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EP2184339B1 - Mélanges de parfum comprenant de l'Isolongifolanol et du Moschus - Google Patents

Mélanges de parfum comprenant de l'Isolongifolanol et du Moschus Download PDF

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Publication number
EP2184339B1
EP2184339B1 EP09173455A EP09173455A EP2184339B1 EP 2184339 B1 EP2184339 B1 EP 2184339B1 EP 09173455 A EP09173455 A EP 09173455A EP 09173455 A EP09173455 A EP 09173455A EP 2184339 B1 EP2184339 B1 EP 2184339B1
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EP
European Patent Office
Prior art keywords
musk
constituent
odoriferous
perfume oil
substances
Prior art date
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Application number
EP09173455A
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German (de)
English (en)
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EP2184339A1 (fr
Inventor
Marinus Cornelius Van Dijk
Marcus Dr. Eh
Ingo Dr. Wöhrle
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Symrise AG
Original Assignee
Symrise AG
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Filing date
Publication date
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Priority to AT09173455T priority Critical patent/ATE537244T1/de
Priority to EP09173455A priority patent/EP2184339B1/fr
Publication of EP2184339A1 publication Critical patent/EP2184339A1/fr
Priority to US12/907,725 priority patent/US20110092604A1/en
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Publication of EP2184339B1 publication Critical patent/EP2184339B1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0038—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing more than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0069—Heterocyclic compounds
    • C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/008—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0069—Heterocyclic compounds
    • C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/0084—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing more than six atoms

Definitions

  • the present invention furthermore relates to perfumed products containing such fragrance mixtures according to the invention, in particular perfume oils, and to a process for the preparation of the fragrance mixtures and perfume oils according to the invention.
  • EP 1 215 189 a preparation process for compound (A) (isolongifolanol) is described, as well as its odor properties.
  • Compound (A) is characterized as a fragrance with wood and patchouli notes, which also have kampfherige, amber and green aspects.
  • compound (A) is suitable for incorporation in woody and spicy compositions and for the reproduction of natural patchouli oils.
  • musk fragrances are also mentioned without mentioning certain proportions or certain odor effects when combined with them.
  • the only perfume oil specified there contains isolongifolenol (not compound (A) ) and the macrocyclic musk fragrance (Globalid®) in a ratio of 400: 2.
  • JP 58-022450 B4 and JP 60-010007 B4 compound (A) is known.
  • the compound is obtained in the process described therein with a content of 5% by hydrogenation of isolongifolene oxide in a multicomponent mixture.
  • perfume oils and perfumed products containing one or more musk fragrances are known to those skilled in the art of perfumery, see for example EP 1 552 814 ,
  • Component (a) of a erfindunosoeze to fragrance mixture is Component (a) of a erfindunosoeze to fragrance mixture:
  • Compound (A) (isolongifolanol; IUPAC name: 2,2,7,7-tetramethyltricyclo [6.2.1.0 1.6 ] undecan-6-ol) of the above structural formula is known from the literature and can be prepared, for example, as described in US Pat EP 1 215 189 (see above).
  • Component (b) of a erfindunosoeze to fragrance mixture is Component (b) of a erfindunosoeze to fragrance mixture:
  • the musk fragrance (s) of ingredient (b) are fragrances that have a musk odor. Such fragrances are known to the person skilled in the art, since "musk” represents a very important odor direction in perfumery.
  • the mass ratio of the total amount of musk fragrances, ie of component (b), to compound (A) (component (a)), ie the total weight ratio of (b): (a), is greater than or equal to 1: 1, preferably 1: 1 to 50: 1, more preferably 25: 1 to 1: 1, more preferably 4: 3 to 20: 1, most preferably 4: 3 to 15: 1.
  • the total weight ratio of component (b): component (a) is 2: 1 to 12: 1, especially 2: 1 to 10: 1, and in many further preferred embodiments 5: 2 to 8: 1.
