EP1078027B1 - Utilisation d'aldehydes bicycliques comme matieres odorantes - Google Patents

Utilisation d'aldehydes bicycliques comme matieres odorantes Download PDF

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Publication number
EP1078027B1
EP1078027B1 EP99920864A EP99920864A EP1078027B1 EP 1078027 B1 EP1078027 B1 EP 1078027B1 EP 99920864 A EP99920864 A EP 99920864A EP 99920864 A EP99920864 A EP 99920864A EP 1078027 B1 EP1078027 B1 EP 1078027B1
Authority
EP
European Patent Office
Prior art keywords
bicyclo
hydroformylation
oct
fragrance
aldehydes
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.)
Expired - Lifetime
Application number
EP99920864A
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German (de)
English (en)
Other versions
EP1078027A1 (fr
Inventor
Thomas Markert
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.)
Kao Corp SA
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Publication of EP1078027A1 publication Critical patent/EP1078027A1/fr
Application granted granted Critical
Publication of EP1078027B1 publication Critical patent/EP1078027B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
    • C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
    • C11B9/0049—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0003—Compounds of unspecified constitution defined by the chemical reaction for their preparation

Definitions

  • the invention relates to the use of special bicyclic aldehydes which are obtainable by partial or complete hydroformylation of - optionally (di) methyl-substituted - bicyclo [3.3.0] oct (adi) enes as Fragrances. Under "Bicyclo [3.3.0] oct (adi) enen” there are both Bicyclo [3.3.0] octadiene as well as Bicyclo [3.3.0] octene. Under "(Di) methyl-substituted” is understood to mean that the bicyclic system is either a or can carry two methyl groups as substituents.
  • the invention relates to the use of bicyclic aldehydes which are obtainable by partial or complete hydroformylation of - optionally (di) methyl-substituted - bicyclo [3.3.0] oct (adi) enen, as Fragrances.
  • Another object of the invention is the use of bicyclic Aldehydes which are obtainable by partial or complete hydroformylation of - optionally (di) methyl-substituted - bicyclo [3.3.0] oct (adi) enes, as Fragrance boosters.
  • 3-formyl-bicyclo [3.3.0] is octane particularly preferred.
  • aldehydes to be used according to the invention are advantageously prepared by hydroformylation of - optionally (di) methyl-substituted - bicyclo [3.3.0] oct (adi) enes.
  • the latter compounds have a bicyclic system as a common framework.
  • hydroformylation is known to the person skilled in the art Reaction discovered by von Roelen in 1938. This alkenes converted to aldehydes with carbon monoxide and hydrogen. The reaction is too known as oxo synthesis.
  • the odor profile of the hydroformylation products according to the invention is original and new.
  • perfume compositions they reinforce the harmony and Radiance as well as liability, taking the dosage below Consideration of the other components of the composition on each desired fragrance is coordinated.
  • hydroformylation products according to the invention are suitable on the basis of their Odor profiles in particular for the modification and reinforcement of known ones Compositions.
  • their extraordinary should be emphasized Strength of smell, which generally contributes to the refinement of compositions.
  • (3) 2-Formyl-bicyclo [3.3.0] octane ( 3 ) is particularly suitable for use according to the invention as a fragrance and / or fragrance booster. Accordingly, the use of (3) 2-formyl-bicyclo [3.3.0] octane, for example in room fragrances, is particularly advantageous. In addition, it has been shown that ( 3 ) can be used with particular advantages in cleaning agents for strengthening citrus scents.
  • the usable proportions of the hydroformylation products according to the invention in Fragrance compositions range from 0.001 to 70% by weight, based on the entire mix.
  • the hydroformylation products according to the invention as well Compositions of this type can be used for both perfuming cosmetic Preparations such as lotions, creams, shampoos, soaps, ointments, powders, aerosols, Toothpastes, mouthwashes, deodorants as well as in exquisite perfumery be used.
  • perfuming cosmetic Preparations such as lotions, creams, shampoos, soaps, ointments, powders, aerosols, Toothpastes, mouthwashes, deodorants as well as in vibrant perfumery be used.
  • perfuming technical products as well as washing and cleaning agents, fabric softener, Textile treatment agents or tobacco.

