EP0051546A2 - Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained - Google Patents
Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained Download PDFInfo
- Publication number
- EP0051546A2 EP0051546A2 EP81420136A EP81420136A EP0051546A2 EP 0051546 A2 EP0051546 A2 EP 0051546A2 EP 81420136 A EP81420136 A EP 81420136A EP 81420136 A EP81420136 A EP 81420136A EP 0051546 A2 EP0051546 A2 EP 0051546A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- compositions
- products
- dimethyloctanamide
- perfumed
- note
- 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
Links
- 239000000203 mixture Substances 0.000 title claims description 28
- 239000012437 perfumed product Substances 0.000 title claims description 4
- 239000000047 product Substances 0.000 title description 11
- 238000004519 manufacturing process Methods 0.000 title description 2
- VHRUBWHAOUIMDW-UHFFFAOYSA-N n,n-dimethyloctanamide Chemical compound CCCCCCCC(=O)N(C)C VHRUBWHAOUIMDW-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000002304 perfume Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 3
- 239000000470 constituent Substances 0.000 claims description 2
- 244000178870 Lavandula angustifolia Species 0.000 description 6
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 6
- 239000001102 lavandula vera Substances 0.000 description 6
- 235000018219 lavender Nutrition 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 4
- 235000006679 Mentha X verticillata Nutrition 0.000 description 3
- 235000002899 Mentha suaveolens Nutrition 0.000 description 3
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- FHJRFIYKPIXQNQ-UHFFFAOYSA-N n,n-diethyloctanamide Chemical compound CCCCCCCC(=O)N(CC)CC FHJRFIYKPIXQNQ-UHFFFAOYSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- 240000000560 Citrus x paradisi Species 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- KLVRKNJSKXACLQ-UHFFFAOYSA-N n,n,2-triethylbutanamide Chemical compound CCC(CC)C(=O)N(CC)CC KLVRKNJSKXACLQ-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- -1 octanoyl halide Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
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-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-diethylamide whose note-although mint is weaker and peppery.
- N, N-diethylcaprylamide has a different note from N, N-diethyl ethyl-2 butanamide. It follows from the above that it is difficult if not impossible for those skilled in the art to predict whether or not a given alkanamide will have a pleasant odor from an olfactory point of view and what the grade will be.
- 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 perfuming compositions, perfumed substances or perfumed finished products, characterized in that an effective amount is added to the usual constituents of these compositions, substances or finished products.
- N N-dimethyloctanamide.
- the present invention also relates to perfuming compositions, perfumed products and substances characterized in that they comprise, as active principle having an influence on the odor, an effective amount of N, N-dimethyloctanamide.
- This formula product in fact exhales a green, fatty, slightly spicy odor associated with a note of jasmine and lavender which is particularly suitable for floral bases, fern or lavender to which it gives a fresh and natural spicy character.
- fragrance compositions mixtures of various ingredients such as solvents, solid or liquid carriers, fixatives, various odorous compounds, etc., in which N, N-dimethyloctanamide is incorporated, which mixtures are used to provide various types of finished products the desired fragrance.
- Perfume bases constitute preferred examples of perfume compositions in which N, N-dimethyloctanamide 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-dimethyloctanamide 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-dimethyloctanamide brings its original note.
- N, N-dimethyloctanamide is a colorless liquid, boiling at 96 ° C under a pressure of 2 mm of mercury, very soluble in the usual organic solvents such as alcohols, ketones, esters or ethers.
- N, N-dimethyloctanamide 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 nature the desired effect at the level of the final product. It goes without saying that in a perfume base the content of N, N-dimethyloctanamide can be very high, for example greater than 50% by weight and can reach 90% by weight while in a perfume, an eau de toilette, a after shave lotion or soap, this content may be much less than 50% by weight.
- the lower limit of the content of N, N-dimethyloctanamide 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-dimethyloctanamide can be prepared without difficulty by reacting an octanoyl halide with dimethylamine in the presence of an alkaline base in aqueous solution (soda or potash).
