EP3350295A1 - Composition de parfum contenant des composés modulateurs d'odeur et des composés 1-aza-3,7-dioxabicyclo[3.3.0]octane pour augmenter et prolonger l'intensité de la fragrance - Google Patents

Composition de parfum contenant des composés modulateurs d'odeur et des composés 1-aza-3,7-dioxabicyclo[3.3.0]octane pour augmenter et prolonger l'intensité de la fragrance

Info

Publication number
EP3350295A1
EP3350295A1 EP16763838.6A EP16763838A EP3350295A1 EP 3350295 A1 EP3350295 A1 EP 3350295A1 EP 16763838 A EP16763838 A EP 16763838A EP 3350295 A1 EP3350295 A1 EP 3350295A1
Authority
EP
European Patent Office
Prior art keywords
cas
methyl
carbon atoms
methylthio
ethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP16763838.6A
Other languages
German (de)
English (en)
Inventor
Andreas Bauer
Ursula Huchel
Manuela Materne
Hubert Smyrek
Ralf Bunn
Isabelle LEVERT
Frank Rittler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3350295A1 publication Critical patent/EP3350295A1/fr
Ceased legal-status Critical Current

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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
    • C11B9/0003—Compounds of unspecified constitution defined by the chemical reaction for their preparation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4986—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with sulfur as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/28—Heterocyclic compounds containing nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3427—Organic compounds containing sulfur containing thiol, mercapto or sulfide groups, e.g. thioethers or mercaptales
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes

Definitions

  • Perfume composition with odor modulator compounds and 1-aza-3,7-dioxabicyclo [3.3.0] octane compounds to increase and prolong the fragrance intensity
  • the invention relates to a perfume composition containing at least one
  • An odor modulator compound and at least one 1-aza-3,7-dioxabicyclo [3.3.0] octane compound (bicyclic oxazolidine) to provide a long-lasting intense fragrance
  • Perfume composition and a consumer product containing one
  • Perfume composition Furthermore, the invention relates to a method for increasing the fragrance intensity and for prolonging the fragrance of the perfume composition.
  • Perfume compositions lead.
  • Perfume composition which is necessary to achieve a particular fragrance intensity, cause the perfume composition can not be incorporated stable in the consumer product.
  • the consequence of this development is that often only small amounts of one
  • Perfume composition can be incorporated into the consumer product, but this is associated with a low intensity of fragrance and also means that the fragrance can not be perceived after a relatively short time.
  • Perfume precursors are used and release by slow hydrolysis of a fragrance, whereby a long-lasting fragrance is generated.
  • a direct increase in the fragrance intensity of the entire perfume composition can not be achieved by this technology.
  • European Patent EP 1 263 405 B1 describes mixtures of oligomeric silicic acid esters which contain residues of perfume alcohols and are suitable for the long-lasting scenting of detergents and cleaners, since they release the perfume alcohols on hydrolysis.
  • European patent EP 2 087 089 B1 describes the use of perfume microcapsules as a depot system, wherein the capsules break open at a defined time and provide an intense fragrance in the short term.
  • this technology is associated with great technical effort and high costs and the capsule wall material has no direct function after breaking the capsules.
  • the object of the present invention was therefore to provide a perfume composition with an arbitrary but specific scent profile which has both an initial high and a long-lasting high scent intensity. It was also an object of the present invention to provide a perfume composition which can be stably incorporated into consumer products to be perfumed and which meets the needs of consumers for resource-saving products. This object has been achieved by a perfume composition containing
  • ii. contains at least 1 heteroatom, wherein the at least one heteroatom is selected from N, O, S, Si, Se, F, Cl, Br or I and
  • iii. has a molecular weight less than 250 g mol
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently of one another radicals with 1 to 25 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a fragrance ketone
  • Structure fragments may be wholly or partially integral part of a ring.
  • Perfume composition containing at least one odor modulator compound and at least one 1-aza-3,7-dioxabicyclo [3.3.0] octane compound not only initially, but also sustainably, usually even in a synergistic manner, is increased. Therefore, by using an odor modulator compound and a 1-aza-3,7-dioxabicyclo [3.3.0] octane compound in a perfume composition of the present invention, the amount of
  • Perfume composition in a consumer product such as textile treatment agent
  • perfume compositions of the present invention may be useful because of the lower amount of surfactant used to achieve the same scent intensity over conventional ones
  • Perfume compositions is necessary to be incorporated stable in conventional consumer products and highly concentrated consumer products.
  • Numeric ranges specified in the format "from x to y" include the above values. If multiple preferred numeric ranges are specified in this format, it is understood that all ranges resulting from the combination of the various endpoints, are also included.
  • At least one refers to 1 or more, for example, 2, 3, 4, 5, 6, 7, 8, 9 or more In the context of components of those described herein
  • At least one odor modulator compound means one or more different odor modulator compounds, ie, one or more different types of odor modulator compounds, and together with quantities, the amounts refer to the total amount of the corresponding designated type of ingredient, as far as nothing is concerned another is indicated.
  • Odor modulator compound or each individual 1-aza-3,7-dioxabicyclo [3.3.0] octane compound For example, if two odor modulator compounds / 1-aza-3,7-dioxabicyclo [3.3.0] octane compound are contained in a specific amount range in the perfume composition, this means that both the first odor modulator compound and the first 1 -zaza-3, 7-dioxabicyclo [3.3.0] octane compound in the specific amount range, and the second odor modulator compound / second 1-aza-3,7-dioxabicyclo [3.3.0] octane compound is contained in the specific amount range.
  • a perfume composition comprises at least one perfume which contributes substantially to the achievement of a specific fragrance profile.
  • a fragrance may be present in the form of a fragrance precursor compound, in the form of a fragrance depot system or as a free fragrance.
  • a perfume composition additionally comprises all adjuvants known in the art which themselves have no perceptible odor, but result in a better meterability, a prolonged fragrance or a similar effect, such as, for example, solvents
  • fragrance is a compound which has a characteristic odor and contributes to the achievement of a specific fragrance profile of a perfume composition.
  • Fragrances also include those compounds that have the fragrance profile of a
  • fragrance in that the fragrance is given a certain depth, which the skilled person usually knows as the complexity of a fragrance.
  • a fragrance within the meaning of the present invention has no direct influence on the fragrance intensity of the perfume composition, as long as the perfume composition is used at a constant concentration.
  • the fragrance profile of a perfume composition is the specific fragrance a consumer perceives due to the fragrance it contains.
  • a fragrance for example, flowery, spicy, sweet, sour, tart, fresh, woody, fruity, leathery, oriental, animal, chypre, fougere, citrus, edible, green, musky, ozone, aldehydic, smell agriculturally, aromatic or marine, which can be achieved by the special selection of the individual fragrances in the perfume composition complex fragrance profiles and a floral fragrance can smell, for example, rose, violet or lavender.
  • a scent profile is therefore the characteristic scent of each perfume composition, which results from the fragrances used.
  • An odor modulator compound (GMV) in the context of the present invention is a
  • Concentration under the test conditions given below, not or not significantly contributes to a change in the fragrance profile of the perfume composition containing at least one odor modulator compound and at least one 1-aza-3,7-dioxabicyclo [3.3.0] octane compound.
  • An insignificant change in the fragrance profile of Perfume composition means that although the fragrance profile may differ slightly from the original fragrance profile of the perfume composition, it is still recognized by those skilled in the art as the original fragrance profile.
  • An odor modulator compound in the context of the present invention however, despite its low use concentration has a significant influence on the consumer perceived fragrance intensity of the perfume composition according to the invention, so that, for example, a smaller amount of
  • Perfume composition can be used to achieve the same fragrance intensity as in a conventional perfume composition without odor modulator compound and without 1-aza-3,7-dioxabicyclo [3.3.0] octane compound.
  • An odor modulator compound therefore, unlike a fragrance contained in a perfume composition, does not define the fragrance profile, but rather enhances the fragrance intensity of the odor profile of the fragrance defined by the fragrances
  • Perfume composition By virtue of the fact that the at least one odor modulator compound does not substantially change the fragrance profile of the perfume composition, in principle any desired fragrance profile can be realized without the disturbing side notes being perceived.
  • An odor modulator compound increases the fragrance intensity of the perfume composition, which is described by the efficiency factor (E).
  • the efficiency factor is a measure of the fragrance intensity of two identical fragrance combinations containing
  • Perfume compositions wherein one of the two perfume compositions additionally contains at least one odor modulator compound in the sense of the present invention.
  • a group of at least 34 well-trained individuals assesses the intensity of both perfume compositions and determines the perfume composition smelling more intense than the other, with the intensity of the perfume compositions being evaluated by exactly 34 odorily trained persons in the embodiments of this invention.
  • PGMV intensively
  • an odor modulator compound increases the fragrance intensity of the perfume composition according to the invention so that the efficiency factor has at least a value of 1.15.
  • the efficiency factor has at least a value of 1.5, more preferably a value of at least 1.75 or even more preferably even a value of at least 2.
  • the perfume composition contains at least one odor modulator compound selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl-3 methyl thiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No.
  • 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-isobutylthiazole (CAS No. 18640-74-9), ethyl 2-mercaptopropionate (CAS No. 19788-49-9) , 2-acetylpyrazine (CAS No. 22047-25-2), 4-methylthio-4-methylpentan-2-one (CAS No. 23550-40-5), 2-acetyl-3-methylpyrazine (CAS No. 23787-80-6), 2-acetylthiazole (CAS No. 24295-03-2), S-methylbutanethioate (CAS No. 2432-51-1), 2-isobutyl-3-methoxypyrazine (CAS-No. No.
  • furfurylmercaptan (CAS No. 98-02-2), menthurane (CAS No. 494-90-6), homofuranol (CAS No 27538-09-6), furanol (CAS # 3658-77-3), 1- (2-benzofuranyl) ethanone (CAS # 1646-26-0), nerolone (CAS # 2391 1 -56-0) Methylcorylon (CAS no. 13494-06-9), sotolone (CAS No. 28664-35-9), furaneol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl 3,5-dimethylpyrazine (CAS No.
  • Natural pyrazine mixture (CAS No. 84082-50-8), 1-pentanethiol (CAS No. 1 10-66-7), 2-methoxycinnamylacetate (CAS No. 1 10823-66-0), dipropylsulphide (CAS) No. 1 1 1-47-7), 2,3,5,6-tetramethylpyrazine (CAS No. 1 124-1 1-4), 2-hexylpyridine (CAS No. 1 129-69-7), 4-Butyroxy-2,5-dimethyl-3 (2H) -furanone (CAS No. 1 14099-96-6), 2,6-dimethylthiophenol (CAS No. 1 18-72-9), 2-methylheptanoic acid (CAS No.
