EP2184339B1 - Perfume mixtures containing isolongifolanol and musk - Google Patents

Abstract

Perfume mixture, preferably perfume oil comprises (a) isolongifolanol and (b) at least one musk fragrance. The mass ratio of the total quantity of the musk fragrance (b) to isolongifolanol (a) is >= 1:1, preferably 1:1 to 50:1. Independent claims are also included for: (1) preparing the perfume mixture, comprising mixing the components (a) and (b) and optionally a component (c) and/or (d); (2) enhancing erogenous, masculine and/or animalic smelling impression by one or more musk compounds, comprising mixing one or more musk compounds with isolongifolanol; and (3) enhancing smell with a woody, vetiver-, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or orange flower note, comprising mixing (A) at least one perfume with at least one of the notes mentioned above and (B) at least one musk fragrance (b) with isolongifolanol or the perfume mixture.

Description

• (a) Verbindung (A) (Isolongifolanol)
  
  und
• (b) mindestens einen Moschusriechstoff

wobei
das Massenverhältnis der Gesamtmenge des oder der Moschusriechstoffe des Bestandteils (b) zu Verbindung (A) (Bestandteil (a)) größer oder gleich 1 : 1 ist.The present invention relates to perfume mixtures, in particular perfume oils, comprising

• (a) Compound (A) (isolongifolanol)
  
  and
• (b) at least one musk fragrance

in which
the mass ratio of the total amount of musk fragrance (s) of component (b) to compound (A) (component (a)) is greater than or equal to 1: 1.

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.

In 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. Furthermore, in EP 1 215 189 stated that compound (A) is suitable for incorporation in woody and spicy compositions and for the reproduction of natural patchouli oils. In a general listing of numerous fragrances, 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.

Out 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.

In J. Agric. Food. Chem. 1994, 42, 138-142 the reaction of isolongifolene oxide with lithium aluminum hydride is described. In this way, small amounts (<100 mg) of compound (A) were obtained.

In Indian Perfumer 2005, 49 (4), 453-455 Compound (A) is described as part of the essential oil of Cyperus rotundus L. tubers. This essential oil contains no musk fragrances.

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 ,

Musk fragrances are known in the art and play a very important role in perfumery. There is always a need in perfumery to emphasize (emphasize) certain odor aspects of a fragrance or perfume mixture; in the case of musk fragrances this is particularly true of their erogenous, masculine and animal odor character.

• (a) Verbindung (A)
  
  und
• (b) mindestens einen Moschusriechstoff,

wobei
das Massenverhältnis der Gesamtmenge an Moschusriechstoffen des Bestandteils (b) zu Verbindung (A) (Bestandteil (a)) größer oder gleich 1 : 1 ist, bevorzugt 1 : 1 bis 50 : 1 beträgt.This problem is solved by a fragrance mixture according to the invention, preferably by a perfume oil

• (a) Compound (A)
  
  and
• (b) at least one musk fragrance,

in which
the mass ratio of the total amount of musk fragrances of component (b) to compound (A) (component (a)) is greater than or equal to 1: 1, preferably 1: 1 to 50: 1.

Component (a) of a erfindunosoemäßen 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 erfindunosoemäßen 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.

According to the invention, 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. Most preferably, 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.

Mixtures of the invention containing compound (A) and one or more musk fragrances, in particular those from Table 1 below, in which the mass ratio of the total amount of musk fragrances (b) to compound (A) is greater than or equal to 1, emphasize the erogenous, masculine and animalistic smell character, which is characteristic of all musk compounds.

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, preferably perfume oils, 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.

In the context of the present invention, 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-Dioxacycloheptadecane-5,17-dione MACRO MUSCON 3-methyl-cyclopentadecanone MACRO ambrettolide -Oxacycloheptadec-10-en-2-one MACRO muscenone 3-methyl-cyclopentadecenone MACRO VELVIONE®, AMBRETONE 5-cyclohexadecen-1-one MACRO AURELIONE® 7/8-cyclohexadecen-1-one MACRO GLOBANONE® 8-cyclohexadecen-1-one MACRO ISOMUSCONE® cyclohexadecanone MACRO EXALTOLID, MACROLIDE® Oxacyclohexadecan-2-one MACRO COSMONE® 3-methyl (5E / Z) -cyclotetradecen-1-one POLY TRASEOLIDE® 1- [2,3-dihydro-1,1,2,6-tetramethyl-3- (1-methylethyl) -1H-inden-5-yl] -ethanone POLY PHANTOLIDE® 1- (2,3-Dihydro-1,2,3,3,6-hexamethyl-1H-inden-5-yl) -ethanone POLY TONALIDE® 1- (5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethylene) -2-naphthalenyl) -ethanone POLY CRYSOLIDE 1- [6- (1,1-dimethylethyl) -2,3-dihydro-1,1-dimethyl-1H-inden-4-yl] -ethanone POLY CHROMANOLIDE® Tetradecanoic acid, 1-methylethyl ester, cyclopenta [g] -2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl POLY GALAXOLIDE® Cyclopenta [g] -2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl ALICYC HELVETOLIDE® 1-Propanol, 2- [1- (3.3-dimethylcyclohexyl) ethoxy] -2-methyl, 1-propanoate NITRO MOSKENE 2,3-Dihydro-1,1,3,3,5-pentamethyl-4,6-dinitro-1H-indene NITRO MUSK TIBETENE 1- (1,1-dimethylethyl) -3,4,5-trimethyl-2,6-dinitrobenzene NITRO ORINOX 1- (4- (1,1-dimethylethyl) -2,6-dimethylphenyl] -ethanone NITRO MUSK XYLOL 1- (1,1-dimethylethyl) -3,5-dimethyl-2,4,6-trinitrobenzene NITRO MUSK KETONE 1- [4- (1,1-Dimethylethyl) -2,6-dimethyl-3,5-dinitrophenyl] -ethanone NITRO MUSK ALPHA 1,3-dibromo-2-methoxy-4-methyl-5-nitrobenzene MACRO = macrocyclic musk fragrances
NITRO = nitro-mocha fragrances
POLY = polycyclic mocha fragrance
ALICYC = alicyclic mocha fragrance

Further preferred as part of 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.

Most preferred are 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.

In a preferred embodiment, 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.

• Vermischen einer oder mehrerer Moschusverbindungen, vorzugsweise gewählt aus den oben bevorzugt genannten Verbindungen des Bestandteils (b), mit einer Menge an Verbindung (A), die ausreicht, den erogenen, maskulinen und/oder animalischen Geruchseindruck einer, mehrerer oder sämtlicher der Moschusverbindungen des Bestandteils (b) zu betonen.

A method according to the invention for emphasizing the erogenous, masculine and / or animal olfactory impression of one or more musk compounds comprises the following step:

• Mixing one or more musk compounds, preferably selected from the compounds of component (b) preferred above, with an amount to compound (A) sufficient to emphasize the erogenous, masculine and / or animal olfactory impression of one or more or all of the musk compounds of component (b).

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.

This creates a harmonious, elegant and valuable or a harmonious and complex odor impression.

This applies in particular to the preferably present further 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).

Furthermore, this effect applies in particular to the preferably present further fruity fragrances of a preferred fragrance mixture according to the invention, preferably a preferred perfume oil according to the invention, since there by the harmonization and rounding a harmonious and complex and thus very valuable odor impression arises. Preferred fruity fragrances in this context are the fragrances described below as ingredient (d).

Optional component (c) of a fragrance mixture according to the invention:

• (c) einen, 2, 3, 4, 5 oder mehr Riechstoffe mit einem Molgewicht von größer oder gleich 190 g/mol, welche nicht Verbindung (A) (Bestandteil (a)) und nicht Teil des Bestandteils (b) sind.

Preferably, a fragrance mixture according to the invention, preferably an inventive perfume oil, in addition to the components (a) and (b) contains as a further constituent

• (C) one, 2, 3, 4, 5 or more fragrances having a molecular weight of greater than or equal to 190 g / mol, which are not compound (A) (component (a)) and not part of component (b).

Examples of 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.

