US3476118A - Method of influencing tobacco smoke aroma - Google Patents

Method of influencing tobacco smoke aroma Download PDF

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Publication number
US3476118A
US3476118A US619058A US3476118DA US3476118A US 3476118 A US3476118 A US 3476118A US 619058 A US619058 A US 619058A US 3476118D A US3476118D A US 3476118DA US 3476118 A US3476118 A US 3476118A
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Prior art keywords
tobacco
methoxy
hydroxy
influencing
tobacco smoke
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US619058A
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Werner Richard Gotthar Luttich
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WERNER RICHARD GOTTHARD LUTTIC
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WERNER RICHARD GOTTHARD LUTTIC
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    • 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

Definitions

  • the invention is more particularly applicable to natural tobaccos such as cigarette tobaccos, but can also be used in the case of synthetic tobaccos such as sheet made from tobacco waste products, or from a carrier substance, preferably not produced from the tobacco plant, which is impregnated with selected material so as to have the flavour of a natural tobacco when smoked. In this case it is important the carrier substance should not burn to produce materials which would impair the smoking quality.
  • German patent specification 1,131,580 makes the proposal of making synthetic or artificial tobacco fibres by selecting a suitable tobacco mixture, extracting it successively with water and alcohol, then producing a combined dry extract from the two extraction steps, and mixing the dry extract with a carrier substance such as cellulose or methyl-cellulose. The carrier substance is then made into fibres similar to those of natural tobacco.
  • synthetic tobacco which has aromaand flavour-producing materials from the natural tobacco so that it can be enjoyed by smokers. It is free from certain woody or cellulose materials of natural tobacco.
  • this previous invention does not relate to the systematic adjustment of the smoking flavour of a natural tobacco by adding or removing substances, a topic which is dealt with by the U.S. Patent 3,174,485.
  • This patent describes the addition to cigarette tobacco, the filter or wrapper of a controlled amount of specific flavor enhancers which may be derived from the volatile material distilled from a natural tobacco.
  • a further object of the invention is to provide a method of supplementing flavour-influencing substances already in a tobacco.
  • Yet a further object is to provide a method whereby more expensive components in a tobacco mixture may be decreased without the smoke flavour or aroma being impaired.
  • the present invention consists in a method of influencing the smoke flavour quality of a tobacco characterised by the step of adding to the unsmoked tobacco a flavour- Patented Nov'.-4, I969 ing material which occurs in the smoke natural tobacco, the compound having the general'formula' in which R, is hydroxy or methoxy, R is hydroxy or methoxy, or R R represent the group Those compounds having the desired flavor occur in natural tobacco and can be separated therefrom by steam distillation. In addition, they can also be produced synthetically.
  • the quantity of the materials added to the tobacco can vary within wide limits, for instance, between 5 and 800 p.p.m. or between 5 and 500 p.p.m., as may be required to influence the aroma or flavour of the tobacco in the re quired manner.
  • the flavouring substance added to the tobacco is a 3,4-vinylbenezne with substituents selected from the following group: hydroxy-, methoxy-, methylenedioxy-.
  • Vinylbeneznes can be used in which the vinyl group has been hydrated to the corresponding secondary alcohol group.
  • the following compounds can be used between 5 and 500 p.p.m. (preferably lO-l00 p.p.m.)
  • the quantity added tothe tobacco can also be as low as to be between 2 and ppm.
  • the isolation of the substances is preferably carried out by using steam distillation.
  • the substances are then separated from the distillate using known methods. Such for example, as described in the journal Helvetica Chimica Actu 50 68, 628 ff.
  • a method of influencing the smoke flavor of a tobacco characterized by the step of adding to the unsmoked tobacco a very small amount of a flavoring compound which occurs in the smoke of natural tobacco, the compound having the general formula in which R is hydroxy or methoxy, R is hydroxy or methoxy, or R -R represent the group 2.
  • flavouring compound is isolated from a tobacco steam distillate.

