A combination of linoral and fruity and / or spicy fragrances.

Linoral, a mixture of C13 and C15 aldehydes, addresses the challenge of enhancing and modifying fragrance profiles by adding fruity and spicy notes to existing scents, offering a cost-effective solution for the perfume industry.

JP7869319B2Active Publication Date: 2026-06-02SYMRISE GMBH & CO KG

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
SYMRISE GMBH & CO KG
Filing Date
2022-03-09
Publication Date
2026-06-02

AI Technical Summary

Technical Problem

The perfume industry faces challenges in creating new fragrances that efficiently enhance or modify existing scents due to the high cost of fragrance components and the difficulty in identifying compounds that can alter fragrance profiles effectively.

Method used

The use of linoral, a mixture of C13 and C15 aldehydes, in combination with other fragrances to impart, modify, and enhance fruity and spicy notes, even in small amounts, by altering the fragrance profile positively.

Benefits of technology

Linoral effectively enhances and modifies existing fragrance compositions by adding fruity and spicy notes, creating novel scents without significantly increasing production costs.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide compounds that allow for the active modification of known scents and / or improve the fragrance profile even in small amounts, thus increasing the palette of scents offered to consumers. The present invention proposes the use of small amounts of linolal as an enhancer and / or regulator in fragrance compositions in order to positively influence fruity and spicy notes.
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Description

Technical Field

[0001] The present invention relates to the use of linalool as a fragrance enhancer, modifier and / or imparting agent. Furthermore, the present invention relates to fragrance compositions, their use, and methods for imparting, modifying and / or enhancing specific fragrance notes.

Background Art

[0002] In the perfume industry, there is always a need to develop new fragrances in order to enhance the fragrance palette and meet consumer demands. However, creating new fragrances or fragrance compositions involves many challenges. For example, in order to meet specific market needs and provide products that match the profiles required by customers, it is necessary to select specific compositions of a small number of fragrances from a nearly unlimited number of possible structures known from the prior art. can be done.

[0003] By combining multiple known fragrances, it is possible to create scents that consumers find novel and stimulating. In this process, it is necessary to combine multiple compounds for one product. However, the cost of the basic components of fragrances and fragrance compositions is high, and as a result, the perfume industry is interested in using fragrances as efficiently as possible. Adding further compounds to already known fragrances to create new scents is an effective way to enhance the fragrance palette. Compounds that enhance or modify new or known fragrances or compositions are in high demand because the resulting products can have excellent properties with respect to the overall perception of the scent. However, it is difficult to identify compounds or compositions that modify and / or enhance the scent profile of known fragrances or fragrance compositions in order to create new scents. Currently, it is impossible to match compounds based solely on their chemical structure to create a pleasant fragrance. Therefore, rigorous testing of fragrance combinations and concentrations by industry experts is necessary to identify new candidates. In particular, the identification of additional compounds that can modify known fragrances by supplying trace amounts is highly desirable, as the addition of these compounds has the potential to create numerous novel scents from known fragrances or fragrance compositions. This method is cost-effective because only small amounts are needed to enhance and / or modify already known scents. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2008-19441 [Overview of the Initiative] [Means for solving the problem]

[0005] Thus, the underlying objective of this intent is to provide compounds that enable the active modification of known scents and / or enhance fragrance profiles, even in small amounts, thereby increasing the palette of scents offered to consumers. [Modes for carrying out the invention]

[0006] This is resolved by using linoral in combination with at least one other fragrance to impart, modify, and / or enhance the fragrance profile of the fragrance composition.

[0007] Linolal is a mixture of C13 and C15 aldehydes.

[0008] In a preferred embodiment, the C13 and C15 aldehydes are present in a weight ratio of about 1:100 to about 100:1.

[0009] In a preferred embodiment, linoral is a mixture of compounds according to CAS number 93821-14-8.

[0010] In a preferred embodiment, linoral is a hydroformylation product of a C12 to C14 alkene.

[0011] In preferred embodiments, linol is the reaction mass of pentadecanal, tridecanal, 2-methyldodecanal, and 2-methyltetradecanal.

[0012] Linoral is well-known in the fragrance industry, and its fragrance profile is described as consisting of notes related to aldehydes, fats, conifers, and flowers.

[0013] Surprisingly, it was found that adding small amounts of linoral to fragrance compositions significantly altered the fragrance profile of those compositions in a positive way. In particular, the spicy and / or fruity notes of the fragrance compositions were affected by the addition of linoral. The addition of small amounts of linoral modified the fruity notes already present in the fragrance compositions, imparting sensations of notes such as watermelon, raspberry, banana, pear, apricot, peach, mandarin peel, and citrus. Similarly, spicy scents were also positively affected by the addition of linoral, imparting sensations of notes such as almond, coriander, basil, bergamot peel, eucalyptus, pepper, cinnamon, cassia, bay oil, caraway, anise, and cardamom. However, these results are particularly surprising because linoral itself does not possess a fruity or spicy scent, and it has not been reported that it affects the fragrance characteristics of fragrance compositions that promote such scents.

