US3581749A - Tobacco composition and method of influencing tobacco smoke aroma - Google Patents

Tobacco composition and method of influencing tobacco smoke aroma Download PDF

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Publication number
US3581749A
US3581749A US842387A US3581749DA US3581749A US 3581749 A US3581749 A US 3581749A US 842387 A US842387 A US 842387A US 3581749D A US3581749D A US 3581749DA US 3581749 A US3581749 A US 3581749A
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US
United States
Prior art keywords
tobacco
flavor
accordance
influencing
added
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
US842387A
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English (en)
Inventor
Georg Neurath
Herbert Wichern
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.)
H F Reemtsma & Ph F
Hf Reemtsma & Ph F
Original Assignee
H F Reemtsma & Ph F
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
Priority claimed from DE19681792124 external-priority patent/DE1792124C/de
Application filed by H F Reemtsma & Ph F filed Critical H F Reemtsma & Ph F
Application granted granted Critical
Publication of US3581749A publication Critical patent/US3581749A/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
    • A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06—Use of materials for tobacco smoke filters
    • A24D3/061—Use of materials for tobacco smoke filters containing additives entrapped within capsules, sponge-like material or the like, for further release upon smoking

Definitions

  • the present invention relates to the treatment of tobacco emphasize the natural aroma content of the tobacco during smoking.
  • One object of the invention is therefore the provision of a method of treating tobacco so as to provide a general emphasizing of the tobacco smoke aroma.
  • tobacco was to be impregnated with menthol, its derivatives or masked menthol. 1n suitable amounts the menthol passing into the various smoke streams or currents during smoking provides a generally fresh flavor in the smoke, but, however, there is no general heightening of the flavor of the impregnated tobacco. Furthermore, menthol, even when added in small amounts, does not harmonize with the various elements responsible for the flavor of tobacco so that many smokers reject it as being an adulteration.
  • tobacco goods were to be treated in small quantities with chemical substances which were to endow the tobacco with certain elements of flavor.
  • tobacco was, for example, to be impregnated with lmethyl-2-formyl-pyrrol in order to improve the aroma.
  • US. Pat. specification No. 3,21 1,157 the tobacco had 4-(2-butenylidene)-3, 5, 5 trimethyl-Z-cyclohexene-1-one added to it in order to improve the flavor.
  • tobacco had 2-methyl-5-acetyl-pyrrol added to it.
  • the principal object of the invention that is to say the general heightening of tobacco, more particularly cigarette tobacco, is achieved in that the flavor of a tobaccolike product is improved by adding to it at least one material of the general formula in which R,, R R and R,, which can be the same or different, denote -H or -CH
  • tobacco products we mean tobacco or another substance for burning and inhaling for enjoyment by humans.
  • Examples of compounds which can be used in accordance with the invention include dodecahydrobiphenyl and 1- methyl-3-cyclohexyl-cyclohexane.
  • IR 2,910, 1,440, 1,350,1,260, 885, 835 cm.
  • MW 166/ 82,55,83, 67,41
  • 1-methy1-3-cyc1ohexyl-cyclohexane is an example of a methyl derivative of dodecahydrobiphenyl.
  • the former compound can be produced by the hydrogenation of 2-methyl-4- cyclohexyl-phenol by active nickel in methane at to C. under pressure (F. Boettcher, Diss. Berlin 1930).
  • the compound can be produced via l-methyl-3-phenylcyclohexene-6-one-5by hydrogenation on nickel in methylcyclohexane at 225 to 245 C. and 50 atm. (Petrow, Anzus, B. 66 l933,pages 420 to 422).
  • the materials to be used in accordance with the invention can be added to the tobacco in any suitable manner, for example by dipping the tobacco in solutions of the materials or by spraying it at any suitable juncture during the course of manufacture, for example during the production of cigarettes. It is irrelevant as regards the effect on the tobacco smoke flavor whether the whole of the tobacco mixture used for a tobacco article, such as a cigarette, is treated or only part ofit. Ifthe alteration in the flavor of the tobacco smoke by one or more materials in accordance with the invention corresponds with tobaccos normally added added in order to improve the flavor, such specially added tobaccos can be decreased in quantity or omitted all together. Since such flavoring tobaccos are usually expensive, the invention can thus provide for a decrease in cost.
  • the tobacco mixture for commercially available cigarettes which was completely free of artificial flavoring substances such as etheral oils, was treated with a 3 percent ethanolic solution of materials to be added in accordance with the invention and stored exposed to the air for 48 hours at b 20 C. and 67 percent relative humidity and then made into cigarettes.
  • the cigarette was smoked by a panel of experts and examined as regards the change in flavor.
  • the quantity of solution of materials in accordance with the invention applied to tobacco mixture was so chosen that the cigarettes of treated tobacco contained 0.001 percent (or 0.01 percent in the main smoke current with respect to the tobacco smoke condensate) of materials to be added in accordance with the invention.
  • the amount of solution of material in accordance with the invention was empirically determined. Cigarettes with different proportions of the materials to be added accordance with the invention were smoked in accordance with the standards of the Verband der Zigarettenindustrie" (Beitrage mentally Tabak Kauutz 1, page 32 (1961), page 307 (1962) according to DIN draft standard 10.240) and the main smoke current was analyzed.
  • Cigarettes treated with dodecahydrobiphenyl were considered, when compared with untreated control cigarettes, to have a pleasantly heightened flavor. It was considered that the cigarettes were mild and harmonious in flavor with a slightly peppery background.
  • a method of influencing the flavor of a tobacco product which involves treating the said product with a small amount of an additive selected from the group consisting of dodecahydrobiphenyl and l-methyl-3-cyclohexyl-cyclohexane, the amount of said additive being sufficient to effect a change in the tobacco smoke aroma.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacture Of Tobacco Products (AREA)
US842387A 1968-07-25 1969-07-16 Tobacco composition and method of influencing tobacco smoke aroma Expired - Lifetime US3581749A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19681792124 DE1792124C (de) 1968-07-25 Verfahren zur Beeinflussung des Geschmackes von Tabak oder Tabakerzeugnissen durch Zusatz von den Tabakrauch aromatisierenden Stoffen

