US3878850A - Smoking mixture - Google Patents

Smoking mixture Download PDF

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Publication number
US3878850A
US3878850A US283290A US28329072A US3878850A US 3878850 A US3878850 A US 3878850A US 283290 A US283290 A US 283290A US 28329072 A US28329072 A US 28329072A US 3878850 A US3878850 A US 3878850A
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Prior art keywords
parts
smoke
nicotine
carbohydrate
weight
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Expired - Lifetime
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US283290A
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English (en)
Inventor
James Gibson
Colin James Webster
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Imperial Group PLC
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Imperial Chemical Industries Ltd
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Assigned to IMPERIAL GROUP PLC, A COMPANY OF UNITED KINGDOM reassignment IMPERIAL GROUP PLC, A COMPANY OF UNITED KINGDOM ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: IMPERIAL CHEMICAL INDUSTRIES PLC
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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
    • A24B15/10—Chemical features of tobacco products or tobacco substitutes
    • A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes

Definitions

  • a smoking mixture comprising a smoke-producing substrate (particularly a tobacco substitute or a blend with tobacco) fortified by nicotine and a substance producing acidic matter in the smoke to counteract chokiness. Volatile acids, or substances pryolysing to volatile acids or weak base salts may be used.
  • PATENTEDAPRZZISTS 3,878.850 snmsggg SMOKING MIXTURE This invention relates to smoking mixtures and more particularly to smoking mixtures fortified with nicotine.
  • the smoke produced by smoking mixtures fortified with nicotine, particularly when used in cigarettes is unacceptably irritant.
  • irritancy The irritancy caused by nicotine fortification will hereinafter be referred to as "chokiness. Nicotine in the smoke from flue-cured Virginia tobacco alone does not have this defect of chokiness.
  • a method of measuring the pH of whole tabacco smoke is disclosed in a paper by Sensabaugh and Cundiff in Tabacco Science VI page 25 and a similar method may be used for smoke from other substrates.
  • an improved smoking mixture comprises a smoke-producing substrate fortified by nicotine and containing also a substance which upon smoking of the mixture produces acidic matter in the smoke, whereby to reduce the chokiness thereof.
  • the invention is of value with natural or artificial smoke-producing substrates or mixtures thereof. it is particularly valuable with smoke-producing substrates containing modified carbohydrate manufactured by the process described and claimed in our United Kingdom Pat. No. l,l l3,979, i.e. by subjecting carbohydrate to a catalysed degradation process, for example at a temperature of l to 250C until the weight of the degraded carbohydrate is less than 90 percent of the weight of the original carbohydrate. More particularly the invention is of especial value with smoke-producing substrates containing modified cellulose manufactured by heating a-cellulose at l00-250C in presence of ammonium sulphamate. Another valuable substrate for use in the invention is that described and claimed in our United Kingdom Patent application No.
  • 2270/69 comprising a solid condensate produced by acid or base catalysed condensation of a compound of the formula R COCH CH COR (l) (optionally produced in situ from a precursor thereof) wherein R and R which may be the same or different. each represents hydrogen or an alkyl, hydroxyalkyl or formyl group said condensate being fabricated with the aid of a filmforming agent into a form from which a tobacco simulating material can be produced.
  • Other smokeproducing substrates which may be used in the invention are those based on various carbohydrates e.g. cellulose or on carboxymethyl cellulose or oxidised cellulose as the fuel. Tobaccos fortified by additional nicotine can similarly be employed.
  • the invention is of particular value with substrates comprising blends of tobacco with artificial smokeproducing substrates since these frequently require fortification with nicotine in order that the smoker may receive a degree of satisfaction comparable to that received from tobacco itself.
  • Blends containing up to 80 percent of tobacco are particularly amenable.
  • the substance producing acidic matter in the smoke is an organic acid which is either volatile or steam-volatile and thus passes into the smoke directly, or pyrolyses on heating to produce a volatile or steam-volatile acid.
  • Volatile acids are for example formic, acetic, propionic.
  • Acids which pyrolyse to produce volatile acids are for example lactic, malic and maleic acids.
  • the pyrolyses of lactic and malic acids are disclosed in a paper by K. R. Geisinger, T. C. Jones and l. Schmeltz, Tobacco Science 89. p.65-66, June [970.
  • the substance producing acidic matter is a neutral substance which pyrolyses to produce acidic matter.
