WO2024024080A1 - Ingrédient d'arôme, son procédé de production et inhalateur d'arôme de type à combustion - Google Patents

Ingrédient d'arôme, son procédé de production et inhalateur d'arôme de type à combustion Download PDF

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Publication number
WO2024024080A1
WO2024024080A1 PCT/JP2022/029279 JP2022029279W WO2024024080A1 WO 2024024080 A1 WO2024024080 A1 WO 2024024080A1 JP 2022029279 W JP2022029279 W JP 2022029279W WO 2024024080 A1 WO2024024080 A1 WO 2024024080A1
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WO
WIPO (PCT)
Prior art keywords
flavor
tobacco material
tobacco
alcohol
producing
Prior art date
Application number
PCT/JP2022/029279
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English (en)
Japanese (ja)
Inventor
泰基 村上
啓佑 佐々木
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日本たばこ産業株式会社
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Application filed by 日本たばこ産業株式会社 filed Critical 日本たばこ産業株式会社
Priority to PCT/JP2022/029279 priority Critical patent/WO2024024080A1/fr
Publication of WO2024024080A1 publication Critical patent/WO2024024080A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/12Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B3/00Preparing tobacco in the factory
    • A24B3/18Other treatment of leaves, e.g. puffing, crimpling, cleaning

Definitions

  • the present invention relates to a flavor material, a method for producing the same, and a combustion type flavor inhaler.
  • Benzpyrene is one of the health-concerning substances produced during incomplete combustion of carbon compounds, and it is desired to reduce the amount produced.
  • Patent Document 1 discloses that a tobacco material containing benzpyrene is pyrolyzed at at least 400° C. to produce charcoal and steam products, and the steam products are condensed and collected. It is stated that a small amount of tobacco-derived pyrolysis oil can be obtained.
  • An object of the present invention is to provide a flavor material that produces a small amount of benzpyrene when burned and can supply a sufficient amount of flavor components.
  • the present invention includes the following embodiments.
  • a method for producing a flavoring material including:
  • the tobacco material Before the step of obtaining the flavor liquid, the tobacco material is mixed with an alcohol having 2 to 7 carbon atoms to form a mixture, the mixture is compression molded, and at least a part of the alcohol is extracted from the mixture.
  • the amount of benzpyrene contained in the smoke generated when the flavor material is burned at 800° C. for 10 seconds in an air atmosphere is 100 ng/gWB or less, according to any one of [1] to [8]. Method for producing flavoring materials.
  • the amount of nicotine contained in the smoke generated when the flavor material is burned at 800° C. for 10 seconds in an air atmosphere is 2 mg/gWB or more, according to any one of [1] to [9].
  • a flavoring material containing carbide of tobacco material The amount of benzpyrene contained in the smoke generated when the flavor material is burned at 800° C. for 10 seconds in an air atmosphere is 100 ng/g WB or less, and the amount of nicotine contained in the smoke is 2 mg/g WB or more.
  • a flavoring material is 100 ng/g WB or less, and the amount of nicotine contained in the smoke is 2 mg/g WB or more.
  • a combustion type flavor inhaler comprising the flavor material according to [11] or [12].
  • the method for producing a flavor material includes the following steps.
  • a process of heating the tobacco material at 150 to 300°C and collecting the generated vapor to obtain a flavor liquid (hereinafter also referred to as "low-temperature heating process”); heating the tobacco material in an atmosphere with an oxygen concentration of 9% or less.
  • a step of heating the residue at 500 to 1200°C to obtain a charred product of the tobacco material (hereinafter also referred to as “high-temperature heating step”); a step of pouring the flavor liquid back onto the charred material of the tobacco material (hereinafter referred to as "sprinkling”) (Also referred to as "returning process.”)
  • a low-temperature heating step is first performed to selectively volatilize flavor components such as nicotine and vanillin from the tobacco material and recover them as a flavor liquid.
  • flavor components such as nicotine and vanillin
  • the residue of the tobacco material is subjected to a high temperature heating step to generate and vaporize benzpyrene.
  • the residue of the tobacco material itself is carbonized and becomes carbide because it is heated at high temperature in a low oxygen atmosphere.
  • the flavor liquid is poured back onto the carbonized material of the tobacco material, thereby returning the flavor components to the carbonized material of the tobacco material. Therefore, in the method according to the present embodiment, it is possible to efficiently produce a flavor material that contains a sufficient amount of flavor components and produces a small amount of benzpyrene even when burned.
