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WO1999038396A1 - Smoking articles - Google Patents

Smoking articles
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Publication number
WO1999038396A1
WO1999038396A1PCT/GB1999/000260GB9900260WWO9938396A1WO 1999038396 A1WO1999038396 A1WO 1999038396A1GB 9900260 WGB9900260 WGB 9900260WWO 9938396 A1WO9938396 A1WO 9938396A1
Authority
WO
WIPO (PCT)
Prior art keywords
article
tobacco
activated carbon
shredded
carbon particles
Prior art date
Application number
PCT/GB1999/000260
Other languages
French (fr)
Inventor
John Roger Sampson
Original Assignee
British American Tobacco (Investments) Limited
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 to EP99903793ApriorityCriticalpatent/EP1051089B1/en
Priority to DE69907632Tprioritypatent/DE69907632T2/en
Priority to HK01103073.3Aprioritypatent/HK1032721B/en
Priority to AT99903793Tprioritypatent/ATE239388T1/en
Priority to DK99903793Tprioritypatent/DK1051089T3/en
Priority to BRPI9907722-1Aprioritypatent/BR9907722B1/en
Application filed by British American Tobacco (Investments) LimitedfiledCriticalBritish American Tobacco (Investments) Limited
Priority to AU24316/99Aprioritypatent/AU747793B2/en
Priority to JP2000529143Aprioritypatent/JP4044731B2/en
Priority to NZ505480Aprioritypatent/NZ505480A/en
Priority to CA002317409Aprioritypatent/CA2317409C/en
Publication of WO1999038396A1publicationCriticalpatent/WO1999038396A1/en
Priority to NO20003357Aprioritypatent/NO325593B1/en

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Abstract

Use in the tobacco rod of a smoking article of tobacco mixed with a reconstituted tobacco sheet which includes activated carbon particles, surrounded by a paper of CORESTA 20 permeability or greater results in an article having reduced sidestream smoke and selective reduction of certain ingredients in mainstream smoke, whereby the smoker has a perception of increased smoothness.

