Encapsulated fragrance composition

Abstract

To provide a capsule comprising a fragrance composition with appealing smells and improved intensity, noticeability, and perception thresholds, and use of the capsule to consumer products.SOLUTION: The invention relates to an encapsulated fragrance composition comprising an accord comprising at least one compound selected from menthol, menthyl acetate, isopulegol, pulegone, pulegol, peppermint cyclohexanone, and dihydromyrcene. The invention also relates to a laundry product and a personal cleansing product containing the encapsulated fragrance composition.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to capsules containing fragrance compositions and the use of such capsules in consumer products. [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 containing a fragrance composition, the composition containing 0.2 to less than 10% by weight of isopulegol. The fragrance composition may further contain one or more cooling ingredients.

[0004] Patent Document 2 discloses a household product containing a fragrance composition, the composition containing 0.01 to less than 10% by weight of at least one chemosensory ingredient selected from vanillyl ethyl ether, vanillyl n-propyl ether, vanillyl isopropyl ether, vanillyl butyl ether, elemol, elemicin, lime oxide, ocimenequinone oxide, 2-isopropenyl-5-methyl-5-vinyltetrahydrofuran, and isopulegol. Patent Document 3 discloses a fragrance composition containing one or more trigeminal stimulant compounds, including one or more cooling compounds, warming compounds, and / or tingling compounds. The examples in this patent application demonstrate the trigeminal stimulant effect of a combination of (-)-menthol, vanillyl ethyl ether, and vanillyl butyl ether.

[0005] US Patent No. 5,949,693 discloses a method for releasing fragrance from capsules under controlled conditions, which method involves incorporating an orthoformic acid ester into the capsule core.

[0006] US Patent No. 5,929,693 discloses a method for increasing the shear release effect associated with fabric finishing formulations containing conventional encapsulated volatile active ingredients, which involves incorporating a phase change material (i.e., a material that can absorb, store, and release heat while the material changes its physical form; typically, a hydrocarbon material having 12 to 50 carbon atoms per molecule) into the capsule core.

[0007] However, there remains a need for fragrance compositions with an appealing odor and improved intensity, detectability, and perception threshold. It has been found that the inclusion of a combination of certain trigeminally stimulating compounds in a fragrance composition can improve the hedonic experience, intensity, and detectability of the odor.

[0008] The application of selected volatile trigeminal stimulating compounds to fragrances used in rinse-off consumer products such as laundry detergents and fabric softeners has not produced a noticeable effect on dried fabrics. Experiments have shown that the trigeminal stimulating compounds are either not deposited well enough or they evaporate quickly from the surface during drying, resulting in too little remaining on the substrate to be noticeable.

[0009] It has now been discovered that certain volatile trigeminally stimulating compounds, when incorporated into encapsulated fragrance compositions, can provide a means of delivering an appealing odor and a perceptibly stronger fragrance effect with improved adaptation and habituation thresholds and a greater perception of freshness. [Prior art documents] [Patent documents]

[0010] [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 [Patent Document 4] US Patent Application Publication No. 2018 / 0265805 [Patent Document 5] International Publication No. 2013 / 087364 Summary of the Invention [Means for solving the problem]

[0011] In one aspect, the present invention relates to an encapsulated fragrance composition, said fragrance composition comprising 1.00 wt % to 10.00 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 at least one compound selected from menthol, menthyl acetate, isopulegol, pulegone, pulegol, peppermint cyclohexanone (2-sec-butylcyclohexanone), and dihydromyrcene (3,7-dimethylocta-1,6-diene); (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-ylcyclohexyl)propanol), geranic oxide (2,2,6-trimethyl-6-vinyltetrahydropyran), vanillyl ethyl ether, vanillyl butyl ether, beta-caryophyllene, and alpha-zingiberene; Including the Accord, The accord comprises at least two compounds, at least one of menthol and isopulegol being present in the accord, and the sum of (i)+(ii) making up 100 wt% of the accord.

[0012] In another aspect, the present invention relates to a laundry product comprising an encapsulated fragrance composition as defined above.

[0013] In another aspect, the present invention relates to a personal cleansing product, such as a bar soap, liquid soap, shower gel, shampoo, or hair conditioner, comprising the encapsulated fragrance composition defined above. DETAILED DESCRIPTION OF THE INVENTION

[0014] 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.

[0015] 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.