[0014] In relation to its preferred use for imparting, modifying, and / or enhancing fragrance notes, linoral is recognized as functioning well as a so-called booster (amplifier; enhancer).

[0015] Even more surprisingly, small amounts of linoral were able to enhance the already present spicy and / or fruity notes in the fragrance composition.

[0016] In connection with the preferred use according to the present invention, linoral is used in a functionally effective amount. A functionally effective amount is the total amount (= effective amount) required to impart a functional effect, either alone or in combination with further compounds or compositions.

[0017] In a preferred embodiment, linoral is used with at least one fragrance and / or composition to create a fragrance composition. The fragrance composition can be obtained by methods known in the art, such as simple mixing or homogenization of the components. The at least one other fragrance and / or composition may be any other fragrance or composition.

[0018] Accordingly, the present invention relates to the use of linoral and at least one further compound and / or composition as a fragrance composition, wherein the linoral is contained in a sensory effective amount sufficient to impart, modify and / or enhance the fruity and / or spicy notes of an existing fragrance.

[0019] In a preferred embodiment of the present invention, the fruity note is selected from the group consisting of watermelon, raspberry, banana, pear, apricot, peach, mandarin peel, and citrus.

[0020] In a preferred embodiment of the present invention, the spicy note is selected from the group consisting of almond, coriander, basil, bergamot peel, eucalyptus, pepper, cinnamon, cassia, bay oil, caraway, anise, and cardamom.

[0021] Linalool can be used in various products, and in particular, it can be advantageously combined with other fragrances in different proportions to form a fragrance mixture, and can also create new and original perfume compositions. Therefore, one aspect of the present invention relates to a fragrance mixture containing linalool and optionally further components (such as solvents).

[0022] In a preferred embodiment of the present invention, the amount of linalool ranges from 0.00001 to 99.9% by weight, more preferably from 0.001 to 5% by weight, and most preferably from 0.05 to 1% by weight based on the total weight of the fragrance composition.

[0023] In a preferred embodiment of the present invention, the weight ratio of linalool to the total amount of other fragrances ranges from 1:100000 to 1:20, more preferably from 1:20000 to 1:1000.

[0024] Examples of fragrances that can be advantageously combined with linalool in the context of the present invention can be found, for example, in S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, N. J. 1969, self-published, or K. Bauer et al., Common Fragrance and Flavor Materials, 4th Edition, Wiley-VCH, Weinheim 2001.

[0025] Specifically, the following can be mentioned: extracts from natural raw materials such as essential oils, concretes, absolutes, resins, resinoids, balsams, tinctures, etc.: for example, Ambergris tincture; Amyris oil; Angelica seed oil; Angelica root oil; Anise oil; Valerian oil; Basil oil; Tree moss absolute; Bay oil; Mugwort oil; Benzoeresin; Bergamot oil; Beeswax absolute; Birch tar oil; Bitter almond oil; Savory oil; Buccone leaf oil; Cabreuba oil; Cade oil; Calmus oil; Camphor oil; Cananga oil; Cardamom oil; Cascarilla oil; Cassia oil; Cassia absolute; Castreum absolute Cedar leaf oil; Cedarwood oil; Cistus oil; Citronella oil; Citron oil; Copaiba balsam; Copaiba balsam oil; Coriander oil; Costus root oil; Cumin oil; Hinoki oil; Davana oil; Dill herb oil; Dill seed oil; Hors d'oeuvres absolute; Oakmoss absolute; Elemi oil; Tarragon oil; Eucalyptus citriodora oil; Eucalyptus oil; Fennel oil; Spruce needle oil; Galbanum oil; Galbanum tree oil; Geranium oil; Grapefruit oil Root oil; Guaiac wood oil; Gurjun balsam; Gurjun balsam oil; Helichrysum absolute; Helichrysum oil; Ginger oil; Iris root absolute; Iris root oil; Jasmine absolute; Calamus oil; Blue chamomile oil; Roman chamomile oil; Carrot seed oil; Cascarilla oil; Pine needle oil; Spearmint oil; Caraway oil; Labdanum oil; Labdanum absolute; Labdanum resin; Lavandin absolute; Lavandin oil; Labandin Lavender absolute; lavender oil; lemongrass oil; lavender oil; distilled lime oil; cold-pressed lime oil; linaloe oil; litsea cubeba oil; bay leaf oil; mace oil; marjoram oil; mandarin oil; masoir bark oil; mimosa absolute; musk grain oil; musk tincture; muscat sage oil; nutmeg oil; myrrh absolute; myrrh oil; myrrh oil; myrrh oil; clove leaf oil; clove flower oil; neroli oil; olibanum absolute; olibanum oil;Opopanax oil; Orange blossom absolute; Orange oil; Peppermint oil; Pepper oil; Allspice oil; Pine oil; Pauley oil; Rose absolute; Rosewood oil; Rose oil; Rosemary oil; Dalmatian sage oil; Spanish sage oil; Patchouli oil; Celery seed oil; Spicy lavender oil; Star anise oil; Egonoki oil; Mugwort oil; Fir needle oil; Tea tree oil; Turpentine oil; Thyme oil; Tolu balsam; Tonka bean absolute; Tuberose absolute; Vanilla extract; Violet leaf absolute; Verbena oil; Vetiver oil; Juniper berry oil; Wine yeast oil; Japanese mint oil; Wintergreen oil; Ylang-ylang oil; Hyssop oil; Civet absolute; Cinnamon leaf oil; Cinnamon bark oil and their fractions, or components isolated therefrom.;