  • the musk fragrance (s) of component (b) are preferably selected from the group of macrocyclic musk fragrances, nitro musk fragrances (aromatic musk fragrances with nitro group (s)), polycyclic musk fragrances and / or alicyclic musk fragrances.
  • Fragrance mixtures preferred according to the invention contain two, three or more different musk fragrances as constituent (b), wherein each of the musk fragrances, independently of the other musk fragrances, is preferably selected from the group of macrocyclic musk fragrances, nitro musk fragrances (aromatic musk fragrances with nitro group ( n)), the polycyclic musk fragrances and / or the alicyclic musk fragrances.
  • the musk fragrance or musk fragrances are preferably selected from the following Table 1: ⁇ u> Table 1: ⁇ / u> TYPE Product / Brand Name Name / CAS name MACRO EXALTENON 4-cyclopentadecen-1-one (4Z) -; 4-Cyclopentadecen-1-one MACRO Civeton 9-Cycloheptadecen-1-one, (9Z) - MACRO CYCLOHEXADECANOLIDE, DIHYDROAMBRETTOLIDE Oxacycloheptadecan-2-one, w-hexadecanolide MACRO Ethylene Dodecanedioate 1,4-Dioxacyclohexadecane-5,16-dione MACRO GLOBALIDE® Oxacyclohexadecen-2-one; 15 Pentadec- (11/12) -enolide MACRO Ethylene 1,4-D
  • component (b) are polycyclic and / or macrocyclic musk fragrances, macrocyclic musk fragrances in particular having been found to be particularly advantageous in the context of the invention, which in turn are preferably selected from the group consisting of macrocyclic C 14 -C 18 ketones and macrocyclic C 14 -C 18 lactones, wherein the ketone or lactone has a ring size of 15 to 17 ring atoms and no, one or two oxygen atoms in the ring.
  • perfume mixtures according to the invention whose constituent (b) comprises or is selected from: 3-methylcyclopentadecenone (Muscenone), 15-pentadec (11/12) -enolide (Globalide) ®, ethylenebasylate, oxacyclohexadecan-2-one (Macrolide ®), cyclohexadecanone (Isomuscone®), 8-cyclohexadecanone (Globanone®), (7/8) - cyclohexadecanone (Aurelione®) and mixtures thereof.
  • component (b) is selected from the group consisting of 15-pentadec (11/12) -enolide (Globalide®), ethylene brassylate and oxacyclohexadecan-2-one (Macrolide®) and mixtures thereof.
  • the animal character of the musk fragrances is particularly enhanced by the addition of compound (A) with preferably one, two, three, four, five, six, seven, eight, nine, ten or more other fragrances which are preferably part of a fragrance mixture according to the invention , preferably a preferred perfume oil according to the invention, are, harmonized and rounded.
  • fragrances of the fund (the base notes) of a preferred fragrance mixture according to the invention preferably a preferred perfume oil according to the invention, since there harmonization and rounding creates a harmonious, elegant and creamy and thus very valuable odor impression.
  • Preferred background notes in this context are the fragrances described below as component (c).
  • Optional component (c) of a fragrance mixture according to the invention is:
  • fragrances having a molecular weight ⁇ 190 g / mol which may be part of optional component (c) are known to the person skilled in the art and can be found, for example, in US Pat S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, NJ, 1969, self-published or H. Surburg, J. Panten, "Common Fragrance and Flavor Materials", 5th. Ed., Wiley-VCH, Weinheim 2006 ,
  • the perfume ingredient (s) of component (c) of a perfume mixture according to the invention have a molecular weight of greater than or equal to 190 g / mol, preferably a molecular weight of greater than or equal to 195 g / mol.
  • the fragrances of component (c) are to be regarded as the base notes of a fragrance mixture according to the invention or a perfume oil according to the invention.
