US3884245A - Smoking mixtures - Google Patents
Smoking mixtures Download PDFInfo
- Publication number
- US3884245A US3884245A US308743A US30874372A US3884245A US 3884245 A US3884245 A US 3884245A US 308743 A US308743 A US 308743A US 30874372 A US30874372 A US 30874372A US 3884245 A US3884245 A US 3884245A
- Authority
- US
- United States
- Prior art keywords
- parts
- tobacco
- flavourant
- weight
- smoking
- 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
- 239000000203 mixture Substances 0.000 title claims description 33
- 230000000391 smoking effect Effects 0.000 title claims description 20
- 239000000796 flavoring agent Substances 0.000 claims abstract description 37
- 239000000463 material Substances 0.000 claims abstract description 17
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims abstract description 16
- CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 11
- 239000001913 cellulose Substances 0.000 claims abstract description 10
- 229920002678 cellulose Polymers 0.000 claims abstract description 10
- 241000208125 Nicotiana Species 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 8
- 235000019634 flavors Nutrition 0.000 abstract description 18
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 abstract description 11
- YIKYNHJUKRTCJL-UHFFFAOYSA-N Ethyl maltol Chemical compound CCC=1OC=CC(=O)C=1O YIKYNHJUKRTCJL-UHFFFAOYSA-N 0.000 abstract description 5
- HYMLWHLQFGRFIY-UHFFFAOYSA-N Maltol Natural products CC1OC=CC(=O)C1=O HYMLWHLQFGRFIY-UHFFFAOYSA-N 0.000 abstract description 5
- 229940043353 maltol Drugs 0.000 abstract description 5
- YTKBKDDTNVNZLX-UHFFFAOYSA-N 5-hydroxy-6-methyl-2,3-dihydropyran-4-one Chemical compound CC1=C(O)C(=O)CCO1 YTKBKDDTNVNZLX-UHFFFAOYSA-N 0.000 abstract description 4
- -1 cellulose Chemical class 0.000 abstract description 4
- 238000006731 degradation reaction Methods 0.000 abstract description 4
- 229940093503 ethyl maltol Drugs 0.000 abstract description 4
- 244000061176 Nicotiana tabacum Species 0.000 abstract description 3
- 239000000470 constituent Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 235000019504 cigarettes Nutrition 0.000 description 9
- 235000014633 carbohydrates Nutrition 0.000 description 8
- HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Chemical compound CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 235000013350 formula milk Nutrition 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- GBFLZEXEOZUWRN-VKHMYHEASA-N S-carboxymethyl-L-cysteine Chemical compound OC(=O)[C@@H](N)CSCC(O)=O GBFLZEXEOZUWRN-VKHMYHEASA-N 0.000 description 3
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 3
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 3
- 239000001166 ammonium sulphate Substances 0.000 description 3
- 235000011130 ammonium sulphate Nutrition 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000000440 bentonite Substances 0.000 description 3
- 229910000278 bentonite Inorganic materials 0.000 description 3
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 239000001095 magnesium carbonate Substances 0.000 description 3
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 3
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 3
- 235000014380 magnesium carbonate Nutrition 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229960002715 nicotine Drugs 0.000 description 3
- 239000000779 smoke Substances 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 2
- OJVAMHKKJGICOG-UHFFFAOYSA-N 2,5-hexanedione Chemical compound CC(=O)CCC(C)=O OJVAMHKKJGICOG-UHFFFAOYSA-N 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- YIWGJFPJRAEKMK-UHFFFAOYSA-N 1-(2H-benzotriazol-5-yl)-3-methyl-8-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carbonyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Chemical group CN1C(=O)N(c2ccc3n[nH]nc3c2)C2(CCN(CC2)C(=O)c2cnc(NCc3cccc(OC(F)(F)F)c3)nc2)C1=O YIWGJFPJRAEKMK-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- CVQUWLDCFXOXEN-UHFFFAOYSA-N Pyran-4-one Chemical compound O=C1C=COC=C1 CVQUWLDCFXOXEN-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- AEMOLEFTQBMNLQ-BKBMJHBISA-N alpha-D-galacturonic acid Chemical compound O[C@H]1O[C@H](C(O)=O)[C@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-BKBMJHBISA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 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
- a smoking mixture comprises solid combustible material other than tobacco and as a flavourant a compound of the formula wherein X represents the atoms necessary to complete a carbocyclic or heterocyclic ring of or 6 carbon atoms and X represents an alkyl radical preferably of l to 4 carbon atoms.
