WO2012124059A1 - Method and device for producing regenerated tobacco material - Google Patents

Method and device for producing regenerated tobacco material Download PDF

Info

Publication number
WO2012124059A1
WO2012124059A1 PCT/JP2011/056077 JP2011056077W WO2012124059A1 WO 2012124059 A1 WO2012124059 A1 WO 2012124059A1 JP 2011056077 W JP2011056077 W JP 2011056077W WO 2012124059 A1 WO2012124059 A1 WO 2012124059A1
Authority
WO
WIPO (PCT)
Prior art keywords
tobacco
membrane
fractionation
tobacco extract
fraction
Prior art date
Application number
PCT/JP2011/056077
Other languages
French (fr)
Japanese (ja)
Inventor
毅 二村
儀雄 河田
義之 山田
Original Assignee
日本たばこ産業株式会社
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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 EP11861287.8A priority Critical patent/EP2687110B1/en
Priority to PCT/JP2011/056077 priority patent/WO2012124059A1/en
Priority to RU2013145864/12A priority patent/RU2562037C2/en
Publication of WO2012124059A1 publication Critical patent/WO2012124059A1/en
Priority to US14/025,550 priority patent/US20140014123A1/en

Links

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
    • A24B15/241—Extraction of specific substances
    • A24B15/245—Nitrosamines
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10—Chemical features of tobacco products or tobacco substitutes
    • A24B15/12—Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco
    • 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 present invention relates to a method for producing a recycled tobacco material and an apparatus used for the method.
  • Tobacco materials such as natural tobacco leaves, chops, bones, stems and roots contain various components such as nicotine, nitrates, nitrosamines, hydrocarbons and proteins. Extracting these components from natural tobacco materials and using them as a taste additive for tobacco has been carried out. In that case, there is a component that is desired to be reduced or removed (undesirable component) for taste or for other reasons, while another component (desired component) that is desired not to be removed or increased in concentration is also desired. is there. Desired components include amino acids, sugars, nicotine, foliar resins, alkaloids, and undesired components include nitrates and nitrosamines such as tobacco specific nitrosamine (TSNA).
  • TSNA tobacco specific nitrosamine
  • Patent Document 1 extracts a natural tobacco material, obtains an extract and an extraction residue, and uses the extract for a fractionation operation by ultrafiltration or reverse osmosis filtration or a fractionation operation by reverse phase partition chromatography. Including obtaining a first fraction enriched in the desired component and enriched in the unwanted component and a second fraction enriched in the desired component and enriched in the unwanted component A method for producing recycled tobacco material is disclosed. A recycled tobacco web is prepared using the extraction residue, and a recycled tobacco material is produced by adding the first fraction to the web.
  • the first fraction (membrane impermeate fraction) obtained by fractionation by ultrafiltration or reverse osmosis filtration may contain nitrosamines such as TSNA, It is stated that it is preferable to subject this membrane-impermeable fraction to further processing to remove nitrosamines prior to addition to the tobacco web.
  • the present invention makes it possible to achieve a practical separation of a desired component and an undesirable component including TSNA by a reverse osmosis membrane, and thus contains a significant amount of the desired component, but the amount of the undesirable component including TSNA is significantly increased. It is an object to provide a method for producing a reduced recycled tobacco material.
  • the present invention also provides an apparatus for obtaining a fraction containing a significant amount of a desired component but having a significant amount of an undesirable component including TSNA removed from a tobacco extract using a reverse osmosis membrane.
  • the purpose is to provide.
  • a natural tobacco material is extracted with an extraction solvent to obtain a tobacco extract solution and an extraction residue containing a desired component and an undesirable component including TSNA
  • a tobacco extract is subjected to a fractionation operation using a reverse osmosis membrane to contain a membrane-impermeable fraction containing the desired component and the undesired component being deteriorated;
  • a temperature suitable for the fractionation operation during the fractionation operation usually a temperature within the range of 40 ° C to 80 ° C).
  • D removing deposits deposited in the tobacco extract during the fractionation operation from the tobacco extract;
  • the membrane-impermeable fraction is added to the regenerated tobacco wafer.
  • Method of manufacturing comprises reconstituted tobacco material to be added is provided.
  • a fractionation apparatus for separating a desired component in a tobacco extract from an undesired component including TSNA, a process container containing a tobacco extract, and the tobacco
  • the extract contains a membrane-impermeable fraction containing the desired component and the undesired component is poor, and a membrane-permeable fraction enriched in the unwanted component and the undesirable component.
  • a fractionation device comprising a reverse osmosis membrane for fractionation, a pump for feeding the tobacco extract under pressure to the fractionation device, and precipitation of proteins etc.
  • An apparatus comprising a filter for removing matter, and a temperature control device that controls the tobacco extract to a temperature suitable for the fractionation operation (usually within a range of 40 ° C. to 80 ° C.) during the fractionation Is provided.
  • FIG. 1 is a schematic diagram of a fractionation apparatus according to one embodiment of the present invention.
  • One aspect of the present invention relates to a method for producing a regenerated tobacco material using a tobacco extract obtained by extracting a natural tobacco material and an extraction residue.
  • a recycled tobacco web containing the extraction residue is produced.
  • the tobacco extract is subjected to a fractionation operation using a reverse osmosis membrane.
  • the membrane impermeate fraction containing the desired component and the unwanted component containing TSNA is deteriorated, and the unwanted component containing the desired component is enriched and the unwanted component containing TSNA is enriched.
  • Membrane permeate fraction The desired regenerated tobacco material is produced by adding the membrane-impermeable fraction to the regenerated tobacco web. The membrane permeate fraction is discarded.
  • the natural tobacco material and the extraction solvent are mixed and stirred.
  • the natural tobacco material tobacco leaf, its chop, middle bone, stem, root and a mixture thereof can be used.
  • the extraction solvent water or a mixture of water and a water-miscible organic solvent can be used.
  • water-miscible organic solvents are alcohols such as ethanol, ethers such as diethyl ether, and the like.
  • the extraction treatment can usually be performed at a temperature of 0 to 100 ° C. for 5 minutes to 6 hours.
  • the obtained extraction mixture is subjected to a separation operation such as filtration, centrifugation, etc., and separated into tobacco extract and extraction residue.
  • Natural tobacco materials include metal salts such as potassium, nitrates, nicotine, sugars such as sucrose, amino acids, glycosides, amino-sugar compounds, proteins, hydrocarbons (saturated hydrocarbons, unsaturated carbonization) Hydrogen, aromatic hydrocarbons), alcohols, ethers, aldehydes, ketones, esters, lactones, quinones, acids (including acid anhydrides), phenols, amines, pyrroles, pyridine , So-called pyrazines, alkaloids, polycyclic nitrogen-containing compounds, nitroso compounds such as nitrosamines (including TSNA), amides, lipids, halides, sulfur-containing compounds, inorganic elements and the like.
  • metal salts such as potassium, nitrates, nicotine, sugars such as sucrose, amino acids, glycosides, amino-sugar compounds, proteins, hydrocarbons (saturated hydrocarbons, unsaturated carbonization) Hydrogen, aromatic hydrocarbons), alcohols,
  • the tobacco extract obtained by the extraction treatment can contain most of these components, although depending on the type of extraction solvent used.
  • desired components include amino acids, sugars, nicotine, foliar resin, and alkaloids
  • undesired components include nitrosamines such as nitrates and TSNA.
  • TSNA nitrosamines
  • NNN N′-nitrosonornicotine
  • NNK 4- (methylnitrosoamino) -1- (3-pyridyl) -1-butanone
  • NAT N′-nitrosoanatabine
  • NAB N'-nitrosoanabasin
  • the extraction residue is an extraction solvent insoluble component and substantially consists of fibers.
  • a regenerated tobacco web is produced by a conventional method.
  • a part of the regenerated tobacco web may be constituted by an extraction residue, or the whole may be constituted by an extraction residue.
  • a pulp material containing an extraction residue can be made into a recycled tobacco web by paper making in a normal paper making process.
  • the tobacco extract is stored in a process container and fed to a reverse osmosis membrane under pressure.
  • the reverse osmosis membrane fraction ates the tobacco extract into a membrane permeate fraction and a membrane impermeable fraction.
  • the membrane permeate fraction is enriched with unwanted components including TSNA.
  • the membrane imperme fraction is poor in unwanted components including TSNA.
  • the membrane-impermeable fraction can substantially maintain the initial amount of desired component (eg nicotine) in the tobacco extract (85% by weight or more), correspondingly the membrane-permeate fraction Is substantially not included.
  • the reverse osmosis membrane is preferably one that does not allow permeation of soluble components (excluding TSNA) such as sugar in the tobacco extract.
  • a reverse osmosis membrane having a pore diameter of 0.1 to 3 nm can be used.
  • the reverse osmosis membrane may be a flat membrane, a bag-shaped one formed into a cylindrical shape (spiral membrane), or a hollow fiber membrane or a tubular membrane.
  • the tobacco extract can be supplied to the reverse osmosis membrane at a pressure of 1 to 3 MPa. The membrane permeate fraction is discarded.
  • the tobacco extract can be supplied to the reverse osmosis membrane using a high-pressure pump.
