Fragrance composition containing 2, 3-butanediol and / or 1, 3-butanediol

Abstract

The present disclosure relates to a fragrance composition, in particular to a fragrance composition comprising 2, 3-butanediol and / or 1, 3-butanediol. The disclosure also relates to consumer products containing the fragrance composition, such as resident products, such as light perfumes, light essences, body spices, body perfumes, and the like.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to U.S. Provisional Application No. 63 / 374,022, filed on August 31, 2022, and European Application No. 22198953.6, filed on September 30, 2022, both of which are incorporated herein by reference as if set forth in their entirety. Technical Field

[0003] The present disclosure relates to fragrance compositions, in particular to fragrance compositions comprising 2,3-butylene glycol and / or 1,3-butylene glycol. The present disclosure also relates to consumer products containing the fragrance compositions, such as leave-on products, such as eau de toilette, eau de parfum, body spray, deodorant, etc. Background Art

[0004] Improving the solubility of fragrances or fragrance ingredients is a daily challenge faced by the perfumery and cosmetics industry. Ethanol and dipropylene glycol are commonly used solvents for diluting fragrance oils and concentrates.

[0005] Ethanol, in particular, is controversial for use in consumer products, especially personal care products. This controversy is due to religious beliefs, environmental impacts, and a tendency to cause skin irritation. As a result, over the past decade, there has been a growing trend toward reducing the use of ethanol in personal care products. Many industries, especially the fragrance industry, are facing a potential new CARB regulation that seeks to limit the percentage of volatile organic compounds (VOCs) in personal fragrance products with a fragrance content of ≤10% to 50% by January 2031.

[0006] However, there are challenges in reducing the ethanol content in fragrance products. One challenge is the reduced olfactory impact, which is the effectiveness or intensity of the fragrance raw materials at the first moment of product performance. Since ethanol is very volatile, it helps to provide olfactory impact. Replacing ethanol with less volatile solvents in fragrance products tends to reduce its olfactory effect, which is unfavorable because impact is a very important feature of fragrance because it provides the first impression of the fragrance. Another challenge is the reduction in solubility of the components in the fragrance. Ethanol can be used to dissolve fragrance components, many of which are lipophilic. Reducing ethanol will lead to a reduction in the solubility of fragrance components, often resulting in undesirable results. These challenges become more apparent as consumer demand for water-based solutions continues to increase. The technical issue of dissolving high doses of fragrance to obtain a beautiful, transparent product without any surfactants or solubilizers becomes another challenge.

[0007] Thus, there continues to be a need for fragrance compositions that are free of ethanol but are able to elicit a desired olfactory profile, provide desired fragrance component solubility, and / or aesthetics (ie, clarity). Summary of the invention

[0008] The following aspects of the present disclosure are directed to addressing one or more of the above-mentioned issues.

[0009] In a first aspect, the present disclosure relates to a fragrance composition comprising at least:

[0010] a) 2,3-butanediol and / or 1,3-butanediol, and

[0011] b) fragrance components,

[0012] The fragrance composition does not contain ethanol and is a uniform and transparent solution.

[0013] In a second aspect, the present disclosure is directed to a consumer product comprising the fragrance composition described herein.

[0014] In a third aspect, the present disclosure relates to a method for enhancing or adjusting the perceived olfactory impact and / or persistence of a fragrance composition, the method comprising adding 2,3-butanediol and / or 1,3-butanediol to a fragrance component in the absence of ethanol to obtain a fragrance composition in the form of a homogeneous transparent solution. BRIEF DESCRIPTION OF THE DRAWINGS

[0015] Figure 1 Shown is a comparison of the olfactory performance between a reference composition and a composition according to the invention, both containing the same fragrance.

[0016] Figure 2 The evaporation rates of the fragrance components of a comparative formulation according to the invention and a formulation according to the invention are shown.

[0017] Figure 3 The evaporation rates of the solvent components of a comparative formulation according to the invention and a formulation according to the invention are shown. DETAILED DESCRIPTION

[0018] As used herein, the terms "a", "an" or "the" mean "one or more" or "at least one" unless otherwise specified.

[0019] Although compositions and methods are described in terms of "comprising," "containing," or "including" various components or steps, compositions and methods may also "consist essentially of" or "consist of" the various components, materials, and steps. As used herein, the term "consist essentially of" should be interpreted as including the listed components, materials, or steps and such additional components, materials, or steps that do not materially affect the basic and novel properties of the composition or method. In some embodiments, a composition "consisting essentially of" according to an embodiment of the present disclosure does not include any additional components or materials that change the basic and novel properties of the composition.

[0020] 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 specification belongs.

[0021] It should be understood that any numerical range described herein is intended to include all subranges contained therein. For example, a range of "1 to 10" is intended to include all subranges between the stated minimum value of 1 and the stated maximum value of 10; that is, having a minimum value equal to or greater than 1 and a maximum value equal to or less than 10. Since the disclosed numerical ranges are continuous, they include every value between the minimum and maximum values. Unless otherwise expressly stated, the various numerical ranges specified in this application are approximate.

[0022] As used herein, unless otherwise indicated, the term "about" or "approximately" refers to the acceptable error of a particular value determined by one skilled in the art, which depends in part on how the value is measured or determined. In certain embodiments, the term "about" or "approximately" refers to within 1, 2, 3, or 4 standard deviations. In certain embodiments, the term "about" or "approximately" refers to 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.

[0023] Throughout this disclosure, various publications may be incorporated by reference. If the meaning of any term in these publications incorporated by reference conflicts with the meaning of the term in this disclosure, the meaning of the term in this disclosure takes precedence unless otherwise stated.

[0024] In the entire disclosure, various chemical names and structures can be listed. Unless otherwise stated, any stereoisomers of the listed chemical names or structures are considered, such as enantiomers, diastereomers, anomers, epimers, etc.; and geometric isomers, such as cis / trans or E / Z isomers. It will be understood by those of ordinary skill in the art that stereoisomers can have a stereocenter, thereby producing enantiomers, or have multiple stereocenters, thereby producing diastereomers, each stereocenter having one of two different stereochemicals (i.e., R or S). Enantiomers are characterized in that they can rotate the oncoming plane polarized light to the right, referred to as right-handed, "(+)" or "D", or rotate to the left, referred to as left-handed, "(-)" or "L". Enantiomers can exist as racemic mixtures or non-racemic (scalemic, ratio optical rotation) mixtures. Geometric isomers refer to isomers that differ in the spatial relationship of atoms around a double bond and are usually designated as E or Z as commonly understood in the chemical art. Geometric isomers may also exist as a mixture of E and Z isomers. All such isomeric variations of the chemical names or structures described herein are included.

[0025] In a first aspect, the present invention relates to a fragrance composition comprising at least:

[0026] a) 2,3-butanediol and / or 1,3-butanediol, and

[0027] b) fragrance components,

[0028] The fragrance composition does not contain ethanol and is a uniform and transparent solution.