[0026] Individual odoriferous substances from the group of hydrocarbons, for example, 3-carene; α-pinene; s-pinene; a-terpinene; γ-terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; valencene; (E,Z)-1,3,5-undecatriene; styrene; diphenylmethane; Individual odoriferous substances from the group of aliphatic alcohols, for example, hexanol; octanol; 3-octanol; 2,6-dimethylheptanol; 2-methyl-2-heptanol; 2-methyl-2-octanol; (E)-2-hexenol; 1-octen-3-ol; mixture of 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methylenheptan-2-ol; (E,Z)-2,6-nonadienol; 3,7-dimethyl-7-methoxyoctan-2-ol; 9-decenol; 10-undecenol; 4-methyl-3-decen-5-ol; Individual odor substances from the group of aliphatic aldehydes and their acetals, e.g., hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; 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-9-undecenal; 2,6,10-trimethyl-5,9-undecadienal; heptanal diethyl acetal; 1,1-dimethoxy-2,2,5-trimethyl-4-hexene; citronellyloxyacetaldehyde; 1-(1-methoxy-propoxy)-(E / Z)-3-hexene; Individual odor substances from the group of aliphatic ketones and their oximes, e.g., 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-oη; 6-methyl-5-hepten-2-one; Individual odor substances from the group of aliphatic sulfur-containing compounds, e.g., 3-methylthiohexanol; 3-methylthiohexyl acetate; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3-mercaptohexyl butyrate; 3-acetylthiohexyl acetate; 1-menthen-8-thiol; Individual odor substances from the group of aliphatic nitriles, e.g., 2-nonenate nitrile; 2-undecenoate nitrile; 2-tridecenoate nitrile; 3,12-tridecadienoate nitrile; 3,7-dimethyl-2,6-octadienoate nitrile; 3,7-dimethyl-6-octenate nitrile; Individual odorants from the group of aliphatic carboxylic acid esters, e.g., (E)- and (Z)-3-hexenyl formate; ethyl acetate; isoamyl 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 crotonic acid; ethyl isovalerate; ethyl 2-methylpentanoate; ethyl hexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; ethyl (E,Z)-2,4-decadienoneate; methyl 2-octinate; methyl 2-noninate; allyl 2-isoamyloxyacetate; methyl 1-3,7-dimethyl-2,6-octadiene-oate; 4-methyl-2-pentylcrotonate; Individual odor substances from the group of acyclic terpene alcohols, e.g., geraniol; nerol; lavadulol; nerolidol; farnesol; tetrahydrolinalool; tetrahydrogeraniol; 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol; 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-octadiene-2-ol; 2,6-dimethyl-3,5-octadi En-2-ol; 3,7-dimethyl-4,6-octadien-3-ol; 3,7-dimethylocta-6-en-1-ol; (2E)-3,7-dimethylocta-2,6-dien-1-ol; 3,7-dimethyl-1,5,7-octatrien-3-ol; 2,6-dimethyl-2,5J-octatrien-1-ol; and their formate salts; acetates; propionates; isobutyrates; butyrates; isovalerians; pentanoates; hexanoates; crotonates; tigrinates and 3-methyl-2-butenates; Individual odor substances from the group of acyclic terpene aldehydes and ketones, e.g., 7-methoxy-3,7-dimethyloctanal; 2,6,10-trimethyl-9-undecenal; geranylacetone; dimethyl acetals and diethyl acetals of geranial, neral; Individual odor substances from the group of cyclic terpene alcohols, e.g., menthol; isopuregol; α-terpineol; terpinenol-4; mentan-8-ol; mentan-1-ol; mentan-7-ol; borneol; isoborneol; linalool oxide; nopol; cedrol; ambrinol; vetiverol; guaiol; and their formate salts, acetates, propionates, isobutyrates, butyrates, isovalerianates, pentanoates, hexanoates, crotonates, tigphosphates, 3-methyl-2-butenoate; Individual odor substances from the group of cyclic terpene aldehydes and ketones, e.g., menthone; isomenthone; 8-mercaptomenthane-3-oη; carvone; camphor; fencone; α-ionone; β-ionone; α-n-methylionone; β-n-methylionone; α-isomethylionone; β-isomethylionone; α-ylone; β-damascenone; 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-methanonaphthalene-8(5H)-one; 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal; nootkatone; dihydronootkatone; 4,6,8-Megastigmatriene-3-οη; α-Sinensal; β-Sinensal; Acetylated cedarwood oil (methyl cedyl ketone); Individual odor substances from the group of cyclic alcohols, e.g., 4-tert-butylcyclohexanol; 3,3,5-trimethylcyclohexanol; 3-isocamphylcycyclohexanol; 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatriene-1-ol; 2-rosobutyl-4-m-ethyltetrahydro-2H-pyran-4-ol; 4-cyclohexylbutan-2-ol; Individual odor substances from the group of cycloaliphatic alcohols, e.g., α,3,3-trimethylcyclohexylmethanol; 1-(4-lopropylcyclohexyl)ethanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopento-1-yl)butanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopento-1-yl)-2-buten-1-ol; 3-methyl-5-(2,2,3-trimethyl-3-cyclopento-1-yl)-pentan-2-ol; 3-methyl-5-(2,2,3-trimethyl-3-cyclopenta-1-yl)-4-penten-2-ol; 1-(2,2,6-trimethylcyclohexyl)pentan-3-ol; 1-(2,2,6-trimethylcyclohexyl)hexane-3-ol; Individual odorants from the group of cyclic and cycloaliphatic ethers, e.g., cineole; cedyl methyl ether; cyclododecyl methyl ether; 1,1-dimethoxycyclododecane; (ethoxymethoxy)cyclododecane; α-cedrene epoxide; 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan; 