  • neutral substances are starch. fructose, glucose and esters particularly glyceryl esters e.g. glycerol mono-. dior tri-acetate, tributyrate, trioleate. tripalmitate.
  • the substance producing acidic matter is a salt of a weak nitrogenous base (e.g. ammonia) with a strong acid (e.g. sulphuric or hydrochloric acid).
  • a weak nitrogenous base e.g. ammonia
  • a strong acid e.g. sulphuric or hydrochloric acid
  • the quantity of the substance producing acidic matter should be sufficient to counteract the effect of the nicotine in producing chokiness and it will be clear that the necessary quantity will depend directly upon the amount of added nicotine in the smoking mixture and, in cases where pyrolysis is necessary, upon the extent to which this occurs in the process of smoking. Generally the proportion of the substance producing acidic matter will not exceed twice the proportion by weight of the fortifying nicotine. Proportions by weight of fortifying nicotine will not usually exceed 5 percent.
  • the smoking mixtuze of the invention may, if desired. contain other materials which are common constituents of smoking mixtures, for example glow-promoting catalysts, materials to improve ash coherence and colour, flavourants and medicaments.
  • Cigarettes, cigars and pipe-fillings from the improved smoking mixture of the invention produce less chokiness than corresponding smoking articles from comparable smoking mixtures which do not contain the substance producing acidic matter in the smoke.
  • the chokiness may be completely eliminated without introduction of other unpleasant flavour characteristics.
  • FIGS. 1-6 each provide graphical illustrations of the puff-by-puff pH protiles during smoking of cigarettes made from smoking mixtures described in particular examples.
  • the method employed for production of these graphical illustra tions is described by Sensabaugh and Cundiff in Tobacco Science Vl pages 25 to 30. This procedure is an empirical one and the results are comparative only. For this reason no absolute pH scale is marked on the figures.
  • the horizontal line represents in each case the equilibrium pH of the electrode. Acidity increases upwardly.
  • Some of the Examples also include measurements of absolute pH carried out on collected smoke volatiles by the method of Y. Mikami et al.. Science Papers of Japan Monopoly Corporation 1967 Volume III, pages l73-l77. Distilled water was used in these measurements.
  • EXAMPLE l [[60 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with l6,l60 parts of water and ground in a disintegrator; 388 parts of glycerol followed by 227 parts of nicotine in 2000 parts water were added to the stirred mix. A dry mixture consisting of 708 parts of calcium carbonate, 2 16 parts of bentonite and 91 parts of ammonium sulphate was then added, followed by 5 l 7 parts of sodium carboxymethyl cellulose and 1,230 parts of magnesite and the resultant slurry stirred for at least 1 hour. The slurry was then cast on a drier to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with flue-cured tobacco to give blends containing 70, 60 and 50% of tobacco.
  • the blends were made up in cigarette form and these cigarettes were flavour assessed. No chokiness was reported.
  • FIG. 1 shows comparative puff-by-puff pH profiles of the smoke from the three blends described above, and the tobacco itself.
  • FIG. 2 shows comparative puff-by-puff pH profiles of the smoke from these three blends.
  • EXAMPLE 2 1160 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with l6,l60 parts of water and ground in a disintegrator. 388 Parts of glycerol followed by 227 parts of lactic acid and 227 parts of nicotine in 2,000 parts water, which had been previously mixed were added to the mix. A dry mixture consisting of 626 parts of calcium carbonate, 216 parts of bentonite and 91 parts of ammonium sulphate was then added, followed by 5l7 parts of sodium carboxymethyl cellulose and 1,088 parts of magnesite and the resultant slurry stirred for at least l hour. The slurry was then cast on a drier to give a film with a dry basis weight of 48-52 g./sq. me-
  • the film was shredded and the shred blended with flue-cured tobacco to give a blend containing 50 percent of tobacco.
  • the blend was made into cigarettes and these cigarettes were flavour assessed. No chokiness was reported.
  • FIG. 3 shows a puff-by-puff pH profile of the smoke from this blend. Absolute pH values determined on portions of the smoke were Particulate phase Gas phase side stream EXAMPLE 3 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with l6,l60 parts of water and ground in a disintegrator. 388 Parts of glycerol followed by 227 parts of lactic acid and 227 parts of nicotine in 2,000 parts water which had been previously mixed were added to the mix.
  • the film was shredded and the shred blended with flue-cured tobacco to give a blend containing 50 percent tobacco.
  • the blend was made into cigarettes and these cigarettes were flavour assessed. No chokiness was reported.
