US3818915A - Tobacco substitute smoking material - Google Patents
Tobacco substitute smoking material Download PDFInfo
- Publication number
- US3818915A US3818915A US00125810A US12581071A US3818915A US 3818915 A US3818915 A US 3818915A US 00125810 A US00125810 A US 00125810A US 12581071 A US12581071 A US 12581071A US 3818915 A US3818915 A US 3818915A
- Authority
- US
- United States
- Prior art keywords
- parts
- protein
- tobacco
- shred
- 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
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- 230000000391 smoking effect Effects 0.000 title claims abstract description 36
- 235000002637 Nicotiana tabacum Nutrition 0.000 title abstract description 37
- 239000000463 material Substances 0.000 title abstract description 36
- 244000061176 Nicotiana tabacum Species 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 60
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims abstract description 52
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims abstract description 46
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 41
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 41
- 239000000779 smoke Substances 0.000 claims abstract description 28
- 239000003279 phenylacetic acid Substances 0.000 claims abstract description 26
- 229960003424 phenylacetic acid Drugs 0.000 claims abstract description 26
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 17
- 229920002678 cellulose Polymers 0.000 claims description 24
- 239000001913 cellulose Substances 0.000 claims description 24
- 239000000446 fuel Substances 0.000 claims description 10
- 241000208125 Nicotiana Species 0.000 abstract description 36
- 239000000796 flavoring agent Substances 0.000 abstract description 23
- 235000019634 flavors Nutrition 0.000 abstract description 20
- 206010013911 Dysgeusia Diseases 0.000 abstract description 12
- 238000006731 degradation reaction Methods 0.000 abstract description 4
- 230000015556 catabolic process Effects 0.000 abstract description 2
- 230000003197 catalytic effect Effects 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 54
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 50
- 235000019504 cigarettes Nutrition 0.000 description 48
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- 239000012153 distilled water Substances 0.000 description 35
- 235000018102 proteins Nutrition 0.000 description 34
- 239000002002 slurry Substances 0.000 description 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 24
- 102000011632 Caseins Human genes 0.000 description 22
- 108010076119 Caseins Proteins 0.000 description 22
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 22
- 239000001095 magnesium carbonate Substances 0.000 description 22
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 22
- 235000014380 magnesium carbonate Nutrition 0.000 description 22
- 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 19
- 239000000654 additive Substances 0.000 description 19
- 229910000019 calcium carbonate Inorganic materials 0.000 description 19
- 239000001768 carboxy methyl cellulose Substances 0.000 description 19
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 19
- 239000011521 glass Substances 0.000 description 18
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 18
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 15
- 235000014633 carbohydrates Nutrition 0.000 description 14
- 239000005018 casein Substances 0.000 description 14
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 14
- 235000021240 caseins Nutrition 0.000 description 14
- 238000010438 heat treatment Methods 0.000 description 14
- 239000001508 potassium citrate Substances 0.000 description 12
- 229960002635 potassium citrate Drugs 0.000 description 12
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 12
- 235000011082 potassium citrates Nutrition 0.000 description 12
- 239000002904 solvent Substances 0.000 description 11
- 235000015165 citric acid Nutrition 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 7
- 230000008020 evaporation Effects 0.000 description 7
- 235000013861 fat-free Nutrition 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 6
- 239000000440 bentonite Substances 0.000 description 6
- 229910000278 bentonite Inorganic materials 0.000 description 6
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- 108010055615 Zein Proteins 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-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
- 108010088751 Albumins Proteins 0.000 description 2
- 102000009027 Albumins Human genes 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 108010061711 Gliadin Proteins 0.000 description 2
- 108010009736 Protein Hydrolysates Proteins 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 description 2
- 229920002494 Zein Polymers 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 235000019506 cigar Nutrition 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000005019 zein Substances 0.000 description 2
- 229940093612 zein Drugs 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-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
- 235000003276 Apios tuberosa Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000010744 Arachis villosulicarpa Nutrition 0.000 description 1
- AFPLNGZPBSKHHQ-UHFFFAOYSA-N Betulaprenol 9 Natural products CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO AFPLNGZPBSKHHQ-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 108010082495 Dietary Plant Proteins Proteins 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 description 1
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000005882 aldol condensation reaction Methods 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
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 235000021120 animal protein Nutrition 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- 150000001746 carotenes Chemical class 0.000 description 1
- 235000005473 carotenes Nutrition 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 239000003610 charcoal 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
- 235000009508 confectionery Nutrition 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- -1 for example Proteins 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- SYUXAJSOZXEFPP-UHFFFAOYSA-N glutin Natural products COc1c(O)cc2OC(=CC(=O)c2c1O)c3ccccc3OC4OC(CO)C(O)C(O)C4O SYUXAJSOZXEFPP-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 125000002887 hydroxy group Chemical class [H]O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 201000005202 lung cancer Diseases 0.000 description 1
- 208000020816 lung neoplasm Diseases 0.000 description 1
- 235000009973 maize 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
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- AFPLNGZPBSKHHQ-MEGGAXOGSA-N solanesol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO AFPLNGZPBSKHHQ-MEGGAXOGSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000008163 sugars Chemical class 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
- 230000002195 synergetic effect Effects 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 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
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
Definitions
- This invention relates to a smoking mixture suitable for incorporation in cigars, cigarettes and smoking pipes, in total or partial replacement of the tobacco constituent of the mixtures normally used.
- Smoking mixtures normally consist mainly of, or contain a high proportion of natural tobacco and the opinion is now widely held that the smoking of tobacco, especially in cigarette fonn, increases the incidence of lung cancer and bronchitic ailments.