[0016] In one aspect, the present invention relates to an encapsulated fragrance composition, said fragrance composition comprising 1.00 wt % to 10.00 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 at least one compound selected from menthol, menthyl acetate, isopulegol, pulegone, pulegol, peppermint cyclohexanone, and dihydromyrcene; (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 accord comprises at least two compounds, at least one of menthol and isopulegol being present in the accord, and the sum of (i)+(ii) making up 100 wt% of the accord.

[0017] In one embodiment, the fragrance composition comprises from 1.00 wt% to 9.00 wt%, 2.00 wt% to 8.00 wt%, 3.00 wt% to 8.00 wt%, or 3.00 wt% to 7.00 wt% of the accord based on the weight of the fragrance composition.

[0018] In one embodiment, the Accord comprises 90.00 wt% to 99.99 wt%, for example 90.00 wt%, 91.00 wt%, 92.00 wt%, 93.00 wt%, 94.00 wt%, 95.00 wt%, 96.00 wt%, 97.00 wt%, 98.00 wt%, 99.00 wt%, 99.90 wt%, or 99.99 wt% of at least one compound (i). In this case, the Accord comprises 0.01 wt% to 10.00 wt%, for example 0.01 wt%, 0.1 wt%, 1.00 wt%, 2.00 wt%, 3.00 wt%, 4.00 wt%, 5.00 wt%, 6.00 wt%, 7.00 wt%, 8.00 wt%, 9.00 wt%, or 10.00 wt% of at least one compound (ii).

[0019] In one embodiment, the accord comprises menthol and compounds other than menthol in an amount of at least 40.00 wt % of the combined weight of all compounds (i) in the accord.

[0020] In one embodiment, the accord comprises isopulegol and compounds other than isopulegol in an amount of at least 40.00 wt % of the combined weight of all compounds (i) in the accord.

[0021] In one embodiment, the accord comprises peppermint cyclohexanone and compounds other than peppermint cyclohexanone in an amount of at least 40.00 wt % of the combined weight of all compounds (i) in the accord.

[0022] In one embodiment, the accord comprises menthol and isopulegol, the weight ratio between menthol and isopulegol being in the range of 30:70 to 70:30, preferably in the range of 40:60 to 60:40. In a preferred embodiment, all compounds (i) of the accord are menthol and isopulegol in the weight ratios mentioned above.

[0023] In one embodiment, the at least one compound (ii) is selected from elemicin, elemol, and citroxide.

[0024] In one embodiment, the accord consists of menthol, isopulegol, and citroxide.

[0025] Menthol is available either as the racemate or as the (-) isomer, the latter being the predominant form occurring in nature.

[0026] Isopulegol is available as either a racemic mixture or as the (-) isomer. The isopulegol of the present invention 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%.

[0027] Dihydromyrcene is derived from pine distillates and is widely used as an intermediate for other syntheses. It exists as two stereoisomers (+) and (-) and is also known as citronellene. All stereoisomeric forms of dihydromyrcene are within the scope of this application.

[0028] Citroxide, also known as ocimenequinoxide, is one of the components of lime oxide. All stereoisomeric forms of citroxide are within the scope of this application.

[0029] Geranic oxide, also known as Rimetol, is commercially available.

[0030] Elemol and elemicin are compounds found primarily, but not exclusively, in elemi oil. Beta-caryophyllene is a component of pepper oil. Alpha-zingiberene is a component of ginger oil.

[0031] 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. The fragrance compound may also be any natural oil or extract 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.

[0032] 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.

[0033] 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, 1-(2,2,6-trimethylcyclohexyl)hexan-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.

[0034] The fragrance compounds present in the fragrance composition preferably do not contain ionizable functional groups such as sulfonate, sulfate, phosphate, or quaternary ammonium ions.

[0035] 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; butyl methoxydibenzoylmethane; and pentaerythrityl tetra-di-t-butylhydroxyhydrocinnamate.

[0036] The fragrance composition may be encapsulated as a delivery system, which may then be incorporated into, for example, a laundry product, for ultimate delivery of a detectable odor to the consumer. Non-limiting examples of delivery systems include starch capsules, silica capsules, and core-shell capsules.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] In one embodiment, the shell of the microcapsule comprises urea formaldehyde, melamine formaldehyde, or cross-linked melamine formaldehyde.

[0041] 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.

[0042] 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.

[0043] 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.

[0044] 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.

[0045] 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.

[0046] 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.

