Fragrance composition containing 2,3-butanediol and / or 1,3-butanediol
The use of 2,3-butanediol and/or 1,3-butanediol in fragrance compositions addresses the solubility and olfactory impact challenges posed by ethanol phase-out, ensuring effective and transparent fragrance delivery.
Patent Information
- Application Number
- JP2025512186
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2022-09-30
- Filing Date
- 2023-08-17
- Publication Date
- 2025-08-22
AI Technical Summary
The challenge in the perfumery and cosmetic industry is to increase the solubility and olfactory impact of fragrances without using ethanol, which is being phased out due to regulatory pressures and environmental concerns, while maintaining aesthetic transparency and avoiding skin irritation.
A fragrance composition using 2,3-butanediol and/or 1,3-butanediol as solvents, creating an ethanol-free, homogeneous, and transparent solution that solubilizes high doses of fragrance components without surfactants, maintaining olfactory performance and longevity.
The solution provides a fragrance composition that maintains olfactory impact and solubility, achieving aesthetically pleasing, transparent products without ethanol, addressing regulatory and consumer demands.
Smart Images

Figure 2025527789000001_ABST
Abstract
Description
[Technical Field]
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS This application claims the benefit of priority to U.S. Provisional Patent Application No. 63 / 374,022, filed August 31, 2022, and European Patent Application No. 22198953.6, filed September 30, 2022, both of which are incorporated by reference as if set forth in their entireties herein.
[0002] The present disclosure relates to fragrance compositions, particularly fragrance compositions containing 2,3-butanediol and / or 1,3-butanediol. The present disclosure also relates to consumer products, such as leave-on products, including eau de toilette, eau de parfum, body spray, and deodorant, containing the fragrance compositions.
[0003] Background technology Increasing the solubility of fragrances or fragrance ingredients is a common problem in the perfumery and cosmetic industry. Ethanol and dipropylene glycol are common solvents for the dilution of fragrance oils and concentrates.
[0004] Controversy surrounds ethanol, particularly its use in consumer products, typically personal care products. Such debates arise due to religious beliefs, environmental impacts, and its tendency to cause skin irritation. Accordingly, a growing movement to reduce ethanol use in personal care products has been observed over the past decade. Many industries, particularly the fragrance industry, are facing potentially new CARB regulations that seek to limit the percentage of volatile organic compounds (VOCs) in personal fragrance products containing 10% or less fragrance to 50% by January 2031.
[0005] However, reducing the ethanol content in fragrance products presents challenges. One challenge is the reduction of olfactory impact, which is the effectiveness or intensity of a cosmetic ingredient in the initial moments of product performance. Ethanol is highly volatile, which helps provide olfactory impact. Replacing ethanol in a fragrance product with a less volatile solvent tends to reduce its olfactory impact, which is detrimental because olfactory impact is a very important attribute of fragrances, as it provides the first impression of the fragrance. Another challenge is the reduction in the solubility of fragrance components. Ethanol is useful for solubilizing fragrance components, many of which are lipophilic. Reducing ethanol content reduces the solubility of fragrance components, often resulting in undesirable results. These challenges are more pronounced due to the increasing consumer demand for aqueous solutions. The technical challenge of solubilizing high doses of fragrance without the need for surfactants or solubilizers to obtain aesthetically pleasing, transparent products poses another challenge.
[0006] Thus, there is a continuing need for fragrance compositions that are ethanol-free yet can elicit a desirable olfactory performance, provide desirable solubility of fragrance components, and / or be aesthetically pleasing, i.e., transparent.
[0007] Summary of the Invention The following aspects of the present disclosure seek to address one or more of the above problems.
[0008] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device, comprising: a) 2,3-butanediol and / or 1,3-butanediol, b) fragrance components; A fragrance composition comprising: The fragrance composition is an ethanol-free, homogeneous, transparent solution.
[0009] In a second aspect, the present disclosure relates to consumer products comprising the fragrance compositions described herein.
[0010] In a third aspect, the present disclosure relates to a method of enhancing or modulating the perceived olfactory impact and / or longevity of a fragrance composition, comprising adding 2,3-butanediol and / or 1,3-butanediol to fragrance components in the absence of ethanol to obtain the fragrance composition as a homogeneous, clear solution. [Brief explanation of the drawings]
[0011] [Figure 1] FIG. 1 shows a comparison of olfactory performance between a reference composition and a composition of the invention, both containing the same fragrance. [Figure 2] FIG. 1 shows the evaporation rates of fragrance components of comparative and inventive formulations according to the present disclosure. [Figure 3] FIG. 1 shows the evaporation rates of the solvent components of comparative and inventive formulations according to the present disclosure.
[0012] MODE FOR CARRYING OUT THE INVENTION As used herein, the terms "a," "an," or "the" mean "one or more" or "at least one," unless otherwise specified.
[0013] Although compositions and methods are described in terms of "comprising," "containing," or "including" various components or steps, the compositions and methods can also "consist essentially of" or "consist of" various components, materials, and steps. As used herein, the term "consisting essentially of" shall 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 "consisting essentially of" the recited components or materials do not contain additional components or materials that alter the basic and novel characteristics of the composition.
[0014] 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.
[0015] 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" is intended to include all subranges between (and including) the recited minimum value of 1 and the recited maximum value of 10, i.e., having a minimum value of 1 or more and a maximum value of 10 or less. The disclosed numerical ranges are continuous and therefore include all values between the minimum and maximum values. Unless otherwise specified, the various numerical ranges specified in this application are approximations.
[0016] As used herein, the term "about" or "approximately," unless otherwise specified, refers to an acceptable error for a particular value as determined by one of ordinary skill in the art, which 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 given value or range.
