US3612066A - Denicotinizing process - Google Patents
Denicotinizing process Download PDFInfo
- Publication number
- US3612066A US3612066A US8858A US3612066DA US3612066A US 3612066 A US3612066 A US 3612066A US 8858 A US8858 A US 8858A US 3612066D A US3612066D A US 3612066DA US 3612066 A US3612066 A US 3612066A
- Authority
- US
- United States
- Prior art keywords
- tobacco
- nicotine
- stream
- liquid
- fluid
- 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
- 238000000034 method Methods 0.000 title claims abstract description 43
- 230000008569 process Effects 0.000 title claims abstract description 38
- 241000208125 Nicotiana Species 0.000 claims abstract description 126
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims abstract description 126
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims abstract description 62
- 229960002715 nicotine Drugs 0.000 claims abstract description 62
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims abstract description 62
- 239000002904 solvent Substances 0.000 claims abstract description 37
- 239000012530 fluid Substances 0.000 claims abstract description 35
- 238000009835 boiling Methods 0.000 claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims description 67
- 239000011260 aqueous acid Substances 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 4
- 229940029284 trichlorofluoromethane Drugs 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000011049 filling Methods 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 230000009471 action Effects 0.000 abstract description 2
- 239000007789 gas Substances 0.000 description 13
- 239000002253 acid Substances 0.000 description 9
- 239000000796 flavoring agent Substances 0.000 description 9
- 235000019634 flavors Nutrition 0.000 description 9
- 238000005470 impregnation Methods 0.000 description 9
- 235000019504 cigarettes Nutrition 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 230000000391 smoking effect Effects 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000019505 tobacco product Nutrition 0.000 description 3
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 235000019568 aromas Nutrition 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- CXBDYQVECUFKRK-UHFFFAOYSA-N 1-methoxybutane Chemical compound CCCCOC CXBDYQVECUFKRK-UHFFFAOYSA-N 0.000 description 1
- BSPCSKHALVHRSR-UHFFFAOYSA-N 2-chlorobutane Chemical compound CCC(C)Cl BSPCSKHALVHRSR-UHFFFAOYSA-N 0.000 description 1
- 101100264195 Caenorhabditis elegans app-1 gene Proteins 0.000 description 1
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000004326 stimulated echo acquisition mode for imaging Methods 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical compound CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Images
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
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/26—Use of organic solvents for extraction
-
- 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
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
Definitions
- the fluid treated tobacco is then conveyed into an upper portion of the impregnating zone where it is contacted with the organic solvent fluid from which some of the nicotine has been removed. This solvent then drains down to the solvent pool at the lower portion of the impregnating zone.
- the tobacco is then contacted with a stream of hot gas whereby the excess fluid is vaporized and the tobacco expanded.
- This invention relates to a process for denicotinizing tobacco and has for an object the provision of a denicotinizing process which results in a tobacco which can readily be used in the manufacture of cigarettes and other smoking articles without special treatment.
- a further object of this invention is theprovision of a denicotinizing process which is effective to remove nicotine from tobacco without the net removal of desired flavor and aroma-producing substances.
- a still further object of this invention is the provision of a continuous denicotinizing process that may be readily applied to all types of tobacco and particularly flue-cured tobacco to effectively remove the nicotine without adversely affecting-the smoking qualities of the product.
- a process in which tobacco is impregnated in an im pregnation zone with a low boiling organic liquid solvent'for nicotine, said liquid solvent having a boiling point less than that of water at atmospheric pressure.
- the solvent containing extracted nicotine and certain tobacco flavor and aromaproducing chemicals is withdrawn from the impregnating zone and treated in a suitable manner selectively to remove the nicotine.
- the solvent still containing most, if not all, of the flavor and aroma-producing substances is then recycled to the tobacco impregnating zone so that after an initial period of operation in a continuous process there is little or no net lossof flavorants or aroma-producing substances in theprocess.
- the tobacco which has been extracted but while still wet or moist with solvent is separately withdrawn from the impregnating zone and immediately contacted with a gas which has been heated to a temperature of at least about 30 F. above the boiling point of the solvent at the gas-contacting pressure. Under these conditions the solvent in the treated tobacco rapidly vaporizes causing it to expand.
- the expanded tobacco product is free of the gummy properties that are usually observed when tobacco is denicotinized by organic solvent procedures as suggested in the prior art and may be readily subjected to subsequent treatment necessary for the manufacture of cigarettes or other smoking articles.
- the tobacco treated in accordance with the process of this invention may be in the form of shreds, strips, leaves or stems. Any type of tobacco is suitable and the invention is useful for the processing of burley and oriental tobaccos.
- the invention has particular utility in the treatment of flue-cured tobacco. in any event, it is preferred that the process be carried out with shredded tobacco since in that form the tobacco is relatively easy to handle in continuous procedures and the final product of the process need not be subjectedto shredding as may be required for cigarette manufacture.