[0029] 2,3-Butanediol and / or 1,3-Butanediol can be synthesized according to known methods, or generally obtained from commercial sources. Generally, 2,3-Butanediol and / or 1,3-Butanediol are obtained from commercial sources. The grade and / or source of 2,3-Butanediol and / or 1,3-Butanediol are not particularly limited.

[0030] In one embodiment, the fragrance composition comprises 2,3-butanediol but not 1,3-butanediol. In another embodiment, the fragrance composition comprises 1,3-butanediol but not 2,3-butanediol. In yet another embodiment, the fragrance composition comprises both 2,3-butanediol and 1,3-butanediol.

[0031] The amount of 2,3-butanediol present in the fragrance composition is not particularly limited. However, in some embodiments, the amount of 2,3-butanediol present is 1% to 95% by weight relative to the total weight of the fragrance composition, typically 5% to 70%, more typically 30% to 70%.

[0032] The amount of 1,3-butylene glycol present in the fragrance composition is not particularly limited. However, in some embodiments, the amount of 1,3-butylene glycol present is 1% to 95% by weight relative to the total weight of the fragrance composition, typically 5% to 70%, more typically 30% to 70%.

[0033] The amount of the fragrance component present in the fragrance composition is not particularly limited. However, in one embodiment, the fragrance component is present in an amount of 1% to 99% by weight relative to the total weight of the fragrance composition, typically 5% to 95%, more typically 30% to 70%.

[0034] The fragrance component may optionally include a fragrance solvent. A detailed description of the properties and types of solvents commonly used in the fragrance industry (referred to herein as "fragrance solvents") is not exhaustive. However, exemplary solvents include, but are not limited to, solvents such as glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriol triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetoxyprop-2-yl acetate, diethyl phthalate, isopropyl myristate, (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 sold under the trademark Those known (source: Exxon Chemical), or glycol ethers and glycol ether esters, such as those sold under the trademark Those known as castor oil (source: Dow Chemical Company), or hydrogenated castor oil, for example, sold under the trademark RH 40 Those known per se (source: BASF).

[0035] The amount of fragrance solvent is not particularly limited. However, in some embodiments, the fragrance solvent is present in an amount of 0% to 50% by weight relative to the total weight of the fragrance component, typically 0.1% to 15%, more typically 0.2% to 10%.

[0036] The fragrance composition may be free of certain solvents.

[0037] As used herein, the phrase "free of" means that there is no external addition of the material modified by the phrase, and there is no 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, optical microscopy, etc.

[0038] In one embodiment, the fragrance composition is free of solvents selected from the group consisting of glycerol, 1-hydroxy-2,2,4-trimethyl-3-pentyl isobutyrate, 3-hydroxy-2,2,4-trimethyl-1-pentyl isobutyrate, and combinations thereof.

[0039] The fragrance component 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 has been found to provide a high level of olfactory impact when used in combination with the components of the fragrance composition.

[0040] Suitable high olfactory impact ingredients include, but are not limited to:

[0041] (+-)-1-methoxy-3-hexanethiol,

[0042] 2-Furanmethylthiol,

[0043] Diallyl disulfide,

[0044] 2-Methoxy-3-(1-methylpropyl)pyrazine,

[0045] (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2-propanethiol, (Z)-2-nonenal,

[0046] 2-(Methylthiomethyl)furan,

[0047] 1-(Pyrazinyl)-1-ethanone,

[0048] Methyl mercaptan,

[0049] Methyl 2-methyl-3-furyl disulfide, 5-methyl-2-hepten-4-one,

[0050] 1-(1,3-thiazol-2-yl)-1-ethanone,

[0051] Dimethyl trisulfide,

[0052] (+-)-3-Mercaptohexyl acetate,

[0053] (Z)-4-Heptenal,

[0054] 3-Methylbutyric acid,

[0055] 2-Methoxy-3-(4-methylpentyl)pyrazine, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde,

[0056] (+-)-4-Hydroxy-2,5-dimethyl-3(2h)-furanone, 3-ethyl-2,5-dimethylpyrazine, 2-ethyl-3,5-dimethylpyrazine,

[0057] (Z)-6-nonenal,

[0058] (Z)-4-Decenal,

[0059] (2E,6Z)-2,6-nonadien-1-ol, 2-isopropyl-4-methylthiazole,

[0060] 2-Isopropyl-3-methoxypyrazine,

[0061] Trimethylamine,

[0062] 4-Mercapto-4-methyl-2-pentanone,

[0063] (+-)-2-Methylbutyric acid,

[0064] (2Z,6Z)-2,6-nonadienenitrile,

[0065] (2E,6Z)-2,6-nonadienenitrile,

[0066] Butylpyrazole (pyrazobutyle),

[0067] (+-)-2-Methyldecanal,

[0068] 2-Methylpentanoic acid (+-)-ethyl ester,

[0069] 4-Methylphenyl acetate,

[0070] (+-)-Perhydro-4α,8Aβ-dimethyl-4a-naphthol,

[0071] 2-Methylbutyric acid (+-)-ethyl ester,

[0072] (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene,

[0073] (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,

[0074] (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene,

[0075] (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, 2-ethoxy-4-methylphenol,

