; polyols, such as glycerol; triethyl citrate, isopropylideneglycerol, ethyl lactate, and combinations thereof.

[0183] Embodiment 50. The fragrance composition of any one of embodiments 1 to 37, wherein the composition comprises about 0.9% by weight or less, about 0.8% by weight or less, about 0.7% by weight or less, about 0.6% by weight or less, about 0.5% by weight or less, about 0.4% by weight or less, about 0.3% by weight or less, about 0.2% by weight or less, about 0.1% by weight or less, or about 0.05% by weight or less of water, based on the total weight of the composition.

[0184] Embodiment 51. A consumer product comprising the fragrance composition of any one of embodiments 1 to 37 and 50, the solution of embodiment 38, or the water-in-oil microemulsion of any one of embodiments 39 to 49.

[0185] Embodiment 52. The consumer product of embodiment 51, wherein the consumer product is a fragrance, typically a fine fragrance, a fabric care product, a body care product, a cosmetic, a skin care product, an air care product, or a home care product.

[0186] Embodiment 53. The consumer product is an eau de toilette, a hydroalcoholic solution, an ethanol-free eau de toilette, a splash, an eau de parfum, a cologne, a shave or aftershave lotion, a liquid or solid or unit dose detergent, a fabric softener, a solid or liquid fabric fragrance enhancer, a fabric refresher, an ironing water, paper, a bleach, a carpet cleaner, a curtain care product, a shampoo, a leave-in or rinse-off hair conditioner, a coloring product, a hair styling product, or dental care. 53. The consumer product of embodiment 51 or 52, which is a product, disinfectant, intimate care product, hairspray, vanishing cream, deodorant or antiperspirant, hair remover, tanning product, nail product, skin cleanser, makeup, scented soap, shower or bath mousse, oil or gel, or foot / hand care product, hygiene product, air freshener, "ready to use" powder air freshener, mold remover, furniture care product, wipe, dish detergent or hard surface cleaner, leather care product, or car care product.

[0187] Embodiment 54. Use of a stabilizing mixture according to any one of embodiments 1 to 37 and 50, a solution according to embodiment 38, or a water-in-oil microemulsion according to any one of embodiments 39 to 49, for increasing the oxidative stability of a fragrance oil in a fragrance composition or a consumer product.

[0188] Embodiment 55. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture does not contain citric acid.

[0189] Embodiment 56. The fragrance composition of embodiment 1 or 2, wherein the stabilizing mixture does not comprise tetramethylhydroxypiperidinol.

[0190] Compositions, products and uses according to the present disclosure are further illustrated by the following non-limiting examples.

[0191] Example Example 1. Compositions according to the present disclosure Comparative compositions and inventive compositions according to some embodiments of the present disclosure were prepared by combining the ingredients shown in Table 1 in the amounts listed in Tables 2, 3, and 3a below. The compositions of the fragrance oils used are shown in Table 4.

[0192] [Table 1-1]

[0193] [Table 1-2]

[0194] [Table 2]

[0195] [Table 3-1]

[0196] [Table 3-2]

[0197] [Table 4-1]

[0198] [Table 4-2]

[0199] Example 2. Evaluation of fragrance oil stability The stability of the fragrance compositions of the present invention, including the fragrance oil alone, the fragrance oil combined with comparative mixtures C1-C4, and stabilized mixtures 5-7 described in Example 1, was evaluated according to ASTM D7545 and the method described in MARTEAU C. et al., "Oxidative degradation of fragrant aldehydes. Autoxidation by molecular oxygen," Tetrahedron 69 (2013) 2268-2275. The measurement principle is based on the ASTM D7545 standard, which is a standardized method for determining the oxidative stability of diesel, biodiesel, and fuel blends. The induction period for determining oxidative stability is measured, and the closed system ensures highly accurate test results in a fraction of the time compared to other oxidation and storage stability testing methods.

[0200] Testing was performed using a RapidOxy model 100 instrument (available from Anton Paar, Graz, Austria). The instrument artificially accelerates the oxidation process by increasing the temperature and oxygen pressure. Each sample was placed in contact with oxygen at a defined pressure and temperature (typically 300 kPa at 140°C). The oxygen pressure loss was measured as Δp max When 5% was reached, the induction time of the specimen was measured.