- shredded tobacco may be charged to the process of this invention and further shredding or cutting is not required on the product discharged from the process.
- the moisture content of the tobacco charged to the process is preferably within the range of about 5 to about 200 percent by weight (dry basis). The moisture may be applied, if necessary, in any desired manner such as by spraying, wet steam treatment, or other wise, as will be obvious to one skilled in the art.
- the organic liquid employed for impregnating and extracting the tobacco is one which is a solvent for nicotine and is chemically inert to the tobacco being treated. It has a boiling point less than that of water at atmospheric pressure but at the same time the boiling point is sufficiently high so that it may readily be maintained in the liquefied condition at the pressures existing n the tobacco impregnation and extraction zone.
- Suitable organic liquids are the aromatic hydrocarbons such as benzene; the ethers such as methylethyl ether, diethyl ether,
- esters such as methyl acetate, ethyl acetate and methyl propionate
- aliphatic hydrocarbons such as pentane, isopentane, 2,2- dimethylbutane, 2,3-dimethylbutane, and hexane; the cyclo aliphatic hydrocarbons such as cyclobutane; the halogenated substituted aliphatic hydrocarbons such as ethyl chloride, propyl chloride, isopropyl chloride, butyl chloride, sec-butyl chloride, tert-butyl bromide, methylene chloride, chloroform, carbon tetrachloride, ethylene dichloride, and ethylidene dichloride; and the fluorinated hydrocarbons generally known as Freons such as trichloromonofluroremethane and trichlorotrifluoroethane. Mixtures of the several solvents may be used and if so, such mixtures are preferably azeotropic in nature.
- the preferred impregnating organic liquid is one which is non
- the impregnation of the tobacco be carried out by continuous method. This may be achieved by continuously passing a stream of tobacco into a pool of the organic solvent under extracting conditions. With the lower boiling solvents, this pool may be maintained under superatmospheric pressure and at a moderately elevated temperature so that thorough impregnation of the tobacco and extraction of nicotine from the tobacco readily occurs.
- the tobacco is then moved out of the pool, preferably by a suitable conveyor, and is then discharged from the impregnation zone, at which time the percent ofsolvent in the tobacco is in excess of about 5 percent by weight and preferably in excess of about 25 percent by weight in order to effect the desired expansion.
- the tobacco while still wet or moistened with the solvent is then immediately subjected to a stream of hot gas which serves the dual function of removing the solvent from the tobacco and of causing the tobacco to expand so that it has a dry fluffy nature which will enable it to be reordered to the desired moisture content, if necessary, and readily used in the manufacture of smoking articles such as cigarettes.
- the gas contacted with the impregnated tobacco at this stage have a temperature at least about 30 F. above the boiling point of the impregnating liquid, suitably in the range of about 250 to 400 F. when a liquid having a boiling point less than about l F. is employed.
- the pressure in the hot gas contacting zone is not greater than that existing in the impregnating zone and the temperature of the hot gas should be sufiiciently high in order to pennit the desired vapor removal and expansion to take place within the tobacco. Excessive temperatures are avoided since they may have an adverse effect on the smoking quality of the tobacco.
- a portion of the solvent liq'uid enriched in nicotine is withdrawn from the pool of organic fluid in the impregnation zone.
- This withdrawn liquid is subjected to a nicotine separating step whereby at least a portion of the nicotine is removed and the liquid is recycled to the impregnating zone. It is preferred that the separation step be selective for nicotine so that significant amounts of the flavor and aroma-producing substances which are desired in the tobacco will be left in the solvent for reincorporation in the tobacco when the nicotine-lean solvent liquid is recycled to the impregnating zone.
- any desired means may be employed to remove nicotine from the liquid withdrawn from the impregnation zone. This may be effected by known means such as dialysis, contact with ion exchange resins or the use of known nicotine precipitants such as tannic acid, picric acid, molybdic acid, tungstic acid, compounds of heavy metals, etc. However, in accordance with one embodiment of this invention, it is preferred that the nicotine be removed from the solvent be treating the nicotinerich solvent with an acid-reacting aqueous solution.
- the solvent containing the dissolved nicotine should be essentially immiscible with water so that upon contact of the organic liquid solution with the acidic aqueous solution the nicotine in the form of its acid salt will pass into the aqueous phase, as is well known in the art.
- the organic sol vent essentially free of nicotine, is recycled to the initial tobacco impregnating step.
- the concentration of the flavorants and aromas builds up in the liquid being recycled so that there is no appreciable net extraction of these components and it is essentially only the nicotine and other related alkaloids that are separated from the tobacco,
- shredded flue-cured tobacco is passed by means of a conveyor to a moistener 12 in which the moisture content of the tobacco, if necessary, is adjusted to between about and 30 percent by weight dry basis. Suitably the moisture content is adjusted to 13 to 20 percent by weight.