  • the temperature of the tobacco extract pumped under high pressure by the high-pressure pump rises. Therefore, in order to efficiently perform the fractionation by the reverse osmosis membrane, the tobacco extract is controlled to a temperature usually in the range of 40 ° C. to 80 ° C. during the fractionation operation (usually by cooling). Then, as a result of the tobacco extract being brought to a relatively high temperature during the fractionation operation, precipitates such as proteins precipitated in the tobacco extract are removed. To remove precipitates such as proteins from the tobacco extract, the tobacco extract is passed through a filter. Since deposits such as proteins are 3 ⁇ m or more in length, a metal filter having a pore size of 3 ⁇ m or less can be used as the filter.
  • the pore diameter of the filter is usually 1.8 ⁇ m or more. If the deposits are not removed, the fractionation efficiency of the reverse osmosis membrane may be reduced, and finally the reverse osmosis membrane may become inoperable. Since the extracted tobacco extract may contain fine suspended matters, it is preferable to remove the fine suspended matters in advance by passing the tobacco extract through a filter.
  • the temperature of the tobacco extract initially charged in the process container may be in the range of 40 ° C. to 80 ° C.
  • the membrane impermeate fraction in order to improve the processing efficiency, is returned to the process vessel, and the membrane impermeate fraction is subjected to the membrane fractionation operation by repeating the cycle.
  • the permeate fraction can be concentrated.
  • the process water is supplied to the membrane impermeate fraction thus concentrated.
  • the membrane-impermeable fraction to which process water is added is subjected to the membrane fractionation operation, and the membrane-impermeable fraction is returned to the process vessel.
  • the process water addition, membrane fractionation operation, and return of the membrane impermeate fraction to the process vessel were such that the TSNA amount in the membrane impermeate fraction was about 40% by weight or less of the initial amount (TSNA removal)
  • the rate is 60 wt% or more), 20 wt% or less (TSNA removal rate of 80 wt% or more), and further 10 wt% or less (TSNA removal rate of 90 wt% or more).
  • the desired component eg, nicotine
  • the process water does not contain bicarbonate ions. It was found that the fractionation operation takes time when the process water contains bicarbonate ions. Therefore, it is preferable to use soft water not containing bicarbonate ions as the process water. When using hard water containing bicarbonate ions as the process water, it is preferable to remove the bicarbonate ions in advance with, for example, an ultrafiltration membrane.
  • the fractionation operation is a fractionation device for separating a desired component in a tobacco extract from an undesired component containing TSNA, a process container containing a tobacco extract, and the tobacco extract,
  • a fractionation device comprising a reverse osmosis membrane containing a desired component and fractionating a membrane-impermeable fraction in which the unwanted component is poor and a membrane-permeable fraction enriched in the unwanted component;
  • a pump for feeding the tobacco extract under pressure to the fractionation device, a filter for removing precipitates such as proteins precipitated in the tobacco extract during the fractionation, It can be carried out by an apparatus comprising a temperature control device for controlling the tobacco extract to a temperature suitable for the fractionation operation (usually a temperature in the range of 40 ° C. to 80 ° C.).
  • FIG. 1 is a schematic diagram showing the configuration of such an apparatus.
  • a fractionation apparatus 100 shown in FIG. 1 includes a process container 110 that contains a tobacco extract.
  • the process vessel 110 communicates with the high-pressure pump 130 via a line L1
  • the high-pressure pump 130 communicates with a fractionation device 140 including a reverse osmosis membrane 141 via a line L2.
  • the fractionation device 140 is in communication with the process vessel 110 by a line L3.
  • the fractionation device 140 includes a disposal line L4 for discarding the membrane permeation fraction.
  • the line L1 is provided with a filter 120 for removing precipitates such as proteins precipitated in the tobacco extract that rises as the tobacco extract is fractionated by the fractionation device 140 repeatedly.
  • the filter 120 has pores of 3 ⁇ m or less so as not to pass precipitates such as proteins precipitated in the tobacco extract.
  • the line L3 is provided with a heat exchanger 150 as a temperature control device for controlling and maintaining the temperature of the tobacco extract rising during repeated fractionation operations within a range of 40 ° C. to 80 ° C. .
  • the heat exchanger 150 may be configured to introduce cooling water around the line L3 from the line L5 and discharge water after heat exchange from the line L6.
  • the tobacco extract obtained by the extraction process can be stored in the storage container 160.
  • the tobacco extract in the storage container 160 may be stored at a low temperature (10 ° C. to 20 ° C.) to prevent spoilage.
  • one batch of tobacco extract TEL is charged into the process container 110 via the line L7.
  • the tobacco extract in the process container 110 is sent from the process container 110 to the fractionation device 140 through the filter 120 by driving the high-pressure pump 130.
  • the tobacco extract is depleted of the desired component by the reverse osmosis membrane 141 of the fractionation device 140, and the membrane permeate fraction enriched in the unwanted component including TSNA and the unwanted component including TSNA.
  • the component is fractionated and fractionated into a membrane-impermeable fraction containing the desired component.
  • the membrane permeate fraction is discarded from the fractionation device 140 via line L4.
  • the membrane impermeate fraction is returned to the process vessel 110 via the line L3.
  • the membrane-impermeable fraction returned to the process vessel 110 is again sent to the fractionation device 150 via the line L1 and the line L2 by the high-pressure pump 130, and is converted into a membrane-permeate fraction and a membrane-impermeable fraction.
  • the membrane impermeate fraction is fractionated and can be returned to the process vessel 110 via line L3. Needless to say, the membrane permeate fraction is discarded one by one through line L4.
  • the membrane impermeate fraction in the process vessel 110 is lined up to prevent a reduction in fractionation efficiency due to the reverse osmosis membrane.
  • Process water is added from the water container 170 via L8.
  • an ultrafiltration device 180 including an ultrafiltration membrane 181 can be provided in the line L8 in order to remove the bicarbonate ions.
  • the filtrate from the ultrafiltration device 180 (water from which bicarbonate ions have been removed) is added as process water to the process vessel 110 via the line L8.
  • the membrane-impermeable fraction to which process water has been added is repeated until the amount of TSNA is about 40% by weight or less, or 20% by weight or less, further 10% by weight or less of the initial amount. It is used for drawing operations.
  • the amount (volume) of the membrane permeate obtained by fractionating the membrane impermeable material to which the process water is added is the same as the amount (volume) of the added process water.
  • the amount of an unwanted component such as TSNA in the membrane-impermeable material can be determined by measuring the amount of the desired or unwanted component in the membrane-permeable fraction discharged from the line L4. Note that the temperature of the tobacco extract can be monitored by a temperature sensor 180 provided on the line L2 near the fractionation device 141.
  • the filter 120 is provided between the process vessel 110 and the high-pressure pump 130 (on the line L1), but instead of or in addition to the filter 120, as shown by a broken line in FIG.
  • a circulation line L9 for tobacco extract in the process container 110 may be externally attached to the process container 110, and a similar filter 120 ′ ′′ may be provided on the line L9.
  • a filter is provided between the high-pressure pump 110 and the fractionation device 140 (on line L2), it is not possible for the filter.
  • captured precipitate proteins etc. will pass through the eye of the filter by the tobacco extract that is pumped under high pressure by the high pressure pump 130, since an adverse effect on the fractionation, is not preferred.
  • Example 1 In this example, fractionation operation was performed using the apparatus shown in FIG. As the reverse osmosis membrane, Duratherm Excel RO 4040HR manufactured by GE Water Technologies was used.
  • TSNA total of NNN, NNK, NAT and NAB
  • the extracted residue was papered to obtain a regenerated tobacco web.
  • the tobacco extract was stored in the storage container 160.
  • the high-pressure pump 130 (a pump that pumps the tobacco extract at a pressure of 2 MPa) is driven, whereby the tobacco extract is filtered by the filter 120. It was supplied to the reverse osmosis membrane 141 through (a stainless steel filter having a pore diameter of 3 ⁇ m). The membrane impermeate fraction was returned to the process vessel 110. The fractionation cycle was repeated for the membrane-impermeable fraction returned to the process vessel 110 until the amount of the membrane-impermeable fraction reached 18L.
  • process water 1 L of water (process water) from which bicarbonate ions have been removed in advance using an ultrafiltration membrane 181 is added to the 18 L concentrated membrane impermeate fraction in the process vessel 110, and the membrane fractionation operation is similarly performed.
  • the membrane-impermeable fraction was returned to the process vessel 110, and 1 L of water from which bicarbonate ions had been removed in advance was added again, and the membrane-impermeable fraction was returned to the process vessel 110.
  • This process water addition and fractionation operation were performed until the total amount of process water added reached 133 L to obtain a desired (final) membrane-impermeable fraction (approximately one hour was required after the start of concentration). did).
  • the tobacco extract was maintained at about 60 ° C., and precipitates such as proteins were removed by the filter 120.
  • the amount of TSNA in the obtained membrane-impermeable fraction was 4.5% of the initial amount (removal rate 95.5%), and nicotine maintained about 86.6% of the initial amount. .
  • the membrane impermeate fraction thus obtained was added to the regenerated tobacco web to obtain a reconstituted tobacco material.
  • Example 2 In Example 1, the same operation as in Example 2 was performed, except that hard water that did not remove bicarbonate ions was used as process water. In that case, in order to obtain a final membrane-impermeable fraction having the same TSNA removal rate and nicotine maintenance rate as in Example 1, a total of 133 L of hard water was added, but after the concentration was started, the final membrane-impermeable fraction It took about 80 minutes to get the minutes.