  • a tobacco material is mixed with an alcohol having 2 to 7 carbon atoms to form a mixture, the mixture is compression molded, and at least part of the alcohol is extracted from the mixture. It is preferable to further include a step of obtaining a compression molded article of tobacco material by removing (hereinafter also referred to as "compression molded article manufacturing step (1)").
  • compression molded article manufacturing step (1) the compression molded body of the tobacco material is heated at 150 to 300° C. in the low temperature heating step, and the generated vapor is collected to obtain a flavor liquid.
  • the method further includes a step of compression molding and removing at least a portion of the alcohol from the mixture to obtain a compression molded product of tobacco material residue (hereinafter also referred to as "compression molded product manufacturing step (2)"). It is preferable.
  • the high temperature heating step involves heating the compression molded product of tobacco material residue at 500 to 1200°C in an atmosphere with an oxygen concentration of 9% or less. , obtaining a carbide of the tobacco material.
  • the residue of the tobacco material is heated to 500 to 1200°C in a low-oxygen atmosphere with an oxygen concentration of 9% or less, so the residue of the tobacco material is carbonized and becomes a carbide, improving shape retention.
  • the carbide is somewhat brittle and easily crumbles.
  • the method according to the present embodiment includes the compression-molded product manufacturing step (1) or (2), before the high-temperature heating step, an alcohol having 2 to 7 carbon atoms is added to the tobacco material or the residue of the tobacco material, and compression molding is performed. do. Since the alcohol functions as a binder, a compression molded product having sufficient strength can be obtained.
  • the compression molded product obtained since the alcohol is subsequently removed, the compression molded product obtained has sufficient strength and can provide a good flavor without the influence of alcohol.
  • the compression molded product is subjected to a high temperature heating step, the resulting carbide of the tobacco material (compression molded product) has higher shape retention and hardness. For example, even when the carbide is rolled up with paper to form a tobacco rod, its shape is sufficiently maintained and it is easy to roll up.
  • the method according to the present embodiment includes a compression molded body manufacturing process (1), a low temperature heating process, a compression molded body manufacturing process (2), a high temperature heating process, It may also include steps other than the reversing step.
  • the method according to this embodiment can optionally include a compression molded body manufacturing step (1).
  • a tobacco material is mixed with an alcohol having 2 to 7 carbon atoms to form a mixture, the mixture is compression molded, and at least a portion of the alcohol is removed from the mixture, thereby compression molding the tobacco material. Get a body.
  • This step is performed before the low-temperature heating step described below. By carrying out this step, the strength of the carbide obtained by the high-temperature heating step described below can be improved.
  • tobacco materials include leaf tobacco, and tobacco powder obtained by cutting tobacco leaf veins, trunks, roots, flowers, etc. into powder.
  • the type of leaf tobacco is not particularly limited, and any variety can be used, but examples include yellow tobacco, burley tobacco, native tobacco, orient leaf, and fermented leaves thereof. These tobacco materials may be used alone or in combination of two or more.
  • the average particle diameter of the tobacco material is preferably 100 ⁇ m or less. When the average particle diameter is 100 ⁇ m or less, a compression-molded product that is less deformed over time and has sufficient strength can be obtained.
  • the average particle diameter is more preferably 5 to 80 ⁇ m, even more preferably 10 to 60 ⁇ m, and particularly preferably 20 to 50 ⁇ m. Note that the average particle diameter is measured using a light scattering method.
  • the alcohol has 2 to 7 carbon atoms, preferably 2 to 5 carbon atoms, and more preferably 2 to 3 carbon atoms.
  • the alcohol at least one alcohol selected from the group consisting of ethanol, 2-propanol, and benzyl alcohol is preferred from the viewpoint of obtaining a compression molded product with higher strength, and ethanol is most preferred.
  • 1 to 20 parts by mass of the alcohol be mixed with 100 parts by mass of the tobacco material.
  • 1 part by mass or more of the alcohol By mixing 1 part by mass or more of the alcohol with 100 parts by mass of the tobacco material, a compression molded product having higher strength can be obtained. Further, by mixing 20 parts by mass or less of the alcohol to 100 parts by mass of the tobacco material, compression molding can be easily performed. It is more preferable to mix 2 to 15 parts by weight of the alcohol, and even more preferably 3 to 10 parts by weight, to 100 parts by weight of the tobacco material.