[0076] (3E,5Z)-1,3,5-undecatriene,

[0077] 4-Ethyl-2-methoxyphenol,

[0078] 1-(4-Methylphenyl) ketene,

[0079] Ethyl isobutyrate,

[0080] 2-Methoxyphenol,

[0081] (4E)-4-Decenal,

[0082] (2E,6Z)-1,1-diethoxy-2,6-nonadiene,

[0083] 4-Methylphenol,

[0084] Ethyl butyrate,

[0085] 2-Methoxy-3-methylpyrazine,

[0086] 2-Methoxy-6-methylpyrazine,

[0087] (1R,4R)-8-Mercapto-3-menthone,

[0088] Butyric acid,

[0089] 3-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal,

[0090] (+-)-2-ethyl-4,4-dimethyl-1,3-oxathiinane,

[0091] γ-octanolactone,

[0092] 1-(2-Pyridyl)-1-ethanone,

[0093] Allyl (3-methylbutoxy)acetate,

[0094] (2-Methylbutoxy)acetic acid (+-)-allyl ester,

[0095] (2E,6Z)-2,6-nonadienal,

[0096] 2-Ethyl-3-methylpyrazine,

[0097] (+-)-2,6-dimethyl-5-heptenal,

[0098] (2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, 10-undecenal,

[0099] (9E)-9-Undecenal,

[0100] (9Z)-9-Undecenal,

[0101] 2,3,5-Trimethylpyrazine,

[0102] 2,3-Pentanedione,

[0103] 2-Hydroxy-3-methyl-2-cyclopenten-1-one,

[0104] 4-Methylphenyl isobutyrate,

[0105] 1-Decen-4-yne,

[0106] (+-)-(4Z)-4-cycloocten-1-yl methyl carbonate,

[0107] Heptanal,

[0108] (+-)-cis-tetrahydromethyl-4-methylene-6-phenyl-2h-pyran,

[0109] (+-)-cis-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran,

[0110] (+-)-cis-3,6-dihydro-2,4-dimethyl-6-phenyl-2h-pyran,

[0111] (+-)-2-Methylundecanal,

[0112] Hexanal,

[0113] 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde,

[0114] Ethyl hexanoate,

[0115] (+-)-1-octen-3-ol,

[0116] (+)-(2S)-2-Methylbutanoic acid,

[0117] Octanal,

[0118] 2,6,6-Trimethyl-2-cyclohexene-1,4-dione,

[0119] (1RS,2RS)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde,

[0120] (1RS,2SR)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde,

[0121] 3-Methyl-2-oxopentanoic acid (+-)-ethyl ester,

[0122] (1RS,6RS)-3,6-dimethyl-3-cyclohexene-1-carbaldehyde,

[0123] (1RS,6RS)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde,

[0124] (1RS,6SR)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde,

[0125] 2-Hexyl-2-cyclopenten-1-one,

[0126] 4,6,6-Trimethyl-1,3-cyclohexadiene-1-carboxylic acid ethyl ester,

[0127] 3-phenylpropanal,

[0128] (-)-(2S,4R)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran, 2-phenylethanol,

[0129] 2,2-Dimethyl-6-methylidenecyclohexanecarboxylic acid (+-)-methyl ester,

[0130] (+-)-2,4-dimethyl-4-phenyltetrahydrofuran,

[0131] (E)-2-octenal,

[0132] Ethyl benzoate,

[0133] (-)-(5R)-5-isopropenyl-2-methyl-2-cyclohexen-1-one, 2-octynoic acid methyl ester,

[0134] 2-phenylpropanal,

[0135] (2E)-2-Hexenal,

[0136] (+-)-4-methoxy-2,5-dimethyl-3(2H)-furanone,

[0137] Methyl phenylacetate,

[0138] (2RS,4SR)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran,

[0139] (2RS,4RS)-4-methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal,

[0140] Ethyl phenylacetate,

[0141] Ethyl tricyclo[5.2.1.0.(2,6)]decane-2-carboxylate;

[0142] (+-)-5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone,

[0143] (+-)-2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone,

[0144] 1-(2-aminophenyl)-1-ethanone,

[0145] (+-)-6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, 3-methylindole,

[0146] 7-Methyl-2H-1,5-benzodioxepin-3(4H)-one, 3-propylphenol,

[0147] (3RS,3aRS,6SR,7aSR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one,

[0148] (3RS,3aSR,6RS,7aRS)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one,

[0149] (3aRS,5aRS,8aRS,8bSR)-2,2,6,6,7,8,8-heptamethyldecahydro-2H-indeno[4,5-b]furan

[0150] (4Z)-4-dodecenal,

[0151] (E)-2-ethoxy-5-(1-propenyl)phenol,

[0152] γ-Octyl lactone,

[0153] 1-(3-methyl-1-benzofuran-2-yl)ene ketone,

[0154] (+-)-1-(5-propyl-1,3-benzodioxol-2-yl) ketene,

[0155] (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-1-ol,

[0156] (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-1-ol,

[0157] 2-aminobenzoic acid methyl ester,

[0158] 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one,

[0159] 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one,

[0160] (3S,3aR,5R,8S,8aS)-5-isopropenyl-3,8-dimethyloctahydro-3a(1H)-azulenol,

[0161] (1S,3aR,4S,7R,8aS)-7-isopropenyl-1,4-dimethyldecahydro-4-azulenol,

[0162] (1S,3aR,4R,7R,8aS)-7-isopropenyl-1,4-dimethyldecahydro-4-azulenol,

[0163] (1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecane-3-ol,

[0164] (1R,3R,6S,7S,8S)-3-ethoxy-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecane,

[0165] (E)-2-methoxy-4-(1-propenyl)phenyl acetate,

[0166] 4-Methoxybenzaldehyde,

[0167] 5-Nonanolactone,

[0168] (+-)-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol,

[0169] 3-Methyl-4-octanolactone,

[0170] (+-)-3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde,

[0171] (+-)-4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde,

[0172] (-)-(2E)-2-Ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol

[0173] 4-(4-Hydroxyphenyl)-2-butanone,

[0174] 8-Isopropylquinoline,

[0175] 6-Isopropylquinoline,

[0176] (3Z)-3,12-Tridecadienenitrile,

[0177] (3E)-3,12-Tridecadienenitrile,

[0178] (-)-(1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.0~3,8~]undecane-3-ol,

[0179] (+-)-1-(5-ethyl-5-methyl-1-cyclohexen-1-yl)-4-penten-1-one,

[0180] (4Z)-4-dodecenal,

[0181] (E)-3-phenyl-2-acrylonitrile,

[0182] 2-Methoxy-4-(2-propen-1-yl)phenol,

[0183] (+-)-4-Methylene-2-phenyltetrahydro-2H-pyran,

[0184] (+-)-4-methyl-6-phenyl-3,6-dihydro-2H-pyran,

[0185] (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran,

[0186] 2,6-Dimethoxyphenol,

[0187] (+-)-6-pentyltetrahydro-2H-pyran-2-one,

[0188] (3S,3aS,6R,7aR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one,

[0189] (3R,3aS,6R,7aR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one,

[0190] (+-)-2-methyl-3-[4-(2-methyl-2-n-propyl)phenyl]propanal,

[0191] (-)-(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,

[0192] (4E,8E)-4,8-cyclododecadien-1-one,

[0193] (4E,8Z)-4,8-cyclododecadien-1-one,

[0194] (4Z,8E)-4,8-cyclododecadien-1-one,

[0195] 2-Methoxynaphthalene,

[0196] (4-Methylphenoxy)acetaldehyde,

[0197] Perhydro-2-benzopyrone,

[0198] (+)-2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-methylpropyl propionate,

[0199] 2,4-dihydroxy-3,6-dimethylbenzoic acid methyl ester,

[0200] (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol,

[0201] (2E)-2-Dodecenal,

[0202] 2,3-Epoxy-3-phenylbutyric acid ethyl ester,

[0203] Patchouli,

[0204] (+-)-(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one,

[0205] 5-Isopropyl-2-methylphenol,

[0206] 2-(3-phenylpropyl)pyridine,

[0207] 4-allyl-2-methoxyphenyl acetate,

[0208] 4-Hydroxy-3-methoxybenzaldehyde,

[0209] 1-[(1RS,2RS)-1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthyl]ethylene ketone,

[0210] 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethylene ketone,

[0211] 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl]ethylene ketone,

[0212] 1-[(1RS,2RS,8aSR)-1,2,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl]ethylene ketone,