  • Fragrance mixtures according to the invention in particular perfume oils according to the invention, comprising compound (A), one or more musk fragrances (component (b)) and component (c) of the base notes show the harmonization and rounding already described above, whereby an elegant, creamy and thus very valuable odor impression is produced , This applies in particular to the fond notes which are preferably defined below and in particular for the explicitly mentioned.
  • the molecular weight of the fragrances of component (c) is preferably 200 to 300 g / mol, more preferably 200 to 280 g / mol, particularly preferably 200 to 265 g / mol, and most preferably 200 to 245 g / mol, since such Fragrances in combination with ingredient (a), especially with the fragrances of ingredients (a) and (b), the particular odor effects of the present invention are most and most clearly achieved.
  • Mixtures containing both compounds of component (c) (i) are known, for example, under the name Iso E Super® and are commercially available.
  • Fragrance mixtures according to the invention comprising compound (A), one or more musk fragrances (constituent (b)) and (c) (i) 2,3,8,8-tetramethyl-1,2,3,4,5, 6,7,8-octahydro-2-naphthalenyl methyl ketone and / or 1- [1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphthalen-2-yl] ethanone , in particular in the proportions given below, in addition to the harmonization and rounding creates a classic vetiver effect that makes the entire composition appear more valuable.
  • vetiver effect the expert (perfumer) understands the following: the smell is pronounced of vetiver oil, which is characterized by a precious dry woody odor with grassy and rooty aspects.
  • Component (c) (ii) can be present as a cis or trans isomer or as a mixture of these isomers.
  • Preferred in the context of the present invention is a content of cis-methyldihydrojasmonate of more than 30 wt.%, More preferably more than 60 wt.%, Particularly preferably more than 75 wt.%, In some cases even more than 90% by weight, based in each case on the total amount of methyldihydrojasmonate.
  • Methyldihydrojasmonat is commercially available in different isomer mixtures, for example under the name Hedione®, Hedione® HC).
  • perfume oils according to the invention in particular perfume oils according to the invention, comprising compound (A), one or more musk fragrances (component (b)) and (c) (ii) methyl dihydrojasmonate, in particular in the proportions given below, in addition to the harmonization and rounding create a "fleur d ' Orange effect "and uniquely emphasize the transparency of Methyl Dihydrojasmonat, which makes the entire composition appear more valuable.
  • transparency of a fragrance composition the person skilled in the art (perfumer) understands that the odor of a fragrance mixture or a perfume oil has an aqueous and ozone clarity.
  • a further preferred embodiment relates to a fragrance mixture according to the invention, preferably a perfume oil according to the invention, in which the mass ratio of the total amount of component (c) (i) is 2,3,8,8-tetramethyl-1,2,3,4,5,6, 7,8-octahydro-2-naphthalenyl methyl ketone and 1- [1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphthalen-2-yl] ethanone to give compound (A ) (Component (a)) is greater than or equal to 1: 1, preferably 4: 3 to 10: 1, more preferably 2: 1 to 8: 1.
  • a further preferred embodiment relates to a fragrance mixture according to the invention, preferably a perfume oil according to the invention, in which the mass ratio of the total amount of component (c) (ii) methyl dihydrojasmonate to compound (A) (component (a)) is greater than or equal to 1: 1, preferably 2 : 1 to 15: 1, more preferably 3: 1 to 10: 1.
  • a fragrance mixture according to the invention preferably a perfume oil according to the invention contains a sensory (odoriferous) effective amount of the component (d), preferably in an amount sufficient to impart a fruity note to a fragrance mixture according to the invention, preferably a perfume oil according to the invention.
  • Fragrance mixtures according to the invention in particular perfume oils according to the invention, comprising compound (A), one or more musk fragrances (constituent (b)) and one or more fruity fragrances (constituent (d)) show the above-described odor effects, whereby a more harmonious and complex and thus very valuable smell impression arises. This applies in particular to the following preferred defined and in particular for the explicitly mentioned fruity fragrances.