- the moisture content of the tobacco may already fall within the desired range and, accordingly, the tobacco charged to the process may bypass the moistener 12 by a conveyor 14 if desired.
- the moistened tobacco from the moistener 12 or the bypass conveyor 14 or a confluence of both passes to a rotary star valve l6 via conduit 18.
- the star valve serves to discharge the tobacco at a prescribed rate into the lower portion of an elongated impregnator 20.
- the impregnator 20 is inclined at an angle to the horizontal (preferably at about 15) and is provided with a motor driven screw conveyor 22 by which the tobacco is moved from the lower portion of the interior of the impregnator to the upper portion thereof.
- the rotary star valve 16 prevents pressure release during the introduction of tobacco into the impregnator thereby permitting a suitable pressure to be maintained within the impregnator.
- the selected organic liquid impregnating fluid is introduced into the lower portion of the impregnator via conduit 24.
- the impregnator is provided with an external jacket for receiving a heat exchange medium whereby the temperature of the tobacco and impregnating fluid moving into and through the impregnator ma be controlled and, if desired, similar heat-exchange means (not shown) may be provided in the shaft of the screw conveyor 22.
- the heat-exchange means supplies heat to facilitate impregnation of solvent into the tobacco. Heat is also supplied to the upper section of the impregnator thereby preventing condensation in that portion of the equipment.
- a pressure-equalizing line 18a is provided between the vapor space in the impregnator and the discharge conduit from the star valve 16.
- a discharge conduit 26 At the upper portion of the impregnator 20, there is provided a discharge conduit 26, a pressure release rotary star valve 28, and a conduit 30 which serves to discharge the impregnated tobacco directly into a stream of hot gas circulating through a conduit 32 and a vertical expander 34 of enlarged cross section to a tobacco separator 36 which may take the form of a conventional cyclone separator.
- the rotary star valve 28 is arranged to discharge the tobacco from the impregnator without materially affecting the superatmospheric pressure maintained therein.
- the expanded tobacco is discharged from the bottom of the separator 36 through a conveyor 38 to a steam stripper 40 in which any residual organic fluid is separated from the tobacco and conveyed through line 42 to a conventional organic liquid recovery unit 44.
- Tobacco from the stripper 40 is moved by conveyor 46 to a reorderer 48 from which the final expanded tobacco product is discharged through a conveyor 50.
- a reorderer In the reorderer, sufficient water and sometimes flavoring and dressing materials are added to provide the flnal desired product.
- a level control valve 58 is provided in line 24 to regulate the flow of organic liquid to the impregnator 20 in response to the level 60 of the pool or body 62 of the organic liquid maintained in the lower portion of the impregnator.
- the hot gases from which the tobacco has been separated is recycled from the top of the separator 36 via conduit 64, heater 66 and fan 68 to conduit 32. Excess vapors of the organic liquid which tend to accumulate in the expansion system are diverted in a stream through line 70 to the recovery system 44.
- Nicotine enriched solvent is withdrawn from the impregnator 20 through valved line 72, an orifice mixer 74 and line 76 to a liquid separator 78.
- Dilute acid stored in tank 80 flows through valved line 82 to the mixer 74 in which the nicotinerich organic liquid is thoroughly mixed with the acid solution before flowing to the liquid separator 78.
- Aqueous acid containing the extracted nicotine in the form of its acid salt is discharged from liquid separator 78 through valved line 84.
- Solvent lean in nicotine is recycled to the upper portion of the impregnator 20 through valved line 86, pump 88, and valved line 90.
- Additional makeup liquid may be supplied to line from a makeup tank 92 which may serve as a surge tank, if desired.
- a valved recycle line 94 for the liquid separator 78 is also provided.
- the preferred organic liquid for use in accordance with this invention is trichloromonofluoromethane (i.e., Freon-l 1) having an atmospheric pressure boiling temperature of approximately 74 F.
- Freon-l 1 trichloromonofluoromethane having an atmospheric pressure boiling temperature of approximately 74 F.
- the tobacco having the appropriate moisture content is passed into the impregnator 20 through the rotary valve 16.
- the liquid level in the impregnator is maintained during operation by passing additional fluid to the impregnator through conduit 90 or through conduit 24 in response to the liquid level control valve 58.
- Heating fluid is passed to the jacket of the impregnator 20 to maintain the desired temperature within the impregnator. Under these conditions the Freon vapors generate a superatmospheric pressure which is necessary to maintain the body or pool 62 of liquid in the lower portion of the impregnator.
- the tobacco having been introduced underneath the surface of the organic liquid is thoroughly wetted" and then elevated by the screw conveyor toward the upper portion of the impregnating zone. During this process a portion of the nicotine is extracted from the tobacco and the tobacco emerges from beneath the surface of the liquid and progresses upwardly through an atmosphere of saturated vapor. Any excess liquid containing additional extracted nicotine drains back to the pool 62. As the tobacco progresses upwardly through the impregnator under superatmospheric pressure through the saturated vapor atmosphere, impregnation of the tobacco continues to occur until it is essentially complete at the time that it reaches the upper portion of the impregnator.
