EP1102832B1 - Riechstoff-zusammensetzungen - Google Patents

Riechstoff-zusammensetzungen Download PDF

Info

Publication number
EP1102832B1
EP1102832B1 EP99924838A EP99924838A EP1102832B1 EP 1102832 B1 EP1102832 B1 EP 1102832B1 EP 99924838 A EP99924838 A EP 99924838A EP 99924838 A EP99924838 A EP 99924838A EP 1102832 B1 EP1102832 B1 EP 1102832B1
Authority
EP
European Patent Office
Prior art keywords
aldehyde
methylcyclohex
butanal
enyl
compositions
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
EP99924838A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1102832A2 (de
Inventor
Thomas Markert
Theo Ten Pierik
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 EP1102832A2 publication Critical patent/EP1102832A2/de
Application granted granted Critical
Publication of EP1102832B1 publication Critical patent/EP1102832B1/de
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
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms

Definitions

  • the invention relates to special fragrance compositions, the 90-70 wt.% 2-methylene-3- (4-methylcyclohex-3-enyl) butanal and 10-30% by weight limonene aldehyde contain.
  • Limonene whose rational IUPAC name is 1-methyl-4-isopropenyl-cyclohex-1-ene, is a well-known natural product.
  • the structural formula of limonene (3) is shown below:
  • 2-methylene-3- (4-methylcyclohex-3-enyl) butanal (1) can be according to the information use the aforementioned DE 29 21 619 C3 as a fragrance.
  • DE 29 21 619 C3 is a fragrance.
  • DE 29 21 619 C3 is a fragrance.
  • fragrance compositions the 90-70% by weight 2-methylene-3- (4-methylcyclohex-3-enyl) butanal (1) and 10-30% by weight limonaldehyde (2) contain themselves Perfume notes of extremely interesting smell with fine shades distinguished.
  • the odor profiles of these fragrance compositions according to the invention are qualitative compared to the individual components (1) and (2) different, original and new.
  • the invention relates to fragrance compositions which contain 90-70% by weight 2-methylene-3- (4-methylcyclohex-3-enyl) butanal (1) and 10-30% by weight Limonaldehyde (2) included.
  • inventive Fragrance compositions in addition to the mandatory Components (1) and (2) a maximum of 5 wt .-% more olfactory effective Components.
  • aldehyde mixtures as fragrances, which are aldehyde mixtures Mixtures is 90-70 wt.% 2-methylene-3- (4-methylcyclohex-3-enyl) butanal and contain 10-30% by weight limonaldehyde
  • the odor profile of the fragrance compositions according to the invention is original and new. In 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.
  • fragrance compositions according to the invention are suitable on the basis of their odor profiles especially for modification and reinforcement well-known compositions. In particular, their should be emphasized Ability to contribute to the refinement of compositions.
  • the usable proportions of the fragrance compositions according to the invention in fragrance compositions range from 0.001 to 70% by weight, in each case based on the entire composition.
  • the fragrance compositions according to the invention as well as compositions of this type can be used both for Perfuming cosmetic preparations such as lotions, creams, shampoos, soaps, Ointments, powders, aerosols, toothpastes, mouthwashes, deodorants as well Extraitparfiimerie be used.
  • Perfuming cosmetic preparations such as lotions, creams, shampoos, soaps, Ointments, powders, aerosols, toothpastes, mouthwashes, deodorants as well Extraitparfiimerie be used.
  • Perfuming technical products as well as detergents and cleaning agents, Fabric softener, textile treatment agent or tobacco.
  • compositions in an olfactory effective amount, especially in a concentration in the range of 0.05 to 2 % By weight, based on the entire product, metered in.
  • these values should do not represent any limit values, since the experienced perfumer also with lower Concentrations achieve effects or with even higher doses can build new complexes.
  • composition K-2 has a significantly fresher green smell of agrumen, which gives the aldehydic flowery base and the harmoniously integrated wood base a beautiful appearance and good diffusivity.
  • composition K-3 also has a fresh, well-radiating agrumen note, but the harmony from the balsamic fund is severely impaired and disturbed by an isolated vanilla note.

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)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP99924838A 1998-05-08 1999-04-29 Riechstoff-zusammensetzungen Expired - Lifetime EP1102832B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19820657 1998-05-08
DE19820657A DE19820657A1 (de) 1998-05-08 1998-05-08 Riechstoff-Zusammensetzungen
PCT/EP1999/002902 WO1999058629A2 (de) 1998-05-08 1999-04-29 Riechstoff-zusammensetzungen

Publications (2)

Publication Number Publication Date
EP1102832A2 EP1102832A2 (de) 2001-05-30
EP1102832B1 true EP1102832B1 (de) 2004-12-22

Family

ID=7867124

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99924838A Expired - Lifetime EP1102832B1 (de) 1998-05-08 1999-04-29 Riechstoff-zusammensetzungen

Country Status (7)