  • a fragrance mixture according to the invention preferably a perfume oil according to the invention, in addition to the components (a) and (b) contains the component (c) and the component (d).
  • a perfume oil according to the invention or a perfumed product according to the invention contains a constituent (d) which simultaneously fulfills the criteria of constituent (c), this is regarded, in particular for quantitative considerations, as constituent (c) and assigned thereto.
  • fruity fragrances which may be part of the optional ingredient (d) are known to the person skilled in the art and can be found, for example, in US Pat S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, NJ, 1969, self-published or H. Surburg, J. Panten, "Common Fragrance and Flavor Materials", 5th. Ed., Wiley-VCH, Weinheim 2006 ,
  • the fruity fragrance (s) of ingredient (d) is selected from the group of fragrances in Table 2 below.
  • Table 2 preferred fruity fragrances of ingredient (d) substance fruit note structure 2-Methyl-butyric acid ethyl ester (ethyl 2-methylbutyrate) Apple 4- (p-Hydroxyphenyly2-butanone raspberry Ethyl-3-methyl-3-phenylglycidate strawberry Butyric acid isoamyl ester (isoamyl butyrate) banana Acetic acid isoamyl ester (isoamyl acetate) banana N-butyl acetate (butyl acetate) Apple Butyric acid ethyl ester (ethyl butyrate) pineapple 3-Methyl-butyric acid ethyl ester (ethylisovalerate) blueberries N-hexanoic acid ethyl ester (ethyl caproate) pineapple n-hexanoic acid allyl ester (2-propenylhexanoate) pineapple Ethyl-2-trans-4-cis-de
  • the fruity fragrances of ingredient (d) may be of natural or synthetic origin. In the case of a natural origin, they may be part of a corresponding essential oil or may have been enriched or isolated from such.
  • D-limonene is used in a preferred embodiment according to the invention in the form of orange oil, lemon oil, lime oil, bergamot oil, tangerine oil or grapefruit oil.
  • red-fragrant fragrances are used as ingredient (d), the preferred red-fragrant fragrances preferably having an odor of strawberry, raspberry, blackberry, redcurrant, Blueberry (Cassis), elderberry, cherry, red grape (grape) and / or plum have.
  • the preferred embodiments and / or mass ratios referred to constituents (a), (b), (c) and (d) are set simultaneously.
  • compound (A) together with the musk fragrance (s) of ingredient (b) advantageously emphasizes certain odoriferous aspects of these fragrances in combination with other fragrances.
  • Fragrance compositions according to the invention can be used in liquid form, undiluted or diluted with a solvent for perfuming or aromatization.
  • solvents for this purpose are ethanol, glycerol, 1,2-propylene glycol, 1,2-butylene glycol, dipropylene glycol, diethyl phthalate, triethyl citrate, isopropyl myristate and triacetin.
  • fragrance mixtures according to the invention in particular perfume oils, can be adsorbed on a carrier which ensures both a fine distribution of the fragrances contained therein in the product and a controlled release during use.
  • Such supports may include porous inorganic materials such as light sulphate, silica gels, zeolites, gypsum, clays, clay granules, aerated concrete, etc., or organic materials such as woods, cellulosic based substances, sugars, dextrins (eg maltodextrin). or plastics such as PVC, polyvinyl acetates or polyurethanes.
  • the combination of composition according to the invention and carrier represents an exemplary article according to the invention.
  • Fragrance mixtures according to the invention in particular perfume oils, can also be microencapsulated, spray-dried, present as inclusion complexes or as extrusion products (ie products according to the invention) and in this form, for example.
  • compositions modified in this way can be further optimized by so-called “coating” with suitable materials with a view to a more targeted release of fragrance, to which end preferably wax-like plastics, such as e.g. Polyvinyl alcohol can be used.
  • suitable materials such as e.g. Polyvinyl alcohol can be used.