• alpha-n-Amylzimtaldehyd (MW = 202,30), alpha-iso-Amylzimtaldehyd (MW = 202,30), alpha-n-Hexylzimtaldehyd (MW = 216,32), alpha-iso-Hexylzimtaldehyd (MW = 216,32), Benzylsalicylat (MW = 228,25), cis-3-Hexenylsalicylat (MW = 220,27), Isoamylsalicylat (MW = 208,26), Hexylsalicylat (MW = 222,28), 2-Methyl-3-(4-tert-butylphenyl)propanal (MW = 204,31; Lilial®), 2,3,8,8-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenylmethylketon (MW = 234,38, Iso E Super®), 1-[1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphtalen-2-yllethanon (MW - 234,38, Iso E Super®), Methyldihydrojasmonat (MW = 226,32, Hedione®), Linalylacetat (MW = 196,29), Ethyllinalylacetat (MW = 210,31), Nerolidol (MW = 222,37), Farnesol (MW = 222,37), Cedrylmethylether (MW = 236,40, Cedramber), Cedrylmethylketon (MW = 246,39), Cedrylacetat (MW = 264,41), (4aR,5R,7aS,9R)-Octahydro-2,2,5,8,8,9a-hexamethyl-4H-4a,9-methanoazuteno(5,6-d)-1,3-dioxol) (MW = 278,44, Ambrocenide®), 1',1',5',5'-Tetramethylhexahydro-spiro[1.3-dioxolan-2.8'(5'H)-2H-2.4a]methanonaphthalin (MW = 264,41, Ysamber® K), 2-Methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)butanol (MW = 196,34, Brahmanol), 5-(2,2,3-Trimethyl-3-cyclopenten-1-yly3-methylpentan-2-ol (MW = 210,36, Sandalore®), 2-Ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol (MW = 208,35, Sandranol®), 3-Methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (MW = 208,35, Ebano®), 3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (MW = 222,37, Polysantol®), 3-Isocamphylcyclohexanol (MW = 236,40, Sandel 80@),1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (MW = 226,41, Timberol®), Cyclododecylmethylether (MW = 198,35, Palisandin), (Ethoxymethoxy)cyclododecan (MW = 242,41, Boisambrene forte®), 1-Methyl-4-(4-methyl-3-penten-1-yl)-3-cyclohexencarboxaldehyd (MW = 206,33, Precyclemone B®), 4-(4-Hydroxy-4-methylpentyl)-3-cyclohexencarboxaldehyd (MW = 210,32, Lyral®), 2-Methyl-4-(2,2,6-trimethyl-1-cyclohexen-1-yl)-2-butenal (MW = 206,33, Boronal), Decahydro-betanaphthylacetat (MW = 196,29), 4,7-Methano-3a,4,5,6,7,7a-hexahydro-5(-6)-indenylacetat (MW = 192,26, Herbaflorat®), Allyl-3-cyclohexylpropionat (MW = 196,29), Allylcyclohexyloxyacetat (MW = 198,26, Isoananat®), Citraldiethylacetal (MW = 226,36), Benzylbenzoat (MW = 212,25), Benzylcinnamat (MW = 238,29), 3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan (MW = 236,40, Ambroxid®), alpha-Iron (MW = 206,33), beta-Iron (MW = 206,33), alpha-n-Methylionon (MW = 206,33), beta-n-Methylionon (MW = 206,33), alpha-Isomethylionon (MW = 206,33), beta-Isomethylionon (MW = 206,33) und Allylionon (MW 232,35).

Preferred fragrance mixtures according to the invention, preferably perfume oils according to the invention, are those in which component (c) contains one, two, three or more fragrances from the group consisting of (in parentheses are the molecular weights (MW) and, if appropriate, customary brand or product names ):

• alpha-n-amylcinnamaldehyde (MW = 202.30), alpha-iso-amylcinnamaldehyde (MW = 202.30), alpha-n-hexylcinnamic aldehyde (MW = 216.32), alpha-iso-hexylcinnamic aldehyde (MW = 216.32) ), Benzyl salicylate (MW = 228.25), cis-3-hexenyl salicylate (MW = 220.27), isoamyl salicylate (MW = 208.26), hexyl salicylate (MW = 222.28), 2-methyl-3- (4 tert-butylphenyl) propanal (MW = 204.31, Lilial®), 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenylmethylketone (MW = 234.38, Iso E Super®), 1- [1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphthalen-2-yl-ethanone (MW-234, 38, Iso E Super®), methyl dihydrojasmonate (MW = 226.32, Hedione®), linalyl acetate (MW = 196.29), ethyllyllyl acetate (MW = 210.31), nerolidol (MW = 222.37), farnesol (MW = 222,37), Cedryl methyl ether (MW = 236.40, Cedramber), cedryl methyl ketone (MW = 246.39), cedryl acetate (MW = 264.41), (4aR, 5R, 7aS, 9R) octahydro-2,2,5,8,8 , 9a-hexamethyl-4H-4a, 9-methanoazuteno (5,6-d) -1,3-dioxole) (MW = 278.44, Ambrocenide®), 1 ', 1', 5 ', 5'-tetramethylhexahydro -spiro [1,3-dioxolane-2.8 '(5'H) -2H-2.4a] -methanonaphthalene (MW = 264.41, Ysamber® K), 2-methyl-4- (2,2,3-trimethyl-3-) cyclopenten-1-yl) butanol (MW = 196.34, Brahmanol), 5- (2,2,3-trimethyl-3-cyclopenten-1-yl-3-methylpentan-2-ol (MW = 210.36, Sandalore® ), 2-ethyl-4- (2,2,3-trimethyl-3-cyclopenten-1-yl) -2-buten-1-ol (MW = 208.35, Sandranol®), 3-methyl-5- (2,2,3-trimethyl-3-cyclopenten-1-yl) -4-penten-2-ol (MW = 208.35, Ebano®), 3,3-dimethyl-5- (2,2,3 -trimethyl-3-cyclopenten-1-yl) -4-penten-2-ol (MW = 222.37, Polysantol®), 3-isocamphylcyclohexanol (MW = 236.40, Sandel 80 @), 1- (2, 2,6-trimethylcyclohexyl) hexan-3-ol (MW = 226.41, Timberol®), cyclododecyl methyl ether (MW = 198.35, palisandane), (ethoxymethoxy) cyclododecane (MW = 242.41, Boisambren e forte®), 1-methyl-4- (4-methyl-3-penten-1-yl) -3-cyclohexenecarboxaldehyde (MW = 206.33, Precyclemone B®), 4- (4-hydroxy-4-methylpentyl ) -3-cyclohexene carboxaldehyde (MW = 210.32, Lyral®), 2-methyl-4- (2,2,6-trimethyl-1-cyclohexen-1-yl) -2-butenal (MW = 206.33, Boronale), decahydro-betanaphthylacetate (MW = 196.29), 4,7-methano-3a, 4,5,6,7,7a-hexahydro-5 (-6) -indenylacetate (MW = 192,26, Herbaflorat® ), Allyl 3-cyclohexylpropionate (MW = 196.29), allylcyclohexyloxyacetate (MW = 198.26, isoananate®), citral diethyl acetal (MW = 226.36), benzyl benzoate (MW = 212.25), benzyl cinnamate (MW = 238 , 29), 3a, 6,6,9a-tetramethyldodecahydronaphtho [2,1- b ] furan (MW = 236.40, Ambroxide®), alpha-iron (MW = 206.33), beta-iron (MW = 206 , 33), alpha-n-methyl ionone (MW = 206.33), beta-n-methyl ionone (MW = 206.33), alpha-isomethylionone (MW = 206.33), beta-isomethylionone (MW = 206.33 ) and allylionone (MW 232.35).

• (c) (i) 2,3,8,8-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenylmethylketon und/oder 1-[1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphtalen-2-yl]ethanon
  und/oder
• (c) (ii) Methyldihydrojasmonat

ist oder enthält.Particularly preferred fragrance mixtures according to the invention, preferably perfume oils according to the invention, are those in which component (c)

• (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-tetramethylnaphtalen-2-yl] ethanone
  and or
• (c) (ii) methyl dihydrojasmonate

is or contains.

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, in particular perfume oils 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. By "vetiver effect" the expert (perfumer) understands the following: the smell is reminiscent 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.

The expert (perfumer) understands a "fleur d'orange" effect as follows: the smell is reminiscent of natural "fleur d'orange", which is characterized by a beguiling floral scent of white flowers and aspects of fresh oranges.

By "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.

