Fragrance Composition
The fragrance composition with dihydromyrcene and other compounds addresses the issues of strength and perceptibility, offering an appealing odor with enhanced cooling and tingling effects and improved adaptability.
Patent Information
- Application Number
- JP2021070684
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2020-04-21
- Filing Date
- 2021-04-19
- Publication Date
- 2025-08-20
- Estimated Expiration
- 2041-04-19
AI Technical Summary
Existing fragrance compositions face limitations in strength, detectability, and perceptibility, leading to reduced impact at a distance from their source and increased habituation over time, necessitating frequent replacement.
A fragrance composition comprising 0.10 wt% to 15.00 wt% of a mixture of dihydromyrcene and other compounds like peppermint cyclohexanone, menthol, isopulegol, and menthyl acetate, along with optional additives like citroxide, elemicin, elemol, geranic oxide, vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene, to enhance cooling and tingling effects.
The composition provides an appealing odor with improved adaptability and habituation threshold, enhancing the intensity and sensory experience of the fragrance.
Smart Images

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Abstract
Description
[Technical Field]
[0001] The present invention relates to fragrance compositions and the use of such compositions in various consumer products. More particularly, the present invention relates to fragrance compositions that provide a cooling and / or tingling effect. [Background technology]
[0002] There is a continuing interest in the preparation of fragrance compositions and the use of such compositions in consumer products. A drawback of existing fragrance compositions can be limited strength, detectability, and perceptibility. For example, certain fragrance compositions may have an appealing odor but limited strength and a high perception threshold. This can limit the impact of the fragrance composition at a distance from its source. Other fragrance compositions may have greater strength and a lower perception threshold, but a less appealing odor. Furthermore, fragrance compositions can become less detectable due to a decrease in the user's sensitivity during prolonged exposure. Adaptation and habituation can necessitate replacement of the fragrance source.
[0003] Patent Document 1 discloses a household product capable of delivering a perceived cooling sensation transdermally, but the product formulation does not come into direct contact with the skin or mucous membranes of the consumer using the product. The product comprises a fragrance composition containing 0.2 to less than 10% by weight of isopulegol.
[0004] Patent Document 2 discloses a household product capable of delivering a perceived warming and / or tingling sensation transdermally, but without the product formulation coming into direct contact with the skin or mucous membranes of the consumer using the product. The product comprises a fragrance composition containing 0.01 to less than 10% by weight of at least one compound selected from vanillyl ethyl ether, vanillyl n-propyl ether, vanillyl isopropyl ether, vanillyl butyl ether, elemol, elemicin, lime oxide, ocimene quint oxide, 2-isopropenyl-5-methyl-5-vinyltetrahydrofuran, and isopulegol.
[0005] Patent Document 3 discloses a fragrance composition containing one or more trigeminal stimulating compounds, including one or more cooling compounds, warming compounds, and / or tingling compounds. An example in this patent application demonstrates the trigeminal stimulating effect of a combination of (-)-menthol, vanillyl ethyl ether, and vanillyl butyl ether.
[0006] However, there is a need from consumers for more fragrance compositions that have, among other things, a tingling effect, a detectable intensity, and / or a perception threshold. It has been discovered that when certain mixtures of fragrance compounds are added to a fragrance composition, the cooling and / or tingling effect of the fragrance composition is enhanced.
[0007] It is therefore an object of the present invention to provide fragrance compositions deliverable by a variety of consumer products that have an appealing odor and improved adaptability and habituation threshold. [Prior art documents] [Patent documents]
[0008] [Patent Document 1] European Patent Application Publication No. 3219332 [Patent Document 2] European Patent Application Publication No. 3219333 [Patent Document 3] US Patent Application Publication No. 2018 / 0030373 Summary of the Invention [Means for solving the problem]
[0009] In one aspect, the present invention relates to a fragrance composition comprising 0.10 wt % to 15.00 wt %, based on the weight of the fragrance composition, of: (i) 90.00 wt% to 100 wt%, based on the weight of the accord, of a mixture of dihydromyrcene (3,7-dimethylocta-1,6-diene) and at least one other compound selected from peppermint cyclohexanone (2-sec-butylcyclohexanone), menthol, isopulegol, pulegol, and menthyl acetate; (ii) 0 wt % to 10.00 wt %, based on the weight of the accord, of at least one compound selected from citroxide (2,2-dimethyl-5-(1-methylpropen-1-yl)tetrahydrofuran), elemicin (1,2,3 trimethoxy-5-prop-2-enylbenzene), elemol (2-(4-ethenyl-4-methyl-3-prop-1-en-2-yl-cyclohexyl)propanol), geranic oxide (2,2,6-trimethyl-6-vinyltetrahydropyran), vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene; Including the Accord, The sum of (i) + (ii) constitutes 100 wt% of the Accord.
[0010] In another aspect, the present invention relates to a product comprising a free or encapsulated fragrance composition as defined above.
[0011] In another aspect, the present invention relates to the use of an accord as defined above for enhancing the intensity and / or the cooling and / or tingling effect of a fragrance composition. DETAILED DESCRIPTION OF THE INVENTION
[0012] As used herein, the term "accord" is intended to mean a mixture of at least two compounds that can induce a variety of different sensations, such as a tingling, warming, and / or cooling sensation.
[0013] The term "habituation" used herein refers to the long-term loss of awareness of the background odor of a user or tester.Habituation can be considered a form of learning that can result from prolonged exposure to odor.Habituation can be related to adaptation.Like adaptation, habituation can result in a lower sensitivity to odor because a lower level of attention is directed to odor.
[0014] In the context of this application, the various embodiments described in the various aspects of the invention may be combined.
[0015] In one aspect, the present invention relates to a fragrance composition comprising 0.10 wt % to 15.00 wt %, based on the weight of the fragrance composition, of: (i) 90.00 wt% to 100 wt%, based on the weight of the accord, of a mixture of dihydromyrcene with at least one other compound selected from peppermint cyclohexanone, menthol, isopulegol, pulegol, and menthyl acetate; (ii) 0 wt% to 10.00 wt%, based on the weight of the accord, of at least one compound selected from citroxide, elemicin, elemol, geranic oxide, vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene; Including the Accord, The sum of (i) + (ii) constitutes 100 wt% of the Accord.
[0016] In one embodiment, the fragrance composition comprises from 1.00 wt% to 12.00 wt%, 2.00 wt% to 10.00 wt%, 3.00 wt% to 9.00 wt%, or 4.00 wt% to 9.00 wt% of the accord based on the weight of the fragrance composition.
[0017] In one embodiment, the Accord comprises 92.00 wt% to 100 wt%, e.g., 93.00 wt%, 94.00 wt%, 95.00 wt%, 96.00 wt%, 97.00 wt%, 98.00 wt%, or 99.00 wt% of the mixture of compounds defined by (i). In this case, the Accord comprises 0.00 wt% to 8.00 wt%, e.g., 1.00 wt%, 2.00 wt%, 3.00 wt%, 4.00 wt%, 5.00 wt%, 6.00 wt%, or 7.00 wt% of one or more compounds defined by (ii).