- the solid combustible material may be a smokeproducing carbohydrate, for example a-cellulose, a cellulose ether e.g. methylcellulose, hydroxyethyl cellulose or carboxymethyl cellulose or a modified cellulose e.g. an oxidised cellulose. It may also be a sugar, starch, alginate, pectine or a natural gum.
- the solid combustible material is a thermally degraded carbohydrate, especially thermally degraded cellulose, manufactured for example by the process described and claimed in our UK. Pat. No. 1,1 13,979 by subjecting carbohydrate to catalysed degradation at 100 to 250C until the weight of degraded material is less than 90 percent of the dry weight of the original carbohydrate.
- Preferred degradation catalysts in such a process include sulphuric acid, sulphamic acid and ammonium sulphamare.
- the solid combustible material may also be a condensation product manufactured by acid or base catalysed condensation of a compound of the formula R COCH .CH COR (or a precursor thereof) wherein R and R which may be the same or different, each represents a hydrogen atom or an alkyl, hydroxyalkyl or formyl group.
- R and R which may be the same or different, each represents a hydrogen atom or an alkyl, hydroxyalkyl or formyl group.
- Preferred such products are condensates of succinaldehyde or acetonyl acetone or a condensate from a precursor of (l) containing a furan ring structure.
- the smoking mixtures may also contain other ingredients such as are normally used to impart desired physical properties and burning characteristics for example inorganic fillers, binders, plasticise'rs, humectants, colorants, glow-controlling catalysts, ash improv- 2 ers, nicotine, medicaments, and other flavourants besides those of the formulae (A) or (B).
- ingredients such as are normally used to impart desired physical properties and burning characteristics for example inorganic fillers, binders, plasticise'rs, humectants, colorants, glow-controlling catalysts, ash improv- 2 ers, nicotine, medicaments, and other flavourants besides those of the formulae (A) or (B).
- (A) for the flavourant compound heterocyclic rings completed by the atoms represented by X are preferably furan or pyran rings.
- flavourant compounds of for mula (A) are:
- corylone (Z-hydroxy-3-methyl-2-cyclopenten-l-one) malton (3-hydroxy-2-methyl-pyran-4-one) dihydromaltol (3-hydroxy-2-methyl( 5,6H-)pyran- 4-one) ethylmaltol (3-hydroxy-2-ethyl-pyran-4-one) a-hydroxy-B-methyl-y-hexen
- a specific example of a flavourant compound of formula (B) is isomaltol (3-hydroxy-2-acetyl-furan).
- flavourant compound may be incorporated with the solid combustible material by any desired technique.
- a solution of the flavourant compound in a volatile solvent may be sprayed on to the combustible material formulated with other ingredients into film or shred form.
- the smoke from the smoking mixture of the invention is more tobaccolike in flavour than that from the solid combustible material alone.
- the proportion of the said flavourant required to produce the tobacco-like flavour is small, generally less than 2% by weight.
- maltol, isomaltol, dihydromaltol and ethylmaltol are preferably used at 0.7 to 1.5 percent by weight.
- Corylone however is a much stronger flavourant and is preferably used in proportions of 0.01 to 0.3 percent by weight.
- the smoking mixtures may be blended with tobacco, for example in proportions containing up to 50 percent of tobacco.
