EP0858498A1 - Nitrile - Google Patents

Nitrile

Info

Publication number
EP0858498A1
EP0858498A1 EP96934289A EP96934289A EP0858498A1 EP 0858498 A1 EP0858498 A1 EP 0858498A1 EP 96934289 A EP96934289 A EP 96934289A EP 96934289 A EP96934289 A EP 96934289A EP 0858498 A1 EP0858498 A1 EP 0858498A1
Authority
EP
European Patent Office
Prior art keywords
fragrance
oil
phenylacetonitrile
cyclohexylidene
acetate
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.)
Granted
Application number
EP96934289A
Other languages
German (de)
English (en)
Other versions
EP0858498B1 (fr
Inventor
Mario Pesaro
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.)
Givaudan SA
Original Assignee
Givaudan Roure International SA
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 Givaudan Roure International SA filed Critical Givaudan Roure International SA
Publication of EP0858498A1 publication Critical patent/EP0858498A1/fr
Application granted granted Critical
Publication of EP0858498B1 publication Critical patent/EP0858498B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
    • C11B9/0065—Nitriles

Definitions

  • the invention accordingly relates to the compound I as a fragrance, fragrance compositions containing I and the use of I as a fragrance.
  • the smell of I can be characterized as floral-rosy, green, metallic, reminiscent of geranium.
  • Rosacetol is suitable. Rosacetol (trichloromethyl-phenyl-carbinyl-acetate) is a highly valued fragrance due to its rose and geranium notes, the use of which has been declining more and more recently for ecological reasons (chlorine content).
  • fragrance e.g. understood on textiles, skin and hair after washing.
  • I is ideal for use in the detergent industry, e.g. as a fragrance in detergents, fabric softeners, etc., but also as a fragrance in cosmetics, e.g. in shampoos, soaps, etc., especially as a replacement for rosacetol.
  • the compound I is suitable as a fragrance, in particular in combination with the wide range of natural and synthetic fragrances currently available, for the reaction of perfume compositions, which can be used in all common application segments.
  • fragrance ingredients of natural or synthetic origin where the range of natural raw materials includes both volatile, medium and low volatile components, and that of synthetics can include representatives from a number of substance classes:
  • Natural products such as tree moss absolute, basil oil, agricultural oils (such as bergamot oil, mandarin oil, etc.), mastic absolute, myrtle oil, palmarosa oil, patchouli oil, petitgrain oil, wormwood oil, lavender oil, rose oil, jasmine oil, ylang-ylang oil, sandalwood oil,
  • Alcohols such as farnesol, geraniol, linalool, nerol, phenylethyl alcohol, rhodinol, cinnamon alcohol, cis-3-hexenol, menthol, ⁇ -terpineol, Sandela (3-isocamphyl- (5) -cyclohexanol), Aldehvde.
  • citral such as citral, ⁇ -hexylcinnamaldehyde, hydroxy citronellal, LiUal® (p-tert-butyl- ⁇ -methyl-dihydrocinnamaldehyde), methylnonylacetaldehyde, phenylacetaldehyde, anisaldehyde, vanillin,
  • ketones such as allyl Jonon, ⁇ -Jonon, ⁇ -Jonon, Isoraldein (Isomethyl- ⁇ -jonoon), Verbenone, Nootkaton, Geranylacetone,
  • Esters such as allyl phenoxyacetate, benzyl salicylate, cinnamyl propionate, citronellyl acetate, decyl acetate, dimethylbenzylcarbinyl acetate, ethyl acetoacetate, ethyl acetylacetate, cis-3-hexenyl isobutyrate, linalyl acetate, methyl, vydroxylacetyl acetate , cis-3-hexenyl salicylate, geranyl acetate, etc.
  • Lactones such as ⁇ -undecalactone, ⁇ -decalactone, pentadecan-15-olide,
  • perfumery various components often used in perfumery, such as indole, p-menthan-8-thiol-3-one, methyleugenol, eugenol, anethole, etc.
  • fragrance compositions produced using compounds I are particularly spectacular due to their originality.
  • the compound I When used as a fragrance, the compound I can be used within wide limits, which can range, for example, from about 0.1 (detergents) to about 30 percent by weight (alcoholic solutions) in compositions without these values being intended to represent limit values, however the experienced perfumer can achieve effects with even lower concentrations or build new complexes with even higher doses.
  • the preferred concentrations range between about 1 and about 20 percent by weight.
  • the compositions prepared with the compounds I can be perfumed for all types
  • the compound I can accordingly be used in the production of compositions and - as the above composition shows - using a wide range of known fragrances or mixtures of fragrances.
  • the above-mentioned known fragrances or mixtures of fragrances can be used in a manner known to (the perfumer), as can be seen, for example, from WA. Poucher, Perfumes, Cosmetics and Soaps 2_, 7th edition, Chapman and Hall, London, 1974.
  • composition Even after 24 hours, the composition is much lighter, fresher; it is very suitable for men's colognes of a modern character.
  • Baccartol® Givaudan (rose base based on citronelle oil / acetone condensation product 40
  • Ketone Musk (4-tert-butyl-3,5-dinitro-2,6-dimethyl-acetophenone) 50