[0018] In one embodiment, the mixture defined by (i) comprises, e.g., consists of, dihydromyrcene and peppermint cyclohexanone.
[0019] In one embodiment, the mixture defined by (i) comprises, e.g., consists of, dihydromyrcene and menthol.
[0020] In one embodiment, the mixture defined by (i) comprises, e.g. consists of, dihydromyrcene and isopulegol.
[0021] In one embodiment, the at least one compound defined by (ii) is selected from citroxide, elemicin, elemol, and mixtures thereof. In a preferred embodiment, the at least one compound defined by (ii) is citroxide.
[0022] In one embodiment, the accord comprises at least 5.00 wt%, preferably at least 10.00 wt%, preferably at least 15.00 wt% dihydromyrcene based on the weight of the accord.
[0023] In one embodiment, the accord comprises at least 40.00 wt%, preferably at least 50.00 wt%, and even more preferably at least 60.00 wt% dihydromyrcene and peppermint cyclohexanone based on the weight of the accord.
[0024] In one embodiment, the accord comprises at least 40.00 wt%, preferably at least 50.00 wt%, and even more preferably at least 60.00 wt% dihydromyrcene and menthol based on the weight of the accord.
[0025] In one embodiment, the accord comprises citroxide, the citroxide representing less than 1.00 wt% of the accord, for example 0.01 to 1.00 wt%, preferably 0.01 wt% to 0.5 wt% of the accord.
[0026] In one embodiment, the accord comprises, eg, consists of, dihydromyrcene, peppermint cyclohexanone, and citroxide.
[0027] In one embodiment, the accord comprises, eg, consists of, dihydromyrcene, menthol, and citroxide.
[0028] Dihydromyrcene is derived from pine distillates and is widely used as an intermediate for other syntheses. It exists as two stereoisomers, (+) and (-), dihydromyrcene, also known as citronellene. Dihydromyrcene is a component of dimenes. All stereoisomeric forms of dihydromyrcene are within the scope of this application.
[0029] Peppermint cyclohexanone is commercially available.
[0030] Isopulegol is available as either a racemic mixture or as the (-) isomer. Isopulegol may have an optical and chemical purity of greater than 90%, preferably greater than 95%, more preferably greater than 97.5%, and even more preferably greater than 99%.
[0031] Menthol is available either as the racemate or as the (-) isomer, the latter being the predominant form occurring in nature.
[0032] Citroxide, also known as ocimenequinone oxide, is one of the components of lime oxide, which is commercially available. The content of citroxide in lime oxide typically ranges from about 5.00 wt% to about 20.00 wt%. All stereoisomeric forms of citroxide are within the scope of this application.
[0033] Geranic oxide, also known as Rimetol, is commercially available.
[0034] Elemol and elemicin are components of elemi oil, particularly, but not exclusively. Beta-caryophyllene is a component of pepper oil. Alpha-zingiberene is a component of ginger oil.
[0035] A fragrance composition typically contains, in addition to the accords described above, fragrance compounds, preferably at least two, e.g., at least five, or at least eight distinct fragrance compounds. It may contain highly complex mixtures of fragrance compounds selected to provide any desired odor. In the context of the present invention, the term "fragrance" is intended to be synonymous with "fragrance." Fragrance compounds typically used in the field of perfumery and suitable for the purposes of the present invention are described in detail in S. Arctander, Perfume Flavors and Chemicals, Vols. I and II, 1969, Montclair, NJ, and The Merck Index, 8th Edition, Merck & Co., Rahway, NJ. The term "fragrance compound" encompasses naturally occurring and synthetic materials and animal oils known for use in perfumery. Fragrance compounds may also be any natural oils or extracts or medicinal compounds used in fragrance compositions. Natural oils and extracts are described in "The Essential Oils" by E. Guenther, Van Nostrand, 1949, and may include extracts, juices, collected exudates, and distillates from any part of a suitable plant: roots, rhizomes, bulbs, corms, stems, bark, heartwood, leaves, flowers, seeds, and fruits. Examples of such extracts and distillates include citrus oils such as orange, mandarin, grapefruit, lime, or lemon oil; tree oils such as pine or cedarwood; herbal oils such as peppermint, thyme, lavender, basil, rosemary, clove, or flower extracts such as rose, jasmine, lily of the valley, or geranium oil.
[0036] It may be preferred that each fragrance compound has a molecular weight greater than 100 g / mol, preferably greater than 120 g / mol, and less than 325 g / mol, preferably less than 300 g / mol.Furthermore, it may be preferred that each fragrance compound has a boiling point in the range of 80 to 400°C, for example in the range of 100 to 350°C, measured at 760 Torr.
[0037] Advantageously, the fragrance compounds are selected from the following list: C8-C 18 hydrocarbons, preferably delta-3-carene, alpha-pinene, beta-pinene, alpha-terpinene, gamma-terpinene, p-cymene, bisabolene, camphene, cedrene, farnesene, limonene, longifolene, myrcene, ocimene, valencene, (E,Z)-1,3,5-undecatriene; C2-C 18 aliphatic alcohols, preferably hexanol, octanol, 3-octanol, 2,6-dimethylheptanol, 2-methylheptanol, 2-methyloctanol, (E)-3-hexenol, a mixture of (E) and (Z)-3-hexenol, 1-octen-3-ol, 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methyleneheptan-2-ol, (E,Z)-2,6-nonadienol, 3,7-dimethyl-7-methoxyoctan-2-ol, 9-decenol, 10-undecenol, 4-methyl-3-decen-5-ol; C2-C 18aliphatic aldehydes and their acetals, preferably hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, tridecanal, 2-methyloctanal, 2-methylnonanal, (E)-2-hexenal, (Z)-4-heptenal, 2,6-dimethyl-5-heptenal, 10-undecenal, (E)-4-decenal, 2-dodecenal, 2,6,10-trimethyl-5,9-undecadienal, heptanal diethyl acetal, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene, citronellyloxyacetaldehyde; C3-C 18 