  • the resulting products in turn represent products according to the invention.
  • the microencapsulation of the fragrance mixtures according to the invention can be carried out, for example, by the so-called coacervation method with the aid of capsule materials, e.g. made of polyurethane-like substances or soft gelatin.
  • the spray-dried fragrance or flavoring compositions can be prepared, for example, by spray-drying a fragrance mixture according to the invention, preferably a perfume oil, containing emulsion or dispersion, wherein as carriers modified starches, proteins, dextrin and vegetable gums can be used.
  • Inclusion complexes can be e.g.
  • Extrusion products may be prepared by fusing a fragrance mixture according to the invention, preferably a perfume oil according to the invention, with a suitable waxy substance and by extrusion with subsequent solidification, if appropriate in a suitable solvent, e.g. Isopropanol.
  • Fragrance mixtures according to the invention preferably perfume oils according to the invention, can preferably be used as such, in concentrated form, in solutions or in modified form as described above for the preparation of perfumed products according to the invention.
  • Preferred perfumed products according to the invention comprise a perfume mixture according to the invention, preferably a perfume oil according to the invention, in a sensorially effective amount.
  • the proportion of a fragrance mixture according to the invention, preferably of a perfume oil according to the invention, in perfumed products according to the invention is preferably 0.01 to 10% by weight, preferably 0.1 to 5% by weight and particularly preferably 0.25 to 3% by weight. in each case based on the total mass of the perfumed product.
  • Preferred perfumed products according to the invention are detergents and cleaners, hygiene or care products, in particular in the field of body and hair care, cosmetics and household.
  • Preferred perfumed products of the present invention are selected from the following list: Perfume Extracts, Eau de perfumes, Eau de Toilettes, Shaving Waters, Eau de Colognes, Pre-shave Products, Splash Colognes and Perfumed Freshener Wipes, Acid, Alkaline, and Neutral Detergents, such as e.g.
  • Skin creams and lotions face creams and lotions, sunscreen creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams and lotions, Skin tanning creams and lotions, skin lightening creams and lotions, hair care products such as hair sprays, hair gels, hair lotions, hair conditioners, permanent and semipermanent hair dyes, hair styling agents such as cold waving and hair straightening, hair lotions, hair creams and lotions, deodorants and antiperspirants such as Underarm sprays, roll-ons, deodorants, deodorants, decorative cosmetics, e.g. Eyeshadows, nail polishes, make-ups, lipsticks, mascara and candles, lamp oils, incense sticks, insecticides and repellents.
  • hair care products such as hair sprays, hair gels, hair lotions, hair conditioners, permanent and semipermanent hair dyes
  • hair styling agents such as cold wa
  • compound (A) emphasizes the earthy and woody aspects in a unique way in combination with the musk fragrances and Iso E Super®. In addition, the fresh and spicy aspects are highlighted more.
  • perfume oils P1, P2, P3, P4, P5, P6, P7 and P8, respectively, from the above perfume oil examples P1 to P8 were each incorporated separately into the following formulations.
  • Example F11 Liquid detergent concentrate
  • ingredients Wt .-% Deionized water 13.4 Coconut fatty acids (C12-C18) 10.0 Fatty alcohols C12-C15, 8 EO 26.0 Na salt of secondary alkyl sulfonates (C13-C17) 26.5 triethanolamine 8.5 Na salt of fatty alcohol sulfates C12-C14 3.0 ethanol 5.5 urea 4.5 enzymes 0.9 citric acid 1.0 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 0.7

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Wood Science & Technology (AREA)
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Claims (15)

  1. Mélange de substances odorantes, de préférence huile parfumée, comprenant
    (a) un composé (A)
    Figure imgb0025
     et
    (b) au moins une substance odorante de type musc,
    le rapport massique de la quantité totale de substances odorantes de type musc du composant (b) et du composé (A) (composant (a)) étant supérieur ou égal à 1 :1, préférablement compris entre 1 :1 et 50 :1.