- Such blends are less hazardous to health than the tobacco, when this is smoked alone, and are preferably in flavour to the corresponding blends containing no flavourant compound.
- EXAMPLE 1 9 parts of glycerol and 2 parts of ammonium sulphate were dissolved in 400 parts of water. 12 parts of SCMC were added to the stirred solution and stirring continued for ten minutes. To this stirred solution was added a mixture of 28.6 parts of magnesite, 16.5 parts of calcium carbonate, 5 parts of bentonite and 26.9 parts of a material prepared by heat treating a-cellulose in the presence of ammonium sulphamate until a weight loss of 25% occurred. Stirring was continued for at least one hour.
- the resulting slurry was cast on glass plates to give a film with a dry basis weight of 48-52 grams per sq.metre.
- the film was shredded and sprayed with 0.01 parts of corylone (2-hydroxy-3-methyl-2-cyclopentenl-one) in diethyl ether solution.
- the ether was evaporated off, the shred humidified and blended with its own weight of flue cured Virginian Tobacco. This blend was made into cigarettes.
- Example 1 was repeated using 0.05 parts corylone.
- EXAMPLE 3 8.7 parts of glycerol and 2 parts of ammonium sulphate were dissolved in 360 parts of water. 1 1.6 parts of SCMC were added to the stirred solution and stirring continued for minutes. Thereafter a solution of 3- parts of l-nicotine and 3 parts of lactic acid in 40 parts of water was added with stirring followed by the addition of a mixture of 26 parts of magnesite, 14.7 parts.
- the resulting slurry was cast on glass plates to give a film with a dry basis weight of 48-52 grams per sq.metre.
- the film was shredded and sprayed with 0.01 parts of corylone in diethyl ether solution.
- the ether was removed by evaporation, the shred humidified and blended with its own weight of Flue-cured Virginian tobacco. This blend was made into cigarettes.
- EXAMPLE 4 5.32 parts of a material prepared by heat treating a-cellulose in the presence of ammonium sulphamate until a weight loss of 25 percent occurred was mixed with 60 parts of water and ground in a disintegrator. 1.18 parts of glycerol followed by 0.2 parts of maltol and 0.4 parts of ammonium sulphate in 20 parts of water were added to the stirred mix. A dry mixture consisting of 3.28 parts of calcium carbonate and 0.98 parts of bentonite was then added bollowed by 2.98 parts of sodium carboxymethyl cellulose and 5.66 parts of 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 grams per 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 into cigarettes. v
- a similar flavour is produced by using isomaltol, dihydromaltol, ethylmaltol or Z-hydroxy-B-methylyhexenolactone in place of maltol.
- a smoking mixture comprising a thermally degraded carbohydrate tobacco substitute and, as a flavourant, a compound of the formula wherein X represents the atoms necessary to complete a carbocyclic or heterocyclic ring of 5 or 6 carbon atoms and X represents an alkyl radical preferably of 1 to 4 carbon atoms said thermally degraded carbohydrate being obtained by subjecting a carbohydrate material to a catalysed degradation process at a temperature of at least 100C until the weight of the degraded material is approximately percent or less of the dry weight of the original carbohydrate.
- a smoking mixture according to claim 1 wherein the solid combustible material is a thermally degraded cellulose.