aliphatic ketones and their oximes, preferably 2-heptanone, 2-octanone, 3-octanone, 2-nonanone, 5-methyl-3-heptanone, 5-methyl-3-heptanone oxime, 2,4,4,7-tetramethyl-6-octen-3-one; C2-C 18 Aliphatic sulfur-containing compounds, preferably 3-methylthiohexanol, 3-methylthiohexyl acetate, 3-mercaptohexanol, 3-mercaptohexyl acetate, 3-mercaptohexyl butyrate, 3-acetylthiohexyl acetate, 1-menthene-8-thiol; C2-C 18 aliphatic nitrile-containing compounds, preferably 2-nonenenitrile, 2-tridecenenenitrile, 2,12-tridecenenenitrile, 3,7-dimethyl-2,6-octadienenitrile, 3,7-dimethyl-6-octenenitrile; C2-C 18aliphatic carboxylic acids and their esters, preferably (E)- and (Z)-3-hexenyl formate, ethyl acetoacetate, isoamyl acetate, hexyl acetate, 3,5,5-trimethylhexyl acetate, 3-methyl-2-butenyl acetate, (E)-2-hexenyl acetate, (E)- and (Z)-3-hexenyl acetate, octyl acetate, 3-octyl acetate, 1-octen-3-yl acetate, ethyl butyrate, butyl butyrate, isoamyl butyrate; Hexyl butyrate, (E)- and (Z)-3-hexenyl isobutyrate, hexyl crotonate, ethyl isovalerate, ethyl 2-methylpentanoate, ethyl hexanoate, allyl hexanoate, ethyl heptanoate, allyl heptanoate, ethyl octanoate, ethyl (E,Z)-2,4-decadienoate, methyl 2-octynoate, methyl 2-nonynoate, allyl 2-isoamyloxyacetate, methyl 3,7-dimethyl-2,6-octadienoate; C4-C 18 acyclic terpene alcohols, preferably citronellol, geraniol, nerol, linalool, lavandulol, nerolidol, farnesol, tetrahydrolinalool, tetrahydrogeraniol, 2,6-dimethyl-7-octen-2-ol, 2,6-dimethyloctan-2-ol, 2-methyl-6-methylene-7-octen-2-ol, 2,6-dimethyl-5,7-octadien-2-ol, 2,6-dimethyl-3,5-octadien-2-ol, 3,7-dimethyl-4,6-octadien-3-ol, 3,7-dimethyl-1,5,7-octatrien-3-ol, 2,6-dimethyl-2,5,7-octatrien-1-ol; C4-C 18 acyclic terpene aldehydes and ketones, preferably geranial, neral, citronellal, 7-hydroxy-3,7-dimethyloctanal, 7-methoxy-3,7-dimethyloctanal, 2,6,10-trimethyl-9-undecenal, geranyl acetone, and the dimethyl and diethyl acetals of geranial, neral, and 7-hydroxy-3,7-dimethyloctanal; C4-C 18cyclic terpene alcohols, preferably alpha-terpineol, terpineol-4, menthan-8-ol, menthan-1-ol, menthan-7-ol, borneol, isoborneol, linalool oxide, nopol, cedrol, ambrinol, vetiverol, guaiol; C4-C 18 cyclic terpene aldehydes and ketones, preferably fenchone, alpha-ionone, beta-ionone, alpha-n-methylionone, beta-n-methylionone, alpha-isomethylionone, beta-isomethylionone, alpha-irone, alpha-damascone, beta-damascone, beta-damascenone, delta-damascone, gamma-damascone, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one, nootkatone, dihydronootkatone, alpha-sinensal, beta-sinensal, methyl cedryl ketone; C4-C 18 cyclic alcohols, preferably 4-tert-butylcyclohexanol, 3,3,5-trimethylcyclohexanol, 3-isocamphylcyclohexanol, 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1-ol, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol; C4-C 18Alicyclic alcohols, preferably alpha-3,3-trimethylcyclohexylmethanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)butanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol, 3-methyl-5-(2,2,3-trimethyl- 1-(2,2,6-trimethylcyclohexyl)-pentan-3-ol, 3-methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol, 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol, 1-(2,2,6-trimethylcyclohexyl)-pentan-3-ol, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol; C4-C 18 cyclic and alicyclic ethers, preferably cedryl methyl ether, cyclododecyl methyl ether, (ethoxymethoxy)cyclododecane, alpha-cedrene epoxide, 3a,6,6,9a-tetramethyl-dodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydro-naphtho[2,1-b]furan, 1,5,9-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, rose oxide, 2-(2,4-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxane; C4-C 18Cyclic ketones, preferably 4-tert-butylcyclohexanone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-heptylcyclopentanone, 2-pentylcyclopentanone, 2-hydroxy-3-methyl-2-cyclopenten-1-one, 3-methyl-cis-2-penten-1-yl-2-cyclopenten-1-one, 3-methyl-2-pentyl-2-cyclopenten-1-one, 3-methyl-4-cyclopenten-1-one, Heptadecenone, 3-methyl-5-cyclopentadecenone, 3-methylcyclopentadecanone, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, 4-tert-pentylcyclohexanone, 5-cyclohexadecen-1-one, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, 9-cycloheptadecen-1-one, cyclopentadecanone, cyclohexadecanone; C4-C 18 alicyclic aldehydes, preferably 2,4-dimethyl-3-cyclohexenecarbaldehyde, 2-methyl-4-(2,2,6-trimethyl-cyclohexen-1-yl)-2-butenal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarbaldehyde; C4-C 18 alicyclic ketones, preferably 1-(3,3-dimethylcyclohexyl)-4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl methyl ketone, methyl-2,6,10-trimethyl-2,5,9-cyclododecatrienyl ketone, tert-butyl(2,4-dimethyl-3-cyclohexen-1-yl)ketone; C4-C 18esters of cyclic alcohols of the formula (I), preferably 2-tert-butylcyclohexyl acetate, 4-tert-butylcyclohexyl acetate, 2-tert-pentylcyclohexyl acetate, 4-tert-pentylcyclohexyl acetate, decahydro-2-naphthyl acetate, 3-pentyltetrahydro-2H-pyran-4-yl acetate, decahydro-2,5,5,8a-tetramethyl- 2-naphthyl acetate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl acetate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl propionate, 4,7-methano-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl isobutyrate, 4,7-methanooctahydro-5 or 6-indenyl acetate; C4-C 18 esters of alicyclic carboxylic acids, preferably allyl 3-cyclohexylpropionate, allyl cyclohexyloxyacetate, methyl dihydrojasmonate, methyl jasmonate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate, ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate, ethyl 2-methyl-1,3-dioxolane-2-acetate; C4-C 18 aromatic hydrocarbons, preferably styrene and diphenylmethane; C4-C 18Aromatic aliphatic alcohols, preferably benzyl alcohol, 1-phenylethyl alcohol, 2-phenylethyl alcohol, 3-phenylpropanol, 2-phenylpropanol, 2-phenoxyethanol, 2,2-dimethyl-3-phenylpropanol, 2,2-dimethyl-3-(3-methylphenyl)propanol, 1,1-dimethyl-2-phenylethyl