DE903258C - Fragrance mixture - Google Patents

Fragrance mixture

Info

Publication number
DE903258C
DE903258C DEL11441D DEL0011441D DE903258C DE 903258 C DE903258 C DE 903258C DE L11441 D DEL11441 D DE L11441D DE L0011441 D DEL0011441 D DE L0011441D DE 903258 C DE903258 C DE 903258C
Authority
DE
Germany
Prior art keywords
camphylcyclohexane
oil
parts
oxy
oxo
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
DEL11441D
Other languages
German (de)
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.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Priority to DEL11441D priority Critical patent/DE903258C/en
Application granted granted Critical
Publication of DE903258C publication Critical patent/DE903258C/en
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

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  • 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)

Description

Riechstoffgemisch Es ist bekannt, durch katalytische Hochdruckhydrierung von aus Phenolen mit Terpenen in Gegenwart eines Kondensationsmittels herstellbaren Terpenphenolen hochsiedende farblose Produkte zu erzeugen bzw. diese durch nachfolgende Dehydrierung in die entsprechenden Ketone überzuführen.Fragrance Mixture It is known by catalytic high pressure hydrogenation can be prepared from phenols with terpenes in the presence of a condensing agent Terpene phenols to produce high-boiling colorless products or these by subsequent Convert dehydration into the corresponding ketones.

Wie nun gefunden wurde, eignen sich diese Verbindungen infolge ihres sandelholzähnlichen Eigengeruchs, ihres hohen Siedepunktes sowie ihrer hervorragenden Haftfestigkeit als Riechstoffe bzw. Fixateure in Riechstoffkompositionen. Durch Kombination dieser Verbindungen und unter Mitverwendung anderer Riechstoffe läßt sich dann eine Reihe von Gemischen erhalten, die als Austauschstoffe für tropische ätherische Öle benutzt werden kann.As has now been found, these compounds are suitable because of their sandalwood-like odor, its high boiling point and its excellent Adhesion strength as fragrances or fixators in fragrance compositions. By Combination of these compounds and with the use of other fragrances leaves A number of mixtures are then obtained which can be used as substitutes for tropical essential oils can be used.

Die Verwendung der genannten neuen Stoffe ist aus den folgenden Beispielen ersichtlich.The use of the named new substances is from the following examples evident.

Beispiel z Das aus o-Kresol mit Camphen in Gegenwart von Borfluorid-Eisessig durch mehrstündiges Erhitzen auf zoo° kondensierte und anschließend durch katalytische Hydrierung gewonnene z-Oxy-2-methyl-q.-camphylcyclohexan vom Kp, bi, 5 = 172 bis z78° besitzt einen sehr angenehmen, stark anhaftenden Sandelholzgeruch, jedoch ohne die dem echten Sandelholz eigene etwas urinartige Note. Example z The z-oxy-2-methyl-q.-camphylcyclohexane of bp, bi, 5 = 172 to z78, condensed from o-cresol with camphene in the presence of boron fluoride-glacial acetic acid by heating to zoo ° for several hours and then obtained by catalytic hydrogenation ° has a very pleasant, strongly adhering sandalwood odor, but without the urine-like note inherent in real sandalwood.