Abstract

Regenerated tobacco material is produced by obtaining an extraction residue and a tobacco extraction liquid containing desired components and undesired components including tobacco-specific nitrosamine as a consequence of extracting natural tobacco material by means of an extraction solvent; obtaining a membrane impermeable fraction containing the aforementioned desired components and impoverished undesired components and a membrane permeable fraction containing impoverished desired components and enriched undesired components as a consequence of fractionating the aforementioned tobacco extraction liquid by means of a reverse osmosis membrane; controlling the temperature so as to be suitable for fractionating the tobacco extraction liquid during the fractionating operation; removing, from the tobacco extraction liquid, deposits that were deposited in the tobacco extraction liquid during the fractionating operation; preparing a regenerated tobacco web containing the aforementioned extraction residue; and adding the membrane impermeable fraction to the regenerated tobacco web.

Description

再生タバコ材の製造方法および装置Method and apparatus for producing recycled tobacco material
　本発明は、再生タバコ材の製造方法およびその製造方法に用いられる装置に関する。 The present invention relates to a method for producing a recycled tobacco material and an apparatus used for the method.
　天然のタバコの葉、刻、中骨、茎、根等のタバコ材には、ニコチン、硝酸塩類、ニトロソアミン類、炭化水素類、蛋白質等種々の成分が含まれている。天然のタバコ材からこれら成分を抽出し、タバコへの喫味添加剤として使用することが行われている。その際、喫味または他の理由から、その量を減少させるか、除去することが望ましい成分（不所望成分）がある一方、除去しないかあるいはその濃度を増加させる方が望ましい成分（所望成分）もある。所望成分には、アミノ酸、糖類、ニコチン、葉面樹脂、アルカロイド類が含まれ、不所望成分には、硝酸塩、タバコ特異的ニトロソアミン（ＴＳＮＡ）のようなニトロソアミン類が含まれる。 Tobacco materials such as natural tobacco leaves, chops, bones, stems and roots contain various components such as nicotine, nitrates, nitrosamines, hydrocarbons and proteins. Extracting these components from natural tobacco materials and using them as a taste additive for tobacco has been carried out. In that case, there is a component that is desired to be reduced or removed (undesirable component) for taste or for other reasons, while another component (desired component) that is desired not to be removed or increased in concentration is also desired. is there. Desired components include amino acids, sugars, nicotine, foliar resins, alkaloids, and undesired components include nitrates and nitrosamines such as tobacco specific nitrosamine (TSNA).
　特許文献１は、天然のタバコ材を抽出し、抽出液と抽出残渣を獲得し、抽出液を、限外ろ過もしくは逆浸透ろ過による分画操作または逆相分配クロマトグラフィーによる分画操作に供して所望成分が富化され、かつ不所望成分が貧化された第１の画分と、所望成分が貧化され、かつ不所望成分が富化された第２の画分とを得ることを包含する再生タバコ材の製造方法を開示している。前記抽出残渣を用いて再生タバコウエブが調製され、このウエブに、前記第１の画分を添加することによって、再生タバコ材が製造される。 Patent Document 1 extracts a natural tobacco material, obtains an extract and an extraction residue, and uses the extract for a fractionation operation by ultrafiltration or reverse osmosis filtration or a fractionation operation by reverse phase partition chromatography. Including obtaining a first fraction enriched in the desired component and enriched in the unwanted component and a second fraction enriched in the desired component and enriched in the unwanted component A method for producing recycled tobacco material is disclosed. A recycled tobacco web is prepared using the extraction residue, and a recycled tobacco material is produced by adding the first fraction to the web.
　この特許文献１は、限外ろ過もしくは逆浸透ろ過による分画操作により得られる第１の画分（膜不透過物画分）にはＴＳＮＡ等のニトロソアミンが含まれているおそれがあるので、再生タバコウエブに添加する前に、この膜不透過物画分を、ニトロソアミンを除去するさらなる処理に供することが好ましいことを記載している。 In Patent Document 1, since the first fraction (membrane impermeate fraction) obtained by fractionation by ultrafiltration or reverse osmosis filtration may contain nitrosamines such as TSNA, It is stated that it is preferable to subject this membrane-impermeable fraction to further processing to remove nitrosamines prior to addition to the tobacco web.
米国特許第７６７７２５３号明細書US Pat. No. 7,677,253
　本発明は、逆浸透膜による所望成分とＴＳＮＡを含む不所望成分との実用的な分離を実現可能にし、もって有意量の所望成分を含有するが、ＴＳＮＡを含む不所望成分の量が有意に低下した再生タバコ材を製造する方法を提供することを目的とする。 The present invention makes it possible to achieve a practical separation of a desired component and an undesirable component including TSNA by a reverse osmosis membrane, and thus contains a significant amount of the desired component, but the amount of the undesirable component including TSNA is significantly increased. It is an object to provide a method for producing a reduced recycled tobacco material.
　また、本発明は、逆浸透膜を用いて、タバコ抽出液から、有意量の所望成分を含有するが、ＴＳＮＡを含む不所望成分の量が有意に除去された画分を得るための装置を提供することを目的とする。 The present invention also provides an apparatus for obtaining a fraction containing a significant amount of a desired component but having a significant amount of an undesirable component including TSNA removed from a tobacco extract using a reverse osmosis membrane. The purpose is to provide.
　本発明の一つの側面によると、（ａ）天然タバコ材を抽出溶媒で抽出して、所望成分とＴＳＮＡを含む不所望成分とを含有するタバコ抽出液および抽出残渣を得ること、（ｂ）前記タバコ抽出液を逆浸透膜による分画操作に供して、前記所望成分を含有し、かつ前記不所望成分が貧化された膜不透過画分と、前記所望成分が貧化され、かつ前記不所望成分が富化された膜透過画分とを得ること、（ｃ）前記分画操作中に前記タバコ抽出液を分画操作に適した温度（通常、４０℃～８０℃の範囲内の温度）に制御すること、（ｄ）前記分画操作中に前記タバコ抽出液中に析出した析出物を前記タバコ抽出液から除去すること、（ｅ）前記抽出残渣を含む再生タバコウエブを調製すること、および（ｆ）前記膜不透過画分を前記再生タバコウエブに添加することを包含する再生タバコ材の製造方法が提供される。 According to one aspect of the present invention, (a) a natural tobacco material is extracted with an extraction solvent to obtain a tobacco extract solution and an extraction residue containing a desired component and an undesirable component including TSNA, (b) A tobacco extract is subjected to a fractionation operation using a reverse osmosis membrane to contain a membrane-impermeable fraction containing the desired component and the undesired component being deteriorated; (C) a temperature suitable for the fractionation operation during the fractionation operation (usually a temperature within the range of 40 ° C to 80 ° C). (D) removing deposits deposited in the tobacco extract during the fractionation operation from the tobacco extract; (e) preparing a regenerated tobacco web containing the extraction residue. And (f) the membrane-impermeable fraction is added to the regenerated tobacco wafer. Method of manufacturing comprises reconstituted tobacco material to be added is provided.
　また、本発明の他の側面によると、タバコ抽出液中の所望成分とＴＳＮＡを含む不所望成分とを分離するための分画装置であって、タバコ抽出液を収容するプロセス容器と、前記タバコ抽出液を、前記所望成分を含有し、かつ前記不所望成分が貧化された膜不透過画分と、前記所望成分が貧化され、かつ前記不所望成分が富化された膜透過画分とに分画する逆浸透膜を備える分画デバイスと、前記タバコ抽出液を加圧下に前記分画デバイスに送給するポンプと、前記分画中にタバコ抽出液中に析出した蛋白質等の析出物を除去するためのフィルタと、前記分画中に前記タバコ抽出液を前記分画操作に適した温度（通常、４０℃～８０℃の範囲内の温度）に制御する温度制御デバイスを備える装置が提供される。 According to another aspect of the present invention, there is provided a fractionation apparatus for separating a desired component in a tobacco extract from an undesired component including TSNA, a process container containing a tobacco extract, and the tobacco The extract contains a membrane-impermeable fraction containing the desired component and the undesired component is poor, and a membrane-permeable fraction enriched in the unwanted component and the undesirable component. A fractionation device comprising a reverse osmosis membrane for fractionation, a pump for feeding the tobacco extract under pressure to the fractionation device, and precipitation of proteins etc. deposited in the tobacco extract during the fractionation An apparatus comprising a filter for removing matter, and a temperature control device that controls the tobacco extract to a temperature suitable for the fractionation operation (usually within a range of 40 ° C. to 80 ° C.) during the fractionation Is provided.
　本発明によると、逆浸透膜によるタバコ抽出液中の所望成分と不所望成分との実用的な分離を実現可能にし、もって有意量の所望成分を含有するが、ＴＳＮＡを含む不所望成分が有意に低下した再生タバコ材を製造することができる。 According to the present invention, it is possible to achieve practical separation of desired and undesired components in tobacco extract by reverse osmosis membrane, and thus contain a significant amount of desired components, but undesired components including TSNA are significant. It is possible to produce a regenerated tobacco material that has been reduced to a low level.
図１は、本発明の一つの態様に係る分画装置の概略図である。FIG. 1 is a schematic diagram of a fractionation apparatus according to one embodiment of the present invention.