3a-ethyl-6,6,9a-trimethyldodecahydronaphtho[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-m-ethyl-5-(1-methylpropyl)-1,3-diooxane; Individual odorants from the group of cyclic and macrocyclic ketones, e.g., 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 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; 8-cyclohexadecen-1-one; 9-cycloheptadecen-1-oη; cyclopentadecanone; cyclohexadecanone; Individual odor substances from the group of cycloaliphatic aldehydes, e.g., 2-methyl-4-(2,2,6-trimethylcyclohexen-1-yl)-2-butenal; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarbaldehyde; 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarbaldehyde; Individual odor substances from the group of cycloaliphatic ketones, e.g., 1-(3,3-dimethylcyclohexyl)-4-penten-1-one; 2,2-dimethyl-1-(2,4-dimethyl-3-cyclohexen-1-yl)-1-propanone; 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-naphthalenylmethyl ketone; methyl 2,6,10-trimethyl-2,5,9-cyclododecatrienyl ketone; tert-butyl-(2,4-dimethyl-3-cyclohexen-1-yl)ketone; Individual odorants from the group of cyclic alcohol esters, e.g., 2-tert-butylcyclohexyl acetate; 4-tert-butylcyclohexyl acetate; 2-tert-pentylcyclohexyl acetate; 4-tert-pentylcyclohexyl acetate; 3,3,5-trimethylcyclohexyl acetate; decahydro-2-naphthyl acetate 2-Cyclopentylcyclopentyl crotonic acid; 3-Pentyltetrahydro-2H-pyran-4-yl acetate; Decahydro-2,5,5,8a-Tetramethyl-2-naphthyl acetate; 4,7-Methane-3a,4,5,6,7,7a-Hexahydro-5,resp.6-Indenyl acetate; 4,7-Methane-3a,4,5,6,7,7a-Hexahydro-5, or 6-Indenylpropionate; 4,7-Methane-3a,4,5,6,7,7a-Hexahydro-5, or 6-Indenyl isobutyrate; 4,7-Methaneoctahydro-5, or 6-Indenyl acetate; Individual odorants from the group of cycloaliphatic alcohol esters, e.g., 1-cyclohexylethyl crotonate; Individual odor substances from the group of cycloaliphatic carboxylic acid esters, e.g., allyl 3-cyclohexylpropionate; allyl cyclohexyloxyacetate; i-trans-methyl dihydrojasmonate; i-trans-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; Individual odor substances from the group of aliphatic alcohols, e.g., benzyl alcohol; 2-phenylethanol; 1-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-losopropylphenyl)ethanol; Individual odor substances from the group of esters of aliphatic alcohols and aliphatic carboxylic acids, e.g., benzyl acetate; benzyl propionate; benzyl isobutyrate; benzyl isovalerate; 2-phenylethyl acetate; 2-phenylethyl propionate; 2-phenylethyl isobutyrate; 2-phenylethyl isovalerate; 1-phenylethyl acetate; α-trichloromethylbenzyl acetate; α,α-dimethylphenylethyl acetate; α,α-dimethylphenylethyl butyrate; cinnamyl acetate; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate; Individual odor substances from the group of aliphatic ethers, e.g., 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-dioxin; 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1,2-d]-m-dioxin; Individual odor substances from the group of aromatic and aliphatic aldehydes, e.g., 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-isobutylphenyl)propanal; 3-(4-tert.butylphenyl)propanal; cinnamaldehyde; α-butylcinnamaldehyde; α-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; Individual odor substances from the group of aromatic and aliphatic ketones, e.g., acetophenone; 4-methylacetophenone; 4-methoxyacetophenone; 4-tert-butyl-2,6-dimethylacetophenone; 4-phenyl-2-butanone; 4-(4-hydroxyphenyl)-2-butanone; 1-(2-naphthalenyl)ethanone; 2-benzofuranylethanone; (3-methyl-2-benzofuranyl)ethanone; Benzophenone; 1,1,2,3,6-Hexamethyl-5-indanylmethyl ketone; 6-tert-butyl-1,1-dimethyl-4-indanylmethyl ketone; 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indenyl]ethanone; 5',6',7',8'-Tetrahydro-3',5',6',8',8'-Hexamethyl-2-acetonaphthone; Individual odor substances from the group of aromatic and aliphatic carboxylic acids and their esters, e.g., benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenylacetate; phenylethyl acetate; geranyl phenylacetate; phenylethyl phenylacetate; methyl cinnamate; ethyl cinnamate; benzyl cinnamate; phenylethyl cinnamate; cinnamyl cinnamate; allylphenoxy cinnamate; methyl salicylate; hexyl salicylate; cyclohexyl salicylate; cis-3-hexenyl salicylate; benzyl salicylate; phenylethyl salicylate; 2,4-dihydroxy-3,6-dimethylbenzoate methyl; 3-phenylethyl glycideate; 3-methyl-3-phenylethyl glycideate; Individual odorants from a group of heterocyclic compounds, e.g., 2,5-dimethyl-4-hydroxy-2H-furan-3-one; 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-oğ; 3-hydroxy-2-methyl-4H-pyran-4-one; 2-ethyl-3-hydroxy-4H-pyran-4-one; Individual odor substances from the lactone group, e.g., 1,4-octanolide; 3-methyl-1,4-octanolide; 1,4-nonanolide; 1,4-decanolide; 8-decene-1,4-olid; 1,4-undecanolide; 1,4-dodecanolide; 1,4-decanolide; 1,5-dodecanolide; 4-methyl-1,4-decanolide; 1,15-pentadecanolide; 1,16-Hexadecanolide; 9-Hexadecene-1,16-Olide; 10-Oxa-1,16-Hexadecanolide; 1-1-Oxa-1,16-Hexadecanolide; 12-Oxa-1,16-Hexadecanolide; Ethylene-1,12-Dodecanediote; Ethylene-1,13-Tridecanedioate; 2,3-Dihydrocoumarin; Octahydrocoumarin.