Das durch Dehydrierung daraus erhältliche i-Oxo-2-methyl-q.-camphylcyclohexan hat einen wesentlich intensiveren Sandelholzgeruch. Sandel i-Oxy-2-methyl-q-camphyleyclohexan ... 16,o Teile i-Oxo-2-methyl-q.-camphylcyclohexan ... 4,0 - Copaivaöl ............................ 2o,o - Cedernholzöl ......................... 30,0 - Geranium Bourbon ................... 3,0 - ß-Jonon ............................. 2,0 - Heliotropin .......................... 5,o - Geraniol ............................. 2o,o - ioo,o Teile Beispiel 2 Die in Beispiel i angegebenen Verbindungen lassen sich auch zur Herstellung folgender Kompositionen verwenden: Bouquet i-Oxy-2-methyl-q.-camphylcyclohexan ... 24,o Teile i-Oxo-2-methyl-4-camphylcyclohexan ... 6,o - Cedernholzöl ......................... 15,0 - Copaivaöl ............................ 6,o - Rose bulg. ........................... 3,0 - Geranium Bourbon ................... 8,o - Costusöl ............................. 2,0 - Iris concret .......................... 2,o - Resinoid Iris ......................... 4,0 - Resinoid Benzoe...................... 7,o - Resinoid Styrax ...................... 6,o - Macisöl .............................. 3,0 - Nelkenöl............................. 5,o - Patchouliöl .......................... 5,o _ Olibanuöl ............................ 4,0 - Ioo,o Teile Beispiel 3 Das analog dem in Beispiel i angedeuteten Weg aus Phenol und Camphen durch nachfolgende Hydrierung gewonnene i-Oxy-4-camphyleyclohexan vom Kp4 l,i, 5 = 175 bis i8o° bzw. das hieraus durch Oxydation entstehende i-Oxo-4-camphylcyclohexan vom Kp4 bis ;, = 16o bis Z65° wird zur Herstellung folgender Komposition angewandt: Opoponax i-Oxy-¢-camphylcyclohexan . . . . . . . . . . . . 20,0 Teile i-Oxo-4-camphylcyclohexan ... . . ... . . . . io,o - Bergamottöl ......................... io,o - Heliotropin .......................... 7,5 - Resinoid Myrrhe ..................... 2,5 - Cumarin ............................. 2,o - Dimethylhydrochinon ................. 3,0 - Terpinylacetat........................ 10,0 - Geraniumöl Bourbon .................. 3,0 - Moschus Ambrette ................ . ... i,o - Moschus Xylol ........... » ........... i,o - ß-Jonon ............... « ............. 2,0 - Geraniol ............................. 28,o - ioo,o Teile Beispiel q.The i-oxo-2-methyl-q.-camphylcyclohexane obtainable therefrom by dehydration has a much more intense sandalwood odor. Sandal i-Oxy-2-methyl-q-camphyleyclohexane ... 16, o parts i-Oxo-2-methyl-q.-camphylcyclohexane ... 4.0 - Copaiva oil ............................ 2o, o - Cedarwood oil ......................... 30.0 - Geranium Bourbon ................... 3.0 - ß-Jonon ............................. 2.0 - Heliotropin .......................... 5, o - Geraniol ............................. 2o, o - ioo, o parts Example 2 The compounds given in Example i can also be used to prepare the following compositions: Bouquet i-Oxy-2-methyl-q.-camphylcyclohexane ... 24, o parts i-Oxo-2-methyl-4-camphylcyclohexane ... 6, o - Cedar wood oil ......................... 15.0 - Copaiva oil ............................ 6, o - Rose bulg. ........................... 3.0 - Geranium Bourbon ................... 8, o - Costus oil ............................. 2.0 - Iris concrete .......................... 2, o - Resinoid Iris ......................... 4.0 - Resinoid Benzoin ...................... 7, o - Resinoid Styrax ...................... 6, o - Macis oil .............................. 3.0 - Clove oil ............................. 5, o - Patchouli oil .......................... 5, o _ Olibanuöl ............................ 4.0 - Ioo, o parts Example 3 The i-oxy-4-camphyleyclohexane obtained from phenol and camphene by subsequent hydrogenation analogously to the route indicated in example i, having a bp.4 l, i, 5 = 175 to 18o ° or the i-oxo-4- resulting therefrom by oxidation camphylcyclohexane from bp4 to;, = 16o to Z65 ° is used to produce the following composition: Opoponax i-Oxy- ¢ -camphylcyclohexane. . . . . . . . . . . . 20.0 parts i-Oxo-4-camphylcyclohexane .... . ... . . . io, o - Bergamot oil ......................... io, o - Heliotropin .......................... 7.5 - Resinoid myrrh ..................... 2.5 - Coumarin ............................. 2, o - Dimethylhydroquinone ................. 3.0 - Terpinylacetate ........................ 10.0 - Geranium oil Bourbon .................. 3.0 - Musk ambrette ................. ... i, o - Musk xylene ........... »........... i, o - ß-Jonon ............... «............. 2.0 - Geraniol ............................. 28, o - ioo, o parts Example q.

Die in Beispiel 3 angegebenen Verbindungen dienen zur Herstellung folgender Komposition Moschus i-Oxy-4-camphylcyclohexan . . . . . . . . . . . . 3o,o Teile i-Oxo-4-camphylcyclohexan ... . . . ... .. . io,o - Saliamyl............................. i5,o - Citronellöl Java ............... « . ..... 5,o - Diphenyläther ........................ 5,o - Moschus Xylol ....................... 2,5 - Geraniol ............................. 15,0 - Benzylacetat ......................... 7,5 - Veilchenharz ......................... io,o - ioo,o Teile The compounds given in Example 3 are used to prepare the following composition musk i-Oxy-4-camphylcyclohexane. . . . . . . . . . . . 3o, o parts i-Oxo-4-camphylcyclohexane .... . . ... ... io, o - Saliamyl ............................. i5, o - Citronella Oil Java ............... «. ..... 5, o - Diphenyl ether ........................ 5, o - Musk xylene ....................... 2.5 - Geraniol ............................. 15.0 - Benzyl acetate ......................... 7.5 - Violet resin ......................... io, o - ioo, o parts

Claims (1)

PATENTANSPRUCH: Riechstoffgemische, gekennzeichnet durch einen Gehalt an Terpencyclohexanolen und/oder Terpencyclohexanonen, die aus Terpenphenolen durch nachfolgende Kernhydrierung bzw. und Oxydation der dabei gebildeten Cyclohexanole erhalten wurden. PATENT CLAIM: Fragrance mixtures, characterized by a content of terpene cyclohexanols and / or terpene cyclohexanones, which were obtained from terpene phenols by subsequent nuclear hydrogenation and / or oxidation of the cyclohexanols formed in the process.
DEL11441D 1942-11-24 1942-11-24 Fragrance mixture Expired DE903258C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEL11441D DE903258C (en) 1942-11-24 1942-11-24 Fragrance mixture

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEL11441D DE903258C (en) 1942-11-24 1942-11-24 Fragrance mixture

Publications (1)

Publication Number Publication Date
DE903258C true DE903258C (en) 1954-02-04

Family

ID=7258849

Family Applications (1)

Application Number Title Priority Date Filing Date
DEL11441D Expired DE903258C (en) 1942-11-24 1942-11-24 Fragrance mixture

Country Status (1)

Country Link
DE (1) DE903258C (en)

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