US3915175A - Flavored tobacco composition - Google Patents
Flavored tobacco composition Download PDFInfo
- Publication number
- US3915175A US3915175A US544711*A US54471175A US3915175A US 3915175 A US3915175 A US 3915175A US 54471175 A US54471175 A US 54471175A US 3915175 A US3915175 A US 3915175A
- Authority
- US
- United States
- Prior art keywords
- tobacco
- compound
- flavouring
- formula
- tobacco composition
- 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 - Lifetime
Links
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/40—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms
- A24B15/403—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms
Definitions
- This invention relates to a flavouring composition for the aromatization of tobacco or tobacco-substitute products, comprising as one of its ingredients a compound having the formula The said compound is defined as 8,13 13,20- diepoxy-15,16-dinorlabdane.
- This invention relates further to a process for improving, enhancing or modifying the organoleptic properties of tobacco and tobacco products, which comprises vadding thereto a small but effective amount of the compound of formula (I).
- the present invention also relates to a tobacco or tobacco-substitute article comprising as flavourmodifying ingredient a small but effective amount of the compound of formula (I).
- compositions comprising one or more other flavouring or odoriferous ingredients.
- the compound and compositions of the invention may be used in a variety of forms, depending upon their chemical nature, solubility and stability, but they are preferably used in solution.
- For the flavouring of tobacco they are preferably added after ageing, curing and shredding, but before the tobacco is formed into cigarettes or other finished products.
- a convenient method for flavouring tobacco consists in spraying it with a solution of the flavouring compound or composition in alcohol, or in a mixture of alcohol and propylene glycol.
- the compound of formula (I), whenever used in accordance with the invention, can develop a distinct woody, amber-like character. These properties are particularly developed on smoking the tobacco.
- flavouring agent of the invention used in flavouring compositions or is added to tobacco can vary widely, depending upon the specific organoleptic effect it is desired to achieve and the type of tobacco to which it is added.
- interesting flavour effects can be achieved with amounts ranging from 0.01 to 10 parts per million (ppm), preferably from 0.1 to 5 ppm and most preferably from 0.5 to 2 ppm, based on the weight of the product flavoured.
- ppm parts per million
- the proportion of compound (I) can vary within a wide range and being comprised between about 10 and 20%, based on the weight of the flavouring composition.
- the compound of formula (I) is a polycyclic ketal whose structure was first determined by Ruzicka and Jeger see namely Swiss Pat. No. 338,469 and Helv.- Chim.Acta, 37,543 (1954). Its olfactive properties were mentioned in the above said references and its utility in the perfumery was recognized ever since then.
- Compound (I) can be prepared in accordance with known synthetic procedures viz. described in the above cited Swiss patent and in its pure form it occurs as a crystallin solid having a melting point at about 1 17C.
- compound (I) Due to the simultaneous presence of several chirality centres in its molecule, compound (I) comprises several racemic or optical active stereoisomers. It has to be understood, however, that for all practical purposes isomeric mixtures, such as those directly obtained by the known cited syntheses, are preferably used.
- the invention is better illustrated by, but not limited to the following Example.
- EXAMPLE 100 g of American blend tobacco were sprayed with 1 g of a 0.001% solution of 8,13 13,20-diepoxy- 15,16-dinorlabdane in ethanol, and the tobacco thus flavoured was used to manufacture test cigarettes.
- cigarettes were also manufactured from the same tobacco sprayed with 95% ethanol alone.
- the smoke from the cigarettes was subjected to organoleptic evaluation by a panel of flavour experts, who unanimously stated that the smoke of the flavoured cigarettes possessed a typical and pleasant woody and amber-like flavour character.
- a process for improving, enhancing or modifying the organoleptic properties of tobacco and tobacco products which comprises adding thereto a small but effective amount of a compound having the formula 2.
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacture Of Tobacco Products (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH193274A CH585030A5 (de) | 1974-02-12 | 1974-02-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3915175A true US3915175A (en) | 1975-10-28 |
Family
ID=4221962
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US544711*A Expired - Lifetime US3915175A (en) | 1974-02-12 | 1975-01-28 | Flavored tobacco composition |
Country Status (4)
Country | Link |
---|---|
US (1) | US3915175A (de) |
CH (1) | CH585030A5 (de) |
DE (1) | DE2505157C3 (de) |
GB (1) | GB1486136A (de) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040139702A1 (en) * | 2001-07-19 | 2004-07-22 | Philip Morris Incorporated | Laminated metal foil packaging material and method of making |
US20060130861A1 (en) * | 2004-12-22 | 2006-06-22 | Philip Morris Usa Inc. | Flavor carrier for use in smoking articles |
US20070074733A1 (en) * | 2005-10-04 | 2007-04-05 | Philip Morris Usa Inc. | Cigarettes having hollow fibers |
US20090007925A1 (en) * | 2007-06-21 | 2009-01-08 | Philip Morris Usa Inc. | Smoking article filter having liquid additive containing tubes therein |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3840023A (en) * | 1972-01-19 | 1974-10-08 | Firmenich & Cie | Flavored tobacco composition |
-
1974
- 1974-02-12 CH CH193274A patent/CH585030A5/xx not_active IP Right Cessation
-
1975
- 1975-01-28 US US544711*A patent/US3915175A/en not_active Expired - Lifetime
- 1975-02-07 DE DE2505157A patent/DE2505157C3/de not_active Expired
- 1975-02-11 GB GB5820/75A patent/GB1486136A/en not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3840023A (en) * | 1972-01-19 | 1974-10-08 | Firmenich & Cie | Flavored tobacco composition |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040139702A1 (en) * | 2001-07-19 | 2004-07-22 | Philip Morris Incorporated | Laminated metal foil packaging material and method of making |
US7857128B2 (en) | 2001-07-19 | 2010-12-28 | Philip Morris Usa Inc. | Laminated metal foil packaging material and method of making |
US20060130861A1 (en) * | 2004-12-22 | 2006-06-22 | Philip Morris Usa Inc. | Flavor carrier for use in smoking articles |
US8408216B2 (en) | 2004-12-22 | 2013-04-02 | Philip Morris Usa Inc. | Flavor carrier for use in smoking articles |
US20070074733A1 (en) * | 2005-10-04 | 2007-04-05 | Philip Morris Usa Inc. | Cigarettes having hollow fibers |
US20090007925A1 (en) * | 2007-06-21 | 2009-01-08 | Philip Morris Usa Inc. | Smoking article filter having liquid additive containing tubes therein |
US8113215B2 (en) | 2007-06-21 | 2012-02-14 | Philip Morris Usa Inc. | Smoking article filter having liquid additive containing tubes therein |
Also Published As
Publication number | Publication date |
---|---|
DE2505157B2 (de) | 1979-09-27 |
DE2505157A1 (de) | 1975-08-14 |
CH585030A5 (de) | 1977-02-28 |
GB1486136A (en) | 1977-09-21 |
DE2505157C3 (de) | 1980-06-04 |
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