Description

SMOKING ARTICLES
This invention relates to smoking articles such as cigarettes, cigars and cigarillos, and is concerned with the reduction of sidestream smoke from smoking articles. Sidestream smoke is that which is produced when the article is alight but not being drawn on by the smoker. Mainstream smoke is that which is generated when the smoking article is drawn on by the smoker; the chemistries of mainstream and sidestream smokes are different.
Sidestream smoke is perceived to be annoying to non-smokers, especially when a cigarette is left lying as for example in an ashtray, and any reduction in it is desirable. The modification of mainstream smoke affects the perception of the article by the smoker.
The present invention uses activated carbon to modify the smoke of a smoking article. Of course, activated carbon has been used in smoking articles, and for various purposes, virtually ever since its excellent adsorbent properties became known.
For example, the effects of various carbon contents of filters have been investigated by Williams et al in a report presented to the 5th General Assembly of CORESTA, Vienna, October 1964 and reprinted in Beitrage zur Tabakforschung, Vol. 3 part 3., pages 233- 242. This showed varying adsorbence of different constituents of mainstream smoke by filter shreds of different make-up. However we are concerned with placing of carbon in the tobacco rod; that is, where it is subjected to conditions very different from those in a filter.
GB-A-1512352 shows the use of activated porous particles of carbon adhered to tobacco in the tobacco rod to affect mainstream smoke. GB-A-1348580 shows a sheet of reconstituted tobacco material containing activated carbon used as a main material for making cigarettes which gave a reduction in particulates and nicotine in mainstream smoke.
As far as we are aware at present the only disclosure of the use of carbon in a tobacco rod in a situation where reduction of sidestream smoke was aimed for is in US-A-5092353 (EP-A-378774) . However the aim in that disclosure was to reduce sidestream smoke by the use of wrapping paper of very low permeability (< 10 CORESTA units) . To compensate for the tendency this will cause for the cigarette to be self -extinguishing, pyrolyzed alpha-cellulose was present in the tobacco rod .
This pyrolyzed material was not subjected to any activating treatment. No mention is made of any chemical effect it might have on the smoke, and it probably has little or none because in the specific example the pyrolyzed material was cotton linters, which would give a comparatively low surface-area carbon.
The present invention, therefore, is contrasted with all of this prior art by providing in a tobacco rod an activated carbon for having an effect on the chemistry of smoke while not being limited to the use of low permeability papers, and specifically not to papers of < 10 CORESTA. Furthermore, the present invention provides the addition of activated carbon in specific particulate form in reconstituted tobacco sheet to the tobacco rod of the smoking article in such a way that greater mildness of the smoking article is perceived by the smoker in the mainstream smoke, and at the same time there is a reduction in sidestream smoke over a wide range of porosities of the wrapper of the article and in particular with porosities high enough that special precautions do not have to be taken to prevent self- extinction of the article.
Furthermore, the activated carbon particle should preferably be of vegetable origin since they will then contain minute traces of metals, which assist in the firm adsorption of (particularly) aldehydes from the smoke and indeed may chelate with such compounds. These are compounds the removal of which is particularly critical for improving mildness of perception of the article when smoked. At the same time, however, the activated carbon does not diminish and may even increase certain beneficial volatile components of the smoke.
It is important to realise that as the "coal" of the smoking article progresses along the article, smoke components adsorbed by the particles are displaced from those particles minimally if at all. They are destroyed to gaseous oxides together with the material of the carbon particle itself by the extremely high temperatures (reaching up to about 800 °C) generated in the coal.
The reconstituted tobacco sheet containing the activated carbon particles may be made by conventional techniques for making such sheets, which in their turn resemble conventional paper-making techniques, the sheet then being shredded for incorporation with shredded tobacco which will be the material of the tobacco rod.
An important application of the present invention however will be in "roll your own" tobacco blends, i.e. those which are sold loose and which are wrapped in cigarette papers by the smoker.
The invention therefore includes within its scope a blend of shredded tobacco and of reconstituted tobacco sheet with the latter containing activated carbon .