[0213] 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl]ethylene ketone,

[0214] 2-ethyl-3-hydroxy-4(4H)-pyrone,

[0215] (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one,

[0216] 1-Oxaspiro[4.5]decan-2-one,

[0217] 3-[4-(2-Hydroxy-2-methylpropyl)phenyl]propanal,

[0218] 4-Methylphenyl 3-methylbutyrate,

[0219] 2-Methyl-2-pentenoic acid,

[0220] 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one,

[0221] 4-(4-methoxyphenyl)-2-butanone,

[0222] 3-(4-tert-Butylphenyl)propanal,

[0223] (-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan,

[0224] (+-)-5-heptyldihydro-2(3H)-furanone,

[0225] 2-methoxy-4-[(1E)-1-propen-1-yl]phenol,

[0226] (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one,

[0227] (2Z)-3-methyl-5-phenyl-2-pentenenitrile,

[0228] (2E)-3-methyl-5-phenyl-2-pentenenitrile,

[0229] Phenylacetic acid,

[0230] (+)-(1R,7R)-10,10-dimethyl-tricyclo[7.1.1.0(2,7)]undec-2-en-4-one,

[0231] (+-)-4-Ethyloctanoic acid,

[0232] (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxane,

[0233] 3-Ethoxy-4-hydroxybenzaldehyde,

[0234] 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone,

[0235] 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal,

[0236] 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal,

[0237] 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal,

[0238] (+-)-4-nonalactone,

[0239] (E)-3-phenyl-2-propenoic acid ethyl ester,

[0240] (+-)-(E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one,

[0241] 3,7-Dimethyl-6-octen-1-ol,

[0242] 3,7-Dimethyl-7-octen-1-ol,

[0243] 1,5,9-Trimethyl-4,8-decadienyl acetate,

[0244] Indole,

[0245] 3-Butylidene-1-benzo[c]furanone,

[0246] Thymol,

[0247] 1-(4-tert-butyl-3,5-dinitro-2,6-dimethylphenyl)-1-ethanone,

[0248] or any mixture thereof.

[0249] In one embodiment, the fragrance component comprises one or more high olfactory impact ingredients selected from the group consisting of:

[0250] 2,6,6-Trimethyl-1,3-cyclohexadiene-1-carbaldehyde,

[0251] (3E,5Z)-1,3,5-undecatriene,

[0252] (4E)-4-Decenal,

[0253] (2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one,

[0254] Octanal,

[0255] (1RS,2RS)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde,

[0256] (1RS,2SR)-2,4-dimethyl-3-cyclohexene-1-carbaldehyde,

[0257] 2,2-Dimethyl-6-methylenecyclohexanecarboxylic acid (+-)-methyl ester,

[0258] Ethyl benzoate,

[0259] (-)-(5R)-5-isopropenyl-2-methyl-2-cyclohexen-1-one,

[0260] 4-Hydroxy-3-methoxybenzaldehyde,

[0261] (-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan,

[0262] (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxane,

[0263] (+-)-4-nonalactone,

[0264] 3,7-Dimethyl-6-octen-1-ol,

[0265] Indole, and any mixture thereof.

[0266] A fragrance component can be characterized by an average log P, which is the average of the log P values ​​of the individual components of the fragrance component. As used herein, "log P" refers to the logarithm (base 10) of the partition coefficient (P), which is defined as the ratio of the organic phase (usually oil) to the aqueous phase concentration of a compound. Log P describes the partition coefficient of a compound in a two-phase system consisting of octanol and water (Log P = Log (C 辛醇 / C 水)). This parameter provides a measure of the hydrophilic / lipophilic properties of a compound: the higher the Log P, the more lipophilic the compound is. The Log P value can be determined empirically or calculated. In some embodiments, the log P values ​​of the components of the fragrance composition are calculated. The calculated log P or C log P can be obtained for each single perfuming ingredient according to methods known to those of ordinary skill in the art. For example, C log P can be obtained according to the program EPI suite (4.0); EPA (US Environmental Protection Agency) and Syracuse Research Corporation (SRC), 2000. In another example, C log P can be calculated according to the method described in Suzuki T. 1992, CHEMICALC 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 an application provided by the following website: http: / / www.daylight.com / daycgi / clogp.

[0267] In one embodiment, the fragrance components have an average C log P of greater than 4.

[0268] In another embodiment, the fragrance component comprises at least 20 wt% of ingredients having a C log P of 4 to 5 and at least 20 wt% of ingredients having a C log P of 5 to 6, relative to the weight of the fragrance component.

[0269] The fragrance composition may further comprise one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2.

[0270] In one embodiment, the fragrance composition further comprises one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2 selected from the group consisting of: diols, typically 1,2-alkane diols, such as 1,2-propylene glycol, 1,2-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol; and 1,3-alkane diols, such as 1,3-propylene glycol, 2-methyl-1,3-propylene glycol and 3-methyl-1,3-butylene glycol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol and poly(ethylene / propylene) glycol; C1-C10 Alkyl esters, typically triethyl citrate; and C3-C 10 Alkyl alcohol.

[0271] In one embodiment, the fragrance composition further comprises a 1,2-alkanediol, typically 1,2-pentanediol and / or 1,2-octanediol. In one embodiment, 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 another embodiment, the fragrance composition further comprises 1,3-propanediol, 1,2-pentanediol, and 1,2-octanediol.

[0272] The amount of the one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2 is not particularly limited. However, in one embodiment, the one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2 are present in an amount of 0.1% to 50% by weight, typically 0.1% to 30%, more typically 5% to 15% relative to the total weight of the fragrance composition.

[0273] The fragrance composition may also contain water. The form of the water used is not particularly limited. The water used according to the present disclosure may be deionized water and / or demineralized water. Suitable water may be water obtained by various extraction methods known to those skilled in the art, such as distillation, or from natural water sources, such as glaciers, springs, seas, oceans, and aquifers.

[0274] In one embodiment, water is present in an amount of 0.1% to 99% by weight, typically 20% to 70%, more typically 40% to 60% by weight relative to the total weight of the fragrance composition.

[0275] In embodiments where water is present, 2,3-butanediol is present in an amount of 1% to 90% by weight, typically 5% to 40%, more typically 10% to 30% by weight relative to the total weight of the fragrance composition.

[0276] In another embodiment where water is present, 1,3-butanediol is present in an amount of 1% to 90% by weight, typically 5% to 40%, more typically 10% to 30% by weight relative to the total weight of the fragrance composition.

[0277] In another embodiment where water is present, the fragrance component is present in an amount of 1% to 50% by weight, typically 1% to 20%, more typically 1% to 10% by weight relative to the total weight of the fragrance composition.

[0278] The present disclosure contemplates dissolving high doses of fragrance to obtain an aesthetically pleasing, clear product without the need for any emulsions, surfactants or other solubilizers.