[0027] In a preferred embodiment of the present invention, at least one other fragrance is selected from the group consisting of the following: 4-(4-methoxyphenyl)butan-2-one, 3-methylbutyl acetate, hexyl acetate, benzaldehyde, 3,7-dimethylocta-1,6-dien-3-ol, 5-heptyloxolan-2-one, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 2-(4-methyl-1-cyclohexa-3-enyl)propane-2-yl acetate, (2E)-3-phenylprop-2-enal, 2-Methoxy-4-(prop-2-en-1-yl)phenol, (Z)-deca-6-enal, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, Eletaria cardamomum L. seed oil, Pimenta acriscoster leaf oil, triethyl 2-hydroxypropane-1,2,3-tricarboxylate, 3-ethoxy-4-hydroxybenzaldehyde, phenylmethanol, Cinnamon bell bark oil Leaf oil of L. pepper, fruit oil of black pepper, benzyl (2E)-3-phenylpropane-2-enoate, 3-phenylpropane-1-ol, L. cinnamon leaf oil, Myristica fragrans hut, fruit oil, 5-pentyloxollan-2-one, (2E)-3,7-dimethylocta-2,6-dien-1-ol, ethyl acetate, 4-hydroxy-3-methoxybenzaldehyde, (E)-4-(2,6,6-trimethyl- 1-Cyclohexa-2-enyl)buta-3-en-2-one, 4-oxa-2,6-heptanediol and 4-oxa-1,6-heptanediol, egonochitonicinesiscrave ex Hartwys resin, 2,4-dimethylcyclohexa-3-en-1-carbaldehyde, benzyl acetate, (2-tert-butylcyclohexyl) acetate, ethyl 2-(2-methyl-1,3-dioxolan-2-yl) acetate.

