US3139888A - Tobacco product - Google Patents

Tobacco product Download PDF

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Publication number
US3139888A
US3139888A US246324A US24632462A US3139888A US 3139888 A US3139888 A US 3139888A US 246324 A US246324 A US 246324A US 24632462 A US24632462 A US 24632462A US 3139888 A US3139888 A US 3139888A
Authority
US
United States
Prior art keywords
tobacco
products
smoke
polyisoprenoid
pyrolysis
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
US246324A
Other languages
English (en)
Inventor
Grossman James Douglas
Bavley Abraham
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.)
Philip Morris USA Inc
Original Assignee
Philip Morris USA Inc
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 Philip Morris USA Inc filed Critical Philip Morris USA Inc
Priority to US246324A priority Critical patent/US3139888A/en
Priority to DE19631517309 priority patent/DE1517309C/de
Priority to CH1410763A priority patent/CH438130A/de
Application granted granted Critical
Publication of US3139888A publication Critical patent/US3139888A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/32Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances

Definitions

  • This invention relates to an improved tobacco product and, more particularly, relates to improved reconstituted tobacco products.
  • the product known as reconstituted tobacco has been made in recent years by a number of diiferent methods in an effort to use tobacco parts which had formerly been regarded as waste materials. These methods have made .it possible to produce smoking products from tobacco fines resulting from the manufacturing processes and .from ground tobacco stems as well as from the tobacco leaves. However, smoking products made from reconsti- ,tuted tobacco wastes have generally been less desirable than products made from the tobacco leaves themselves.
  • the side stream smoke from such reconsti tuted tobacco products has had a less desirable odor and ,the main stream smoke has been found to be less pleasant and less mild than the regular tobacco products and to .lack the characteristic smoke flavor of tobacco.
  • n has a value of from 3 to 9, inclusive.
  • esters are equivalent to the alcohols set forth in the above formula.
  • One or more of the polyisoprenoid alcohols can be applied to any tobacco product to enhance its properties but are most advantageously employed in reconstituted tobacco. They can be applied to the tobacco, for example to the reconstituted tobacco parts, by any conventional method of application, including streaking, spraying, dipping and the like.
  • the polyisoprenoid alcohols can be applied to the shredded filler made from reconstituted tobacco by spraying or by mechanical mixing. Alternatively, the alcohols can be streaked on the paper sleeve of a cigraette product to provide the desirable results which can be obtained in accordance with the present invention.
  • the polyisoprenoid alcohols of the present invention are added to the tobacco product in an amount such that they comprise from 0.1 to 10.0% by weight and preferably from 0.1 to 5.0% by weight based upon the weight of the tobacco.
  • the exact amount employed will vary on the quality of the reconstituted tobacco or other to- 3,139,888 Patented July 7., 1964 ice bacco which is employed and on the particular method used to apply the alcohol to the tobacco.
  • pyrolysis products containing these materials whether or not admixed with or as a "coating on the tobacco itself or as a coating or incorporated-within the wrapper of the tobacco product, yield pyrolysis products including isoprene, monoterpenoids,
  • dipentene and other isoprenoid products, having "a high flavor index. and aroma of the smoke, giving it flowery, lemon-like and sandalwood-like notes, depending upon the particular isoprenoid alcohol which is employed.
  • the polyisoprenoid alcohols also mask undesirable odors which are created upon pyrolysis of the tobacco products.
  • Example 1 Reconstituted tobacco sheet was shredded and divided Five grams of farnesol was sprayed on one of'the IOOO-gram portions and mixed -thoroughly to give a homogeneous distribution of the 'farnesol in the tobacco. The resulting mixture was used to prepare cigarettes. Control cigarettes were made from the other l000-gram batch of shredded material.
  • the total pyrolysis product was separated on a silica gel column into a hydrocarbon and an oxygenated fraction.
  • the yield was approximately 10-25% for the hydrocarbon fraction and was approximately 15-25% for the oxygenated fraction, depending upon the temperatures under which pyrolysis took place.
  • Example 2 Farnesol was added to reconstituted tobacco filler as in Example 1 in amounts varying from 0.1 to 5.0%, based upon the weight of the filler. Subjective comparisons by a panel of forty members of the smoke from the experimental cigarettes and that from the control cigarettes showed that the same improvements described in Example l were accomplished by the use of farnesol as an additive. The detectability of the improvements was increased as the amount of farnesol was increased.
  • Example 3 Ten grams of solanesol, which has no odor, was dissolved in 100 ml. petroleum ether, and applied by the use of sprayitechm'ques to 1000 grams of reconstituted tobacco sheet. The treated sheet was dried with a heat source to evaporate the solvent. It was then shredded and A control cigarette was prepared by using filler made from an untreated reconstituted tobacco sheet. The cigarettes were smoked by a smoking panel ofv forty members.
  • Example 1 To identify the substances into which solanesol had been fragmented by pyrolysis, grams of pure solanesol was pyrolyzed and analyzed as was farnesol in Example 1. The yield of the monoterpenoids, of which dipentene was the major constituent, was about 1040%. The yield of the oxygenated products was around -20%, depending upon the temperature under which the pyrolysis was conducted. As in Example 1, it was established that these fractions had strong and dissimilar odors.
  • Example 4 Liquid farnesol was streaked on thepaper wrapper of a standard. cigarette which had been made with shredded filler prepared from a reconstituted tobacco sheet.
  • Example 1 The treated cigarettes and a control were smoked and evaluated subjectively by a smoking panel of forty members. The improvements were identical with those given in Example 1.
  • Geranylgeraniol which is a polyisoprenoid primary alcohol with four isoprene units, was prepared according to the method ofRuzicka set. forth above. The compound had no odor. When pyrolyzed and analyzed according to. the methods given for the pyrolysis and analysis of solanesol in Example 1, the same general fragmentation wasobserved.
  • Cigarettes were prepared from the treated filler and from untreated filler.
  • n has a value of from 3 to 9, inclusive.