  2. Mélange de substances odorantes, de préférence huile parfumée, selon la revendication 1, la ou les substance/s odorante/s de type musc du composant (b) étant choisie/s dans le groupe comprenant les substances odorantes de type musc macrocyclique, les substances odorantes de type nitro-musc, les substances odorantes de type musc polycyclique et/ou les substances odorantes de type musc alicyclique.
  3. Mélange de substances odorantes, de préférence huile parfumée, selon la revendication 1 ou 2, contenant, en tant que composant (b), deux, trois ou plus de trois substances odorantes de type musc différentes.
  4. Mélange de substances odorantes, de préférence huile parfumée, selon l'une des revendications précédentes, le rapport massique de la quantité totale de substances odorantes de type musc du composant (b) et du composé (A) (composant (a)) étant compris entre 25 :1 et 1 :1, préférablement entre 4 :3 et 15 :1, plus préférablement entre 2 :1 et 10:1.
  5. Mélange de substances odorantes, de préférence huile parfumée, selon l'une des revendications précédentes, contenant, en plus,
    (c) une, deux, trois, quatre, cinq ou plus de cinq substances odorantes de poids moléculaire supérieur ou égal à 190 g/mol qui ne sont pas le composé (A) (composant (a)) et ne font pas partie du composé (b)
    et/ou
    (d) une, deux, trois ou plus de trois substances odorantes fruitées, de préférence choisies dans le groupe des substances odorantes recensées dans le Tableau 2, la ou les substance/s odorante/s fruitée/s ne faisant pas partie du composant (a) et du composant (b).
  6. Mélange de substances odorantes, de préférence huile parfumée, selon la revendication 5, le composant (c) étant ou contenant
    (c) (i) la 2,3,8,8-tétraméthyl-1,2,3,4,5,6,7,8-octahydro-2-naphtalénylméthyl cétone et/ou le 1-[1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tétraméthylnaphtalèn-2-yl] éthanone et/ou
    (c) (ii) le méthyl dihydrojasmonate.
  7. Mélange de substances odorantes, de préférence huile parfumée, selon la revendication 6, le rapport massique de la quantité totale de composant (c) (i) 2,3,8,8-tétraméthyl-1,2,3,4,5,6,7,8-octahydro-2-naphtalénylméthyl cétone et 1-[1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tétraméthylnaphtalèn-2-yl] éthanone et du composé (A) (composant (a)) étant supérieur ou égal à 1 :1, préférablement compris entre 4 :3 et 10:1, plus préférablement entre 2:1 et 8:1.
  8. Mélange de substances odorantes, de préférence huile parfumée, selon la revendication 6 ou 7, le rapport massique de la quantité totale de composant (c) (ii) méthyl dihydrojasmonate et du composé (A) (composant (a)) étant supérieur ou égal à 1 : 1, préférablement compris entre 2:1 et 15:1 et plus préférablement entre 3 :1 et 10:1.
  9. Mélange de substances odorantes, de préférence huile parfumée, selon l'une des revendications précédentes,
    le composant (b) contenant une ou plusieurs substance/s odorante/s de type musc macrocyclique, de préférence choisie/s dans le groupe comprenant des cétones C14-C18 macrocycliques et des lactones C14-C18 macrocycliques, la cétone resp. lactone possédant un noyau de 15 à 17 atomes cycliques et son cycle zéro, un ou deux atomes d'oxygène.
  10. Mélange de substances odorantes, de préférence huile parfumée, selon l'une des revendications précédentes,
    le composant (b) étant ou contenant du 15-pentadec-(11/12)-énolide, de l'éthylène brassylate et/ou de l'oxacyclohexadécan-2-one.
  11. Procédé de fabrication d'un mélange de substances odorantes ou d'une huile parfumée selon l'une des revendications précédentes, caractérisé par l'étape suivante :
    - mélange des composants (a) et (b), ainsi que du composant (c) et/ou du composant (d) le cas échéant.