- N, N-dimethyloctanamide strengthens the floral note by bringing the composition a fresh and spicy character.
- N, N-dimethyloctanamide accentuates the lavender note, brings a flowery and fresh side and attenuates the hard note of the base.
- N, N-dimethyloctanamide brings the composition the natural note of lavender by reducing the composite character of the base.
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)
- Beans For Foods Or Fodder (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Emploi en parfumerie du N,N-diméthyloctanamide.Use in N, N-dimethyloctanamide perfumery.
Description
La présente invention a pour objet un procédé d'obtention de compositions parfumantes et de produits parfumés et les compositions et produits ainsi obtenus.The subject of the present invention is a process for obtaining perfume compositions and perfumed products and the compositions and products thus obtained.
On a déjà proposé l'utilisation de quelques amides d'acides alcanoïques en parfumerie ou dans des compositions répulsives contre les insectes, mais aucun de ces alcanamides ne s'est signalé par des propriétés olfactives originales. Ainsi, EINHORN et al., Ber. 39 1223 (1906) ont rapporté que la N,N-diéthyl éthyl-2 butanamide possède une faible odeur rappelant celle du menthol ; dans le brevet français 1 572 332 on a indiqué que la N,N-diéthyl diméthyl propanamide présente une fragrance de menthe poivrée alors que la N,N-diméthyl éthyl-2 butanamide exhale une senteur de menthe naturelle. Dans le brevet américain 3 909 462 on a attribué à la N-phényl N-méthyl éthyl-2 butanamide une note pamplemousse, recherchée pour l'obtention d'arômes alimentaires, et herbacée rendant ce produit apte à la réalisation de bases pour parfums à note lavande. Enfin A.S. LUTTA et al., Entomol. Obozrenie 45 317-25 (1966) ont noté, dans une étude consacrée aux propriétés répulsives pour les insectes des alcanamides, l'odeur agréable de la N,N-diéthyl octanamide sans toutefois en préciser la note. On a constaté que cette amide possède une note faiblement-épicée relativement banale. En définitive, on constate que les amides des acides alcanoïques en C5-C6 possèdent, à l'exception de la N-phényl N-méthyl éthyl-2 butanamide, des notes menthées plus ou moins communes. En outre, pour un acide donné le caractère de la note varie suivant la nature des substituants présents sur l'atome d'azote sans que le sens de cette variation puisse être prévisible ; c'est ainsi que la N,N-diméthyl éthyl-2 butanamide présente une note menthe naturelle fraîche plus puissante que la N,N-diéthylamide homologue dont la-note bien que menthée est plus faible et poivrée. De son côté la structure de l'acide influence notablement la fragrance de l'amide ; ainsi la N,N-diéthylcaprylamide présente une note différente de la N,N-diéthyl éthyl-2 butanamide. Il résulte de ce qui précède qu'il est difficile sinon impossible pour l'homme de l'art de prévoir si une alcanamide donnée possédera ou non une odeur agréable du point de vue olfactif et quelle en sera la note.The use of a few alkanoic acid amides has already been proposed in perfumery or in insect repellant compositions, but none of these alkanamides has been reported by original olfactory properties. Thus, EINHORN et al., Ber. 39 1223 (1906) reported that N, N-diethyl 2-ethyl-butanamide has a weak odor reminiscent of menthol; in French patent 1,572,332 it has been indicated that N, N-diethyl dimethyl propanamide has a peppermint fragrance while N, N-dimethyl 2-ethyl butanamide exhales a scent of natural mint. In US patent 3,909,462, N-phenyl N-methyl-ethyl-2-butanamide has been assigned a grapefruit note, sought for obtaining food flavors, and herbaceous rendering this product suitable for the production of bases for perfumes with lavender note. Finally AS LUTTA et al., Entomol. Obozrenie 45 317-25 (1966) noted, in a study devoted to repellents for insects of alkanamides, the pleasant odor of N, N-diethyl octanamide without however specifying the note. This amide has been found to have a relatively mundane, slightly spicy note. Ultimately, it is found that 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. In addition, for a given acid the character of the note varies according to the nature of the substituents present on the nitrogen atom without the meaning of this variation being predictable; N, N-dimethyl-2-butanamide thus has a fresh natural mint note more powerful than the homologous N, N-diethylamide whose note-although mint is weaker and peppery. For its part, the structure of the acid notably influences the fragrance of the amide; thus N, N-diethylcaprylamide has a different note from N, N-diethyl ethyl-2 butanamide. It follows from the above that it is difficult if not impossible for those skilled in the art to predict whether or not a given alkanamide will have a pleasant odor from an olfactory point of view and what the grade will be.