- the replacement of tobacco in smoking mixtures by cellulose and other smoke-producing materials has been proposed but such proposed mixtures have not been acceptable to smokers because the smoke flavour was excessively different from that of tobacco smoke.
- It is an object of this invention to provide a smoking mixture comprising an organic combustible material as smoke producing fuel which will give asmoke resembling tobacco smoke in flavour.
- a smoking mixture comprising an organic combustible material as smoke producing fuel, protein and phenyl acetic acid and/or 2-phenyl ethanol.
- the amount of protein to smoke-producing fuel is in the range 1:1 to 1:60, preferably 1:8 to 1:30.
- the smoking mixture of the invention may comprise a minimum of 25 percent by weight of the aforesaid smoke-producing fuel up to 7 percent by weight of protein, up to 0.02 percent of phenyl acetic acid and/or 0.2 percent of Z-phenyl ethanol.
- the organic combustible material may be a smokeproducing carbohydrate.
- the smoke-producing carbohydrate may advantageously comprise a-cellulose, cellulose derivatives, sugars, starch, alginate, pectin or natural gum.
- the organic combustible material may be a modified carbohydrate.
- the modified carbohydrate may advantageously be prepared as disclosed in our U.S. Pat. No. 1,113,979 by subjecting it to a catalysed degradation process at a temperature of 100-250C until the weight of the degraded material is less than 90 percent of the dry weight of the original carbohydrate.
- Preferred degradation catalysts include sulphuric acid, sulphamic acid and ammonium sulphamate.
- a preferred modified carbohydrate is thermally degraded cellulose.
- the modified carbohydrate may also be oxidised cellulose.
- the organic combustible material may be a solid condensate as described in co-pending U.S. application Ser. No. 31014, filed Apr. 22, 1970, and now U.S. Pat. No. 3,705,589 of Dec. 12, 1972, and produced by acid or based catalysed condensation of a compound of the formula RCO CH CH COR (I) (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.
- Said condensate may be prepared from succinaldehyde, acetonyl acetone or a precursor of (I) which is a compound containing a furan ring structure.
- the protein should preferably be pure and it is desirable, but not essential, that any residual fat should be removed from the protein, for example, by extraction with an organic solvent.
- Especially valuable proteins include animal protein, for example, albumin, casein, gelatine, peptone, haemoglobin or wool protein and vegetable proteins, for example, protein from maize (zein) wheat (glutin and gliadin), soyabean orgroundnut.
- Protein acid hydrolysates and protein enzyme hydrolysates, particularly casein a-cid hydrolysate and casein enzyme hydrolysate, are also suitable.
- the smoking mixtures of the invention will, in addition to protein and the smoke-producing constituent and phenyl acetic acid and/or 2-phenyl ethanol contain other ingredients such as are normally used in smoking mixtures to impart desired physical properties and burning characteristics.
- the mixtures may comprise glow-controlling catalysts, materials to improve ash coherence and colour, nicotine, flavourants, medicaments and humectants or film-forming binding agents.
- the mixtures may also contain tobacco as part of the smoke-producing material. Such added tobacco could be in the form of comminuted tobacco or tobacco shred.
- additional compounds may comprise:
- Fillers e.g., calcium carbonate, magnesium carbonate.
- Humectants e.g., glycerol, ethylene glycol, polyethylene glycol.
- Film-forming agents e.g., methyl cellulose, sodium carboxymethyl cellulose, pec'tins, gums.
- Glow-controlling catalysts e.g., potassium citrate, calcium carbonate, magnesium carbonate.
- Ash cohesion agents e.g., citric acid, sodium hydrogen phosphate, tobacco extracts.
- Solanesol other similar unconjugated polyisoprenoids and derivatives thereof (e.g., esters, acids and hydroxyl derivatives), may be added to obtain a sweetish aroma from the burning mixture and to give a pleasant after-note in the mouth of the smoker.
- the smoking mixture containing modified carbohydrate or aldol condensation product may additionally contain as a minor component one or more carbohydrate materials such as cellulose fibre, starch or sugar, to improve flavour and physical properties.
- carbohydrate materials such as cellulose fibre, starch or sugar, to improve flavour and physical properties.
- the smoking mixture is preferably prepared in a form simulating tobacco.
- the mixed ingredients into a sheet and cut or shred into the physical form required.
- the smoking mixture may be prepared by merely treating the sheet with the remaining ingredients. in the usual case, where the smoke-producing material is in divided form, the ingredients may be admixed and subsequently sheeted.
- a binding agent for example, water-soluble cellulose ether, polyvinyl alcohol or a water-soluble gum
- the Examples illustrate that the desired effect can be achieved by adding phenyl acetic acid or Z-phenyl ethanol to the smoking mixture or by adding both compounds together to the mixture.
- the Examples also illustrate that the addition of these compounds has little positive influence on the flavour of tobacco substitute material if protein is absent. The effect is thus synergistic between the substitute compounds and protein.
- the flavour and after-taste of the product were assessed by a panel of smokers.
- those ingredients which are not soluble, are to be considered as being finely divided.
- EXAMPLE 1 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 1.27 parts casein (fat-free) 2 parts calcium carbonate and 10.13 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.004 part of phenyl acetic acid, the ether removed by evaporation and the shred made into cigarettes. When smoked, the cigarettes had a tobacco-like flavour and after-taste. This effect was superior to that from a similar cigarette without phenyl acetic acid added.
- EXAMPLE 2 2.8 parts of glycerol, 0.8 part citric acid and part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogenous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.004 part of phenyl acetic acid, the ether removed by evaporation and the shred made into cigarettes. When smoked, the
- cigarettes had a tobacco-like flavour and after-taste.
- the same result was obtained when the 0.004 part of phenyl acetic acid was incorporated into the slurry mix instead of spraying on to the shred.