  • cellulose powder or the like may be further added to the tobacco material.
  • the method of mixing the tobacco material with the alcohol is not particularly limited, but it can be mixed using a general mixer such as a V-type mixer, for example.
  • the compression molding machine used for compression molding the obtained mixture is not particularly limited, but for example, a rotary tabletting machine or the like can be used.
  • the compression molding conditions are not particularly limited, it is desirable to perform the molding under a compression pressure of 2 kN or more, for example. At least a portion of the alcohol may be removed by natural drying or the like during compression molding.
  • the shape of the compression molded product obtained by compression molding is not particularly limited, and may be, for example, a tablet shape, a plate shape, a cylindrical shape, a rod shape, a spherical shape, or the like.
  • At least a portion of the alcohol may be removed from the mixture during the compression molding as described above, or from the compression molded body obtained after the compression molding.
  • the removal of at least a portion of the alcohol is carried out at 10-40°C.
  • the temperature at which at least a portion of the alcohol is removed is more preferably 15 to 35°C, and even more preferably 20 to 30°C.
  • At least a portion of the alcohol can be removed by, for example, an electric oven, hot air drying, a tunnel dryer, natural drying, or the like. Further, it is preferable that the alcohol is removed not in a closed space but in an open state. As for the alcohol removal rate, it is preferable that 90% by mass or more of the alcohol contained in the mixture (compression molded body) is removed, more preferably 95% by mass or more is removed, and 99% by mass or more is removed. It is even more preferred that the alcohol be removed, and it is particularly preferred that all alcohol be removed.
  • the tobacco material is heated at 150 to 300°C, and the generated vapor is collected to obtain a flavor liquid.
  • flavor components such as nicotine can be selectively volatilized from the tobacco material and recovered as a flavor liquid.
  • residues of the tobacco material remain.
  • the tobacco material heated at 150 to 300° C. in this step is a compression molded product of the tobacco material.
  • the compression molded body manufacturing process (1) is not carried out, the tobacco material used in the compression molded body manufacturing process (1) can be used as is, and the shape may be in the form of shreds, etc. other than powder. There may be.
  • the heating temperature of the tobacco material is 150 to 300°C.
  • the heating temperature is preferably 170 to 290°C, more preferably 200 to 270°C, even more preferably 230 to 250°C.
  • the heating time for the tobacco material depends on the heating temperature of the tobacco material, but is preferably 20 seconds to 120 minutes, more preferably 5 minutes to 60 minutes.
  • the method for recovering the vapor generated by heating the tobacco material is not particularly limited, but for example, the generated vapor may be cooled and recovered, or the generated vapor may be collected using distilled water, ethanol, hexane, 2-propanol, 1-propanol, propylene glycol, Examples include methods such as passing through a solvent such as glycerin and collecting in the solvent, collecting using an adsorbent, column, filter, etc., and then eluting.
  • the method according to this embodiment can optionally include a compression molded body manufacturing step (2).
  • a compression molded body manufacturing step (2) an alcohol having 2 to 7 carbon atoms is mixed with the residue of the tobacco material to form a mixture, the mixture is compression molded, and at least a part of the alcohol is removed from the mixture, so that the tobacco material is A compression molded body of the residue is obtained.
  • This step is performed after the low-temperature heating step and before the high-temperature heating step described below. By carrying out this step, the strength of the carbide obtained by the high-temperature heating step described below can be improved.
  • the method according to the present embodiment can include either one of compression molded body manufacturing steps (1) and (2).
  • This step is carried out in the same manner as the compression molded body manufacturing step (1) described above, except that instead of the tobacco material, an alcohol having 2 to 7 carbon atoms is mixed with the residue of the tobacco material to form a mixture. be able to.
  • the residue of the tobacco material is heated at 500 to 1200° C. in an atmosphere with an oxygen concentration of 9% or less to obtain a carbide of the tobacco material.