- flavourant is corylone
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)
- Paper (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US507935A US3892244A (en) | 1971-12-15 | 1974-09-20 | Smoking mixtures |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5823071A GB1364103A (en) | 1971-12-15 | 1971-12-15 | Smoking mixtures |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3884245A true US3884245A (en) | 1975-05-20 |
Family
ID=10481087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US308743A Expired - Lifetime US3884245A (en) | 1971-12-15 | 1972-11-22 | Smoking mixtures |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3884245A (enrdf_load_stackoverflow) |
| JP (1) | JPS4867500A (enrdf_load_stackoverflow) |
| CA (1) | CA970644A (enrdf_load_stackoverflow) |
| DE (1) | DE2260283A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1364103A (enrdf_load_stackoverflow) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4256126A (en) * | 1978-08-02 | 1981-03-17 | Philip Morris Incorporated | Smokable material and its method of preparation |
| US4276890A (en) | 1979-04-11 | 1981-07-07 | Fichera Anthony T | Tobacco smoking inhibitor |
| US4311691A (en) | 1979-10-09 | 1982-01-19 | Fichera Anthony T | Tobacco smoking inhibitor |
| JPS6112996A (ja) * | 1984-01-26 | 1986-01-21 | ジエ−ムズ・リバ−・ノ−ウオ−ク、インコ−ポレ−テツド | 発泡形成法による不織繊維ウエブの製造方法 |
| DE4105500C1 (enrdf_load_stackoverflow) * | 1991-02-19 | 1992-06-17 | H.F. & Ph.F. Reemtsma Gmbh & Co, 2000 Hamburg, De | |
| CN110963987A (zh) * | 2019-11-07 | 2020-04-07 | 河南中烟工业有限责任公司 | 一种酸香型烟草甜味剂、制备方法及在卷烟中的应用 |
| CN111072614B (zh) * | 2019-11-07 | 2023-07-18 | 河南中烟工业有限责任公司 | 一种脂蜡香型烟草甜味剂、制备方法及在卷烟中的应用 |
| CN110938050B (zh) * | 2019-11-07 | 2023-07-18 | 河南中烟工业有限责任公司 | 一种低脂肪酸ddmp二酯甜味剂、制备方法及应用 |
| CN112457279A (zh) * | 2020-12-10 | 2021-03-09 | 河南中烟工业有限责任公司 | 2,3-二氢-3-o-酰基-5-羟基-6-甲基-4h-吡喃-4-酮、制备及应用 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2766149A (en) * | 1954-07-26 | 1956-10-09 | Reynolds Tobacco Co R | Tobacco |
| US2930720A (en) * | 1958-05-07 | 1960-03-29 | Erb Tobacco Products Co Inc | Smoking composition |
| US3006347A (en) * | 1959-09-21 | 1961-10-31 | Reynolds Tobacco Co R | Additives for smoking tobacco products |
| US3545448A (en) * | 1966-05-19 | 1970-12-08 | Ici Ltd | Process for making a modified carbohydrate material for smoking mixtures and the material made thereby |
-
1971
- 1971-12-15 GB GB5823071A patent/GB1364103A/en not_active Expired
-
1972
- 1972-11-22 US US308743A patent/US3884245A/en not_active Expired - Lifetime
- 1972-12-08 DE DE2260283A patent/DE2260283A1/de active Pending
- 1972-12-14 JP JP47125770A patent/JPS4867500A/ja active Pending
- 1972-12-15 CA CA159,170A patent/CA970644A/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2766149A (en) * | 1954-07-26 | 1956-10-09 | Reynolds Tobacco Co R | Tobacco |
| US2930720A (en) * | 1958-05-07 | 1960-03-29 | Erb Tobacco Products Co Inc | Smoking composition |
| US3006347A (en) * | 1959-09-21 | 1961-10-31 | Reynolds Tobacco Co R | Additives for smoking tobacco products |
| US3545448A (en) * | 1966-05-19 | 1970-12-08 | Ici Ltd | Process for making a modified carbohydrate material for smoking mixtures and the material made thereby |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1364103A (en) | 1974-08-21 |
| DE2260283A1 (de) | 1973-06-20 |
| CA970644A (en) | 1975-07-08 |
| JPS4867500A (enrdf_load_stackoverflow) | 1973-09-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: IMPERIAL GROUP PLC, A COMPANY OF UNITED KINGDOM Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:IMPERIAL CHEMICAL INDUSTRIES PLC;REEL/FRAME:004599/0794 Effective date: 19860603 |