alcohol, 1,1-dimethyl-3-phenylpropanol, 1-ethyl-1-methyl-3-phenylpropanol, 2-methyl-5-phenylpentanol, 3-methyl-5-phenylpentanol, 3-phenyl-2-propen-1-ol, 4-methoxybenzyl alcohol, 1-(4-isopropylphenyl)ethanol; C4-C 18 Aromatic aliphatic alcohols and C4-C 18 esters of aliphatic carboxylic acids, preferably benzyl acetate, benzyl propionate, benzyl isobutyrate, benzyl isovalerate, 2-phenylethyl acetate, 2-phenylethyl propionate, 2-phenylethyl isobutyrate, 2-phenylethyl isovalerate, 1-phenylethyl acetate, alpha-trichloromethylbenzyl acetate, alpha,alpha-dimethylphenylethyl acetate, alpha,alpha-dimethylphenylethyl butyrate, cinnamyl acetate, 2-phenoxyethyl isobutyrate, 4-methoxybenzyl acetate; C2-C 18 Aromatic aliphatic ethers, preferably 2-phenylethyl methyl ether, 2-phenylethyl isoamyl ether, 2-phenylethyl 1-ethoxyethyl ether, phenylacetaldehyde dimethyl acetal, phenylacetaldehyde diethyl acetal, hydratropaldehyde dimethyl acetal, phenylacetaldehyde glycerol acetal, 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 4,4a,5,9b-tetrahydroindeno[1,2-d]-m-dioxine, 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1,2-d]-m-dioxine; C4-C 18Aromatic and araliphatic aldehydes, preferably benzaldehyde, phenylacetaldehyde, 3-phenylpropanal, hydratropaldehyde, 4-methylbenzaldehyde, 4-methylphenylacetaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2-methyl-3-(4-isopropylphenyl)propanal, 2-methyl-3-(4-tert-butylphenyl)propanal, 3-(4-tert-butylphenyl)propanal, cinnamaldehyde, alpha-methyl-3-(4-tert-butylphenyl)propanal ... alpha-butylcinnamaldehyde, alpha-amylcinnamaldehyde, alpha-hexylcinnamaldehyde, 3-methyl-5-phenylpentanal, 4-methoxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, 2-methyl-3-(4-methoxyphenyl)propanal, 2-methyl-3-(4-methylenedioxyphenyl)propanal; C4-C 18 aromatic and araliphatic ketones, preferably acetophenone, 4-methylacetophenone, 4-methoxyacetophenone, 4-tert-butyl-2,6-dimethylacetophenone, 4-phenyl-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 1-(2-naphthalenyl)ethanone, benzophenone, 1,1,2,3,3,6-hexamethyl-5-indanyl methyl ketone, 6-tert-butyl-1,1-dimethyl-4-indanyl methyl ketone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indenyl]ethanone, 5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-2-acetonaphthone; C4-C 18aromatic and araliphatic carboxylic acids and their esters, preferably phenylacetic acid, methyl benzoate, ethyl benzoate, hexyl benzoate, benzyl benzoate, methyl phenylacetate, ethyl phenylacetate, geranyl phenylacetate, phenylethyl phenylacetate, methyl cinnamate, ethyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, cinnamyl cinnamate, allyl phenoxyacetate, methyl salicylate, isoamyl salicylate, hexyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, benzyl salicylate, phenylethyl salicylate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, ethyl 3-phenylglycidate, ethyl 3-methyl-3-phenylglycidate; C4-C 18 nitrogen-containing aromatic compounds, preferably 2,4,6-trinitro-1,3-dimethyl-5-tert-butylbenzene, 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone, cinnamonitrile, 5-phenyl-3-methyl-2-pentenenitrile, 5-phenyl-3-methylpentanenitrile, methyl anthranilate, methyl N-methylanthranilate, 7-hydroxy-3,7-dimethyloctanal, 2-methyl-3-(4-tert-butylphenyl)propanal, Schiff base of methyl anthranilate with 2,4-dimethyl-3-cyclohexenecarbaldehyde, 6-isopropylquinoline, 6-isobutylquinoline, 6-sec-butylquinoline, indole, skatole, 2-methoxy-3-isopropylpyrazine, 2-isobutyl-3-methoxypyrazine; phenols, phenyl ethers and phenyl esters, preferably estragole, anethole, eugenol, eugenyl methyl ether, isoeugenol, isoeugenyl methyl ether, thymol, carvacrol, diphenyl ether, beta-naphthyl methyl ether, beta-naphthyl ethyl ether, beta-naphthyl isobutyl ether, 1,4-dimethoxybenzene, eugenyl acetate, 2-methoxy-4-methylphenol, 2-ethoxy-5-(1-propenyl)phenol, p-cresyl phenylacetate; C4-C 12heterocyclic compounds of the formula (I), preferably 2,5-dimethyl-4-hydroxy-2H-furan-3-one, 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-3-hydroxy-4H-pyran-4-one; C4-C 18 lactones of the formula (I), preferably 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decen-1,4-olide, 1,4-undecanolide, 1,4-dodecanolide, 1,5-decanolide, 1,5-dodecanolide, 1,15-pentadecanolide, cis- and trans-11-pentadecan-1,15-olide, cis- and trans- 12-pentadecen-1,15-olide, 1,16-hexadecanolide, 9-hexadecen-1,16-olide, 10-oxa-1,16-hexadecanolide, 11-oxa-1,16-hexadecanolide, 12-oxa-1,16-hexadecanolide, 1,12-dodecanedioate, ethylene 1,13-tridecanedioate, coumarin, 2,3-dihydrocoumarin, octahydrocoumarin.
[0038] The fragrance compounds present in the fragrance composition preferably do not contain ionizable functional groups such as sulfonate, sulfate, phosphate, or quaternary ammonium ions.
[0039] The fragrance composition of the present invention can include one or more supporting materials, such as solvents or UV stabilizers. Examples of suitable solvents include hydrocarbons; ethers; benzyl benzoate; isopropyl myristate; dialkyl adipates; dialkyl succinates; dialkyl glutarates; citric acid esters, such as triethyl citrate and tributyl acetylcitrate; soybean methyl ester; diethyl phthalate; diethylene glycol monoethyl ether; 3-methoxy-3-methyl-1-butanol; dipropylene glycol; and isopropylidene glycerol. Examples of UV stabilizers include butyl methoxydibenzoylmethane; bisethylhexyloxyphenol methoxyphenyl triazine; bis(2,4-dihydroxyphenyl)-methanone, ethylhexyl methoxycinnamate, and benzophenone-3; butyl methoxydibenzoylmethane; and pentaerythrityl tetra-di-t-butylhydroxyhydrocinnamate.
[0040] The fragrance composition may be used as is, i.e., as a free fragrance composition, or may be incorporated into a delivery system, which in turn may be incorporated into various consumer products to ultimately deliver a detectable odor to the consumer. Non-limiting examples of delivery systems include starch capsules, silica capsules, and core-shell capsules.