　本発明の一つの側面は、天然タバコ材を抽出することにより得られたタバコ抽出液と抽出残渣を用いて再生タバコ材を製造する方法に関する。抽出残渣を含む再生タバコウエブを製造する。他方、タバコ抽出液は、逆浸透膜による分画操作に供する。この分画操作により、所望成分を含有し、かつＴＳＮＡを含む不所望成分が貧化された膜不透過物画分と、所望成分が貧化され、かつＴＳＮＡを含む不所望成分が富化された膜透過物画分とが得られる。膜不透過物画分を再生タバコウエブに添加することによって所望の再生タバコ材が製造される。膜透過物画分は、廃棄する。 One aspect of the present invention relates to a method for producing a regenerated tobacco material using a tobacco extract obtained by extracting a natural tobacco material and an extraction residue. A recycled tobacco web containing the extraction residue is produced. On the other hand, the tobacco extract is subjected to a fractionation operation using a reverse osmosis membrane. By this fractionation operation, the membrane impermeate fraction containing the desired component and the unwanted component containing TSNA is deteriorated, and the unwanted component containing the desired component is enriched and the unwanted component containing TSNA is enriched. Membrane permeate fraction. The desired regenerated tobacco material is produced by adding the membrane-impermeable fraction to the regenerated tobacco web. The membrane permeate fraction is discarded.
　より具体的には、まず、天然タバコ材と抽出溶媒を混合し、撹拌する。天然タバコ材としては、タバコの葉、その刻、中骨、茎、根およびそれらの混合物を用いることができる。抽出溶媒としては、水、または水と水混和性有機溶媒との混合物を使用することができる。水混和性有機溶媒の例を挙げると、エタノールのようなアルコール類、ジエチルエーテルのようなエーテル類等である。抽出処理は、通常、０～１００℃の温度で、５分～６時間行うことができる。 More specifically, first, the natural tobacco material and the extraction solvent are mixed and stirred. As the natural tobacco material, tobacco leaf, its chop, middle bone, stem, root and a mixture thereof can be used. As the extraction solvent, water or a mixture of water and a water-miscible organic solvent can be used. Examples of water-miscible organic solvents are alcohols such as ethanol, ethers such as diethyl ether, and the like. The extraction treatment can usually be performed at a temperature of 0 to 100 ° C. for 5 minutes to 6 hours.
　抽出処理の終了後、得られた抽出混合物を例えばろ過、遠心分離等による分離操作に供し、タバコ抽出液と抽出残渣に分ける。 After completion of the extraction treatment, the obtained extraction mixture is subjected to a separation operation such as filtration, centrifugation, etc., and separated into tobacco extract and extraction residue.
　天然タバコ材には、カリウム等の金属の塩、硝酸塩、ニコチン、ショ糖等の糖類、アミノ酸類、配糖体、アミノ－糖化合物類、蛋白質、炭化水素類（飽和炭化水素類、不飽和炭化水素類、芳香族炭化水素類）、アルコール類、エーテル類、アルデヒド類、ケトン類、エステル類、ラクトン類、キノン類、酸類（酸無水物を含む）、フェノール類、アミン類、ピロール類、ピリジン類、ピラジン類、アルカロイド類、多環式含窒素化合物類、ニトロソアミン（ＴＳＮＡを含む）等のニトロソ化合物類、アミド類、脂質類、ハロゲン化物、含硫黄化合物、無機元素等が含まれる。上記抽出処理により得られるタバコ抽出液には、使用する抽出溶媒の種類にもよるが、これら成分のほとんどが含まれ得る。これら成分のうち、所望成分には、アミノ酸、糖類、ニコチン、葉面樹脂、アルカロイド類が含まれ、不所望成分には、硝酸塩、ＴＳＮＡのようなニトロソアミン類が含まれる。ＴＳＮＡの代表例は、ニトロソアミン（Ｎ’－ニトロソノルニコチン（ＮＮＮ）、４－（メチルニトロソアミノ）－１－（３－ピリジル）－１－ブタノン（ＮＮＫ）、Ｎ’－ニトロソアナタビン（ＮＡＴ）、Ｎ’－ニトロソアナバシン（ＮＡＢ）である。本発明によると、化学構造が類似するニコチンとＴＳＮＡが、逆浸透膜により効果的に分離され得る。 Natural tobacco materials include metal salts such as potassium, nitrates, nicotine, sugars such as sucrose, amino acids, glycosides, amino-sugar compounds, proteins, hydrocarbons (saturated hydrocarbons, unsaturated carbonization) Hydrogen, aromatic hydrocarbons), alcohols, ethers, aldehydes, ketones, esters, lactones, quinones, acids (including acid anhydrides), phenols, amines, pyrroles, pyridine , So-called pyrazines, alkaloids, polycyclic nitrogen-containing compounds, nitroso compounds such as nitrosamines (including TSNA), amides, lipids, halides, sulfur-containing compounds, inorganic elements and the like. The tobacco extract obtained by the extraction treatment can contain most of these components, although depending on the type of extraction solvent used. Among these components, desired components include amino acids, sugars, nicotine, foliar resin, and alkaloids, and undesired components include nitrosamines such as nitrates and TSNA. Representative examples of TSNA are nitrosamines (N′-nitrosonornicotine (NNN), 4- (methylnitrosoamino) -1- (3-pyridyl) -1-butanone (NNK), N′-nitrosoanatabine (NAT) N'-nitrosoanabasin (NAB) According to the present invention, nicotine and TSNA having similar chemical structures can be effectively separated by a reverse osmosis membrane.
　前記抽出残渣は、抽出溶媒不溶性成分であり、実質的に繊維からなる。この抽出残渣を用いて、常法により、再生タバコウエブを製造する。この再生タバコウエブは、その一部が抽出残渣により構成されるものでもよいし、その全部が抽出残渣により構成されるものでもよい。例えば、抽出残渣を含むパルプ材を通常の抄紙工程で抄紙して再生タバコウエブとすることができる。 The extraction residue is an extraction solvent insoluble component and substantially consists of fibers. Using this extraction residue, a regenerated tobacco web is produced by a conventional method. A part of the regenerated tobacco web may be constituted by an extraction residue, or the whole may be constituted by an extraction residue. For example, a pulp material containing an extraction residue can be made into a recycled tobacco web by paper making in a normal paper making process.
　他方、前記タバコ抽出液を、プロセス容器に収容し、加圧下に逆浸透膜に送給する。逆浸透膜は、タバコ抽出液を膜透過物画分と膜不透過物画分とに分画する。膜透過物画分は、ＴＳＮＡを含む不所望成分が富化されている。対応して、膜不透過物画分は、ＴＳＮＡを含む不所望成分が貧化されている。膜不透過物画分は、タバコ抽出液中の所望成分（例えばニコチン）の初期量を実質的に（８５重量％以上）維持することができ、対応して、膜透過物画分は所望成分を実質的に含まない。 On the other hand, the tobacco extract is stored in a process container and fed to a reverse osmosis membrane under pressure. The reverse osmosis membrane fractionates the tobacco extract into a membrane permeate fraction and a membrane impermeable fraction. The membrane permeate fraction is enriched with unwanted components including TSNA. Correspondingly, the membrane imperme fraction is poor in unwanted components including TSNA. The membrane-impermeable fraction can substantially maintain the initial amount of desired component (eg nicotine) in the tobacco extract (85% by weight or more), correspondingly the membrane-permeate fraction Is substantially not included.
　逆浸透膜としては、上記不所望成分透過させるが、上記所望成分を実質的に透過させないものである。逆浸透膜は、タバコ抽出液中の糖分等の可溶性成分（ＴＳＮＡを除く）を透過させないものであることが好ましい。逆浸透膜としては、孔径０．１～３ｎｍのものを用いることができる。逆浸透膜は、平膜であっても、袋状のものを筒状に成形したもの（スパイラル膜）であって、あるいは中空糸膜またはチューブラ膜であってもよい。タバコ抽出液は、例えば、１～３ＭＰａの圧力で逆浸透膜に供給することができる。膜透過物画分は、廃棄する。タバコ抽出液の逆浸透膜への供給は、高圧ポンプを用いて行うことができる。 As a reverse osmosis membrane, the above-mentioned undesired component is allowed to pass through, but the above-mentioned desired component is not allowed to pass through substantially. The reverse osmosis membrane is preferably one that does not allow permeation of soluble components (excluding TSNA) such as sugar in the tobacco extract. A reverse osmosis membrane having a pore diameter of 0.1 to 3 nm can be used. The reverse osmosis membrane may be a flat membrane, a bag-shaped one formed into a cylindrical shape (spiral membrane), or a hollow fiber membrane or a tubular membrane. For example, the tobacco extract can be supplied to the reverse osmosis membrane at a pressure of 1 to 3 MPa. The membrane permeate fraction is discarded. The tobacco extract can be supplied to the reverse osmosis membrane using a high-pressure pump.
　上記分画操作中に、高圧ポンプにより高圧下に圧送されるタバコ抽出液の温度は、上昇してゆく。そこで、逆浸透膜による分画を効率的に行うために、分画操作中、タバコ抽出液を通常４０℃～８０℃の範囲内の温度に制御する（通常、冷却による）。そして、上記分画操作中にタバコ抽出液が比較的高い温度にもたらせられる結果タバコ抽出液中に析出した蛋白質等の析出物を除去する。タバコ抽出液から蛋白質等の析出物を除去するために、タバコ抽出液をフィルタに通じる。蛋白質等の析出物は、差し渡しが３μｍ以上であるため、フィルタとしては、３μｍ以下の孔径を有する金属フィルタを用いることができる。フィルタの孔径は通常１．８μｍ以上である。析出物はこれを除去しないと、逆浸透膜の分画効率を低下させ、最後には逆浸透膜を動作不能にし得る。なお、前記抽出されたままのタバコ抽出液には、微細な浮遊物等が存在し得るので、前記タバコ抽出液をフィルタに通じて微細な浮遊物等を事前に除去しておくことが好ましい。なお、プロセス容器に初めに仕込まれるタバコ抽出液の温度が４０℃～８０℃の範囲内のものであってもよい。 During the fractionation operation, the temperature of the tobacco extract pumped under high pressure by the high-pressure pump rises. Therefore, in order to efficiently perform the fractionation by the reverse osmosis membrane, the tobacco extract is controlled to a temperature usually in the range of 40 ° C. to 80 ° C. during the fractionation operation (usually by cooling). Then, as a result of the tobacco extract being brought to a relatively high temperature during the fractionation operation, precipitates such as proteins precipitated in the tobacco extract are removed. To remove precipitates such as proteins from the tobacco extract, the tobacco extract is passed through a filter. Since deposits such as proteins are 3 μm or more in length, a metal filter having a pore size of 3 μm or less can be used as the filter. The pore diameter of the filter is usually 1.8 μm or more. If the deposits are not removed, the fractionation efficiency of the reverse osmosis membrane may be reduced, and finally the reverse osmosis membrane may become inoperable. Since the extracted tobacco extract may contain fine suspended matters, it is preferable to remove the fine suspended matters in advance by passing the tobacco extract through a filter. The temperature of the tobacco extract initially charged in the process container may be in the range of 40 ° C. to 80 ° C.