- This Example illustrates the desired effect with a lower proportion of casein included in the smoking mixture.
- EXAMPLE 3 2.8 parts of glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.002 part of phenyl acetic acid, theether removed by evaporation and the shred made into cigarettes.
- the cigarettes When smoked, the cigarettes had a tobacco-like flavour and after-taste.
- This Example illustrates the desired effect being obtained with a lower proportion of phenyl acetic acid in the smoking mixture.
- EXAMPLE 4 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.02 part 2- phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
- the cigarettes When smoked, the cigarettes had protein off-notes and rank notes reduced with tobacco-like after-taste and a hint of tobacco flavour present.
- EXAMPLE 5 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of material made by heating oz-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.008 part of 2-phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
- EXAMPLE 6 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.002 part phenyl acetic acid and 0.02 part 2-phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
- the cigarettes When smoked, the cigarettes had a sweet tobaccolike flavour and tobacco-like after-taste.
- the flavour was superior to the similar composition without 2- phenyl ethanol (Example 4) and protein off-odours were not so readily detected.
- EXAMPLE 7 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.56 parts casein (fat-free), 2 parts of calcium carbonate and 10.84 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
- the slurry was cast on glass plates to form a film 0.006 in. thick which was shredded.
- the shred was sprayed with an ether solution containing 0.001 part of phenyl acetic acid and 0.01 part 2-phenyl ethanol, the either removed by evaporation and the shred made into cigarettes.
- the cigarettes When smoked, the cigarettes had weak tobacco-like flavour and tobacco-like after-taste.
- EXAMPLE 8 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.2 part of protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.18 parts of a material made by heating a-cellulose with ammonium sulphamate for up to 4 hours at 200C, were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. This shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.0004 part of Z-phenyl ethanol in 50 parts of ether and the solvent allowed to evaporate.
- EXAMPLE 9 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.2 part of protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.18 parts of a material made by heating a-cellulose with ammonium sulphamate for up to 4 hours at 200C, were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. This shred was sprayed with a solution of 0.0002 part of phenyl acetic acid, 0.0004 part 2- phenyl ethanol and 0.01 part of carotene (as a mixture of isomers 85 percent 13-, 15 percent a-carotene) in 35 parts of carbon tetrachloride and the solvent allowed to evaporate.
- the slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded.
- the shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.002 part of 2- phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarette with the additives because of its improved tobacco character.
- EXAMPLE 11 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts of distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.38 part of the protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.0 parts of a-cellulose were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded.
- the shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.002 part of 2- phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarette with the additives because of its improved tobacco character.
- EXAMPLE 12 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.3 parts of zein protein, 1 part bentonite and 5.08 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol, in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked, in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- EXAMPLE 13 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite 3.44 parts of calcium carbonate, 2.69 parts of casein protein and 1 part of bentonite and 2.69 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed'on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- EXAMPLE 14 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.088 parts of casein protein, 1 part bentonite and 5.21 parts of a material made by heating oz-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 part ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- EXAMPLE 15 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5 .08 parts of magnesium carbonate (magnesite), 2.92 parts of calcium carbonate, 1.4 parts of casein protein and 1 part bentonite and 5.38 parts of a material made by heating cit-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and the shred was sprayed with a solution of 0.004 part of phenyl acetic acid and 0.04 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- EXAMPLE 16 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.3 parts casein and 1 part bentonite and 5.08 parts of a condensate of succinaldehyde (see US. Pat. application Ser. No. 31014) were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- EXAMPLE 17 1.8 parts of plycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water, 5 .98 parts of magnesium carbonate (magnesite), 3 .44 parts of calcium carbonate, 0.3 parts of soya protein, 1 part bentonite and 5.08 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and the shred was sprayed with a solution of 0001 part of phenyl acetic acid and 0002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
- the slurry was cast on glass plates and dried to give a film 0.006 in. thick.
- the film was removed, shredded and sprayed with a solution of 0.0004 parts phenyl acitic-acid and 0.0008 parts 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate.
- the treated shred was made into cigarettes and smoked in comparison with similar cigarettes not containing the two sprayed on additives there was a marked preference for the cigarettes with the two sprayed on additives because of improved taste and after-taste which had a cigar/pipe tobacco nature.
- a smoking mixture comprising a thermally degraded carbohydrate tobacco substitute as the essential smoke-producing fuel, a protein selected from the group consisting of casein, groundnut protein, soyabean protein, zein, albumin or gliadin, the amount of protein to smoke-producing fuel being in the range 1:8 to 1:60 and a sufiicient amount of a member of the group consisting of phenyl acetic acid and 2-phenyl ethanol to mask any off-notes from the protein, said thermally degraded carbohydrate being obtained by subjecting a carbohydrate material to a catalysed degradation process at a temperature of at least 100 C. until the weight of the degraded material is approxi mately percent or less of the dry weight of the original carbohydrate.
- a smoking mixture as claimed in claim 1 consisting essentially of the smoke-producing fuel, up to 7 percent by weight of protein, up to 0.02 percent of phenyl acetic acid and/or 0.2 percent of Z-phenyl ethanol.
- a smoking mixture as claimed in claim 1 wherein the modified carbohydrate comprises thermally degraded cellulose.
- a smoking mixture as claimed in claim 1 wherein the protein is pure protein free of residual fat.
Abstract
Tobacco substitute based smoking mixture with added protein and phenyl acetic acid and/or 2-phenyl ethanol. The protein serves to reduce or eliminate the intensity of the off-odours and offflavours of the smoke from the substitute smoking material and imparts a tobacco-like flavour and after-taste to the smoke. The phenyl acetic acid and/or 2-phenyl ethanol serve to mask any off-notes arising from the protein. The tobacco substitute base utilized is preferably a carbohydrate material which has been subjected to a catalytic degradation at a temperature of at least 200* C. to a point at which it constitutes about 90 percent or less of the dry weight of the original carbohydrate.