  • Furfuryl isopropylsulphide (CAS No. 1883-78-9), 4-methyl-4-mercapto-pentan-2-one (CAS No. 19872-52-7), ethylmethyldisulphide (CAS No. 20333-39-5) , Diallyl trisulphide (CAS No. 2050-87-5), 4-methylthiobutanol (CAS No. 20582-85-8), 2,4,5-trimethyloxazole (CAS No.
  • ethylpropyl disulphide (CAS No. 30453-31-7), 3 (5-methyl-2-furyl butanal (CAS No. 31704-80-0), 2-methyltetrahydrofuran-3-one (CAS No. 3188-00-9), 2-pentanoylfuran (CAS No. 3194-17-0), 2- Ethyl furan (CAS # 3208-16-0), 3-methylthiopropanal (CAS # 3268-49-3), 2-acetyl-3-ethylpyrazine (CAS # 32974-92-8), 4- ( Methylthio) -2-butanone (CAS No. 34047-39-7), 3-acetylpyridine (CAS No.
  • 2-pyrazineethanethiol (CAS No. 35250-53-4), 4, 5-dimethylthiazole (CAS No. 3581-91-7), 2-pentylfuran (CAS No. 3777-69-3), 2-heptylfuran (CAS No. 3777-71-7), 5-acetyl-2 , 4-dimethylthiazole (CAS No. 38205-60-6), 3-methylthiohexanal (CAS No. 38433-74-8), thiogeraniol (CAS No. 39067-80-6), 2-ethyl-5- methylthiophene (CAS No. 40323-88-4), 3-mercapto-2-butanone (CAS No.
  • Dipropyl trisulphide (CAS No. 6028-61-1), S-methyl-4-methylpentanthioate (CAS No. 61 122-71-2), 5-methylfurfural (CAS No. 620-02-0), 2- Propylpyridine (CAS # 622-39-9), furfuryl acetate (CAS # 623-17-6), 3- (2-furyl) acrolein (CAS # 623-30-3), dimethyldisulphide (CAS # 623-30-3) No. 624-92-0), ethyl thioacetate (CAS No. 625-60-5), 2-thienylmercaptan (CAS No. 6258-63-5), 1-phenylethanethiol (CAS No.
  • n-butylmethylsulphide CAS No. 628-29-5
  • dipropyldisulphide CAS No. 629-19-6
  • 2-isobutylpyridine CAS No. 6304-24-1
  • 2,5-dimethylthiophene CAS No. 638-02-8
  • 2,4,6-trithiaheptane CAS No. 6540-86-9
  • 4-methyl-5-thiazoleethanol acetate CAS No. 656-53-1
  • 2- (sec-butyl) -4,5-dimethyl-3-thiazoline CAS No. 65894-82-8
  • 2-isobutyl-4,5-dimethyl-3-thiazoline CAS No.
  • Perfume composition at least one odor modulator compound selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl-3-methylthiopropionate (CAS No. 13327 -56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS-No. 15679-13-7), 2-ethyl-3-methylpyrazine (CAS No.
  • Furanol (CAS no. 3658-77-3), 1- (2-benzofuranyl) -ethanone (CAS # 1646-26-0), nerolone (CAS # 2391 1-56-0), methylcorylon (CAS # 13494- 06-9), sotolone (CAS No. 28664-35-9), furanol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl-3, 5-dimethylpyrazine (CAS No. 27043-05-6), 2-methyl-3- (methylthio) pyrazine (CAS No. 2882-20-4), 2-methoxy-3-methylpyrazine (CAS No.
  • the CAS numbers of the odor modulator compounds were indicated for the sake of simplicity. If, contrary to expectation, the specified name does not match the specified CAS number, the CAS number applies in case of doubt. Only in cases where it is obvious that the CAS number is incorrect, the given name is preferable to the CAS number. This rule also applies to all other connections within the present application for which both a systematic or trivial name and a CAS number are given.
  • Odor modulator compound an odor modulator compound according to the general formula (Ii), Formula (II),
  • X is nitrogen, sulfur or CR 10 ;
  • Y is oxygen, sulfur or NR 12 ;
  • R 8 , R 9 and R 2 each independently represent hydrogen or radicals of 1 to 6 carbon atoms
  • R 0 and R are each independently of one another hydrogen or radicals having 1 to 9 carbon atoms
  • the ring of the formula (II) may each independently contain double bonds at the positions linked with broken lines, with the proviso that the at least one odor modulator compound, when X is nitrogen, is between X and
  • the carbon atoms of the ring of the formula (II) linked to R 8 and R 9 may together form part of an annelated five- or six-membered ring, the
  • R 8 and R 9 are each, independently or in each case, an integral part of the fused ring.
  • double bonds are absent in particular if, owing to the choice of X or the radicals R 8 to R, the natural valence of the atoms participating in the double bond are already saturated. That means that at the
  • the bond between X and the carbon atom directly linked to R may not be a double bond. Even if one of the radicals R 8 to R a Forming double bond to one of the carbon atoms in the ring of the general formula (II), the corresponding atom in the ring can no longer be involved in a double bond within the ring
  • the carbon atoms of the ring of the formula (II) linked to R 8 and R 9 may together form part of an annelated five- or six-membered ring, wherein the radicals R 8 and R 9 are each, independently or in each case, an integral part of the fused ring Rings are.
  • Annelated in this context means that two carbon rings share a carbon-carbon bond, namely the carbon atoms of the ring of formula (II) linked to R 8 and R 9 , which bond may be a single or double bond.
  • the radicals R 8 and R 9 are only partially integral with the fused ring, the non-integral constituents of the ring of the radicals R 8 and R 9 may, for example, be in the form of a side chain of the fused ring.
  • the at least one odor modulator compound according to the general formula (II) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • Preferred radicals R 8 to R 2 in the general formula (II) are, for example, alkyl groups, alkenyl groups, aryl groups, hydroxy groups, alkanol groups, acyl groups, (alkyl) ester groups, (alkyl) thiol groups, thioether groups and (alkyl) aldehyde groups.
  • Menthofuran (CAS No. 494-90-6), homofuranol (CAS No. 27538-09-6), furaneol (CAS No. 3658-77-3), 1- (2-benzofuranyl) -ethanone (CAS No. 1646-26-0), nerolone (CAS No. 2391 1-56-0), furfural propylene glycol acetal (CAS No. 4359-54-0), furaneol methyl ether (CAS No. 4077-47-8 ) Sulfurol (CAS # 137-00-8), benzothiazole (CAS # 95-16-9), 4,5-dihydro-3 (2H) thiophenone (CAS # 1003-04-9), 3- Acetyl-2,5-dimethylfuran (CAS No.
  • Furfuryl isopropylsulphide (CAS No. 1883-78-9), 2,4,5-trimethyloxazole (CAS No. 20662-84-4), 2-methyl-2-thiazoline (CAS No. 2346-00-1) , 2-methylthiazolidine (CAS No. 24050-16-6), 2-methyltetrahydrofuran-3-thioacetate (CAS No. 252736-41 -7), 2-methyl-3-furanthiol (CAS No. 28588-74 -1), bis (2-methyl-3-tetrahydrofuran) disulphide (CAS No. 28588-75-2), 3 (5-methyl-2-furyl) butanal (CAS No. 31704-80-0) , 2-methyltetrahydrofuran-3-one (CAS No.
  • furfuryl thioformate (CAS No. 59020-90-5), 5-methylfurfural (CAS No. 620-02-0), furfurylacetate (CAS No. 623-17-6), 3- (2-furyl) acrolein (CAS-No 623-30-3), 2-thienylmercaptan (CAS No. 6258-63-5), 2,5-dimethylthiophene (CAS No. 638-02-8), 4-methyl-5-thiazoleethanol acetate (CAS No. 638-02-8). No. 656-53-1), 4-methylthiazole (CAS No. 693-95-
  • the at least one odor modulator compound according to the general formula (II) is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS) No. 15679-13-7), 2-isobutylthiazole (CAS No. 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2'- (dithiodimethylene) -difuran ( CAS No. 4437-20-1), furfuryl mercaptan (CAS No. 98-02-2), furfural propylene glycol acetal (CAS No. 4359-54-0), menthofuran (CAS No.
  • Odor modulator compound an odor modulator compound according to the general formula (HI),
  • X is nitrogen or CR 15 ;
  • Y is nitrogen, CR 18 or CR 8 R 19 ;
  • R 3 and R 5 independently represents hydrogen or groups of 1 to 10 carbon atoms
  • R 4 and R 6 to R 9 are each independently of one another hydrogen or radicals having 1 to 4 carbon atoms
  • the at least one odor modulator compound when X or Y is nitrogen, between X
  • the carbon atoms of the ring of the formula (III) linked to R 3 and R 4 may together form part of a fused five- or six-membered ring, the
  • R 3 and R 4 are each, independently or in part, an integral part of the fused ring
  • Carbon atoms of the radicals R 3 to R 9 are each independently
  • double bonds are especially absent if, due to the choice of Y or the radicals R 3 to R 8, the natural valence of the atoms participating in the double bond are already saturated. That means that at the
  • Double bond involved atoms must be basically uncharged.
  • the corresponding atom in the ring may no longer be involved in a double bond within the ring.
  • the carbon atoms of the ring of the formula (III) linked to R 3 and R 4 may together form part of an annelated five- or six-membered ring, wherein the radicals R 3 and R 4 are each, independently or in each case, an integral part of the fused ring.
  • Annelated in this context means that two carbon rings become one
  • the at least one odor modulator compound according to the general formula (III) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • Preferred radicals R 3 to R 9 of the general formula (III) are, for example, alkyl groups, alkenyl groups, aryl groups, hydroxy groups, alkanol groups, alkoxy groups, ether groups, acyl groups, (alkyl) ester groups, (alkyl) thiol groups, thioether groups and (alkyl) aldehyde groups ,
  • An odor modulator compound according to the general formula (III) selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047-25-2), 2-acetyl- 3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No. 24683-00-9), 2,3-dimethylpyrazine (CAS No.
  • the at least one odor modulator compound according to the general formula (III) is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32 -0), 2,3,5-trimethylpyrazine (CAS no. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047-25-2), 2-acetyl-3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No.