Landscapes

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

Claims (6)

  1. Utilisation d'aldéhydes bicycliques que l'on peut obtenir par hydroformylation partielle ou complète de bicyclo[3.3.0]oct(adi)ènes - éventuellement substitués par un (di)méthyle - comme matières odorantes.
  2. Utilisation de (3)2-formyl-bicyclo[3.3.0]octane comme matière odorante.
  3. Utilisation d'aldéhydes bicycliques que l'on peut obtenir par hydroformylation partielle ou complète de bicyclo[3.3.0]oct(adi)ènes - éventuellement substitués par un (di)méthyle - comme renforçateurs de parfum.
  4. Utilisation de (3)2-formyl-bicyclo[3.3.0]octane comme renforçateur de parfum.
  5. Utilisation d'aldéhydes bicycliques que l'on peut obtenir par hydroformylation partielle ou complète de bicyclo[3.3.0]oct(adi)ènes - éventuellement substitués par du (di)méthyle - dans des préparations cosmétiques, des produits industriels ou en parfumerie alcoolique.
  6. Utilisation de (3)2-formyl-bicyclo[3.3.0.]octane dans des préparations cosmétiques, des produits industriels ou en parfumerie alcoolique.
EP99920864A 1998-04-17 1999-04-08 Utilisation d'aldehydes bicycliques comme matieres odorantes Expired - Lifetime EP1078027B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19817042A DE19817042A1 (de) 1998-04-17 1998-04-17 Verwendung von bicyclischen Aldehyden als Riechstoffe
DE19817042 1998-04-17
PCT/EP1999/003206 WO1999054429A1 (fr) 1998-04-17 1999-04-08 Utilisation d'aldehydes bicycliques comme matieres odorantes

Publications (2)

Publication Number Publication Date
EP1078027A1 EP1078027A1 (fr) 2001-02-28
EP1078027B1 true EP1078027B1 (fr) 2004-12-22

Family

ID=7864829

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99920864A Expired - Lifetime EP1078027B1 (fr) 1998-04-17 1999-04-08 Utilisation d'aldehydes bicycliques comme matieres odorantes

Country Status (7)

Country Link
US (1) US6537963B1 (fr)
EP (1) EP1078027B1 (fr)
JP (1) JP2002512300A (fr)
DE (2) DE19817042A1 (fr)
ES (1) ES2233044T3 (fr)
IL (1) IL139025A (fr)
WO (1) WO1999054429A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6271193B1 (en) 2000-10-11 2001-08-07 International Flavors & Fragrances Inc. Carbon containing functional group substituted 4,5,6,7-tetrahydro-polyalkylated-4-indanes, isomers thereof, processes for preparing same and uses thereof
FR2981070B1 (fr) 2011-10-11 2014-01-10 V Mane Fils Nouveaux aldehydes cycloalcaniques, leur procede de preparation ainsi que leur utilisation en parfumerie
US11949060B2 (en) 2018-09-11 2024-04-02 Energizer Brands, Llc Rechargeable hearing aid battery with slotted grommet

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3985769A (en) * 1974-11-15 1976-10-12 Universal Oil Products Company Acetal derivatives of cyclooctyl carboxaldehydes
DE2849720A1 (de) * 1978-11-16 1980-05-29 Henkel Kgaa Neue aldehyde, deren herstellung und deren verwendung als riechstoffe
DE2849742B2 (de) * 1978-11-16 1980-10-16 Henkel Kgaa, 4000 Duesseldorf Verfahren zur Herstellung von Aldehyden und Verwendung der Verfahrensprodukte als Riechstoffe
US4524017A (en) * 1981-02-28 1985-06-18 Nippon Petrochemicals Co., Ltd. Derivatives of norbornanes having hydrocarbon side chains and perfume compositions containing the same
JPS5821638A (ja) * 1981-07-31 1983-02-08 Mitsubishi Petrochem Co Ltd ジアルデヒド類の製造方法

Also Published As

Publication number Publication date
DE19817042A1 (de) 1999-10-21
IL139025A0 (en) 2001-11-25
DE59911332D1 (de) 2005-01-27
JP2002512300A (ja) 2002-04-23
US6537963B1 (en) 2003-03-25
WO1999054429A1 (fr) 1999-10-28
ES2233044T3 (es) 2005-06-01
IL139025A (en) 2004-02-08
EP1078027A1 (fr) 2001-02-28

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