DE705395C - Fragrance mixtures - Google Patents

Fragrance mixtures

Info

Publication number
DE705395C
DE705395C DEI63128D DEI0063128D DE705395C DE 705395 C DE705395 C DE 705395C DE I63128 D DEI63128 D DE I63128D DE I0063128 D DEI0063128 D DE I0063128D DE 705395 C DE705395 C DE 705395C
Authority
DE
Germany
Prior art keywords
fragrance mixtures
parts
mixtures
bodies
oil
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
DEI63128D
Other languages
German (de)
Inventor
Dr Albert Weissenborn
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI63128D priority Critical patent/DE705395C/en
Application granted granted Critical
Publication of DE705395C publication Critical patent/DE705395C/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)
  • Cosmetics (AREA)
  • Fats And Perfumes (AREA)

Description

Riechstoffgemische Keta.le, erhalten durch Kondensation von Brenzkatechin mit z. B. Aceton. sind aus Recueil des Travaux Chimiques des Pays-Bas, i935, Seite 995 u. ff., bekanntgeworden; auf (=rund ihres niederen Siedepunktes und ihres stark an aromatische Kohlunwasserstotfe er- innernden Geruchstones kommen die dort genannten Betale für Riechstoffzwecke nicht in Frage. Es ist bereits vorgeschla--en wor- den, solche Ketale des Brenzkatechins, welche ilii Ketonrest mindestens (I bis höchstens aliphatisch gebundene C-Atonie enthalten, für die Herstellung von Riechstoffgeinischen zu verwenden. Es wurde nun gefunden, daß auch Ketale von Homeloben des Brenzkatechins für die licrsteiituib von Riechsto$igemischen brauch- bar sind; dabei ist man nicht daran gebunden, daß im Kctonrest mindestens 6 C-Atome vor- handen sind. Im Gegensatz zu den literatur- bekannten Ketalen besitzen diese einen -e- nügend hohen Siedeptnikt und stellen aus- gesprochen wertvolle Geruchskörper dar. Man er- hält diese Körper, «-enn man in bekannterWeise entweder all-y-1- oder cycloalky>lsul)stituierte Brenzkatechine mit Keton umsetzt oder in Brenzhatechinhetale Alkyl- oder Cy-,-_loalkyi- el: tippen in deii Kern einführt. Die 5. erbin- dungen Izötinet_ als Ersatz des natiirlich;n Ambras in einschlägigen Mischungen mit Er- folg benutzt «-erden, ferner lassen sich durch Abänderung der Seitenketten und des Betons Körper mit den verschiedensten Geruchstönen herstellen. So kann man attf:;er Körpern, die ambraähnlieh riechen, auch z. B. Verbindun- gUn geWilineli, die einen Geruch wie echtes Opoponai oder Lahd@intim haben. In der nachstehenden Zusammenstellung ist eine Reihe von solchen Körpern beispielsweise aufgeführt. Tertiärl)tityll>renzkatecliindimetliy-lketal ...... . . .... Kp. 112 bis z15°, 4 bis 5 mm, Isoliexylbrenzkatecliindinietliylketal................ Kp. 122 bis Z25', 4 mm, Tertiärbutyll>renzk@ttecliinmetliylätliylketal . . . . . . . . . Kp. 12o bis 122, 4 mm, Isoliexy-lbreiizkatecliiiiiiietli5-lätliylket,#il . . . . . . . . . . . . . Kp. 125 bis 128', 4 mm, C\clopenty-lbrenzk;ttechindimetliy1ketal . . . . . . . . . . . . . Kp. 12o bis 123', 4 bis 5 mm, Tertiärl>utyllirenzkatecliincvclotetrametliylenketal ... Kp. 14o bis 145a 4 mm, Isuprut>@-Ibrenzkatechiumethvlüthy@lketal ... . . ... . . .. KP- 105 bis 1o8°, 4 bis 5 mm. Riechstofimischungen unter Verwendung der genannten Körper sind in den nachstehenden. Beispielen aufgeführt. 0 Bcispiel i. Fougeremisehung Linalylacetat . . . . . . . . . . . . . . . . . 150 T'cile Mousse de chC@nc absol......... 5o Teile i'unlarili . . . . . . . . . . . . . . . . . . . . i ;o - Patchouli . . . . . . . . . . . . . . . . . . . . 40 _lnisvlacct:;t ................. 65 - Moschtis-Keton ............... 50 - Lavenciel@il .................. 300 - Geraniumöl .................. 50 - i@ti@-erül . . . . . . . . . . . . . . . . . . . . 6o - Jasmin absoltie . . . . . . . . . . . . . . . 20 - Estraguniil .... . . . . . - . . . . . . . . 