  • Odor modulator compound an odor modulator compound according to the general formula
  • X is CHR 2 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur, CR 23 R 24 or a carbonyl group
  • R 20 , R 2 and R 24 each independently represent hydrogen or groups of 1 to 4 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 8 carbon atoms
  • radicals R 20 to R 24 are open-chain
  • Carbon atoms of the radicals R 20 to R 24 are each independently
  • the at least one is subject
  • X is CHR 21 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur or a carbonyl group
  • R 20 and R 2 are each independently hydrogen or groups of 1 to 3 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 7 carbon atoms, in which
  • radicals R 20 to R 23 are open-chain
  • the radicals R 20 to R 24 of the at least one odor modulator compound of the general formula (IV) are open-chain.
  • Open-chain in the context of the present invention means that none of the radicals R 20 to R 24 as such forms a ring or participates in a ring and also no rings between the individual radicals R 20 to R 24 are formed.
  • open-chain does not mean in particular that the radicals R 20 to R 24 can not have double or triple bonds between two directly adjacent atoms.
  • the at least one odor modulator compound according to the general formula (IV) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • Odor modulator compound of the general formula (IV) selected from ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 4-methylthio-4-methyl pentan-2-one (CAS No. 23550-40-5), S-methyl butanethioate (CAS No. 2432-51-1), 3-methylthio-1-hexanol (CAS No. 51755-66-9 ), Dibutylsulphide (CAS No. 544-40-1), dipropylsulphide (CAS No. 11 1-47-7), 1- (methylthio) -2-butanone (CAS No.
  • diallyl trisulphide CAS No. 2050-87-5
  • 4-methylthiobutanol CAS No. 20582-85-8
  • diallyldisulphide CAS No. 2179-57-9
  • allylmethylsulphide CAS No. 2179-58-0
  • allyl propyl disulphide CAS No. 2179-59-1
  • 2,3-dithiahexane CAS No. 2179-60-4
  • 2-methylthioacetaldehyde CAS No. 23328 62-3
  • ethylpropyl disulphide CAS No. 30453-31 -7
  • 3-methylthiopropanal CAS No. 3268-49-3
  • 4- (methylthio) -2-butanone CAS No.
  • the at least one odor modulator compound according to the general formula (IV) is selected from ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532- 18-8), 4-methylthio-4-methyl-pentan-2-one (CAS No. 23550-40-5), S-methyl butanethioate (CAS No. 2432-51-1),
  • Odor modulator compound an odor modulator compound according to the general formula
  • R 25 and R 26 are each independently hydrogen or a radical of 1 to 3 carbon atoms.
  • R 27 is a radical having 3 to 10 carbon atoms
  • radicals R 25 to R 27 are open-chain
  • Carbon atoms of R 25 to R 27 are each independently heteroatoms
  • the at least one odor modulator compound of the general formula (V) does not contain 3-mercapto-1-hexenol (CAS No. unknown), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane 1-ol (CAS # 51755-83-0).
  • the at least one is subject
  • R 25 and R 26 are each independently of one another hydrogen or a methyl group
  • R 25 is a methyl group and R 26 is hydrogen; and R 27 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to
  • Carbon atom of the radical R 27 substituted by a heteroatom, preferably oxygen
  • the radicals R 25 to R 27 of the at least one odor modulator compound of the general formula (V) are open-chain.
  • Open-chain in the context of the present invention means that none of the radicals R 25 to R 27 as such forms a ring or participates in a ring and also no rings between the individual radicals R 25 to R 27 are formed.
  • open-chain does not mean in particular that the radicals R 25 to R 27 can not have double or triple bonds between two directly adjacent atoms.
  • Odor modulator compound according to the general formula (V) preferably contain one to four additional heteroatoms selected from the group of nitrogen, oxygen or sulfur, oxygen being particularly preferred.
  • the dioxabicyclo [3.3.0] octane compound according to any one of the aforementioned preferred embodiments may each be independently substituted by heteroatoms.
  • Heteroatoms in the context of the present invention are selected from the group consisting of nitrogen, oxygen, sulfur, silicon, selenium, fluorine, chlorine, bromine or iodine.
  • One or more methyl groups can be substituted by a heteroatom selected from the group nitrogen, oxygen, sulfur, silicon, selenium, fluorine, chlorine, bromine or iodine
  • one or more methylene groups can be selected by a heteroatom selected from the group nitrogen, oxygen, sulfur , Selenium or silicon
  • one or more methine groups may be substituted by a heteroatom selected from the group consisting of nitrogen or silicon
  • one or more quaternary carbon atoms may be substituted by silicon.
  • Heteroatom is exchanged. Should be replaced by the substitution of a methyl group, a
  • Methylene or a methine group arise free valences, they are basically saturated with hydrogen.
  • a terminal methyl group besides a methylene group can be replaced by a hydroxy group or a sulfanyl group to give a methylene hydroxy group or a methylene thiol group.
  • an isopropyl group which is a radical having two methyl groups and a methine group or a derivative of the isopropyl group which is a group having a methyl group, a methylene group and a quaternary carbon atom may have, for example, the following substitution patterns:
  • methyl groups, methylene groups, methine groups or quaternary carbon atoms of the radicals R to R 27 can be arbitrarily substituted by heteroatoms, but with the exception of di- or polysulfides and diazo compounds, no two directly adjacent groups are simultaneously substituted by heteroatoms.
  • the perfume composition contains one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four odor modulator compounds, and most preferably one to three odor modulator compounds.
  • Odor modulator compound based on the totality of all in the perfume composition fragrances contained in the ratio by weight of not more than 1: 9, preferably not more than 1: 49, more preferably not more than 1: 99 and most preferably not more than 1: 299, wherein the
  • An odor modulator compound in an amount of from 2% to 0.000001% by weight, preferably from 1.5% to 0.000001% by weight, more preferably from 1.0% to 0.000001% by weight, more preferably from 0.5 wt% to 0.000001 wt%, most preferably 0.25 wt% to 0.000001 wt% in the perfume composition, wt% each based on the perfume composition.
  • the small amounts of the individual odor modulator compounds ensures that the fragrance profile of the perfume composition changed at most insignificant, so that the expert further recognizes the fragrance profile of the original fragrance. Moreover, it is advantageous from an ecological and economic point of view to use only small amounts of the odor modulator compound.
  • Odor modulator compound one to five heteroatoms, preferably one to four heteroatoms and most preferably one to three heteroatoms selected from the group N, O or S.
  • Odor modulator compound has a molecular weight of less than 250 g mol -1 , preferably less than 225 g mol and even more preferably less than 200 g mol -1 .
  • the at least one odor modulator compound is an efficiency factor according to the formula of the invention
  • the at least one odor modulator compound has an odor threshold value of less than 100 ppb, more preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less than 35 ppb, even more preferably less than 10 ppb, most preferably less than 1 ppb ,
  • the at least one odor modulator compound is preferably characterized by a low odor threshold (ODT).
  • ODT low odor threshold
  • the odor threshold value is the lowest odor nor perceptible concentration of a substance.
  • the odor threshold value serves as a measure of the odor strength of a fragrance.
  • the odor threshold value (ODT) of the at least one odor modulator compound is determined according to DIN EN 13725: 2003 and is preferably less than 100 ppb, preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less than 35 ppb, even more preferably less than 10 ppb and on most preferably less than 1 ppb. Detailed information can be found, for example, in DIN EN 13725: 2003.
  • the odor threshold value is measured by the following method:
  • the olfactometer is placed in a specially designed room (measuring room) for the olfactometer, which is odor-neutral, can be well ventilated and, if necessary, can be force-ventilated via an activated carbon filter.
  • the volume fraction of carbon dioxide in the measuring room is less than 0.15 vol .-%, the air exchange rate is at least 4.4 m 3 / h per person.
  • the temperature in the measuring room is 22 ⁇ 3 ° C and is constant during the measurement. The measuring room is not exposed to direct sunlight and other disturbing sources of light and noise have been minimized as much as possible.
  • the olfactometer and any devices that come into direct or indirect contact with the odor modulator compound to be evaluated must be odorless and are inert with respect to their reactivity with the odor modulator compounds, such as glass, stainless steel or PTFE.
  • the air flow provided by the olfactometer must be at least 20 L / min, with the opening of the device at the sensory
  • Evaluation is made so that the air velocity in the flow-through opening is at least 0.2 m / s.
  • the olfactometer is checked regularly, at least every twelfth compound by a reference measurement with n-butanol as the reference compound.
  • the assessment of the compounds will be carried out by at least four examiners, with the usual number of odor-trained men and women, all of whom are at least 16 years old. The examiners are not at the time of evaluation of the compounds by disturbing factors such as contact with perfumes, foods, other luxury foods or even affected by a cold or allergy. From the odor modulator compound are standardized dilute solutions in an odorless solvent, for example
  • DPG Dipropylene glycol
  • ODT Odor Threshold
  • Odor modulator compound selected from pyrroles, pyridines, pyrazines, thiols, sulfides, thiazoles, thiophenes, furans, oxazolines, oxazoles and / or oxathions.
  • the use of at least one bicyclic oxazolidine improves the deposition of the fragrance / fragrances bound in the at least one bicyclic oxazolidine on soft surfaces such as textiles or skin, or hard surfaces such as glass, ceramic or metal.
  • the compounds of general formula (VI) are derived from 2-amino-1,3-propanediol.
  • the bicyclic oxazolidines By preparing the bicyclic oxazolidines, it is possible to achieve a high degree of loading of the 2-amino-1, 3-propanediols, so that the use of small amounts of 2-amino-1, 3-propanediols is possible.
  • an extension of the fragrance impression already with small amounts of 2 Amino-1, 3-propanediols can be achieved, which among other things can lead to cost advantages and also avoids the entry of larger amounts of chemicals in detergents or cleaners, fabric softeners or cosmetics.
  • the combination according to the invention of the at least one bicyclic oxazolidine with the at least one odor modulator compound further enhances this effect, since even small amounts of the fragrance released from the bicyclic oxazolidine lead to a high odor intensity.
  • R and R 3 are each independently hydrogen or a radical of 1 to 6 carbon atoms
  • R 2 and R 4 are each independently a radical of 2 to 17 carbon atoms
  • R 5 and R 7 each independently represent hydrogen or a radical having 1 to 4 carbon atoms
  • R 6 is hydrogen or a radical having 1 to 6 carbon atoms.