[0047] The encapsulated fragrance compositions disclosed herein can be advantageously incorporated into a variety of products, especially laundry and personal cleansing products. The microcapsules are advantageously prepared as a dispersion, which is then incorporated into the desired product.

[0048] 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 needed 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% by weight, preferably 0.05 to 2.5% by weight, and more preferably 0.1 to 1.25% by weight, 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 as well as equipment and conditions for measuring product viscosity are discussed in "Rheology Modifiers Handbook: Practical Uses and Applications" by M.R. Rosen and D. Braun, William Andrew Press, 2000, ISBN 978-0-8155-1441-1.

[0049] In one embodiment, the present invention relates to a laundry product comprising the encapsulated fragrance composition defined above. In one aspect, the laundry product is a laundry detergent (whether powder, pellet, or liquid), a fabric softener, or a fabric conditioner.

[0050] Fabric softeners and finishes specifically include both conventional diluted (e.g., 2% to 8% by weight) liquid active ingredient concentration softeners and concentrated (e.g., 10% to 40% by weight) liquid active ingredient concentration softeners, as well as fabric finishes that may contain ingredients for protecting color or garment shape and appearance (e.g., U.S. Patent No. 6,335,315; U.S. Patent No. 5,674,832; U.S. Patent No. 5,759,990; U.S. Patent No. 5,877,145; U.S. Patent No. 5,574,179).Laundry detergents, particularly liquid laundry detergents, specifically include light-duty liquid detergents and heavy-duty liquid detergents, which may be structured multiphase liquids or isotropic liquids, and which may be aqueous or non-aqueous liquids. These liquids may be in bottles or unit dose sachets, which 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; 5,458,810).

[0051] The formulations and ingredients of laundry products in which the capsules of the present invention can 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, Volume 71, ISBN 0-8247-9988-7 (Marcel Dekker).

[0052] In another embodiment, the present invention relates to a personal cleansing product, in particular a bar soap, liquid soap, gel shower, shampoo, or hair conditioner, comprising the encapsulated fragrance composition as defined above. Descriptions of personal cleansing products can be found in, inter alia, "Harry's Cosmeticology", CHS Press, 8th Edition, 2000, ISBN 0820603724, and Woollatt, "The Manufacture of Soaps, Other Detergents and Glycerine", John Wiley & Sons, 1985.

[0053] Shampoos or hair conditioners may be formulated for dry or oily hair or may contain additives such as anti-dandruff ingredients.

[0054] 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]

[0055] Capsule particle size measurement The volume median diameter and span were measured using a laser diffraction / scattering particle size distribution analyzer (trade name: LA-950V2, manufactured by Horiba). The dispersant was 18 MΩ water. Several drops of emulsion or capsule dispersion were poured into the flow cell unit until an appropriate level of laser light obscuration was achieved, and then triplicate measurements were performed immediately. For particle size calculations, the refractive index was set to 1.33 (water dispersion) and 1.47 (fragrance and capsule). The capsule diameter was measured as the 50% frequency particle size (median diameter) based on volume, D (v; 0.5). The span was calculated according to the following formula:

[0056]

number

[0057] In the formula, D(v; 0.9) is the particle size of 90% of the microcapsules by volume, D(v; 0.1) is the particle size of 10% of the microcapsules by volume, and D(v; 0.5) is the volume median diameter of the microcapsules, as defined above.

[0058] Solid content measurement method Approximately 2.5 g of the slurry is weighed into an aluminum weighing dish and dried at 105° C. for 4 hours to remove water. The weight of the dried sample is then determined at room temperature and compared to the weight of the dispersion.

[0059] In the following fragrance compositions, lime oxide containing approximately 9.7 wt% citroxide was obtained from Ventos.

[0060] Example 1: Fragrance Composition A (wt%) This fragrance composition has 10% void. Acetic acid (2-tert-butylcyclohexyl) 33.50 Isobornyl acetate 20.00 Dimethylbenzylcarbinyl acetate 14.00 2,4-Dimethylcyclohex-3-ene-1-carbaldehyde 6.50 2-Methylundecanal 4.50 Ethyl 2-methylbutyrate 4.50 Ethyl 2-methylpentanoate 3.00 2-(2-(4-methyl-3-cyclohexenyl-1-yl)propyl)cyclopentanone 2.50 Delta Damascone 1.50