Country Link
US (1) US6451758B1 (es)
EP (1) EP1102832B1 (es)
JP (1) JP2002514681A (es)
DE (2) DE19820657A1 (es)
ES (1) ES2233052T3 (es)
IL (1) IL139484A0 (es)
WO (1) WO1999058629A2 (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2226644T3 (es) * 1999-05-19 2005-04-01 Firmenich S.A. Utilizacion de acetaldehidos sustituidos que tienen un sustituyente ciclico como ingredientes perfumantes.
DE10026004A1 (de) * 2000-05-25 2001-11-29 Cognis Deutschland Gmbh 3,3-Dimethylcyclohexan-Derivate
DE10206771A1 (de) * 2002-02-19 2003-08-28 Cognis Deutschland Gmbh Verwendung von Hexenal-Derivaten als Riechstoffe
DE102005061073B4 (de) * 2005-12-21 2020-10-22 Symrise Ag Parfümkomposition mit 3-(4-Methyl-cyclohex-3-enyl)-butyraldehyd und 1,8-p-Menthadien
GB0622037D0 (en) * 2006-11-04 2006-12-13 Quest Int Serv Bv Novel fragrance compounds
DE502007003130D1 (de) * 2007-01-02 2010-04-29 Symrise Gmbh & Co Kg Mischungen mit 3-(4-Methyl-cyclohex-3-enyl)-butyraldehyd und 2,6-Dimethyl-7-octen-2-ol

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2849642A1 (de) * 1978-11-16 1980-06-04 Henkel Kgaa Neue aldehyde und deren verwendung als riechstoffe
DE2921619C3 (de) * 1979-05-28 1982-05-19 Ruhrchemie Ag, 4200 Oberhausen 2-Methylen-3-(4-methylcyclohex-3-enyl)-butanal und 2-Methylen-3-(4-methylcyclohexyl)-butanal und Verfahren zu ihrer Herstellung
EP0092031B1 (fr) * 1982-04-15 1984-12-27 Firmenich Sa 1(7)-p-Menthène-9-al et son utilisation en tant qu'ingrédient parfumant et aromatisant
US5068363A (en) * 1990-09-27 1991-11-26 International Flavors & Fragrances Inc. Cyclohexenylmethloxabicyclooctanes, processes for preparing same, intermediates used in said processes and organoleptic uses of said cyclohexenylmethloxabicyclooctanes and intermediates therefor

Also Published As

Publication number Publication date
WO1999058629A2 (de) 1999-11-18
JP2002514681A (ja) 2002-05-21
DE19820657A1 (de) 1999-11-11
EP1102832A2 (de) 2001-05-30
DE59911336D1 (de) 2005-01-27
US6451758B1 (en) 2002-09-17
ES2233052T3 (es) 2005-06-01
WO1999058629A3 (de) 2001-03-29
IL139484A0 (en) 2001-11-25

Similar Documents

Publication Publication Date Title
DE60013353T2 (de) Anwendung von substituierten Acetaldehyden mit einem cyclischen Substituent als Riechstoffbestandteile
EP1102832B1 (de) Riechstoff-zusammensetzungen
US6555517B1 (en) Methods of providing a fragrance to a composition and methods of enhancing fragrances using cyclooctadiene hydroformylation products
DE602005003858T2 (de) Verwendung von 2-Methylbenzoesäuremethylester in Parfümzusammensetzungen
DE602005002304T2 (de) Verwendung von 3-(Methoxymethyl)-2-Pentylcyclopenta-Derivaten in Riechstoffkompositionen
DE602004002733T2 (de) Acetonidverbindung als Duft
DE60209664T2 (de) Duftstoffzusammensetzung enthaltend 3-(3-Hexenyl)-2-Cyclopentenon
DE60221331T2 (de) Verwendung von 4-Ethyloctanal in Riech- und Geschmackszusammensetzungen
WO2015117893A1 (en) Flavor and fragrance formulation (vii)
EP1078027B1 (de) Verwendung von bicyclischen aldehyden als riechstoffe
DE69526156T9 (de) Verwendung des 1,3-Undecadien-5-yne als Duftstoff
EP1078026B1 (de) Verwendung von tricyclischen aldehyden als riechstoffe
DE60013513T2 (de) Aliphatische Ester und Ihre Verwendung als Duftstoff
CN1334076A (zh) 含腈的混合物的芳香组合物
DE60217240T2 (de) Verwendung eines Oxims als ein Parfümbestandteil
DE69507382T2 (de) Verwendung einer alkylsubstituierter Pyridine als Riechstoff
EP0975570B1 (de) Phenonketale sowie deren verwendung als riechstoffe
EP2904079B1 (en) Flavor and fragrance formulation (v)
DE60115348T2 (de) Allylether und seine Verwendung als Duftinhaltsstoff
EP2904081B1 (en) Flavor and fragrance formulation (ii)
EP1078028B1 (de) Verwendung von monocyclischen aldehyden als riechstoffe
DE19702279B4 (de) 3,5,5-Trimethylcyclohexanone
EP0302816A2 (de) Verwendung von Campholennitrilen als Riechstoff
DE2849332C2 (de) 5,9-Dimethyl-deca-4,9-dien-1-al und dessen Verwendung
DE2508059A1 (de) Cycloaliphatische ungesaettigte ester als geschmacks- und duftstoffe

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20001026

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): CH DE ES FR GB IT LI NL

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: KAO CORPORATION

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): CH DE ES FR GB IT LI NL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20041222

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20041222

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: NV

Representative=s name: BOVARD AG PATENTANWAELTE

Ref country code: CH

Ref legal event code: EP

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 20041222

REF Corresponds to:

Ref document number: 59911336

Country of ref document: DE

Date of ref document: 20050127

Kind code of ref document: P

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2233052

Country of ref document: ES

Kind code of ref document: T3

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

ET Fr: translation filed
26N No opposition filed

Effective date: 20050923

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20090401

Year of fee payment: 11

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 20090408

Year of fee payment: 11

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20100430

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20100430

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20110715

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110705

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20100430

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20150422

Year of fee payment: 17

Ref country code: GB

Payment date: 20150429

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20150408

Year of fee payment: 17

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 59911336

Country of ref document: DE

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20160429

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20161230

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20161101

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160502

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20160429