Optional component (d) of a perfume mixture according to the invention:

• (d) einen, 2, 3 oder mehr fruchtige Riechstoffe, vorzugsweise gewählt aus der Gruppe der in der nachfolgenden Tabelle 2 aufgeführten Riechstoffe, wobei der oder die fruchtigen Riechstoffe nicht Teil der Bestandteile (a) und (b) und nicht Bestandteil des optionalen Bestandteils (c) sind.

Preferably, a fragrance mixture according to the invention, preferably an inventive perfume oil, in addition to the components (a) and (b) and optionally (c) contains as a further constituent

• (D) one, 2, 3 or more fruity fragrances, preferably selected from the group of fragrances listed in the following Table 2, wherein the fruity fragrance or substances are not part of the components (a) and (b) and not part of the optional ingredient (c) are.

Preferably, 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.

In a preferred embodiment, 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).

If a fragrance mixture according to the invention, 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.

Examples of 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 ,

Preferably, the fruity fragrance (s) of ingredient (d) is selected from the group of fragrances in Table 2 below.

4-(p-Hydroxyphenyly2-butanon Himbeere

Ethyl-3-methyl-3-phenylglycidat Erdbeere

Buttersäureisoamylester (Isoamylbutyrat) Banane

Essigsäureisoamylester (Isoamylacetat) Banane

Essigsäure-n-butylester (Butylacetat) Apfel

Buttersäureethylester (Ethylbutyrat) Ananas

3-Methyl-buttersäureethylester (Ethylisovalerat) Blaubeeren

n-Hexansäureethylester (Ethylcaproat) Ananas

n-Hexansäureallylester (2-Propenylhexanoat) Ananas

Ethyl-2-trans-4-cis-decadienoat Birne

1,1-Dimethoxy-2,2,5-trimethyl-4-hexan Grapefruit

2,6-Dimethyl-5-hepten-1-al Melone

Gamma-Undecalacton Pfirsich

Gamma-Nonalacton Kokosnuss

D-Limonen Citrus (z.B. Orange, Citrone)

Vanillin Vanille, süß

Ethylvanillin Vanille, süß

Maltol Karamel, süß

Ethylmaltol Karamel, sehr süß

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-decadienoate pear

1,1-dimethoxy-2,2,5-trimethyl-4-hexane Grapefruit

2,6-dimethyl-5-heptene-1-al melon

Gamma undecalactone peach

Gamma nonalactone coconut

D-limonene Citrus (eg orange, lemon)

vanillin Vanilla, sweet

ethyl vanillin Vanilla, sweet

maltol Caramel, sweet

ethylmaltol Caramel, very sweet

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. Thus, for example, 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.

In a preferred embodiment of the present invention, 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.

• das Massenverhältnis der Gesamtmenge an Moschusriechstoffen des Bestandteils (b) zu Bestandteil (a) ist 1 : 1 bis 50 : 1, weiter bevorzugt 25 : 1 bis 1 : 1, besonders bevorzugt 4 : 3 bis 20 : 1, ganz besonders bevorzugt 4 : 3 bis 15 : 1, am meisten bevorzugt 2 : 1 bis 12 : 1, insbesondere 2 : 1 bis 10 : 1, wobei es in weiter bevorzugten Ausgestaltungen 5 : 2 bis 8 : 1 beträgt,
  und/oder
• das Massenverhältnis der Gesamtmenge an Bestandteil (c) (i) 2,3,8,8-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenylmethylketon und 1-[1,2,3,4,6,7,8,8a-octahydro-1,2,8,8-tetramethylnaphtalen-2-yl]ethanon zu Verbindung (A) (Bestandteil (a)) ist größer oder gleich 1 : 1 und beträgt bevorzugt 4 : 3 bis 10 : 1, besonders bevorzugt 2 : 1 bis 8 : 1,
  und/oder
• das Massenverhältnis der Gesamtmenge an Bestandteil (c) (ii) Methyldihydrojasmonat zu Verbindung (A) (Bestandteil (a)) ist größer oder gleich 1 : 1 und beträgt bevorzugt 2 : 1 bis 15 : 1, besonders bevorzugt 3 : 1 bis 10 : 1,
  und/oder
• es ist eine sensorisch (geruchlich) wirksame Menge des Bestandteils (d), vorzugsweise gewählt aus den in Tabelle 2 genannten fruchtigen Riechstoffen, enthalten, bevorzugt in einer Menge, die ausreicht, der Riechstoffmischung, dem Parfümöl oder dem Produkt eine fruchtige Note zu verleihen,

jeweils bezogen auf die gesamte Riechstoffmischung bzw. das gesamte Parfümöl oder Produkt.Preference is given to a fragrance mixture according to the invention, a perfume oil according to the invention or a product according to the invention, preferably in one of the embodiments given above as being preferred, for which or for which

• the mass ratio of the total amount of musk fragrances of component (b) to component (a) is 1: 1 to 50: 1, more preferably 25: 1 to 1: 1, particularly preferably 4: 3 to 20: 1, very particularly preferably 4: 3 to 15: 1, most preferably 2: 1 to 12: 1, in particular 2: 1 to 10: 1, wherein in further preferred embodiments it is 5: 2 to 8: 1,
  and or
• the mass ratio of the total amount of component (c) (i) 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 compound (A) (component (a)) is greater than or equal to 1: 1 and is preferably 4: 3 to 10: 1, more preferably 2: 1 to 8: 1,
  and or
• 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 and is preferably 2: 1 to 15: 1, more preferably 3: 1 to 10: 1,
  and or
• it is a sensory (odorally) effective amount of ingredient (d), preferably selected from the fruity fragrances mentioned in Table 2, preferably in an amount sufficient to impart a fruity note to the perfume mixture, the perfume oil or the product,

in each case based on the total fragrance mixture or the entire perfume oil or product.

Preferably, the preferred embodiments and / or mass ratios referred to constituents (a), (b), (c) and (d) are set simultaneously.

In view of the above, it can be said that compound (A) together with the musk fragrance (s) of ingredient (b) advantageously emphasizes certain odoriferous aspects of these fragrances in combination with other fragrances.

• Vermischen von
  1. (i) einem oder mehreren Riechstoffen, vorzugsweise gewählt aus den oben bevorzugt genannten Verbindungen der Bestandteile (c) und/oder (d), mit einer, mehrerer oder sämtlichen der Noten holzig, Vetiver, cremig, erdig, frisch, würzig, moosig, (rot)fruchtig, transparent und/oder Fleur d'Orange,
     und
  2. (ii) einem oder mehreren Moschusriechstoffen des Bestandteils (b), vorzugsweise gewählt aus den oben als bevorzugt bezeichneten Moschusriechstoffen des Bestandteils (b),
• mit einer Menge an Verbindung (A) (Bestandteil (a)), die ausreicht, den Geruchseindruck des bzw. der Riechstoffe, die eine, mehrere oder sämtliche der Noten holzig, Vetiver, cremig, erdig, frisch, würzig, moosig, (rot)fruchtig, Transparenz und/oder Fleur d'Orange verursachen, zu betonen
  oder
  • (ii) einer erfindungsgemäßen Riechstoffmischung, vorzugsweise einem erfindungsgemäßen Parfümöl, vorzugsweise in einer der oben als bevorzugt bezeichneten Ausgestaltungen, in einer Menge, die ausreicht, den Geruchseindruck des bzw. der Riechstoffe, die eine, mehrere oder sämtliche der Noten holzig, Vetiver, cremig, erdig, frisch, würzig, moosig, (rot)fruchtig, Transparenz und/oder Fleur d'Orange verursachen, zu betonen,

Für die erfindungsgemäßen Verfahren gelten die obigen Angaben zu bevorzugten erfindungsgemäßen Riechstoffmischungen, Parfümölen und Produkten entsprechend.An inventive method for accenting an odor with a woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and / or Fleur d'Orange note comprises the following step:

• Mixing of
  1. (i) one or more fragrances, preferably selected from the compounds of components (c) and / or (d) mentioned above preferred, with one, several or all of the notes woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and / or Fleur d'Orange,
     and
  2. (ii) one or more musk fragrances of component (b), preferably selected from the musk fragrances of component (b), referred to above as preferred,
• with an amount of compound (A) (component (a)) which is sufficient, the odor impression of the fragrance (s), one, several or all of the notes woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red ) cause fruity, transparency and / or fleur d'orange to accentuate
  or
  • (ii) a fragrance mixture according to the invention, preferably a perfume oil according to the invention, preferably in one of the above-preferred embodiments, in an amount sufficient to provide the odor impression of the fragrance (s), one, several or all of the notes woody, vetiver, creamy , earthy, fresh, spicy, mossy, (red) fruity, to cause transparency and / or fleur d'orange, to emphasize

The above information on preferred perfume mixtures, perfume oils and products according to the invention apply correspondingly to the processes according to the invention.