Description
United States Patent 1191 Anderson June 25, 1974 [54] TOBACCO SUBSTITUTE SMOKING 2,809,904 10/1957 Koree.. .......131/2 MATERIAL 3,461,879 8/1969 Kirkland ..l31/2 [75] Inventor: Robert Craig Anderson, West Kilbride, Scotland [73] Assignee: Imperial Chemical Industries Limited, London, England 22 Filed: Mar. 18, 1971 21 App]. No.: 125,810
[30] Foreign Application Priority Data Mar. 23, 1970 Great Britain 13865/70 [52] US. Cl 131/2, 131/17, 131/144 [51] Int. Cl. A24b 15/00, A24b 15/04 [58] Field of Search 131/2, 17, 140-144 [56] References Cited UNITED STATES PATENTS 1,842,266 l/l932 Hicks 131/144 1,954,109 4/1934 Whitaker 131/144 2,171,986 9/1939 Poetschke 131/9 X 2,930,720 3/1960 Finberg 131/17 R 3,006,347 10/1961 Keaton 131/17 3,009,836 11/1961 Samfield et a1, 131/17 AC 3,145,717 8/1964 Osborne et a1 131/140 C 3,404,691 10/1968 3,478 015 11/1969 3,608,560 9/1971 Briskin et a1 ..13 U2 2,576,021 11/1951 1( oree. 131/2 3,280,823 10/1966 Bavley et a1 131/262 A 2,766,148 10/1956 Rowland ..l31/17 R 3,545,448 12/1970 Morman et a1 ..131/2 3,106,210 10/1964 Reynoldsetal ..13l/17R 3,025,860 3/1962 Grossteinbeck et a1 131/140 C FOREIGN PATENTS OR APPLICATIONS 10/1962 Great Britain 131/17 OTHER REFERENCES N. Irving Sax (text) Dangerous Properties of Industrial Materials Third Edition (1968) Published by the Reinhold Book Corporation, New York, pp. 1006 and 1008.
Primary Examiner-Melvin D. Rein Attorney, Agent, or Firm-Cushman, Darby & Cushman [57 ABSTRACT ,1 1 Tobacco substitute based smoking mixture with added protein and phenyl acetic acid and/or 2-pheny1 ethanol. The protein serves to reduce or eliminate the intensity of the off-odours and off-flavours of the smoke from the substitute smoking material and imparts atobacco-like flavour and after-taste to thesmoke.
5 Claims, No Drawings TOBACCO SUBSTITUTE SMOKING MATERIAL This invention relates to a smoking mixture suitable for incorporation in cigars, cigarettes and smoking pipes, in total or partial replacement of the tobacco constituent of the mixtures normally used.
Smoking mixtures normally consist mainly of, or contain a high proportion of natural tobacco and the opinion is now widely held that the smoking of tobacco, especially in cigarette fonn, increases the incidence of lung cancer and bronchitic ailments. The replacement of tobacco in smoking mixtures by cellulose and other smoke-producing materials has been proposed but such proposed mixtures have not been acceptable to smokers because the smoke flavour was excessively different from that of tobacco smoke.
It is an object of this invention to provide a smoking mixture comprising an organic combustible material as smoke producing fuel which will give asmoke resembling tobacco smoke in flavour.
In copending U.S. application Ser. No. 125,812, filed on even date herewith, we described how this object can be fulfilled to'some extent by the inclusion of protein in the smoking mixture. The protein serves to reduce or eliminate the intensity of the off-odours and off-flavours of the smoke from the substitute smoking material and also imparts a tobacco-like flavour and after-taste to the smoke. Such an improved smoking mixture containing protein to mask the unpleasant character of the smoke produced therefrom is not, however, entirely satisfactory since the protein itself can give rise to off-notes or odours.
It is a further object, therefore, of this invention to improve on the protein-containing smoking mixtures of our aforesaid application Ser. No. 125,812 by including an ingredient which masks the protein off-notes of the smoke from said mixtures.
According to the present invention there is provided a smoking mixture comprising an organic combustible material as smoke producing fuel, protein and phenyl acetic acid and/or 2-phenyl ethanol.
The amount of protein to smoke-producing fuel is in the range 1:1 to 1:60, preferably 1:8 to 1:30.
The smoking mixture of the invention may comprise a minimum of 25 percent by weight of the aforesaid smoke-producing fuel up to 7 percent by weight of protein, up to 0.02 percent of phenyl acetic acid and/or 0.2 percent of Z-phenyl ethanol.
The organic combustible material may be a smokeproducing carbohydrate.
The smoke-producing carbohydrate may advantageously comprise a-cellulose, cellulose derivatives, sugars, starch, alginate, pectin or natural gum.
The organic combustible material may be a modified carbohydrate.
The modified carbohydrate may advantageously be prepared as disclosed in our U.S. Pat. No. 1,113,979 by subjecting it to a catalysed degradation process at a temperature of 100-250C until the weight of the degraded material is less than 90 percent of the dry weight of the original carbohydrate.
Preferred degradation catalysts include sulphuric acid, sulphamic acid and ammonium sulphamate.
A preferred modified carbohydrate is thermally degraded cellulose.
The modified carbohydrate may also be oxidised cellulose. The organic combustible material may be a solid condensate as described in co-pending U.S. application Ser. No. 31014, filed Apr. 22, 1970, and now U.S. Pat. No. 3,705,589 of Dec. 12, 1972, and produced by acid or based catalysed condensation of a compound of the formula RCO CH CH COR (I) (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. Said condensate may be prepared from succinaldehyde, acetonyl acetone or a precursor of (I) which is a compound containing a furan ring structure.