[0017] Throughout this disclosure, various publications may be incorporated by reference. If the meaning of any words in such a publication incorporated by reference conflicts with the meaning of the words in this disclosure, the meaning of the words in this disclosure shall control unless otherwise indicated.
[0018] Various chemical names and structures may be listed throughout this disclosure. Unless otherwise specified, any stereoisomers, such as enantiomers, diastereomers, anomers, epimers, etc., and geometric isomers, such as cis / trans or E / Z isomers, of the listed chemical name or structure are contemplated. 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 diastereomers, with each stereocenter having one of two different stereochemistries (i.e., R or S). Enantiomers may be characterized by their ability to rotate opposing plane-polarized light to the right, designated dextrorotatory, "(+)" or "D," or to the left, designated levorotatory, "(-)" or "L." Enantiomers may exist as racemic or scalenic mixtures. Geometric isomers refer to isomers that differ in the spatial relationship of atoms around a double bond 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 of the above-mentioned isomeric variations of the chemical names or structures listed herein are included.
[0019] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device, comprising: a) 2,3-butanediol and / or 1,3-butanediol, b) fragrance components; A fragrance composition comprising: The fragrance composition is an ethanol-free, homogeneous, transparent solution.
[0020] 2,3-butanediol and / or 1,3-butanediol may be synthesized according to known methods or may typically be obtained from commercial sources. Typically, 2,3-butanediol and / or 1,3-butanediol are obtained from commercial sources. The grade and / or manufacturer of 2,3-butanediol and / or 1,3-butanediol are not particularly limited.
[0021] In one embodiment, the fragrance composition includes 2,3-butanediol and no 1,3-butanediol. In another embodiment, the fragrance composition includes 1,3-butanediol and no 2,3-butanediol. In yet another embodiment, the fragrance composition includes both 2,3-butanediol and 1,3-butanediol.
[0022] The amount of 2,3-butanediol present in the fragrance composition is not particularly limited, however, in some embodiments, 2,3-butanediol is present in an amount of from 1% to 95% by weight, typically from 5% to 70% by weight, and more typically from 30% to 70% by weight, based on the total weight of the fragrance composition.
[0023] The amount of 1,3-butanediol present in the fragrance composition is not particularly limited, however, in some embodiments, 1,3-butanediol is present in an amount of 1% to 95% by weight, typically 5% to 70% by weight, and more typically 30% to 70% by weight, based on the total weight of the fragrance composition.
[0024] The amount of fragrance component in the fragrance composition is not particularly limited, however, in some embodiments, the fragrance component is present in an amount of from 1% to 99% by weight, typically from 5% to 95% by weight, and more typically from 30% to 70% by weight, based on the total weight of the fragrance composition.
[0025] Fragrance components may optionally include fragrance solvents. A detailed description of the nature and types of solvents commonly used in cosmetics, herein referred to as "fragrance solvents," cannot be exhaustive. However, exemplary solvents 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, available from Eastman), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, or mixtures thereof. Naturally derived solvents such as glycerol or various vegetable oils, such as palm oil, sunflower oil, or linseed oil, may also be used. Other non-limiting fragrance solvents include limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (manufactured by Exxon Chemical), or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (manufactured by Dow Chemical Company), or hydrogenated castor oil such as those known under the trademark Cremophor® RH 40 (manufactured by BASF).
[0026] The amount of perfume solvent is not particularly limited, however, in some embodiments, the perfume solvent is present in an amount of 0% to 50% by weight, typically 0.1% to 15% by weight, and more typically 0.2% to 10% by weight, based on the total weight of the fragrance components.
[0027] The fragrance composition may be free of certain solvents.
[0028] As used herein, the phrase "free of" means the absence of exogenous addition of the material modified by the phrase, and the absence of any detectable amount of the material observable by analytical techniques known to those skilled in the art, such as, for example, gas or liquid chromatography, spectrophotometry, light microscopy, and the like.
[0029] In some embodiments, the fragrance composition is free of a solvent selected from the group consisting of glycerol, isobutyric acid 1-hydroxy-2,2,4-trimethyl-3-pentyl ester, isobutyric acid-3-hydroxy-2,2,4-trimethyl-1-pentyl ester, and combinations thereof.
[0030] The fragrance components of the fragrance composition may include one or more high olfactory impact ingredients. As used herein, a high olfactory impact ingredient is an ingredient that is known to provide a high level of olfactory impact in combination with a component of the fragrance composition.