[0279] Thus, in some embodiments, the fragrance composition does not contain any emulsions, surfactants or other solubilizing agents. In one embodiment, the fragrance composition does not contain any emulsions and / or surfactants.

[0280] The fragrance composition may also contain a perfuming co-ingredient. As used herein, a perfuming co-ingredient refers to an ingredient that imparts a hedonic effect, i.e., an ingredient that is primarily used to impart or modulate a scent. In other words, to be considered a perfuming co-ingredient, such a co-ingredient must be recognized by a person skilled in the art as being able to impart or modify the scent of the composition in an active or pleasant manner, rather than merely possessing a scent. In addition to modifying or imparting a scent, a perfuming co-ingredient may impart additional benefits, such as persistence, burst, malodor counteracting, antimicrobial action, antiviral action, microbial stability, or pest control.

[0281] The property and type of the flavoring auxiliary component do not guarantee a more detailed description here, and it is impossible to be exhaustive in any case, and those skilled in the art can select them according to their common sense and according to the intended use or application and the required organoleptic effect. Generally speaking, these flavoring auxiliary components belong to different chemical classifications, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds and essential oils, and the flavoring auxiliary component can be natural or synthetic. In any case, suitable flavoring auxiliary components are listed in references such as S.Arctander's work Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA or its updated version or other works of similar nature, and in the patent literature abundant in the field of flavors. It should also be understood that the auxiliary component can also be a compound known to release various types of flavoring compounds (properfume or profragrance) in a controlled manner.

[0282] The fragrance composition may optionally comprise a fragrance modulator.

[0283] A fragrance modulator, also called a fixative, is an agent that has the ability to influence the way an observer or user perceives the odor of a composition into which it is incorporated, in particular the rate of evaporation and the intensity, over time, compared to the same perception without the modulator. In particular, the modulator allows the fragrance to be perceived for a longer period of time.

[0284] Examples of suitable fragrance modulators for use in accordance with the present disclosure include, but are not limited to, caprylyl alcohol, octanol, butyloctanol, isotridecyl alcohol, hexyldecyl alcohol, isostearyl alcohol, octyldecyl alcohol, octyldodecanol, decyltetradecyl alcohol, myristyl octadecyl alcohol, 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 fatty acid ester, sodium hyaluronate disaccharide, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglyceryl-4 ether; isoceteth-5; isoceteth-7, isoceteth-10; isoceteth-12; isoceteth-15; isoceteth-20; isoceteth-25; isoceteth-30; disodium laurylamphodipropionate; hexaethylene glycol monododecyl ether; and mixtures thereof; neopentyl glycol diisononanoate; cetearyl ethylhexanoate; panthenol ethyl ether, DL-panthenol, hexadecyl nonanoate, octadecyl nonanoate, fragrance precursors, cyclodextrins, encapsulating agents, and any combination thereof.

[0285] The fragrance composition described herein may include a solid carrier. The fragrance composition or certain ingredients of the fragrance composition, such as fragrance components, can be chemically or physically bound thereto. In general, such solid carriers are used to stabilize the composition, or to control the evaporation rate of the composition or certain ingredients. 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 glues or polymers or inorganic materials, such as porous polymers, cyclodextrins, dextrins, maltodextrins, wood-based materials, organic or inorganic gels, clays, gypsum, talc or zeolites.

[0286] Other suitable solid carriers include encapsulating materials. Examples of such materials may include wall-forming materials and plasticizers, such as glucose syrup, natural or modified starch, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectins, plant gums such as acacia gum (gum arabic), urea, sodium chloride, sodium sulfate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars such as sucrose, monosaccharides, disaccharides, trisaccharides and polysaccharides and derivatives such as chitosan, starch, cellulose, carboxymethyl methylcellulose, methylcellulose Cellulose, hydroxyethyl cellulose, ethyl cellulose, propyl cellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, polyethylene glycol (PEG), polyvinyl pyrrolidone (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related substances, maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonates, vinyl acid, ethylene glycol-propylene glycol block copolymers, vegetable gums, acacia gum, pectin, xanthan gum, alginates, carrageenan, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof.

[0287] Other suitable encapsulating materials are described in references known to the person skilled in the art, for example H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band2 der Schriftenreihe Lebensmittelchemie, Behr's Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a process well known to the person skilled in the art and may be performed, for example, using techniques such as spray drying, agglomeration or extrusion; or consist of coating encapsulation including coacervation and complex coacervation techniques.

[0288] Other exemplary solid supports include core-shell capsules having aminoplast, polyamide, polyester, polyurea or polyurethane type resins and mixtures thereof, which are prepared using techniques well known to those skilled in the art, such as by polymerization-induced phase separation, interfacial polymerization, coacervation or a combination thereof, optionally in the presence of a polymer stabilizer or a cationic copolymer.

[0289] The resins may be produced by polycondensation of aldehydes such as formaldehyde, 2,2-dimethoxyacetaldehyde, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof with amines such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and the like and mixtures thereof. Alternatively, preformed resins may be used, such as those sold under the trademark (Source: Cytec Technology Corp.), (Source: Cytec TechnologyCorp.), or (Source: BASF) Those that are commercially available.

[0290] Other suitable resins are prepared by reacting a polyol such as glycerol with a polyisocyanate such as a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate or xylylene diisocyanate or the biuret of hexamethylene diisocyanate, or a trimer of xylylene diisocyanate and trimethylolpropane (known under the trade name Those produced by polycondensation of xylylene diisocyanate (source: Mitsui Chemicals), of which the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate are preferred.

[0291] Encapsulation of fragrances by condensation of amino resins, i.e., melamine-based resins, with aldehydes is well known in the art. Relevant publications include, but are not limited to, Acta Polymerica, 1989, vol. 40, pages 243, 325, and 683 by K. Dietrich et al., and 1990, vol. 41, page 91, and U.S. Pat. No. 4,396,670 issued on August 2, 1983. General knowledge of encapsulation technology is very important and cannot be exhaustive. More recent targeted publications also relate to suitable uses of such microcapsules, representative articles such as K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, vol. 7, pages 8041-8054. These publications are incorporated herein by reference.

[0292] The fragrance composition may optionally comprise at least one fragrance adjuvant.

[0293] The at least one perfume adjuvant is an ingredient capable of imparting additional additional benefits such as colour, specific lightfastness, chemical stability, etc. A detailed description of the nature and types of adjuvants commonly used in perfuming compositions cannot be exhaustive, but it must be mentioned that said ingredients are well known to the person skilled in the art.

[0294] Exemplary flavor adjuvants include, but are not limited to, viscosity agents (e.g., surfactants, thickeners, gelling agents 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 or antimicrobial or antifungal or anti-irritants), abrasives, skin cooling agents, insect repellents, ointments, vitamins, and mixtures thereof.

[0295] The fragrance composition of the present disclosure can be prepared according to any method known to those of ordinary skill in the art. Ordinary technicians are fully capable of designing the best formula to achieve the desired effect by applying standard knowledge and concepts known to ordinary technicians and using conventional optimization methods to mix the above components to obtain the desired composition.