Fragrance compositions according to the invention (perfume mixtures), preferably perfume oils according to the invention, can be used in liquid form, undiluted or diluted with a solvent for perfuming or aromatization. Particularly suitable 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.

• Konservierungsmittel, vorzugsweise die in US 2006/0089413 genannten, Abrasiva, Antiakne-Mittel und Mittel zu Sebumreduktion, vorzugsweise die in WO 2008/046791 genannten, Mittel gegen Hautalterung, vorzugsweise die in WO 2005/123101 genannten, antibakterielle Mittel, Anticellulitis-Mittel, Antischuppen-Mittel, vorzugsweise die in WO 2008/046795 genannten, entzündungshemmende Mittel, irritationsverhindernde Mittel, Antiirritantien (antiinflammatorische, irritationshemmende und irritationsverhindernde Mittel), vorzugsweise die in WO 2007/042472 und US 2006/0089413 genannten, antimikrobielle Mittel, vorzugsweise die in WO 2005/123101 genannten, Antioxidantien, vorzugsweise die in WO 2005/123101 genannten, Adstringentien, antiseptische Mittel, Antistatika, Binder, Puffer, Trägermaterialien, vorzugsweise die in WO 2005/123101 genannten, Chelatbildnder, vorzugsweise die in WO 2005/123101 genannten, Zellstimulantien, reinigende Mittel, pflegende Mittel, Enthaarungsmittel, oberflächenaktive Substanzen, deodorierende Mittel und Antiperspirantien, vorzugsweise die in WO 2005/123101 genannten, Weichmacher, Emulgatoren, vorzugsweise die in WO 2005/123101 genannten, Enzyme, ätherische Öle, vorzugsweise die in US 2008/0070825 genannten, Insektenrepellentien, vorzugsweise die in WO 2005/123101 genannten, Fasern. Filmbildner, Fixateure, Schaumbildner, Schaumstabilisatoren, Substanzen zum Verhindern des Schäumens, Schaumbooster, Fungizide, gelierende Mittel und gelbildende Mittel, vorzugsweise die in WO 2005/123101 genannten, Haarpflegemittel, Haarverformungsmittel, Haarglättungsmittel, Feuchtigkeitsregulatoren (feuchtigkeitsspendende, anfeuchtende und/oder feuchthaltende Substanzen), vorzugsweise die in WO 2005/123101 genannten, Osmolyte, vorzugsweise die in WO 2005/123101 genannten, kompatible Solute, vorzugsweise die in WO 01/76572 und WO 02/15686 genannten, bleichende Mittel, stärkende Mittel, fleckenentfernende Mittel, optisch aufhellende Mittel, imprägnierende Mittel, schmutzabweisende Mittel, reibungsverringernde Mittel, Gleitmittel, Feuchtigkeitscremes, Salben, Trübungsmittel, plastifizierende Mittel, deckfähige Mittel, Politur, Glanzmittel, Polymere, vorzugsweise die in WO 2008/046676 genannten, Pulver, Proteine und Proteinhydrolysate, vorzugsweise die in WO 2005/123101 und WO 2008/046676 genannten, rückfettende Mittel, abschleifende Mittel, hautberuhigende Mittel, hautreinigende Mittel, hautpflegende Mittel, hautheilende Mittel (skin repair agents), vorzugsweise enthaltend Cholesterin und/oder Fettsäuren und/oder Ceramide und/oder Pseudoceramide, dabei bevorzugt die in WO 2006/053912 genannten, Hautaufhellungsmittel, vorzugsweise die in WO 2007/110415 genannten, hautschützende Mittel, hauterweichende Mittel, hautkühlende Mittel, vorzugsweise die in WO 2005/123101 genannten, hautwärmende Mittel, vorzugsweise die in WO 2005/123101 genannten, Stabilisatoren, UV-absorbierende Mittel und UV-Filter, vorzugsweise die in WO 2005/123101 genannten, Benzyliden-beta-dicarbonylverbindungen, vorzugsweise die in WO 2005/107692 genannten, alpha-Benzoylzimtsäurenitrile, vorzugsweise die in WO 2006/015954 genannten, AhR-Rezeptor-Antagonisten, vorzugsweise die in WO 2007/128723 und WO 2007/060256 genannten, Waschmittel, Weichspüler, suspendierende Mittel, Hautbräunungsmittel, vorzugsweise die in WO 2006/045760 genannten, Verdickungsmittel, Vitamine, vorzugsweise die in WO 2005/123101 genannten, Öle, Wachse und Fette, vorzugsweise die in WO 2005/123101 genannten, Phospholipide, vorzugsweise die in WO 2005/123101 genannten, Fettsäuren (gesättigte Fettsäuren, ein- oder mehrfach ungesättigte Fettsäuren, α-Hydroxysäuren, Polyhydroxyfettsäuren), vorzugsweise die in WO 2005/123101 genannten, Verflüssiger, Farbstoffe und farbschützende Mittel sowie Pigmente, vorzugsweise die in WO 2005/123101 genannten, Antikorrosiva, Aromen und Geschmackstoffe sowie weitere zusätzliche Riechstoffe, vorzugsweise die in S. Arctander, Perfume and Flavor Chemicals, Eigenverlag, Montclair, N.J., 1969 und Surburg, Panten, Common Fragrance and Flavor Materials, 5th Edition, Wiley-VCH, Weinheim 2006 aufgeführten, insbesondere die in US 2008/0070825 explizit genannten weiteren Riechstoffe, die nicht bereits Teil der Bestandteile (a) und (b) sowie gegebenenfalls (c) und/oder (d) einer erfindungsgemäßen Riechstoffmischung oder eines erfindungsgemäßen Parfümöls sind, Alkohole und Polyole, vorzugsweise die in WO 2005/123101 genannten, Tenside, vorzugsweise die in WO 2005/123101 genannten, tierische Extrakte, Hefeextrakte, Extrakte von Algen oder Mikroalgen, Elektrolyte, Verflüssiger, organische Lösungsmittel, vorzugsweise die in WO 2005/123101 genannten, oder Silikone und Silikonderivate, vorzugsweise die in WO 2008/046676 genannten.

Substances with which fragrance mixtures according to the invention, in particular perfume oils, can be combined are:

