EP0051546B1 - 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 PDFInfo
- Publication number
- EP0051546B1 EP0051546B1 EP81420136A EP81420136A EP0051546B1 EP 0051546 B1 EP0051546 B1 EP 0051546B1 EP 81420136 A EP81420136 A EP 81420136A EP 81420136 A EP81420136 A EP 81420136A EP 0051546 B1 EP0051546 B1 EP 0051546B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compositions
- perfumed
- products
- dimethyloctanamide
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 239000000047 product Substances 0.000 title description 11
- 239000012437 perfumed product Substances 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- VHRUBWHAOUIMDW-UHFFFAOYSA-N n,n-dimethyloctanamide Chemical compound CCCCCCCC(=O)N(C)C VHRUBWHAOUIMDW-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000003205 fragrance Substances 0.000 claims abstract description 8
- 239000004615 ingredient Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000002304 perfume Substances 0.000 description 8
- 244000178870 Lavandula angustifolia Species 0.000 description 6
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 6
- 239000001102 lavandula vera Substances 0.000 description 6
- 235000018219 lavender Nutrition 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 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
- 150000001875 compounds Chemical class 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000007788 liquid 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
- GBSXCHLYXIBMCZ-UHFFFAOYSA-N 2-ethyl-n,n-dimethylbutanamide Chemical compound CCC(CC)C(=O)N(C)C GBSXCHLYXIBMCZ-UHFFFAOYSA-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
- 241001415961 Gaviidae Species 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
- 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
- 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
- 150000004820 halides Chemical class 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
- 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
- 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
- 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 ompositions 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 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 note 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.
- N, N-dimethyloctanamide is a colorless liquid, boiling at 96 ° C under a pressure of 266 Pa, 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 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-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 octanuclei halide with dimethylamine in the presence of an alkaline base in aqueous solution (soda or potash).
- aqueous solution sodium octanuclei halide
- the following examples illustrate the invention and show how it can be practiced.
- 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.
Claims (2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT81420136T ATE9713T1 (de) | 1980-09-26 | 1981-09-21 | 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 |
---|---|---|---|
FR8020984 | 1980-09-26 | ||
FR8020984A FR2490961A1 (fr) | 1980-09-26 | 1980-09-26 | Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0051546A2 EP0051546A2 (de) | 1982-05-12 |
EP0051546A3 EP0051546A3 (en) | 1982-09-08 |
EP0051546B1 true EP0051546B1 (de) | 1984-10-03 |
Family
ID=9246439
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP81420136A Expired EP0051546B1 (de) | 1980-09-26 | 1981-09-21 | Verfahren zur Herstellung parfümierender Zusammensetzungen und parfümierter Produkte und so erhaltene Zusammensetzungen und Produkte |
Country Status (7)
Country | Link |
---|---|
US (1) | US4419282A (de) |
EP (1) | EP0051546B1 (de) |
JP (1) | JPS5785313A (de) |
AT (1) | ATE9713T1 (de) |
CA (1) | CA1172176A (de) |
DE (1) | DE3166495D1 (de) |
FR (1) | FR2490961A1 (de) |
Families Citing this family (6)
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 (ja) * | 1991-03-15 | 1997-09-17 | 黒田精工株式会社 | マニホールドユニット |
US6231784B1 (en) | 1995-02-16 | 2001-05-15 | Henkel Corporation | Water insoluble composition of an aldoxime extractant and an equilibrium modifier |
US20030215472A1 (en) * | 2002-05-16 | 2003-11-20 | Bonda Craig A | Methods and compositions employing a dialkyl amide |
US10188100B2 (en) | 2010-01-11 | 2019-01-29 | Kolazi S. Narayanan | Matrix composition for delivery of hydrophobic actives |
JP6467414B2 (ja) * | 2013-07-12 | 2019-02-13 | ステパン カンパニー | 身体用洗浄剤およびそのための界面活性剤ブレンド |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3576728A (en) * | 1968-03-20 | 1971-04-27 | Sherwin Williams Co | Electrophoretic coating process |
FR1572332A (de) * | 1968-04-05 | 1969-06-27 | ||
US4228044A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal and antiredeposition performance |
FR2452921A1 (fr) * | 1979-04-02 | 1980-10-31 | Rhone Poulenc Ind | Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus |
-
1980
- 1980-09-26 FR FR8020984A patent/FR2490961A1/fr 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/de not_active IP Right Cessation
- 1981-09-21 EP EP81420136A patent/EP0051546B1/de not_active Expired
- 1981-09-21 DE DE8181420136T patent/DE3166495D1/de not_active Expired
- 1981-09-25 JP JP56150854A patent/JPS5785313A/ja active Granted
- 1981-09-25 CA CA000386680A patent/CA1172176A/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CA1172176A (fr) | 1984-08-07 |
JPS5785313A (en) | 1982-05-28 |
EP0051546A3 (en) | 1982-09-08 |
EP0051546A2 (de) | 1982-05-12 |
DE3166495D1 (en) | 1984-11-08 |
US4419282A (en) | 1983-12-06 |
JPS6160813B2 (de) | 1986-12-23 |
ATE9713T1 (de) | 1984-10-15 |
FR2490961A1 (fr) | 1982-04-02 |
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