US3915175A - Flavored tobacco composition - Google Patents

Flavored tobacco composition Download PDF

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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
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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
Application number
US544711*A
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English (en)
Inventor
Paul Dietrich
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.)
Firmenich SA
Original Assignee
Firmenich SA
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 Firmenich SA filed Critical Firmenich SA
Application granted granted Critical
Publication of US3915175A publication Critical patent/US3915175A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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)
US544711*A 1974-02-12 1975-01-28 Flavored tobacco composition Expired - Lifetime US3915175A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH193274A CH585030A5 (xx) 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 (xx)
CH (1) CH585030A5 (xx)
DE (1) DE2505157C3 (xx)
GB (1) GB1486136A (xx)

Cited By (4)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3840023A (en) * 1972-01-19 1974-10-08 Firmenich & Cie Flavored tobacco composition

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3840023A (en) * 1972-01-19 1974-10-08 Firmenich & Cie Flavored tobacco composition

Cited By (7)

* Cited by examiner, † Cited by third party
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
CH585030A5 (xx) 1977-02-28
GB1486136A (en) 1977-09-21
DE2505157B2 (de) 1979-09-27
DE2505157A1 (de) 1975-08-14
DE2505157C3 (de) 1980-06-04

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