Publications (1)

Publication Number Publication Date
US3581749A true US3581749A (en) 1971-06-01

Family

ID=5707272

Family Applications (1)

Application Number Title Priority Date Filing Date
US842387A Expired - Lifetime US3581749A (en) 1968-07-25 1969-07-16 Tobacco composition and method of influencing tobacco smoke aroma

Country Status (9)

Country Link
US (1) US3581749A (enrdf_load_stackoverflow)
BE (1) BE736283A (enrdf_load_stackoverflow)
CH (1) CH515689A (enrdf_load_stackoverflow)
FR (1) FR2013659A1 (enrdf_load_stackoverflow)
GB (1) GB1250929A (enrdf_load_stackoverflow)
IT (1) IT1036025B (enrdf_load_stackoverflow)
LU (1) LU59053A1 (enrdf_load_stackoverflow)
NL (1) NL6911423A (enrdf_load_stackoverflow)
NO (1) NO120777B (enrdf_load_stackoverflow)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3246036A (en) * 1963-02-28 1966-04-12 Allied Chem Production of 2-cyclohexylcyclo-hexanone

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3246036A (en) * 1963-02-28 1966-04-12 Allied Chem Production of 2-cyclohexylcyclo-hexanone

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Hach s Chemical Dictionary Fourth Edition (1969) pub. by McGraw-Hill Book Co. N.Y. p. 194 cited *

Also Published As

Publication number Publication date
FR2013659A1 (enrdf_load_stackoverflow) 1970-04-03
DE1792124A1 (de) 1972-03-30
NL6911423A (enrdf_load_stackoverflow) 1970-01-27
CH515689A (de) 1971-11-30
LU59053A1 (enrdf_load_stackoverflow) 1969-11-18
NO120777B (enrdf_load_stackoverflow) 1970-11-30
GB1250929A (enrdf_load_stackoverflow) 1971-10-27
BE736283A (enrdf_load_stackoverflow) 1969-12-31
IT1036025B (it) 1979-10-30

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