EP2965637B1 - Verfahren zur herstellung eines tabakrohmaterials - Google Patents

Verfahren zur herstellung eines tabakrohmaterials Download PDF

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Publication number
EP2965637B1
EP2965637B1 EP13887397.1A EP13887397A EP2965637B1 EP 2965637 B1 EP2965637 B1 EP 2965637B1 EP 13887397 A EP13887397 A EP 13887397A EP 2965637 B1 EP2965637 B1 EP 2965637B1
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EP
European Patent Office
Prior art keywords
tobacco
smoke
alcohol
tobacco leaf
leaf
Prior art date
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Active
Application number
EP13887397.1A
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English (en)
French (fr)
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EP2965637A4 (de
EP2965637A1 (de
Inventor
Kenji Ito
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Japan Tobacco Inc
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Japan Tobacco Inc
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Publication of EP2965637A4 publication Critical patent/EP2965637A4/de
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    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B3/00—Preparing tobacco in the factory
    • A24B3/12—Steaming, curing, or flavouring tobacco

Definitions

  • the present invention relates to a method of producing a tobacco raw material.
  • Patent Document 1 describes a method in which ethyl alcohol is added to the leaf tobacco before a leaf tobacco barrel-aging step.
  • Patent Document 1 Japanese Patent Application Laid-open No. S56-51976
  • US-A-4848373 describes a fire-cured tobacco to which glycerine is added then is fermented in an open warehouse, and stored for 3 weeks at room temperature in closed conditions.
  • US-A-4660577 describes a fire-cured tobacco to which sugar is added in the casing step.
  • WO-A-2012078597 describes a leafy material to which an alcohol is added after the drying step.
  • US-A-2006185686 describes a fire-cured tobacco to which a sugar or a sugar alcohol is added.
  • US-A-4528993 describes a dark fired tobacco to which sugar is added.
  • CN-A-101292776 describes a fire-cured tobacco to which propane diol and glycerine is added.
  • WO-A-2005112670 describes a fire-cured tobacco to which humectants (glycerol and propylene glycol) and flavourings such as sugar are added.
  • Patent Document 1 states that the method described therein, by applying ethyl alcohol to leaf tobacco, is able to increase the content of organic acids included in the smoke emitted when cigarettes using this leaf tobacco are smoked, the only compounds that are increased are organic acids.
  • the present invention focuses on ester compounds as ingredients that impart flavor to leaf tobacco, providing a method for enhancing the flavor of a tobacco raw material by increasing the level of such flavor ingredients in the tobacco raw material.
  • a tobacco raw material obtained by a production method that includes: a step of smoke-processing dried tobacco leaf dried to a moisture content of less than 15 w%; a step of adding an alcohol to the smoke-processed dried tobacco leaf; and a step of storing the tobacco leaf to which the alcohol has been added, wherein the storage step is carried out under closed conditions wherein volatile ingredients do not volatilize off,and following the storage step, a step of adding a polyol to the tobacco leaf, the content of flavor-enhancing esters is increased.
  • the invention provides a method of producing a tobacco raw material which has an increased content of ester compounds as flavor ingredients.
  • the present method of producing a tobacco raw material includes the steps of smoke-processing dried tobacco leaf dried to a moisture content of less than 15 w%, adding an alcohol to the smoke-processed dried tobacco leaf, and storing the tobacco leaf to which the alcohol has been added, wherein the storage step is carried out under closed conditions wherein volatile ingredients do not volatilize off, and following the storage step, a step of adding a polyol to the tobacco leaf.
  • the tobacco leaf subjected to smoke-processing treatment in the production method of the invention is tobacco leaf that has been subjected to drying treatment.
  • the drying treatment is exemplified by methods that are publicly known.
  • “dried tobacco leaf” refers to tobacco leaves that have been dried to a moisture content of less than 15 wt%.
  • Drying treatment may be carried out using a known method without particular limitation.
  • the tobacco leaves used are exemplified by the following genus Nicotiana varieties: the flue-cured and burley varieties of N. tabacum, and the brasilia variety of N. rustica.
  • These tobacco leaves are cut by a known method to produce shredded tobacco.
  • the method of smoke-processing the tobacco leaf is exemplified by known methods such as hot smoke-processing, warm smoke-processing and cold smoke-processing.
  • Hot smoke-processing is treatment in which the tobacco leaf is smoke-processed at a leaf temperature of from about 60°C to about 120°C.
  • the treatment time may be set as desired based on the required amount of organic acids to be imparted to the tobacco leaf, and is typically from about 10 minutes to about 1 hour.