　一つの態様において、処理効率を向上させるために、上記膜不透過物画分を前記プロセス容器に戻し、そしてその膜不透過物画分を上記膜分画操作に供するというサイクルを繰り返して膜不透過物画分を濃縮することができる。 In one embodiment, in order to improve the processing efficiency, the membrane impermeate fraction is returned to the process vessel, and the membrane impermeate fraction is subjected to the membrane fractionation operation by repeating the cycle. The permeate fraction can be concentrated.
　こうして濃縮された膜不透過物画分に、逆浸透膜による分画効率を向上させるために、前記プロセス容器内で、プロセス水を供給する。プロセス水を添加した膜不透過物画分を上記膜分画操作に供し、その膜不透過物画分をプロセス容器へ戻す。これらプロセス水の添加と膜分画操作と膜不透過物画分のプロセス容器への戻しとを、膜不透過物画分中のＴＳＮＡ量が、初期量の例えば約４０重量％以下（ＴＳＮＡ除去率６０重量％以上）、あるいは２０重量％以下（ＴＳＮＡ除去率８０重量％以上）、さらには１０重量％以下（ＴＳＮＡ除去率９０重量％以上）となるまで行う。所望成分（例えばニコチン）は、初期量の８５重量％以上が維持され得る。 In order to improve the fractionation efficiency by the reverse osmosis membrane, the process water is supplied to the membrane impermeate fraction thus concentrated. The membrane-impermeable fraction to which process water is added is subjected to the membrane fractionation operation, and the membrane-impermeable fraction is returned to the process vessel. The process water addition, membrane fractionation operation, and return of the membrane impermeate fraction to the process vessel were such that the TSNA amount in the membrane impermeate fraction was about 40% by weight or less of the initial amount (TSNA removal) The rate is 60 wt% or more), 20 wt% or less (TSNA removal rate of 80 wt% or more), and further 10 wt% or less (TSNA removal rate of 90 wt% or more). The desired component (eg, nicotine) can be maintained at 85% or more of the initial amount.
　ところで、上記プロセス水は、重炭酸イオンを含まないことが好ましい。プロセス水が重炭酸イオンを含むと、分画操作に時間がかかることがわかった。したがって、上記プロセス水としては重炭酸イオンを含まない軟水を用いることが好ましい。プロセス水として重炭酸イオンを含む硬水を用いる場合には、事前に、例えば限外ろ過膜で、重炭酸イオンを除去しておくことが好ましい。 Incidentally, it is preferable that the process water does not contain bicarbonate ions. It was found that the fractionation operation takes time when the process water contains bicarbonate ions. Therefore, it is preferable to use soft water not containing bicarbonate ions as the process water. When using hard water containing bicarbonate ions as the process water, it is preferable to remove the bicarbonate ions in advance with, for example, an ultrafiltration membrane.
　上記分画操作は、タバコ抽出液中の所望成分とＴＳＮＡを含む不所望成分とを分離するための分画装置であって、タバコ抽出液を収容するプロセス容器と、前記タバコ抽出液を、前記所望成分を含有し、かつ前記不所望成分が貧化された膜不透過画分と、前記不所望成分が富化された膜透過画分とに分画する逆浸透膜を備える分画デバイスと、前記タバコ抽出液を加圧下に前記分画デバイスに送給するポンプと、前記分画中にタバコ抽出液中に析出した蛋白質等の析出物を除去するためのフィルタと、前記分画中に前記タバコ抽出液を前記分画操作に適した温度（通常、４０℃～８０℃の範囲内の温度）に制御する温度制御デバイスを備える装置により実施することができる。 The fractionation operation is a fractionation device for separating a desired component in a tobacco extract from an undesired component containing TSNA, a process container containing a tobacco extract, and the tobacco extract, A fractionation device comprising a reverse osmosis membrane containing a desired component and fractionating a membrane-impermeable fraction in which the unwanted component is poor and a membrane-permeable fraction enriched in the unwanted component; A pump for feeding the tobacco extract under pressure to the fractionation device, a filter for removing precipitates such as proteins precipitated in the tobacco extract during the fractionation, It can be carried out by an apparatus comprising a temperature control device for controlling the tobacco extract to a temperature suitable for the fractionation operation (usually a temperature in the range of 40 ° C. to 80 ° C.).
　図１は、かかる装置の構成を示す概略図である。図１に示す分画装置１００は、タバコ抽出液を収容するプロセス容器１１０を備える。プロセス容器１１０は、ラインＬ１により高圧ポンプ１３０に連通し、高圧ポンプ１３０は、ラインＬ２により、逆浸透膜１４１を備える分画デバイス１４０と連通している。分画デバイス１４０はラインＬ３によりプロセス容器１１０と連通している。分画デバイス１４０は、膜透過画分を廃棄するための廃棄ラインＬ４を備える。ラインＬ１には、分画デバイス１４０によるタバコ抽出液の分画を繰り返し行うことにより上昇するタバコ抽出液中に析出する蛋白質等の析出物を除去するためのフィルタ１２０が設けられている。先に述べたように、フィルタ１２０は、タバコ抽出液中に析出した蛋白質等の析出物を通過させないように、３μｍ以下の孔を有する。また、ラインＬ３には、繰り返される分画操作中に上昇するタバコ抽出液の温度を４０℃～８０℃の範囲内に制御し、維持する温度制御デバイスとしての熱交換器１５０が設けられている。この熱交換器１５０は、例えば、ラインＬ３の周りに冷却水をラインＬ５から導入し、熱交換後の水をラインＬ６から排出するものであり得る。 FIG. 1 is a schematic diagram showing the configuration of such an apparatus. A fractionation apparatus 100 shown in FIG. 1 includes a process container 110 that contains a tobacco extract. The process vessel 110 communicates with the high-pressure pump 130 via a line L1, and the high-pressure pump 130 communicates with a fractionation device 140 including a reverse osmosis membrane 141 via a line L2. The fractionation device 140 is in communication with the process vessel 110 by a line L3. The fractionation device 140 includes a disposal line L4 for discarding the membrane permeation fraction. The line L1 is provided with a filter 120 for removing precipitates such as proteins precipitated in the tobacco extract that rises as the tobacco extract is fractionated by the fractionation device 140 repeatedly. As described above, the filter 120 has pores of 3 μm or less so as not to pass precipitates such as proteins precipitated in the tobacco extract. Further, the line L3 is provided with a heat exchanger 150 as a temperature control device for controlling and maintaining the temperature of the tobacco extract rising during repeated fractionation operations within a range of 40 ° C. to 80 ° C. . For example, the heat exchanger 150 may be configured to introduce cooling water around the line L3 from the line L5 and discharge water after heat exchange from the line L6.
　さて、上記抽出処理で得たタバコ抽出液は、貯蔵容器１６０に貯蔵することができる。貯蔵容器１６０中のタバコ抽出液を、腐敗を防ぐために、低温（１０℃～２０℃）で貯蔵してもよい。 Now, the tobacco extract obtained by the extraction process can be stored in the storage container 160. The tobacco extract in the storage container 160 may be stored at a low temperature (10 ° C. to 20 ° C.) to prevent spoilage.
　貯蔵容器１６０からは、１バッチ量のタバコ抽出液ＴＥＬがラインＬ７を介してプロセス容器１１０に仕込まれる。ついで、プロセス容器１１０内のタバコ抽出液は、高圧ポンプ１３０の駆動によりプロセス容器１１０からフィルタ１２０を経て分画デバイス１４０に送られる。分画デバイス１４０において、タバコ抽出液は分画デバイス１４０の逆浸透膜１４１により所望成分が貧化され、かつＴＳＮＡを含む不所望成分が富化された膜透過物画分とＴＳＮＡを含む不所望成分が貧化され、かつ所望成分を含有する膜不透過物画分に分画される。膜透過物画分は、ラインＬ４を介して分画デバイス１４０から廃棄される。 From the storage container 160, one batch of tobacco extract TEL is charged into the process container 110 via the line L7. Next, the tobacco extract in the process container 110 is sent from the process container 110 to the fractionation device 140 through the filter 120 by driving the high-pressure pump 130. In the fractionation device 140, the tobacco extract is depleted of the desired component by the reverse osmosis membrane 141 of the fractionation device 140, and the membrane permeate fraction enriched in the unwanted component including TSNA and the unwanted component including TSNA. The component is fractionated and fractionated into a membrane-impermeable fraction containing the desired component. The membrane permeate fraction is discarded from the fractionation device 140 via line L4.
　膜不透過物画分は、ラインＬ３を介して、プロセス容器１１０に戻される。プロセス容器１１０に戻された膜不透過物画分は、再び、高圧ポンプ１３０によりラインＬ１およびラインＬ２を介して分画デバイス１５０に送られて膜透過物画分と膜不透過物画分に分画され、膜不透過物画分はラインＬ３を介して、プロセス容器１１０に戻すことができる。いうまでもなく、膜透過物画分は、ラインＬ４を介して逐一廃棄する。 The membrane impermeate fraction is returned to the process vessel 110 via the line L3. The membrane-impermeable fraction returned to the process vessel 110 is again sent to the fractionation device 150 via the line L1 and the line L2 by the high-pressure pump 130, and is converted into a membrane-permeate fraction and a membrane-impermeable fraction. The membrane impermeate fraction is fractionated and can be returned to the process vessel 110 via line L3. Needless to say, the membrane permeate fraction is discarded one by one through line L4.