The handling of the sheet, whether in shredding or in later manipulation either in a machine or by the smoker, may cause loss of carbon particles and the reconstituted tobacco sheet may be coated or sized in order to assist retention of the particles in it, and in particular the particles may themselves be micro- encapsulated before incorporation. This latter has the advantage of increasing the size of the particles and therefore their retention mechanically and the uniformity of size but, perhaps surprisingly, does not affect their activity. Example 1
Cigarettes were made from a mixture of US flue- cured and Burley tobaccos, cut rolled stem and expanded tobaccos, processed and cut to 32 cuts per inch ("cpi") . Incorporated in the shredded tobacco were 20% of a reconstituted tobacco sheet equally cut and containing 30% of activated carbon particles from coconut, of mean particle size 37 μm and ranging in particle size from 0.5 μm to 150 μm. Control cigarettes were made identically but with the omission of the activated carbon particles. The cigarettes were 84 mm long, 7.9 mm diameter, unfiltered. The wrapping was an 80 CORESTA flax-based paper, with 2% potassium citrate burn enhancer.
The cigarettes were subjected to smoking on a standard smoking machine and the mainstream smoke was analysed for vapour phase and semi-volatiles content with the results shown in Tables 1 and 2.
As seen in Table 1, there was a striking diminution, selective in character, of certain aldehydes and ketones and in particular of acrolein and butyraldehydes, the removal of which is important for mildness of taste. On the other hand, there was an actual increase as compared to the standard in certain ingredients, and in particular lirnonene, which are 7 regarded as beneficial to the taste .
A similar reduction though less selective is seen in the semi-volatiles as shown in Table 2.
Example 2 Cigarettes and controls were prepared using the same tobacco blend and reconstituted tobacco sheet as in Example 1, but using respectively papers of 25, 50, 80 and 180 CORESTA units porosity. Sidestream smoke from the inventive cigarettes and from the controls had significant reductions both in semi-volatiles and in nicotine content, as seen in Table 3. Increased carbon monoxide and carbon dioxide production is assumed to be due to the presence of the particulate carbon in the tobacco sheet .
TABLE 1 VAPOUR PHASE ANALYSIS, RESULTS SUMMARY
(Non-ISO 4387 conditions)
Relative Peak Area Test
Control Test as % of
Component Mean RSD Mean RSD Contro l
Isoprene 30.8 3 30.6 4 100
Limonene 2.3 33 2.6 17 1f4
Benzene 16.9 5 16.5 3 97
Toluene 26.7 9 27.3 4 102
Ethylbenzene 4.1 18 4.5 8 108 m-+p-Xylene 6.0 19 6.7 8 112 o-Xylene 1.4 21 1.6 9 112
Styrene 1.5 28 1.7 14 112
Acetaldehyde 9.4 4 9.3 3 98
Propionaldehyde 2.6 7 2.5 7 97
Acrolein 3.5 4 3.2 5 n-Butyraldehyde 0.48 5 0.44 4 iso-Butyraldehyde 1.3 4 1.2 4
Crotonaldehyde 2.6 9 2.5 6 98
2-Furaldehyde 1.5 37 1.8 20 114
Acetone 110.2 4 99.0 4 0;^W: Methylethylketone 29.5 5 26.8 4 7Z9V- J
3-Methyl-2-butanone 1.6 7 1.5 5 95
Diacetyl 55.1 5 50.2 3 < $1 0
2-Pentanone 0.27 6 0.25 4
2,3-Pentanedione 3.3 9 3.2 5 95
Cyclopentanone 2.2 18 2.2 18 101
Furan 5.7 3 5.4 4 .4M4άm^ >
2-Methylfuran 3.9 4 3.9 3 99
2,5-Dimethylfuran 6.3 6 6.4 3 101
Acetonitrile 12.9 6 12.6 5 98
Propionitrile 2.5 7 2.5 4 98 n-Butyronitrile 2.5 8 2.5 12 102 iso-Butyronitrile 1.1 7 1.1 5 96
Methacrylonitrile 0.79 4 0.80 5 102
Pyridine 1.3 43 1.5 20 115
1-Methylpyrrole 1.4 12 1.5 6 107
Methyldisulphide 0.62 8 0.56 8 I^J fOfJ
Thiophene 0.19 6 0.19 4 98
Figure imgf000010_0001
Replicates 12 I 11
Highlighted values are statistically significantly different at a 95% confidence limit (Student-t Test, two-tail) TABLE 2 SEMIVOLATILES ANALYSIS, RESULTS SUMMARY μg/CIGARETTE Tes t
Control Test as % of
Component Mean RSD Mean RSD Contro l
Limonene 21.9 13 20.8 1C 95
Naphthalene 2.0 3 1.9 5
1 -Methylnaphthalene 1.1 3 1.1 5 99
2-Methylnaphthalene 1.6 6 1.6 4 99
Neophytadiene 127.2 7 108.8 3
Myosmine 9.3 4 10.1 3
Pyrrole 11.3 6 9.6 6 C S -^
2-Acetylpyrrole 3.9 5 3.6 4
Indole 9.8 3 9.0 4
2-Furaldehyde 51.1 5 41.8 5 J* 82, - '
2-Acetylfuran 8.6 9 7.2 4 y^.
2-Furanmethanol 43.4 7 37.2 7
5-Methyl-?-furfural O yo^Λ- ^^V>J : 25.9 9 22.6 6 ^7B7^ -
5-Hydroxymethyl-2-furfural 118.7 3 105.4 4 α-Angelicalactone 23.0 7 19.4 13 mm m
Phenol 79.5 4 71.9 4 $ 7ψ o-Cresol 17.3 4 14.9 3 p-Cresol 27.5 4 24.6 4 _&t&$$ m-Cresol 12.0 3 10.5 4
2,3,6-Trimethyiphenol 0.6 15 0.5 6
Pyridine 13.0 14 13.2 7 102
Triacetin n/d n/d
TEGDA n/d n/d
Propan-1,2-diol 126.6 69
Figure imgf000011_0001
85.3 43 67
Puffs/cig: 9.0 2 8.9 1 ΪS
TPM (mg/cig): 17.9 3 15.5 3 SHTSΛtS'ΪS i Replicates 12 12 L n/d - not detected
Detection limits: Triacetin and TEGDA 1μg/cigarette
Highlighted values are statistically significantly different at a 95% confidence limit (Student-t Test, two-tail) 10
TABLE 3
Sidestream measurements
SAMPLE NFDPM % NICOTINE % CO C02 (mgtcig) REDUCTION (mgtcig) REDUCπON (mg/cig) (mgtcig) CORESTA CONTROL 30.1 7.00 76.3 634 TEST 25.5 15.3 5.74 18.0 80.5 626 CORESTA CONTROL 32.5 6.55 70.6 612 TEST 28.4 12.6 6.07 7.3 76.1 682 CORESTA CONTROL 29.1 7.09 81.9 629 TEST 27.5 5.5 6.21 12.4 74.1 672 CORESTA CONTROL 33.9 7.03 77.6 630
Figure imgf000012_0001
TEST 27.5 18.9 6.07 13.7 73.6 653

