EP0017604B1 - Procédé d'obtention de compositions parfumantes et de produits parfumés et compositions et produits ainsi obtenus - Google Patents

Procédé d'obtention de compositions parfumantes et de produits parfumés et compositions et produits ainsi obtenus Download PDF

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Publication number
EP0017604B1
EP0017604B1 EP80420040A EP80420040A EP0017604B1 EP 0017604 B1 EP0017604 B1 EP 0017604B1 EP 80420040 A EP80420040 A EP 80420040A EP 80420040 A EP80420040 A EP 80420040A EP 0017604 B1 EP0017604 B1 EP 0017604B1
Authority
EP
European Patent Office
Prior art keywords
compositions
perfumed
products
diethyl
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.)
Expired
Application number
EP80420040A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0017604A1 (fr
Inventor
Claude Breant
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.)
Rhone Poulenc Specialites Chimiques
Original Assignee
Rhone Poulenc Specialites Chimiques
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 Rhone Poulenc Specialites Chimiques filed Critical Rhone Poulenc Specialites Chimiques
Priority to AT80420040T priority Critical patent/ATE650T1/de
Publication of EP0017604A1 publication Critical patent/EP0017604A1/fr
Application granted granted Critical
Publication of EP0017604B1 publication Critical patent/EP0017604B1/fr
Expired 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
    • C11B9/0007—Aliphatic compounds

Definitions

  • the subject of the present invention is a process for obtaining perfume compositions and perfumed products and the compositions and products thus obtained.
  • N, N-dimethyl-2-butanamide thus has a fresh natural mint note more powerful than the homologous N, N-ethyl amide whose note, although mint is weaker and peppery.
  • the structure of the acid notably influences the fragrance of the amide; thus N.N'-diethyicapryiamide has a different note from N, N-diethyl ethyl-2 butanamide.
  • the perfume industry is constantly looking for products which, through the originality, volume and power of their fragrance, can give the compositions in which they come in a very special character.
  • the present invention relates precisely to the use, in perfumery, of such a compound.
  • the subject of the present invention is a process for obtaining perfume compositions, perfumed substances or perfumed finished products, characterized in that an effective amount of N, N-2-ethyl diethyl hexanamide.
  • the present invention also relates to perfuming compositions, perfumed products and substances characterized in that they contain, as active principle having an influence on the odor, an effective amount of N, N-diethyl ethyl-2-hexanamide.
  • This formula product in fact exhales an original perfume combining notes of rose thorn, eucaplyptus curve with a slightly peppery jasmine fragrance.
  • the powerful, diffusive and voluminous character of its odor gives it a considerable and unique interest in the creation of compositions for perfumery in which it can be used as a single perfume or in combination with other compounds with different notes.
  • fragment compositions mixtures of various ingredients such as solvents, solid or liquid carriers, fixatives, various odorous compounds, etc., in which N, N-2-ethyl-2-ethylhexanamide is incorporated, which mixtures are used to provide various types of finished products with the desired fragrance.
  • Perfume bases constitute preferred examples of perfume compositions in which N, N-2-ethyl-2-ethylhexanamide can be advantageously used.
  • Another example of compositions in which this compound can be advantageously introduced is represented by the usual detergent compositions. These compositions generally comprise one or more of the following ingredients: anionic, cationic or amphoteric surfactants, bleaching agents, optical brighteners, various fillers, anti-redeposition agents.
  • N, N-diethyl ethyl-2 hexanamide can be added to any type of detergent composition.
  • Toilet waters, aftershave lotions, perfumes, soaps or deodorant products, for example in the form of aerosols, constitute examples of substances or finished products in which N, N-diethyl ethyl-2-hexanamide provides original note.
  • N, N-diethyl-ethyl 2-hexanamide is a colorless liquid, boiling at 87 ° C under a pressure of 1.5 mm of mercury, very soluble in the usual organic solvents such as alcohols, ketones, esters or ethers.
  • N, N-2-ethyl-ethyl hexanamide expressed as a percentage by weight in the composition considered depends on the nature of said composition (base for perfume or eau de toilette for example) and on the power and the nature of the desired effect at the level of the final product. It goes without saying that in a perfume base the content of N, N-diethyl ethyl-2 hexanamide can be very high, for example greater than 50% by weight and can reach 90% by weight while in a perfume, a water toiletries, after shave lotion or soap, this content may be much less than 50% by weight.
  • the lower lirnite of the content of N, N-diethyl ethyl-2 hexanamide may be that which causes a perceptible change in the smell of the fragrance or the note of the finished product.
  • this minimum content can be of the order of 0.01% by weight. It is obviously possible to use contents which are not within the limits of the contents indicated above without departing from the scope of the present invention.
  • the N, N-diethyl-ethyl-2 hexanamide can be prepared without difficulty by reaction of a halide of ethyl-2-hexanoyl with diethylamine in the presence of an alkaline base in aqueous solution (sodium hydroxide or potassium hydroxide).
  • the DEH brings in this floral base a finely flowery, pinkish note by exhaling the absolute of rose and giving the jasmine note a remarkable natural character.
  • a peppery base having the following composition was prepared:
  • the DEH exhales in this composition the apparent concentration of the peppery note by adding to it a galbule note of eucalyptus and peppery rosebud.
  • the DEH gives this base an exceptional character of lilac bouquet linked to the natural freshness from its flowery note, to the heady and rising note of eucalyptus and the dewy note of lilac.
  • N, N-diethyl ethyl-2 hexanamide attenuates the artificial character of the base and brings to the composition the natural note of the skin of the ripe lemon.