[0041] A general description and methods of preparing microcapsules can be found in "MICROENCAPSULATION: Methods and Industrial Applications," edited by Simon Benita (Marcel Dekker, Inc., 1996). Microcapsules are also described in Kirk Othmer's Encyclopaedia of Chemical Technology, 5th Edition. Capsules can be formed by mechanical or chemical means. Mechanically formed capsules can be formed by means such as spray quenching, e.g., U.S. Patent Application Publication No. 2004 / 0106536, by compression of solids, or by spray drying of emulsions, e.g., U.S. Patent No. 6,200,949. Chemically formed capsules are produced by chemical reactions that form ionic or covalent bonds, using techniques such as coacervation, interfacial polymerization, condensation reactions, and free-radical polymerization. One particularly efficient and commercially important type of microcapsule is called a wall or shell or core-shell microcapsule, which comprises a generally spherical shell of a water- and oil-insoluble material, typically a network polymer material, within which a fragrance or other hydrophobic material is contained. It should be understood that these various methods of encapsulation can be combined, as can the different chemical reactions used to prepare the capsule wall. Encapsulation can combine physical and chemical means of capsule preparation or more than one type of chemical reaction to prepare multi-walled or hybrid capsule walls. Capsules can also be obtained by coacervation. More specific descriptions of such methods can be found in U.S. Pat. Nos. 2,800,457, 2,800,458, 3,041,288, and WO 99 / 17871.Descriptions of interfacial polymerization methods can be found in U.S. Pat. No. 4,681,806; U.S. Pat. No. 3,415,758; U.S. Pat. No. 8,426,353; U.S. Patent Application Publication No. 2008 / 020629; and European Patent Application Publication No. 2038053. Examples of capsules formed by condensation reactions can be found in U.S. Pat. No. 3,516,941; U.S. Pat. No. 3,516,846; U.S. Pat. No. 6,261,483; U.S. Patent Application Publication No. 2004 / 087477; British Patent Application Publication No. 2,073,132; and European Patent Application Publication No. 1393706. Capsules formed by free radical polymerization are described in U.S. Pat. No. 6,849,591; U.S. Pat. No. 6,951,836; and U.S. Patent Application Publication No. 2010 / 002860.
[0042] In one embodiment, the fragrance composition is encapsulated as a core-shell capsule, i.e., a capsule having a core (containing, e.g., consisting essentially of, the fragrance composition) surrounded by a shell, which may be made from a variety of materials.
[0043] In one embodiment, the shell of the microcapsule comprises a material selected from polyolefins such as polyethylene, polyamides, polystyrene, polyisoprene, polycarbonates, polyesters, polyacrylates, polyurethanes, aminoplasts, polysaccharides such as alginic acid and / or chitosan, gelatin, shellac, epoxy resins, vinyl polymers, water-insoluble inorganic materials, silicones, and mixtures thereof.
[0044] In one embodiment, the shell of the microcapsule comprises urea formaldehyde, melamine formaldehyde, or cross-linked melamine formaldehyde.
[0045] In one embodiment, the shell of the microcapsule comprises polyacrylate. Non-limiting examples of polyacrylate shells are disclosed, for example, in EP 2620211, EP 2832440, EP 2832441, and EP 2832442, the contents of which are incorporated by reference.
[0046] In one embodiment, the shell of the microcapsule comprises the reaction product of a Michael donor and a Michael acceptor, the reaction optionally being carried out in the presence of solid colloidal particles and / or a catalyst. For example, the shell can comprise the reaction product of (i) an α,β-unsaturated carbonyl compound and a polyfunctional amine, optionally in the presence of solid colloidal particles; or (ii) an α,β-unsaturated carbonyl compound and a polyfunctional thiol compound, optionally in the presence of a catalyst.
[0047] In one embodiment, the shell of the microcapsule comprises the reaction product of a polyfunctional isocyanate and a polyfunctional thiol compound, optionally in the presence of solid colloidal particles and / or a catalyst.
[0048] In one embodiment, the shell of the microcapsule is as defined by WO 2019 / 121736, WO 2019 / 121738, WO 2020 / 020829, or otherwise as defined by Korean Patent Application Publication No. 20190023697.
[0049] In another embodiment, the shell of the microcapsule is as defined by European Patent Application Nos. 20305187.5, 20305188.3, or otherwise 20305189.1, the contents of which are incorporated by reference.
[0050] In one embodiment, a deposition aid is coated on the shell of the microcapsule to enhance the adhesion or adhesion of the microcapsule to various substrates, including, but not limited to, paper, fabric, skin, hair, towels, or other surfaces. Suitable deposition aids include poly(acrylamide-co-diallyldimethylammonium) chloride, poly(diallyldimethylammonium) chloride, polyethyleneimine, cationic polyamines, poly[(3-methyl-1-vinylimidazolium chloride)-co-(1-vinylpyrrolidone)], copolymers of acrylic acid and diallyldimethylammonium chloride, cationized guar, guar gum, and organopolysiloxanes, such as those described in U.S. Patent Application Publication No. 2015 / 0030557. Adhesion aids include poly(meth)acrylates, poly(ethylene-maleic anhydride), polyamines, waxes, polyvinylpyrrolidone, polyvinylpyrrolidone copolymers, polyvinylpyrrolidone-ethyl acrylate, polyvinylpyrrolidone-vinyl acrylate, polyvinylpyrrolidone-methyl acrylate, polyvinylpyrrolidone-vinyl acetate, polyvinyl acetal, polyvinyl butyral, polysiloxanes, poly(propylene-maleic anhydride), maleic anhydride derivatives, copolymers of maleic anhydride derivatives, polyvinyl alcohol, styrene-butadiene latex, gelatin, gum arabic, carboxymethyl cellulose, carboxymethyl hydroxyethyl cellulose, It may also be selected from hydroxyethyl cellulose, other modified celluloses, sodium alginate, chitosan, casein, pectin, modified starch, polyvinyl acetal, polyvinyl butyral, polyvinyl methyl ether / maleic anhydride, polyvinylpyrrolidone and its copolymers, poly(vinylpyrrolidone / methacrylamidopropyltrimethylammonium chloride), polyvinylpyrrolidone / vinyl acetate, polyvinylpyrrolidone / dimethylaminoethyl methacrylate, polyvinylamine, polyvinyl formamide, polyallylamine, and copolymers of polyvinylamine, polyvinyl formamide, and polyallylamine, and mixtures thereof.
[0051] The free or encapsulated fragrance compositions disclosed herein can be advantageously incorporated into a variety of products. When encapsulated, the microcapsules are advantageously prepared as a dispersion, which is then incorporated into the desired product.
[0052] Accordingly, another aspect of the present invention relates to a product comprising the free or encapsulated fragrance composition disclosed above. The product may be a non-edible consumer goods product, a household cleaner or laundry product, a personal cleansing product, or a cosmetic product.
[0053] Unless otherwise specified, non-edible means not intended for human or animal consumption. This includes non-food products that may be accidentally swallowed during normal use. In particular, dental and oral care products, such as toothpaste, mouthwash, and lip balm, are included in the definition of non-edible products. Although they are not intended for consumption, they may still accidentally enter the gastrointestinal tract.
[0054] The formulations and ingredients of liquid household, laundry, personal care, and cosmetic products in which the dispersions of microcapsules of the present invention may be used are well known to those skilled in the art, and reference may be made to the following works: - "Formulating Detergents and Personal Care Products: A Guide to Product Development" by L. Ho Tan Tai, ISBN 1-893997-10-3, AOCS Press, - Surfactant Science Series "Liquid Detergents" Vol. 67, ISBN 0-8247-9391-9 (Marcel Dekker) - Surfactant Science Series "Liquid Detergents" Vol. 71, ISBN 0-8247-9988-7 (Marcel Dekker) - "Harry's Cosmeticology", CHS Press, 8th edition, 2000, ISBN0820603724, - Woollatt, "The Manufacture of Soaps, Other Detergents and Glycerine", John Wiley & Sons, 1985.