  12. Procédé pour accentuer l'impression olfactive érotique, masculine et/ou animale procurée par un ou plusieurs composés à base de musc, comprenant l'étape suivante :
    - mélange d'un ou de plusieurs composés à base de musc avec une quantité de composé (A), telle que définie dans la revendication 1, qui est suffisante pour accentuer l'impression olfactive érotique, masculine et/ou animale procurée par un, plusieurs ou l'ensemble des composés à base de musc.
  13. Procédé pour accentuer une odeur au moyen d'une note boisée, de vétiver, onctueuse, terreuse, fraîche, épicée, de mousse, de fruits (rouges), transparente et/ou de fleur d'oranger, comprenant l'étape suivante :
    - mélange
    (i) d'une ou plusieurs substances odorantes présentant une note ou plusieurs notes ou l'ensemble des notes boisée, de vétiver, onctueuse, terreuse, fraîche, épicée, de mousse, de fruits (rouges), transparente et/ou de fleur d'oranger
    et
    (ii) d'une ou plusieurs substances odorantes de type musc, de préférence telles que définies dans la revendication 2 ou 9 en tant que composant (b),
    - avec une quantité de composé (A) (composant (a)) qui est suffisante pour accentuer l'impression olfactive de la ou des substances odorantes qui procurent une note, plusieurs notes ou l'ensemble des notes boisée, de vétiver, onctueuse, terreuse, fraîche, épicée, de mousse, de fruits (rouges), transparente et/ou de fleur d'oranger,
    ou
    - mélange
    (i) d'une ou plusieurs substances odorantes présentant une note ou plusieurs notes ou l'ensemble des notes boisée, de vétiver, onctueuse, terreuse, fraîche, épicée, de mousse, de fruits (rouges), transparente et/ou de fleur d'oranger
    et
    (ii) d'un mélange de substances odorantes, de préférence une huile parfumée, selon l'une des revendications 1 à 4, en quantité suffisante pour accentuer l'impression olfactive de la ou des substances odorantes qui procurent une note, plusieurs notes ou l'ensemble des notes boisée, de vétiver, onctueuse, terreuse, fraîche, épicée, de mousse, de fruits (rouges), transparente et/ou de fleur d'oranger.
  14. Produit parfumé contenant un mélange de substances odorantes, de préférence une huile parfumée, selon l'une des revendications 1 à 10, de préférence en quantité ayant un effet sur les sens.
  15. Produit parfumé selon la revendication 14, choisi dans le groupe comprenant des agents de lavage et de nettoyage, des produits d'hygiène et de soins, notamment dans le domaine des soins corporels et capillaires, de la cosmétique et dans le domaine domestique.
EP09173455A 2009-10-19 2009-10-19 Mélanges de parfum comprenant de l'Isolongifolanol et du Moschus Active EP2184339B1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT09173455T ATE537244T1 (de) 2009-10-19 2009-10-19 Riechstoffmischungen enthaltend isolongifolanol und moschus
EP09173455A EP2184339B1 (fr) 2009-10-19 2009-10-19 Mélanges de parfum comprenant de l'Isolongifolanol et du Moschus
US12/907,725 US20110092604A1 (en) 2009-10-19 2010-10-19 Fragrance substance mixtures comprising isolongifolanol and musk

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP09173455A EP2184339B1 (fr) 2009-10-19 2009-10-19 Mélanges de parfum comprenant de l'Isolongifolanol et du Moschus

Publications (2)

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EP2184339A1 EP2184339A1 (fr) 2010-05-12
EP2184339B1 true EP2184339B1 (fr) 2011-12-14

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EP (1) EP2184339B1 (fr)
AT (1) ATE537244T1 (fr)

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US20110092604A1 (en) 2011-04-21

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