- the tobacco still containing a significant amount of impregnating fluid i.e., greater than about 5 percent, preferably greater than about 25 percent, by weight
- a significant amount of impregnating fluid i.e., greater than about 5 percent, preferably greater than about 25 percent, by weight
- the pressure is reduced to about atmospheric and it is then passed immediately into a rapidly moving stream of hot gases heated to a temperature substantially above the boiling point of the organic liquid, suitably between about 250 and 400 F., for example, 310 F. and at a pressure less than that existing in the impregnator.
- the tobacco suspended in the hot gases passes upwardly through the vertical expander 34 in which the tobacco is expanded by vaporization of the liquid.
- the tobacco is then separated from the vapors in the separator 36.
- the separated gas comprising a mixture of air, water vapor and Freon vapor is then recycled through heater 66 and forced by fan 68 into contact with a fresh charge of impregnated tobacco from conduit 30.
- a portion of the vapor is recycled from line 64 through line 70 to the liquid recovery system 44 in order to compensate, at least in part, for organic liquid introduced with the tobacco into the expander 34.
- a stream of nicotine-rich solvent liquid is withdrawn while hot from pool 62 through line 72 to liquid separator 78.
- a stream of dilute acid e.g., 1 percent aqueous sulfuric acid
- This separator is of conventional construction and permits the separation of the relatively immiscible liquids into an aqueous layer and an organic liquid layer.
- Freon-ll is the solvent, which has a higher specific gravity than the aqueous solution, the Freon stratifies in the lower portion of the separator 78.
- the Freon essentially free of nicotine but containing extracted tobacco flavorants, is withdrawn through valved line 86 and recycled to the upper portion of the impregnator 20, wherein it flows downwardly through the ascending stream of tobacco back to the pool 62.
- the aqueous acid solution containing the nicotine in the form of its watersoluble acid salt is withdrawn from an upper portion of the separator 78 through the valved line 84.
- shredded tobacco was continuously fed into the impregnator 20 at an average rate of about 609 grams per minute.
- the tobacco constituted the shreds of flue-cured overripe tip leaves having a nicotine content of about 3.98 percent by weight and a moisture content of about 17 percent by weight.
- the impregnator was operated at 40 p.s.i.g.
- the impregnating solvent was Freon-l 1 and was withdrawn hot (at about 147 F.) from the pool 62 through line 72 at the rate of 3 gallons per minute.
- Dilute aqueous sulfuric acid (0.9 percent 11,80 by weight) at the rate of 0.4 gallons per minute was mixed with the Freon in the orifice mixer 74 and passed to the liquid separator 78.
- the Freon which was essentially free of nicotine was recycled to the upper section of the impregnator and the acid solution containing the nicotine which stratified in the upper portion of the liquid separator 78 was periodically withdrawn through line 84.
- the tobacco discharged from the separator 36 had a nicotine content of L76 percent by weight (representing a 56 percent reduction) and after stripping and reordering was suitable for the manufacture of cigarettes.
- product may be used to manufacture cigarettes in the conventional manner or it may be mixed with other tobaccos to provide a desired blend for use in the manufacture of cigarettes or other smoking articles.
- a process of denicotinizing tobacco which comprises maintaining a tobacco impregnating zone containing an organic fluid which in the liquid state is a solvent for nicotine, said fluid having a boiling point less than that of water at atmospheric pressure and forming a pool of liquid in a lower portion of said zone and an atmosphere of vapor in an upper portion thereof, passing nicotine-containing tobacco into contact with said liquid pool in said lower portion, then conveying the resulting liquid treated tobacco into said upper portion, withdrawing the tobacco impregnated with said fluid from said upper portion, then contacting the withdrawn impregnated tobacco with a stream of hot gas whereby to vaporize the fluid and expand the tobacco, separately withdrawing liquid containing dissolved nicotine from said pool, separating nicotine from the separately withdrawn liquid, and introducing the resulting nicotine-depleted liquid into contact with said tobacco in said upper portion for downward flow through said tobacco to said pool.