  • Warm smoke-processing is treatment in which the tobacco leaf is smoke-processed at a leaf temperature of from about 30°C to about 60°C.
  • the treatment time may be set as desired based on the required amount of organic acids to be imparted to the tobacco leaf, and is typically from about 10 minutes to about 1 day.
  • Cold smoke-processing is treatment in which the tobacco leaf is smoke-processed at a leaf temperature of from about 15°C to about 30°C.
  • the treatment time may be set as needed based on the required amount of organic acids to be imparted to the tobacco leaf, and is typically from about 10 minutes to about 4 weeks.
  • the type of wood used to generate the curing smoke is not particularly limited and includes, for example, white oak, cherry, walnut, apple, beech, oak and hickory.
  • the curing smoke may be generated either by burning or by heating the wood.
  • the heating temperature may be set to from 350°C to 650°C, and is preferably from 450°C to 500°C.
  • organic acids such as acetic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid and 2-methylbutyric acid are imparted to the tobacco leaves.
  • Organic acids can be imparted to the tobacco leaf using any of the above smoke-processing treatments.
  • smoke-processing treatment is carried out by cold smoke-processing.
  • the smoke-processing treatment time in this case is preferably from 10 minutes to 1 day, and more preferably from 1 hour to 3 hours.
  • the alcohol added to the tobacco leaf obtained by smoke-processing treatment is exemplified by monovalent aliphatic alcohols such as ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-1-propanol, 2,2-dimethylethanol and cyclohexanol; monovalent alcohols having an aromatic substituent, such as benzyl alcohol and phenylethyl alcohol.
  • monovalent aliphatic alcohols such as ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-1-propanol, 2,2-dimethylethanol and cyclohexanol
  • monovalent alcohols having an aromatic substituent such as benzyl alcohol and phenylethyl alcohol.
  • These alcohols may be used singly or two or more may be used in combination.
  • the alcohol added to the tobacco leaf may be added in a ratio of from 0.000001 to 0.1 parts by weight per part by weight of tobacco leaf.
  • Addition of the alcohol is carried out using an ordinary method such as spraying in order to apply the alcohol as uniformly as possible to the shredded tobacco leaf.
  • flavors may be added together with the alcohol.
  • flavors include one or more selected from among essential oils and flavor extracts such as menthol, rum, peppermint oil, spearmint oil, menthe oil, rosemary oil, licorice extract, St. John's extract and cocoa.
  • the flavors added to the tobacco leaf may be added in a ratio of from 0.000001 to 0.1 parts by weight per part by weight of tobacco leaf.
  • the step of storing the tobacco leaf to which alcohol has been added is carried out under conditions where the ester compounds that form during storage do not volatilize off. Such conditions are closed conditions.
  • the closed conditions may be the conditions formed using a closed vessel.
  • the closed conditions may be conditions of a degree where volatile ingredients such as low-molecular-weight ester compounds do not volatilize off.
  • the storage period is not particularly limited so long as it is a period sufficient for ester compounds to form, although a period of one week or more is preferred for allowing sufficient reactions to arise.
  • the storage period may be up to, for example, about 30 weeks.
  • the temperature during storage is preferably a temperature at which ester compound formation fully arises.
  • This temperature is preferably a temperature at which the enzymes that are present in the tobacco leaf and promote esterification reactions are activated, and also a temperature at which chemical esterification reactions readily arise.
  • the temperature may be suitably adjusted in the range of from room temperature to 70°C. In another embodiment, the temperature may be suitably set in the range of from 30°C to 80°C.
  • the tobacco leaf may also include organic acids already present therein, such as myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid and linolenic acid.
  • organic acids already present therein such as myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid and linolenic acid.
  • the tobacco leaf also includes the following alcohols: methanol, benzyl alcohol and phenylethyl alcohol.
  • Illustrative examples of the organic acid esters whose levels are increased in the tobacco raw material obtained by the production method of the invention include ethyl acetate, ethyl valerate, ethyl crotonate, ethyl hexanoate, ethyl myristate, ethyl palmitate, ethyl stearate, ethyl oleate and ethyl succinate.
  • the production method of the invention also includes after the storage step, the step of adding a polyol to the shredded tobacco leaf.
  • a polyol to the shredded tobacco leaf.
  • Propylene glycol, glycerol, or a mixture thereof may be used as the polyol.
  • the polyol may be added to the shredded tobacco leaf in an amount of from 0.1 wt% to 5 wt%.
  • Polyol addition is preferably carried out by spraying or some other ordinary method used in tobacco production processes, such that the polyol pervades all the shredded tobacco leaf.
  • polyols serve to suppress the esterification reactions between the alcohol that was added and organic acids.