[0031] Suitable high olfactory impact ingredients include, but are not limited to: (+-)-1-methoxy-3-hexanethiol, 2-furanmethanethiol, Diallyl disulfide, 2-methoxy-3-(1-methylpropyl)pyrazine, (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2-propanethiol, (Z)-2-nonenal, 2-(methylthiomethyl)furan, 1-(pyrazinyl)-1-ethanone, methyl mercaptan, Methyl 2-methyl-3-furyl disulfide, 5-methyl-2-hepten-4-one, 1-(1,3-thiazol-2-yl)-1-ethanone, dimethyl trisulfide, (+-)-3-mercaptohexyl acetate, (Z)-4-heptenal, 3-methylbutanoic acid, 2-methoxy-3-(4-methylpentyl)pyrazine, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (+-)-4-hydroxy-2,5-dimethyl-3(2h)-furanone, 3-ethyl-2,5-dimethylpyrazine, 2-ethyl-3,5-dimethylpyrazine, (Z)-6-nonenal, (Z)-4-decenal, (2E,6Z)-2,6-nonadien-1-ol, 2-isopropyl-4-methylthiazole, 2-isopropyl-3-methoxypyrazine, trimethylamine, 4-mercapto-4-methyl-2-pentanone, (+-)-2-methylbutanoic acid, (2Z,6Z)-2,6-nonadienenitrile, (2E,6Z)-2,6-nonadienenitrile, pyrazobutyle, (+-)-2-methyldecanal, (+-)-ethyl 2-methylpentanoate, 4-methylphenylacetate, (+-)-Perhydro-4α,8Aβ-dimethyl-4a-naphthalenol, (+-)-ethyl 2-methylbutanoate, (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene, (1R,5R)-7,7-dimethyl-4-methylene-6-thiabicyclo[3.2.1]octane, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, 2-ethoxy-4-methylphenol, (3E,5Z)-1,3,5-undecatriene, 4-ethyl-2-methoxyphenol, 1-(4-methylphenyl)ethenone, Ethyl isobutyrate, 2-methoxyphenol, (4E)-4-decenal, (2E,6Z)-1,1-diethoxy-2,6-nonadiene, 4-methylphenol, Ethyl butanoate, 2-methoxy-3-methylpyrazine, 2-methoxy-6-methylpyrazine, (1R,4R)-8-mercapto-3-p-menthanone, butanoic acid, 3-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, (+-)-2-ethyl-4,4-dimethyl-1,3-oxathiane, gamma octalactone, 1-(2-pyridyl)-1-ethanone, allyl(3-methylbutoxy)acetate, (+-)-Allyl(2-methylbutoxy)acetate, (2E,6Z)-2,6-nonadienal, 2-ethyl-3-methylpyrazine, (+-)-2,6-dimethyl-5-heptenal, (2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, 10-Undecenaal, (9E)-9-undecenal, (9Z)-9-undecenal, 2,3,5-trimethylpyrazine, 2,3-pentanedione, 2-hydroxy-3-methyl-2-cyclopenten-1-one, 4-methylphenyl isobutyrate, 1-decene-4-yne, (+-)-(4Z)-4-cycloocten-1-yl methyl carbonate, Heptanal, (+-)-cis-tetrahydro-methyl-4-methylene-6-phenyl-2h-pyran, (+-)-cis-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran, (+-)-cis-3,6-dihydro-2,4-dimethyl-6-phenyl-2h-pyran, (+-)-2-methylundecanal, hexanal, 8-Isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, ethyl hexanoate, (+-)-1-octen-3-ol, (+)-(2S)-2-methylbutanoic acid, Octanal, 2,6,6-trimethyl-2-cyclohexene-1,4-dione, (1RS,2RS)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,2SR)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (+-)-ethyl 3-methyl-2-oxopentanoate, (1RS,6RS)-3,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6RS)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6SR)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde, 2-hexyl-2-cyclopenten-1-one, ethyl 4,6,6-trimethyl-1,3-cyclohexadiene-1-carboxylate, 3-phenylpropanal, (-)-(2S,4R)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran, 2-phenylethanol, (+-)-Methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, (+-)-2,4-dimethyl-4-phenyltetrahydrofuran, (E)-2-octenal, ethyl benzoate, (-)-(5R)-5-isopropenyl-2-methyl-2-cyclohexen-1-one, methyl 2-octynoate, 2-phenylpropanal, (2E)-2 hexenal, (+-)-4-Methoxy-2,5-dimethyl-3(2H)-furanone, Methyl phenylacetate (2RS,4SR)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran, (2RS,4RS)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, ethyl phenylacetate, Ethyl tricyclo[5.2.1.0.(2,6)]decane-2-carboxylate; (+-)-5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone, (+-)-2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone, 1-(2-aminophenyl)-1-ethanone, (+-)-6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, 3-Methylindole 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 3-propylphenol, (3RS,3aRS,6SR,7aSR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, (3RS,3aSR,6RS,7aRS)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, (3aRS,5aRS,8aRS,8bSR)-2,2,6,6,7,8,8-heptamethyldecahydro-2H-indeno[4,5-b]furan (4Z)-4-dodecenal, (E)-2-ethoxy-5-(1-propenyl)phenol, gamma octalactone, 1-(3-methyl-1-benzofuran-2-yl)ethenone, (+-)-1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-1-ol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-1-ol, methyl 2-aminobenzoate, 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, (3S,3aR,5R,8S,8aS)-5-isopropenyl-3,8-dimethyloctahydro-3a(1H)-azulenol, (1S,3aR,4S,7R,8aS)-7-isopropenyl-1,4-dimethyldecahydro-4-azulenol, (1S,3aR,4R,7R,8aS)-7-isopropenyl-1,4-dimethyldecahydro-4-azulenol, (1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecan-3-ol, (1R,3R,6S,7S,8S)-3-ethoxy-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecane, (E)-2-methoxy-4-(1-propenyl)phenyl acetate, 4-methoxybenzaldehyde, 5-nonanolide, (+-)-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 3-methyl-4-octanolide, (+-)-3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (+-)-4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 4-(4-hydroxyphenyl)-2-butanone, 8-isopropylquinoline, 6-isopropylquinoline, (3Z)-3,12-tridecadienenitrile, (3E)-3,12-tridecadienenitrile, (-)-(1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecan-3-ol, (+-)-1-(5-ethyl-5-methyl-1-cyclohexen-1-yl)-4-penten-1-one, (4Z)-4-dodecenal, (E)-3-phenyl-2-propenenitrile, 2-methoxy-4-(2-propen-1-yl)phenol, (+-)-4-methylene-2-phenyltetrahydro-2H-pyran, (+-)-4-methyl-6-phenyl-3,6-dihydro-2H-pyran, (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran, 2,6-dimethoxyphenol, (+-)-6-pentyltetrahydro-2H-pyran-2-one, (3S,3aS,6R,7aR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, (3R,3aS,6R,7aR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, (+-)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, (-)-(1R,3S,7R,8R,10S,13R)-5,5,7,9,9,13-hexamethyl-4,6-dioxatetracyclo[6.5.1.0(1,10).0(3,7)]tetradecane, (4E,8E)-4,8-cyclododecadien-1-one, (4E,8Z)-4,8-cyclododecadien-1-one, (4Z,8E)-4,8-cyclododecadien-1-one, 