Description

United. States Patent 3,476,118 METHOD OF INFLUENCING TOBACCO SMOKE AROMA Werner Richard Gotthard Luttich, Willersweg 34F, Hamburg-Langenhorn, Germany ABSTRACT OF THE DISCLOSURE A method of influencing the smoke flavor or aroma of tobacco by adding to the unsmoked tobacco a flavoring compound having the general formula C=CHZ in which R is hydroxy or methoxy, R is hydroxy or methoxy, or R --R represent the group -OCH O The present invention relates to methods of influencing the flavour of tobacco smoke. The invention is more particularly applicable to natural tobaccos such as cigarette tobaccos, but can also be used in the case of synthetic tobaccos such as sheet made from tobacco waste products, or from a carrier substance, preferably not produced from the tobacco plant, which is impregnated with selected material so as to have the flavour of a natural tobacco when smoked. In this case it is important the carrier substance should not burn to produce materials which would impair the smoking quality.
The German patent specification 1,131,580 makes the proposal of making synthetic or artificial tobacco fibres by selecting a suitable tobacco mixture, extracting it successively with water and alcohol, then producing a combined dry extract from the two extraction steps, and mixing the dry extract with a carrier substance such as cellulose or methyl-cellulose. The carrier substance is then made into fibres similar to those of natural tobacco.
In this way synthetic tobacco is produced which has aromaand flavour-producing materials from the natural tobacco so that it can be enjoyed by smokers. It is free from certain woody or cellulose materials of natural tobacco.
However, this previous invention does not relate to the systematic adjustment of the smoking flavour of a natural tobacco by adding or removing substances, a topic which is dealt with by the U.S. Patent 3,174,485. This patent describes the addition to cigarette tobacco, the filter or wrapper of a controlled amount of specific flavor enhancers which may be derived from the volatile material distilled from a natural tobacco.
A further object of the invention is to provide a method of supplementing flavour-influencing substances already in a tobacco.
Yet a further object is to provide a method whereby more expensive components in a tobacco mixture may be decreased without the smoke flavour or aroma being impaired.
The present invention consists in a method of influencing the smoke flavour quality of a tobacco characterised by the step of adding to the unsmoked tobacco a flavour- Patented Nov'.-4, I969 ing material which occurs in the smoke natural tobacco, the compound having the general'formula' in which R, is hydroxy or methoxy, R is hydroxy or methoxy, or R R represent the group Those compounds having the desired flavor occur in natural tobacco and can be separated therefrom by steam distillation. In addition, they can also be produced synthetically.
The quantity of the materials added to the tobacco can vary within wide limits, for instance, between 5 and 800 p.p.m. or between 5 and 500 p.p.m., as may be required to influence the aroma or flavour of the tobacco in the re quired manner.
In accordance with the invention, the flavouring substance added to the tobacco is a 3,4-vinylbenezne with substituents selected from the following group: hydroxy-, methoxy-, methylenedioxy-. Vinylbeneznes can be used in which the vinyl group has been hydrated to the corresponding secondary alcohol group. The following compounds can be used between 5 and 500 p.p.m. (preferably lO-l00 p.p.m.)
1-hydroxy-2-methoxy-4-vinylbenzene l-hydroxy-2-methoxy-5-vinylbenzene l,2-dimethoxy-4-vinylbenzene 1,2-methylene-dioxy-4-vinylbenzene 4-hydroxy-5-methoxy-a-pheno-ethyl alcohol.
The quantity added tothe tobacco can also be as low as to be between 2 and ppm.
When tobacco is to be used as a source of the Substances to be added, the isolation of the substances is preferably carried out by using steam distillation. The substances are then separated from the distillate using known methods. Such for example, as described in the journal Helvetica Chimica Actu 50 68, 628 ff.
What I claim is:
1. A method of influencing the smoke flavor of a tobacco characterized by the step of adding to the unsmoked tobacco a very small amount of a flavoring compound which occurs in the smoke of natural tobacco, the compound having the general formula in which R is hydroxy or methoxy, R is hydroxy or methoxy, or R -R represent the group 2. A method in accordance with claim 1 in which 1- hydroxy-Z-methoxy-4-vinylbenzene is used.
3. A method in accordance with claim 1 in which 1- hydroxy-Z-methoxy-5-vinylbenzene is used.
4. A method in accordance with claim 1 in which 1,2- dimethoxy-4-vinylbenzene is used.
5. A method in accordance with claim 1 in which 1,2- methylenedioxy-4-vinylbenzene is used.
6. The method in accordance with claim 1 in which the flavouring compound is isolated from a tobacco steam distillate.
References Cited UNITED STATES PATENTS 3,047,433 7/1962 Bavley et a1. 131-17 3,082,125
3/1963 Bavley et a1. 131-17 1/1967 Stevens et al 131-140 5/1967 Green et a1. 131-17 X 3/1965 Griflith et al 131-17 U.S. Cl. X.R.
US619058A 1966-03-05 1967-02-27 Method of influencing tobacco smoke aroma Expired - Lifetime US3476118A (en)

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DER0042755 1966-03-05

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US (1) US3476118A (en)
BE (1) BE694958A (en)
CH (1) CH491610A (en)
DE (1) DE1692938A1 (en)
GB (2) GB1175442A (en)
LU (1) LU53121A1 (en)
NL (1) NL6703164A (en)
NO (1) NO118357B (en)
SE (1) SE343465B (en)

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DE2752787A1 (en) 1976-11-23 1978-05-24 Naarden International Nv SUBSTITUTED CYCLOHEXANONE AS FRAGRANCE AND FLAVOR
US20060247446A1 (en) * 2003-07-25 2006-11-02 Samuel Neto Multi-metal oxide containing silver, vanadium and a promoter metal and use thereof
US20080019892A1 (en) * 2004-06-15 2008-01-24 Basf Aktiengesellschaft Multimetal Oxide Containing Silver, Vanadium And A Phosphor Group Element And The Use Thereof
US20100037903A1 (en) * 2008-08-14 2010-02-18 R. J. Reynolds Tobacco Company Method for Preparing Flavorful and Aromatic Compounds
US20100300463A1 (en) * 2009-06-02 2010-12-02 R.J. Reynolds Tobacco Company Thermal treatment process for tobacco materials
WO2011088171A2 (en) 2010-01-15 2011-07-21 R. J. Reynolds Tobacco Company Tobacco-derived components and materials
WO2011133633A1 (en) 2010-04-21 2011-10-27 R. J. Reynolds Tobacco Company Tobacco seed-derived components and materials
WO2012021683A2 (en) 2010-08-12 2012-02-16 R. J. Reynolds Tobacco Company Thermal treatment process for tobacco materials
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WO2014120479A1 (en) 2013-01-30 2014-08-07 R. J. Reynolds Tobacco Company Wick suitable for use in an electronic smoking article
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GB1175441A (en) 1969-12-23
NO118357B (en) 1969-12-15
GB1175442A (en) 1969-12-23
LU53121A1 (en) 1967-05-03
NL6703164A (en) 1967-09-06
DE1692938A1 (en) 1972-03-16
CH491610A (en) 1970-06-15
SE343465B (en) 1972-03-13
BE694958A (en) 1967-08-14

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