[0296] 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 dissolved and the composition is uniform throughout. As used herein, the term "transparent" means that the composition has the property of transmitting light without significant light scattering. The transparency of the composition can be assessed by determining its turbidity using a turbidimeter, the turbidity is expressed in NTU (nephelometric turbidity units), and the measurement is performed in a 2.5 cm cell at 25° C. at a wavelength of 400 to 600 nm. In some embodiments, the turbidity of the composition is 0 to 20 NTU.

[0297] In a second aspect, the present disclosure is directed to a consumer product comprising the fragrance composition described herein.

[0298] The form of the consumer product is not particularly limited. In one embodiment, the consumer product is a perfume, a body care product, a cosmetic preparation, a skin care product, a fabric care product, an air care product or a home care product.

[0299] In another embodiment, the consumer product is a fine perfume, a splash, an eau de toilette, an eau de perfum, a cologne, a body mist, a body spray, a hair mist, a shaving lotion or aftershave, a shampoo, a dye preparation, a color care product, a hair styling 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 product or a sunscreen product, a nail product, a skin cleanser, a make-up product, a soap, a shower or bath mousse, a bath oil or shower gel, a foot / hand care product, a hygiene product, a liquid or solid or single-dose detergent, a fabric softener, a solid or liquid fabric fragrance enhancer, a fabric refresher, an ironing water, an air freshener, a "ready-to-use" powdered air freshener, a mildew remover, a furniture care product, a wipe, a dishwashing detergent or a hard surface cleaner, a leather care product, or a car care product.

[0300] In one embodiment, the consumer product comprises the fragrance composition in an amount of 1% to 95% by weight, typically 2% to 80%, more typically 3% to 70% by weight relative to the total weight of the consumer product.

[0301] In one embodiment, the consumer product comprises the fragrance composition in an amount of 1% to 30% by weight relative to the total weight of the consumer product, typically 2% to 20%, more typically 3% to 10%.

[0302] In a third aspect, the present disclosure relates to a method for enhancing or adjusting the perceived olfactory impact and / or persistence of a fragrance composition, the method comprising adding 2,3-butanediol and / or 1,3-butanediol to a fragrance component in the absence of ethanol to obtain a fragrance composition in the form of a homogeneous transparent solution.

[0303] Generally, 2,3-butanediol and / or 1,3-butanediol may be mixed with the fragrance components using any suitable method known to those skilled in the art. For example, the components may be weighed and then mixed (typically by stirring) until homogeneous. No ethanol is added.

[0304] The use of 2,3-butanediol and / or 1,3-butanediol for enhancing or adjusting the perceived olfactory impact and / or longevity of a fragrance composition comprising a fragrance component is mentioned.

[0305] The compositions, products, methods and uses according to the present disclosure are further illustrated by the following non-limiting examples.

[0306] Example 1. Eau de Toilette (EDT) according to the present disclosure

[0307] Eau de toilette (EDT) is 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 are weighed and mixed in a beaker under magnetic stirring. Fragrance (typically in the form of fragrance oil) is added to the mixture. Water is added and the solution is stirred until homogeneous.

[0308] Table 1.

[0309] Components Comparison 1 EDT1 EDT2 EDT3 EDT4 (weight%) (weight%) (weight%) (weight%) (weight%) <![CDATA[2,3-Butanediol 1) > - 10 10 20 22.5 <![CDATA[1,3 - propanediol 2) > - 10 - - - <![CDATA[1,2-Pentanediol 3) > - 10 10 10 - <![CDATA[1,2 - octanediol 4) > - 10 10 10 22.5 <![CDATA[1,3-Butanediol 5) > - - 10 - - Fragrance A 10 10 10 10 10 Ethanol 79 - - - - water 11 50 50 50 45

[0310] 1) 2,3-Butanediol; Source: GS CALTEX Corporation

[0311] 2) 1,3-Propanediol; Source: DuPont Tate & Lyle Bio Products

[0312] 3) Pentanediol; Source: Minasolve

[0313] 4) Octanediol; Source: Inolex

[0314] 5) 1,3-Butanediol; Source: Genomatica

[0315] "Fragrance A" has an inverted pyramid structure and contains the fragrance ingredients listed in Table 2 below.

[0316] Table 2.

[0317] Fragrance A ingredient Decanal Octanal 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl]ethanone Benzyl acetate (-)-(5R)-5-Isopropenyl-2-methyl-2-cyclohexen-1-one (2Z)-3,7-Dimethyl-2,6-octadienal (+-)-3,7-Dimethyl-6-octen-1-ol (+-)-3-Methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (2E,4Z)-2,4-Decadienoic acid ethyl ester (3E,5Z)-1,3,5-Undecatriene Lavender Oil 1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene (+-)-4-Isopropenyl-1-methylcyclohexene (-)-(3R)-3,7-Dimethyl-1,6-octadien-3-ol (+-)-3,7-Dimethyl-1,6-octadien-3-yl acetate Methyl 2-(Methylamino)benzoate Petitgrain essential oil 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-oxoethyl]propionate (1RS,2SR,4RS)-2-Methoxy-4-propylcyclohexanol Dipropylene glycol

[0318] Example 2. Sensory Panel

[0319] A sensory panel evaluation was conducted to compare a reference EDT ("Control 1") and an inventive EDT ("EDT1"), both containing Fragrance A, to measure olfactory performance.

[0320] Preheat a Prazitherm PZ72 slide heater to 32°C for 30 minutes. Place a blotter on a precision heating plate. Use an adjustable volume pipette to drop 20 μL of solution directly onto the center of the blotter and evaporate at 32°C. Randomly arranged blotters were evaluated by 7 panelists at different times (t = 0 minutes (initial), 2 hours, 4 hours, and 6 hours).

[0321] The method used was a 3-Alternative Forced Choice test. For each time point, the panelists were presented with 3 samples, two of which were reference EDTs ("Control 1") and one of which was an inventive EDT1.

[0322] Panelists pointed to the samples that they considered to have higher overall strength.

[0323] Assumptions:

[0324] H0: There is no difference between the two samples.

[0325] H1: In terms of overall strength, samples that include technology are stronger than samples that do not include technology.

[0326] Related risks:

[0327] H0 rejected = α risk:

[0328] Risks associated with false positives, concluding that products are different when they are not.

[0329] Data were analyzed using binomial statistics.

[0330] Data interpretation:

[0331] If a p-value is obtained for α ≤ 0.05, then the sample containing the technology is stronger than the sample without the technology in terms of overall strength,

[0332] If a p-value is obtained for α of 0.05 < α ≤ 0.10, it is determined that there is a trend difference,

[0333] If a p-value is obtained for α>0.10, then the samples are not significantly different.