  • R and R 3 each independently represent hydrogen or a radical having 1 to 4
  • R 2 and R 4 are each independently a radical of 4 to 14 carbon atoms
  • R 5 and R 7 each independently represent hydrogen or a radical having 1 to 4 carbon atoms
  • R 6 is hydrogen or a radical having 1 to 4 carbon atoms.
  • the radicals R to R 4 in the at least one bicyclic oxazolidine according to the general formula (I) are radicals selected from a fragrance aldehyde or perfume ketone selected from the group of Jasmone, the ionone, the damascone and damascenone, menthone, carvone, iso-E-super, methylheptenone, melonal, cymal, ethylvanillin, helional, hydroxycitronellal, koavon, methyl-nonyl-acetaldehyde,
  • the perfume composition according to the invention additionally comprises at least one compound of the general formula (VII)
  • radicals R, R 2 and R 5 to R 7 of the general formula (VII) are the same radicals as the radicals R, R 2 and R 5 to R 7 of the general formula (I).
  • the at least one 1-aza-3,7-dioxabicyclo [3.3.0] octane compound of the general formula (I) is preferably present in the perfume composition according to the invention in an amount of 0.0001% by weight to 25% by weight, preferably 0.001% by weight to 15% by weight, more preferably 0.001% by weight. % to 10 wt%, more preferably 0.001 wt% to 5 wt%, most preferably 0.01 wt% to 5 wt%, wt% each based on the perfume composition.
  • the at least one compound of the general formula (VII) may preferably be contained in the perfume composition of the present invention in an amount of 0.0001% by weight to 25% by weight, preferably 0.001% by weight to 15% by weight, more preferably 0.001 Wt .-% to 10 wt .-%, more preferably from 0.001 wt .-% to 5 wt .-%, most preferably 0.01 wt .-% to 5 wt .-%, wt .-% in each case based on the perfume composition.
  • a perfume composition of the invention may be incorporated into a consumer product
  • perfume composition according to the invention comprising at least one
  • Odor modulator compound and at least one bicyclic oxazolidine compared to the perfume composition without odor modulator compound and bicyclic oxazolidine, the amount of perfume composition necessary to achieve a specific fragrance intensity advantageously by at least 15 wt .-%, preferably at least 20 wt .-% or most preferably even be reduced by at least 25 wt .-%.
  • the consumer product is a fabric treatment or cleaning composition containing at least one surfactant selected from anionic, cationic or nonionic surfactants.
  • the anionic surfactant used may preferably be sulfonates and / or sulfates.
  • Cleaning agent is 7.5 to 65.0 wt .-% and preferably 20.0 to 45 wt .-%, each based on the total agent.
  • surfactants of the sulfonate type are preferably C9-i3-alkylbenzenesulfonates,
  • Olefinsulfonates ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, as obtained for example from Ci2-is-monoolefins with terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation, into consideration.
  • Alk (en) ylsulfates are the alkali metal and in particular the sodium salts of
  • Sulfuric acid half esters of C 12 -18 fatty alcohols for example from coconut fatty alcohol,
  • Ci2-Ci6-alkyl sulfates and Ci2-Ci5-alkyl sulfates and Cw-cis-alkyl sulfates are preferred.
  • 2,3-alkyl sulfates are also suitable anionic surfactants.
  • fatty alcohol ether sulfates such as the sulfuric monoesters of ethoxylated with 1 to 6 moles of ethylene oxide straight or branched C7-2i alcohols, such as 2-methyl-branched C9-11 alcohols having an average of 3.5 moles of ethylene oxide (EO) or Ci2-is fatty alcohols with 1 to 4 EO, are suitable.
  • Suitable anionic surfactants are soaps.
  • Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids.
  • anionic surfactants and the soaps may be in the form of their sodium, potassium or
  • the anionic surfactants are in the form of their ammonium salts.
  • Preferred counterions for the anionic surfactants are the protonated forms of choline, triethylamine, monoethanolamine or methylethylamine.
  • Cationic surfactants are preferably selected from esterquats and / or quaternary ammonium compounds (QAV) according to the general formula (R l ) (R ") (R m ) (R lv ) N + X " where R 'to R IV are identical or different Ci-22-alkyl radicals, C7-28-Arylalkylreste or heterocyclic radicals, wherein two or in the case of an aromatic inclusion as in pyridine even three radicals together with the nitrogen atom, the heterocycle, for example a
  • X represents halide ions, sulfate ions, hydroxide ions or similar anions
  • QACs are by reacting tertiary amines with alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide produced.
  • alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide produced.
  • alkylation of tertiary amines with a long alkyl radical and two methyl groups succeeds particularly easily, and the quaternization of tertiary amines with two long radicals and one methyl group can be carried out with the aid of methyl chloride under mild conditions.
  • Amines which have three long alkyl radicals or hydroxy-substituted alkyl radicals are less reactive and are quaternized, for example, with dimethyl sulfate.
  • suitable QACs are benzalkonium chloride (N-alkyl-N, N-dimethylbenzylammonium chloride), benzalkone B (m, p-dichlorobenzyldimethyl-C 12 -alkylammonium chloride, benzoxonium chloride (benzyldodecyl-bis (2-hydroxyethyl) -ammonium chloride), cetrimonium bromide (N-hexadecyl-N, N-trimethyl-ammonium bromide),
  • Benzetonium chloride N, N dimethyl-N [2- [p- (1,1,3,3-tetramethylbutyl) phenoxy] ethoxy] ethyl] benzyl ammonium chloride
  • dialkyl dimethyl ammonium chlorides such as di-n-decyl dimethyl ammonium chloride, didecyldimethylammonium bromide, dioctyldimethylammonium chloride, 1-cetylpyridinium chloride and thiazoline iodide and mixtures thereof.
  • Preferred QACs are the benzalkonium chlorides having Cs-C22-alkyl radicals, in particular C 12 -C 14 -alkyl-benzyldimethylammonium chloride.
  • Cationic surfactants are present in the textile treatment or cleaning agents in amounts of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight.
  • Suitable nonionic surfactants include alkoxylated fatty alcohols, alkoxylated
  • Fatty acid alkyl esters Fatty acid alkyl esters, fatty acid amides, alkoxylated fatty acid amides, polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides, alkyl polyglucosides and mixtures thereof.
  • the nonionic surfactant used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 4 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical may be linear or preferably methyl-branched in the 2-position or linear and methyl-branched radicals in the mixture can contain, as they are usually present in Oxoalkoholresten.
  • alcohol ethoxylates having linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example coconut, palm, tallow or oleyl alcohol, and on average 5 to 8 EO per mole of alcohol are preferred.
  • the preferred ethoxylated alcohols include, for example, C12-14-alcohols with 4 EO or 7 EO, Cg-n-alcohol with 7 EO, cis-is alcohols with 5 EO, 7 EO or 8 EO, Ci2-i8-alcohols with 5 EO or 7 EO and mixtures of these.
  • Levels of ethoxylation represent statistical averages, which may be an integer or a fractional number for a particular product.
  • Preferred alcohol ethoxylates have a narrowed Homolog distribution (narrow rank ethoxylates, NRE).
  • NRE narrow rank ethoxylates
  • fatty alcohols with more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
  • Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention.
  • a mixture of a (more) branched ethoxylated fatty alcohol and an unbranched ethoxylated fatty alcohol such as a mixture of a C16-18 fatty alcohol with 7 EO and 2-propylheptanol with 7 EO.
  • the agent according to the invention particularly preferably contains a C 12-18 fatty alcohol with 7 EO, a C-ms oxo alcohol with 7 EO and / or a C-ms oxo alcohol with 8 EO as nonionic surfactant.
  • the total amount of nonionic surfactant of the textile treatment or cleaning agent is preferably 0.1 to 25 wt .-% and preferably 7 to 22 wt .-%, each based on the total agent.
  • the textile treatment or cleaning agents may contain further ingredients which have the performance and / or aesthetic properties of the composition depending on the intended
  • Bleach catalysts esterquats, silicone oils, emulsifiers, thickeners, electrolytes, pH regulators, fluorescers, dyes, hydrotopes, foam inhibitors, antiredeposition agents,
  • Solvents include solvents, enzymes, optical brighteners, grayness inhibitors, shrinkage inhibitors, anti-wrinkling agents, color transfer inhibitors, color protectants, wetting agents, antimicrobials, germicides, fungicides, antioxidants, corrosion inhibitors, rinse aids, preservatives, antistatics, ironing aids, repellents and impregnating agents, pearlescing agents, polymers, swelling and Sliding agent and UV absorber included.
  • the surfactant content of, for example, detergents may usually be from 10 to 50% by weight, preferably from 12.5 to 30% by weight and in particular from 15 to 25% by weight, while, for example, dishwashing detergents, for example from 0.1 to 10 wt .-%, preferably from 0.5 to 7.5 wt .-% and in particular from 1 to 5 wt .-% surfactants.
  • a textile treatment or cleaning agent preferably contains at least one
  • the water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid and also
  • Polyaspartic acid Polyphosphonic acids, in particular Aminotris (methylenphosphonklare), ethylenediaminetetrakis (methylenephosphonic) and 1-hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers thereof, which also small amounts of polymerizable substances without carboxylic acid functionality may contain polymerized.
  • Suitable, although less preferred, compounds of this class are copolymers of acrylic or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid content is at least 50% by weight.
  • the organic builder substances can be used, in particular for the preparation of liquid textile treatment or cleaning agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Organic builders may, if desired, be included in amounts of up to 40% by weight, more preferably up to 25% by weight, and preferably from 1% to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-form or liquid, in particular water-containing, agents according to the invention.
  • Aftertreatment agents such as e.g. Softener, may optionally also be free of organic builder.
  • Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate.
  • alkali metal silicates and polyphosphates preferably sodium triphosphate.
  • Water-dispersible inorganic builder materials may in particular comprise crystalline or amorphous alkali metal aluminosilicates, if desired, in amounts of up to 50% by weight, preferably not more than 40% by weight, and in liquid agents, in particular from 1% by weight to 5% by weight. be used.
  • the detergent grade crystalline sodium aluminosilicates especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • suitable Aluminosilicates in particular have no particles with a particle size greater than 30 ⁇ m, and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates.
  • the alkali metal silicates useful as builders in the textile treatment or cleaning compositions preferably have a molar ratio of alkali metal oxide to SiO 2 below 0.95, in particular from 1: 1.1 to 1:12, and may be present in amorphous or crystalline form.