• Preservatives, preferably those in US 2006/0089413 Abrasives, antiacne agents and sebum reduction agents, preferably those in WO 2008/046791 anti-aging agents, preferably those in WO 2005/123101 antibacterial agents, anticellulitic agents, antidandruff agents, preferably those described in U.S. Pat WO 2008/046795 anti-inflammatory agents, anti-irritants, anti-irritants (anti-inflammatory, anti-irritant and anti-irritant agents), preferably those described in US Pat WO 2007/042472 and US 2006/0089413 antimicrobial agents mentioned, preferably those in WO 2005/123101 mentioned, antioxidants, preferably those in WO 2005/123101 astringents, antiseptics, antistatic agents, binders, buffers, carrier materials, preferably those described in US Pat WO 2005/123101 , Chelatbildnder, preferably those in WO 2005/123101 cell stimulants, cleansing agents, skin care agents, depilatory agents, surfactants, deodorizing agents and antiperspirants, preferably those described in U.S. Patent Nos. 4,936,642; WO 2005/123101 plasticizers, emulsifiers, preferably those in WO 2005/123101 mentioned, enzymes, essential oils, preferably those in US 2008/0070825 , insect repellents, preferably those in WO 2005/123101 mentioned, fibers. Film formers, fixatives, foaming agents, foam stabilizers, foaming inhibitors, foam boosters, fungicides, gelling agents and gelling agents, preferably those described in U.S. Pat WO 2005/123101 hair care products, hair styling agents, hair straightening agents, moisture regulators (moisturizing, moisturizing and / or moisturizing substances), preferably those in WO 2005/123101 mentioned, osmolytes, preferably those in WO 2005/123101 mentioned, compatible solutes, preferably those in WO 01/76572 and WO 02/15686 bleaching agents, tonicity enhancing agents, stain removing agents, optical brightening agents, impregnating agents, stainproofing agents, friction reducing agents, lubricants, moisturizing creams, ointments, opacifying agents, plasticizing agents, covering agents, Polish, brighteners, polymers, preferably those in WO 2008/046676 mentioned, powders, proteins and protein hydrolysates, preferably those in WO 2005/123101 and WO 2008/046676 skin-repelling agents, skin-cleansing compositions, skin-healing agents (skin repair agents), preferably containing cholesterol and / or fatty acids and / or ceramides and / or pseudoceramides, preferably the in WO 2006/053912 , Skin whitening agents, preferably those in WO 2007/110415 skin protecting agents, skin softening agents, skin cooling agents, preferably those in WO 2005/123101 said skin warming agents, preferably those in WO 2005/123101 stabilizers, UV-absorbing agents and UV filters, preferably those in WO 2005/123101 Benzylidene-beta-dicarbonyl compounds mentioned, preferably those in WO 2005/107692 , alpha-Benzoylzimtsäurenitrile, preferably those in WO 2006/015954 mentioned, AhR receptor antagonists, preferably those in WO 2007/128723 and WO 2007/060256 Detergents, fabric softeners, suspending agents, skin tanning agents, preferably those in WO 2006/045760 thickeners, vitamins, preferably those in WO 2005/123101 mentioned oils, waxes and fats, preferably those in WO 2005/123101 mentioned, phospholipids, preferably those in WO 2005/123101 fatty acids mentioned (saturated fatty acids, mono- or polyunsaturated fatty acids, α-hydroxy acids, polyhydroxy fatty acids), preferably those in WO 2005/123101 mentioned, plasticizers, dyes and color protectants and pigments, preferably those in WO 2005/123101 mentioned, anti-corrosives, flavors and flavorings and other additional fragrances, preferably those in S. Arctander, Perfume and Flavor Chemicals, Self-Publishing, Montclair, NJ, 1969 and Surburg, Panten, Common Fragrance and Flavor Materials, 5th Edition, Wiley-VCH, Weinheim 2006 listed, in particular the in US 2008/0070825 explicitly mentioned further fragrances which are not already part of components (a) and (b) and optionally (c) and / or (d) of a fragrance mixture according to the invention or a perfume oil according to the invention, alcohols and polyols, preferably those in WO 2005/123101 mentioned, surfactants, preferably those in WO 2005/123101 animal extracts, yeast extracts, extracts of algae or microalgae, electrolytes, liquefiers, organic solvents, preferably those described in WO 2005/123101 mentioned, or silicones and silicone derivatives, preferably those in WO 2008/046676 mentioned.

Furthermore, 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. B. be added to a product to be perfumed.

Optionally, the properties of the 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. The resulting products in turn represent products according to the invention.

The microencapsulation of the fragrance mixtures according to the invention, preferably of the perfume oils 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. by introducing dispersions of the fragrance mixture according to the invention, preferably a perfume oil according to the invention, and cyclodextrins or urea derivatives into a suitable solvent, e.g. Water, to be produced. 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 Parfums, 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. Floor cleaners, window glass cleaners, dishwashing detergents, bathroom and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, textile fresheners, ironing aids, liquid detergents, powdered detergents, laundry pre-treatment agents such as bleach, soak and stain remover, fabric softeners, laundry soap, washing tablets, Disinfectants, surface disinfectants, air freshener in liquid, gel or applied on a solid support form, aerosol sprays, waxes and polishes such as furniture polishes, floor waxes, shoe creams, personal care such as solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, oil-in-water, water-in-oil and water-in-oil-in-water type cosmetic emulsions, 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.

• Eau de Parfums, Eau de Toilettes, Rasierwässer (After-shave), Eau de Colognes, Pre-shave-Produkte, Splash-Colognes;
• saure, alkalische und neutrale Reinigungsmittel, insbesondere im Haushaltsbereich, vorzugsweise Fußbodenreiniger, Fensterglasreiniger, Geschirrspülmittel, Bad- und Sanitärreiniger, Scheuermilch, feste und flüssige WC-Reiniger, pulver- und schaumförmige Teppichreiniger, flüssige Waschmittel, pulverförmige Waschmittel, Wäscheweichspüler, Oberflächendesinfektionsmittel, insbesondere für harte Oberflächen (hard surface cleaner);
• Körperpflegemittel, vorzugsweise feste und flüssige Seifen, Duschgele, Shampoos, Rasierseifen, Rasierschäume;
• kosmetische Emulsionen vom Öl-in-Wasser-, vom Wasser-in-Öl- und vom Wasser-in-Öl-in-Wasser-Typ, vorzugsweise Hautcremes- und -lotionen, Gesichtscremes und - lotionen, Sonnenschutzcremes-und -lotionen, After-sun-cremes und -lotionen, Handcremes und -lotionen, Fußcremes und -lotionen, Enthaarungscremes und -lotionen, After-shave-Cremes und -lotionen, Hautbräunungscremes und -lotionen, Hautaufhellungscremes und -lotionen;
• Haarpflegeprodukte, vorzugsweise Haarsprays, Haargele, festigende Haarlotionen, Haarspülungen, permanente und semipermanente Haarfärbemittel, Haarwässer, Haarcremes und -lotionen;
• Deodorantien und Antiperspirantien, vorzugsweise Achselsprays, Roll-ons (vorzugsweise als alkoholische oder nicht-alkoholische Lösung, als Gel oder (Micro)Emulsion), Deosticks (Deo-stifte), Deocremes.

Particularly preferred perfumed products according to the invention are selected from the following list:

• Eau de Parfums, Eau de Toilettes, Aftershave, Eau de Colognes, Pre-shave, Splash-Colognes;
• Acid, alkaline and neutral detergents, in particular in the household sector, preferably floor cleaner, window glass cleaner, dishwashing detergent, bath and sanitary cleaners, scouring cream, solid and liquid toilet cleaners, powder and foam carpet cleaners, liquid detergents, powder detergents, laundry softeners, surface disinfectants, in particular for hard surface cleaner;
• Body care preparations, preferably solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams;
• oil-in-water, water-in-oil and water-in-oil-in-water type cosmetic emulsions, preferably 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, preferably hair sprays, hair gels, firming hair lotions, hair conditioners, permanent and semipermanent hair dyes, hair lotions, hair creams and lotions;
• Deodorants and antiperspirants, preferably underarm sprays, roll-ons (preferably as an alcoholic or non-alcoholic solution, as a gel or (micro) emulsion), deodorant sticks, deodorants.

The following examples illustrate the invention; Unless otherwise indicated, parts and percentages are by weight.

• Dipropylenglycol (DPG), Diethylphthalat (DEP), Triethylcitrat (TEC), Isopropylmyristat (IPM); nat. = natürlich; macrocyclischer Moschusriechstoff (Bestandteil (b) der erfindungsgemäßen Riechstoffmischung (MACRO)); polycyclischer Moschusriechstoff (Bestandteil (b) der erfindungsgemäßen Riechstoffmischung (POLY)).alicydischer Moschusriechstoff (Bestandteil (b) der erfindungsgemäßen Riechstoffmischung (ALICYC));
• HEDIONE® HC/30 enthält mindestens 30 Gew.-% des cis-Isomers und knapp 70 Gew.-% des trans-Isomers von Methyldihydrojasmonat.

Used abbreviations:

• Dipropylene glycol (DPG), diethyl phthalate (DEP), triethyl citrate (TEC), isopropyl myristate (IPM); nat. = natural; macrocyclic musk fragrance (component (b) of the fragrance mixture of the invention (MACRO)); polycyclic musk fragrance (component (b) of the fragrance mixture (POLY) according to the invention)) alicydic musk fragrance (component (b) of the fragrance mixture according to the invention (ALICYC));
• HEDIONE® HC / 30 contains at least 30% by weight of the cis isomer and about 70% by weight of the trans isomer of methyl dihydrojasmonate.