　このように分画操作を繰り返し行って、膜不透過物画分が濃縮されたら、逆浸透膜による分画効率の低下を防止するために、プロセス容器１１０中の膜不透過物画分にラインＬ８を介してプロセス水を水容器１７０から添加する。水が重炭酸イオンを含む硬水である場合、重炭酸イオンを除去するために、限外ろ過膜１８１を備える限外ろ過デバイス１８０をラインＬ８に設けることができる。限外ろ過デバイス１８０からのろ液（重炭酸イオンが除去さている水）をプロセス水としてラインＬ８を介してプロセス容器１１０に添加する。プロセス水を添加した膜不透過物画分は、ＴＳＮＡの量が初期量の例えば約４０重量％以下、あるいは２０重量％以下、さらには１０重量％以下となるまで行うとなるまで繰り返して上記分画操作に供される。ここで、プロセス水を添加した膜不透過物を分画することによって得られる膜透過物の量（体積）は、添加したプロセス水の量（体積）と同じである。上記濃縮および水添加と分画とのサイクルの繰り返しの間に、タバコ抽出液（濃縮タバコ抽出液およびプロセス水を添加したタバコ抽出液）は、熱交換器１５０により４０℃～８０℃の温度に冷却され、同温度に維持され、またフィルタ１２０により蛋白質等の析出物が除去される。膜不透過物中の不所望成分例えばＴＳＮＡの量は、ラインＬ４から排出される膜透過画分中の所望成分もしくは不所望成分の量を測定することにより決定することができる。なお、タバコ抽出液の温度は、分画デバイス１４１の近くでラインＬ２上に設けられた温度センサー１８０によりモニターすることができる。 Once the fractionation operation is repeated and the membrane impermeate fraction is concentrated, the membrane impermeate fraction in the process vessel 110 is lined up to prevent a reduction in fractionation efficiency due to the reverse osmosis membrane. Process water is added from the water container 170 via L8. When the water is hard water containing bicarbonate ions, an ultrafiltration device 180 including an ultrafiltration membrane 181 can be provided in the line L8 in order to remove the bicarbonate ions. The filtrate from the ultrafiltration device 180 (water from which bicarbonate ions have been removed) is added as process water to the process vessel 110 via the line L8. The membrane-impermeable fraction to which process water has been added is repeated until the amount of TSNA is about 40% by weight or less, or 20% by weight or less, further 10% by weight or less of the initial amount. It is used for drawing operations. Here, the amount (volume) of the membrane permeate obtained by fractionating the membrane impermeable material to which the process water is added is the same as the amount (volume) of the added process water. During the repetition of the concentration and water addition and fractionation cycles, the tobacco extract (concentrated tobacco extract and tobacco extract added with process water) is heated to a temperature of 40 ° C. to 80 ° C. by the heat exchanger 150. It is cooled and maintained at the same temperature, and precipitates such as proteins are removed by the filter 120. The amount of an unwanted component such as TSNA in the membrane-impermeable material can be determined by measuring the amount of the desired or unwanted component in the membrane-permeable fraction discharged from the line L4. Note that the temperature of the tobacco extract can be monitored by a temperature sensor 180 provided on the line L2 near the fractionation device 141.
　上記態様において、フィルタ１２０は、プロセス容器１１０と高圧ポンプ１３０の間（ラインＬ１上）に設けられているが、フィルタ１２０の代わりに、またはそれに加えて、図１に破線で示すように、同様のフィルタ１２０’を分画デバイス１４０と熱交換器１５０との間のラインＬ３上に、および／または同様のフィルタ１２０”を熱交換器１５０とプロセス容器１１０との間のラインＬ３上に設けることができる。また、図１に破線で示すように、プロセス容器１１０にプロセス容器１１０内のタバコ抽出液の循環ラインＬ９を外付けし、そのラインＬ９に同様のフィルタ１２０’’’を設けることもできる。ただし、フィルタを、高圧ポンプ１１０と分画デバイス１４０との間（ラインＬ２上）に設けることは、そのフィルタにせっかく捕捉された蛋白質等の析出物が高圧ポンプ１３０により高圧下で圧送されるタバコ抽出液によりフィルタの目を通過してしまい、分画に悪影響を及ぼすので、好ましくない。 In the above embodiment, the filter 120 is provided between the process vessel 110 and the high-pressure pump 130 (on the line L1), but instead of or in addition to the filter 120, as shown by a broken line in FIG. A filter 120 ′ on the line L 3 between the fractionation device 140 and the heat exchanger 150 and / or a similar filter 120 ″ on the line L 3 between the heat exchanger 150 and the process vessel 110. 1, a circulation line L9 for tobacco extract in the process container 110 may be externally attached to the process container 110, and a similar filter 120 ′ ″ may be provided on the line L9. However, if a filter is provided between the high-pressure pump 110 and the fractionation device 140 (on line L2), it is not possible for the filter. Thus captured precipitate proteins etc. will pass through the eye of the filter by the tobacco extract that is pumped under high pressure by the high pressure pump 130, since an adverse effect on the fractionation, is not preferred.
　以下、本発明を実施例により説明するが、本発明はそれにより限定されるものではない。 Hereinafter, although an example explains the present invention, the present invention is not limited by it.
　例１
　本例では、図１に示す装置を用いて分画操作を行った。逆浸透膜としては、ＧＥウォーター・テクノロジーズ製Duratherm Excel RO 4040HRを用いた。 Example 1
In this example, fractionation operation was performed using the apparatus shown in FIG. As the reverse osmosis membrane, Duratherm Excel RO 4040HR manufactured by GE Water Technologies was used.
　まず、温度６０℃で、タバコ葉スクラップ（黄色種とバーレー種の混合物）と中骨スクラップの混合物からなるタバコスクラップ１０ｋｇを水５０Ｌと混合し、撹拌することによりタバコ刻みの抽出を行った。得られた抽出混合物をろ過し、タバコ抽出液と、抽出残渣に分けた。タバコ抽出液中のＴＳＮＡ（ＮＮＮ、ＮＮＫ、ＮＡＴおよびＮＡＢの合計）の濃度を、クロマトグラフィーにより測定したところ、４２４ｍｇ／ｍ3であった。 First, at a temperature of 60 ° C., 10 kg of tobacco scrap composed of a mixture of tobacco leaf scrap (a mixture of yellow and Burley seeds) and a medium bone scrap was mixed with 50 L of water, and the tobacco was extracted by stirring. The obtained extraction mixture was filtered and divided into tobacco extract and extraction residue. The concentration of TSNA (total of NNN, NNK, NAT and NAB) in the tobacco extract was measured by chromatography and found to be 424 mg / m 3 .
　抽出残渣を抄紙して、再生タバコウエブを得た。他方、タバコ抽出液を貯蔵容器１６０に貯蔵した。 The extracted residue was papered to obtain a regenerated tobacco web. On the other hand, the tobacco extract was stored in the storage container 160.
　つぎに、貯蔵容器１６０から、タバコ抽出液３３．５Ｌをプロセス容器１１０に入れ、高圧ポンプ１３０（タバコ抽出液を２ＭＰａの圧力で圧送するポンプ）を駆動することにより、タバコ抽出液を、フィルタ１２０（孔径３μｍのステンレス鋼製フィルタ）を介して逆浸透膜１４１に供給した。膜不透過物画分をプロセス容器１１０に戻した。プロセス容器１１０に戻した膜不透過物画分について上記分画操作サイクルを、膜不透過物画分の量が１８Ｌとなるまで繰り返した。 Next, 33.5 L of the tobacco extract from the storage container 160 is put into the process container 110 and the high-pressure pump 130 (a pump that pumps the tobacco extract at a pressure of 2 MPa) is driven, whereby the tobacco extract is filtered by the filter 120. It was supplied to the reverse osmosis membrane 141 through (a stainless steel filter having a pore diameter of 3 μm). The membrane impermeate fraction was returned to the process vessel 110. The fractionation cycle was repeated for the membrane-impermeable fraction returned to the process vessel 110 until the amount of the membrane-impermeable fraction reached 18L.
　プロセス容器１１０中の１８Ｌの濃縮された膜不透過物画分に、限外ろ過膜１８１を用いて予め重炭酸イオンを除去した水（プロセス水）１Ｌを加え、同様に膜分画操作を行い、膜不透過物画分をプロセス容器１１０に戻し、再び予め重炭酸イオンを除去した水１Ｌを加え、膜不透過物画分をプロセス容器１１０に戻した。このプロセス水の添加と分画操作を、添加したプロセス水の合計量が１３３Ｌとなるまで行って所望（最終）の膜不透過画分を得た（濃縮を開始してから約１時間を要した）。これら分画操作中、タバコ抽出液は約６０℃に維持され、また蛋白質等の析出物がフィルタ１２０により除去された。得られた膜不透過物画分中のＴＳＮＡの量は、初期量の４．５％（除去率９５．５％）であり、ニコチンは、初期量の約８６．６％を維持していた。こうして得られた膜不透過物画分を、前記再生タバコウエブに添加して、再構成タバコ材を得た。 1 L of water (process water) from which bicarbonate ions have been removed in advance using an ultrafiltration membrane 181 is added to the 18 L concentrated membrane impermeate fraction in the process vessel 110, and the membrane fractionation operation is similarly performed. The membrane-impermeable fraction was returned to the process vessel 110, and 1 L of water from which bicarbonate ions had been removed in advance was added again, and the membrane-impermeable fraction was returned to the process vessel 110. This process water addition and fractionation operation were performed until the total amount of process water added reached 133 L to obtain a desired (final) membrane-impermeable fraction (approximately one hour was required after the start of concentration). did). During these fractionation operations, the tobacco extract was maintained at about 60 ° C., and precipitates such as proteins were removed by the filter 120. The amount of TSNA in the obtained membrane-impermeable fraction was 4.5% of the initial amount (removal rate 95.5%), and nicotine maintained about 86.6% of the initial amount. . The membrane impermeate fraction thus obtained was added to the regenerated tobacco web to obtain a reconstituted tobacco material.
　例２
　例１において、プロセス水として重炭酸イオンを除去しない硬水をそのまま用いた以外は、例２と同様の操作を行った。その場合、例１と同じＴＳＮＡ除去率とニコチン維持率を有する最終膜不透過物画分を得るために、合計１３３Ｌの硬水を添加したが、濃縮を開始してから最終の膜不透過物画分を得るのに約８０分間を要した。 Example 2
In Example 1, the same operation as in Example 2 was performed, except that hard water that did not remove bicarbonate ions was used as process water. In that case, in order to obtain a final membrane-impermeable fraction having the same TSNA removal rate and nicotine maintenance rate as in Example 1, a total of 133 L of hard water was added, but after the concentration was started, the final membrane-impermeable fraction It took about 80 minutes to get the minutes.