- a process of denicotinizing and increasing the filling capacity of tobacco which comprises maintaining a tobacco impregnating zone containing an organic fluid which in the liquid state is a solvent for nicotine, said fluid having a boiling point less than that of water at atmospheric pressure and forming a pool of liquid in a lower portion of said zone and an atmosphere of vapor in an upper portion thereof, introducing a stream of nicotine-containing tobacco beneath the surface of said pool, conveying said tobacco stream upwardly from said pool into the vapor atmosphere in said upper portion of said zone, withdrawing said tobacco stream impregnated with said fluid from said upper portion, contacting the withdrawn tobacco stream with a stream of hot gas whereby to vaporize the fluid and expand the tobacco, separately withdrawing a stream of liquid containing dissolved nicotine from said pool, separating nicotine from the separately withdrawn liquid, introducing a stream of the resulting nicotine-depleted liquid into contact with said tobacco stream moving upwardly in the upper portion of said zone, and flowing said introduced nicotine-depleted fluid stream downwardly in said zone to said pool in contact with the upward
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacture Of Tobacco Products (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US885870A | 1970-02-05 | 1970-02-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3612066A true US3612066A (en) | 1971-10-12 |
Family
ID=21734108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US8858A Expired - Lifetime US3612066A (en) | 1970-02-05 | 1970-02-05 | Denicotinizing process |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3612066A (cs) |
| BE (1) | BE762438A (cs) |
| BR (1) | BR7100704D0 (cs) |
| CA (1) | CA927704A (cs) |
| CH (1) | CH528228A (cs) |
| DE (1) | DE2105446A1 (cs) |
| FR (1) | FR2080473A5 (cs) |
| GB (1) | GB1339347A (cs) |
| IE (1) | IE35255B1 (cs) |
| IT (1) | IT968026B (cs) |
| LU (1) | LU62451A1 (cs) |
| NL (1) | NL152747B (cs) |
| SE (1) | SE374864B (cs) |
| ZA (1) | ZA708609B (cs) |
Cited By (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3693631A (en) * | 1971-04-28 | 1972-09-26 | Reynolds Leasing Corp | Tobacco expansion process |
| US3780744A (en) * | 1972-06-26 | 1973-12-25 | Reynolds Tobacco Co R | Recovery of organic liquids used for treating tobacco |
| US3788331A (en) * | 1972-06-26 | 1974-01-29 | Reynolds Tobacco Co R | Solvent recovery in tobacco treating process |
| US3874392A (en) * | 1974-03-04 | 1975-04-01 | Brunn Albert W De | Tobacco processing method |
| US4044780A (en) * | 1975-09-05 | 1977-08-30 | American Brands, Inc. | Apparatus for total blend expansion |
| US4195647A (en) * | 1977-09-03 | 1980-04-01 | Hauni-Werke Korber & Co. Kg. | Method and apparatus for increasing the volume of tobacco or the like |
| US4202357A (en) * | 1978-10-27 | 1980-05-13 | Philip Morris Incorporated | Reordering expanded tobacco by water mist |
| US4566468A (en) * | 1983-05-25 | 1986-01-28 | Brown & Williamson Tobacco Corporation | Process and system for making a blended tobacco product |
| US4967771A (en) * | 1988-12-07 | 1990-11-06 | R. J. Reynolds Tobacco Company | Process for extracting tobacco |
| US5018540A (en) * | 1986-12-29 | 1991-05-28 | Philip Morris Incorporated | Process for removal of basic materials |
| US5020550A (en) * | 1987-07-27 | 1991-06-04 | Japan Tobacco Inc. | Apparatus for expanding material of an agricultural origin |
| US5037663A (en) * | 1981-10-14 | 1991-08-06 | Colorado State University Research Foundation | Process for increasing the reactivity of cellulose-containing materials |
| US5388596A (en) * | 1991-03-08 | 1995-02-14 | B.A.T. Cigarettenfabriken Gmbh | Coaxial cigarette |
| US5497792A (en) * | 1987-11-19 | 1996-03-12 | Philip Morris Incorporated | Process and apparatus for the semicontinuous extraction of nicotine from tobacco |
| WO2000069289A1 (en) * | 1999-05-17 | 2000-11-23 | Kim In Jae | Process for lowering nicotine contents in tobacco |
| US6224847B1 (en) * | 1994-03-31 | 2001-05-01 | Imperial Chemical Industries Plc | Process for the extraction of a compound by a fluorocarbon compound |
