US3476118A - Method of influencing tobacco smoke aroma - Google Patents
Method of influencing tobacco smoke aroma Download PDFInfo
- 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
- Authority
- US
- United States
- Prior art keywords
- tobacco
- methoxy
- hydroxy
- influencing
- tobacco smoke
- 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
- 235000002637 Nicotiana tabacum Nutrition 0.000 title description 35
- 241000208125 Nicotiana Species 0.000 title description 34
- 238000000034 method Methods 0.000 title description 14
- 239000000779 smoke Substances 0.000 title description 9
- 239000000796 flavoring agent Substances 0.000 description 10
- 235000019634 flavors Nutrition 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
- -1 hydroxy- Chemical class 0.000 description 3
- NJXYTXADXSRFTJ-UHFFFAOYSA-N 1,2-Dimethoxy-4-vinylbenzene Chemical compound COC1=CC=C(C=C)C=C1OC NJXYTXADXSRFTJ-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 235000019504 cigarettes Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000000391 smoking effect Effects 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- YOMSJEATGXXYPX-UHFFFAOYSA-N 2-methoxy-4-vinylphenol Chemical compound COC1=CC(C=C)=CC=C1O YOMSJEATGXXYPX-UHFFFAOYSA-N 0.000 description 1
- VWAVZAMMNJMAEM-UHFFFAOYSA-N 5-ethenyl-1,3-benzodioxole Chemical compound C=CC1=CC=C2OCOC2=C1 VWAVZAMMNJMAEM-UHFFFAOYSA-N 0.000 description 1
- 239000004097 EU approved flavor enhancer Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000019264 food flavour enhancer Nutrition 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000003198 secondary alcohol group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
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.
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)
- Filling Or Emptying Of Bunkers, Hoppers, And Tanks (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER0042755 | 1966-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3476118A true US3476118A (en) | 1969-11-04 |
Family
ID=7406745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US619058A Expired - Lifetime US3476118A (en) | 1966-03-05 | 1967-02-27 | Method of influencing tobacco smoke aroma |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3476118A (enrdf_load_html_response) |
| BE (1) | BE694958A (enrdf_load_html_response) |
| CH (1) | CH491610A (enrdf_load_html_response) |
| DE (1) | DE1692938A1 (enrdf_load_html_response) |
| GB (2) | GB1175441A (enrdf_load_html_response) |
| LU (1) | LU53121A1 (enrdf_load_html_response) |
| NL (1) | NL6703164A (enrdf_load_html_response) |
| NO (1) | NO118357B (enrdf_load_html_response) |
| SE (1) | SE343465B (enrdf_load_html_response) |
Cited By (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2752787A1 (de) | 1976-11-23 | 1978-05-24 | Naarden International Nv | Substituierte cyclohexanone als riech- und geschmacksstoffe |
| US20060247446A1 (en) * | 2003-07-25 | 2006-11-02 | Samuel Neto | Multi-metal oxide containing silver, vanadium and a promoter metal and use thereof |
| RU2307544C1 (ru) * | 2006-03-23 | 2007-10-10 | Олег Иванович Квасенков | Способ выработки ароматизированного табака |
| 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 |
| WO2012083127A1 (en) | 2010-12-17 | 2012-06-21 | R. J. Reynolds Tobacco Company | Tobacco-derived syrup composition |
| WO2012103435A1 (en) | 2011-01-28 | 2012-08-02 | R. J. Reynolds Tobacco Company | Tobacco-derived casing composition |
| WO2012148996A1 (en) | 2011-04-27 | 2012-11-01 | R. J. Reynolds Tobacco Company | Tobacco-derived components and materials |
| WO2012158915A2 (en) | 2011-05-19 | 2012-11-22 | R. J. Reynolds Tobacco Company | Molecularly imprinted polymers for treating tobacco material and filtering smoke from smoking articles |
| WO2013074315A1 (en) | 2011-11-17 | 2013-05-23 | R.J. Reynolds Tobacco Company | Method for producing triethyl citrate from tobacco |
| WO2013148810A1 (en) | 2012-03-28 | 2013-10-03 | R. J. Reynolds Tobacco Company | Smoking article incorporating a conductive substrate |