[0055] Personal care and cosmetic products include products that can be applied to skin, hair, and nails as either leave-on or rinse-off products.In the context of the present invention, "rinse-off" means that the intended use of the product involves applying it to skin and / or hair, and then rinsing and / or wiping the product off the skin and / or hair within a few seconds to minutes after the application step.Personal care and cosmetic products include powders, creams, emulsions, lotions, gels, and oils for the skin (face, hands, feet, etc.), tinted bases (liquids and pastes), and liquid-impregnated tissues; products for applying and removing makeup from the face and eyes; hair care products, including hair tints and bleaches; products for waving, straightening, setting, and fixing hair; shaving products, including creams, foams, mousses, and hair removal products; sunbathing products and sunless tanning products; deodorants and antiperspirant products.
[0056] In one embodiment, the personal care or cosmetic product is selected from the group consisting of shave aids, shampoos, hair conditioning products, leave-on skin care products, skin cleansing or cleansing products (e.g., rinse-off skin cleansing or cleansing products), wet wipes and body sprays, deodorants or antiperspirants.
[0057] Shave aids specifically include foams, gels, creams, and bars (see, for example, U.S. Pat. Nos. 7,069,658, 6,944,952, 6,594,904, 6,182,365, 6,185,822, 6,298,558, and 5,113,585).
[0058] Shampoo and hair conditioner specifically include 2-in-1 shampoos and shampoos formulated for dry or oily hair or containing additives such as anti-dandruff ingredients.Hair conditioner can be rinse-off or leave-on hair conditioner.Hair tonic, bleach, color, set and styling products are also included.For example, reference can be made to U.S. Patent No. 6,162,423, U.S. Patent No. 5,968,286, U.S. Patent No. 5,935,561, U.S. Patent No. 5,932,203, U.S. Patent No. 5,837,661, U.S. Patent No. 5,776,443, U.S. Patent No. 5,756,436, U.S. Patent No. 5,661,118 and U.S. Patent No. 5,618,523.
[0059] Leave-on skin care products include eau de parfum, eau de toilette, cologne, wet wipes, body spray, deodorant, and antiperspirant.
[0060] Skin cleansing products specifically include beauty and hygiene bars, shower gels, liquid soaps, body washes, exfoliating gels and pastes (for example, reference may be made to U.S. Pat. Nos. 3,697,644; 4,065,398; and 4,387,040).
[0061] Wet tissues (wipes) specifically include skin cleansing wipes, baby wipes, makeup removal wipes, and skin refreshing wipes (see, for example, U.S. Pat. No. 4,775,582; WO 02 / 07701; WO 2007 / 069214, and WO 95 / 16474).
[0062] Body sprays, deodorants, and antiperspirants specifically include sticks, liquid roll-on applicators, and pressurized sprays.
[0063] Household products include hard surface cleaners, such as cleaners for floors, solid surfaces, tiled surfaces, manual or mechanical cleaning of china, and mirrors and glass; and soft furnishing treatments, such as liquid cleaners and refresher products, such as odor treatments.Household cleaners can be in the form of cream cleaners, isotropic liquid cleaners, spray cleaners, and wet surface cleaning wipes (see, for example, WO 91 / 08283, EP 743280, WO 96 / 34938, WO 01 / 23510, and WO 99 / 28428).Spray cleaners can be dispensed from trigger sprayers or aerosol sprayers, as is well known in the art.Aerosol sprayers dispense products using the pressure of a propellant, while trigger sprayers dispense products by manually actuating the pressure. Suitable aerosol dispensers may have a dip tube or bag-on-valve according to U.S. Patent Application Publication No. 2015 / 0108163 and / or U.S. Patent Application Publication No. 2011 / 0303766. Suitable trigger sprayers are found in U.S. Patent No. 8,322,631.
[0064] Household products also include freshener compositions that can be used in devices for the delivery of volatile materials to the atmosphere or to inanimate surfaces (e.g., fabric surfaces as fabric refreshers). Such devices can be configured in a variety of ways.
[0065] For example, the device may be configured for use as a powered air freshener (i.e., powered by electricity; or a chemical reaction such as a catalytic fuel system; or solar powered; or the like). An exemplary powered air freshener device includes a powered delivery-assistance means that may include a heating element, a fan assembly, or the like. More specifically, the device may be a wall-plug air freshener as described in U.S. Pat. No. 7,223,361; an air freshener having a heating and / or fan element powered by a battery (including a rechargeable battery). In a powered device, the volatile material delivery engine may be located next to a powered delivery-assistance means for diffusing the volatile fragrance material. The volatile fragrance material may be formulated for optimal diffusion by the delivery-assistance means.
[0066] The device can also be configured for use as a non-powered air freshener. An exemplary non-powered air freshener includes a reservoir and optionally a capillary or wicking means or an emanating surface to help the volatile material diffuse passively (i.e., without powered means) into the air. A more specific example includes a delivery engine having a liquid reservoir for containing a volatile material and a microporous membrane that encapsulates the liquid reservoir, as disclosed in U.S. Patent Nos. 8,709,337 and 8,931,711.
[0067] The device can also be configured for use as an aerosol or non-aerosol air sprayer, including traditional trigger sprayers and trigger sprayers with pre-pressure and / or buffer systems for the fluid therein. In this embodiment, the delivery engine can deliver the volatile material on demand by a user or can be programmed to automatically deliver the volatile material to the atmosphere.
[0068] The device may also be configured for use with air purification systems to deliver both purified air and volatile materials to the atmosphere. Non-limiting examples include air purification systems that use ionization and / or filtration technology for use in small spaces (e.g., bedrooms, bathrooms, automobiles, etc.) and central air conditioning / heating systems.
[0069] Household products further include absorbent articles of manufacture, such as sanitary paper products, which contain one or more layers of conventional felt-pressed tissue paper, conventional wet-pressed tissue paper, patterned densified tissue paper, starch-based tissue paper, uncompressed high-bulk tissue paper, and mixtures thereof. Preferably, the absorbent articles of manufacture include an absorbent core and optionally a backsheet, a topsheet, an absorbent layer, or an outer covering, with the microcapsules of the present invention disposed on the absorbent core or between one or more of any of the layers. The absorbent articles of manufacture may be contained in a polybag or a paper carton. The absorbent articles may further include lotions. The absorbent articles of manufacture may further contain surfactants, inks, dyes, mineral oils, petrolatum, polysiloxanes, cyclodextrins, clays, silicates, aluminates, vitamins, isoflavones, flavones, metal oxides, short-chain organic acids (C1-C8), triglycerides (C8-C 22 ), and antioxidants.
[0070] Laundry products include powder laundry detergents, detergent tablets and bars; liquid laundry detergents include light-duty liquids, heavy-duty liquids, concentrated liquid detergents, non- or low-water based laundry liquids, and more specialized cleaners for wool or dark colored garments; and fabric softeners, and pre- and post-wash treatments such as tumble dryer sheets, ironing water, and cleaning additives.
[0071] In one embodiment, the laundry product is selected from the group consisting of fabric softeners, fabric treatments, and laundry detergents.