  • the formation of ester compounds due to additional reactions elicited by the alcohol that was added can be suppressed.
  • the makeup of the ester compounds that have formed in the storage step is less likely to change over time.
  • Additives such as the above-mentioned essential oils and flavor extracts may be added in any amount and in any step in the production method of the invention.
  • the tobacco raw material prepared by the method of the invention may be rendered into, for example, an oral tobacco product such as snus.
  • the tobacco raw material produced by the above production method is packed by a known method in a packaging medium made of nonwoven fabric or the like.
  • snus is obtained by filling the packaging medium with a controlled amount of the tobacco raw material, then sealing the packaging medium by means such as heat sealing.
  • the packaging medium is not subject to any particular limitation, although the use of a cellulose-based nonwoven fabric is preferred.
  • the gum can be obtained by using a known method to mix the tobacco raw material produced by the above production method with a known gum base.
  • edible films too, apart from using the tobacco raw material obtained by the inventive production method, may be obtained in use of a known material or method.
  • the tobacco raw material prepared by the method of the invention may be mixed in any ratio with conventional shredded tobacco, and the resulting mixture used to manufacture cigarettes.
  • the tobacco raw material prepared by the method of the invention may be placed within the filter portion of known cigarettes. Placement in the filter portion may entail, for example, disposing the tobacco raw material within the cavity or dispersing the tobacco raw material among the filter fibers.
  • the tobacco raw material prepared by the method of the invention may also be used in warming or non-heating type cigarette substitutes.
  • the production method of the invention enables the supply of tobacco raw materials containing an enhanced level of flavor ingredients.
  • the tobacco raw material produced by the method of the invention may be used as all of the tobacco raw material in a tobacco product or may be used as part of the tobacco raw material in a tobacco product. In cases where the tobacco raw material obtained by this invention is used as part of the tobacco raw material in a tobacco product, it may be used in any proportion.
  • the temperature of the tobacco was about 100°C and the temperature of the wood chips was about 600°C.
  • the concentration of acetic acid included in the tobacco leaf on which smoke-processing treatment had been carried out was measured as follows.
  • Ultrapure water 10 mL was added to 0.5 g of the smoke-processed shredded tobacco, and extraction was carried out by 30 minutes of shaking.
  • the extract was ultrafiltered (molecular weight cutoff, 3000), and the filtrate was collected.
  • the filtrate was diluted with ultrapure water so as to fall within the range of a working curve, and quantitative analysis by capillary electrophoresis (DAD detector) was performed.
  • DAD detector capillary electrophoresis
  • Ultrapure water 50 mL was added to 0.5 g of the smoke-processed shredded tobacco, and extraction was carried out by 30 minutes of shaking.
  • the extract was filtered and recovered, then adjusted to a pH of 2 by the addition of hydrochloric acid.
  • the extract was passed through a solid phase extraction cartridge (Oasis HLB) conditioned with about 20 mL each of diethyl ether, methanol and an aqueous 0.01 N hydrochloric acid solution, following which the cartridge was dried using a stream of nitrogen.
  • the organic acids that had adsorbed to the cartridge were eluted with diethyl ether and quantitatively determined by GCMS analysis.
  • FIG. 1 shows comparative data on the analytic values for organic acids before and after smoke-processing treatment.
  • Ethanol (5%, based on the weight of the shredded tobacco leaf following smoke-processing treatment) was added to the smoke-processed tobacco leaf, following which the tobacco leaf was placed within a screw neck vial, which was then sealed at 40°C for one week. After one week of storage in this manner, propylene glycol was added to the tobacco leaf in predetermined concentrations (1 wt%, 2 wt% or 5 wt%, based on the tobacco leaf).
  • the organic acid esters were each analyzed by the operations indicated below when 0 weeks had elapsed (untreated), when one week had elapsed following ethanol addition (before propylene glycol addition), and at one-week intervals thereafter (following propylene glycol addition).
  • Ester compounds ethyl acetate, ethyl valerate, ethyl hexanoate, ethyl crotonate, ethyl hexanoate, ethyl myristate, ethyl palmitate, ethyl stearate, ethyl oleate.
  • the results of Experiment 3 are shown in FIGS. 4A to 4H .
  • the numerical values on the vertical axes in FIG. 4 represent not the concentrations of the organic acid esters, but the peak surface areas obtained in GCMS analysis.
  • the numerical values on the horizontal axes in FIG. 4 represent the number of weeks that have elapsed.
  • the production method of the invention enables a tobacco raw material containing an increased level of flavor ingredients such as organic acid esters to be provided.