| US6589422B2 (en) * | 2000-12-18 | 2003-07-08 | Ineos Fluor Holdings Limited | Apparatus and method for extracting biomass |
| US6667015B1 (en) | 1999-09-06 | 2003-12-23 | Ineos Fluor Holdings Limited | Apparatus and method for extracting biomass |
| US20040016704A1 (en) * | 1999-09-06 | 2004-01-29 | Stuart Corr | Apparatus and method for removing solvent residues |
| US20040069713A1 (en) * | 2000-11-06 | 2004-04-15 | Dowdle Paul Alan | Process for reducing the concentration of undesired compounds in a composition |
| US20040182258A1 (en) * | 2003-02-05 | 2004-09-23 | Ehling Uwe Werner | Pressure-conditioning method and device |
| US20080142027A1 (en) * | 2004-12-09 | 2008-06-19 | Uwe Werner Ehling | Defibration Of Tobacco Material |
| US20090165357A1 (en) * | 2007-12-28 | 2009-07-02 | St Germain Darin | Adjustable Buoyancy Fishing Bobber System |
| US20110088705A1 (en) * | 2004-12-09 | 2011-04-21 | Uwe Werner Ehling | Defibration of Tobacco Material |
| ITMI20121419A1 (it) * | 2012-08-08 | 2014-02-09 | Fattoria Autonoma Tabacchi S C A R L | Metodo per la produzione di tabacco volto a ridurre il tenore di nitrosammine. |
| CN105394804A (zh) * | 2015-11-10 | 2016-03-16 | 中国烟草总公司广东省公司 | 一种叠层式烟叶平放散装烘烤装置 |
| US20160073678A1 (en) * | 2013-04-25 | 2016-03-17 | Japan Tobacco Inc. | Manufacturing method of composition element of favorite item including flavor component, and composition element of favorite item, including flavor component |
| US10405571B2 (en) | 2015-06-26 | 2019-09-10 | Altria Client Services Llc | Compositions and methods for producing tobacco plants and products having altered alkaloid levels |
| US10777091B2 (en) | 2018-07-27 | 2020-09-15 | Joseph Pandolfino | Articles and formulations for smoking products and vaporizers |
| WO2021050682A1 (en) | 2019-09-12 | 2021-03-18 | Cabbacis Llc | Articles and formulations for smoking products and vaporizers |
| US20220046978A1 (en) * | 2020-08-11 | 2022-02-17 | Icon Farms, Inc. | Process for Hydrating Hemp for Making Hemp Pre-Rolls Therefrom |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1489761A (en) * | 1974-03-08 | 1977-10-26 | Amf Inc | Process of treating tobacco |
| US4215706A (en) * | 1978-10-13 | 1980-08-05 | Loew's Theatres, Inc. | Nicotine transfer process |
| GB8315987D0 (en) * | 1983-06-10 | 1983-07-13 | British American Tobacco Co | Expansion of tobacco |
| GB8416084D0 (en) * | 1984-06-23 | 1984-07-25 | British American Tobacco Co | Expansion of tobacco |
| DE19535587C2 (de) * | 1995-09-25 | 1998-01-22 | Bat Cigarettenfab Gmbh | Verfahren und Vorrichtung zum Abreichern von Nitrat aus Tabakrippen |
| GB202002796D0 (en) * | 2020-02-27 | 2020-04-15 | British American Tobacco Investments Ltd | Methods of treating tobacco and treated tobacco |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US802487A (en) * | 1903-12-28 | 1905-10-24 | Karl Wimmer | Treatment of tobacco for the removal of nicotin. |
| US1577768A (en) * | 1922-06-07 | 1926-03-23 | Homer W Smith | Tobacco denicotinization |
| US1949012A (en) * | 1931-03-27 | 1934-02-27 | Generaldirektion Der Osterreic | Method of preparing tobacco free from nicotine |
| US2048624A (en) * | 1932-12-03 | 1936-07-21 | Roselius Wilhelm Heinrich | Manufacture of denicotinized tobacco products |
| US3046997A (en) * | 1960-09-27 | 1962-07-31 | Philip Morris Inc | Selective alkaloid extraction |
| US3096773A (en) * | 1957-04-12 | 1963-07-09 | Sasmoco Sa | Process for treating tobacco and tobacco obtained by said process |
| US3390685A (en) * | 1965-03-11 | 1968-07-02 | Eresta Warenhandelsgmbh | Process for extracting substances from plant particles |
| US3524452A (en) * | 1968-04-10 | 1970-08-18 | Reynolds Tobacco Co R | Process for increasing the filling capacity of tobacco |
-
1970
- 1970-02-05 US US8858A patent/US3612066A/en not_active Expired - Lifetime
- 1970-12-22 CA CA101308A patent/CA927704A/en not_active Expired
- 1970-12-22 ZA ZA708609A patent/ZA708609B/xx unknown
-
1971
- 1971-01-15 IT IT19427/71A patent/IT968026B/it active
- 1971-01-19 LU LU62451D patent/LU62451A1/xx unknown
- 1971-01-21 CH CH91071A patent/CH528228A/de not_active IP Right Cessation
- 1971-01-25 SE SE7100857A patent/SE374864B/xx unknown