  • benzpyrene is produced and vaporized from the residue of the tobacco material. Since the residue of the tobacco material itself is heated at high temperature in a low oxygen atmosphere, it carbonizes and becomes carbide. Note that when carrying out the compression molded product manufacturing step (1) or (2), the residue of the tobacco material heated at 500 to 1200° C. in this step is a compression molded product of the residue of the tobacco material.
  • the heating of the tobacco material residue is carried out in an atmosphere with an oxygen concentration of 9% or less.
  • an atmosphere with an oxygen concentration of 9% or less By performing high temperature heating in a low oxygen atmosphere with an oxygen concentration of 9% or less, the residue of the tobacco material can be carbonized, and the shape retention and hardness of the residue of the tobacco material are improved. Further, it is possible to prevent the oxidation reaction of the residue of the tobacco material, and it is possible to provide a good flavor when burned during use.
  • the tobacco material residue is heated in an oxygen-free atmosphere (for example, an inert gas atmosphere such as nitrogen or argon).
  • the heating temperature of the tobacco material residue is 500 to 1200°C.
  • the heating temperature is preferably 500 to 1000°C, more preferably 500 to 800°C.
  • the heating time for the tobacco material residue depends on the heating temperature of the tobacco material residue, but is preferably 1 second to 10 hours, more preferably 30 seconds to 1 hour.
  • the char of the tobacco material obtained in this step (the char of the compression molded product of the residue of the tobacco material) measured using a tablet hardness meter.
  • the compressive breaking strength of the wedge-shaped plunger is preferably 5 to 200N. When the compressive breaking strength is 5 N or more, even when the carbide is rolled up with paper or the like to form a tobacco rod, its shape is sufficiently maintained and winding is easy. More preferably, the compressive breaking strength is 10 to 200N. Note that the compressive breaking strength is specifically measured by the method described below.
  • the flavor liquid is poured back onto the carbonized material of the tobacco material.
  • the flavor components previously extracted from the tobacco material can be returned to the carbonized product of the tobacco material. Therefore, it is possible to obtain a flavor material that is a carbonized tobacco material with flavor components returned thereto. Since the flavor material has undergone high-temperature heating (500 to 1200° C.) in a low-oxygen atmosphere, it is carbonized, and even when burned, the amount of benzpyrene produced is small. On the other hand, since the flavor material contains a sufficient amount of flavor components, a sufficient amount of the flavor components are volatilized when burned.
  • the method of applying the flavoring liquid back onto the carbonized tobacco material is not particularly limited.
  • the flavor liquid can be added to and mixed with the charred material of the tobacco material, and the flavor liquid can be soaked into the charred material to reapply the tobacco material. After being applied back, the charred material containing the flavor liquid may be dried.
  • the amount of benzpyrene produced is small, and a sufficient amount of flavor components are supplied.
  • the amount of benzpyrene contained in the smoke generated when the flavor material is burned at 800°C for 10 seconds in an air atmosphere is preferably 100 ng/g WB or less, more preferably 50 ng/g WB or less. .
  • benzpyrene does not need to be included in the smoke.
  • the amount of nicotine contained in the smoke generated when the flavor material is burned at 800° C. for 10 seconds in an air atmosphere is preferably 2 mg/g WB or more, more preferably 10 mg/g WB or more.
  • the upper limit of the range of the amount of nicotine is not particularly limited, but can be, for example, 30 mg/g WB or less.
  • the amounts of benzpyrene and nicotine are specifically measured by the following method.
  • the flavoring material is placed in an infrared oven, heated to 800°C, and held at 800°C for 10 seconds while flowing air at a flow rate of 1 L/min.
  • the generated smoke is collected in a Cambridge filter (CF).
  • CF Cambridge filter
  • the CF is immersed in cyclohexane to extract the component.
  • the cyclohexane solution is analyzed by liquid chromatography to determine the content of benzpyrene.
  • the CF is immersed in methanol to extract the component.
  • the methanol solution is analyzed by gas chromatography to quantify the nicotine content.
  • the flavor material according to this embodiment is manufactured by the method for manufacturing a flavor material according to this embodiment described above. Since the flavor material is produced by the method according to the present embodiment, when burned, the amount of benzpyrene produced is small and a sufficient amount of flavor components can be supplied.