2-methoxynaphthalene, (4-methylphenoxy)acetaldehyde, perhydro-2-chromenone, (+)-2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-methylpropylpropionate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol, (2E)-2-dodecenal, ethyl 2,3-epoxy-3-phenylbutanoate, Patchouli, (+-)-(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, 5-isopropyl-2-methylphenol, 2-(3-phenylpropyl)pyridine, 4-allyl-2-methoxyphenyl acetate, 4-hydroxy-3-methoxybenzaldehyde, 1-[(1RS,2RS)-1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl]ethenone, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 1-[(1RS,2RS,8aSR)-1,2,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 2-ethyl-3-hydroxy-4(4H)-pyranone, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, 1-oxaspiro[4.5]decan-2-one, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, 4-methylphenyl 3-methylbutanoate, 2-methyl-2-pentenoic acid, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, 4-(4-methoxyphenyl)-2-butanone, 3-(4-tert-butylphenyl)propanal, (-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (+-)-5-heptyldihydro-2(3H)-furanone, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2Z)-3-methyl-5-phenyl-2-pentenenitrile, (2E)-3-methyl-5-phenyl-2-pentenenitrile, phenylacetic acid, (+)-(1R,7R)-10,10-dimethyl-tricyclo[7.1.1.0(2,7)]undec-2-en-4-one, (+-)-4-ethyloctanoic acid, (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 3-ethoxy-4-hydroxybenzaldehyde, 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, (+-)-4-nonanolide, ethyl (E)-3-phenyl-2-propenoate, (+-)-(E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethyl-7-octen-1-ol, 1,5,9-trimethyl-4,8-decadienyl acetate, Indore, 3-butylidene-1-benzo[c]furanone, Timor 1-(4-tert-butyl-3,5-dinitro-2,6-dimethylphenyl)-1-ethanone, Or any mixture thereof.
[0032] In some embodiments, the fragrance component is: 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (3E,5Z)-1,3,5-undecatriene, (4E)-4-decenal, (2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, Octanal, (1RS,2RS)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,2SR)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (+-)-Methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, ethyl benzoate, (-)-(5R)-5-isopropenyl-2-methyl-2-cyclohexen-1-one, 4-hydroxy-3-methoxybenzaldehyde, (-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (+-)-4-nonanolide, 3,7-dimethyl-6-octen-1-ol, Indoles, and any mixtures thereof The composition comprises one or more high olfactory impact ingredients selected from the group consisting of:
[0033] A fragrance component may be characterized by its average logP, which is the average of the logP values of the components of the fragrance component. As used herein, "logP" refers to the logarithm (base 10) of the partition coefficient (P), defined as the ratio of the organic (typically oil) phase concentration of a compound to the aqueous phase concentration. LogP describes the partitioning of a compound in a two-phase system consisting of octanol and water (LogP = Log(C oct / C水 )). This parameter provides an indication of the hydrophilicity / lipophilicity of a compound: the higher the LogP, the more lipophilic the compound. LogP values may be empirically determined or calculated. In some embodiments, the logP values of the components of a fragrance component are calculated. Calculated logP or C logP values can be obtained for each single perfume ingredient according to methods known to those skilled in the art. For example, C logP can be obtained according to the program EPI suite (4.0); EPA (U.S. Environmental Protection Agency) and Syracuse Research Corporation (SRC), 2000. In another example, C logP can be calculated according to the method described by Suzuki T. 1992, CHEMICAL C 2, QCPE Program No. 608, Department of Chemistry, Indiana University; Suzuki T., Kudo Y. J. Comput.-Aided Mol. Design 1990, 4, 155; Suzuki T., J. Comput.-Aided Mol. Design 1991, 5, 149. In yet another example, C log P may be determined using the application available at the following website: http: / / www.daylight.com / daycgi / clogp.
[0034] In some embodiments, the fragrance components have an average C logP of greater than 4.
[0035] In another embodiment, the fragrance component comprises at least 20% by weight of components having a C logP between 4 and 5, and at least 20% by weight of components having a C logP between 5 and 6, based on the weight of the fragrance component.
[0036] The fragrance composition may further comprise one or more solvents characterized by a logP greater than or equal to -2 and less than or equal to 2.
[0037] In certain embodiments, the fragrance composition comprises glycols, typically 1,2-alkanediols such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, and 1,2-octanediol, and 1,3-alkanediols such as 1,3-propanediol, 2-methyl-1,3-propanediol, and 3-methyl-1,3-butanediol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol, and poly(ethylene / propylene) glycol; C1-C2 citric acid; 10 Alkyl esters, typically triethyl citrate; and C3-C 10 The solvent further comprises one or more solvents characterized by a logP of ≧−2 and ≦2 selected from the group consisting of alkanols.
[0038] In some embodiments, the fragrance composition further comprises a 1,2-alkanediol, typically 1,2-pentanediol and / or 1,2-octanediol. In some embodiments, the fragrance composition further comprises a 1,2-alkanediol selected from the group consisting of 1,3-propanediol, 1,2-pentanediol, 1,2-octanediol, and mixtures thereof. In other embodiments, the fragrance composition further comprises 1,3-propanediol, 1,2-pentanediol, and 1,2-octanediol.