  • EXAMPLE 4 51 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 60 parts of water and ground in a disintegrator, 1.7 Parts of glycerol followed by 1 part of nicotine and l part glycerol triacetate in 20 parts of water were added to the stirred mix. A dry mixture consisting of 2.92 parts of calcium carbonate, 0.95 parts bentonite was then added followed by 2.3 parts of sodium carboxymethyl cellulose and 5.0 parts magnesite and the resultant slurry stirred for at least I hour. The slurry was then cast to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with flue-cured tobacco to give a blend containing 50 percent of tobacco.
  • the blend was made up in cigarette form and the cigarettes flavour assessed. No chokiness was reported.
  • FIG. 4 shows a puff-by-puff pH profile of the smoke from this blend. Absolute pH values determined on portions of the smoke were:
  • Particulate phase 6 EXAMPLE 5 5.02 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 60 parts of water and ground in a disintegrator. l.7 Parts of glycerol followed by l part of nicotine in parts water were added to the stirred mix. A dry mixture consisting of 2.92 parts of calcium carbonate, 0.95 parts of bentonite and 2 parts of starch was then added followed by 2.3 parts of sodium carboxymethyl cellulose and 4.12 parts magnesite and the resultant slurry stirred for at least 1 hour. The. slurry was then cast to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with flue-cured tobacco to give a blend containing 50 percent of tobacco.
  • the blend was made up in cigarette form and the cigarettes flavour assessed. No chokiness was reported.
  • EXAMPLE 6 98.8 parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 1,600 parts of water and ground in a disintegrator. 22.0 Parts of glycerol followed by 14 parts nicotine and 18 parts malic acid in 200 parts water were added to the mix. A dry mixture consisting of 60.4 parts of calcium carbonate, 18.4 parts of hentonite and 0.8 parts of ammonium sulphate was added, followed by 55.2 parts of sodium carboxymethyl cellulose and 105.2 parts of magnesite and the resultant slurry stirred for at least 1 hour.
  • the slurry was then cast on a drier to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with equal parts of flue-cured tobacco and made into cigarettes. These cigarettes were flavour assessed. No chokiness was reported.
  • FIG. 5 shows a puff-by-puff pH profile of the smoke from this blend.
  • EXAMPLE 7 98.8 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 1,600 parts of water and ground in a disintegrator. 22.0 parts of glycerol followed by 14 parts of nicotine and 18 parts of maleic acid in 200 parts of water were added to the mix. A dry mixture consisting of 60.4 parts of calcium carbonate, 18.4 parts of bentonite and 8 parts of ammonium sulphate was added followed by 55.2 parts of sodium carboxymethyl cellulose and 105.2 parts of magnesite. The resultant slurry was stirred for at least one hour then cast on a drier to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with an equal part of flue-cured tobacco and made into cigarettes. These cigarettes were flavour assessed. No chokiness reported.
  • FIG. 6 shows a puff-by-puff pH profile of the smoke from this blend.
  • EXAMPLE 8 5.02 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 60 parts of water and ground in a disin tegrator. 1.7 Parts of glycerol followed by 1 part of nicotine and 1 part of fructose in 20 parts of water were added to the mix. A dry mixture consisting of 2.92 part: of calcium carbonate and 10.95 parts of bentonite was then added followed by 2.3 parts of sodium carboxymethyl cellulose and 4.12 parts magnesite and the re sultant slurry stirred for at least one hour. The slurry was then cast to give a film with a dry basis weight 0: 48-52 g./sq. metre.
  • the film was shredded and the shred blended witl equal part of flue-cured tobacco.
  • the blend was made up in cigarette form and the cigarettes flavour assessed No chokiness was reported.
  • EXAMPLE 9 96.8 Parts of alginic acid was mixed with 1600 parts of water and ground in a disintegrator. 24.4 Parts 01 glycerol, 14.4 parts of potassium citrate followed by 20 parts of nicotine and 20 parts of lactic acid were added to the mix. A dry mixture consisting of 69.2 parts 01 calcium carbonate and 120.8 parts of magnesite was then added followed by 34.4 parts of sodium carboxymethyl cellulose and the resultant slurry stirred for at least 1 hour. The slurry was then cast on a drier to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with ar equal weight of flue-cured tobacco shred and made into cigarettes and these cigarettes were flavour assessed. No chokiness was recorded.