[0201] Using the induction time (min), the value A oil The value A was calculated. oil is the stabilization efficiency of the stabilization mixture for the fragrance oil, and is expressed by the equation:

number

[0202] The stability results for the fragrance oils alone and in combination with comparative mixtures C1-C4 are shown in Table 5a below. The stability results for the fragrance compositions of the present invention including stabilized mixtures 5-7 are shown in Table 5b below.

[0203] [Table 5-1]

[0204] [Table 5-2]

[0205] As Tables 5a and 5b show, all samples were prepared using unstabilized oil (A oil >0), indicating that the presence of a stabilizer, such as vitamin E, enhances the stability of the fragrance oil.

[0206] Example 3. Eau de Toilette (EdT) Stability The overall oxidation of consumer products in the form of eau de toilette formulations was assessed by measuring the concentration of diethoxyethane (DEE) according to a published method (BLAKEWAY JM et al., Chemical reactions in perfume aging, International Journal of Cosmetic Science 9, 203-214 (1987)). The presence of DEE is a common marker of oxidation in ethanol-containing formulations such as EdT. As EdT ages, oxidation of ethanol leads to the formation of acetaldehyde, which reacts with ethanol to form the corresponding acetal, or diethoxyethane.

[0207] Gas chromatography coupled with mass spectrometric detection (GC / MS) was used (Agilent Technologies 7890A-5975C). The alcohol solution was injected directly into the chromatograph, separated on the stationary phase of the column, and finally detected by mass spectrometry as it eluted from the column.

[0208] Using the DEE concentration (ppm) obtained by GC / MS, the value A EdT The value A was calculated. EdT is the stabilization efficiency of the stabilization mixture in EdT, and is expressed by the equation:

number

number

number

[0209] The stabilization results are summarized in Tables 6 and 7 below.

[0210] [Table 6]

[0211] [Table 7]

[0212] Comparative EdT containing mixtures C1-C4, which contain only vitamin E, has limited stabilization efficiency A EdT or exhibits inferior stability (negative value) to unstabilized oils.

[0213] The EdT of the present invention having fragrance compositions containing stabilizing mixtures 5 to 7, which contain an antioxidant, a pH adjuster, and further a metal chelating agent or a POV-reducing agent, exhibited high stabilization efficiency compared to unstabilized fragrance oils and showed significantly higher values ​​than the comparative samples containing mixtures C1 to C4.

[0214] Example 4. Stability and pH of fragrance oils Compositions according to several embodiments of the present disclosure having various pH values ​​were evaluated according to the methods described in Example 2. The results are summarized in Table 8 below.

[0215] [Table 8]

[0216] Fragrance compositions 17-19 all demonstrate a stabilizing effect on fragrance oil compared to the unstabilized oil (Comparative Fragrance Composition 1).

[0217] Example 5. Stability and pH of EdT Consumer products in the form of EdT formulations according to several embodiments of the present disclosure having various pH values ​​were evaluated according to the methods described in Example 3. The results are summarized in Table 9 below.

[0218] [Table 9]

[0219] All of the inventive EdTs 20 to 22 exhibit a stabilizing effect on EdT compared to the non-stabilized EdT (comparative EdT 9). The highest stabilization level was achieved at pH 8.5.

[0220] Example 6. Effect of POV Reducers on Oil Stability Compositions according to several embodiments of the present disclosure were prepared with a pH adjuster in the aqueous phase in the absence or presence of the POV-lowering agent, AKG, and evaluated according to the method described in Example 2. The results are summarized in Table 10 below.

[0221] [Table 10]

[0222] Both fragrance compositions 23 and 24 exhibit similar oil stabilization effectiveness compared to the unstabilized oil (Comparative Fragrance Composition 1).

[0223] Example 7. Effect of POV-reducing agents on EdT stability Consumer products in the form of EdT formulations according to some embodiments of the present disclosure were prepared with a pH adjuster in the aqueous phase in the absence or presence of a POV-lowering agent, AKG, and evaluated according to the methods described in Example 3. The results are summarized in Table 11 below.

[0224] [Table 11]

[0225] Both EdT25 and 26 of the invention show a stabilizing effect on the EdTs that contain them compared to the non-stabilized EdT (comparative EdT9), but this effect is systematically higher in the presence of AKG.