L'industrie de la parfumerie est constamment à la recherche de produits qui par l'originalité, le volume et la puissance de leur fragrance puissent conférer aux compositions dans lesquelles elles entrent un caractère tout à fait particulier. La présente invention concerne précisément l'emploi, en parfumerie, d'un tel composé.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.
Plus spécifiquement la présente invention a pour objet un procédé pour l'obtention de compositions parfumantes, de substances parfumées ou de produits finis parfumés caractérisé en ce que l'on ajoute aux constituants usuels de ces compositions, substances ou produits finis, une quantité efficace de N,N-diméthyloctanamide.More specifically, the subject of the present invention is a process for obtaining perfuming compositions, perfumed substances or perfumed finished products, characterized in that an effective amount is added to the usual constituents of these compositions, substances or finished products. N, N-dimethyloctanamide.
La présente invention a encore pour objet des compositions parfumantes, produits et substances parfumés caractérisés en ce qu'ils comportent à titre de principe actif ayant une influence sur l'odeur une quantité efficace de N,N-diméthyloctanamide.The present invention also relates to perfuming compositions, perfumed products and substances characterized in that they comprise, as active principle having an influence on the odor, an effective amount of N, N-dimethyloctanamide.
Ce produit de formule :
Par "compositions parfumantes", on désigne des mélanges de divers ingrédients tels que solvants, supports solides ou liquides, fixateurs, composés odorants divers, etc..., dans lesquels est incorporée la N,N-diméthyloctanamide, lesquels mélanges sont utilisés pour procurer à divers types de produits finis la fragrance recherchée. Les bases pour parfum constituent des exemples préférés de compositions parfumantes dans lesquelles la N,N-diméthyloctanamide peut être avantageusement utilisée. Un autre exemple de compositions dans lesquelles ce composé peut être introduit de façon avantageuse, est représenté par les compositions détergentes usuelles. Ces compositions comprennent généralement un ou plusieurs des ingrédients suivants : agents tensioactifs anioniques, cationiques ou amphotères, agents de blanchiment, azurants optiques, charges diverses, agents antiredéposition. La nature de ces divers composants n'est pas critique et la N,N-diméthyloctanamide peut être ajoutée à tout type de composition détergente. Les eaux de toilettes, les lotions après rasage, les parfums, les savons ou les produits déodorants par exemple sous forme d'aérosols, constituent des exemples de substances ou de produits finis dans lesquels la N,N-diméthyloctanamide apporte sa note originale.By "fragrance compositions" is meant mixtures of various ingredients such as solvents, solid or liquid carriers, fixatives, various odorous compounds, etc., in which N, N-dimethyloctanamide is incorporated, which mixtures are used to provide various types of finished products the desired fragrance. Perfume bases constitute preferred examples of perfume compositions in which N, N-dimethyloctanamide 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. The nature of these various components is not critical and N, N-dimethyloctanamide 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-dimethyloctanamide brings its original note.
La N,N-diméthyloctanamide est un liquide incolore, bouillant à 96°C sous une pression de 2 mm de mercure, très soluble dans les solvants organiques usuels tels que les alcools, les cétones, les esters ou les éthers.N, N-dimethyloctanamide is a colorless liquid, boiling at 96 ° C under a pressure of 2 mm of mercury, very soluble in the usual organic solvents such as alcohols, ketones, esters or ethers.