  • Preferred alkali metal silicates are
  • Sodium silicates in particular the amorphous sodium silicates, with a molar ratio of Na 2 O: SiO 2 from 1: 2 to 1: 2.8.
  • Crystalline silicates which may be present alone or in a mixture with amorphous silicates are preferably crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2.sup.x + y.sub.2H.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2.sup.x + y.sub.2H.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3.
  • beta- and delta-sodium disilicates Na 2 Si 2 O y H 2 O
  • amorphous alkali metal silicates practically anhydrous crystalline alkali metal silicates of the abovementioned general formula in which x is a number from 1.9 to 2.1, can be used in textile treatment or cleaning agents.
  • a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as can be prepared from sand and soda. Crystalline sodium silicates with a modulus in the range from 1.9 to 3.5 are in another preferred embodiment of the Textil oppositions- or
  • alkali metal aluminosilicate in particular zeolite
  • the weight ratio of aluminosilicate to silicate is preferably 1:10 to 10: 1.
  • the weight ratio of amorphous alkali metal silicate to crystalline alkali metal silicate is preferably 1: 2 to 2: 1 and in particular 1: 1 to 2: 1.
  • Builders are, if desired, in the textile treatment or cleaning agents preferably in amounts up to 60 wt .-%, in particular from 5 wt .-% to 40 wt .-%, included.
  • Aftertreatment agents such as e.g. Softener, are preferably free of inorganic builder.
  • Suitable enzymes which can be used in the textile treatment or cleaning agents are those from the class of the proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. Particularly suitable are Enzymatic agents derived from fungi or bacteria such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes or Pseudomonas cepacia.
  • the optionally used enzymes may be adsorbed to carriers and / or embedded in encapsulants to protect against premature inactivation. They are, if desired, in the compositions preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, contained.
  • the textile treatment or cleaning agents may optionally contain, for example, derivatives of diaminostilbenedisulfonic acid or their alkali metal salts as optical brighteners.
  • derivatives of diaminostilbenedisulfonic acid or their alkali metal salts as optical brighteners.
  • salts of 4,4'-bis (2-anilino-4-morpholino-1, 3,5-triazinyl-6-amino) stilbene-2,2'-disulphonic acid or similarly constructed compounds which replace the morpholino Group carry a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group.
  • Suitable foam inhibitors include, for example, organopolysiloxanes and mixtures thereof with microfine, optionally silanized silica and paraffin waxes and mixtures thereof with silanated silicic acid or bis-fatty acid alkylenediamides. It is also advantageous to use mixtures of various foam inhibitors, for example those of silicones, paraffins or waxes.
  • the foam inhibitors, especially silicone and / or paraffin-containing foam inhibitors are a granular, water-soluble foam inhibitors.
  • the textile treatment or cleaning agents may also contain components that positively influence the oil and Fettauswaschles from textiles, so-called soil release agents. This effect becomes particularly clear when a textile is soiled, which has been previously washed several times with an agent containing this oil and fat dissolving component.
  • nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30% by weight and of hydroxypropoxyl groups of 1 to 15% by weight, based in each case on the nonionic cellulose ether, as well as the known from the prior art polymers of phthalic acid and / or terephthalic acid or derivatives thereof with monomeric and / or polymeric diols, in particular polymers
  • the textile treatment or cleaning agents may also color transfer inhibitors, preferably in amounts of 0.1 wt .-% to 2 wt .-%, in particular 0.1 wt .-% to 1 wt .-%, containing, in a preferred embodiment of the invention polymers of vinylpyrrolidone , Vinylimidazole, vinylpyridine N-oxide or copolymers thereof.
  • Graying inhibitors have the task of keeping suspended from the textile fiber dirt suspended in the fleet.
  • Water-soluble colloids of mostly organic nature are suitable for this purpose, for example starch, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or of cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
  • water-soluble polyamides containing acidic groups are suitable for this purpose.
  • starch derivatives can be used, for example aldehyde starches.
  • cellulose ethers such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose and mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof, for example in amounts of from 0.1 to 5% by weight, based on the compositions.
  • the fabric treatment or cleaning agent may be in liquid or solid form, with gels, foams, pastes, creams and aerosols also included.
  • water-dry to anhydrous liquid textile treatment or cleaning agents may be present in pre-portioned form, wherein the textile treatment or cleaning agent is filled in a water-soluble casing and thus may be part of a water-soluble packaging. If the textile treatment or cleaning agent is packaged in a water-soluble casing, it is preferred that the content of water is less than 10% by weight, based on the total agent, and that anionic surfactants, if present, in the form of their
  • a solid textile treatment or cleaning agent can be any organic or ammonium salts.
  • Ammonium salts are present.
  • a solid textile treatment or cleaning agent can be any organic or cleaning agent.
  • a third object of the invention is a method for increasing the fragrance intensity and extending the fragrance of a perfume composition, wherein the perfume composition a. at least one odor modulator compound, each one being
  • i. based on the total perfume composition is contained in an amount of 2 wt .-% to 0.000001 wt .-% and II. contains at least 1 heteroatom, wherein the at least one heteroatom is selected from N, O, S, Si, Se, F, Cl, Br or I and
  • iii. has a molecular weight less than 250 g mol
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently of one another radicals with 1 to 25
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a perfume ketone
  • Structural fragments may be wholly or partially integral part of a ring
  • a fourth object of the invention is the use of
  • ii. contains at least 1 heteroatom, wherein the at least one heteroatom is selected from N, O, S, Si, Se, F, Cl, Br or I and
  • iii. has a molecular weight less than 250 g mol
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently of one another radicals with 1 to 25 Carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a fragrance ketone
  • Structural fragments may be wholly or partially integral part of a ring
  • iii) has a molecular weight less than 250 g mol
  • Odor modulator compound has an efficiency factor of at least 1 .15, wherein the efficiency factor is calculated according to the following formula:
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently of one another radicals with 1 to 25
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a perfume ketone
  • Perfume composition according to item 1 characterized in that the at least one odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl 3-methylthiopropionate (CAS # 13327-56-5), methyl 3-methylthiopropionate (CAS # 13532-18-8), 2,3,5-trimethylpyrazine (CAS # 14667-
  • Furanol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl-3,5-dimethylpyrazine (CAS No. 27043-05-6), 2-methyl -3- (methylthio) pyrazine (CAS No. 2882-20-4), 2-methoxy-3-methylpyrazine (CAS No. 2847-30-5), 2-methoxy-6-methylpyrazine (CAS No. No. 2882-21-5), 2-methoxy-3-isopropylpyrazine (CAS No. 25773-40-4), 4- (4,8-dimethyl-3,7-nonadienyl) pyridine (CAS No.
  • Furfurylmethylsulphide (CAS No. 1438-91-1), 1- (2-furanylmethyl) -1H-pyrrole (CAS No. 1438-94-4), 2-butylthiophene (CAS No. 1455-20-5 ), S-methylthioacetate (CAS No. 1534-08-3), 2,3-diethylpyrazine (CAS No. 15707-24-1), 2-methyl-3-propylpyrazine (CAS No. 15986-80) 8), 2,3-dihydro-5,6-dimethylpyrazine (CAS No. 15986-92-2), bis (methylthio) methane (CAS No. 1618-26-4), 3-methylthiobutanal (CAS) No. 16630-52-7), 3- (methylthio) propyl acetate (CAS No. 16630-55-
  • Amylmethyldisulphide (CAS No. 72437-68-4), 2-methylquinoxaline (CAS No. 7251-61-8), 2-acetyl-3,5 (6) -dimethylpyrazine (CAS No. 72797-17-2 ), Diallyl polysulphide (CAS No. 72869-75-1), ethyl 2-methoxybenzoate (CAS No. 7335-26-4), methyl thiomethylhexanoate (CAS No. 74758-91-1), methylthiomethyl butyrate (CAS No. 74758-93-3), methylmercaptan (CAS No. 74-93-1),
  • Perfume composition according to one of the items 1 or 2, characterized in that the at least one odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32- 0), ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 2,3,5-trimethylpyrazine (CAS No. 14667 -55-1), 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No.
  • furanol methyl ether CAS No. 4077-47-8
  • emoxyfurone CAS No. 698-10-2
  • 2-ethyl-3,5-dimethylpyrazine CAS No. 27043-05-6
  • 2-methyl-3- (methylthio) pyrazine CAS No. 2882-20-4
  • 2-methoxy-3-methylpyrazine CAS No. 2847-30-5
  • 2-methoxy-6-methylpyrazine CAS No. 2882-21-5
  • 2-methoxy-3-isopropylpyrazine CAS No. 25773-40-4
  • 4- (4,8-dimethyl-3,7-nonadienyl) pyridine CAS-No.
  • X is nitrogen, sulfur or CR 10 ;
  • Y is oxygen, sulfur or NR 12 ;
  • R 8 , R 9 and R 2 each independently represent hydrogen or radicals of 1 to 6 carbon atoms; and R 0 and R are each independently of one another hydrogen or radicals having 1 to 9 carbon atoms,
  • the ring of the formula (II) may each independently contain double bonds at the positions linked with broken lines, with the proviso that the at least one odor modulator compound, when X is nitrogen, is between X and
  • the carbon atoms of the ring of formula (II) linked to R 8 and R 9 may together form part of an annelated five- or six-membered ring, the radicals
  • R 8 and R 9 are each, independently or in each case, an integral part of the fused ring.
  • Perfume composition according to item 4 characterized in that the at least one odor modulator compound is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No. 15679-13 -7), 2-isobutylthiazole (CAS No. 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2 '- (dithiodimethylene) -difuran (CAS No.
  • furfurylmercaptan (CAS # 98-02-2), menthofuran (CAS # 494-90-6), homofuranol (CAS # 27538-09-6), furaneol (CAS # 3658-77-3), 1- (2-benzofuranyl) -ethanone (CAS No. 1646-26-0), nerolone (CAS No.
  • furfural-propylene glycol acetal (CAS-No 4359-54-0), furanol methyl ether (CAS # 4077-47-8), sulfuryl (CAS # 137-00-8), benzothiazole (CAS # 95-16-9), 4,5 Dihydro-3 (2H) thiophenone (CAS # 1003-04-9), 3-acetyl-2,5-dimethylfuran (CAS # 10599-70-9), 2-propionylpyrrole (CAS # 1073 -26-3), methyl 2-furfuryl thioacetate (CAS No. 108499-33-8), furfurylideneacetone (CAS No.