For explanations of the product names of the fragrances see eg 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 ,

Examples Perfume oil example P1:

AMBRETTOLID (MACRO) 10.00 10.00 AMBROXIDE 10% in IPM 10.00 10.00 benzyl 20.00 20.00 benzyl 15.00 15.00 BERGAMOT OIL, bergaptenfrei 60,00 60,00 CALONE® 1951 10% in DPG 15.00 15.00 COUMARIN 5.00 5.00 CYCLOGALBANAT® 10% in DPG 10.00 10.00 ALPHA -DAMASCON 1% in DPG 20.00 20.00 dihydromyrcenol 10.00 10.00 ethyl linalool 75.00 75.00 ETHYLLINALYLACETAT 50,00 50,00 ETHYLMALTOL 1% in DEP 10.00 10.00 ETHYLENE BRASSYLATE (MACRO) 80,00 80,00 Florosa 40,00 40,00 Geranylacetat 10.00 10.00 HEDIONE® HC / 30 35,00 35,00 HEDIONE® 210.00 210.00 HELIONAL® 15.00 15.00 HELVETOLIDE® (ALICYC) 30.00 30.00 HEXENYLSALICYLATE CIS-3 20.00 20.00 ISO E SUPER® 40,00 40,00 LEAFOVERT® 10% in DEP 10.00 10.00 LILIAL® 80,00 80,00 LYRAL® 20.00 20.00 MANDARIN OIL 10.00 10.00 STYRALYLACETAT 5.00 5.00 SYMROSE® 15.00 15.00 VANILLIN 10% in DEP 20.00 20.00 DIPROPYLENE GLYCOL (DPG) 50,00 20.00 CONNECTION ( A ) - 30.00 TOTAL: 1,000.00 1,000.00

The addition of 3% of the compound (A) to this Floriental-Citrus-Musk composition causes a noticeable harmonization of the base notes, so that the entire composition appears more elegant and valuable.

Perfume oil example P2:

AMAROCIT® 10.00 10.00 AMBROCENIDE® 10% in DPG 5.00 5.00 AMBROXID 15.00 15.00 AURELIONE® (7/8 cyclohexadecenone) (MACRO) 70,00 70,00 BERGAMOTTEÖL, bergaptenfrei 90.00 90.00 CALONE® 1951 10% in DPG 20.00 20.00 COZY OIL (CARAWAY OIL) 10.00 10.00 CITRAL 20.00 20.00 COUMARIN 10.00 10.00 ALPHA-DAMASCON 1% in DPG 15.00 15.00 dihydromyrcenol 70,00 70,00 ESTRAGON OIL 10.00 10.00 ethyl linalool 100.00 100.00 ETHYLLINALYLACETAT 90.00 90.00 EUGENOL 10.00 10.00 EVERNYL® 5.00 5.00 FRUCTATE® 5.00 5.00 GERANIUM 5.00 5.00 HEDIONE® HC / 30 100.00 100.00 HELIONAL® 10.00 10.00 INDOL 10% in DPG 5.00 5.00 ISO E SUPER® 100.00 100.00 KEPHALIS® 5.00 5.00 LAVENDER OIL 40,00 40,00 LEMON 80,00 80,00 LILIAL® 30.00 30.00 MANDARIN OIL 20.00 20.00 MUSCENON (MACRO) 5.00 5.00 SANDRANOL® 10.00 10.00 VANILLIN 10% in DPG 5.00 5.00 dipropylene 30.00 10.00 CONNECTION (A) - 20.00 TOTAL: 1,000.00 1,000.00

The addition of 2% of compound (A) in conjunction with Iso E Super® creates a very valuable woody-classic vetiver effect that makes the entire composition appear more valuable. In addition, there is a significant harmonization of the base notes, so that the overall composition appears more elegant.

Perfume oil example P3:

ALDEHYD C10 (n-decanal) 10% in DPG 20.00 20.00 ALDEHYDE C11 (n-undecanal) 10% in DPG 5.00 5.00 ALDEHYDE C12 (n-dodecanal) 10% in DPG 15.00 15.00 AMBRETTOLID (MACRO) 5.00 5.00 AMBROCENIDE® 1% in DPG 20.00 20.00 AURELIONE® (MACRO) 30.00 30.00 benzyl 30.00 30.00 CITRONELLOL 15.00 15.00 ETHYLVANILLINE 1% in DPG 20.00 20.00 ETHYLENE BRASSYLATE (MACRO) 70,00 70,00 FRUCTATE® 10% in DPG 20.00 20.00 Geranylacetat 10.00 10.00 GLOBALIDE® (MACRO) 30.00 30.00 HEDIONE® 30.00 30.00 ALPHA-hexyl cinnamic aldehyde 90.00 90.00 INDOL 10% in DPG 5.00 5.00 ISO E SUPER® 120.00 120.00 KEPHALIS® 5.00 5.00 LINALOOL 150.00 150.00 Linalylacetat 60,00 60,00 BETA-METHYLNAPHTYLKETON 5.00 5.00 nerolidol 20.00 20.00 NEROLIONE 10% in DPG 20.00 20.00 ORANGE OIL BRAZILIAN 100.00 100.00 phenylethylacetate 5.00 5.00 phenylethyl 30.00 30.00 TERPINEOL 20.00 20.00 dipropylene 50,00 20.00 CONNECTION ( A ) - 30.00 TOTAL: 1,000.00 1,000.00

The addition of 3% of the compound (A) emphasizes the erogenous and animal aspects of this composition, the accompanying harmonization of the fond notes makes the entire composition appear more elegant, creamier and thus significantly more valuable.

Perfume oil example P4:

allyl amyl 10.00 10.00 BERGAMOT OIL 100.00 100.00 CALONE® 1951 10% in DPG 30.00 30.00 CASSIS BASE 10.00 10.00 CLOVE 5.00 5.00 ALPHA-DAMASCON 1% in DPG 20.00 20.00 dihydromyrcenol 60,00 60,00 ETHYLENE BRASSYLATE (MACRO) 20.00 20.00 FARENAL® 1% in DPG 20.00 20.00 FLORALOZONE® 10.00 10.00 GLOBALIDE® (MACRO) 20.00 20.00 HEDIONE® HC / 30 10.00 10.00 HEDIONE® 200.00 200.00 ALPHA-hexyl cinnamic aldehyde 100.00 100.00 hexyl salicylate 20.00 20.00 ISO E SUPER® 70,00 70,00 Kephalis 5.00 5.00 LAVANDINÖL GROSSO NAT. 20.00 20.00 LEAFOVERT® 10% in DPG 20.00 20.00 LIGUSTRAL 10% in DPG 10.00 10.00 LILIAL® 45,00 45,00 LINALOOL 60,00 60,00 Linalylacetat 50,00 50,00 MANDARINALDEHYDE 10% in TEC 5.00 5.00 ORANGENOL BRAZILIAN 25,00 25,00 POLYSANTOL® 5.00 5.00 TERPINEOL 20.00 20.00 dipropylene 30.00 - CONNECTION ( A ) - 30.00 TOTAL: 1,000.00 1,000.00

The addition of 3% of compound (A) in a unique way in combination with the musk fragrances and methyldihydrojasmonate emphasizes the transparency of the composition, furthermore the background notes are harmonized in such a way that the entire composition appears more erogenous and masculine and overall the overall composition is effective valuable.