[0334] The sensory evaluation results are as follows Figure 1 shown. Figure 1 Shown is a comparison of the olfactory performance of a reference EDT ("Control 1") and an EDT according to the invention ("EDT1"), both containing the same fragrance. Figure 1 According to the results of the sensory panel presented in , the alcohol-free formulation containing 2,3-butylene glycol showed a higher fragrance intensity after 2 and 4 hours of evaporation than the classic Eau de Toilette formula containing the same inverted pyramid fragrance. In addition, the fragrance notes evaluated in the alcohol-free formulation had more citrus notes and were fresher. The top notes were also prolonged. Thus, the alcohol-free formulation containing 2,3-butylene glycol showed improved persistence compared to the reference classic Eau de Toilette formula.

[0335] Example 3. Evaporation Kinetics

[0336] Two formulations, a comparative formulation ("Control 2") and an inventive formulation ("EDT5") were made by combining a fragrance ("Fragrance B") with the components and amounts summarized in Table 3 below.

[0337] Table 3.

[0338] Components Comparison 2 EDT5 (weight%) (weight%) <![CDATA[2,3-Butanediol 1) > - 10 <![CDATA[1,3 - propanediol 2) > - 10 <![CDATA[1,2-Pentanediol 3) > - 10 <![CDATA[1,2 - octanediol 4) > - 10 Fragrance B 10 10 Ethanol 79 - water 11 50

[0339] 1) 2,3-Butanediol; Source: GS CALTEX

[0340] 2) 1,3-Propanediol; Source: DuPont Tate & Lyle Bio Products

[0341] 3) Pentanediol; Source: Minasolve

[0342] 4) Octanediol; Source: Inolex

[0343] "Fragrance B" contains the fragrance ingredients listed in Table 4 below.

[0344] Table 4.

[0345]

[0346]

[0347] The evaporation kinetics of the inventive EDT5 were compared with the evaporation kinetics of the comparative formulation Control 2.

[0348] Evaporation was performed in a Tzero cover. A Prazitherm PZ72 slide heater 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 formula was dosed directly into the center of the crucible and evaporated on a precision hotplate at 32°C for 5 minutes (considered as time zero, "T0"), 15 minutes, 1 hour, 2 hours, 4 hours, and 6 hours. Three replicates were performed for each sample and each test condition. When the time point was reached, each crucible was placed in a 2 mL Agilent GC chromatography 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. The samples were analyzed by GC-MS direct injection method.

[0349] The results are as follows Figure 2 and Figure 3 shown. Figure 2 The evaporation rates of the fragrance components in the comparative formulation and the formulation of the present invention are shown. Figure 3 The evaporation rates of the solvent components in the comparative formulation and the formulation of the present invention are shown. Figure 2 As shown in Figure 2, the results of the evaporation kinetics evaluation highlight the ability of alcohol-free fragrance formulations containing 2,3-butylene glycol (pattern fill) to improve persistence by reducing the evaporation rate of fragrance components. This effect is noticeable after 15 minutes of evaporation. Interestingly, Figure 3As shown, the solvent area in the alcohol-free formulation of the present invention shows that 2,3-butanediol itself evaporates faster than other diols.

[0350] Example 4. Solubility

[0351] The solubility of various fragrance components with different log P components in different proportions for different ethanol-free bases was determined. In summary, the ethanol-free base was charged into a beaker. Under magnetic stirring, the fragrance components were added dropwise until inhomogeneity and / or turbidity appeared. The mass of the fragrance components added was recorded and the solubility was calculated. The ethanol-free bases (including comparative bases) are summarized in Table 5a and Table 5b, while the fragrance components are summarized in Table 6 below.

[0352] Table 5a.

[0353] Components Comparison 3 ZGCP GCP BGCP BGCP2 (weight%) (weight%) (weight%) (weight%) (weight%) <![CDATA[2,3-Butanediol 1) > - 11.1 22.2 11.1 16.7 <![CDATA[1,3 - propanediol 2) > - 11.1 - - - <![CDATA[1,2-Pentanediol 3) > 23.6 11.1 11.1 11.1 11.1 <![CDATA[1,2 - octanediol 4) > 5.9 11.1 11.1 11.1 11.1 <![CDATA[1,3 - Butanediol 5) > - - - 11.1 5.6 glycerin 8.1 - - - water 62.4 55.6 55.6 55.6 55.6

[0354] 1) 2,3-Butanediol; Source: GS CALTEX Corporation

[0355] 2) 1,3-Propanediol; Source: DuPont Tate & Lyle Bio Products

[0356] 3) Pentanediol; Source: Minasolve

[0357] 4) Octanediol; Source: Inolex

[0358] 5) 1,3-Butanediol; Source: Genomatica

[0359] Table 5b.

[0360] Components Comparison 4 BCP (weight%) (weight%) <![CDATA[1,3 - propanediol 2) > 22.2 - <![CDATA[1,2-Pentanediol 3) > 11.1 11.1 <![CDATA[1,2 - Octanediol 4) > 11.1 11.1 <![CDATA[1,3-Butanediol 5) > - 22.2 water 55.6 55.6

[0361] 2) 1,3-Propanediol; Source: DuPont Tate & Lyle Bio Products

[0362] 3) Pentanediol; Source: Minasolve

[0363] 4) Octanediol; Source: Inolex

[0364] 5) 1,3-Butanediol; Source: Genomatica

[0365] Table 6.

[0366]

[0367] 9 g of ethanol-free base was placed in a beaker, and the fragrance component was added dropwise under magnetic stirring until inhomogeneity and / or turbidity appeared. The solubility results are shown in Table 7a and Table 7b below.

[0368] Table 7a.

[0369]

[0370] NT = Not Tested

[0371] Table 7b.

[0372]

[0373] It is noteworthy that, as shown in Table 7a, the solubility of F5 in the inventive formulation containing 2,3-butanediol and optionally 1,3-butanediol is significantly higher than that in the control formulation. Similarly, as shown in Table 7b, the solubility of F5 in the inventive formulation containing 1,3-butanediol is significantly higher than that in the control formulation without 1,3-butanediol. This shows that the inventive formulation provides higher solubility for fragrance components with an average log P of 4 or greater.

[0374] All the inventive formulations (GCP, BGCP, BGCP-2, ZGCP, BCP) showed better fragrance solubility compared to Control 4 which does not contain 2,3-butanediol or 1,3-butanediol. Adding 2,3-butanediol or 1,3-butanediol can improve fragrance solubility. Log P is an important parameter for solubility. It is expected that fragrances with high Log P will be more difficult to dissolve into water-based formulations. The inventive formulations were able to dissolve more fragrance than Control 3 and Control 4, which is the same as the case with F5 which has the highest average Log P (>4).

[0375] Example 5. Exemplary compositions

[0376] Exemplary compositions according to the present invention (BW, BGW and GW) were prepared by combining phenyl ethanol (a commonly used fragrance raw material) and using the components and amounts summarized in Table 8 below. To obtain these compositions, the solvents were weighed and mixed in a beaker under magnetic stirring. Phenyl ethanol was added to the mixture. Water was then added and the solution was stirred until uniform.