1o - Salicyls. Isobutylester . . . . . . . . . 50 heramottiil ................. i@o - Benzoe Resinoid .............. 50 Sandcl<il ustii"d. . . . . . . . . . . . . . 40 - 'I'ertiärbutyllirclizLatechincyclo- Bcnzyla cetat . . . . . . . . . . . . . . . . . 25 - je traincthylcnket@il . . . . . . . . . . 6o - Metwy]j0iiioii ................. ioo i450 Teile Bcispicl 2. Jtlchten S@indclöl ostind. . . . . . . . . . . . . . . i So Tcile Salicyls. Amylester . . . . . . . . . . . 8o Teile Bergamottöl . =oo - Cumarin .................... 70 - Veti@ eröl . . . . . . . . . . . . . . . ..... 50 - Moschus Ambrette . . . . . . . . . . . . 7 0 <=crailiulnöl . . . . . . . ... 180 - Linaloeöl . . . . . . . . . . . . . . . . . 8o - Birkentecr rektif............... 20 - Cyclopentylbrenzktitecliindimethyl- Benzo@s. `Icthylcstcr .......... 20 - ketal ..................... 30 - S;ilicyls. @lethylcstcr .......... 20 - 1ooo Teile Beispiel 3. Chypre Siintalol .... . . . . . . . . . . . . . . .. 6o Teile Mousse de cUne abs. . . . . . . . . 6o Teile - t'uniarin ...... . ..... ....... 20 - Bergamottöl ................. 270 Moschtis-Keton .............. - 50 - Jasmin abs. ................. 35 - Labdantini a l> s. . . . . . . . . . . . . . . . 2 5 - Lavendelöl . . . . . . . . . . . . . . . . . . i o - F.str@igonül .................. 30 - Heliotropin .................. 30 - Salbe ö1 . . . . . . . . . . . . . . . . . . . . . 30 - Ylang-Ylailg . . . . . . . . . . . . . . . . . 70 - Vetiveröl . . . ................. 00 - Benzoe Resinoid ............. 75 - Linalool .... . ............. - - - 30 - Isohexylbrenzkatechindimethyl- P@itcliouli . . . . . . . . . . . . . . . . . . . . 20 - ketal . . . . . . . . . . . . . . . . . . . . . 40 - Isoctlgenol ..... . . .......... 35 - 1ooo Teile \letliyljolioll ...... .......... 5o - Fragrance mixtures Keta.le, obtained by condensation of Pyrocatechol with z. B. acetone. are made Recueil des Travaux Chimiques des Pays-Bas, 1935, page 995 and following, became known; on (= around their lower boiling point and their strong in aromatic hydrocarbons inner smell stones come there said betals for fragrance purposes not in question. It has already been proposed den, such ketals of catechol, which ilii ketone residue at least ( I to at most contain aliphatically bound carbon atoms, for the production of fragrance mixtures to use. It has now been found that ketals of catechol's homelands for the licrsteiituib of odoriferous substances are cash; one is not bound to it that there are at least 6 carbon atoms in the are in hand. In contrast to the literary known ketals have a -e- sufficiently high saturation and issue spoken valuable odoriferous bodies. holds these bodies "-if one is in a known manner either all-y-1 or cycloalky> isul) substituted Converts catechins with ketone or in Brenzhatechinhetale alk yl or Cy -, -_ loalkyi- el: tap into the core introduces. The 5th inheritance dungen Izötinet_ as a substitute for the natural; n Ambras in relevant mixtures with follow used «-erden, also let through Modification of the side chains and the concrete Body with a wide variety of scent tones produce. So one can attf:; he bodies that smell amber, also z. B. Connection gUn geWilineli that smells like real thing Opoponai or Lahd @ have intimate. A number of such bodies are listed as examples in the list below. Tertiary) tityll> renzkatecliindimetliy-lketal ....... . .... Kp. 112 to z15 °, 4 to 5 mm, Isoliexylbrenzkatecliindinietliylketal ................ Bp. 122 to Z25 ', 4 mm, Tertiary butyl> renzk @ ttecliinmetliylätliylketal. . . . . . . . . Kp. 12o to 122.4 mm, Isoliexy-lbreiizkatecliiiiiiietli5-lätliylket, # il. . . . . . . . . . . . . 