[0039] The amount of one or more solvents characterized by a logP of ≧−2 and ≦2 is not particularly limited. However, in one embodiment, the one or more solvents characterized by a logP of ≧−2 and ≦2 are present in an amount of 0.1% to 50% by weight, typically 0.1% to 30% by weight, and more typically 5% to 15% by weight, based on the total weight of the fragrance composition.
[0040] The fragrance composition may further comprise water.The form of water used is not particularly limited.The water used according to the present disclosure may be deionized and / or demineralized.Suitable water may be water obtained by various extraction methods known to those skilled in the art, such as distillation, or may be water obtained from natural sources, such as glaciers, springs, seas and oceans, and aquifers.
[0041] In some embodiments, water is present in an amount of from 0.1% to 99% by weight, typically from 20% to 70% by weight, more typically from 40% to 60% by weight, based on the total weight of the fragrance composition.
[0042] In some embodiments where water is present, 2,3-butanediol is present in an amount of from 1% to 90% by weight, typically from 5% to 40% by weight, more typically from 10% to 30% by weight, based on the total weight of the fragrance composition.
[0043] In another embodiment in which water is present, 1,3-butanediol is present in an amount from 1% to 90% by weight, typically from 5% to 40% by weight, more typically from 10% to 30% by weight, based on the total weight of the fragrance composition.
[0044] In yet another embodiment in which water is present, the fragrance component is present in an amount of from 1% to 50% by weight, typically from 1% to 20% by weight, more typically from 1% to 10% by weight, based on the total weight of the fragrance composition.
[0045] The present disclosure contemplates solubilizing high doses of fragrance without the need for emulsions, surfactants, or other solubilizing agents to yield an aesthetically pleasing, clear product.
[0046] Thus, in some embodiments, the fragrance composition does not contain any emulsions, surfactants, or other solubilizing agents, hi some embodiments, the fragrance composition does not contain any emulsions and / or surfactants.
[0047] The fragrance composition may further comprise a perfume adjunct.As used herein, a perfume adjunct refers to an ingredient that is used for the primary purpose of providing a pleasant effect, i.e., providing or adjusting an odor.In other words, such an adjunct must be recognized by those skilled in the art to be considered as a fragrance, not just having an odor, but also being able to provide or modify the odor of the composition in a positive or pleasant way.A perfume adjunct may provide additional benefits beyond modifying or providing an odor, such as longevity, blooming, malodor control, antibacterial effect, antiviral effect, microbial stability or pest control.
[0048] The nature and type of perfume co-ingredients do not warrant a more detailed description herein, and are in any case not 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 organoleptic effect. Generally speaking, these perfume co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfite heterocyclic compounds, and essential oils. The perfume co-ingredients can be of natural or synthetic origin. Suitable perfume co-ingredients are in any case listed in references such as S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent editions, or other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that the co-ingredients may be compounds known as pro-perfumes or pro-fragrances, known to release various types of perfume compounds in a controlled manner.
[0049] The fragrance composition may optionally include a fragrance modulator.
[0050] Fragrance modulators, also known as fixatives, are agents capable of affecting the way the odor, particularly evaporation rate and intensity, of a composition incorporating said modulator can be perceived over time by an observer or user, compared to the same perception in the absence of the modulator. In particular, modulators allow for an extended period of time over which a fragrance is perceived.
[0051] Examples of fragrance modulators suitable for use in accordance with the present disclosure include caprylyl alcohol, octanol, butyl octanol, isotridecyl alcohol, hexyldecanol, isostearyl alcohol, octyldodecanol, octyldodecanol, decyltetradecanol, tetradecyloctadecanol, PPG-20 methyl glucose ether, 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 esters ... These include, but are not limited to, hyaluronic acid disaccharide sodium salt, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether; 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.
[0052] The fragrance composition described herein may contain a solid carrier. The fragrance composition or some elements of the fragrance composition, such as fragrance components, may be chemically or physically bound. Generally, such solid carriers are used to stabilize the composition or to control the evaporation rate of the composition or some components. Solid carriers are currently used in the art, and those skilled in the art know how to achieve the desired effect. Suitable solid carriers include, but are not limited to, absorbent gums or polymers or inorganic materials, such as porous polymers, cyclodextrins, dextrins, maltodextrins, wood-based materials, organic or inorganic gels, clays, gypsum talc, or zeolites.
[0053] Other suitable solid carriers include encapsulating materials. Examples of such materials 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, and polysaccharides, and 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, alginate, carrageenan, citric acid or any water soluble solid acid, fatty alcohol or fatty acid, and mixtures thereof.
[0054] Other suitable encapsulating materials are described in reference texts known to those skilled in the art, for example, H. Scherz, Hydrokolloides: Stabilisatoren, Dickungs-und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitat, Behr's Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a process well known to those skilled in the art and can be carried out, for example, by using techniques such as spray drying, coagulation, or even extrusion; or by coating encapsulation, including coacervation and complex coacervation techniques.
[0055] Other exemplary solid carriers include core-shell capsules having resins of the aminoplast, polyamide, polyester, polyurea, or polyurethane type, 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.
[0056] Resins can be produced 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 alkylated polyamines, such as those commercially available under the Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF), can be used.
[0057] Other suitable resins are those produced by polycondensation of polyols, such as glycerol, and polyisocyanates, for example 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 (marketed under the trademark Takenate® by Mitsui Chemicals, Inc.), among which mention may be made of the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate.