[0226] Example 8. Compositions of the Invention with Respect to Oil Stability Compositions according to several embodiments of the present disclosure were prepared in the aqueous phase using phosphate as a pH adjuster in the absence or presence of a metal chelating agent, phytate sodium salt, and evaluated according to the method described in Example 2. The results are summarized in Table 12 below.

[0227] [Table 12]

[0228] Example 9. Compositions according to the invention on EdT stability Consumer products in the form of EdT formulations according to some embodiments of the present disclosure were prepared in the aqueous phase using phosphate as a pH adjuster in the absence or presence of a metal chelating agent, phytate sodium salt, and evaluated according to the method described in Example 3. The results are summarized in Table 13 below.

[0229] [Table 13]

[0230] The disclosed subject matter has been described with reference to specific details of particular embodiments thereof. It is not intended that such details be considered limitations on the scope of the disclosed subject matter, except insofar as and to the extent that such details are included in the appended claims.

[0231] Thus, the exemplary embodiments described herein are well adapted to achieve the objects and advantages mentioned, as well as those inherent therein. The specific embodiments disclosed above are merely exemplary, as the exemplary embodiments described herein may be modified and practiced in different, but equivalent, manners that will be apparent to those skilled in the art having the benefit of the teachings herein. Furthermore, no limitations are intended to the details of construction or design shown herein, other than as described in the following claims. It is therefore evident that the specific exemplary embodiments disclosed above may be altered, combined, or modified, and all such variations are considered within the scope and spirit of the exemplary embodiments described herein. The exemplary embodiments described herein and illustratively disclosed herein may suitably be practiced in the absence of any element not specifically disclosed herein and / or optional elements disclosed herein.

Claims

1. a) a fragrance oil; b) a stabilized mixture comprising at least two components, typically at least three components, each of which has a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV reducer; A fragrance composition comprising: the at least two components, typically at least three components, do not have the same function; and the composition comprises less than about 1% by weight of water, based on the total weight of the composition; Fragrance composition.

2. 2. The fragrance composition of claim 1, wherein the antioxidant is selected from the group consisting of ascorbic acid, gallic acid, ferulic acid, caffeic acid, tannic acid, chlorogenic acid, ellagic acid, rosmarinic acid, polyphenols, tetramethylhydroxypiperidinol, vitamin E, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, ascorbyl palmitate, ascorbyl glucoside, natural extracts, typically rosemary extract, curcumin, tetrahydrocurcumin, ethyl ferulate, ethyl gallate, resveratrol, 3,5-di-tert-butyl-4-hydroxytoluene, pentaerythrityl tetra(di-t-butylhydroxyhydrocinnamate), 2,2'-methylenebis(6-tert-butyl-4-methyl-phenol), didodecyl 3,3'-thiodipropionate, tetramethylhydroxypiperidinol, ubiquinone, ubiquinol, and combinations thereof.

3. 3. The fragrance composition according to claim 1, wherein the metal chelating agent is selected from the group consisting of phytic acid or a salt thereof, citric acid, tetrasodium iminodisuccinate, tetrasodium glutamate diacetate, trisodium dicarboxymethylalaninate, ethylenediaminetetraacetic acid, trans-1,2-diaminocyclohexane-N,N,N',N'-tetraacetic acid, poloxamine, bis(2-ethylhexyl)phosphate, and combinations thereof.

4. 4. The fragrance composition of claim 1, wherein the pH adjuster is selected from the group consisting of sodium, potassium, and ammonium salts of carbonate, bicarbonate, phosphoric acid, monohydrogen phosphate, dihydrogen phosphate, lactic acid, citric acid, succinic acid, and hydroxide; dimethylglucamine, methylglucamine, tetrahydroxypropylethylenediamine, glycine, mono- and diethyl citrate, ethyl succinate, triethanolamine, alkyldiethanolamines such as methyldiethanolamine, tricine, Tris buffer, and combinations thereof.

5. 5. The fragrance composition according to claim 1, wherein the POV reducing agent comprises an α-oxocarboxylic acid or a salt thereof, or a 2-hydroxyketone.