The protein should preferably be pure and it is desirable, but not essential, that any residual fat should be removed from the protein, for example, by extraction with an organic solvent. Especially valuable proteins include animal protein, for example, albumin, casein, gelatine, peptone, haemoglobin or wool protein and vegetable proteins, for example, protein from maize (zein) wheat (glutin and gliadin), soyabean orgroundnut. Protein acid hydrolysates and protein enzyme hydrolysates, particularly casein a-cid hydrolysate and casein enzyme hydrolysate, are also suitable.
The smoking mixtures of the invention will, in addition to protein and the smoke-producing constituent and phenyl acetic acid and/or 2-phenyl ethanol contain other ingredients such as are normally used in smoking mixtures to impart desired physical properties and burning characteristics. For example, the mixtures may comprise glow-controlling catalysts, materials to improve ash coherence and colour, nicotine, flavourants, medicaments and humectants or film-forming binding agents. The mixtures may also contain tobacco as part of the smoke-producing material. Such added tobacco could be in the form of comminuted tobacco or tobacco shred.
More particularly, additional compounds may comprise:
1. Fillers e.g., calcium carbonate, magnesium carbonate.
2. Humectants e.g., glycerol, ethylene glycol, polyethylene glycol.
3. Film-forming agents e.g., methyl cellulose, sodium carboxymethyl cellulose, pec'tins, gums.
4. Glow-controlling catalysts e.g., potassium citrate, calcium carbonate, magnesium carbonate.
5. Ash cohesion agents e.g., citric acid, sodium hydrogen phosphate, tobacco extracts.
6. Solanesol, other similar unconjugated polyisoprenoids and derivatives thereof (e.g., esters, acids and hydroxyl derivatives), may be added to obtain a sweetish aroma from the burning mixture and to give a pleasant after-note in the mouth of the smoker.
The smoking mixture containing modified carbohydrate or aldol condensation product may additionally contain as a minor component one or more carbohydrate materials such as cellulose fibre, starch or sugar, to improve flavour and physical properties.
The smoking mixture is preferably prepared in a form simulating tobacco. Thus it is preferred to form the mixed ingredients into a sheet and cut or shred into the physical form required. If the smoke-producing material used is already sheeted, the smoking mixture may be prepared by merely treating the sheet with the remaining ingredients. in the usual case, where the smoke-producing material is in divided form, the ingredients may be admixed and subsequently sheeted. To facilitate sheeting, it is advantageous to incorporate a solution of a binding agent, for example, water-soluble cellulose ether, polyvinyl alcohol or a water-soluble gum, in the mixture.
The invention is further illustrated by the following Examples in which all parts and percentages are by weight. I
The Examples illustrate that the desired effect can be achieved by adding phenyl acetic acid or Z-phenyl ethanol to the smoking mixture or by adding both compounds together to the mixture. The Examples also illustrate that the addition of these compounds has little positive influence on the flavour of tobacco substitute material if protein is absent. The effect is thus synergistic between the substitute compounds and protein. In each of the Examples the flavour and after-taste of the product were assessed by a panel of smokers. Furthermore, in each Example, those ingredients which are not soluble, are to be considered as being finely divided.
EXAMPLE 1 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 1.27 parts casein (fat-free) 2 parts calcium carbonate and 10.13 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.004 part of phenyl acetic acid, the ether removed by evaporation and the shred made into cigarettes. When smoked, the cigarettes had a tobacco-like flavour and after-taste. This effect was superior to that from a similar cigarette without phenyl acetic acid added.
In a similar composition in which the casein was re placed by ammonium sulphate, thus eliminating any protein flavour effect yet keeping the smoke pH the same as before, phenyl acetic acid produced a smoke in which no tobacco flavour was evident.
EXAMPLE 2 2.8 parts of glycerol, 0.8 part citric acid and part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogenous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.004 part of phenyl acetic acid, the ether removed by evaporation and the shred made into cigarettes. When smoked, the
cigarettes had a tobacco-like flavour and after-taste. The same result was obtained when the 0.004 part of phenyl acetic acid was incorporated into the slurry mix instead of spraying on to the shred.
This Example illustrates the desired effect with a lower proportion of casein included in the smoking mixture.
EXAMPLE 3 2.8 parts of glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.002 part of phenyl acetic acid, theether removed by evaporation and the shred made into cigarettes.
When smoked, the cigarettes had a tobacco-like flavour and after-taste.
This Example illustrates the desired effect being obtained with a lower proportion of phenyl acetic acid in the smoking mixture.
EXAMPLE 4 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.02 part 2- phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
When smoked, the cigarettes had protein off-notes and rank notes reduced with tobacco-like after-taste and a hint of tobacco flavour present.
EXAMPLE 5 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of material made by heating oz-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.008 part of 2-phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
When smoked, the cigarettes had a faint tobacco-like flavour and tobacco-like after-taste. Rank protein offnotes were considerably reduced compared to the same composition without Z-phenyl ethanol.
EXAMPLE 6 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.88 part casein (fat-free), 2 parts of calcium carbonate and 10.52 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.002 part phenyl acetic acid and 0.02 part 2-phenyl ethanol, the ether removed by evaporation and the shred made into cigarettes.
When smoked, the cigarettes had a sweet tobaccolike flavour and tobacco-like after-taste. The flavour was superior to the similar composition without 2- phenyl ethanol (Example 4) and protein off-odours were not so readily detected.