Claims (10)

  1. 　（ａ）天然タバコ材を抽出溶媒で抽出して、所望成分とタバコ特異的ニトロソアミンを含む不所望成分とを含有するタバコ抽出液および抽出残渣を得ること、（ｂ）前記タバコ抽出液を逆浸透膜による分画操作に供して、前記所望成分を含有し、かつ前記不所望成分が貧化された膜不透過画分と、前記所望成分が貧化され、かつ前記不所望成分が富化された膜透過画分とを得ること、（ｃ）前記分画操作中に前記タバコ抽出液を分画操作に適した温度に制御すること、（ｄ）前記分画操作中に前記タバコ抽出液中に析出した析出物を前記タバコ抽出液から除去すること、（ｅ）前記抽出残渣を含む再生タバコウエブを調製すること、および（ｆ）前記膜不透過画分を前記再生タバコウエブに添加することを包含する再生タバコ材の製造方法。 (A) Extracting a natural tobacco material with an extraction solvent to obtain a tobacco extract and an extraction residue containing a desired component and an undesired component containing tobacco-specific nitrosamine; (b) Reverse osmosis of the tobacco extract A membrane-impermeable fraction containing the desired component and having the undesired component deteriorated, and the desired component being deteriorated and the undesired component being enriched by subjecting to a fractionation operation with a membrane (C) controlling the tobacco extract to a temperature suitable for the fractionation operation during the fractionation operation, (d) in the tobacco extract during the fractionation operation. (E) preparing a regenerated tobacco web containing the extraction residue, and (f) adding the membrane-impermeable fraction to the regenerated tobacco web. For producing recycled tobacco material including
  2. 　前記工程（ｃ）において、タバコ抽出液を４０℃～８０℃の範囲内の温度に制御する請求項１に記載の方法。 The method according to claim 1, wherein, in the step (c), the tobacco extract is controlled to a temperature within a range of 40 ° C to 80 ° C.
  3. 　前記工程（ｄ）が、前記分画操作を繰り返し行って濃縮された膜不透過物画分を得ることと、前記濃縮された膜不透過物画分にプロセス水を添加し、前記プロセス水を添加した膜不透過物画分を前記分画操作に供するサイクルを繰り返すことを含む請求項１または２に記載の方法。 In step (d), the fractionation operation is repeated to obtain a concentrated membrane-impermeable fraction, and process water is added to the concentrated membrane-impermeable fraction, The method according to claim 1, comprising repeating a cycle in which the added membrane-impermeable material fraction is subjected to the fractionation operation.
  4. 　前記サイクルを、前記工程（ａ）で得られるタバコ抽出液中のタバコ特異的ニトロソアミンがその初期量の６０重量％以上除去された膜不透過物画分が得られるまで繰り返す請求項３に記載の方法。 4. The cycle according to claim 3, wherein the cycle is repeated until a membrane-impermeable fraction from which 60% by weight or more of the initial amount of tobacco-specific nitrosamine in the tobacco extract obtained in step (a) has been removed is obtained. Method.
  5. 　前記工程（ｃ）を、孔径が３μｍ以下のフィルタを用いて行う請求項１～４のいずれか一項に記載の方法。 The method according to any one of claims 1 to 4, wherein the step (c) is performed using a filter having a pore size of 3 µm or less.
  6. 　前記プロセス水を、重炭酸イオンを含む硬水から重炭酸イオンを除去することによって得る請求項３～５のいずれか一項に記載の方法。 The method according to any one of claims 3 to 5, wherein the process water is obtained by removing bicarbonate ions from hard water containing bicarbonate ions.
  7. 　タバコ抽出液中の所望成分とタバコ特異的ニトロソアミンを含む不所望成分とを分離するための分画装置であって、タバコ抽出液を収容するプロセス容器と、前記タバコ抽出液を、前記所望成分を含有し、かつ前記不所望成分が貧化された膜不透過画分と、前記所望成分が貧化され、かつ前記不所望成分が富化された膜透過画分とに分画する逆浸透膜を備える分画デバイスと、前記タバコ抽出液を加圧下に前記分画デバイスに送給するポンプと、前記分画中にタバコ抽出液中に析出した蛋白質等の析出物を除去するためのフィルタと、前記分画中に前記タバコ抽出液を前記分画操作に適した温度に制御する温度制御デバイスを備える装置。 A fractionation device for separating a desired component in a tobacco extract from an undesired component containing tobacco-specific nitrosamine, a process container containing a tobacco extract, the tobacco extract, and the desired component A reverse osmosis membrane that contains a membrane-impermeable fraction containing and deteriorating the undesired component, and a membrane-permeable fraction depleted of the desired component and enriched with the undesired component A fractionation device comprising: a pump for feeding the tobacco extract under pressure to the fractionation device; and a filter for removing precipitates such as proteins precipitated in the tobacco extract during the fractionation; An apparatus comprising a temperature control device for controlling the tobacco extract to a temperature suitable for the fractionation operation during the fractionation.
  8. 　前記温度制御デバイスが、前記タバコ抽出液を４０℃～８０℃の範囲内の温度に制御する請求項７に記載の装置。 The apparatus according to claim 7, wherein the temperature control device controls the tobacco extract to a temperature within a range of 40 ° C to 80 ° C.
  9. 　前記温度制御デバイスが、熱交換器により構成される請求項７または８に記載の装置。 The apparatus according to claim 7 or 8, wherein the temperature control device is constituted by a heat exchanger.
  10. 　重炭酸イオンを含む硬水から重炭酸イオンを除去する限外ろ過膜を備え、前記重炭酸イオンが除去された水を前記プロセス水として提供するように構成された限外ろ過装置をさらに備える請求項７～９のいずれか一項に記載の分画装置。 An ultrafiltration device comprising an ultrafiltration membrane for removing bicarbonate ions from hard water containing bicarbonate ions, and further comprising an ultrafiltration device configured to provide water from which the bicarbonate ions have been removed as the process water. The fractionation device according to any one of 7 to 9.
PCT/JP2011/056077 2011-03-15 2011-03-15 Method and device for producing regenerated tobacco material WO2012124059A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP11861287.8A EP2687110B1 (en) 2011-03-15 2011-03-15 Method and device for producing regenerated tobacco material
PCT/JP2011/056077 WO2012124059A1 (en) 2011-03-15 2011-03-15 Method and device for producing regenerated tobacco material
RU2013145864/12A RU2562037C2 (en) 2011-03-15 2011-03-15 Method and apparatus for manufacturing reconditioned tobacco material
US14/025,550 US20140014123A1 (en) 2011-03-15 2013-09-12 Method of manufacturing reconstituted tobacco material and apparatus