[0058] The encapsulation of perfumes by polycondensation of amino resins, i.e., melamine-based resins, with aldehydes is well known in the art.Relevant publications include, but are not limited to, K. Dietrich et al., Acta Polymerica, 1989, Vol. 40, pp. 243, 325, and 683, and 1990, Vol. 41, pp. 91, and U.S. Patent No. 4,396,670, issued August 2, 1983.General knowledge in encapsulation technology is very important and cannot be comprehensive.More recent relevant publications that disclose the appropriate use of such microcapsules are represented, for example, by the article by K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, Vol. 7, pp. 8041-8054.These publications are incorporated herein by reference.
[0059] The fragrance composition may optionally include at least one perfume adjuvant.
[0060] The at least one perfume adjuvant is an ingredient capable of imparting additional benefits such as color, specific light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfume compositions is not exhaustive, but it must be mentioned that said ingredients are well known to those skilled in the art.
[0061] Exemplary perfume adjuvants include, but are not limited to, viscosity agents (e.g., surfactants, thickeners, gelling and / or rheology modifiers), stabilizers (e.g., preservatives, antioxidants, heat / light and / or buffers or chelating agents, such as BHT), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial, antimicrobial, antifungal, or anti-irritant agents), abrasives, skin cooling agents, insect repellents, ointments, vitamins, and mixtures thereof.
[0062] The fragrance compositions according to the present disclosure can be prepared according to any method known to those skilled in the art, who can perfectly design the optimal formulation for the desired effect by applying standard knowledge and concepts known to those skilled in the art and by utilizing routine optimization methodologies to mix the above-mentioned components to arrive at the desired composition.
[0063] According to the present disclosure, the fragrance composition is a homogeneous, transparent solution. As used herein, the term "homogeneous" means that all components of the composition are completely solubilized and the composition is uniform throughout. As used herein, the term "transparent" means that the composition has the property of transmitting light without appreciable light scattering. The clarity of a composition can be assessed by determining its turbidity, expressed in NTU (Nephelometric Turbidity Units), using a turbidimeter, measured in a 2.5 cm cell at 25°C and wavelengths between 400 and 600 nm. In some embodiments, the composition has a turbidity between 0 and 20 NTU.
[0064] In a second aspect, the present disclosure relates to consumer products comprising the fragrance compositions described herein.
[0065] The form of the consumer product is not particularly limited. In some embodiments, the consumer product is a fragrance, a body care product, a cosmetic preparation, a skin care product, a fabric care product, an air care product, or a home care product.
[0066] In another embodiment, the consumer product is a light fragrance, a splash, an eau de toilette, an eau de parfum, a cologne, a body mist, a body spray, a hair mist, a shave or aftershave lotion, a shampoo, a coloring preparation, a color care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, a vanishing cream, a deodorant or antiperspirant, a depilatory, a tanning or sun product, a nail product, skin cleansing, makeup, a scented soap, a shower or bath mousse, an oil or gel, a foot / hand care product, a hygiene product, a liquid or solid or unit dose detergent, a fabric softener, a solid or liquid fabric scent booster, a fabric refresher, an ironing water, 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.
[0067] In some embodiments, the consumer product comprises the fragrance composition in an amount of from 1% to 95% by weight, typically from 2% to 80% by weight, and more typically from 3% to 70% by weight, based on the total weight of the consumer product.
[0068] In some embodiments, the consumer product comprises the fragrance composition in an amount of from 1% to 30% by weight, typically from 2% to 20% by weight, and more typically from 3% to 10% by weight, based on the total weight of the consumer product.
[0069] In a third aspect, the present disclosure relates to a method of enhancing or modulating the perceived olfactory impact and / or longevity of a fragrance composition, comprising adding 2,3-butanediol and / or 1,3-butanediol to fragrance components in the absence of ethanol to obtain the fragrance composition as a homogeneous, clear solution.
[0070] Generally, combining 2,3-butanediol and / or 1,3-butanediol with fragrance components can be accomplished using any suitable method known to those skilled in the art. For example, the components can be weighed and then mixed, typically by stirring, until homogeneous. No ethanol is added.
[0071] Reference is made to the use of 2,3-butanediol and / or 1,3-butanediol to enhance or modify the perceived olfactory impact and / or longevity of a fragrance composition comprising fragrance components.
[0072] The compositions, products, methods, and uses according to the present disclosure are further illustrated by the following non-limiting examples.
[0073] Example 1. Eau de Toilette (EDT) according to the present disclosure An eau de toilette (EDT) according to the present disclosure was made by combining a fragrance ("Fragrance A") with the components and amounts summarized in Table 1 below. To obtain the composition of the present disclosure, all organic solvents were weighed and mixed in a beaker under magnetic stirring. The fragrance, typically in the form of a fragrance oil, was added to the mixture. Water was added and the solution was stirred until homogeneous. [Table 1]
[0074] "Fragrance A" had an inverted pyramid structure and contained the perfume ingredients listed in Table 2 below. [Table 2]
[0075] Example 2. Sensory panel A sensory panel was conducted to measure the olfactory performance comparing a reference EDT ("Control 1") and an EDT of the present invention ("EDT1"), both containing Fragrance A.
[0076] A Prazitherm PZ72 slide warmer was preheated to 32°C for 30 minutes. The blotter papers were placed on a precision hot plate. Using an adjustable volume pipette, 20 μl of solution was dispensed directly onto the center of the blotter paper and allowed to evaporate at 32°C. At different times (t = 0 min (fresh), 2 h, 4 h, and 6 h), randomized blotters were evaluated by seven panelists.
[0077] The methodology used was a three-way forced choice test. For each time point, panelists were presented with three samples, two of which were reference EDT ("Control 1") and one of which was the EDT1 of the present invention.
[0078] Panelists indicated which sample they perceived as higher in terms of overall strength.
[0079] hypothesis: H0: The two samples are not different.
[0080] H1: Samples with technology have greater overall strength than samples without technology.