EXAMPLE 7 2.8 parts glycerol, 0.8 part citric acid and 1.0 part potassium citrate were dissolved in 20 parts distilled water and the resultant solution added to a stirred solution of 2 parts of sodium carboxymethyl cellulose in 80 parts hot distilled water. 0.56 parts casein (fat-free), 2 parts of calcium carbonate and 10.84 parts of a material made by heating a-cellulose impregnated with 0.51 part of ammonium sulphamate for 4 hours at 200C, were added to the above solution and the slurry stirred until homogeneous (approximately 1 hour).
The slurry was cast on glass plates to form a film 0.006 in. thick which was shredded. The shred was sprayed with an ether solution containing 0.001 part of phenyl acetic acid and 0.01 part 2-phenyl ethanol, the either removed by evaporation and the shred made into cigarettes.
When smoked, the cigarettes had weak tobacco-like flavour and tobacco-like after-taste.
EXAMPLE 8 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.2 part of protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.18 parts of a material made by heating a-cellulose with ammonium sulphamate for up to 4 hours at 200C, were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. This shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.0004 part of Z-phenyl ethanol in 50 parts of ether and the solvent allowed to evaporate.
When the treated shred was made into cigarettes in a 50:50 blend with flue-cured tobacco shred and smoked in comparison with a similar blend with the two additives missing, there was a marked preference for the former cigarette because of the presence of a fuller flue-cured tobacco flavour.
Assimilar result was obtained in similar exercises using either :30 or :15 shred/shred blends of the modified cellulose mixture and flue-cured tobacco respectively.
EXAMPLE 9 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.2 part of protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.18 parts of a material made by heating a-cellulose with ammonium sulphamate for up to 4 hours at 200C, were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. This shred was sprayed with a solution of 0.0002 part of phenyl acetic acid, 0.0004 part 2- phenyl ethanol and 0.01 part of carotene (as a mixture of isomers 85 percent 13-, 15 percent a-carotene) in 35 parts of carbon tetrachloride and the solvent allowed to evaporate.
When the threated shred was made up into cigarettes in a 50:50 blend with flue-cured tobacco shred and smoked in comparison with a similar blend with phenyl acetic acid and 2-phenyl ethanol missing, there was a marked preformance for the former cigarette because of the presence of a fuller flue-cured tobacco flavour.
A similar result was obtained in similar exercises using a 70:30 shred/shred blend of modified cellulose mixture and flue-cured tobacco respectively.
EXAMPLE 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts of distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.38 part of the protein casein (extracted for 48 hours with petroleum etherat 30C) and 5.0 parts of rice starch were added to the above mixture and the whole stirred until homogeneous (about .1 hour).
The slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. The shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.002 part of 2- phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarette with the additives because of its improved tobacco character.
EXAMPLE 11 1.34 parts of glycerol and 0.78 part of potassium citrate dissolved in 4 parts of distilled water were mixed with 1.92 parts of sodium carboxymethyl cellulose dissolved in 96 parts hot distilled water. 6.72 parts of magnesium carbonate (magnesite), 3.86 parts of calcium carbonate, 0.38 part of the protein casein (extracted for 48 hours with petroleum ether at 30C) and 5.0 parts of a-cellulose were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates to give a film 0.006 in. thick which was dried, removed from the plates, cut and shredded. The shred was sprayed with a solution of 0.0002 part of phenyl acetic acid and 0.002 part of 2- phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarette with the additives because of its improved tobacco character.
EXAMPLE 12 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.3 parts of zein protein, 1 part bentonite and 5.08 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol, in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked, in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
EXAMPLE 13 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite 3.44 parts of calcium carbonate, 2.69 parts of casein protein and 1 part of bentonite and 2.69 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed'on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
EXAMPLE 14 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.088 parts of casein protein, 1 part bentonite and 5.21 parts of a material made by heating oz-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 part ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
EXAMPLE 15 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5 .08 parts of magnesium carbonate (magnesite), 2.92 parts of calcium carbonate, 1.4 parts of casein protein and 1 part bentonite and 5.38 parts of a material made by heating cit-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and the shred was sprayed with a solution of 0.004 part of phenyl acetic acid and 0.04 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
EXAMPLE 16 1.8 parts of glycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water. 5.98 parts of magnesium carbonate (magnesite), 3.44 parts of calcium carbonate, 0.3 parts casein and 1 part bentonite and 5.08 parts of a condensate of succinaldehyde (see US. Pat. application Ser. No. 31014) were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and the shred was sprayed with a solution of 0.001 part of phenyl acetic acid and 0.002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
EXAMPLE 17 1.8 parts of plycerol dissolved in 4 parts of distilled water were mixed with 2.4 parts sodium carboxymethyl cellulose dissolved in 96 parts distilled water, 5 .98 parts of magnesium carbonate (magnesite), 3 .44 parts of calcium carbonate, 0.3 parts of soya protein, 1 part bentonite and 5.08 parts of a material made by heating a-cellulose with ammonium sulphamate were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and the shred was sprayed with a solution of 0001 part of phenyl acetic acid and 0002 part of 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with a similar cigarette not containing the two sprayed-on additives, there was a marked preference for the cigarettes with the additive because of improved tobacco character.
' EXAMPLE 18 0.34 parts glycerol were dissolved in 4 parts distilled water and mixed with 6.6 parts sodium carboxy-methyl cellulose dissolved in 96 parts water. 6.2 parts dolomite (Dolodust), 5.6 parts diatomaceous earth (celite), 0.22 part charcoal, 0.34 part octanol and 0.4 part casein protein were added to the above mixture and the whole stirred until homogeneous (about 1 hour).