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)
  • Cosmetics (AREA)
  • Fats And Perfumes (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Beans For Foods Or Fodder (AREA)
EP80420040A 1979-04-02 1980-03-27 Procédé d'obtention de compositions parfumantes et de produits parfumés et compositions et produits ainsi obtenus Expired EP0017604B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80420040T ATE650T1 (de) 1979-04-02 1980-03-27 Verfahren zur herstellung parfuemierender zusammensetzungen und parfuemierter produkte und so erhaltene zusammensetzungen und produkte.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7908693 1979-04-02
FR7908693A FR2452921A1 (fr) 1979-04-02 1979-04-02 Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus

Publications (2)

Publication Number Publication Date
EP0017604A1 EP0017604A1 (fr) 1980-10-15
EP0017604B1 true EP0017604B1 (fr) 1982-02-03

Family

ID=9224023

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80420040A Expired EP0017604B1 (fr) 1979-04-02 1980-03-27 Procédé d'obtention de compositions parfumantes et de produits parfumés et compositions et produits ainsi obtenus

Country Status (7)

Country Link
US (1) US4301021A (enrdf_load_stackoverflow)
EP (1) EP0017604B1 (enrdf_load_stackoverflow)
JP (1) JPS55133307A (enrdf_load_stackoverflow)
AT (1) ATE650T1 (enrdf_load_stackoverflow)
CA (1) CA1146075A (enrdf_load_stackoverflow)
DE (1) DE3060171D1 (enrdf_load_stackoverflow)
FR (1) FR2452921A1 (enrdf_load_stackoverflow)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3016288A1 (de) * 1980-04-28 1981-11-12 Henkel KGaA, 4000 Düsseldorf Verwendung von 3,5,5,-trimethylhexansaeureamiden als richstoffe sowie diese enthaltende richstoffkompositionen
US4331550A (en) * 1980-07-17 1982-05-25 International Flavors & Fragrances Inc. Carboamidoalkyl norbornanes and organoleptic use in detergents
US4331570A (en) * 1980-07-17 1982-05-25 International Flavors & Fragrances Inc. Carboamidoalkyl norbornanes and organoleptic use in perfumes
FR2490961A1 (fr) * 1980-09-26 1982-04-02 Rhone Poulenc Ind Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus
FR2490962A1 (fr) * 1980-09-26 1982-04-02 Rhone Poulenc Ind Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus
US5143900A (en) * 1989-05-19 1992-09-01 Colgate-Palmolive Company Perfumes containing N-lower alkyl neoalkanamide (s)
EP0651051A3 (en) * 1993-10-29 1996-02-28 Clorox Co Hypochlorite based gel cleaner.
US7632972B2 (en) * 2003-10-30 2009-12-15 The Board Of Trustees Of The University Of Illionis Compounds and methods for treatment of cancer and modulation of programmed cell death for melanoma and other cancer cells

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1572332A (enrdf_load_stackoverflow) * 1968-04-05 1969-06-27
BE788461A (fr) * 1971-09-06 1973-03-06 Givaudan & Cie Sa Nouvelle substance odoriferante et aromatisante
GB1421743A (en) * 1972-04-18 1976-01-21 Wilkinson Sword Ltd Ingestible topical and other compositions
GB1434728A (en) * 1972-09-27 1976-05-05 Wilkinson Sword Ltd Compositions and articles containing phospine oxides having a physiological cooling effect and phosphine oxides for use therein

Also Published As

Publication number Publication date
ATE650T1 (de) 1982-02-15
DE3060171D1 (en) 1982-03-11
JPS6341366B2 (enrdf_load_stackoverflow) 1988-08-17
FR2452921A1 (fr) 1980-10-31
EP0017604A1 (fr) 1980-10-15
JPS55133307A (en) 1980-10-17
US4301021A (en) 1981-11-17
FR2452921B1 (enrdf_load_stackoverflow) 1982-07-02
CA1146075A (fr) 1983-05-10

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