[0081] Associated risks: H0 rejection = α risk: Risks associated with false positives, which lead to conclusions that products are different when in fact they are not.
[0082] Data were analyzed using binomial statistics.
[0083] Data interpretation: For p-values obtained at α ≤ 0.05, samples with the technique had a stronger overall strength than samples without the technique.
[0084] A trend difference was determined if the p-value obtained for α was 0.05<α≦0.10.
[0085] For p values obtained with α>0.10, the samples were not significantly different.
[0086] The results of the sensory evaluation are shown in Figure 1. Figure 1 shows a comparison of the olfactory performance between a reference EDT ("Control 1") and an EDT of the present invention ("EDT1"), both containing the same fragrance. According to the sensory panel results presented in Figure 1, after 2 and 4 hours of evaporation, the alcohol-free formulation containing 2,3-butanediol exhibited higher fragrance intensity than the classic eau de toilette formulation containing the same inverted pyramid fragrance. Furthermore, the notes were more citrusy and fresher in the fragrance evaluated in the alcohol-free formulation. The top notes were also extended. Therefore, the alcohol-free formulation containing 2,3-butanediol exhibited improved long-lasting properties compared to the reference classic eau de toilette formulation.
[0087] Example 3. Evaporation Kinetics Two formulations, one comparative ("Control 2") and one inventive ("EDT5"), were made by combining the fragrance ("Fragrance B") with the components and amounts summarized in Table 3 below. [Table 3]
[0088] "Fragrance B" contained the perfume ingredients listed in Table 4 below. [Table 4-1] [Table 4-2]
[0089] The evaporation kinetics of the inventive EDT5 was compared to that of the comparative formulation Control 2.
[0090] Evaporation was performed with a Tzero lid. A Prazitherm PZ72 slide warmer was preheated to 32°C for 30 minutes. Each crucible was placed on a precision hotplate. Using an adjustable-volume pipette, 10 μL of the fragrance formulation was dispensed directly into the center of the crucible and allowed to evaporate on the precision hotplate at 32°C for 5 minutes (considered time zero, "T0"), 15 minutes, 1 hour, 2 hours, 4 hours, and 6 hours. Triplicate sets were performed for each sample and condition tested. Once the time point was reached, each crucible was placed in a 2 mL Agilent GC vial (Agilent 5183-2068) and 500 μL of ethanol was added to stop evaporation. The vial was closed and mixed by shaking for at least 1 minute. Samples were analyzed by GC-MS direct injection.
[0091] The results are shown in Figures 2 and 3. Figure 2 shows the evaporation rates of fragrance components of the comparative and inventive formulations. Figure 3 shows the evaporation rates of solvent components of the comparative and inventive formulations. As shown in Figure 2, the results of the evaporation kinetics evaluation highlight the ability of alcohol-free perfume formulations containing 2,3-butanediol (solid pattern) to improve long-lasting properties by reducing the evaporation rate of fragrance components. This effect was perceptible after 15 minutes of evaporation. Interestingly, as shown in Figure 3, the solvent area in the inventive alcohol-free formulation indicates that 2,3-butanediol itself evaporates more quickly than other diols.
[0092] Example 4. Solubility The solubilities of various fragrance components with different proportions of various logP components were determined in different ethanol-free bases. Generally, the ethanol-free base was placed in a beaker. Under magnetic stirring, the fragrance components were added dropwise until heterogeneity and / or turbidity appeared. The mass of the added fragrance components was recorded and the solubility was calculated. The ethanol-free bases, including the comparative base, are summarized in Tables 5a and 5b, and the fragrance components are summarized in Table 6 below. [Table 5-1] [Table 5-2] [Table 6]
[0093] 9 g of ethanol-free base was placed in a beaker. Under magnetic stirring, the fragrance components were added dropwise until heterogeneity and / or turbidity appeared. The solubility results are shown in Tables 7a and 7b below. [Table 7-1] [Table 7-2]
[0094] In particular, as shown in Table 7a, the solubility of F5 in the formulations of the present invention containing 2,3-butanediol and optionally 1,3-butanediol was significantly higher than in the control formulation. Similarly, as shown in Table 7b, the solubility of F5 in the formulations of the present invention containing 1,3-butanediol was significantly higher than in the control formulation without 1,3-butanediol. This indicates that the formulations of the present invention provide higher solubility for fragrance components with an average logP of 4 or greater.
[0095] Compared to Control 4, which contains neither 2,3-butanediol nor 1,3-butanediol, all of the inventive formulations (GCP, BGCP, BGCP-2, ZGCP, BCP) provide better fragrance solubility. The addition of 2,3-butanediol or 1,3-butanediol improves fragrance solubility. LogP is an important parameter for solubilization. Fragrances with high LogP are expected to be more difficult to solubilize in aqueous formulations. The inventive formulations were able to solubilize much more fragrance than Control 3 and Control 4, as was the case for F5, which had the highest average LogP (>4).
[0096] Example 5. Exemplary Compositions Exemplary compositions (BW, BGW, and GW) according to the present disclosure were made by combining phenylethyl alcohol, a commonly used perfume raw material, using the components and amounts summarized in Table 8 below. To obtain the compositions, the solvents were weighed and mixed in a beaker under magnetic stirring. Phenylethyl alcohol was added to the mixture. Water was then added, and the solution was stirred until homogeneous. [Table 8]
[0097] 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 to the extent that they are included in the appended claims.
[0098] Thus, the exemplary embodiments described herein are well adapted to achieve the objects and advantages mentioned, as well as those inherent therein. The particular embodiments disclosed above are illustrative only, as the exemplary embodiments described herein may be modified and practiced in different but equivalent manners 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 illustratively disclosed herein may suitably be practiced in the absence of any element not specifically disclosed herein and / or any optional element disclosed herein.