[0072] Fabric softeners and finishes specifically include both conventional diluted (e.g., 2% to 8% by weight of softener in the product) and concentrated (e.g., 10% to 40% by weight of softener in the product) liquid active ingredient concentration softeners, as well as fabric finishes that may contain ingredients to protect color or garment shape and appearance (see, for example, U.S. Pat. Nos. 6,335,315, 5,674,832, 5,759,990, 5,877,145, and 5,574,179).
[0073] Laundry detergents, particularly liquid laundry detergents, specifically include light-duty and heavy-duty liquid detergents, which may be structured multiphase or isotropic liquids, and which may be aqueous or non-aqueous. These liquids may be in bottles or unit-dose sachets, and may optionally contain bleach or enzymes (see, for example, U.S. Pat. Nos. 5,929,022, 5,916,862, 5,731,278, 5,470,507, 5,466,802, 5,460,752, and 5,458,810).
[0074] The products of the present disclosure may contain water and / or surfactants, either as emulsifiers if the product is an emulsion, or as detergent actives if the product has some kind of cleaning function. In certain embodiments, the concentration of surfactants in the product will be in the range of 0.1 to 60% by weight; typically, the level of surfactants will be 50% by weight or less; in most products, the level of surfactants will be 30% by weight or less. On the other hand, the level of surfactants will usually be at least 0.1% by weight, preferably greater than 1.0% by weight, and more preferably greater than 3.0% by weight. Some product formulations are water-sensitive (e.g., antiperspirants, deodorants, non-aqueous liquids packaged in a water-soluble polyvinyl alcohol film), and in these applications, it may be desirable to spray-dry the microcapsules to remove water before incorporating them into the product formulation. In products with cleaning functions, the level of surfactants will likely be higher, typically greater than 10% by weight, and preferably greater than 15% by weight. All percentages are expressed by weight relative to the weight of the product.
[0075] Examples of leave-on products that contain emulsifiers are: hand and body lotions, makeup remover lotions, skin creams, sunscreen products and sunless tanning products, and household freshener sprays.Liquid-impregnated manufactured articles are also included.For example, pads or wipes impregnated with lotion for applying or removing makeup, or for applying sunscreen compounds or sunless tanning agents, for personal cleansing, such as wet toilet paper or baby wipes.
[0076] Examples of personal cleansing products containing detergents are shampoos, body washes, and liquid soaps. Some cleaning products can be considered leave-on products even if they are used for cleansing, if they are not rinsed or subjected to further cleaning after use. Baby wipes are an example, which are used for cleaning, but the liquid on the skin is not removed by rinsing.
[0077] The no-rinse cosmetic, toiletry, and personal care compositions described herein may contain various emulsifiers that are useful for emulsifying the various components of the product. Suitable emulsifiers may include any of the wide variety of nonionic, cationic, anionic, and zwitterionic surface-active materials disclosed in publications such as "McCutcheon's Detergents and Emulsifiers," North American Edition (1986), published by Allured Publishing Company, and in the following patents: U.S. Pat. No. 5,011,681; U.S. Pat. No. 4,421,769; and U.S. Pat. No. 3,755,560.
[0078] When the various consumer products described above contain the fragrance composition of the present invention in encapsulated form, the amount of microcapsules added to the product can vary depending on several aspects, such as the desired microcapsule concentration, the proportion of fragrance in the microcapsules, and the amount of fragrance required to produce the desired olfactory effect. After removing all liquid components from a given product (i.e., measured as dry weight), the microcapsules can be present in an amount of 0.01 to 10.00 wt.%, preferably 0.05 to 2.50 wt.%, more preferably 0.10 to 1.25 wt.%, based on the weight of the product. The microcapsule dispersion can be incorporated at any suitable stage in the product manufacturing process, usually after any high-shear mixing step. If liquid at room temperature, the product to which the microcapsules are to be added preferably has a viscosity of greater than 20 MPa, for example, greater than 100 MPa, or greater than 1,000 MPa, or even greater than 10,000 MPa, measured at a low spindle speed (e.g., 10 rpm) and 25°C. If necessary, the viscosity can be adjusted by adding conventional viscosity modifiers. Suitable agents and equipment and conditions for measuring the viscosity of a product are discussed in "Rheology Modifiers Handbook: Practical Use and Application" by MR Rosen and D Braun, William Andrew Press, 2000, ISBN 978-0-8155-1441-1.
[0079] It has been found that when the accords disclosed above are added to a fragrance composition (containing at least one fragrance compound other than the compounds of the accord), the intensity and tingling and / or cooling effect of the fragrance composition is enhanced.
[0080] Thus, another aspect of the present invention relates to the use of an accord as an ingredient that when formulated into a fragrance composition enhances the strength and / or cooling and / or tingling effect of the fragrance composition, The Accord is: (i) from about 90.00 wt. % to about 100 wt. %, based on the weight of the accord, of a mixture of dihydromyrcene and at least one other compound selected from peppermint cyclohexanone, menthol, isopulegol, pulegol, and menthyl acetate; (ii) from about 0 wt % to about 10.00 wt %, based on the weight of the accord, of at least one compound selected from citroxide, elemicin, elemol, geranic oxide, vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene; Including, The sum of (i) + (ii) constitutes 100 wt% of the Accord.
[0081] The invention will be better understood in light of the following examples, which are given by way of illustration only, and in which, unless otherwise stated, the percentages expressed are percentages by weight. [Example]
[0082] In the following fragrance compositions, lime oxide containing about 9.7 wt% citroxide was obtained from Ventos; dimene containing about 20.0 to about 40.0 wt% dihydromyrcene was obtained from Bordas.
[0083] Example 1: Fragrance Composition 1 This fragrance composition has 4% vacancy.
[0084] [Table 1]
[0085] Example 2: Fragrance Composition 2 This fragrance composition was obtained by bringing Fragrance Composition 1 to 100 wt% by adding 4.0 wt% dipropylene glycol (DPG).
[0086] Example 3: Fragrance Composition 3 This fragrance composition was obtained by bringing Fragrance Composition 1 to 100 wt % by adding 1.9 wt % dimene, 1.9 wt % peppermint cyclohexanone, and 0.2 wt % lime oxide.
[0087] Example 4: Fragrance Composition 4 This fragrance composition was obtained by bringing Fragrance Composition 1 to 100 wt % by adding 2 wt % dimene and 2 wt % peppermint cyclohexanone.
[0088] Example 5: Fragrance Composition 5 This fragrance composition was obtained by bringing Fragrance Composition 1 to 100 wt% by adding 2 wt% dimene and 2 wt% menthol.
[0089] Example 6: Fragrance Composition 6 This fragrance composition was obtained by bringing Fragrance Composition 1 to 100 wt % by adding 1.9 wt % dimene, 1.9 wt % menthol, and 0.2 wt % lime oxide.
[0090] Example 7: Consumer panel testing Test samples for panelists were prepared by immersing wicks used in electrical air care devices in solutions of each fragrance composition and then placing the wicks in bottles for evaluation by panelists. The wicks were 6.1 mm in diameter and 25 mm long and made from a polyethylene-polyethylene terephthalate blend fiber. One wick was added to a 60 mL glass bottle and sealed with a plastic screw cap containing a waxed cardboard insert. Samples were coded to ensure anonymity for panelists.