La teneur des compositions selon 1'invention en : N,N-diméthyloctanamide exprimée en pourcentage en poids dans la composition considérée dépend de la nature de ladite composition (base pour parfum ou eau de toilette par exemple) et de la puissance et de la nature de l'effet recherché au niveau du produit final. Il va de soi que dans une base pour parfum la teneur en N,N-diméthyloctanamide peut être très importante, par exemple supérieure à 50 % en poids et peut atteindre 90 % en poids tandis que dans un parfum, une eau de toilette, une lotion après rasage ou un savon, cette teneur pourra être très inférieure à 50 % en poids. Ainsi la limite inférieure de la teneur en N,N-diméthyloctanamide peut être celle qui provoque une modification perceptible à l'odorat de la fragrance ou de la note du produit fini. Dans certains cas, cette teneur minimale peut être de l'ordre de 0,01 % en poids. On peut évidemment faire appel à des teneurs non comprises dans les limites des teneurs indiquées ci-avant sans pour autant sortir du cadre de la présente invention.The content of the compositions according to the invention in: N, N-dimethyloctanamide 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 nature the desired effect at the level of the final product. It goes without saying that in a perfume base the content of N, N-dimethyloctanamide can be very high, for example greater than 50% by weight and can reach 90% by weight while in a perfume, an eau de toilette, a after shave lotion or soap, this content may be much less than 50% by weight. Thus the lower limit of the content of N, N-dimethyloctanamide may be that which causes a perceptible change in the smell of the fragrance or of the note of the finished product. In certain cases, 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.
La N,N-diméthyloctanamide peut être préparée sans difficulté par réaction d'un halogénure d'octanoyle avec la diméthylamine en présence d'une base alcaline en solution aqueuse (soude ou potasse).N, N-dimethyloctanamide can be prepared without difficulty by reacting an octanoyl halide with dimethylamine in the presence of an alkaline base in aqueous solution (soda or potash).
Les exemples suivants illustrent l'invention et montrent comment elle peut être mise en pratique.The following examples illustrate the invention and show how it can be practiced.
On ajoute 300 g de N,N-diméthyloctanamide à la base florale ci-dessous :
La N,N-diméthyloctanamide renforce la note florale en apportant à la composition un caractère frais et épicé.N, N-dimethyloctanamide strengthens the floral note by bringing the composition a fresh and spicy character.
On ajoute 300 g de N,N-diméthyloctanamide à la base fougère ci-dessous :
La N,N-diméthyloctanamide accentue la note lavande, apporte un côté fleuri et frais et atténue la note dure de la base.N, N-dimethyloctanamide accentuates the lavender note, brings a flowery and fresh side and attenuates the hard note of the base.
On ajoute 300 g de N,N-diméthyloctanamide à la base lavande ci-dessous :
La N,N-diméthyloctanamide apporte à la composition la note naturelle de la lavande en atténuant le caractère composite de la base.N, N-dimethyloctanamide brings the composition the natural note of lavender by reducing the composite character of the base.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT81420136T ATE9713T1 (en) | 1980-09-26 | 1981-09-21 | PROCESSES FOR PREPARING PERFUMED COMPOSITIONS AND PERFUMED PRODUCTS AND COMPOSITIONS AND PRODUCTS OBTAINED IN THE WAY. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8020984 | 1980-09-26 | ||
| FR8020984A FR2490961A1 (en) | 1980-09-26 | 1980-09-26 | PROCESS FOR OBTAINING PERFUMING COMPOSITIONS AND PERFUMED PRODUCTS AND COMPOSITIONS AND PRODUCTS THUS OBTAINED |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0051546A2 true EP0051546A2 (en) | 1982-05-12 |
| EP0051546A3 EP0051546A3 (en) | 1982-09-08 |
| EP0051546B1 EP0051546B1 (en) | 1984-10-03 |
Family
ID=9246439
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP81420136A Expired EP0051546B1 (en) | 1980-09-26 | 1981-09-21 | Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4419282A (en) |
| EP (1) | EP0051546B1 (en) |