Claims
1. at least a) 2,3-butanediol and / or 1,3-butanediol, b) fragrance components; A fragrance composition comprising: A fragrance composition that is an ethanol-free, homogeneous, transparent solution.
2. 2. The fragrance composition of claim 1, comprising 2,3-butanediol and no 1,3-butanediol; 1,3-butanediol and no 2,3-butanediol; or both 2,3-butanediol and 1,3-butanediol.
3. 3. A fragrance composition according to claim 1 or 2, wherein 2,3-butanediol is present in an amount of from 1% to 95% by weight, typically from 5% to 70% by weight, more typically from 30% to 70% by weight, based on the total weight of the fragrance composition.
4. 4. A fragrance composition according to any one of claims 1 to 3, wherein 1,3-butanediol is present in an amount of from 1% to 95% by weight, typically from 5% to 70% by weight, more typically from 30% to 70% by weight, relative to the total weight of the fragrance composition.
5. 5. A fragrance composition according to any one of claims 1 to 4, wherein the fragrance component is present in an amount of from 1% to 99% by weight, typically from 5% to 95% by weight, more typically from 30% to 70% by weight, relative to the total weight of the fragrance composition.
6. 6. A fragrance composition according to any one of claims 1 to 5, wherein the fragrance component optionally comprises perfume solvent, typically in an amount of from 0% to 50% by weight, typically from 0.1% to 15% by weight, more typically from 0.2% to 10% by weight, relative to the total weight of the fragrance component.
7. 7. The fragrance composition of claim 1, wherein the fragrance component comprises one or more high olfactory impact ingredients.
8. 8. The fragrance composition of claim 1, wherein the fragrance components have an average C log P of greater than 4.
9. 9. A fragrance composition according to any one of claims 1 to 8, wherein the fragrance component comprises at least 20% by weight, relative to the weight of the fragrance component, of components having a C log P between 4 and 5, and at least 20% by weight of components having a C log P between 5 and 6.
10. 10. The fragrance composition of any one of claims 1 to 9, which is free of a solvent selected from the group consisting of glycerol, isobutyric acid 1-hydroxy-2,2,4-trimethyl-3-pentyl ester, isobutyric acid-3-hydroxy-2,2,4-trimethyl-1-pentyl ester, and combinations thereof.
11. 8. A fragrance composition according to any one of claims 1 to 7, which is free of emulsions and / or surfactants.
12. 12. A fragrance composition according to any one of claims 1 to 11, further comprising water.
13. 13. The fragrance composition of claim 12, wherein the water is present in an amount of from 0.1% to 99% by weight, typically from 20% to 70% by weight, more typically from 40% to 60% by weight, relative to the total weight of the fragrance composition.
14. 14. A fragrance composition according to claim 12 or 13, wherein 2,3-butanediol is present in an amount of from 1% to 90% by weight, typically from 5% to 40% by weight, more typically from 10% to 30% by weight, relative to the total weight of the fragrance composition.
15. 15. A fragrance composition according to any one of claims 12 to 14, wherein 1,3-butanediol is present in an amount of from 1% to 90% by weight, typically from 5% to 40% by weight, more typically from 10% to 30% by weight, relative to the total weight of the fragrance composition.
16. 16. A fragrance composition according to any one of claims 12 to 15, wherein the fragrance component is present in an amount of from 1% to 50% by weight, typically from 1% to 20% by weight, more typically from 1% to 10% by weight, relative to the total weight of the fragrance composition.
17. 17. A fragrance composition according to any one of claims 1 to 16, further comprising one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2.
18. The one or more solvents characterized by a log P of -2 or greater and 2 or less are selected from the group consisting of glycols, typically 1,2-alkanediols such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, and 1,2-octanediol, and 1,3-alkanediols such as 1,3-propanediol, 2-methyl-1,3-propanediol, and 3-methyl-1,3-butanediol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol, and poly(ethylene / propylene) glycol; and citric acid. 1 ~C 10 Alkyl esters, typically triethyl citrate; and C 3 ~C 10 18. The fragrance composition of claim 17, wherein the aromatic hydrocarbon is selected from the group consisting of alkanols.
19. A consumer product comprising a fragrance composition according to any one of claims 1 to 18.
20. 20. The consumer product of claim 19, which is a fragrance, a body care product, a cosmetic preparation, a skin care product, a fabric care product, an air care product, or a home care product.
21. 21. The consumer product of claim 19 or 20, which is a light fragrance, splash, eau de toilette, eau de parfum, cologne, body mist, body spray, hair mist, shave or aftershave lotion, shampoo, coloring preparation, color care product, hair shaping product, dental care product, disinfectant, intimate care product, hair spray, vanishing cream, deodorant or antiperspirant, depilatory, tanning or sun product, nail product, skin cleansing, make-up, scented soap, shower or bath mousse, oil or gel, foot / hand care product, hygiene product, liquid or solid or unit dose detergent, fabric softener, solid or liquid fabric scent booster, fabric refresher, ironing water, deodorizer, "ready to use" powder deodorizer, mold remover, furniture care product, wipe, dish detergent or hard surface cleaner, leather care product, or car care product.
22. 1. A method for enhancing or modulating the perceived olfactory impact and / or longevity of a fragrance composition, comprising the step of adding 2,3-butanediol and / or 1,3-butanediol to fragrance components in the absence of ethanol to obtain said fragrance composition as a homogeneous, clear solution.
23. Use of 2,3-butanediol and / or 1,3-butanediol to enhance or modify the perceived olfactory impact and / or long-lasting properties of a fragrance composition comprising fragrance components.