  • EXAMPLE 10 102.4 Parts of a material prepared by heat-treating a-cellulose in the presence of ammonium sulphamate was mixed with 1,600 parts of water and ground in z disintegrator. 34.4 Parts of glycerol followed by 2( parts of nicotine, 20 parts of formic acid in 200 part: of water were added to the mix. A dry mixture consist ing of 58.0 parts of calcium carbonate, 19.2 parts 0' bentonite was then added followed by 45.6 parts of so dium carboxymethyl cellulose and 100.4 parts of mag nesite and the resultant slurry stirred for at least 1 hour The slurry was then cast on a Sandvik drier to give a film with a dry basis weight of 48-52 g./sq. metre.
  • the film was shredded and the shred blended with at equal weight of flue-cured tobacco shred and madi into cigarettes. These cigarettes were flavour assessec and no chokiness was recorded.
  • a smoking mixture comprising a smoke-producim substrate containing a modified carbohydrate and forti fied by nicotine, said mixture containing also lactic acir present in a quantity sufficient to reduce the chokines or choky flavor effect of the smoke as caused by th nicotine fortification, the quantity of said acid being at more than twice the proportion by weight of the nico tine and the modified carbohydrate being the produc obtained by catalytic thermal degradation of carbohy 3.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Manufacture Of Tobacco Products (AREA)
  • Cigarettes, Filters, And Manufacturing Of Filters (AREA)
US283290A 1971-09-08 1972-08-24 Smoking mixture Expired - Lifetime US3878850A (en)

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US (1) US3878850A (en, 2012)
JP (1) JPS4835096A (en, 2012)
AR (1) AR193290A1 (en, 2012)
AU (1) AU4588672A (en, 2012)
BE (1) BE788198A (en, 2012)
BR (1) BR7206178D0 (en, 2012)
DE (1) DE2244030A1 (en, 2012)
ES (1) ES406480A1 (en, 2012)
FR (1) FR2152183A5 (en, 2012)
GB (1) GB1339144A (en, 2012)
IE (1) IE36889B1 (en, 2012)
IL (1) IL40176A0 (en, 2012)
IT (1) IT1048894B (en, 2012)
LU (1) LU66008A1 (en, 2012)
NL (1) NL7212166A (en, 2012)
NO (1) NO129828B (en, 2012)
SE (1) SE7211558L (en, 2012)
ZA (1) ZA725667B (en, 2012)
ZM (1) ZM14072A1 (en, 2012)

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4117850A (en) * 1975-05-27 1978-10-03 Imperial Chemical Industries Limited Smoking mixtures
US4146040A (en) * 1977-03-17 1979-03-27 Cohn Charles C Cigarettes
US4452259A (en) * 1981-07-10 1984-06-05 Loews Theatres, Inc. Smoking articles having a reduced free burn time
US4830028A (en) * 1987-02-10 1989-05-16 R. J. Reynolds Tobacco Company Salts provided from nicotine and organic acid as cigarette additives
US4920990A (en) * 1988-11-23 1990-05-01 R. J. Reynolds Tobacco Company Cigarette
US5133368A (en) * 1986-12-12 1992-07-28 R. J. Reynolds Tobacco Company Impact modifying agent for use with smoking articles
US5996589A (en) * 1998-03-03 1999-12-07 Brown & Williamson Tobacco Corporation Aerosol-delivery smoking article
AU756450B2 (en) * 1997-06-19 2003-01-16 British-American Tobacco (Investments) Limited Smoking article and smoking material therefor
US20050066985A1 (en) * 2003-09-30 2005-03-31 Borschke August Joseph Smokable rod for a cigarette
US20050066986A1 (en) * 2003-09-30 2005-03-31 Nestor Timothy Brian Smokable rod for a cigarette
US20070034220A1 (en) * 2003-08-19 2007-02-15 22Nd Century Limited, Llc Reduced-exposure tobacco products
US20070215167A1 (en) * 2006-03-16 2007-09-20 Evon Llewellyn Crooks Smoking article
US20070215168A1 (en) * 2006-03-16 2007-09-20 Banerjee Chandra K Smoking article
US20080092912A1 (en) * 2006-10-18 2008-04-24 R. J. Reynolds Tobacco Company Tobacco-Containing Smoking Article