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

Claims (3)

  1. Verfahren zum Herstellen eines Tabakrohmaterials,
    wobei das Verfahren Folgendes umfasst:
    einen Schritt zum Rauchverarbeiten getrockneter Tabakblätter bis zu einem Feuchtigkeitsgehalt von weniger als 15 Gew.-%, einen Schritt zum Hinzufügen eines Alkohols zu den rauchverarbeiteten getrockneten Tabakblättern und
    einen Schritt zum Lagern der Tabakblätter, zu denen der Alkohol hinzugefügt wurde, wobei der Lagerschritt unter abgeschlossenen Bedingungen ausgeführt wird, wobei sich flüchtige Bestandteile nicht verflüchtigen, und
    nach dem Lagerschritt einen Schritt zum Hinzufügen eines Polyols zu den Tabakblättern.
  2. Herstellungsverfahren nach Anspruch 1, wobei der Lagerschritt bei 30 °C bis 80 °C für einen Zeitraum einer Woche oder mehr ausgeführt wird.
  3. Herstellungsverfahren nach einem der Ansprüche 1 bis 2, wobei ein Rauchverarbeiten durch Kalträuchern in einem Temperaturbereich von 15 °C bis 30 °C ausgeführt wird.
EP13887397.1A 2013-06-19 2013-06-19 Verfahren zur herstellung eines tabakrohmaterials Active EP2965637B1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2013/066806 WO2014203341A1 (ja) 2013-06-19 2013-06-19 たばこ原料の製造方法

Publications (3)

Publication Number Publication Date
EP2965637A1 EP2965637A1 (de) 2016-01-13
EP2965637A4 EP2965637A4 (de) 2016-12-07
EP2965637B1 true EP2965637B1 (de) 2019-04-24

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Country Status (6)

Country Link
EP (1) EP2965637B1 (de)
JP (1) JP6129964B2 (de)
CN (1) CN105307515B (de)
RU (1) RU2633205C2 (de)
UA (1) UA116250C2 (de)
WO (1) WO2014203341A1 (de)

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EP3556227A4 (de) * 2017-01-30 2020-08-12 Japan Tobacco Inc. Verfahren zur herstellung von tabakrohmaterial und tabakrohmaterial
WO2019097641A1 (ja) * 2017-11-16 2019-05-23 日本たばこ産業株式会社 香料担持たばこ充填材の製造方法、香料担持たばこ充填材、および加熱型香味吸引器
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Also Published As

Publication number Publication date
JP6129964B2 (ja) 2017-05-17
EP2965637A4 (de) 2016-12-07
RU2633205C2 (ru) 2017-10-11
WO2014203341A1 (ja) 2014-12-24
UA116250C2 (uk) 2018-02-26
RU2016100236A (ru) 2017-07-20
JPWO2014203341A1 (ja) 2017-02-23
CN105307515B (zh) 2019-07-05
CN105307515A (zh) 2016-02-03
EP2965637A1 (de) 2016-01-13

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