[0028] The fragrance composition according to the present invention consists of or includes linoral and at least one further compound or composition, wherein the linoral is contained in a sensory-effective amount sufficient to impart, modify, and / or enhance the fruity and / or spicy notes of an existing fragrance.

[0029] Preferably, the fragrance composition according to the present invention consists of or includes only linoral and two or more further fragrances. More preferably, the fragrance composition according to the present invention consists of or includes only linoral and three or more further fragrances. Most preferably, the fragrance composition according to the present invention consists of or includes only linoral and four or more further fragrances.

[0030] Fragrance oil compositions (=fragrance mixtures, compositions) containing linoral are advantageously used in perfumes in liquid form, either undiluted or diluted with a solvent. Suitable solvents for this purpose include, for example, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerin, propylene glycol, 1,2-butylene glycol, dipropylene glycol, diethyl phthalate, triethyl citrate, and isopropylimyristic acid.

[0031] Furthermore, the fragrance composition according to the present invention can be adsorbed onto a carrier that ensures both a fine distribution of fragrance in the product and controlled release during use. Such a carrier can be a porous inorganic material such as light sulfate, silica gel, zeolite, plaster, clay, clay granules, or aerated concrete, or an organic material such as wood, cellulosic substances, sugar, dextrin (e.g., maltodextrin), or plastics such as PVC, polyvinyl acetate, or polyurethane. The resulting combination of the composition according to the present invention and the carrier material can also be understood as the fragrance composition according to the present invention.

[0032] The fragrance composition according to the present invention can also be added in this form, for example, to a fragranced product, as a microencapsulated, spray-dried, inclusion-composite, or extruded article.

[0033] If necessary, the properties of the thus modified composition can be further optimized by so-called "coating" with appropriate materials from the viewpoint of more targeted fragrance release, for which waxy plastics such as polyvinyl alcohol are preferably used. The product thus obtained becomes a molded article according to the present invention.

[0034] The fragrance compositions according to the present invention can be advantageously used in the production of fragrances according to the present invention in concentrated form, solution form, or the above-mentioned modified form. For example, perfume extracts, eau de parfums, eau de toilettes, aftershaves, eau de colognes, pre-shave products, splash colognes and scented refreshing towels, as well as acidic, alkaline and neutral cleaning agents, such as floor cleaners, window cleaners, dish soaps, bathroom and sanitary cleaners, abrasive emulsions, solid and liquid toilet cleaners, powder and foam carpet cleaners, textile fragrances, ironing aids, liquid detergents, powder detergents, ironing aids and other fragrances, pre-washing agents such as liquid detergents, powder detergents, bleaches, soaking agents and stain removers, fabric softeners, laundry soaps, laundry tablets and disinfectants. Fragrances in liquid, gel, or solid carrier forms; aerosol sprays; waxes and polishes such as furniture polish, floor wax, and shoe cream; personal care products such as solid and liquid soaps, shower gels, shampoos, shaving soaps, and shaving foams; bath oils; oil-in-water, water-in-oil, and water-in-oil cosmetic emulsions, such as skin creams and lotions, face creams and lotions, sunscreens and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, aftershave creams and lotions, sunscreens and lotions, and hair care products such as hairsprays and hair gels. Products include hairspray, hair gel, hair lotion, hair conditioner, permanent hair dye, semi-permanent hair dye, hair styling products such as cold wave and hair straightening treatments, hair lotion, hair cream, hair lotion, underarm spray, roll-on, deodorant stick, deodorant cream and other deodorants and antiperspirants, cosmetic products such as eyeshadow, nail polish, lipstick, and mascara, candles, lamp oil, incense, insecticides, repellents, and fuels.

[0035] Of course, the fragrance compositions according to the present invention can also be included in cosmetic compositions or household compositions.

[0036] Another aspect of the present invention relates to a method for modifying and / or enhancing an existing fragrance to impart, modify and / or enhance fruity and / or spicy notes to the existing fragrance, comprising or consisting of the following steps: a. The process of preparing linoleum, b. The process of preparing at least one additional fragrance, and c. Adding a sensory effective amount of linoleum to at least one further fragrance to impart, modify, and / or enhance the fruity and / or spicy notes of an existing fragrance.

[0037] A further aspect of the present invention relates to a scented product comprising or consisting of linoral and at least one further fragrance compound, wherein the linoral is present in a sensory effective amount sufficient to impart, modify and / or enhance the fruity and / or spicy notes of an existing fragrance.

[0038] In a preferred embodiment, the scented product is selected from cosmetics, hygiene products, and / or household products. Further preferred embodiments listed above also apply to the scented product of the present invention.

[0039] Preferably, scented household products are selected from the group consisting of detergents and cleaning agents, hygiene or care products, preferably body and hair care, cosmetics and household products, preferably fragrance extracts, eau de parfums, eau de toilettes, aftershave lotions, eau de colognes, pre-shave products, splash colognes, scented refreshing tissues, acidic, alkaline or neutral cleaning agents, fabric fresheners, ironing aids, liquid detergents, powder detergents, laundry pretreatment agents, fabric softeners, wash tablets, disinfectants, surface disinfectants, fragrances, air fresheners, aerosol sprays, waxes and polishes, personal care products, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, aftershave creams and lotions, sunscreens and lotions, hair care products, decorative cosmetics, candles, lamp oils, incense, insecticides, repellents and fuels. Most preferably, scented products are selected from alcoholic perfumes, personal hygiene products, or cleaning or care products for household use.