Claims

11 CLAIMS
1. A smoking article having a tobacco rod which comprises blend of shredded tobacco and shredded reconstituted tobacco sheet, the reconstituted tobacco sheet containing activated carbon particles, and a wrapper around the tobacco rod, the wrapper having a permeability of 20 CORESTA or greater.
2. An article according to claim 1 in which the activated carbon particles are of vegetable origin.
3. An article according to claim 2 wherein the vegetable origin is coconut.
4. An article according to claim 1, claim 2 or claim 3 wherein the carbon particles have a mean particle size of about 37μm.
5. A method of producing a smoking article with reduced sidestream smoke and increased perceived mildness during smoking which includes using for the tobacco rod of the article shredded tobacco and shredded reconstituted tobacco sheet containing activated carbon particles, and as the wrapper of the smoking article a material having a permeability of 20 CORESTA or greater.
6. A method according to claim 5 including hand- rolling the smoking article. 12
7. A method according to claim 5 or claim 6 which involves preferential reduction in the aldehyde content of mainstream smoke.
8. A kit for hand-rolling a smoking article with reduced sidestream smoke and increased perceived mildness during smoking which includes for the tobacco rod of the article shredded tobacco and shredded reconstituted tobacco sheet containing activated carbon particles, and as the wrapper of the smoking article a material having a permeability of 20 CORESTA or greater.
PCT/GB1999/0002601998-01-281999-01-26Smoking articlesWO1999038396A1 (en)

Priority Applications (11)

Application NumberPriority DateFiling DateTitle
DE69907632TDE69907632T2 (en)1998-01-281999-01-26 SMOKING ARTICLE
HK01103073.3AHK1032721B (en)1998-01-281999-01-26Smoking articles
AT99903793TATE239388T1 (en)1998-01-281999-01-26 SMOKING ITEMS
DK99903793TDK1051089T3 (en)1998-01-281999-01-26 tobacco Products
BRPI9907722-1ABR9907722B1 (en)1998-01-281999-01-26 smoking articles, method for producing a smoking article and a set for manually rolling a smoking article.
EP99903793AEP1051089B1 (en)1998-01-281999-01-26Smoking articles
AU24316/99AAU747793B2 (en)1998-01-281999-01-26Smoking articles
JP2000529143AJP4044731B2 (en)1998-01-281999-01-26 Smoking
NZ505480ANZ505480A (en)1998-01-281999-01-26Smoking article with tabacco rod wrapped in a wrapper having an inherent permeability of 20 coresta or greater
CA002317409ACA2317409C (en)1998-01-281999-01-26Smoking articles
NO20003357ANO325593B1 (en)1998-01-282000-06-27 Smoking article, method of making such a smoking article and kit for hand rolling a smoking article

Applications Claiming Priority (2)

Application NumberPriority DateFiling DateTitle
GBGB9801797.3AGB9801797D0 (en)1998-01-281998-01-28Smoking articles
GB9801797.31998-01-28

Related Child Applications (2)

Application NumberTitlePriority DateFiling Date
US09582232A-371-Of-International2000-07-24
US10/774,416DivisionUS20040154629A1 (en)1998-01-282004-02-10Smoking articles

Publications (1)

Publication NumberPublication Date
WO1999038396A1true WO1999038396A1 (en)1999-08-05

Family

ID=10826029

Family Applications (1)

Application NumberTitlePriority DateFiling Date
PCT/GB1999/000260WO1999038396A1 (en)1998-01-281999-01-26Smoking articles

Country Status (18)

CountryLink
EP (1)EP1051089B1 (en)
JP (1)JP4044731B2 (en)
KR (1)KR100597169B1 (en)
CN (1)CN1125604C (en)
AT (1)ATE239388T1 (en)
AU (1)AU747793B2 (en)
BR (1)BR9907722B1 (en)
CA (1)CA2317409C (en)
DE (1)DE69907632T2 (en)
DK (1)DK1051089T3 (en)
ES (1)ES2199543T3 (en)
GB (1)GB9801797D0 (en)
MY (1)MY129320A (en)
NO (1)NO325593B1 (en)
NZ (1)NZ505480A (en)
PT (1)PT1051089E (en)
WO (1)WO1999038396A1 (en)
ZA (1)ZA99675B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
US6679270B2 (en)2000-10-052004-01-20Nicolas BaskevitchReduction of nitrosamines in tobacco and tobacco products
US9220296B2 (en)2013-03-152015-12-29Safall FallMethod of reducing tobacco-specific nitrosamines
EP2962580A1 (en)*2014-07-012016-01-06Reemtsma Cigarettenfabriken GmbHTobacco related product containing distinguishable tobacco related elements and methods
US10070664B2 (en)2014-07-172018-09-11Nicoventures Holdings LimitedElectronic vapor provision system
US10542773B2 (en)2013-07-192020-01-28Philip Morris Products S.A.Hydrophobic paper