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne l'utilisation de cyclohexylidènephénylacétonitrile comme matière odorante.
EP96934289A 1995-11-01 1996-10-24 Nitrile Expired - Lifetime EP0858498B1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH309395 1995-11-01
CH3093/95 1995-11-01
CH309395 1995-11-01
PCT/CH1996/000377 WO1997016512A1 (fr) 1995-11-01 1996-10-24 Nitrile

Publications (2)

Publication Number Publication Date
EP0858498A1 true EP0858498A1 (fr) 1998-08-19
EP0858498B1 EP0858498B1 (fr) 2001-09-12

Family

ID=4248478

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96934289A Expired - Lifetime EP0858498B1 (fr) 1995-11-01 1996-10-24 Nitrile

Country Status (6)

Country Link
US (1) US6069125A (fr)
EP (1) EP0858498B1 (fr)
JP (1) JP3802068B2 (fr)
DE (1) DE59607690D1 (fr)
ES (1) ES2162101T3 (fr)
WO (1) WO1997016512A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1269982A1 (fr) * 2001-06-30 2003-01-02 Givaudan SA Compositions odorantes et aromatisantes
DE602005007980D1 (de) * 2004-09-16 2008-08-21 Firmenich & Cie Verwendung von Nitrilderivaten als Parfümkomponente
GB0512284D0 (en) * 2005-06-16 2005-07-27 Givaudan Sa Organic compounds
GB0518558D0 (en) * 2005-09-12 2005-10-19 Givaudan Sa Improvements in or related to organic compounds
US7390772B2 (en) * 2006-05-18 2008-06-24 International Flavor & Fragrances Inc. 1-phenyl-spiro[2.5]octane-1-carbonitrile analogues their use in fragrance formulations
WO2008055372A1 (fr) * 2006-11-07 2008-05-15 Givaudan Sa Compositions de neutralisation des mauvaises odeurs
GB201021050D0 (en) * 2010-12-13 2011-01-26 Givaudan Sa Moc compositions
GB201407383D0 (en) * 2014-04-28 2014-06-11 Givaudan Sa Improvements in or relating to organic compounds
MX2017006728A (es) * 2014-12-08 2017-10-31 Firmenich & Cie Nitrilo alifatico con olor a rosa.

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3408396A (en) * 1965-10-22 1968-10-29 Colgate Palmolive Co alpha-cyclohexyl-3, 4-disubstituted-phenyl acetamides
DE3139358C2 (de) * 1981-10-02 1984-06-07 Dragoco Gerberding & Co Gmbh, 3450 Holzminden Verwendung von 1,1-Di(C↓1↓-C↓6↓-alkyl)-2-phenyl-ethan-Derivaten als Riechstoffe

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9716512A1 *

Also Published As

Publication number Publication date
JP2000514104A (ja) 2000-10-24
EP0858498B1 (fr) 2001-09-12
DE59607690D1 (de) 2001-10-18
US6069125A (en) 2000-05-30
JP3802068B2 (ja) 2006-07-26
ES2162101T3 (es) 2001-12-16
WO1997016512A1 (fr) 1997-05-09

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