  • Furfurylmethylsulphide (CAS No. 1438-91-1), 1- (2-furanylmethyl) -1H-pyrrole (CAS No. 1438-94-4), 2-butylthiophene (CAS No. 1455-20-5 ), 4-methyl-5-vinylthiazole (CAS No. 1759-28-0), 2- (1-methylpropyl) thiazole (CAS No. 18277-27-5), 2-hexylthiophene (CAS No. 18794 -77-9)
  • Furfuryl isopropylsulphide (CAS No. 1883-78-9), 2,4,5-trimethyloxazole (CAS No. 20662-84-4), 2- Methyl 2-thiazoline (CAS No. 2346-00-1), 2-methylthiazolidine (CAS No. 24050-16-6), 2-methyltetrahydrofuran-3-thioacetate (CAS No. 252736-41 -7) , 2-methyl-3-furanethiol (CAS No. 28588-74-1), bis- (2-methyl-3-tetrahydrofuran) disulphide (CAS No. 28588-75-2), 3 (5-methyl-3-furanethiol). 2- furyl) butanal (CAS No.
  • Furfuryl acetate (CAS No. 623-17-6), 3- (2-furyl) acrolein (CAS No. 623-30-3), 2-thienylmercaptan (CAS No. 6258-63-5), 2, 5-dimethylthiophene (CAS # 638-02-8), 4-methyl-5-thiazoleethanolacetate (CAS # 656-53-1), 4-methylthiazole (CAS # 693-95-8), 2 -Furyl-2-propanone (CAS No. 6975-60-6), 2-methyl-3- (2-furyl) -prop-2-enal (CAS No. 874-66-8), 2-octylthiophene (CAS No.
  • Perfume composition according to one of the items 4 or 5, characterized in that the at least one odor modulator compound is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS-No 15679-13-7), 2-isobutylthiazole (CAS No.
  • X is nitrogen or CR 15 ;
  • Y is nitrogen, CR 18 or CR 8 R 19 ;
  • R 3 and R 5 independently represents hydrogen or groups of 1 to 10 carbon atoms
  • R 4 and R 6 to R 9 are each independently of one another hydrogen or radicals having 1 to 4 carbon atoms
  • the at least one odor modulator compound when X or Y is nitrogen, between X
  • R 3 and R 4 are each, independently or in part, an integral part of the fused ring
  • Carbon atoms of the radicals R 3 to R 9 are each independently
  • Natural Pyrazine Blend (CAS No. 84082-50-8), 2-methoxycinnamylacetate (CAS No. 1 10823-66-0), 2,3,5,6-tetramethylpyrazine (CAS No. 1 124-1 1- 4), 2-hexylpyridine (CAS No. 1 129-69-7), 2,6-dimethylthiophenol (CAS No. 1 18-72-9), 2-thiocresol (CAS No. 137-06-4 ), 2-ethylpyrazine (CAS No. 13925-00-3), 3- (2-methylpropyl) pyridine (CAS No. 14159-61-6), 2,3-diethylpyrazine (CAS No. 15707-24 1), 2-methyl-3-propylpyrazine (CAS No.
  • Perfume composition according to one of the items 7 or 8, characterized in that the at least one odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-9). 0), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No.
  • X is CHR 2 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur, CR 23 R 24 or a carbonyl group
  • R 20 , R 2 and R 24 each independently represent hydrogen or groups of 1 to 4 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 8 carbon atoms
  • radicals R 20 to R 24 are open-chain
  • Carbon atoms of the radicals R 20 to R 24 are each independently
  • Perfume composition according to item 10, characterized in that
  • X is CHR 21 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur or a carbonyl group
  • R 20 and R 2 are each independently hydrogen or groups of 1 to 3 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 7 carbon atoms
  • radicals R 20 to R 23 are open-chain
  • Perfume composition according to one of the items 10 or 11, characterized in that the at least one odor modulator compound is selected from ethyl-3-ol methyl thiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 4-methylthio-4-methylpentan-2-one (CAS No. 23550- 40-5), S-methylbutanethioate (CAS No. 2432-51-1), 3-methylthio-1-hexanol (CAS No. 51755-66-9), dibutylsulphide (CAS No. 544-40-1 ), Dipropylsulphide (CAS No.
  • Ethylpropyl disulphide (CAS No. 30453-31-7), 3-methylthiopropanal (CAS No. 3268-49-3), 4- (methylthio) -2-butanone (CAS No. 34047-39-7), 3 Methylthiohexanal (CAS No. 38433-74-8), 3-methylthiopropylamine (CAS No. 4104-45-4), S-methyl-2-methylbutanethioate (CAS No. 42075-45-6), isopropyl disulphide (CAS No. 4253-89-8), ethyl 2- (methylthio) acetate (CAS No. 4455-13-4), ethyl 2-methyl-2-methylthiopropionate (CAS No.
  • Amylmethyldisulphide (CAS No. 72437-68-4), methylthiomethylhexanoate (CAS No. 74758-91-1), methylthiomethylbutyrate (CAS No. 74758-93-3), isoamyl-3-methylthiopropionate (CAS No.
  • Perfume composition according to one of the items 10 to 12, characterized in that the at least one odor modulator compound is selected from ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18 - 8), 4-methylthio-4-methylpentan-2-one (CAS No. 23550-40-5), S-methylbutanethioate (CAS No.
  • R 25 and R 26 are each independently hydrogen or a radical of 1 to 3 carbon atoms.
  • R 27 is a radical having 3 to 10 carbon atoms
  • radicals R 25 to R 27 are open-chain
  • Carbon atoms of R 25 to R 27 are each independently
  • the at least one odor modulator compound of the general formula (V) does not contain 3-mercapto-1-hexenol (CAS No. unknown), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane 1-ol (CAS # 51755-83-0).
  • Perfume composition according to item 14 characterized in that
  • R 25 and R 26 are each independently of one another hydrogen or a methyl group
  • R 25 is a methyl group and R 26 is hydrogen; and R 27 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to
  • Carbon atom of the radical R 27 substituted by a heteroatom, preferably oxygen
  • Perfume composition according to one of the items 14 to 16, characterized in that the at least one odor modulator compound is selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5 ), Propyl 2-mercaptopropionate (CAS No. 19788-50-2), 2,2- (dithiomethylene) difuran (CAS No.
  • perfume composition according to any one of items 1 to 17, characterized in that the perfume composition comprises one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four
  • Odor modulator compounds and most preferably one to three
  • Perfume composition according to one of the items 1 to 18, characterized in that the at least one odor modulator compound based on the totality of all fragrances contained in the perfume composition in a weight ratio of not more than 1: 9, preferably not more than 1:49, more preferably not more than 1:99 and most preferably maximum
  • Perfume composition according to one of the items 1 to 19, characterized in that the at least one odor modulator compound in an amount of 2 wt .-% to
  • Perfume composition preferably from 1.5 wt% to 0.000001 wt%, more preferably from 1.0 wt% to 0.000001 wt%, even more preferably from 0.5 wt% to 0.000001 wt%, most preferably 0.25 wt.% to 0.000001 wt.%, wt.% in each case based on the perfume composition.
  • Perfume composition according to one of the items 1 to 20, characterized in that the at least one odor modulator compound contains one to five heteroatoms, preferably one to four Heteroatoms and most preferably contains one to three heteroatoms selected from the group N, O or S.
  • Perfume composition according to one of the items 1 to 23, characterized in that the at least one odor modulator compound has an odor threshold value of less than 100 ppb, preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less
  • Perfume composition according to one of the items 1 to 24, characterized in that the at least one odor modulator compound is selected from pyrroles, pyridines, pyrazines, thiols, sulfides, thiazoles, thiophenes, furans, oxazolines, oxazoles and / or oxathions.
  • R and R 3 each independently represent hydrogen or a radical having 1 to 6 carbon atoms
  • R 2 and R 4 are each independently a radical of 2 to 17 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 4 carbon atoms.
  • R 6 is hydrogen or a radical having 1 to 6 carbon atoms.
  • Perfume composition according to one of the items 1 to 26, characterized in that
  • R and R 3 each independently represent hydrogen or a radical having 1 to 4 carbon atoms
  • R 2 and R 4 are each independently a radical of 4 to 14 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 4 carbon atoms; and R 6 is hydrogen or a radical having 1 to 4 carbon atoms.
  • perfume composition according to one of the items 1 to 28, characterized in that the perfume composition additionally comprises, in addition to the 1-aza-3,7-dioxabicyclo [3.3.0] octane compound of the general formula (I), at least one compound of the general formula (VII)
  • Perfume composition Consumer product containing a perfume composition according to any one of items 1 to 30. Consumer product according to item 31, characterized in that the consumer product is a textile treatment or cleaning agent and contains at least one surfactant selected from anionic, cationic and / or nonionic surfactants. Method of increasing the intensity of fragrance and prolonging the fragrance of a
  • perfume composition characterized in that the perfume composition a) comprises at least one odor modulator compound, each one of them
  • ii) contains at least 1 heteroatom, wherein the at least one heteroatom is selected from N, O, S, Si, Se, F, Cl, Br or I and
  • iii) has a molecular weight less than 250 g mol
  • Odor modulator compound has an efficiency factor of at least 1 .15, wherein the efficiency factor is calculated according to the following formula:
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently hydrogen or radicals of 1 to 25 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a fragrance ketone
  • radicals R and R 2 or the radicals R 3 and R 4 of this structural fragment may be wholly or partly an integral part of a ring,
  • Odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl 3-methylthiopropionate (CAS No. 13327-56 -5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-4-methylthiazole (CAS No. No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No. 15679-13-7), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-isobutylthiazole (CAS No.
  • furaneol CAS No. 3658-77-3
  • 1- (2-benzofuranyl) -ethanone CAS No. Nerolion (CAS No. 2391 1-56-0)
  • Methylcorylon CAS No. 13494-06-9
  • Sotolone CAS No. 28664-35-9
  • Furanol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl-3,5-dimethylpyrazine (CAS No. 27043-05-6), 2-methyl -3- (methylthio) pyrazine (CAS No. 2882-20-4), 2-methoxy-3-methylpyrazine (CAS No. 2847-30-5), 2-methoxy-6-methylpyrazine (CAS No. No. 2882-21-5), 2-methoxy-3-isopropylpyrazine (CAS No. 25773-40-4), 4- (4,8-dimethyl-3,7-nonadienyl) pyridine (CAS No.