US20100218964A1 (en) * 2009-02-27 2010-09-02 Daniel Galloway Compressed gas-driven device with passive thermodynamic composition
WO2010099456A1 (en) * 2009-02-27 2010-09-02 D2Bg Llc Compressed gas-driven device with passive thermodynamic composition
US10188140B2 (en) 2005-08-01 2019-01-29 R.J. Reynolds Tobacco Company Smoking article
US10300225B2 (en) 2010-05-15 2019-05-28 Rai Strategic Holdings, Inc. Atomizer for a personal vaporizing unit
US10349684B2 (en) 2015-09-15 2019-07-16 Rai Strategic Holdings, Inc. Reservoir for aerosol delivery devices
US10492542B1 (en) 2011-08-09 2019-12-03 Rai Strategic Holdings, Inc. Smoking articles and use thereof for yielding inhalation materials
US10765143B2 (en) 2017-09-14 2020-09-08 Altria Client Services Llc Smoking article with reduced tobacco
US11344683B2 (en) 2010-05-15 2022-05-31 Rai Strategic Holdings, Inc. Vaporizer related systems, methods, and apparatus
US11490653B2 (en) 2017-06-23 2022-11-08 Altria Client Services Llc Smoking article
US11659868B2 (en) 2014-02-28 2023-05-30 Rai Strategic Holdings, Inc. Control body for an electronic smoking article
US12156533B2 (en) 2013-05-06 2024-12-03 Juul Labs, Inc. Nicotine salt formulations for aerosol devices and methods thereof
US12167744B2 (en) 2013-12-05 2024-12-17 Juul Labs, Inc. Nicotine liquid formulations for aerosol devices and methods thereof
EP4494494A1 (en) 2023-07-20 2025-01-22 Numair Fakir Rectangular shaped vape pen
US12342851B2 (en) 2017-12-08 2025-07-01 Altria Client Services Llc Smoking article with reduced tobacco

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1597101A (en) * 1976-10-05 1981-09-03 Gallaher Ltd Smoking materials
EP0286256A3 (en) * 1987-03-23 1990-03-07 Imperial Tobacco Limited Smoking material and process for making same
EP4599699A1 (en) * 2024-02-12 2025-08-13 Nicoventures Trading Limited Aerosol generating compositions, articles and systems comprising the same

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US2739599A (en) * 1948-12-31 1956-03-27 American Mach & Foundry Method of treating tobacco and tobacco products
US2809904A (en) * 1954-11-17 1957-10-15 Raymar Company Smoking product
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US3385303A (en) * 1966-06-16 1968-05-28 Philip Morris Inc Reconstituted tobacco product
US3461879A (en) * 1967-06-30 1969-08-19 Celanese Corp Oxidized cellulose tobacco substitute composition
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US1996002A (en) * 1933-05-25 1935-03-26 Seaman Stewart Elmer Decreasing inflammability of cigarettes
US2739599A (en) * 1948-12-31 1956-03-27 American Mach & Foundry Method of treating tobacco and tobacco products
US2809904A (en) * 1954-11-17 1957-10-15 Raymar Company Smoking product
US3003895A (en) * 1957-12-06 1961-10-10 Heinr Borgwaldt Tobacco product and method of making the same
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US3461879A (en) * 1967-06-30 1969-08-19 Celanese Corp Oxidized cellulose tobacco substitute composition
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Cited By (90)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4117850A (en) * 1975-05-27 1978-10-03 Imperial Chemical Industries Limited Smoking mixtures
US4146040A (en) * 1977-03-17 1979-03-27 Cohn Charles C Cigarettes
US4452259A (en) * 1981-07-10 1984-06-05 Loews Theatres, Inc. Smoking articles having a reduced free burn time
US5133368A (en) * 1986-12-12 1992-07-28 R. J. Reynolds Tobacco Company Impact modifying agent for use with smoking articles
US4830028A (en) * 1987-02-10 1989-05-16 R. J. Reynolds Tobacco Company Salts provided from nicotine and organic acid as cigarette additives
US4836224A (en) * 1987-02-10 1989-06-06 R. J. Reynolds Tobacco Company Cigarette
US4920990A (en) * 1988-11-23 1990-05-01 R. J. Reynolds Tobacco Company Cigarette