[0061] Example 2: Fragrance Composition B (wt%) This fragrance composition has 10% void. Isobornyl acetate 31.40 Acetic acid (2-tert-butylcyclohexyl) 20.40 Eucalyptol 8.00 Undecanal 6.50 Styrallyl acetate 6.50 2-Methylundecanal 6.00 Gamma Undecalactone 3.00 2-Ethylpentyl-1,3-dioxolane 3.00 Synthetic Camphor Gum Powder 2.00 Ethyl 2-methylbutyrate 1.50 2-Acetonaphthone 1.00 Cycloocten-1-yl methyl carbonate 0.70

[0062] Example 3: Control Fragrance Composition C1 This fragrance composition was obtained by bringing Fragrance Composition A to 100 wt% by adding 10 wt% isopropyl myristate (IPM).

[0063] Example 4: Fragrance composition n°1 This fragrance composition was obtained by bringing fragrance composition A to 100 wt % by adding (i) 2 wt % of an accord containing isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1) and (ii) 8 wt % of isopropyl myristate (IPM).

[0064] Example 5: Fragrance composition n°2 This fragrance composition was obtained by bringing fragrance composition A to 100 wt % by adding (i) 5 wt % of an accord containing isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1) and (ii) 5 wt % of IPM.

[0065] Example 6: Fragrance composition n°3 This fragrance composition was obtained by bringing fragrance composition A to 100 wt% by adding 10 wt% of an accord comprising isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1).

[0066] Example 7: Control Fragrance Composition C2 This fragrance composition was obtained by bringing Fragrance Composition B to 100 wt% by adding 10 wt% IPM.

[0067] Example 8: Fragrance composition no. 4 This fragrance composition was obtained by bringing fragrance composition B to 100 wt % by adding (i) 2 wt % of an accord containing isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1) and (ii) 8 wt % of IPM.

[0068] Example 9: Fragrance composition no. 5 This fragrance composition was obtained by bringing fragrance composition B to 100 wt % by adding (i) 5 wt % of an accord containing isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1) and (ii) 5 wt % of IPM.

[0069] Example 10: Fragrance composition no. 6 This fragrance composition was obtained by bringing fragrance composition B to 100 wt% by adding 10 wt% of an accord comprising isopulegol, L-menthol, and lime oxide (weight ratio: 1 / 1 / 0.1).

[0070] Example 11: Preparation of microcapsule dispersion An aqueous phase was prepared by mixing 0.45 g of a 10 wt % aqueous solution of 87–89% hydrolyzed Selvol 823 poly(vinyl alcohol) (Sekisui), 21.6 g of 2-hydroxyethyl methacrylate Bisomer-HEMA (Geo Chemicals), and 148.5 g of water.

[0071] An oil phase was prepared by mixing 1.35 g of lauroyl peroxide Luperox-LP (Arkema), 26.5 g of ethylene glycol dimethacrylate SR206 (Sartomer), and 135 g of fragrance (fragrance compositions C1, C2, and 1-6). This mixture was stirred until the lauroyl peroxide was completely dissolved.

[0072] The aqueous and oil phases were stirred together with a stirrer for 15 min and then with a high shear mixer (Ystral-X10 / 20E3-1050W equipped with a 40 / 54 mm diameter Dispermix head) at 10,000 rpm for 1 min to obtain an emulsion.

[0073] 66.3 g of a 10 wt% aqueous solution of 87-89% hydrolyzed Selvol 823 poly(vinyl alcohol) (Sekisui) was poured into a 500 mL batch reactor equipped with a condenser, a thermometer or temperature probe, a nitrogen inlet, and an anchor blade stirrer (4 cm diameter). 323 g of the emulsion was added under stirring at 250 rpm. A mixture of 0.32 g of tetraethylenepentamine dissolved in 18.7 g of water was then added. Nitrogen was bubbled through the mixture. The emulsion was then heated to 70 °C for 1 h. After 2 h at 70 °C, a solution containing 0.19 g of 2,2'-azobis(2-methylpropionamidine) dihydrochloride in 5 g of water was added. After the additional hour, 1.03 g of Solagum-AX (a combination of acacia senegal gum and xanthan gum, Seppic) was added within 5 min. Finally, the resulting microcapsule dispersion was cooled to room temperature for 1 hour.