[0040] The additives, auxiliaries, and / or active substances mentioned above are preferably not odor-emitting substances. These include, for example, preservatives, antibacterial agents, chelating agents, detergents, emulsifiers, and oils and fats, and in principle, can be any substance used as an additive, auxiliary, and / or active ingredient in cosmetics, especially fragrance compositions, and household compositions.

[0041] Further preferred embodiments listed above are also applicable to the scented products of the present invention.

[0042] The present invention will be further characterized below based on examples. [Examples]

[0043] Examples 1-13: <The effect of trace amounts of linoleic acid on fragrance compositions>

[0044] To investigate the effect of linoral on enhancing or modifying fragrance profiles, known fragrance compounds or compositions were mixed with practical amounts of linoral. The resulting fragrance changes are reported in Table 1, compared to compositions without linoral. The amount of linoral is expressed as a weight percentage of the total composition.

[0045] Table 1: The addition of small amounts of linoleic acid enhances and modifies the fragrance profile. [Table 1]

[0046] These data indicate that linoral has a strong influence on fragrance compositions, modifying and enhancing existing notes.

[0047] Example 14: <Fragrance composition containing a small amount of linoleum> Table 2: Fragrance mixtures [Table 2]

[0048] According to the expert panel, linoral ingredients add juiciness to this fruity scent and enhance the natural peach aroma with their sparkling effect. The overall fragrance is strengthened, resulting in a more wonderful fruity profile. Example 15: <Fragrance composition containing a small amount of linoleum>

[0049] Table 3: Fragrance mixtures [Table 3]

[0050] According to the expert panel, the metallic notes of linoral enhance the sparkling cinnamon notes, giving them more impact. Overall, it can be used to elevate all the spiciness in the fragrance and as a supporting element that empowers the spicy top notes.

[0051] The presented examples clearly demonstrate the effect of trace amounts of linoleic acid in modifying and enhancing particularly spicy and fruity notes in fragrance compositions.

Claims

1. Use for forming a fragrance composition using linoral and at least one further compound, The at least one further compound is 4-(4-methoxyphenyl)butan-2-one, 4-methoxyacetophenone, 4-methoxybenzaldehyde, 4-methoxybenzyl acetate, isoamyl acetate, hexyl acetate, octyl acetate, ethyl acetate, benzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-methylbenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, lina Lol, geraniol, nerol, tetrahydrolinalool, tetrahydrogeraniol, (2E)-3,7-dimethylocta-2,6-dien-1-ol, 3,7-dimethylocta-6-en-1-ol, 3,7-dimethyl-4,6-octadien-3-ol, 2,6-dimethyl-5,7-octadien-2-ol, γ-undecalactone, 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decene-1,4-olide, 1,4-undecanolide, 1,4-dodecanol 4-methyl-1,4-decanolide, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydronaphtho[2,1-b]furan, terpinyl acetate, menthol acetate, isopuregol acetate, terpinenol-4 acetate, cinnamaldehyde, α-butylcinnamaldehyde, α-hexylcinnamaldehyde, eugenol, 3-phenyl-2-propene-1-o 1-(3,Selected from the group consisting of 3-dimethylcyclohexyl)-4-penten-1-one, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, myrcene, ocimene, and farnesene, The linoral is used in an amount ranging from 0.001 to 5% by weight based on the total weight of the fragrance composition, for the purpose of imparting, modifying, and / or enhancing the fruity and / or spicy notes of the compound.

2. The use according to claim 1, wherein the fruity notes are selected from the group consisting of watermelon, raspberry, banana, pear, apricot, peach, mandarin peel, and citrus.

3. The use according to claim 1 or claim 2, wherein the spicy notes are selected from the group consisting of almond, coriander, basil, bergamot peel, eucalyptus, pepper, cinnamon, cassia, bay oil, caraway, anise, and cardamom.

4. The use according to at least one of claims 1 to 3, wherein at least one further compound is selected from the group consisting of the following: 4-(4-methoxyphenyl)butan-2-one, isoamyl acetate, hexyl acetate, benzaldehyde, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, linalool, γ-undecalactone, terpinyl acetate, cinnamaldehyde, eugenol, decenal-6,4, veranis.

5. The use according to at least one of claims 1 to 4, wherein the amount of linoral is in the range of 0.05 to 1% by weight, based on the total weight of the fragrance composition.

6. The use according to at least one of claims 1 to 4, wherein the weight ratio of linoral to the total amount of other fragrances is in the range of 1:100000 to 1:

20.

7. The use according to at least one of claims 1 to 4, wherein the weight ratio of linoral to the total amount of other fragrances is in the range of 1:20000 to 1:1000.