| WO2014004648A1 (en) | 2012-06-28 | 2014-01-03 | R. J. Reynolds Tobacco Company | Reservoir and heater system for controllable delivery of multiple aerosolizable materials in an electronic smoking article |
| WO2014037794A2 (en) | 2012-09-04 | 2014-03-13 | R. J. Reynolds Tobacco Company | Electronic smoking article comprising one or more microheaters |
| WO2014058837A1 (en) | 2012-10-09 | 2014-04-17 | R. J. Reynolds Tobacco Company | Tobacco-derived o-methylated flavonoid composition |
| WO2014058678A1 (en) | 2012-10-08 | 2014-04-17 | R. J. Reynolds Tobacco Company | An electronic smoking article and associated method |
| WO2014120479A1 (en) | 2013-01-30 | 2014-08-07 | R. J. Reynolds Tobacco Company | Wick suitable for use in an electronic smoking article |
| WO2014138223A1 (en) | 2013-03-07 | 2014-09-12 | R.J. Reynolds Tobacco Company | Method for producing lutein from tobacco |
| WO2014150926A1 (en) | 2013-03-14 | 2014-09-25 | R. J. Reynolds Tobacco Company | Sugar-enriched extract derived from tobacco |
| WO2014150247A1 (en) | 2013-03-15 | 2014-09-25 | R. J. Reynolds Tobacco Company | Heating control arrangement for an electronic smoking article and associated system and method |
| WO2014159617A1 (en) | 2013-03-14 | 2014-10-02 | R. J. Reynolds Tobacco Company | Protein-enriched tobacco-derived composition |
| WO2014159250A1 (en) | 2013-03-12 | 2014-10-02 | R. J. Reynolds Tobacco Company | An electronic smoking article having a vapor-enhancing apparatus and associated method |
| US8910639B2 (en) | 2012-09-05 | 2014-12-16 | R. J. Reynolds Tobacco Company | Single-use connector and cartridge for a smoking article and related method |
| WO2015017613A1 (en) | 2013-08-02 | 2015-02-05 | R.J. Reynolds Tobacco Company | Process for producing lignin from tobacco |
| WO2015021137A1 (en) | 2013-08-08 | 2015-02-12 | R. J. Reynolds Tobacco Company | Tobacco-derived pyrolysis oil |
| US8991403B2 (en) | 2009-06-02 | 2015-03-31 | R.J. Reynolds Tobacco Company | Thermal treatment process for tobacco materials |
| US9078473B2 (en) | 2011-08-09 | 2015-07-14 | R.J. Reynolds Tobacco Company | Smoking articles and use thereof for yielding inhalation materials |
| WO2015109085A1 (en) | 2014-01-17 | 2015-07-23 | R.J. Reynolds Tobacco Company | Process for producing flavorants and related materials |
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| US9451791B2 (en) | 2014-02-05 | 2016-09-27 | Rai Strategic Holdings, Inc. | Aerosol delivery device with an illuminated outer surface and related method |
| US9491974B2 (en) | 2013-03-15 | 2016-11-15 | Rai Strategic Holdings, Inc. | Heating elements formed from a sheet of a material and inputs and methods for the production of atomizers |
| WO2017040785A2 (en) | 2015-09-02 | 2017-03-09 | R.J. Reynolds Tobacco Company | System and apparatus for reducing tobacco-specific nitrosamines in dark-fire cured tobacco through electronic control of curing conditions |
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| WO2017044558A1 (en) | 2015-09-09 | 2017-03-16 | R. J. Reynolds Tobacco Company | Flavor delivery article |
| US9597466B2 (en) | 2014-03-12 | 2017-03-21 | R. J. Reynolds Tobacco Company | Aerosol delivery system and related method, apparatus, and computer program product for providing control information to an aerosol delivery device via a cartridge |
| US9609893B2 (en) | 2013-03-15 | 2017-04-04 | Rai Strategic Holdings, Inc. | Cartridge and control body of an aerosol delivery device including anti-rotation mechanism and related method |
| WO2017093941A1 (en) | 2015-12-03 | 2017-06-08 | Niconovum Usa, Inc. | Multi-phase delivery compositions and products incorporating such compositions |
| US9833019B2 (en) | 2014-02-13 | 2017-12-05 | Rai Strategic Holdings, Inc. | Method for assembling a cartridge for a smoking article |
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| US9839238B2 (en) | 2014-02-28 | 2017-12-12 | Rai Strategic Holdings, Inc. | Control body for an electronic smoking article |