Perfume oil example P5:

Florazon 15.00 15.00 Cyclogalbanat® 15.00 15.00 Bergamot oil 135.00 135.00 Mandarin oil 50,00 50,00 Claritone® 100.00 100.00 Oxanthia 5% in DPG 5.00 5.00 Amarocit® 10.00 10.00 peppermint oil 5.00 5.00 Artemisiaöl 5.00 5.00 Macisöl 5.00 5.00 Lilial® 50,00 50,00 Calone® 1951 10% in DPG 25,00 25,00 geranium 10.00 10.00 Hedione® 240.00 240.00 Hexenyl salicylate cis-3 15.00 15.00 Parmanyl® 5.00 5.00 Beta-ionone 25,00 25,00 Cedarwood oil (Cedarwood oil) 30.00 30.00 Iso E Super® 80,00 80,00 Vetival® 40,00 40,00 Vetikolacetat® 5.00 5.00 Sandranol® 75.00 75.00 Ysamber® K 10.00 10.00 Globalide® (MACRO) 25,00 25,00 dipropylene 20.00 15.00 Connection ( A ) - 5.00 TOTAL: 1,000.00 1,000.00

The addition of 0.5% of 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 oil example P6:

Leafovert® 10% in IPM 10.00 10.00 Bergamot oil 50,00 50,00 orange oil 40,00 40,00 Oxanthia 10% in DPG 5.00 5.00 Oil of black pepper 10% in DPG 20.00 20.00 Camphor 10% in DPG 5.00 5.00 Gamma decalactone 10% in DPG 15.00 15.00 Gamma undecalactone 10% in DPG 5.00 5.00 Lilial® 60,00 60,00 helional 25,00 25,00 linalool 80,00 80,00 Geranium oil 10% in DPG 10.00 10.00 Citronellol 20.00 20.00 geraniol 15.00 15.00 Isodamascon® 10% in DPG 20.00 20.00 Hedione® 120.00 120.00 Alpha-hexyl cinnamic aldehyde 40,00 40,00 vanillin 15.00 15.00 Coumarone® 5.00 5.00 Iso E Super® 240.00 240.00 Patchouli oil nat. 25,00 25,00 Sandalore 10.00 10.00 Labdanum Absolue 10% in DPG 5.00 5.00 Ysamber® K 5.00 5.00 Macrotide® Supra (MACRO) 25,00 25,00 Globalide® (MACRO) 45,00 45,00 Cyclohexadecanone (MACRO) 15.00 15.00 Ethylene brassylate (MACRO) 45,00 45,00 Indole 10% in DPG 5.00 5.00 dipropylene 20.00 10.00 Connection ( A ) - 10.00 TOTAL: 1,000.00 1,000.00

The addition of 1.0% of the compound (A) beautifully emphasizes the mossy aspects of the composition, in particular the interplay of musk fragrances with Hedione®, making the composition more harmonious and valuable.

Perfume oil example P7:

Styralylacetat 10.00 10.00 Linalylacetat 40,00 40,00 Mandaril 10% in DPG 5.00 5.00 orange oil 60,00 60,00 Oxanthia 5% in DPG 5.00 5.00 Gamma decalactone 5.00 5.00 Ethyl-3-methyl-3-phenylglycidate 5.00 5.00 Frambinon® 5.00 5.00 Raspberry Base 5.00 5.00 Lilial® 80,00 80,00 Calone® 1951 10% in DPG 20.00 20.00 Majantol® 80,00 80,00 linalool 60,00 60,00 phenylethyl 20.00 20.00 Citronellol 20.00 20.00 geraniol 5.00 5.00 benzyl 30.00 30.00 Hedione® 150.00 150.00 Alpha-hexyl cinnamic aldehyde 150.00 150.00 benzyl 60,00 60,00 Amylsalicylate (n and iso) 40,00 40,00 Beta-ionone 20.00 20.00 eugenol 5.00 5.00 Ethyl vanillin 10% in DPG 10.00 10.00 cinnamic alcohol 5.00 5.00 Iso E Super® 40,00 40,00 Galaxolide® 50% in DEP (4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta [g] benzopyran) (POLY) 25,00 25,00 Globalide® (MACRO) 20.00 20.00 dipropylene 20.00 15.00 Connection (A) - 5.00 TOTAL: 1,000.00 1,000.00

The addition of 0.5% of the compound (A) emphasizes the red berry fruitiness of the composition and makes the entire composition appear more harmonious and complex.

Perfume oil example P8:

Limonenal 10% in DPG 6.00 6.00 Profesional 10% in DPG 4.00 4.00 Hexenyl butyrate cis-3 2.00 2.00 Mintonat® 3.00 3.00 Linalylacetat 120.00 120.00 lemon 20.00 20.00 Citrylal 2.00 2.00 Gamma nonalactone 15.00 15.00 Frambinon® 2.00 2.00 Raspberry Base 20.00 20.00 Filbertone 1% in DPG 1.00 1.00 Acetylmethylcarbinol, nat. 10% in DPG 7.00 7.00 Lilax Soft 20.00 20.00 linalool 30.00 30.00 terpinenol 80,00 80,00 phenylethyl 20.00 20.00 geraniol 40,00 40,00 nerol 70,00 70,00 Citronellol 30.00 30.00 benzyl 10.00 10.00 Alpha-amyl cinnamic aldehyde 60,00 60,00 Hedione® 130.00 130.00 Beta-ionone 10.00 10.00 Agrumex HC 80,00 80,00 Oryclon® 68,00 68,00 Cedarwood oil (Cedarwood oil) 2.00 2.00 Vertofix® 120.00 120.00 Macrolide® (MACRO) 20.00 20.00 triethylcitrate 8.00 5.00 Connection (A) - 3.00 TOTAL: 1,000.00 1,000.00

The addition of 0.3% of the compound (A) emphasizes the red berry fruitiness of the composition, especially in the direction of blackberry and elderberry. Furthermore, the entire composition appears more harmonious and complex.

The 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.

The odor effects described above for the respective perfume oil were also observed in the following formulations in each case.

Formutterunosbeispiele Example F1 - Washing powder

material Chemical name function Wt.% Wt.% Sodium metasilicate pentahydrate Sodium Metasilicate Pentahydrate Ad 100 Ad 100 sodium Sodium hydrogen carbonate alkali 15.0 15.0 sodium Sodium carbonate peroxyhydrate bleach 15.0 15.0 Peractive AC Blue TAED / Na-carboxymethylcellulose activator 5.00 5.00 Genapol OA-080 Oxoalcohol C14-15, 8EO Nonionic surfactant 3.00 3.00 Texapon K12 powder Sodium Lauryl Sulphate C12 Anionic surfactant 7.00 7.00 Tinopal CBS-X brighteners 0.50 0.50 Savinase 6.0 T, Type W protease enzyme 0.40 0.40 Termamyl 120 T Alpha-amylase enzyme 0.30 0.30 sodium sulphate Sodium sulphate filler 5.50 5.50 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 Perfume (fragrance) 0.30 0.50

Example F2 - All-Purpose Cleaner

material Chemical name function Wt .-% Wt .-% Deionized water Water solvent Ad 100 Ad 100 Mergal K9N 5-chloro-2-methyl-3- (2H) -isothiazolones and 2-methyl-3- (2H) -isothiazolones preservative 0.1 0.1 Trisodium citrate Tri Sodium Dihydrate Citrate dihydrate complexing 3.0 3.0 Zetesol NL-2 Fatty alcohol C12-14-sulfate, sodium Anionic surfactant 30.0 30.0 Imbentin C / 125/055 Fatty alcohol C12-C15, 8EO Nonionic surfactant 5.0 5.0 ethanol ethanol solvent 2.0 2.0 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 Perfume (fragrance) 0.3 0.5

Example F3 - Shampoo

material INCI name Wt .-% Wt .-% Deionized water Water Ad 100 Ad 100 Plantacare PS 10 Sodium Laureth Sulfate, Lauryl Glucoside 20.0 20.0 Euperlan PK 771 Glycol Distearate, Sodium Lauryl Suffate, Cocamide MEA, Laureth-10 6.0 6.0 Dragocid Liquid Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben 0.5 0.5 Sodium chloride Sodium Chloride 1.4 1.4 Citric acid monohydrate crystalline Citric Acid 0.1 0.1 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 Perfume (fragrance) 0.5 0.8

Example F4 - shower gel

material INCI name Wt .-% Wt .-% Deionized water water Ad 100 Ad 100 Plantacare PS 10 Sodium Laureth Suffate, Lauryl Glucoside 20.0 20.0 Dragocid Liquid Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben 0.5 0.5 sodium chloride Sodium Chloride 1.4 1.4 Citric acid monohydrate crystalline Citric Acid 1.3 1.3 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 Perfume (fragrance) 0.5 0.7

Example F5 - Fabric softener

material Chemical name function Wt .-% Wt .-% deionized water solvent Ad 100 Ad 100 Rewoquat WE 18 Dialkylesterammoniumethosulfate Cationic surfactant 16.6 16.6 Mergal K9N 5-chloro-2-methyl-3- (2H) -isothiazolones and 2-methyl-3- (2H) -isothiazolones preservative 0.10 0.10 Dow Corning 1520 Antifoam Polydimethyl siloxanes defoamers 0.30 0.30 Magnesium chloride 1% solution Magnesium chloride solution solution bodying 10.00 10.00 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 Fragrance 0.55 0.75