The slurry was cast on glass plates and dried to give a film 0.006 in. thick. The film was removed, shredded and sprayed with a solution of 0.0004 parts phenyl acitic-acid and 0.0008 parts 2-phenyl ethanol in 50 parts ether and the solvent allowed to evaporate. When the treated shred was made into cigarettes and smoked in comparison with similar cigarettes not containing the two sprayed on additives there was a marked preference for the cigarettes with the two sprayed on additives because of improved taste and after-taste which had a cigar/pipe tobacco nature.
What I claim is:
l. A smoking mixture comprising a thermally degraded carbohydrate tobacco substitute as the essential smoke-producing fuel, a protein selected from the group consisting of casein, groundnut protein, soyabean protein, zein, albumin or gliadin, the amount of protein to smoke-producing fuel being in the range 1:8 to 1:60 and a sufiicient amount of a member of the group consisting of phenyl acetic acid and 2-phenyl ethanol to mask any off-notes from the protein, said thermally degraded carbohydrate being obtained by subjecting a carbohydrate material to a catalysed degradation process at a temperature of at least 100 C. until the weight of the degraded material is approxi mately percent or less of the dry weight of the original carbohydrate.
2. A smoking mixture as claimed in claim 1 wherein the amount of protein to smoke-producing fuel is in the range 1:8 to 1:30.
3. A smoking mixture as claimed in claim 1 consisting essentially of the smoke-producing fuel, up to 7 percent by weight of protein, up to 0.02 percent of phenyl acetic acid and/or 0.2 percent of Z-phenyl ethanol.
4. A smoking mixture as claimed in claim 1 wherein the modified carbohydrate comprises thermally degraded cellulose.
5. A smoking mixture as claimed in claim 1 wherein the protein is pure protein free of residual fat.
Claims (4)
- 2. A smoking mixture as claimed in claim 1 wherein the amount of pRotein to smoke-producing fuel is in the range 1:8 to 1:30.
- 3. A smoking mixture as claimed in claim 1 consisting essentially of the smoke-producing fuel, up to 7 percent by weight of protein, up to 0.02 percent of phenyl acetic acid and/or 0.2 percent of 2-phenyl ethanol.
- 4. A smoking mixture as claimed in claim 1 wherein the modified carbohydrate comprises thermally degraded cellulose.
- 5. A smoking mixture as claimed in claim 1 wherein the protein is pure protein free of residual fat.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1386570 | 1970-03-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3818915A true US3818915A (en) | 1974-06-25 |
Family
ID=10030804
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00125810A Expired - Lifetime US3818915A (en) | 1970-03-23 | 1971-03-18 | Tobacco substitute smoking material |
Country Status (20)
Country | Link |
---|---|
US (1) | US3818915A (en) |
JP (1) | JPS5231438B1 (en) |
AR (1) | AR200099A1 (en) |
BE (1) | BE764737A (en) |
CA (1) | CA934263A (en) |
CH (1) | CH569430A5 (en) |
CS (1) | CS154328B4 (en) |
DE (1) | DE2113969A1 (en) |
ES (1) | ES389491A1 (en) |
FR (1) | FR2085041A5 (en) |
GB (1) | GB1317584A (en) |
IE (1) | IE36077B1 (en) |
IL (1) | IL36434A (en) |
LU (1) | LU62828A1 (en) |
NL (1) | NL149692B (en) |
NO (1) | NO129123B (en) |
PL (1) | PL83126B1 (en) |
SE (1) | SE377880B (en) |
TR (1) | TR16838A (en) |
ZA (1) | ZA711894B (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4019520A (en) * | 1974-11-25 | 1977-04-26 | Brown & Williamson Tobacco Corporation | Tobacco substitute containing boric oxide, boron oxyacids, and ammonium, alkali metal, or alkaline earth metal salts of boron oxyacids |
US4244381A (en) * | 1978-08-02 | 1981-01-13 | Philip Morris Incorporated | Upgraded tobacco stem material and its method of preparation |
US4256126A (en) * | 1978-08-02 | 1981-03-17 | Philip Morris Incorporated | Smokable material and its method of preparation |
US4256123A (en) * | 1978-08-02 | 1981-03-17 | Philip Morris Incorporated | Smokable material containing thermally degraded tobacco by-products and its method of preparation |
US4319591A (en) * | 1972-02-09 | 1982-03-16 | Celanese Corporation | Smoking compositions |
US4893639A (en) * | 1986-07-22 | 1990-01-16 | R. J. Reynolds Tobacco Company | Densified particulate materials for smoking products and process for preparing the same |
US5060676A (en) * | 1982-12-16 | 1991-10-29 | Philip Morris Incorporated | Process for making a carbon heat source and smoking article including the heat source and a flavor generator |
US5076297A (en) * | 1986-03-14 | 1991-12-31 | R. J. Reynolds Tobacco Company | Method for preparing carbon fuel for smoking articles and product produced thereby |
CN102068030A (en) * | 2010-12-30 | 2011-05-25 | 程斌 | Flavor additive for improving taste of cigarette based on dilution ventilation technology |
CN102087177A (en) * | 2010-11-19 | 2011-06-08 | 红塔烟草(集团)有限责任公司 | Absorption solution and method for recognizing smoke smell |