- 1971-01-28 FR FR7102809A patent/FR2080473A5/fr not_active Expired
- 1971-01-29 BR BR704/71A patent/BR7100704D0/pt unknown
- 1971-02-02 NL NL717101343A patent/NL152747B/xx unknown
- 1971-02-02 BE BE762438A patent/BE762438A/xx unknown
- 1971-02-05 IE IE138/71A patent/IE35255B1/xx unknown
- 1971-02-05 DE DE19712105446 patent/DE2105446A1/de active Pending
- 1971-04-19 GB GB2034271A patent/GB1339347A/en not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US802487A (en) * | 1903-12-28 | 1905-10-24 | Karl Wimmer | Treatment of tobacco for the removal of nicotin. |
| US1577768A (en) * | 1922-06-07 | 1926-03-23 | Homer W Smith | Tobacco denicotinization |
| US1949012A (en) * | 1931-03-27 | 1934-02-27 | Generaldirektion Der Osterreic | Method of preparing tobacco free from nicotine |
| US2048624A (en) * | 1932-12-03 | 1936-07-21 | Roselius Wilhelm Heinrich | Manufacture of denicotinized tobacco products |
| US3096773A (en) * | 1957-04-12 | 1963-07-09 | Sasmoco Sa | Process for treating tobacco and tobacco obtained by said process |
| US3046997A (en) * | 1960-09-27 | 1962-07-31 | Philip Morris Inc | Selective alkaloid extraction |
| US3390685A (en) * | 1965-03-11 | 1968-07-02 | Eresta Warenhandelsgmbh | Process for extracting substances from plant particles |
| US3524452A (en) * | 1968-04-10 | 1970-08-18 | Reynolds Tobacco Co R | Process for increasing the filling capacity of tobacco |
Cited By (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3693631A (en) * | 1971-04-28 | 1972-09-26 | Reynolds Leasing Corp | Tobacco expansion process |
| US3780744A (en) * | 1972-06-26 | 1973-12-25 | Reynolds Tobacco Co R | Recovery of organic liquids used for treating tobacco |
| US3788331A (en) * | 1972-06-26 | 1974-01-29 | Reynolds Tobacco Co R | Solvent recovery in tobacco treating process |
| US3874392A (en) * | 1974-03-04 | 1975-04-01 | Brunn Albert W De | Tobacco processing method |
| US4044780A (en) * | 1975-09-05 | 1977-08-30 | American Brands, Inc. | Apparatus for total blend expansion |
| US4195647A (en) * | 1977-09-03 | 1980-04-01 | Hauni-Werke Korber & Co. Kg. | Method and apparatus for increasing the volume of tobacco or the like |
| US4202357A (en) * | 1978-10-27 | 1980-05-13 | Philip Morris Incorporated | Reordering expanded tobacco by water mist |
| US5037663A (en) * | 1981-10-14 | 1991-08-06 | Colorado State University Research Foundation | Process for increasing the reactivity of cellulose-containing materials |
| US4566468A (en) * | 1983-05-25 | 1986-01-28 | Brown & Williamson Tobacco Corporation | Process and system for making a blended tobacco product |
| US5018540A (en) * | 1986-12-29 | 1991-05-28 | Philip Morris Incorporated | Process for removal of basic materials |
| US5020550A (en) * | 1987-07-27 | 1991-06-04 | Japan Tobacco Inc. | Apparatus for expanding material of an agricultural origin |
| US5497792A (en) * | 1987-11-19 | 1996-03-12 | Philip Morris Incorporated | Process and apparatus for the semicontinuous extraction of nicotine from tobacco |
| US4967771A (en) * | 1988-12-07 | 1990-11-06 | R. J. Reynolds Tobacco Company | Process for extracting tobacco |
| US5388596A (en) * | 1991-03-08 | 1995-02-14 | B.A.T. Cigarettenfabriken Gmbh | Coaxial cigarette |
| US6224847B1 (en) * | 1994-03-31 | 2001-05-01 | Imperial Chemical Industries Plc | Process for the extraction of a compound by a fluorocarbon compound |
| WO2000069289A1 (en) * | 1999-05-17 | 2000-11-23 | Kim In Jae | Process for lowering nicotine contents in tobacco |
| US7001511B2 (en) | 1999-09-06 | 2006-02-21 | Ineous Fluor Holdings Limited | Apparatus and method for removing solvent residues |
| US6667015B1 (en) | 1999-09-06 | 2003-12-23 | Ineos Fluor Holdings Limited | Apparatus and method for extracting biomass |
| US20040016704A1 (en) * | 1999-09-06 | 2004-01-29 | Stuart Corr | Apparatus and method for removing solvent residues |
| US6685839B1 (en) | 1999-09-06 | 2004-02-03 | Ineos Fluor Holdings Limited | Apparatus and method for removing solvent residues |
| US20040069713A1 (en) * | 2000-11-06 | 2004-04-15 | Dowdle Paul Alan | Process for reducing the concentration of undesired compounds in a composition |