125 to 128 ', 4 mm, C \ clopenty-lbrenzk; ttechindimetliy1ketal. . . . . . . . . . . . . Kp. 12o to 123 ', 4 to 5 mm, Tertiary> utyllirenzkatecliincvclotetrametliylenketal ... Kp. 14o to 145a 4 mm, Isuprut> @ - Ibrenzkatechiumethvlüthy @ lketal .... . ... . .. KP- 105 to 1o8 °, 4 to 5 mm. Fragrance mixtures using the named bodies are in the following. Examples listed. 0 Example i. Fougeremisehung Linalyl acetate. . . . . . . . . . . . . . . . . 150 T'cile Mousse de chC @ nc absol ......... 5o parts i'unlarili. . . . . . . . . . . . . . . . . . . . i; o - patchouli. . . . . . . . . . . . . . . . . . . . 40 _lnisvlacct:; t ................. 65 - Moschtis ketone ............... 50 - Lavenciel @ il .................. 300 - Geranium oil .................. 50 - i @ ti @ -erül. . . . . . . . . . . . . . . . . . . . 6o - Jasmine absoltie. . . . . . . . . . . . . . . 20 - Estraguniil ..... . . . . -. . . . . . . . 1o - salicyls. Isobutyl ester. . . . . . . . . 50 heramottiil ................. i @ o - Benzoin Resinoid .............. 50 Sandcl <il ustii "d 40 -.............. 'I'ertiärbutyllirclizLatechincyclo- Bcnzyla acetate. . . . . . . . . . . . . . . . . 25 - je traincthylcnket @ il. . . . . . . . . . 6o - Metwy] j0iiioii ................. ioo i450 parts Example 2. Jtlchten S @ indclöl ostind. . . . . . . . . . . . . . . i So Tcile Salicyls. Amyl ester. . . . . . . . . . . 8o parts Bergamot oil. = oo - coumarin .................... 70 - Veti @ eröl. . . . . . . . . . . . . . . ..... 50 - musk ambrette. . . . . . . . . . . . 7 0 <= crailiulnöl. . . . . . . ... 180 - Linaloe Oil. . . . . . . . . . . . . . . . . 8o - Birkentecr rectif .. ............. 20 - Cyclopentylbrenzktitecliindimethyl- Benzo @ s. `Icthylcstcr .......... 20 - ketal ................... .. 30 - S; ilicyls. @lethylcstcr .......... 20 - 1,000 parts Example 3. Chypre Siintalol ..... . . . . . . . . . . . . . .. 6o parts Mousse de cUne abs. . . . . . . . . 6o parts - t'uniarin ....... ..... ....... 20 - Bergamot oil ................. 270 Moschtis ketone .............. - 50 - Jasmine abs. ................. 35 - Labdantini a l> s.. . . . . . . . . . . . . . . 2 5 - lavender oil. . . . . . . . . . . . . . . . . . io - F.str@igonül .................. 30 - Heliotropin .................. 30 - Ointment ö1. . . . . . . . . . . . . . . . . . . . . 30 - Ylang-Ylailg. . . . . . . . . . . . . . . . . 70 - Vetiver oil . . . ................. 00 - Benzoin Resinoid ............. 75 - Linalool ..... ............. - - - 30 - Isohexyl catechol dimethyl P @ itcliouli. . . . . . . . . . . . . . . . . . . . 20 - ketal. . . . . . . . . . . . . . . . . . . . . 40 - Isoctlgenol ...... . .......... 35 - 1,000 parts \ letliyljolioll ...... .......... 5o -

Claims (1)

PATt:NTANSPRUC11: Riechstoffgemische, gekennzeichnet durch Mitverwendung von Ketalen des Alkyl- oder Cycloalkylbrenzkatecliiiis.
PATt: NTANSPRUC11: Mixtures of fragrances, characterized by the use of alkyl or ketals Cycloalkyl pyrocatecliis.
DEI63128D 1938-12-10 1938-12-10 Fragrance mixtures Expired DE705395C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI63128D DE705395C (en) 1938-12-10 1938-12-10 Fragrance mixtures

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI63128D DE705395C (en) 1938-12-10 1938-12-10 Fragrance mixtures

Publications (1)

Publication Number Publication Date
DE705395C true DE705395C (en) 1941-04-26

Family

ID=7195838

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI63128D Expired DE705395C (en) 1938-12-10 1938-12-10 Fragrance mixtures

Country Status (1)

Country Link
DE (1) DE705395C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008044046A1 (en) * 2006-10-13 2008-04-17 Reckit Benckiser (Uk) Limited Perfume compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008044046A1 (en) * 2006-10-13 2008-04-17 Reckit Benckiser (Uk) Limited Perfume compositions

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