  • another flavor material according to the present embodiment is a flavor material containing carbide of tobacco material, and includes benzpyrene contained in smoke generated when the flavor material is burned at 800° C. for 10 seconds in an air atmosphere.
  • the amount of nicotine is 100 ng/g WB or less, and the amount of nicotine contained in the smoke is 2 mg/g WB or more.
  • the flavor material is preferably manufactured by the method for manufacturing a flavor material according to the present embodiment described above.
  • combustion type flavor inhaler includes the flavor material according to this embodiment. Since the combustion type flavor inhaler includes the flavor material according to the present embodiment, the amount of benzpyrene produced during use is small and a sufficient amount of flavor components can be supplied.
  • the combustion flavor inhaler 1 includes a tobacco rod 2 and a filter segment 3 provided adjacent to the tobacco rod 2.
  • the tobacco rod 2 includes a tobacco filler 4, which is a flavor material according to the present embodiment, and a wrapper 5, such as paper, wrapped around the tobacco filler 4.
  • the tobacco rod 2 and the filter segment 3 are connected by a tipping paper member 6 wound on the tobacco rod 2 and the filter segment 3.
  • the tip paper member 6 may have a ventilation hole in a part of its outer periphery.
  • the number of ventilation holes may be one or more, and for example, 10 to 40 ventilation holes may be formed.
  • the ventilation holes can be arranged in a ring shape around the outer periphery of the chipping paper member 6, for example.
  • the plurality of vent holes may be arranged at substantially regular intervals.
  • the user can obtain the flavor by lighting the tip of the tobacco rod 2, holding the mouth end of the filter segment 3 in his mouth, and inhaling it.
  • the tobacco rod 2 of the combustion type flavor inhaler 1 is filled with the flavor material according to this embodiment, the amount of benzpyrene produced during use is small and a sufficient amount of flavor components can be obtained.
  • MMB Millioni Burley
  • the nicotine content was determined by immersing the CF in methanol to extract the components, and analyzing the resulting methanol solution by gas chromatography. Furthermore, as a control, chopped leaf tobacco that was not heated at 500°C for 5 minutes in a nitrogen atmosphere (not carbonized) was similarly burned at 800°C, and the amounts of benzpyrene and nicotine in the smoke were quantified. The results are shown in Figure 2.
  • Example 1 Shredded leaf tobacco (Malawi Burley (MWB)) was heated at 250° C. for 36 minutes, and the generated vapor was collected by cooling to obtain a flavor liquid. The amount of nicotine contained in the flavor liquid was 17.6 mg. Next, the residue of the shredded leaf tobacco after heating was pulverized to have an average particle size of 30 ⁇ m. 3 parts by mass of ethanol was added to 100 parts by mass of the shredded leaf tobacco residue after pulverization and mixed. The obtained mixture was compressed into a tablet shape using a compression molding machine (trade name: TDP 0, manufactured by LFA Machines Oxford Ltd.). The obtained compression molded product was dried at 20° C. for 2 days to remove ethanol contained in the compression molded product. Thereafter, the compression molded body was carbonized by heating at 500° C. for 5 minutes in a nitrogen atmosphere to obtain a carbide.
  • the carbide was placed in an infrared furnace, heated to 800°C, and held at 800°C for 10 seconds while flowing air at a flow rate of 1 L/min.
  • the generated smoke was collected on a Cambridge filter (CF), and the CF was immersed in cyclohexane to extract the components.
  • the cyclohexane solution was analyzed by liquid chromatography to determine the content of benzpyrene. The results are shown in Figure 3.
  • the compressive breaking strength of the carbide with a wedge-shaped plunger measured using a tablet hardness meter, was 17 N (average value of three measurements).
  • Example 2 A carbide was produced in the same manner as in Example 1, except that the heating temperature when carbonizing the compression molded body was changed to 800° C., and the content of benzpyrene in the smoke was measured. The results are shown in Figure 3. Moreover, when the compressive breaking strength of the carbide was measured in the same manner as in Example 1, the compressive breaking strength was 27 N (average value of three measurements).
  • Example 3 Shredded leaf tobacco (Malawi Burley (MWB)) was heated at 250° C. for 36 minutes, and the generated vapor was collected by cooling to obtain a flavor liquid. The amount of nicotine contained in the flavor liquid was 17.6 mg. Next, the residue of the shredded leaf tobacco after heating was carbonized by heating at 500° C. for 5 minutes in a nitrogen atmosphere to obtain a carbide. The compressive breaking strength of the carbide using a wedge-shaped plunger was 1.6 N (average value of three measurements), as measured using a tablet hardness meter.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Manufacture Of Tobacco Products (AREA)