| US7250185B2 (en) | 2000-11-06 | 2007-07-31 | Ineos Fluor Holdings Limited | Process for reducing the concentration of undesired compounds in a composition |
| US6589422B2 (en) * | 2000-12-18 | 2003-07-08 | Ineos Fluor Holdings Limited | Apparatus and method for extracting biomass |
| US20050098186A1 (en) * | 2003-02-05 | 2005-05-12 | British American Tobacco (Germany) Gmbh | Pressure-conditioning method |
| US7380554B2 (en) * | 2003-02-05 | 2008-06-03 | British American Tobacco (Germany) Gmbh | Pressure-conditioning device |
| US7387128B2 (en) * | 2003-02-05 | 2008-06-17 | British American Tobacco (Germany) Gmbh | Pressure-conditioning method |
| US20040182258A1 (en) * | 2003-02-05 | 2004-09-23 | Ehling Uwe Werner | Pressure-conditioning method and device |
| US8820328B2 (en) | 2004-12-09 | 2014-09-02 | British American Tobacco (Germany) Gmbh | Defibration of tobacco material |
| US20080142027A1 (en) * | 2004-12-09 | 2008-06-19 | Uwe Werner Ehling | Defibration Of Tobacco Material |
| US20110088705A1 (en) * | 2004-12-09 | 2011-04-21 | Uwe Werner Ehling | Defibration of Tobacco Material |
| US7934509B2 (en) * | 2004-12-09 | 2011-05-03 | British American Tobacco (Germany) Gmbh | Defibration of tobacco material |
| US20090165357A1 (en) * | 2007-12-28 | 2009-07-02 | St Germain Darin | Adjustable Buoyancy Fishing Bobber System |
| JP2015527066A (ja) * | 2012-08-08 | 2015-09-17 | グルッポ モーロ サヴィオラ エス.アール.エル. | ニトロソアミン含有量の低いタバコを製造するための方法 |
| WO2014024020A1 (en) * | 2012-08-08 | 2014-02-13 | Gruppo Mauro Saviola S.R.L. | Method for making low nitrosamine contents tobacco |
| ITMI20121419A1 (it) * | 2012-08-08 | 2014-02-09 | Fattoria Autonoma Tabacchi S C A R L | Metodo per la produzione di tabacco volto a ridurre il tenore di nitrosammine. |
| US20160073678A1 (en) * | 2013-04-25 | 2016-03-17 | Japan Tobacco Inc. | Manufacturing method of composition element of favorite item including flavor component, and composition element of favorite item, including flavor component |
| US10390555B2 (en) * | 2013-04-25 | 2019-08-27 | Japan Tobacco Inc. | Manufacturing method of composition element of item including flavor component, and composition element of item, including flavor component |
| US10405571B2 (en) | 2015-06-26 | 2019-09-10 | Altria Client Services Llc | Compositions and methods for producing tobacco plants and products having altered alkaloid levels |
| CN105394804A (zh) * | 2015-11-10 | 2016-03-16 | 中国烟草总公司广东省公司 | 一种叠层式烟叶平放散装烘烤装置 |
| US10777091B2 (en) | 2018-07-27 | 2020-09-15 | Joseph Pandolfino | Articles and formulations for smoking products and vaporizers |
| US10820624B2 (en) | 2018-07-27 | 2020-11-03 | Joseph Pandolfino | Articles and formulations for smoking products and vaporizers |
| US10897925B2 (en) | 2018-07-27 | 2021-01-26 | Joseph Pandolfino | Articles and formulations for smoking products and vaporizers |
| US10973255B2 (en) | 2018-07-27 | 2021-04-13 | Cabbacis Llc | Articles and formulations for smoking products and vaporizers |
| US12349724B2 (en) | 2018-07-27 | 2025-07-08 | Cabbacis Llc | Vaporizers pods |
| WO2021050682A1 (en) | 2019-09-12 | 2021-03-18 | Cabbacis Llc | Articles and formulations for smoking products and vaporizers |
| US20220046978A1 (en) * | 2020-08-11 | 2022-02-17 | Icon Farms, Inc. | Process for Hydrating Hemp for Making Hemp Pre-Rolls Therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| BE762438A (fr) | 1971-07-16 |
| IT968026B (it) | 1974-03-20 |
| DE2105446A1 (de) | 1971-09-23 |
| CA927704A (en) | 1973-06-05 |
| GB1339347A (en) | 1973-12-05 |
| CH528228A (de) | 1972-09-30 |
| ZA708609B (en) | 1972-01-26 |
| SE374864B (cs) | 1975-03-24 |
| NL7101343A (cs) | 1971-08-09 |
| FR2080473A5 (cs) | 1971-11-12 |
| LU62451A1 (cs) | 1971-08-26 |
| BR7100704D0 (pt) | 1973-05-03 |
| IE35255B1 (en) | 1975-12-24 |
| NL152747B (nl) | 1977-04-15 |
| IE35255L (en) | 1971-08-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| STCF | Information on status: patent grant |
Free format text: PATENTED FILE - (OLD CASE ADDED FOR FILE TRACKING PURPOSES) |
|
| AS | Assignment |
Owner name: ARJAY HOLDINGS, INC., 1036 ELKTON ROAD, NEWARK, DE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:REYNOLDS LEASING CORPORATION;REEL/FRAME:004273/0242 Effective date: 19840507 |