8. A fragrance composition comprising linoral and at least one further compound, or comprising only these, The at least one further compound is 4-(4-methoxyphenyl)butan-2-one, 4-methoxyacetophenone, 4-methoxybenzaldehyde, 4-methoxybenzyl acetate, isoamyl acetate, hexyl acetate, octyl acetate, ethyl acetate, benzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-methylbenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, lina Lol, geraniol, nerol, tetrahydrolinalool, tetrahydrogeraniol, (2E)-3,7-dimethylocta-2,6-dien-1-ol, 3,7-dimethylocta-6-en-1-ol, 3,7-dimethyl-4,6-octadien-3-ol, 2,6-dimethyl-5,7-octadien-2-ol, γ-undecalactone, 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decene-1,4-olide, 1,4-undecanolide, 1,4-dodecanol 4-methyl-1,4-decanolide, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydronaphtho[2,1-b]furan, terpinyl acetate, menthol acetate, isopuregol acetate, terpinenol-4 acetate, cinnamaldehyde, α-butylcinnamaldehyde, α-hexylcinnamaldehyde, eugenol, 3-phenyl-2-propene-1-o 1-(3,Selected from the group consisting of 3-dimethylcyclohexyl)-4-penten-1-one, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, myrcene, ocimene, and farnesene, A fragrance composition comprising the linoral in an amount ranging from 0.001 to 5% by weight based on the total weight of the fragrance composition, which imparts, modifies, and / or enhances the fruity and / or spicy notes of the compound.

9. The fragrance composition according to claim 8, wherein the weight ratio of linoral to the total amount of other fragrances is in the range of 1:100000 to 1:

20.

10. A method for modifying and / or enhancing an existing fragrance to impart, modify, and / or enhance fruity and / or spicy notes, comprising or consisting of the following steps: a. The process of preparing linoleum, b. The process of preparing at least one additional fragrance, c. Adding linoleum in an amount ranging from 0.001 to 5% by weight based on the total weight of the fragrance composition to impart, modify, and / or enhance the fruity and / or spicy notes of an existing fragrance to at least one further fragrance. Here, the aforementioned at least one further fragrance, 4-(4-methoxyphenyl)butan-2-one, 4-methoxyacetophenone, 4-methoxybenzaldehyde, 4-methoxybenzyl acetate, isoamyl acetate, hexyl acetate, octyl acetate, ethyl acetate, benzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-methylbenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, lina Lol, geraniol, nerol, tetrahydrolinalool, tetrahydrogeraniol, (2E)-3,7-dimethylocta-2,6-dien-1-ol, 3,7-dimethylocta-6-en-1-ol, 3,7-dimethyl-4,6-octadien-3-ol, 2,6-dimethyl-5,7-octadien-2-ol, γ-undecalactone, 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decene-1,4-olide, 1,4-undecanolide, 1,4-dodecanol 4-methyl-1,4-decanolide, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydronaphtho[2,1-b]furan, terpinyl acetate, menthol acetate, isopuregol acetate, terpinenol-4 acetate, cinnamaldehyde, α-butylcinnamaldehyde, α-hexylcinnamaldehyde, eugenol, 3-phenyl-2-propene-1-o 1-(3,A method selected from the group consisting of 3-dimethylcyclohexyl)-4-penten-1-one, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, myrcene, ocimene, and farnesene.

11. The method according to claim 10, wherein the weight ratio of linoral to the total amount of other fragrances is in the range of 1:100000 to 1:

20.

12. A scented product comprising or consisting solely of linoral and at least one further fragrance compound, The aforementioned at least one further fragrance, 4-(4-methoxyphenyl)butan-2-one, 4-methoxyacetophenone, 4-methoxybenzaldehyde, 4-methoxybenzyl acetate, isoamyl acetate, hexyl acetate, octyl acetate, ethyl acetate, benzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, 4-methylbenzaldehyde, 4-hydroxy-3-ethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde, lina Lol, geraniol, nerol, tetrahydrolinalool, tetrahydrogeraniol, (2E)-3,7-dimethylocta-2,6-dien-1-ol, 3,7-dimethylocta-6-en-1-ol, 3,7-dimethyl-4,6-octadien-3-ol, 2,6-dimethyl-5,7-octadien-2-ol, γ-undecalactone, 1,4-octanolide, 3-methyl-1,4-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decene-1,4-olide, 1,4-undecanolide, 1,4-dodecanol 4-methyl-1,4-decanolide, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydronaphtho[2,1-b]furan, terpinyl acetate, menthol acetate, isopuregol acetate, terpinenol-4 acetate, cinnamaldehyde, α-butylcinnamaldehyde, α-hexylcinnamaldehyde, eugenol, 3-phenyl-2-propene-1-o 1-(3,Selected from the group consisting of 3-dimethylcyclohexyl)-4-penten-1-one, 3-(1-ethoxyethoxy)-3,7-dimethylocta-1,6-diene, myrcene, ocimene, and farnesene, A scented product comprising the linoral in an amount ranging from 0.001 to 5% by weight based on the total weight of the fragrance composition, which imparts, modifies, and / or enhances the fruity and / or spicy notes of the compound.