| EP3260002A1 (en) | 2006-10-18 | 2017-12-27 | R.J.Reynolds Tobacco Company | Tobacco-containing smoking article |
| US9877510B2 (en) | 2014-04-04 | 2018-01-30 | Rai Strategic Holdings, Inc. | Sensor for an aerosol delivery device |
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| US10031183B2 (en) | 2013-03-07 | 2018-07-24 | Rai Strategic Holdings, Inc. | Spent cartridge detection method and system for an electronic smoking article |
| US10117460B2 (en) | 2012-10-08 | 2018-11-06 | Rai Strategic Holdings, Inc. | Electronic smoking article and associated method |
| US10172387B2 (en) | 2013-08-28 | 2019-01-08 | Rai Strategic Holdings, Inc. | Carbon conductive substrate for electronic smoking article |
| US10238145B2 (en) | 2015-05-19 | 2019-03-26 | Rai Strategic Holdings, Inc. | Assembly substation for assembling a cartridge for a smoking article |
| US10405579B2 (en) | 2016-04-29 | 2019-09-10 | Rai Strategic Holdings, Inc. | Methods for assembling a cartridge for an aerosol delivery device, and associated systems and apparatuses |
| US10561168B2 (en) | 2010-01-15 | 2020-02-18 | R.J. Reynolds Tobacco Company | Tobacco-derived components and materials |
| US10575558B2 (en) | 2014-02-03 | 2020-03-03 | Rai Strategic Holdings, Inc. | Aerosol delivery device comprising multiple outer bodies and related assembly method |
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| WO2022053982A1 (en) | 2020-09-11 | 2022-03-17 | Nicoventures Trading Limited | Alginate-based substrates |
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| WO2023002439A1 (en) | 2021-07-22 | 2023-01-26 | Nicoventures Trading Limited | Nanoemulsion comprising cannabinoid and/or cannabimimetic |
| US11666098B2 (en) | 2014-02-07 | 2023-06-06 | Rai Strategic Holdings, Inc. | Charging accessory device for an aerosol delivery device and related system, method, apparatus, and computer program product for providing interactive services for aerosol delivery devices |
| US11696604B2 (en) | 2014-03-13 | 2023-07-11 | Rai Strategic Holdings, Inc. | Aerosol delivery device and related method and computer program product for controlling an aerosol delivery device based on input characteristics |
| US12369632B2 (en) | 2013-03-14 | 2025-07-29 | Rai Strategic Holdings, Inc. | Electronic smoking article with improved storage and transport of aerosol precursor compositions |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3651816A (en) * | 1969-02-20 | 1972-03-28 | Georg Neurath | Treating tobacco |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3047433A (en) * | 1961-10-19 | 1962-07-31 | Philip Morris Inc | Use of diels-alder adducts as tobacco additives |
| US3082125A (en) * | 1961-05-23 | 1963-03-19 | Philip Morris Inc | Process for improving the flavor and aroma of tobacco and product |
| US3174485A (en) * | 1963-05-23 | 1965-03-23 | Brown & Williamson Tobacco | Organoleptically improved tobacco product |
| US3298378A (en) * | 1964-01-30 | 1967-01-17 | Kimberly Clark Co | Method of making a tobacco product |
| US3316919A (en) * | 1963-04-29 | 1967-05-02 | Brown & Williamson Tobacco | Processing of smoking tobacco |
-
1966
- 1966-03-05 DE DE19661692938 patent/DE1692938A1/de active Pending
-
1967
- 1967-02-27 US US619058A patent/US3476118A/en not_active Expired - Lifetime
- 1967-02-28 NL NL6703164A patent/NL6703164A/xx unknown
- 1967-03-03 LU LU53121D patent/LU53121A1/xx unknown
- 1967-03-03 GB GB00141/67A patent/GB1175441A/en not_active Expired
- 1967-03-03 BE BE694958D patent/BE694958A/xx unknown
- 1967-03-03 GB GB02895/69A patent/GB1175442A/en not_active Expired
- 1967-03-03 SE SE2970/67A patent/SE343465B/xx unknown
- 1967-03-03 CH CH315167A patent/CH491610A/de not_active IP Right Cessation
- 1967-03-04 NO NO167130A patent/NO118357B/no unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3082125A (en) * | 1961-05-23 | 1963-03-19 | Philip Morris Inc | Process for improving the flavor and aroma of tobacco and product |