Example F6 - Eau de Cologne / Eau de Toilette

ingredients Wt .-% Wt .-% Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 5 10 ethanol Ad 100 Ad 100 water 18 10

Example F7 - Aerosol pump spray

ingredients Wt .-% Wt .-% Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 1.0 1.5 ethanol Ad 100 Ad 100 water 5.0 8.0 Alpha-tocopherol 0.20 0.20 hydroxypropyl 0.20 - Rosemary extract, soluble in ethanol 0.22 - cetyl alcohol 1.00 0.50

Example F8 - Shampoo

ingredients Wt .-% Wt .-% Wt .-% Sodium lauryl ether sulfate (e.g., Texapon NSO, Cognis Deutschland GmbH) 12 12 12 Cocamidopropylbetaine (for example Dehyton K, Cognis Deutschland GmbH) 2 2 2 sodium chloride 1.4 1.4 1.4 citric acid 1.3 1.3 1.3 Phenoxyethanol, methyl, ethyl, butyl and propylparaben 0.5 0.5 0.5 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 0.3 0.5 0.7 water Ad 100 Ad 100 Ad 100

Example F9 - Washing powder

ingredients Wt .-% Wt .-% Wt .-% Linear Na-alkylbenzenesulfonate 8.8 8.8 8.8 Ethoxylated fatty alcohol C12-18 (7 EO) 4.7 4.7 4.7 Na-soap 3.2 3.2 3.2 Defoamer DOW CORNING (R) 2-4248S POWDERED ANTIFOAM, silicone oil on zeolite as carrier material 3.9 3.9 3.9 Zeolite 4A Ad 100 Ad 100 Ad 100 Na carbonate 11.6 11.6 11.6 Na salt of a copolymer of acrylic and maleic acid (Sokalan CP5) 2.4 2.4 2.4 Na-silicate 3.0 3.0 3.0 carboxymethylcellulose 1.2 1.2 1.2 Dequest 2066 ([[(phosphonomethyl) imino] bis [(ethylenitrilo) bis (methylene)]] tetrakisphosphonic acid, sodium salt) 2.8 2.8 2.8 Optical brightener 0.2 0.2 0.2 Na sulfate 6.5 6.5 6.5 protease 0.4 0.4 0.4 Sodium perborate tetrahydrate 21.7 21.7 21.7 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 0.25 0.35 0.5 EDTA 1.0 1.0 1.0

Example F10 - Detergent

ingredients Wt .-% Deionized water 39.9 Optical brightener 0.10 Coconut fatty acids (C12-C18) 7.5 Potassium hydroxide 50% solution 4.3 Propane-1,2-diol 5.00 Fatty alcohols C12-C15, 8 EO 12.0 Na salt of secondary alkyl sulfonates (C13-C17) 17.0 triethanolamine 2.0 Trisodium citrate dihydrate 5.0 Dequest 2066 ([[(phosphonomethyl) imino] bis [(ethylenitrilo) bis (methylene)]] tetrakisphosphonic acid, sodium salt) 3.0 ethanol 3.0 enzymes 0.7 Perfume oil P1, P2, P3, P4, P5, P6, P7 or P8 0.5

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

Claims (15)

1. Odoriferous substance mixture, preferably perfume oil, comprising

   (a) compound (A)

   

   and

   (b) at least one musk odoriferous substance,

   wherein
   the weight ratio of the total amount of musk odoriferous substances of constituent (b) to compound (A) (constituent (a)) is greater than or equal to 1 : 1, preferably 1 : 1 to 50 : 1.
2. Odoriferous substance mixture, preferably perfume oil, according to claim 1, wherein the musk odoriferous substance or substances of constituent (b) are chosen from the group of the macrocyclic musk odoriferous substances, the nitro-musk odoriferous substances, the polycyclic musk odoriferous substances and/or the alicyclic musk odoriferous substances.
3. Odoriferous substance mixture, preferably perfume oil, according to claim 1 or 2, containing two, three or more different musk odoriferous substances as constituent (b).
4. Odoriferous substance mixture, preferably perfume oil, according to one of the preceding claims, wherein the weight ratio of the total amount of musk odoriferous substances of constituent (b)to compound (A) (constituent (a)) is 25 : 1 to 1 : 1, preferably 4 : 3 to 15 : 1, particularly preferably 2 : 1 to 10 : 1.
5. Odoriferous substance mixture, preferably perfume oil, according to one of the preceding claims, additionally containing

   (c) one, 2, 3, 4, 5 or more odoriferous substances having a molecular weight of greater than or equal to 190 g/mol, which are not compound (A) (constituent (a)) and not part of constituent (b)
   and/or

   (d) one, 2, 3 or more fruity odoriferous substances, preferably chosen from the group of odoriferous substances listed in Table 2, wherein the fruity odoriferous substance(s) is or are not part of constituent (a) and (b).
6. Odoriferous substance mixture, preferably perfume oil, according to claim 5, wherein constituent (c) is or contains

   (c)(i) 2,3,8,8-tetramethyl-1,2,3,9,5,6,7,8-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
   and/or

   (c)(ii) methyl dihydrojasmonate.
7. Odoriferous substance mixture, preferably perfume oil, according to claim 6, wherein the weight ratio of the total amount of constituent (c) (i) 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 compound (A) (constituent (a)) is greater than or equal to 1 : 1, preferably 4 : 3 to 10 : 1, particularly preferably 2 : 1 to 8 : 1.
8. Odoriferous substance mixture, preferably perfume oil, according to claim 6 or 7, wherein the weight ratio of the total amount of constituent (c) (ii) methyl dihydrojasmonate to compound (A) (constituent (a)) is greater than or equal to 1 : 1, preferably 2 : 1 to 15 : 1 and particularly preferably 3 : 1 to 10 : 1.
9. Odoriferous substance mixture, preferably perfume oil, according to one of the preceding claims, wherein constituent

   (b) contains one or more macrocyclic musk odoriferous substances, preferably chosen from the group consisting of macrocyclic C₁₉-C₁₈-ketones and macrocyclic C₁₉-C₁₈-lactones, wherein the ketone or lactone has a ring size of from 15 to 17 ring atoms and contains no, one or two oxygen atoms in the ring.
10. Odoriferous substance mixture, preferably perfume oil, according to one of the preceding claims, wherein constituent

    (b) is or contains 15-pentadec-(11/12)-enolide, ethylene brassylate and/or oxacyclohexadecan-2-one.
11. Process for the preparation of an odoriferous substance mixture or a perfume oil according to one of the preceding claims, characterized by the following step:

    - mixing of constituents (a) and (b) and optionally constituent (c) and/or constituent (d).
12. Method of emphasizing the erogenous, masculine and/or animal olfactory impression of one or more musk compounds, comprising the following step:

    - mixing of one or more musk compounds with an amount of compound (A), as defined in claim 1, which is sufficient to emphasize the erogenous, masculine and/or animal olfactory impression of one, several or all of the musk compounds.
13. Method of emphasizing a smell having a woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or fleur d'orange note, comprising the following step:

    - mixing of

    (i) one or more odoriferous substances having one, several or all of the woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or fleur d'orange notes
    and

    (ii) one or more musk odoriferous substances, preferably as defined as constituent (b) in claim 2 or 9,

    - with an amount of compound (A) (constituent (a)) which is sufficient to emphasize the olfactory impression of the odoriferous substance or substances which cause one, several or all of the woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or fleur d'orange notes,
    or

    - mixing of

    (i) one or more odoriferous substances having one, several or all of the woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or fleur d'orange notes
    and

    (ii) an odoriferous substance mixture, preferably a perfume oil, according to one of claims 1 to 4 in an amount which is sufficient to emphasize the olfactory impression of the odoriferous substance or substances which cause one, several or all of the woody, vetiver, creamy, earthy, fresh, spicy, mossy, (red) fruity, transparent and/or fleur d'orange notes.
14. Perfumed product containing an odoriferous substance mixture, preferably a perfume oil, according to one of claims 1 to 10, preferably in a sensorially active amount.
15. Perfumed product according to claim 14, chosen from the group consisting of detergents and cleaning compositions, hygiene or care products, in particular in the field of body and hair care, cosmetics and the household.