Abstract

L'invention concerne un ingrédient d'arôme qui, lors de sa combustion, peut fournir un composant d'arôme en une quantité suffisante tandis que la quantité de benzpyrène générée reste faible. Procédé de production d'un ingrédient d'arôme, le procédé comprenant une étape consistant à chauffer un ingrédient de tabac à 150-300 °C et à récupérer la vapeur générée pour obtenir un liquide d'arôme, une étape consistant à chauffer un résidu de l'ingrédient de tabac à 500-1 200 °C dans une atmosphère présentant une concentration en oxygène de 9 % ou moins pour obtenir un carbure de l'ingrédient de tabac, et une étape consistant à renvoyer le liquide d'arôme au carbure de l'ingrédient de tabac.
PCT/JP2022/029279 2022-07-29 2022-07-29 Ingrédient d'arôme, son procédé de production et inhalateur d'arôme de type à combustion WO2024024080A1 (fr)

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PCT/JP2022/029279 WO2024024080A1 (fr) 2022-07-29 2022-07-29 Ingrédient d'arôme, son procédé de production et inhalateur d'arôme de type à combustion

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PCT/JP2022/029279 WO2024024080A1 (fr) 2022-07-29 2022-07-29 Ingrédient d'arôme, son procédé de production et inhalateur d'arôme de type à combustion

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5197494A (en) * 1991-06-04 1993-03-30 R.J. Reynolds Tobacco Company Tobacco extraction process
WO2015029977A1 (fr) * 2013-08-27 2015-03-05 日本たばこ産業株式会社 Matière première de tabac, son procédé de fabrication et produit à base de tabac
JP2019503659A (ja) * 2015-12-08 2019-02-14 ブリティッシュ アメリカン タバコ (インヴェストメンツ) リミテッドBritish American Tobacco (Investments) Limited タバコ組成物
JP2019213531A (ja) * 2013-08-08 2019-12-19 アール・ジエイ・レイノルズ・タバコ・カンパニー タバコ由来の熱分解油

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5197494A (en) * 1991-06-04 1993-03-30 R.J. Reynolds Tobacco Company Tobacco extraction process
JP2019213531A (ja) * 2013-08-08 2019-12-19 アール・ジエイ・レイノルズ・タバコ・カンパニー タバコ由来の熱分解油
WO2015029977A1 (fr) * 2013-08-27 2015-03-05 日本たばこ産業株式会社 Matière première de tabac, son procédé de fabrication et produit à base de tabac
JP2019503659A (ja) * 2015-12-08 2019-02-14 ブリティッシュ アメリカン タバコ (インヴェストメンツ) リミテッドBritish American Tobacco (Investments) Limited タバコ組成物

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