  • Furfurylmethylsulphide (CAS No. 1438-91-1), 1- (2-furanylmethyl) -1H-pyrrole (CAS No. 1438-94-4), 2-butylthiophene (CAS No. 1455-20-5 ), S-methylthioacetate (CAS No. 1534-08-3), 2,3-diethylpyrazine (CAS No. 15707-24-1), 2-methyl-3-propylpyrazine (CAS No. 15986-80) 8), 2,3-dihydro-5,6-dimethylpyrazine (CAS No. 15986-92-2), bis (methylthio) methane (CAS No. 1618-26-4), 3-methylthiobutanal (CAS) No.
  • Amylmethyldisulphide (CAS No. 72437-68-4), 2-methylquinoxaline (CAS No. 7251-61-8), 2-acetyl-3,5 (6) -dimethylpyrazine (CAS No. 72797-17-2 ), Diallyl polysulphide (CAS No. 72869-75-1), ethyl 2-methoxybenzoate (CAS No. 7335-26-4), methyl thiomethylhexanoate (CAS No. 74758-91-1), methylthiomethyl butyrate (CAS No. 74758-93-3), methylmercaptan (CAS No. 74-93-1),
  • furaneol (CAS No. 3658-77-3), 1- (2-benzofuranyl) ethanone (CAS No. 1646-26-0), nerolone (CAS No. 2391 1 -56-0), methylcorylon (CAS No. 13494-06-9), sotolone (CAS No. 28664-35-9), furaneol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2 Ethyl-3,5-dimethylpyrazine (CAS No. 27043-05-6), 2-methyl-3- (methylthio) pyrazine (CAS No. 2882-20-4), 2-methoxy-3-methylpyrazine ( CAS No.
  • X is nitrogen, sulfur or CR 10 ;
  • Y is oxygen, sulfur or NR 12 ;
  • R 8 , R 9 and R 2 each independently represent hydrogen or radicals of 1 to 6 carbon atoms
  • R 0 and R are each independently of one another hydrogen or radicals having 1 to 9 carbon atoms
  • the ring of the formula (II) may each independently contain double bonds at the positions linked with broken lines, with the proviso that the at least one odor modulator compound, when X is nitrogen, is between X and
  • the carbon atoms of the ring of formula (II) linked to R 8 and R 9 may together form part of an annelated five- or six-membered ring, the radicals
  • R 8 and R 9 are each independently or in part an integral part of fused ring are;
  • Method according to item 36 characterized in that the at least one
  • Odor modulator compound is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No. 15679-13-7), 2-isobutylthiazole (CAS No. 1-chloro-4-methylthiazole). 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2 '- (dithiodimethylene) -difuran (CAS No. 4437-20-1), furfurylmercaptan (CAS-No. 98-02-2), menthofuran (CAS No. 494-90-6), homofuranol (CAS No. 27538-09-6), furaneol (CAS No.
  • furfurylideneacetone (CAS No. 10881 1-61-6), 4-butyroxy-2,5-dimethyl-3 (2H) -furanone (CAS No. 1 14099-96 6), 2-acetylfuran (CAS No. 1 192-62-7), 2-acetyl-5-methylfuran (CAS-No. 1 193-79-9), 2,4,5-trimethylthiazole (CAS No. 13623-1 1-5), 2-methyl-5-thiomethylfuran (CAS No. 13678-59-6), furfuryl thioacetate (CAS No. 13678-68-7),
  • Furfurylmethylsulphide (CAS No. 1438-91-1), 1- (2-furanylmethyl) -1H-pyrrole (CAS No. 1438-94-4), 2-butylthiophene (CAS No. 1455-20-5 ), 4-methyl-5-vinylthiazole (CAS No. 1759-28-0), 2- (1-methylpropyl) thiazole (CAS No. 18277-27-5), 2-hexylthiophene (CAS No. 18794 -77-9)
  • Furfuryl isopropylsulphide (CAS No. 1883-78-9), 2,4,5-trimethyloxazole (CAS No. 20662-84-4), 2-methyl-2-thiazoline (CAS No. 2346-00-1) , 2-methylthiazolidine (CAS No. 24050-16-6), 2-methyltetrahydrofuran-3-thioacetate (CAS No. 252736-41 -7), 2-methyl-3-furanthiol (CAS No. 28588-74 -1), bis (2-methyl-3-tetrahydrofuran) disulphide (CAS No. 28588-75-2), 3 (5-methyl-2-furyl) butanal (CAS No. 31704-80-0) , 2-methyltetrahydrofuran-3-one (CAS No.
  • Furfuryl acetate (CAS No. 623-17-6), 3- (2-furyl) acrolein (CAS No. 623-30-3), 2-thienylmercaptan (CAS No. 6258-63-5), 2, 5-dimethylthiophene (CAS # 638-02-8), 4-methyl-5-thiazoleethanolacetate (CAS # 656-53-1), 4-methylthiazole (CAS # 693-95-8), 2 -Furyl-2-propanone (CAS No. 6975-60-6), 2-methyl-3- (2-furyl) -prop-2-enal (CAS No. 874-66-8), 2-octylthiophene (CAS No.
  • X is nitrogen or CR 15 ;
  • Y is nitrogen, CR 18 or CR 8 R 19 ;
  • R 3 and R 5 independently represents hydrogen or groups of 1 to 10 carbon atoms
  • R 4 and R 6 to R 9 are each independently of one another hydrogen or radicals having 1 to 4 carbon atoms
  • the at least one odor modulator compound when X or Y is nitrogen, between X
  • R 3 and R 4 are each, independently or in part, an integral part of the fused ring
  • Carbon atoms of the radicals R 3 to R 9 are each independently
  • Odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), 2,3,5-trimethylpyrazine (CAS No. 14667 -55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047-25-2), 2-acetyl-3-methylpyrazine (CAS-No. No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No. 24683-00-9), 2,3-dimethylpyrazine (CAS No.
  • Natural Pyrazine Blend (CAS No. 84082-50-8), 2-methoxycinnamylacetate (CAS No. 1 10823-66-0), 2,3,5,6-tetramethylpyrazine (CAS No. 1 124-1 1- 4), 2-hexylpyridine (CAS No. 1 129-69-7), 2,6-dimethylthiophenol (CAS No. 1 18-72-9), 2-thiocresol (CAS No. 137-06-4 ), 2-ethylpyrazine (CAS No. 13925-00-3), 3- (2-methylpropyl) pyridine (CAS No. 14159-61-6), 2,3-diethylpyrazine (CAS No. 15707-24 1), 2-methyl-3-propylpyrazine (CAS No.
  • 2-pyrazineethanethiol (CAS No. 35250-53-4), 2-phenylethanethiol (CAS No. 4410-99-5), 2-ethylthiophenol (CAS No. 4500-58-7), 3-ethylpyridine (CAS No. 536-78-7), 2-ethyl-3 (5/6) -dimethylpyrazine (CAS No. 55031-15-7), 3,5,5-trimethylcyclohexane-1,2-dione (CAS) No. 57696-89-6), 1,2-cyclohexanediol (CAS No. 57794-08-8), 2-propylpyridine (CAS No. 622-39-9), 1-phenylethanethiol (CAS No.
  • the at least one odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-9) 0), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047 -25-2), 2-acetyl
  • 3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No. 24683-00-9), 2,3-dimethylpyrazine (CAS No. 5910-89-4) , 1-para-menthene-8-thiol (CAS No. 71 159-90-5), 2-ethyl-3,5-dimethylpyrazine (CAS No. 27043-05-6), 2-methyl-3- (methylthio) pyrazine (CAS No. 2882-20-4), 2-methoxy-3-methylpyrazine (CAS No. 2847-30-5), 2-methoxy-6-methylpyrazine (CAS No.
  • X is CHR 2 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur, CR 23 R 24 or a carbonyl group
  • R 20 , R 2 and R 24 each independently represent hydrogen or groups of 1 to 4 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 8 carbon atoms
  • radicals R 20 to R 24 are open-chain
  • Carbon atoms of the radicals R 20 to R 24 are each independently
  • X is CHR 2 , sulfur or a carbonyl group
  • Y is CHR 23 , sulfur or a carbonyl group
  • R 20 and R 2 are each independently hydrogen or groups of 1 to 3 carbon atoms
  • R 22 and R 23 are each independently of one another hydrogen or radicals having 1 to 7 carbon atoms
  • radicals R 20 to R 23 are open-chain
  • the at least one odor modulator compound is selected from ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18 -8), 4-methylthio-4-methylpentan-2-one (CAS No. 23550-40-5), S-methylbutanethioate (CAS No. 2432-51-1), 3-methylthio-1 hexanol (CAS No. 51755-66-9), dibutylsulphide (CAS No. 544-40-1), dipropylsulphide (CAS No. 1-1 1-47-7), 1- (methylthio) -2-butanone (CAS No.
  • diallyl trisulphide CAS No. 2050-87-5
  • 4-methylthiobutanol CAS No. 20582-85-8
  • Diallyldisulphide CAS no. 2179-57-9
  • allylmethylsulphide CAS No. 2179-58-0
  • R 25 and R 26 are each independently hydrogen or a radical of 1 to 3 carbon atoms.
  • R 27 is a radical having 3 to 10 carbon atoms
  • radicals R 25 to R 27 are open-chain
  • Carbon atoms of R 25 to R 27 are each independently
  • the at least one odor modulator compound of the general formula (V) does not contain 3-mercapto-1-hexenol (CAS No. unknown), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane 1-ol (CAS # 51755-83-0).
  • Method according to item 46 characterized in that
  • R 25 and R 26 are each independently of one another hydrogen or a methyl group
  • R 25 is a methyl group and R 26 is hydrogen; and R 27 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to
  • Carbon atom of the radical R 27 substituted by a heteroatom, preferably oxygen
  • Perfume composition one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four
  • Odor modulator compounds and most preferably one to three
  • Odor modulator compounds will give. Method according to one of the points 33 to 50, characterized in that the at least one odor modulator compound based on the totality of all in the
  • Fragrance substances contained in the perfume composition in a weight ratio of not more than 1: 9, preferably not more than 1:49, more preferably not more than 1:99 and most preferably not more than 1: 299 is added.
  • Method according to one of the points 33 to 51 characterized in that the at least one odor modulator compound in an amount of 2 wt .-% to 0.000001 wt .-%, preferably from 1.5 wt .-% to 0.000001 wt .-%, more preferably from 1.0 wt .-% to 0.000001 wt .-%, more preferably from 0.5 wt .-% to 0.000001 wt .-%, most preferably 0.25 wt .-% to 0.000001 wt .-% is added, wt .-% in each case on the perfume composition.
