EP0017604A1 - Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte - Google Patents

Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte Download PDF

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Publication number
EP0017604A1
EP0017604A1 EP80420040A EP80420040A EP0017604A1 EP 0017604 A1 EP0017604 A1 EP 0017604A1 EP 80420040 A EP80420040 A EP 80420040A EP 80420040 A EP80420040 A EP 80420040A EP 0017604 A1 EP0017604 A1 EP 0017604A1
Authority
EP
European Patent Office
Prior art keywords
compositions
products
note
ethyl
perfumed
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
EP80420040A
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English (en)
French (fr)
Other versions
EP0017604B1 (de
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 Industries SA
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 Industries SA, Rhone Poulenc Specialites Chimiques filed Critical Rhone Poulenc Industries SA
Priority to AT80420040T priority Critical patent/ATE650T1/de
Publication of EP0017604A1 publication Critical patent/EP0017604A1/de
Application granted granted Critical
Publication of EP0017604B1 publication Critical patent/EP0017604B1/de
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.
  • the amides of C 5 -C 6 alkanoic acids have, with the exception of N-phenyl N-methyl ethyl-2 butanamide, more or less common minty notes.
  • 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.
  • N, N'-diethylcaprylamide 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 is added to the usual constituents of these compositions, substances or products of N, N-diethyl ethyl-2 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 fragrance associating 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.
  • perfumers in which N, N-diethyl ethyl-2 hexanamide can be advantageously used.
  • Another example of compositions in which this compound can be advantageously introduced, is represented by the usual detergent compositions.
  • compositions generally comprise one or more of the following ingredients: anionic, cationic or amphoteric surfactants, bleaching agents, optical brighteners, various fillers, anti-redeposition agents.
  • anionic, cationic or amphoteric surfactants e.g., sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate, sodium bicarbonate
  • 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 limit 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 of 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.
  • N, N-diethyl 2-ethylhexanamide can be prepared without difficulty by reaction of a 2-ethylhexanoyl halide with diethylamine in the presence of an alkaline base in aqueous solution (soda or potash).
  • the DEH brings in this floral base a finely flowery, rosy note by exhaling the absolute of rose and by giving the jasmine note a remarkable natural character.
  • a peppery base was prepared having the following composition:
  • 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 of its floral note, to the heady and rising of eucalyptus and to the dewy note of lilac.
  • the DEH used in the previous examples is a colorless liquid, with a boiling point of 87 ° C. under a pressure of 1.5 mm of mercury; its density at 20 ° C is 0.869 and its refractive index of 1.447.
  • This product was obtained as follows:
  • N, N-diethyl ethyl-2 hexanamide attenuates the artificial character of the base and brings to the composition the natural note of the ripe lemon skin.

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)
  • 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 Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte Expired EP0017604B1 (de)

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
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
FR7908693 1979-04-02

Publications (2)

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

Family

ID=9224023

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80420040A Expired EP0017604B1 (de) 1979-04-02 1980-03-27 Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte

Country Status (7)

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

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0039032A2 (de) * 1980-04-28 1981-11-04 Henkel Kommanditgesellschaft auf Aktien Verwendung von 3,5,5-Trimethylhexansäureamiden als Riechstoffe, sowie diese enthaltende Riechstoffkompositionen
EP0050577A2 (de) * 1980-09-26 1982-04-28 Rhone-Poulenc Specialites Chimiques Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte
EP0051546A2 (de) * 1980-09-26 1982-05-12 Rhone-Poulenc Specialites Chimiques Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US5143900A (en) * 1989-05-19 1992-09-01 Colgate-Palmolive Company Perfumes containing N-lower alkyl neoalkanamide (s)
EP0651051A3 (de) * 1993-10-29 1996-02-28 Clorox Co Auf Hypochloriten basierender gelförmiger Reiniger.
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

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1572332A (de) * 1968-04-05 1969-06-27
FR2180942A1 (de) * 1972-04-18 1973-11-30 Wilkinson Sword Ltd

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE788461A (fr) * 1971-09-06 1973-03-06 Givaudan & Cie Sa Nouvelle substance odoriferante et aromatisante
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1572332A (de) * 1968-04-05 1969-06-27
FR2180942A1 (de) * 1972-04-18 1973-11-30 Wilkinson Sword Ltd

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0039032A2 (de) * 1980-04-28 1981-11-04 Henkel Kommanditgesellschaft auf Aktien Verwendung von 3,5,5-Trimethylhexansäureamiden als Riechstoffe, sowie diese enthaltende Riechstoffkompositionen
EP0039032A3 (de) * 1980-04-28 1982-09-15 Henkel Kommanditgesellschaft auf Aktien Verwendung von 3,5,5-Trimethylhexansäureamiden als Riechstoffe, sowie diese enthaltende Riechstoffkompositionen
EP0050577A2 (de) * 1980-09-26 1982-04-28 Rhone-Poulenc Specialites Chimiques Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte
EP0051546A2 (de) * 1980-09-26 1982-05-12 Rhone-Poulenc Specialites Chimiques Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte
EP0050577A3 (en) * 1980-09-26 1982-09-08 Rhone-Poulenc Specialites Chimiques Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained
EP0051546A3 (en) * 1980-09-26 1982-09-08 Rhone-Poulenc Specialites Chimiques Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained

Also Published As

Publication number Publication date
JPS55133307A (en) 1980-10-17
ATE650T1 (de) 1982-02-15
CA1146075A (fr) 1983-05-10
FR2452921A1 (fr) 1980-10-31
US4301021A (en) 1981-11-17
EP0017604B1 (de) 1982-02-03
JPS6341366B2 (de) 1988-08-17
FR2452921B1 (de) 1982-07-02
DE3060171D1 (en) 1982-03-11

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