KR100478844B1 (ko) * 1997-06-19 2005-03-24 브리티쉬 아메리칸 토바코 (인베스트먼츠) 리미티드 흡연제품 및 이를 위한 흡연재료
US20050081869A1 (en) * 1997-06-19 2005-04-21 Biggs Philip J. Smoking article
US6779531B1 (en) * 1997-06-19 2004-08-24 Brown & Williamson Tobacco Corporation Smoking material
US7398783B2 (en) * 1997-06-19 2008-07-15 R. J. Reynolds Tobacco Company Smoking article
AU756450B2 (en) * 1997-06-19 2003-01-16 British-American Tobacco (Investments) Limited Smoking article and smoking material therefor
US5996589A (en) * 1998-03-03 1999-12-07 Brown & Williamson Tobacco Corporation Aerosol-delivery smoking article
US20070034220A1 (en) * 2003-08-19 2007-02-15 22Nd Century Limited, Llc Reduced-exposure tobacco products
US9814258B2 (en) * 2003-08-19 2017-11-14 22Nd Century Limited, Llc Reduced-exposure tobacco products
US20050066986A1 (en) * 2003-09-30 2005-03-31 Nestor Timothy Brian Smokable rod for a cigarette
US20050066985A1 (en) * 2003-09-30 2005-03-31 Borschke August Joseph Smokable rod for a cigarette
US7503330B2 (en) 2003-09-30 2009-03-17 R.J. Reynolds Tobacco Company Smokable rod for a cigarette
US20090151739A1 (en) * 2003-09-30 2009-06-18 August Joseph Borschke Smokable Rod for a Cigarette
US7753056B2 (en) 2003-09-30 2010-07-13 R. J. Reynolds Tobacco Company Smokable rod for a cigarette
US8678013B2 (en) 2005-08-01 2014-03-25 R.J. Reynolds Tobacco Company Smoking article
US20100186757A1 (en) * 2005-08-01 2010-07-29 Crooks Evon L Smoking Article
US10188140B2 (en) 2005-08-01 2019-01-29 R.J. Reynolds Tobacco Company Smoking article
US20070215168A1 (en) * 2006-03-16 2007-09-20 Banerjee Chandra K Smoking article
US10258079B2 (en) 2006-03-16 2019-04-16 R.J. Reynolds Tobacco Company Smoking article
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US12048325B2 (en) 2006-03-16 2024-07-30 R.J. Reynolds Tobacco Company Smoking article
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EP2762020A2 (en) 2006-03-16 2014-08-06 R. J. Reynolds Tobacco Company Smoking article
EP2486812A1 (en) 2006-03-16 2012-08-15 R.J. Reynolds Tobacco Company Smoking article
US9220301B2 (en) 2006-03-16 2015-12-29 R.J. Reynolds Tobacco Company Smoking article
US20070215167A1 (en) * 2006-03-16 2007-09-20 Evon Llewellyn Crooks Smoking article
EP3398460A1 (en) 2006-10-18 2018-11-07 R.J.Reynolds Tobacco Company Tobacco-containing smoking article
US20080092912A1 (en) * 2006-10-18 2008-04-24 R. J. Reynolds Tobacco Company Tobacco-Containing Smoking Article
US8899238B2 (en) 2006-10-18 2014-12-02 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
US9801416B2 (en) 2006-10-18 2017-10-31 Rai Strategic Holdings, Inc. Tobacco-containing smoking article
US8079371B2 (en) 2006-10-18 2011-12-20 R.J. Reynolds Tobacco Company Tobacco containing smoking article
US9814268B2 (en) 2006-10-18 2017-11-14 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
EP3266322A1 (en) 2006-10-18 2018-01-10 R.J.Reynolds Tobacco Company Tobacco-containing smoking article
US9901123B2 (en) 2006-10-18 2018-02-27 Rai Strategic Holdings, Inc. Tobacco-containing smoking article
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BE788198A (fr) 1973-02-28
LU66008A1 (en, 2012) 1973-01-17
GB1339144A (en) 1973-11-28
BR7206178D0 (pt) 1973-09-13
SE7211558L (en, 2012) 1973-03-09
JPS4835096A (en, 2012) 1973-05-23
ES406480A1 (es) 1975-10-01
FR2152183A5 (en, 2012) 1973-04-20
IE36889B1 (en) 1977-03-16
DE2244030A1 (de) 1973-03-15
NO129828B (en, 2012) 1974-06-04
NL7212166A (en, 2012) 1973-03-12
ZA725667B (en) 1973-05-30
AR193290A1 (es) 1973-04-11
IE36889L (en) 1973-03-08
IL40176A0 (en) 1972-10-29
AU4588672A (en) 1974-02-28
ZM14072A1 (en) 1973-04-24
IT1048894B (it) 1980-12-20

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