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2011/056077 WO2012124059A1 (en) 2011-03-15 2011-03-15 Method and device for producing regenerated tobacco material

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/025,550 Continuation US20140014123A1 (en) 2011-03-15 2013-09-12 Method of manufacturing reconstituted tobacco material and apparatus

Publications (1)

Publication Number Publication Date
WO2012124059A1 true WO2012124059A1 (en) 2012-09-20

Family

ID=46830190

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2011/056077 WO2012124059A1 (en) 2011-03-15 2011-03-15 Method and device for producing regenerated tobacco material

Country Status (4)

Country Link
US (1) US20140014123A1 (en)
EP (1) EP2687110B1 (en)
RU (1) RU2562037C2 (en)
WO (1) WO2012124059A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103284293A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting SH94 to reduce H value of cigarettes
CN103284314A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting roller pipe sheet type cut tobacco dryer to reduce NAT release amount of cigarettes
CN103284305A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting roller pipe sheet type cut tobacco dryer to reduce NNN release amount of cigarettes
WO2014140346A1 (en) * 2013-03-15 2014-09-18 Philip Morris Products S.A Methods for reducing one or more tobacco specific nitrosamines in tobacco material

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103919272A (en) * 2014-04-25 2014-07-16 安徽中烟再造烟叶科技有限责任公司 Cryo-concentration system and method for reconstituted tobacco extraction liquid
CN104138028B (en) * 2014-07-15 2016-02-24 上海烟草集团有限责任公司 A kind of extracting method of tobacco flavor composition and application thereof
US11659856B2 (en) * 2017-05-19 2023-05-30 Philip Morris Products S.A. Method for casting an alkaloid material including changing a height of a casting blade in response to variations in sensed movable support height
CN108056494A (en) * 2018-01-31 2018-05-22 湖北中烟工业有限责任公司 A kind of system and method for improving recombination tobacco leaf and wrapping up in clothing coating fluid degree of purity
CN110314548A (en) * 2019-07-17 2019-10-11 安徽科博瑞环境科技有限公司 Reconstituted tobacco extracts liquid film separation purification concentration systems and its treatment process
CN113218700B (en) * 2021-04-29 2022-04-15 河海大学 Membrane collection device and method for plant root exudates in soil culture mode
CN115251454A (en) * 2022-05-20 2022-11-01 深圳麦克韦尔科技有限公司 Method for treating tobacco extract, aerosol-generating substrate and atomizer

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0218058B2 (en) * 1981-09-14 1990-04-24 Riifu Puroteinzu Inc
JP3867098B2 (en) * 2003-05-06 2007-01-10 日本たばこ産業株式会社 Method for producing recycled tobacco material
JP2010042368A (en) * 2008-08-14 2010-02-25 Fujifilm Finechemicals Co Ltd Method and apparatus for solid-liquid separation

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1016844A (en) * 1911-06-29 1912-02-06 Adolph Moonelis Artificial tobacco and process of making same.
US4131117A (en) * 1976-12-21 1978-12-26 Philip Morris Incorporated Method for removal of potassium nitrate from tobacco extracts
US5005593A (en) * 1988-01-27 1991-04-09 R. J. Reynolds Tobacco Company Process for providing tobacco extracts
JP2505861B2 (en) * 1988-07-06 1996-06-12 株式会社テック Dot printer
CN100334979C (en) * 2002-07-18 2007-09-05 法塞克斯公司 Reduction of constituents in tobacco
EP2138214A1 (en) * 2008-06-27 2009-12-30 British American Tobacco (Investments) Limited A method for removing polycyclic aromatic hydrocarbons

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0218058B2 (en) * 1981-09-14 1990-04-24 Riifu Puroteinzu Inc
JP3867098B2 (en) * 2003-05-06 2007-01-10 日本たばこ産業株式会社 Method for producing recycled tobacco material
US7677253B2 (en) 2003-05-06 2010-03-16 Japan Tobacco Inc. Method of manufacturing regenerated tobacco material
JP2010042368A (en) * 2008-08-14 2010-02-25 Fujifilm Finechemicals Co Ltd Method and apparatus for solid-liquid separation

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014140346A1 (en) * 2013-03-15 2014-09-18 Philip Morris Products S.A Methods for reducing one or more tobacco specific nitrosamines in tobacco material
RU2645577C2 (en) * 2013-03-15 2018-02-21 Филип Моррис Продактс С.А Methods of decreasing quantity of one or multiple tobacco-specific nitrosamines in tobacco material
CN103284293A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting SH94 to reduce H value of cigarettes
CN103284314A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting roller pipe sheet type cut tobacco dryer to reduce NAT release amount of cigarettes
CN103284305A (en) * 2013-04-16 2013-09-11 川渝中烟工业有限责任公司 Cut tobacco drying technology method adopting roller pipe sheet type cut tobacco dryer to reduce NNN release amount of cigarettes
CN103284314B (en) * 2013-04-16 2015-09-30 川渝中烟工业有限责任公司 Cylinder drum tubular plate type cut tobacco dryer is adopted to reduce the baking silk method of cigarette NAT burst size

Also Published As

Publication number Publication date
US20140014123A1 (en) 2014-01-16
EP2687110B1 (en) 2017-12-13
RU2013145864A (en) 2015-04-27
RU2562037C2 (en) 2015-09-10
EP2687110A1 (en) 2014-01-22
EP2687110A4 (en) 2014-11-12

Similar Documents

Publication Publication Date Title
WO2012124059A1 (en) Method and device for producing regenerated tobacco material
JP4408289B2 (en) Method for producing recycled tobacco material
US7677253B2 (en) Method of manufacturing regenerated tobacco material
JP4821024B2 (en) Reduction of components in tobacco
EP2879527B1 (en) Tobacco extract, preparation thereof
CN101708063B (en) Method for concentrating extraction liquid in production of tobacco sheet by papermaking process
CN104270968B (en) Liquid tobacco compositions and manufacturing method thereof
CN104351943A (en) Method for reducing TSNA (tobacco-specific nitrosamines) content and nitrate content of reconstituted tobacco concentrated solution according to electrodialysis method
CN110662436A (en) Method for producing tobacco extract
CN104450190B (en) Method for preparing chamomile extract for tobaccos
TW201311163A (en) Tobacco treatment
CN110621170A (en) Method for producing tobacco extract
WO2012132007A1 (en) Process and apparatus for producing regenerated tobacco material
KR100583891B1 (en) Method of highly Extracting Megastigmatrienones from tobacco, and Tobacco flavoring stuff with the extract
CN104822282A (en) Treatment of tobacco material
CN110650637A (en) Method for producing tobacco extract
WO2018210677A1 (en) Method of making a tobacco extract
WO2014080225A1 (en) Treatment of tobacco material
CN110621169A (en) Method for producing tobacco extract
CN108192726A (en) A kind of preparation method of cigarette tree moss absolute
KR20120072406A (en) A method of manufacturing herb aroma oil by using supercritical carbon dioxide with oils
JP6063169B2 (en) Method for producing plant extract
CN117430583A (en) Nicotine extraction method using water as solvent

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 11861287

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2013145864

Country of ref document: RU

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: JP