WO2011127182A1 (en) | 2010-04-08 | 2011-10-13 | R. J. Reynolds Tobacco Company | Smokeless tobacco composition comprising tobacco-derived material and non-tobacco plant material |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2948658B1 (en) * | 2009-07-29 | 2011-09-23 | Ct Scient Tech Batiment Cstb | COMPOSITION FOR SUPPLYING SMOKE FOR TESTING FIRE FIGHTING DEVICES METHOD FOR MANUFACTURING SUCH A COMPOSITION AND CONTAINER FOR CONTAINING SUCH A COMPOSITION |
GB201917917D0 (en) * | 2019-12-06 | 2020-01-22 | British American Tobacco Investments Ltd | Tobacco composition |
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US1842266A (en) * | 1931-04-14 | 1932-01-19 | Calvin S Hicks | Toracco mixture |
US1954109A (en) * | 1931-03-12 | 1934-04-10 | William A Whitaker | Tobacco |
US2171986A (en) * | 1937-08-13 | 1939-09-05 | Poetschke Paul | Paper and paper making |
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-
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- 1970-03-23 GB GB1386570A patent/GB1317584A/en not_active Expired
-
1971
- 1971-03-17 PL PL1971146948A patent/PL83126B1/en unknown
- 1971-03-18 US US00125810A patent/US3818915A/en not_active Expired - Lifetime
- 1971-03-18 NO NO01051/71A patent/NO129123B/no unknown
- 1971-03-18 IL IL36434A patent/IL36434A/en unknown
- 1971-03-22 LU LU62828D patent/LU62828A1/xx unknown
- 1971-03-22 AR AR234614A patent/AR200099A1/en active
- 1971-03-22 IE IE368/71A patent/IE36077B1/en unknown
- 1971-03-22 TR TR16838A patent/TR16838A/en unknown
- 1971-03-22 SE SE7103680A patent/SE377880B/xx unknown
- 1971-03-23 ES ES389491A patent/ES389491A1/en not_active Expired
- 1971-03-23 CS CS210671A patent/CS154328B4/cs unknown
- 1971-03-23 NL NL717103863A patent/NL149692B/en unknown
- 1971-03-23 CH CH421071A patent/CH569430A5/xx not_active IP Right Cessation
- 1971-03-23 CA CA108532A patent/CA934263A/en not_active Expired
- 1971-03-23 JP JP46016264A patent/JPS5231438B1/ja active Pending
- 1971-03-23 ZA ZA711894A patent/ZA711894B/en unknown
- 1971-03-23 BE BE764737A patent/BE764737A/en unknown
- 1971-03-23 DE DE19712113969 patent/DE2113969A1/en active Pending
- 1971-03-23 FR FR7110235A patent/FR2085041A5/fr not_active Expired
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Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4319591A (en) * | 1972-02-09 | 1982-03-16 | Celanese Corporation | Smoking compositions |
US4019520A (en) * | 1974-11-25 | 1977-04-26 | Brown & Williamson Tobacco Corporation | Tobacco substitute containing boric oxide, boron oxyacids, and ammonium, alkali metal, or alkaline earth metal salts of boron oxyacids |
US4244381A (en) * | 1978-08-02 | 1981-01-13 | Philip Morris Incorporated | Upgraded tobacco stem material and its method of preparation |
US4256126A (en) * | 1978-08-02 | 1981-03-17 | Philip Morris Incorporated | Smokable material and its method of preparation |
US4256123A (en) * | 1978-08-02 | 1981-03-17 | Philip Morris Incorporated | Smokable material containing thermally degraded tobacco by-products and its method of preparation |
US5060676A (en) * | 1982-12-16 | 1991-10-29 | Philip Morris Incorporated | Process for making a carbon heat source and smoking article including the heat source and a flavor generator |
US5076297A (en) * | 1986-03-14 | 1991-12-31 | R. J. Reynolds Tobacco Company | Method for preparing carbon fuel for smoking articles and product produced thereby |
US4893639A (en) * | 1986-07-22 | 1990-01-16 | R. J. Reynolds Tobacco Company | Densified particulate materials for smoking products and process for preparing the same |
WO2011127182A1 (en) | 2010-04-08 | 2011-10-13 | R. J. Reynolds Tobacco Company | Smokeless tobacco composition comprising tobacco-derived material and non-tobacco plant material |
US9039839B2 (en) | 2010-04-08 | 2015-05-26 | R.J. Reynolds Tobacco Company | Smokeless tobacco composition comprising tobacco-derived material and non-tobacco plant material |
US10342251B2 (en) | 2010-04-08 | 2019-07-09 | R.J. Reynolds Tobacco Company | Smokeless tobacco composition comprising tobacco-derived material and non-tobacco plant material |
CN102087177A (en) * | 2010-11-19 | 2011-06-08 | 红塔烟草(集团)有限责任公司 | Absorption solution and method for recognizing smoke smell |
CN102068030A (en) * | 2010-12-30 | 2011-05-25 | 程斌 | Flavor additive for improving taste of cigarette based on dilution ventilation technology |
CN102068030B (en) * | 2010-12-30 | 2012-12-05 | 程斌 | Flavor additive for improving taste of cigarette based on dilution ventilation technology |
Also Published As
Publication number | Publication date |
---|---|
AR200099A1 (en) | 1974-10-24 |
CA934263A (en) | 1973-09-25 |
FR2085041A5 (en) | 1971-12-17 |
ZA711894B (en) | 1972-11-29 |
TR16838A (en) | 1973-07-01 |
IL36434A0 (en) | 1971-05-26 |
CS154328B4 (en) | 1974-03-29 |
CH569430A5 (en) | 1975-11-28 |
SE377880B (en) | 1975-08-04 |
IE36077L (en) | 1971-09-23 |
BE764737A (en) | 1971-09-23 |
NO129123B (en) | 1974-03-04 |
PL83126B1 (en) | 1975-12-31 |
LU62828A1 (en) | 1971-08-24 |
IE36077B1 (en) | 1976-08-18 |
NL7103863A (en) | 1971-09-27 |
NL149692B (en) | 1976-06-15 |
GB1317584A (en) | 1973-05-23 |
JPS5231438B1 (en) | 1977-08-15 |
DE2113969A1 (en) | 1971-11-04 |
ES389491A1 (en) | 1974-04-16 |
IL36434A (en) | 1974-03-14 |
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Legal Events
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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 |