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
JP4692485B2 (en)*2004-04-302011-06-01日立金属株式会社 Raw material alloy and powder for rare earth magnet and method for producing sintered magnet
WO2010001489A1 (en)*2008-07-012010-01-07Koshiishi KazutoTobacco filter
JP5208041B2 (en)*2009-04-102013-06-12和人 輿石 Cigarette filter
GB201100218D0 (en)*2011-01-072011-02-23British American Tobacco CoSmoking article
CN103099304A (en)*2012-11-132013-05-15苏州谷力生物科技有限公司Preparation method of iron-activated carbon cigarette slice
CN103099306A (en)*2012-11-132013-05-15苏州谷力生物科技有限公司Preparation method of activated carbon tobacco sheet
CN103099307A (en)*2012-11-132013-05-15苏州谷力生物科技有限公司Preparation method of cigarette slice added with activated carbon
CN105747264B (en)*2016-04-202020-11-20贵州中烟工业有限责任公司 A heat-not-burn tobacco substrate containing activated carbon and its preparation method and application
GB201908353D0 (en)*2019-06-112019-07-24Nicoventures Trading LtdA mouthpiece and an article for use in an aerosol provision system
CA3224266A1 (en)*2021-07-072023-01-12Houxue HUANGThermally enhanced aerosol-forming substrate
KR20250075864A (en)*2023-11-222025-05-29주식회사 케이티앤지Method for producing reconstituted tobacco leaves sheet that reduces loss of cigarette end, and cigarette containing reconstituted tobacco leaves sheet produced thereby

Citations (5)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
GB1348580A (en)1971-06-111974-03-20British American Tobacco CoReconstituted-tobacco smoking materials
GB1512352A (en)1977-02-071978-06-01Imp Group LtdAdditive for tobacco
EP0378774A2 (en)1989-01-181990-07-25R.J. Reynolds Tobacco CompanyCigarette
US5056537A (en)*1989-09-291991-10-15R. J. Reynolds Tobacco CompanyCigarette
US5092353A (en)1989-01-181992-03-03R. J. Reynolds Tobacco CompanyCigarette

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
GB1348580A (en)1971-06-111974-03-20British American Tobacco CoReconstituted-tobacco smoking materials
GB1512352A (en)1977-02-071978-06-01Imp Group LtdAdditive for tobacco
EP0378774A2 (en)1989-01-181990-07-25R.J. Reynolds Tobacco CompanyCigarette
US5092353A (en)1989-01-181992-03-03R. J. Reynolds Tobacco CompanyCigarette
US5056537A (en)*1989-09-291991-10-15R. J. Reynolds Tobacco CompanyCigarette

Cited By (5)

* Cited by examiner, † Cited by third party
Publication numberPriority datePublication dateAssigneeTitle
US6679270B2 (en)2000-10-052004-01-20Nicolas BaskevitchReduction of nitrosamines in tobacco and tobacco products
US9220296B2 (en)2013-03-152015-12-29Safall FallMethod of reducing tobacco-specific nitrosamines
US10542773B2 (en)2013-07-192020-01-28Philip Morris Products S.A.Hydrophobic paper
EP2962580A1 (en)*2014-07-012016-01-06Reemtsma Cigarettenfabriken GmbHTobacco related product containing distinguishable tobacco related elements and methods
US10070664B2 (en)2014-07-172018-09-11Nicoventures Holdings LimitedElectronic vapor provision system

Also Published As

Publication numberPublication date
CN1125604C (en)2003-10-29
BR9907722B1 (en)2008-11-18
NO20003357L (en)2000-09-26
ES2199543T3 (en)2004-02-16
ATE239388T1 (en)2003-05-15
JP2002501736A (en)2002-01-22
CA2317409A1 (en)1999-08-05
EP1051089B1 (en)2003-05-07
HK1032721A1 (en)2001-08-03
MY129320A (en)2007-03-30
NZ505480A (en)2003-01-31
NO325593B1 (en)2008-06-23
DE69907632T2 (en)2004-04-08
CN1289234A (en)2001-03-28
AU747793B2 (en)2002-05-23
DK1051089T3 (en)2003-09-01
NO20003357D0 (en)2000-06-27
CA2317409C (en)2004-07-20
EP1051089A1 (en)2000-11-15
DE69907632D1 (en)2003-06-12
BR9907722A (en)2000-10-17
AU2431699A (en)1999-08-16
KR20010034343A (en)2001-04-25
ZA99675B (en)1999-07-28
JP4044731B2 (en)2008-02-06
KR100597169B1 (en)2006-07-05
GB9801797D0 (en)1998-03-25
PT1051089E (en)2003-08-29

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