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)
US246324A 1962-12-21 1962-12-21 Tobacco product Expired - Lifetime US3139888A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US246324A US3139888A (en) 1962-12-21 1962-12-21 Tobacco product
DE19631517309 DE1517309C (de) 1962-12-21 1963-11-13 Verfahren zur Verbesserung des Tabakaromas
CH1410763A CH438130A (de) 1962-12-21 1963-11-18 Tabakerzeugnis

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US246324A US3139888A (en) 1962-12-21 1962-12-21 Tobacco product

Publications (1)

Publication Number Publication Date
US3139888A true US3139888A (en) 1964-07-07

Family

ID=22930193

Family Applications (1)

Application Number Title Priority Date Filing Date
US246324A Expired - Lifetime US3139888A (en) 1962-12-21 1962-12-21 Tobacco product

Country Status (2)

Country Link
US (1) US3139888A (de)
CH (1) CH438130A (de)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3306303A (en) * 1964-05-19 1967-02-28 Philip Morris Inc Tobacco product
US3402721A (en) * 1966-11-09 1968-09-24 Int Flavors & Fragrances Inc Tobacco product with flavorant
US3449407A (en) * 1966-01-11 1969-06-10 Int Flavors & Fragrances Inc Lactic acid esters of polyisoprenoid alcohols
US3589372A (en) * 1970-01-14 1971-06-29 Int Flavors Of Fragrances Inc Tobacco composition on the like incorporating a polyiso-prenoid alcohol flavorsant
US20060283469A1 (en) * 2005-06-01 2006-12-21 Philip Morris Usa Inc. Tobacco with an increased level of natural tar diluents
US20070084476A1 (en) * 2005-10-18 2007-04-19 Philip Morris Usa Inc. Reconstituted tobacco with bonded flavorant, smoking article and methods

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US212331A (en) * 1879-02-18 Improvement in flavoring compounds for tobacco
US772892A (en) * 1897-12-10 1904-10-18 American Tobacco Co Process of treating tobacco-stems, &c.
US1961866A (en) * 1931-06-26 1934-06-05 William A Rooker Method of treating tobacco
US2091497A (en) * 1935-12-16 1937-08-31 Bane Fred Cardamon treated tobacco
US3047433A (en) * 1961-10-19 1962-07-31 Philip Morris Inc Use of diels-alder adducts as tobacco additives

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US212331A (en) * 1879-02-18 Improvement in flavoring compounds for tobacco
US772892A (en) * 1897-12-10 1904-10-18 American Tobacco Co Process of treating tobacco-stems, &c.
US1961866A (en) * 1931-06-26 1934-06-05 William A Rooker Method of treating tobacco
US2091497A (en) * 1935-12-16 1937-08-31 Bane Fred Cardamon treated tobacco
US3047433A (en) * 1961-10-19 1962-07-31 Philip Morris Inc Use of diels-alder adducts as tobacco additives

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3306303A (en) * 1964-05-19 1967-02-28 Philip Morris Inc Tobacco product
US3449407A (en) * 1966-01-11 1969-06-10 Int Flavors & Fragrances Inc Lactic acid esters of polyisoprenoid alcohols
US3402721A (en) * 1966-11-09 1968-09-24 Int Flavors & Fragrances Inc Tobacco product with flavorant
US3589372A (en) * 1970-01-14 1971-06-29 Int Flavors Of Fragrances Inc Tobacco composition on the like incorporating a polyiso-prenoid alcohol flavorsant
US20060283469A1 (en) * 2005-06-01 2006-12-21 Philip Morris Usa Inc. Tobacco with an increased level of natural tar diluents
US10271573B2 (en) * 2005-06-01 2019-04-30 Philip Morris Usa Inc. Tobacco with an increased level of natural tar diluents
US20070084476A1 (en) * 2005-10-18 2007-04-19 Philip Morris Usa Inc. Reconstituted tobacco with bonded flavorant, smoking article and methods
US7856988B2 (en) 2005-10-18 2010-12-28 Philip Morris Usa Inc. Method of making reconstituted tobacco with bonded flavorant
US8297288B2 (en) 2005-10-18 2012-10-30 Philip Morris Usa Inc. Reconstituted tobacco with bonded flavorant, smoking article and methods

Also Published As

Publication number Publication date
DE1517309A1 (de) 1969-08-28
CH438130A (de) 1967-06-15

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