[0074] The volume median diameter (D(v;0.5)), span number, and solids content of the resulting microcapsule dispersion were determined according to the methods disclosed above. The volume median diameter of the microcapsules ranged from about 26 to about 37 micrometers and had a span of about 0.6. The solids content ranged from about 43% to about 46%.

[0075] Example 12: Olfactory test The olfactory performance of the microcapsules of the present invention was evaluated by washing fabrics with a liquid detergent containing an amount of capsule dispersion equivalent to 0.5 wt% fragrance.

[0076] Specifically, 20 cotton terry towels (30 cm x 20 cm, approximately 50 g) were washed with 60 g of detergent (standard liquid detergent) in a washing machine (Miele PW6065 Vario) at 40°C using a short cycle program. Washing was followed by a rinse at 1300 rpm without fabric softener.

[0077] A panel of 16 trained evaluators scored the olfactory intensity of the wet samples with minimal gentle handling. They then evaluated the intensity before and after rubbing after 24 hours of indoor line drying. The results are summarized in Tables 1 and 2 below.

[0078] For each evaluation, panelists were asked to rate the intensity of the fragrance perception on a scale ranging from 1 to 100, where 1 means no odor and 100 means a very strong odor. The intensity was statistically analyzed by analysis of variance (ANOVA) (confidence interval (%): 95, tolerance: 0.0001).

[0079] [Table 1]

[0080] [Table 2]

[0081] From Tables 1 and 2 it can be seen that adding an accord containing isopulegol, L-menthol, and citroxide (sourced from lime oxide) rather than isopropyl myristate alone to fragrance compositions A and B, respectively, resulted in an increase in perceived intensity in the dry stage after rubbing. For microcapsules containing 5 wt % of said accord, this increase was significant at the 95% confidence interval (**).

[0082] When the accord was added to fragrance composition A, there was an increase in perceived intensity in the wet stage.

Claims

1. 1.00 wt % to 10.00 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 at least one compound selected from menthol, menthyl acetate, isopulegol, pulegone, pulegol, peppermint cyclohexanone, and dihydromyrcene; (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 accord comprises at least two compounds, at least one of menthol and isopulegol is present in the accord, and the sum of (i) + (ii) constitutes 100 wt % of the accord; Encapsulated fragrance compositions.

2. 10. The encapsulated fragrance composition of claim 1, wherein the accord comprises 90.00 wt% to 99.99 wt% of at least one compound (i) and 0.01 wt% to 10.00 wt% of at least one compound (ii).

3. 3. An encapsulated fragrance composition according to claim 1 or claim 2, wherein the accord comprises menthol and isopulegol and optionally at least one other compound (i), the weight ratio between menthol and isopulegol being in the range of 30:70 to 70:

30.

4. 4. An encapsulated fragrance composition according to claim 3, wherein all compounds (i) of the accord are menthol and isopulegol.

5. An encapsulated fragrance composition according to any one of claims 1 to 4, wherein the at least one compound (ii) is selected from elemicin, elemol, and citroxide.

6. 6. An encapsulated fragrance composition according to any one of claims 1 to 5, wherein the accord consists of menthol, isopulegol, and citroxide.

7. The encapsulated fragrance composition of any one of claims 1 to 6, wherein the fragrance composition is encapsulated as a starch capsule, a silica capsule, or a core-shell capsule.

8. 8. The encapsulated fragrance composition of claim 7, wherein the fragrance composition is encapsulated as a core-shell capsule, the shell of which comprises a material selected from polyolefins, polyamides, polystyrene, polyisoprene, polycarbonates, polyesters, polyacrylates, aminoplasts, polysaccharides, gelatin, shellac, epoxy resins, vinyl polymers, water-insoluble inorganic materials, silicones, and mixtures thereof.

9. 9. The encapsulated fragrance composition of claim 8, wherein the shell comprises melamine formaldehyde and / or crosslinked melamine formaldehyde.

10. 9. The encapsulated fragrance composition of claim 8, wherein the shell comprises a polyacrylate.

11. 10. An encapsulated fragrance composition according to claim 8 or claim 9, wherein the shell is coated with a deposition aid.

12. A laundry product comprising an encapsulated fragrance composition according to any one of claims 1 to 11.

13. 13. The laundry product of claim 12, selected from laundry detergents, fabric softeners, and fabric conditioners.

14. A personal cleansing product comprising an encapsulated fragrance composition according to any one of claims 1 to 11.

15. 15. The personal cleansing product of claim 14, which is a shampoo or a hair conditioner.

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