| JP (1) | JPS5785313A (en) |
| AT (1) | ATE9713T1 (en) |
| CA (1) | CA1172176A (en) |
| DE (1) | DE3166495D1 (en) |
| FR (1) | FR2490961A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003097001A1 (en) * | 2002-05-16 | 2003-11-27 | The C.P. Hall Company | Methods and compositions employing a dialkyl amide |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5143900A (en) * | 1989-05-19 | 1992-09-01 | Colgate-Palmolive Company | Perfumes containing N-lower alkyl neoalkanamide (s) |
| JP2547957Y2 (en) * | 1991-03-15 | 1997-09-17 | 黒田精工株式会社 | Manifold unit |
| US6231784B1 (en) | 1995-02-16 | 2001-05-15 | Henkel Corporation | Water insoluble composition of an aldoxime extractant and an equilibrium modifier |
| US10188100B2 (en) | 2010-01-11 | 2019-01-29 | Kolazi S. Narayanan | Matrix composition for delivery of hydrophobic actives |
| JP6467414B2 (en) * | 2013-07-12 | 2019-02-13 | ステパン カンパニー | Body cleanser and surfactant blend therefor |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1572332A (en) * | 1968-04-05 | 1969-06-27 | ||
| EP0017604A1 (en) * | 1979-04-02 | 1980-10-15 | Rhone-Poulenc Specialites Chimiques | Process for producing perfuming compositions and perfumed products, and compositions and products so obtained |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3576728A (en) * | 1968-03-20 | 1971-04-27 | Sherwin Williams Co | Electrophoretic coating process |
| US4228044A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal and antiredeposition performance |
-
1980
- 1980-09-26 FR FR8020984A patent/FR2490961A1/en not_active Withdrawn
-
1981
- 1981-09-15 US US06/302,673 patent/US4419282A/en not_active Expired - Fee Related
- 1981-09-21 AT AT81420136T patent/ATE9713T1/en not_active IP Right Cessation
- 1981-09-21 EP EP81420136A patent/EP0051546B1/en not_active Expired
- 1981-09-21 DE DE8181420136T patent/DE3166495D1/en not_active Expired
- 1981-09-25 JP JP56150854A patent/JPS5785313A/en active Granted
- 1981-09-25 CA CA000386680A patent/CA1172176A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1572332A (en) * | 1968-04-05 | 1969-06-27 | ||
| EP0017604A1 (en) * | 1979-04-02 | 1980-10-15 | Rhone-Poulenc Specialites Chimiques | Process for producing perfuming compositions and perfumed products, and compositions and products so obtained |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003097001A1 (en) * | 2002-05-16 | 2003-11-27 | The C.P. Hall Company | Methods and compositions employing a dialkyl amide |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1172176A (en) | 1984-08-07 |
| EP0051546B1 (en) | 1984-10-03 |
| JPS5785313A (en) | 1982-05-28 |
| EP0051546A3 (en) | 1982-09-08 |
| DE3166495D1 (en) | 1984-11-08 |
| US4419282A (en) | 1983-12-06 |
| JPS6160813B2 (en) | 1986-12-23 |
| ATE9713T1 (en) | 1984-10-15 |
| FR2490961A1 (en) | 1982-04-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0180885B1 (en) | Use of a cycloaliphatic carbinol as a perfuming ingredient | |
| EP2566838B1 (en) | Compounds with a woody note | |
| EP0034334B1 (en) | 1,3-dimethyl-but-3-en-1-yl esters, their use as perfuming or aromatizing constituents; perfuming or aromatizing composition containing at least one of these esters | |
| EP0051546B1 (en) | Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained | |
| EP0482385B1 (en) | (2E,4Z,7Z)-ethyl decatrienoate and its use as a perfuming and flavouring ingredient | |
| EP0017604B1 (en) | Process for producing perfuming compositions and perfumed products, and compositions and products so obtained | |
| EP2203417B1 (en) | Substituted octane(ene) nitriles, methods for the synthesis thereof and uses thereof in perfumery | |
| EP0584477A1 (en) | Use of a cyclopentadecenone as a perfuming ingredient | |
| EP0050577B1 (en) | Process for preparing perfuming compositions and perfumed products, and compositions and products so obtained | |
| EP0115278B1 (en) | Use of 1-cyclopentenylacetic acid as perfuming ingredient, perfuming composition containing it and perfumed products | |
| JP5689070B2 (en) | Use of alpha-branched alkenoic acids and alpha-branched alkanoic acids and alkenoic acids as fragrances | |
| EP1069176B1 (en) | Aliphatic esters and their use as perfume ingredients | |