| US3047433A (en) * | 1961-10-19 | 1962-07-31 | Philip Morris Inc | Use of diels-alder adducts as tobacco additives |
| US3316919A (en) * | 1963-04-29 | 1967-05-02 | Brown & Williamson Tobacco | Processing of smoking tobacco |
| US3174485A (en) * | 1963-05-23 | 1965-03-23 | Brown & Williamson Tobacco | Organoleptically improved tobacco product |
| US3298378A (en) * | 1964-01-30 | 1967-01-17 | Kimberly Clark Co | Method of making a tobacco product |
Cited By (155)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2752787A1 (de) | 1976-11-23 | 1978-05-24 | Naarden International Nv | Substituierte cyclohexanone als riech- und geschmacksstoffe |
| US20060247446A1 (en) * | 2003-07-25 | 2006-11-02 | Samuel Neto | Multi-metal oxide containing silver, vanadium and a promoter metal and use thereof |
| US7462727B2 (en) | 2003-07-25 | 2008-12-09 | Basf Aktiengesellschaft | Multimetal 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 |
| RU2307544C1 (ru) * | 2006-03-23 | 2007-10-10 | Олег Иванович Квасенков | Способ выработки ароматизированного табака |
| EP3508076A1 (en) | 2006-10-18 | 2019-07-10 | R. J. Reynolds Tobacco Company | Tobacco-containing smoking article |
| US11980220B2 (en) | 2006-10-18 | 2024-05-14 | Rai Strategic Holdings, Inc. | Tobacco-containing smoking article |
| EP3345496A1 (en) | 2006-10-18 | 2018-07-11 | R.J.Reynolds Tobacco Company | Tobacco-containing smoking article |
| EP3398460A1 (en) | 2006-10-18 | 2018-11-07 | R.J.Reynolds Tobacco Company | Tobacco-containing smoking article |
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| US11805806B2 (en) | 2006-10-18 | 2023-11-07 | Rai Strategic Holdings, Inc. | Tobacco-containing smoking article |
| EP3260002A1 (en) | 2006-10-18 | 2017-12-27 | R.J.Reynolds Tobacco Company | Tobacco-containing smoking article |
| US11647781B2 (en) | 2006-10-18 | 2023-05-16 | Rai Strategic Holdings, Inc. | Tobacco-containing smoking article |
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| US11925202B2 (en) | 2006-10-18 | 2024-03-12 | Rai Strategic Holdings, Inc. | Tobacco-containing smoking article |
| EP3677129A1 (en) | 2006-10-18 | 2020-07-08 | RAI Strategic Holdings, Inc. | Tobacco-containing smoking article |
| EP3831225A1 (en) | 2006-10-18 | 2021-06-09 | R.J. Reynolds Tobacco Company | Tobacco-containing smoking article |
| US11986009B2 (en) | 2006-10-18 | 2024-05-21 | Rai Strategic Holdings, Inc. | Tobacco-containing smoking article |
| 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 |
| US8434496B2 (en) | 2009-06-02 | 2013-05-07 | R. J. Reynolds Tobacco Company | Thermal treatment process for tobacco materials |
| WO2010141278A1 (en) | 2009-06-02 | 2010-12-09 | R.J. Reynolds Tobacco Company | Thermal treatment process for tobacco materials |
| US8944072B2 (en) | 2009-06-02 | 2015-02-03 | R.J. Reynolds Tobacco Company | Thermal treatment process for tobacco materials |
| US8991403B2 (en) | 2009-06-02 | 2015-03-31 | R.J. Reynolds Tobacco Company | Thermal treatment process for tobacco materials |
| US8955523B2 (en) | 2010-01-15 | 2015-02-17 | R.J. Reynolds Tobacco Company | Tobacco-derived components and materials |
| WO2011088171A2 (en) | 2010-01-15 | 2011-07-21 | R. J. Reynolds Tobacco Company | Tobacco-derived components and materials |
| US10561168B2 (en) | 2010-01-15 | 2020-02-18 | R.J. Reynolds Tobacco Company | Tobacco-derived components and materials |
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Also Published As
| Publication number | Publication date |
|---|---|
| NL6703164A (enrdf_load_html_response) | 1967-09-06 |
| SE343465B (enrdf_load_html_response) | 1972-03-13 |
| BE694958A (enrdf_load_html_response) | 1967-08-14 |
| GB1175442A (en) | 1969-12-23 |
| GB1175441A (en) | 1969-12-23 |
| DE1692938A1 (de) | 1972-03-16 |
| LU53121A1 (enrdf_load_html_response) | 1967-05-03 |
| NO118357B (enrdf_load_html_response) | 1969-12-15 |
| CH491610A (de) | 1970-06-15 |
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