6. 6. A fragrance composition according to any one of claims 1 to 5, wherein the stabilised mixture is in the form of a solution or emulsion, typically a microemulsion, more typically a water-in-oil microemulsion.

7. The stabilized mixture comprises: a) a discontinuous aqueous phase comprising water; b) a continuous oil phase; c) a surfactant; and d) a water-miscible solvent; 7. The fragrance composition of claim 6, in the form of a water-in-oil microemulsion comprising:

8. 8. The fragrance composition according to claim 7, wherein, based on the total weight of the microemulsion, the discontinuous aqueous phase is from 0.1% to 30% by weight, the continuous oil phase is from 1% to 50% by weight, and the surfactant is from 10% to 90% by weight.

9. The surfactant is selected from the group consisting of sorbitan fatty acid esters, sorbitan monoesters, sorbitan monolaurate, sorbitan monooleate, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan monoesters, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate; polyglyceryl fatty acid esters, glyceryl monooleate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-6 caprate, polyglyceryl-3 cocoate, polyglyceryl-6 ricinoleate, polyglyceryl-10 laurate; C ６ ~C ２２ Alkyl polyglucoside, C ６ ~C ２２ 9. The fragrance composition according to claim 7 or 8, wherein the surfactant is selected from the group consisting of alkyl xylosides, fatty acids, natural and modified biosurfactants such as lecithins, phosphatidylcholines, lysolecithins, saponins and glycolipids, e.g. sophorolipids, mannosylerythritol lipids and rhamnolipids; mixed propoxylated and ethoxylated fatty alcohols, linear and branched primary and secondary alcohols with a chain length containing a total of 8 to 18 carbon atoms modified with polyoxyethylene groups having 1 to 40 PEG units, PEG hydrogenated castor oil, triblock copolymers containing blocks of polyethylene glycol and polypropylene glycol, having 20 to 60 PEG units, and combinations thereof.

10. 10. The fragrance composition of claim 7, wherein the continuous oil phase comprises an n-alkane, an isoalkane, a cycloalkane, an n-alkene, an isoalkene, a cycloalkene, an alkyl ester, a medium chain triglyceride, a silicone oil, a vegetable oil, a mineral oil, a paraffin, a perfume raw material, or a combination thereof.

11. 11. The fragrance composition of claim 7, wherein the discontinuous aqueous phase comprises the pH adjuster, the metal chelator, the antioxidant, and / or the POV lowering agent, and the pH adjuster, the metal chelator, the antioxidant, and / or the POV lowering agent are water-soluble.

12. 12. The fragrance composition of claim 7, wherein the continuous oil phase comprises the antioxidant and / or POV reducing agent, and the antioxidant and / or POV reducing agent is oil soluble.

13. The water-miscible solvent is C １ ~C ６ 13. The fragrance composition of any one of claims 7 to 12, wherein the alkyl ester is selected from the group consisting of alcohols such as ethanol, n-propanol, 2-propanol, and 1-butanol; diols such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and 2-methyl-2,4-pentanediol; polyalkylene glycols such as dipropylene glycol; polyols such as glycerol; triethyl citrate, isopropylideneglycerol, ethyl lactate, and combinations thereof.

14. one or more solvents; at least two components, typically at least three components, each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, and a POV reducer; Including, the at least two components, typically at least three components, do not have the same function; solution.

15. a) a discontinuous aqueous phase comprising water and one or more water-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV reducer, and combinations thereof; b) a continuous oil phase comprising one or more oil-soluble compounds each having a function selected from the group consisting of an antioxidant, a metal chelating agent, a pH adjuster, a POV reducer, and combinations thereof; c) a surfactant; and d) a water-miscible solvent; A water-in-oil microemulsion comprising:

16. 16. A consumer product, typically a perfume, for example a fine fragrance, an eau de toilette, a hydroalcoholic solution, an ethanol-free eau de toilette; a fabric care product, a body care product, a cosmetic product, a skin care product, an air care product, or a home care product, comprising a fragrance composition according to any one of claims 1 to 13, a solution according to claim 14, or a water-in-oil microemulsion according to claim 15.

17. Use of a stabilizing mixture according to any one of claims 1 to 13, a solution according to claim 14, or a water-in-oil microemulsion according to claim 15 to enhance the oxidative stability of fragrance oils in fragrance compositions or consumer products.

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