[0091] The experiment was conducted as part of a consumer test for the addition of test compounds to fragrance compositions to test typical consumer responses to various attributes of the resulting fragrance samples, such as perceived nasal strength and perceived tingling sensation. A group of approximately 60 panelists, aged between 21 and 60, including approximately equal numbers of men and women, was recruited for this test. Fragrance compositions 2 to 6 were tested by each panelist in a randomized presentation order. Panelists were asked to score the attributes on a linear scale from 0 (absence of attribute) to 10 (very strong perception of attribute). Panelists were free to sniff the samples for as long or as short a time as they wanted, and could repeat sniffing if desired. To minimize fatigue and adaptation, there was a two-minute gap between each sample presentation to the panelists.
[0092] Panelist scores were converted to numerical values in an Excel data file and analyzed by analysis of variance (ANOVA) using Excelstat. Results presented are least squares mean panel scores for samples and attributes. Significant groups indicate statistically significant differences at 95% confidence intervals. Results are presented in Tables 1 and 2.
[0093] [Table 2]
[0094] As can be seen from Table 1, fragrance compositions 3 to 6 were perceived as stronger than fragrance composition 2 (the control).
[0095] [Table 3]
[0096] As can be seen from Table 2, fragrance compositions 3 to 6 were perceived as providing a stronger tingling sensation than fragrance composition 2 (control).
[0097] Example 8: Fragrance Composition 7
[0098] [Table 4]
[0099] Example 9: Fragrance Composition 8 This fragrance composition was obtained by bringing Fragrance Composition 8 to 100 wt% by adding 2 wt% DPG.
[0100] Example 10: Fragrance Composition 9 This fragrance composition was obtained by bringing Fragrance Composition 8 to 100 wt % by adding 0.95 wt % dimene, 0.95 wt % peppermint cyclohexanone, and 0.1 wt % lime oxide.
[0101] Example 11: Fragrance Composition 10 This fragrance composition was obtained by bringing Fragrance Composition 8 to 100 wt% by adding 1 wt% dimene and 1 wt% peppermint cyclohexanone.
[0102] Example 12: Fragrance Composition 11 This fragrance composition was obtained by bringing Fragrance Composition 8 to 100 wt% by adding 1 wt% dimene and 1 wt% menthol.
[0103] Example 13: Fragrance Composition 12 This fragrance composition was obtained by bringing Fragrance Composition 8 to 100 wt % by adding 0.95 wt % dimene, 0.95 wt % menthol, and 0.1 wt % lime oxide.
[0104] Example 14: Consumer panel testing Test samples for panelists were prepared by immersing wicks used in electrical air care devices in solutions of each fragrance composition and then placing the wicks in bottles for evaluation by panelists. The wicks were 6.1 mm in diameter and 25 mm long and made from a polyethylene-polyethylene terephthalate blend fiber. One wick was added to a 60 mL glass bottle and sealed with a plastic screw cap containing a waxed cardboard insert. Samples were coded to ensure anonymity for panelists.
[0105] The experiment was conducted as part of a consumer test for the addition of test compounds to fragrance compositions to test typical consumer responses to various attributes of the resulting fragrance samples, such as perceived nasal strength and perceived tingling sensation. A group of approximately 60 panelists, aged between 21 and 60, including approximately equal numbers of men and women, was recruited for this test. Eight to 12 fragrance compositions were tested by each panelist in a randomized presentation order. Panelists were asked to score the attributes on a linear scale from 0 (absence of attribute) to 10 (very strong perception of attribute). Panelists were free to sniff the samples for as long or as short a time as they wanted, and could repeat sniffing if desired. To minimize fatigue and adaptation, there was a two-minute gap between each sample presentation to the panelists.
[0106] Panelist scores were converted to numerical values in an Excel data file and analyzed by analysis of variance (ANOVA) using Excelstat. Results presented are least squares mean panel scores for samples and attributes. Significant groups indicate statistically significant differences at 95% confidence intervals. Results are presented in Tables 3 and 4.
[0107] [Table 5]
[0108] As can be seen from Table 3, fragrance compositions 9 to 12 were perceived as stronger than or equivalent to fragrance composition 8 (the control).
[0109] [Table 6]
[0110] As can be seen from Table 4, fragrance compositions 9 to 12 were perceived as more tingly than fragrance 8 (control).
Claims
1. 0.10 wt % to 15.00 wt %, based on the weight of the fragrance composition, of: (i) 90.00 wt. % to 100 wt. % based on the weight of the accord of a mixture of dihydromyrcene with at least one other compound selected from peppermint cyclohexanone, menthol, isopulegol, pulegol, and menthyl acetate; (ii) 0 wt % to 10.00 wt %, based on the weight of the accord, of at least one compound selected from citroxide, elemicin, elemol, geranic oxide, vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene; Including the Accord, The sum of (i) + (ii) constitutes 100 wt% of the Accord; Fragrance composition.
2. 10. The fragrance composition of claim 1 comprising from 1.00 wt% to 12.00 wt% of the accord.
3. 3. The fragrance composition of claim 1 or claim 2, wherein the accord comprises at least 5.00 wt. % dihydromyrcene based on the weight of the accord.
4. A fragrance composition according to any one of claims 1 to 3, wherein the mixture (i) comprises dihydromyrcene and peppermint cyclohexanone.
5. 5. The fragrance composition of claim 4, wherein the accord comprises at least 40.00 wt. % dihydromyrcene and peppermint cyclohexanone, based on the weight of the accord.
6. 4. The fragrance composition according to claim 1, wherein the mixture (i) comprises dihydromyrcene and menthol.
7. 7. The fragrance composition of claim 6, wherein the accord comprises at least 40.00 wt% dihydromyrcene and menthol, based on the weight of the accord.
8. A fragrance composition according to any one of claims 1 to 7, wherein at least one compound (ii) is selected from citroxides, elemicins, elemols, and mixtures thereof.
9. 9. The fragrance composition of any one of claims 1 to 8, wherein the accord comprises a citroxide, and the citroxide is present in the accord in an amount of less than 1.00 wt % based on the weight of the accord.
10. A fragrance composition according to any one of claims 1 to 9, wherein the accord comprises dihydromyrcene, peppermint cyclohexanone, and citroxide.
11. A fragrance composition according to any one of claims 1 to 9, wherein the accord comprises dihydromyrcene, menthol, and citroxide.
12. The fragrance composition according to any one of claims 1 to 11, which is encapsulated.
13. A household, laundry, personal care or cosmetic product comprising the fragrance composition of any one of claims 1 to 12.
14. 14. The household product of claim 13, selected from an air freshener dispenser device, a floor cleaner, and a solid or liquid toilet rim block.
15. 15. The household product of claim 14, which is an air freshener dispenser device.
16. 14. The laundry product of claim 13, selected from laundry detergents, laundry additives, fabric finishes, and fabric softeners.
Citation Information
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