[0377] Table 8.

[0378] Components BW BGW GW (weight%) (weight%) (weight%) <![CDATA[2,3-Butanediol 1) > - 17.5 35 <![CDATA[1,3 - Butanediol 2) > 35 17.5 - Phenylethanol 10 10 10 water 55 55 55 100 100 100

[0379] 1) 2,3-Butanediol; Source: GS CALTEX

[0380] 2) 1,3-Butanediol; Source: Genomatica

[0381] The disclosed subject matter has been described with reference to specific details of particular embodiments. Unless such details are included in the appended claims, such details should not be construed as limitations on the scope of the disclosed subject matter.

[0382] Therefore, the exemplary embodiments described herein are well suited for achieving the objects and advantages described and those inherent therein. The specific embodiments disclosed above are illustrative only, as the exemplary embodiments described herein may be modified and practiced in different but equivalent manners, which will be apparent to those of ordinary skill in the art having the benefit of the teachings herein. In addition, the details of construction or design shown herein are not subject to any limitations except as described in the following claims. Therefore, it is apparent that the specific illustrative embodiments disclosed above may be changed, combined or modified, and all such variations are considered to be within the scope and spirit of the exemplary embodiments described herein. The exemplary embodiments described herein, which are illustratively disclosed herein, may be appropriately practiced in the absence of any elements not specifically disclosed herein and / or any optional elements disclosed herein.

Claims

1. A fragrance composition, comprising at least: a) 2,3-butanediol and / or 1,3-butanediol, and b) fragrance components, in, The fragrance composition does not contain ethanol and is a homogeneous transparent solution.

2. The fragrance composition according to claim 1, wherein the fragrance composition comprises 2,3-butanediol but not 1,3-butanediol; comprises 1,3-butanediol but not 2,3-butanediol; or comprises both 2,3-butanediol and 1,3-butanediol.

3. The fragrance composition according to claim 1 or 2, wherein the amount of 2,3-butanediol present is 1% to 95% by weight relative to the total weight of the fragrance composition, typically 5% to 70%, more typically 30% to 70%.

4. The fragrance composition according to any one of claims 1 to 3, wherein the amount of 1,3-butylene glycol present is 1% to 95% by weight relative to the total weight of the fragrance composition, typically 5% to 70%, more typically 30% to 70%.

5. The fragrance composition according to any one of claims 1 to 4, wherein the fragrance component is present in an amount of 1% to 99% by weight relative to the total weight of the fragrance composition, typically 5% to 95%, more typically 30% to 70%.

6. A fragrance composition according to any one of claims 1 to 5, wherein the fragrance component optionally comprises a fragrance solvent, the amount of which is typically 0% to 50% by weight, typically 0.1% to 15%, more typically 0.2% to 10% by weight relative to the total weight of the fragrance composition.

7. The fragrance composition according to any one of claims 1 to 6, wherein the fragrance component comprises one or more high olfactory impact ingredients.

8. The fragrance composition according to any one of claims 1 to 7, wherein the average Clog P of the fragrance component is greater than 4.

9. The fragrance composition according to any one of claims 1 to 8, wherein the fragrance component comprises at least 20 wt% of ingredients having a C log P of 4 to 5, and at least 20 wt% of ingredients having a C log P of 5 to 6, relative to the weight of the fragrance component.

10. The fragrance composition according to any one of claims 1 to 9, wherein the fragrance composition does not contain a solvent selected from the group consisting of glycerol, 1-hydroxy-2,2,4-trimethyl-3-pentyl isobutyrate, 3-hydroxy-2,2,4-trimethyl-1-pentyl isobutyrate, and combinations thereof.

11. The fragrance composition according to any one of claims 1 to 7, wherein the fragrance composition does not contain an emulsion and / or a surfactant.

12. The fragrance composition according to any one of claims 1 to 11, wherein the fragrance composition further comprises water.

13. A fragrance composition according to claim 12, wherein water is present in an amount of 0.1% to 99% by weight, typically 20% to 70%, more typically 40% to 60% by weight relative to the total weight of the fragrance composition.

14. A fragrance composition according to claim 12 or 13, wherein 2,3-butanediol is present in an amount of 1% to 90% by weight relative to the total weight of the fragrance composition, typically 5% to 40%, more typically 10% to 30%.

15. A fragrance composition according to any one of claims 12 to 14, wherein 1,3-butylene glycol is present in an amount of 1% to 90% by weight, typically 5% to 40%, more typically 10% to 30% by weight relative to the total weight of the fragrance composition.

16. A fragrance composition according to any one of claims 12 to 15, wherein the fragrance component is present in an amount of 1% to 50% by weight, typically 1% to 20%, more typically 1% to 10% by weight relative to the total weight of the fragrance composition.

17. The fragrance composition of 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 fragrance composition of claim 17, wherein the one or more solvents characterized by a log P greater than or equal to -2 and less than or equal to 2 are selected from the group consisting of: diols, typically 1,2-alkanediols, such as 1,2-propylene glycol, 1,2-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol; and 1,3-alkanediols, such as 1,3-propylene glycol, 2-methyl-1,3-propylene glycol and 3-methyl-1,3-butylene glycol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol and poly(ethylene / propylene) glycol; C1-C 10 Alkyl esters, typically triethyl citrate; and C3-C 10 Alkyl alcohol.

19. A consumer product comprising the fragrance composition according to any one of claims 1 to 18.

20. The consumer product according to claim 19, wherein the consumer product is a perfume, 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. The consumer product according to claim 19 or 20, wherein the consumer product is a high-quality perfume, a perfume to be spread, an eau de toilette, an eau de parfum, a cologne, a moisturizing body spray, a body fragrance, a moisturizing hair spray, a shaving lotion or aftershave, a shampoo, a dyeing preparation, a color care product, a hair styling 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 product or a sunscreen product, a nail care product, a skin cleanser, a make-up product, a soap, a shower or bath mousse, a bath oil or a shower gel, a foot / hand care product, a hygiene product, a liquid or solid or single-dose detergent, a fabric softener, a solid or liquid fabric fragrance enhancer, a fabric refresher, an ironing water, an air freshener, a "ready-to-use" powdered air freshener, a mildew remover, a furniture care product, a wipe, a dishwashing detergent or a hard surface cleaner, a leather care product, or a car care product.

22. A method of enhancing or adjusting the perceived olfactory impact and / or persistence of a fragrance composition, the method comprising adding 2,3-butanediol and / or 1,3-butanediol to a fragrance component in the absence of ethanol to obtain a fragrance composition in the form of a homogeneous transparent solution.

23. Use of 2,3-butanediol and / or 1,3-butanediol for enhancing or adjusting the perceived olfactory impact and / or longevity of a fragrance composition comprising a fragrance component.

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