| EP0933420B1 (en) | Use of 2,5,6,-trimethyl-2-heptanol as a perfuming and a flavouring agent | |
| CH636009A5 (en) | USE OF A HYDROXY-ACETYLENIC DERIVATIVE AS A PERFUMING INGREDIENT. | |
| EP0838215B1 (en) | Use of unsaturated aliphatic esters in perfumery | |
| EP0643958B1 (en) | Use in perfumery of optically active isomers of (E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl-)-4-penten-2-ol | |
| WO1992003402A1 (en) | Polycyclic ketone compound and use thereof as perfuming ingredient | |
| EP0056500A2 (en) | 2,2-Dimethyl-propionic acid esters, their use as perfuming agents and composition containing one of them | |
| EP0081699A1 (en) | Alicyclic compounds, their use as perfume or flavouring agents and process for their preparation | |
| EP0052115B1 (en) | Bicyclic compounds and utilization thereof as perfuming agents | |
| EP0045534A1 (en) | Use of phenyl-n-hexyl ketone as a perfuming agent, and perfume compositions containing the same | |
| EP0181475A1 (en) | Unsaturated aliphatic ketone and its use as perfuming ingredient | |
| EP0054316A1 (en) | Lacton compounds, process for their preparation and their use as flavouring or aromatising ingredients | |
| CH680852A5 (en) | New 5-methyl-2-(1'-methyl-2'-propenyl)-4-hexene-1-ol - useful perfume ingredient for perfuming soap, shampoo, detergents, etc. | |
| CH677604A5 (en) | 1-Allyl-3,5,5-tri:methyl-2-cyclohexene-1-ol - used as perfuming ingredient in e.g. perfumes, soaps, shampoos and textile softeners |
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 |
|
| AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT LU NL SE |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT LU NL SE |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: RHONE-POULENC SPECIALITES CHIMIQUES |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: RHONE-POULENC SPECIALITES CHIMIQUES |
|
| 17P | Request for examination filed |
Effective date: 19820924 |
|
| ITF | It: translation for a ep patent filed |
Owner name: BARZANO' E ZANARDO MILANO S.P.A. |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
| REF | Corresponds to: |
Ref document number: 9713 Country of ref document: AT Date of ref document: 19841015 Kind code of ref document: T |
|
| REF | Corresponds to: |
Ref document number: 3166495 Country of ref document: DE Date of ref document: 19841108 |
|
| 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 |
|
| 26N | No opposition filed | ||
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19910723 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19910806 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: SE Payment date: 19910906 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19910912 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 19910926 Year of fee payment: 11 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19910927 Year of fee payment: 11 |
|
| ITTA | It: last paid annual fee | ||
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19910930 Year of fee payment: 11 Ref country code: DE Payment date: 19910930 Year of fee payment: 11 Ref country code: CH Payment date: 19910930 Year of fee payment: 11 |
|
| EPTA | Lu: last paid annual fee | ||
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19920921 Ref country code: GB Effective date: 19920921 Ref country code: AT Effective date: 19920921 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19920922 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Effective date: 19920930 Ref country code: CH Effective date: 19920930 Ref country code: BE Effective date: 19920930 |
|
| BERE | Be: lapsed |
Owner name: RHONE-POULENC SPECIALITES CHIMIQUES Effective date: 19920930 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19930401 |
|
| NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
| GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19920921 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19930528 |
|
| 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: DE Effective date: 19930602 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
| EUG | Se: european patent has lapsed |
Ref document number: 81420136.4 Effective date: 19930406 |