  • Method according to one of the items 33 to 52 characterized in that the at least one odor modulator compound has one to five heteroatoms, preferably one to four
  • Method according to one of the points 33 to 54 characterized in that by the at least one odor modulator compound an efficiency factor according to the formula in item 33 of at least 1.5, more preferably at least 1.75
  • Method according to one of the items 33 to 55 characterized in that the at least one odor modulator compound has an odor threshold value of less than 100 ppb, preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less than 35 ppb, even more preferably less than 10 ppb , most preferably less than 1 ppb.
  • the at least one odor modulator compound is selected from pyrroles, pyridines, pyrazines, thiols, sulfides, thiazoles, thiophenes, furans, oxazolines, oxazoles and / or oxathions.
  • R and R 3 each independently represent hydrogen or a radical having 1 to 6 carbon atoms
  • R 2 and R 4 are each independently a radical of 2 to 17 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 4 carbon atoms.
  • R 6 is hydrogen or a radical having 1 to 6 carbon atoms.
  • R and R 3 each independently represent hydrogen or a radical having 1 to 4 carbon atoms
  • R 2 and R 4 are each independently a radical of 4 to 14 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 4 carbon atoms.
  • R 6 is hydrogen or a radical having 1 to 4 carbon atoms.
  • radicals R, R 2 , R 5 , R 6 , R 7 of the general formula (VII) are the same radicals as the radicals R, R 2 , R 5 , R 6 , R 7 of the general formula (I).
  • Method according to one of the points 33 to 61 characterized in that the at least one 1-aza-3,7-dioxabicyclo [3.3.0] octane compound according to the general formula (I) based on the perfume composition in an amount of 0.0001 wt % to 25 wt.%, preferably from 0.001 wt.% to 15 wt.%, more preferably from 0.001 wt.% to
  • perfume composition Use of a perfume composition containing
  • ii) contains at least 1 heteroatom, wherein the at least one heteroatom is selected from N, O, S, Si, Se, F, Cl, Br or I and
  • iii) has a molecular weight less than 250 g mol
  • Odor modulator compound has an efficiency factor of at least 1 .15, wherein the efficiency factor is calculated according to the following formula:
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34
  • R and R 3 each independently represent hydrogen or a radical with 1 to
  • R 2 and R 4 are each independently hydrogen or radicals of 1 to 25 carbon atoms
  • R 5 and R 7 are each independently hydrogen or a radical of 1 to 6
  • R 6 is hydrogen or a radical having 1 to 8 carbon atoms, wherein
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 7 may each be independently substituted by heteroatoms;
  • At least one of the structural fragments -CR R 2 - or -CR 3 R 4 - of the general formula (I) has arisen from a fragrance aldehyde or perfume ketone; and when one of the structural fragments -CR R 2 - or -CR 3 R 4 - from a fragrance ketone
  • radicals R and R 2 or the radicals R 3 and R 4 of this structural fragment may be wholly or partly an integral part of a ring,
  • Perfume compositions PZ-1a, PZ-1 b, PZ-1 c and PZ-1d which are described in detail in Table 1.
  • the perfume composition PZ-1a corresponds to a commercially available perfume without the technologies of the invention (-GMV-OXA)
  • PZ-1 b corresponds to a commercial perfume with odor modulator compound (+ GMV), but without 1-aza-3,7-dioxabicyclo [3.3. 0] octane compound (-OXA)
  • PZ-1 c corresponds to a commercial perfume without odor modulator compound (-GMV), but with 1-aza-3,7-dioxabicyclo [3.3.0] octane compound (+ OXA)
  • PZ -1d corresponds to a commercial perfume with
  • Table 1 Perfume compositions contained in liquid detergents.
  • Fragrances amount (% by weight)
  • Table 2 Evaluation of the scent intensity of the textiles washed with the four liquid detergents.
  • Perfume compositions PZ-2a, PZ-2b, PZ-2c and PZ-2d which are described in detail in Table 3.
  • the perfume composition PZ-2a corresponds to a commercial perfume without the technologies of the invention (-GMV-OXA)
  • PZ-2b corresponds to a commercial perfume with odor modulator compound (+ GMV), but without 1-aza-3,7-dioxabicyclo [3.3.0 ] octane compound (-OXA)
  • PZ-2c corresponds to a commercial perfume without odor modulator compound (-GMV), but with 1-aza-3,7-dioxabicyclo [3.3.0] octane compound (+ OXA)
  • PZ-2d corresponds to a commercial perfume with
  • Table 3 Perfume compositions contained in the powder detergents.
  • Fragrances amount (% by weight)
  • Isoraldein 70 1.50 1 .50 1.50 1.50
  • DPG Dipropylene glycol
  • fragrance intensity and the fragrance profiles of the textiles washed with the powder detergents were each assessed at three different times, namely on a moist
  • Table 4 Evaluation of the scent intensity of the textiles washed with the four powder detergents.
  • the efficiency factor E for the GMV perfume compositions of Table 3 versus the perfume composition without GMV is 1.92.
  • the perfume composition PZ-3a corresponds to a commercially available perfume without the technologies of the invention (-GMV-OXA)
  • PZ-3b corresponds to a commercial perfume with odor modulator compound (+ GMV), but without 1 -za-3,7-dioxabicyclo [3.3.0 ] octane compound (-OXA)
  • PZ-3c corresponds to a commercial perfume without
  • Odor modulator compound (-GMV), but with 1-aza-3,7-dioxabicyclo [3.3.0] octane compound (+ OXA) and PZ-3d corresponds to a commercial perfume with odor modulator compound (+ GMV) and with 1-aza-3 , 7-dioxabicyclo [3.3.0] octane compound (+ OXA).
  • Table 5 Perfume compositions contained in fabric softeners.
  • Fragrances amount (% by weight)
  • the fragrance intensity and the fragrance profiles of the fabrics washed with the fabric softeners were each assessed at three different times, namely on a moist
  • Table 6 Evaluation of the scent intensity of the textiles washed with the four fabric softeners.
  • the efficiency factor E for the perfume compositions with GMV from Table 5 compared to the perfume composition without GMV is 1.50.
  • the amount of perfume composition PZ-3d could be reduced by 35% compared to the perfume composition PZ-3a in the fabric softener. % be reduced.
  • Perfume composition without odor modulator compound (-GMV) and without bicyclic oxazolidine (-OXA) incorporated and in a second liquid unscented dishwashing detergent, which is identical to the first liquid unscented dishwashing detergent were 0.25 wt .-% of a perfume composition with odor modulator compound (+ GMV) and with bicyclic oxazolidine (+ OXA) incorporated.
  • the perfume compositions are given in Table 7.
  • Table 7 Perfume compositions contained in liquid dishwashing detergents.
  • Perfume composition without GMV is 1.92.
  • the liquid dishwashing detergents were added in a proper amount (0.6 g).

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Abstract

La présente invention concerne une composition de parfum contenant au moins un composé modulateur d'odeur et un composé 1-aza-3,7- dioxabicyclo[3.3.0]octane pour augmenter et prolonger l'intensité de la fragrance de la composition de parfum, et un produit de consommation contenant une telle composition de parfum. La présente invention concerne en outre un procédé permettant d'augmenter l'intensité de la fragrance de la composition de parfum et l'utilisation d'au moins un composé modulateur d'odeur et d'au moins un composé 1-aza-3,7- dioxabicyclo[3.3.0]octane pour augmenter l'intensité de la fragrance de la composition de parfum.
EP16763838.6A 2015-09-17 2016-09-13 Composition de parfum contenant des composés modulateurs d'odeur et des composés 1-aza-3,7-dioxabicyclo[3.3.0]octane pour augmenter et prolonger l'intensité de la fragrance Ceased EP3350295A1 (fr)

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DE102015217874.9A DE102015217874A1 (de) 2015-09-17 2015-09-17 Parfümzusammensetzung mit Geruchsmodulatorverbindungen und 1-Aza-3,7-dioxabicyclol[3.3.0]octan-Verbindungen zur Steigerung und Verlängerung der Duftintensität
PCT/EP2016/071506 WO2017046051A1 (fr) 2015-09-17 2016-09-13 Composition de parfum contenant des composés modulateurs d'odeur et des composés 1-aza-3,7-dioxabicyclo[3.3.0]octane pour augmenter et prolonger l'intensité de la fragrance

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US3885051A (en) * 1972-10-30 1975-05-20 Int Flavors & Fragrances Inc Flavoring and aromatising with 3-acetyl-2,5-dialkyl furans or thiophenes
US4234463A (en) * 1978-10-20 1980-11-18 International Flavors & Fragrances Inc. Cyclohexene methanol derivatives in perfume
DE69903778T2 (de) * 1998-08-21 2003-07-17 Firmenich & Cie Äther; ihre Verwendung als Riech- und Geschmackstoffe; ihre Herstellung
DE10012949A1 (de) 2000-03-16 2001-09-27 Henkel Kgaa Kieselsäureester-Mischungen
DE102006003092A1 (de) 2006-01-20 2007-07-26 Henkel Kgaa 1-Aza-3,7-dioxabicyclo[3.3.0]octan-Verbindungen und ihre Verwendung als Pro-Fragrances
WO2008066773A2 (fr) 2006-11-22 2008-06-05 The Procter & Gamble Company Agent bénéfique contenant une particule de vectorisation
JP5504450B2 (ja) * 2008-10-10 2014-05-28 高砂香料工業株式会社 チオール含有フレグランスおよびフレーバー物質
WO2011160254A1 (fr) * 2010-06-22 2011-12-29 Givaudan Sa Composés organiques
DE102010063693A1 (de) * 2010-12-21 2012-06-21 Henkel Ag & Co. Kgaa Parfümzusammensetzung umfassend Riechstoff-Aldehyd oder -Keton sowie Oxazolidin-Riechstoffvorläufer
CN103561713B (zh) 2011-05-26 2016-11-02 宝洁公司 具有有效香料浓郁度的组合物
DE102012201424A1 (de) * 2012-02-01 2013-08-01 Henkel Ag & Co. Kgaa Kombinationen aus 1-Aza-3,7-dioxabicyclo[3.3.0]octan-Verbindungen und Kieselsäureestern und ihre Verwendung als Duftstoffvorläufer

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