WO2014196033A1 - Method for producing tobacco material - Google Patents

Method for producing tobacco material Download PDF

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Publication number
WO2014196033A1
WO2014196033A1 PCT/JP2013/065589 JP2013065589W WO2014196033A1 WO 2014196033 A1 WO2014196033 A1 WO 2014196033A1 JP 2013065589 W JP2013065589 W JP 2013065589W WO 2014196033 A1 WO2014196033 A1 WO 2014196033A1
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salt
aqueous solution
extraction
concentration
tobacco
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PCT/JP2013/065589
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French (fr)
Japanese (ja)
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貴純 香島
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日本たばこ産業株式会社
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Priority to PCT/JP2013/065589 priority Critical patent/WO2014196033A1/en
Publication of WO2014196033A1 publication Critical patent/WO2014196033A1/en

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    • 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
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/24Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • A24B15/241Extraction of specific substances
    • A24B15/245Nitrosamines
    • 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
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/24Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts

Definitions

  • the present invention relates to a method for producing a tobacco raw material. More specifically, the present invention relates to a method for producing a tobacco raw material that can be used for an oral tobacco product.
  • Patent Document 1 in order to selectively remove nitrosamine (TSNA) contained in tobacco leaves, an operation of extracting tobacco leaves using water as a solvent is first performed, and an aqueous extract obtained by the operation is extracted.
  • a method is described that comprises contacting TSNA with an adsorbent that selectively adsorbs TSNA.
  • filtered water, distilled water, deionized water, common plug water, or an aqueous solution is used as water used to obtain an aqueous extract.
  • Patent Document 2 describes a method for modifying the characteristics of tobacco materials. After obtaining a tobacco material extract extracted with an aqueous solvent, the pH of the solvent of the extract is set to 9 or more. It is described that a tobacco material extract (aqueous denicotine tobacco material extract) with reduced nicotine can be obtained through a treatment including a step of bringing the product into contact with another solvent.
  • Patent Document 3 describes a method for treating tobacco, which includes a step of extracting tobacco with an aqueous or organic solvent and a step of filtering the extracted product, and these steps are performed on a horizontal belt filter.
  • Patent Document 1 it is described that TSNA is removed using an adsorbent, so that alkaloids are not reduced so much while TSNA is removed.
  • Patent Document 2 it is described that the pH of water, which is a solvent for obtaining an aqueous denicotine tobacco material extract, may be adjusted, but the effect obtained thereby is described. Absent.
  • the method described in Patent Document 3 is premised on performing an extraction operation and filtration on a horizontal belt. In the methods described in Patent Documents 1 and 2, a multi-stage process is disclosed as a process for treating tobacco leaves. In Patent Document 1, it is assumed that a special adsorbent is used. In the method described in Patent Document 3, it is assumed that a special apparatus is used. For these reasons, there is a demand for a technique that does not change the content of nicotine in tobacco leaves while selectively removing components such as TSNA and ammonia from tobacco leaves by a simple method.
  • a tobacco raw material in which the content of TSNA and ammonia in tobacco leaves is reduced while the change in the content of nicotine in tobacco leaves is suppressed is easily produced. Provide a method.
  • Tobacco including an extraction step of extracting tobacco leaves with an aqueous solution satisfying at least one of the following requirements (1) and (2) in which a salt is dissolved, and using the extraction residue obtained in the extraction step as a tobacco raw material Raw material manufacturing method.
  • the salt is a polybasic acid salt
  • the concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.16 mol / g or more
  • the pH of the aqueous solution at the time of extraction of the tobacco leaves is 7. 98 or more.
  • the aqueous solution is an aqueous solution satisfying the requirement (2), the salt to be dissolved is a salt of a monobasic acid or a mixture of a polybasic acid and a salt of a monobasic acid, and the cation species of the salt at the time of preparing the aqueous solution
  • the production method according to [6] wherein the concentration of the cationic species of the salt at the time of preparing the aqueous solution is 0.34 mol / g or more, and the pH at the time of extraction of the tobacco leaves is 8.60 or more.
  • the salt to be dissolved is a mixture of a polybasic acid salt and a monobasic acid salt, the monobasic acid salt is sodium chloride or potassium chloride, and the polybasic acid salt is sodium carbonate or potassium carbonate.
  • a method for producing a tobacco raw material by a simple method in which the content of TSNA and ammonia is reduced while the change in the content of nicotine is suppressed.
  • FIG. 2 shows the concentration and pH range of a cation species that can obtain an extraction suppression rate in a specific range.
  • the concentration of the cation species in the aqueous solution is the concentration at which the aqueous solution used for the extraction treatment is prepared.
  • the pH at the time of extraction of the aqueous solution is a value obtained when the pH of the aqueous solution after the extraction treatment is measured, as will be described later.
  • the extraction rate of nicotine can be suppressed by at least 30% (FIG. 3 (2)).
  • the concentration of the cationic species of the salt when preparing the aqueous solution is 0.49 mol / g or more, and the pH at the time of extraction of the tobacco leaf using the salt is 7.98 or more, the tobacco leaf While reducing the content of TSNA and ammonia therein, the extraction rate of nicotine can be suppressed by at least 40% (FIG. 3 (3)).
  • the concentration of the cationic species of the salt when preparing the aqueous solution is 0.23 mol / g or more, and the pH at the time of extraction of tobacco leaves using this is 8.60 or more.
  • the content of TSNA and ammonia in the tobacco leaf can be effectively reduced, while maintaining the nicotine content.
  • the amount of nicotine extracted and reduced from the tobacco leaf (hereinafter also referred to as nicotine extraction rate) can be suppressed by at least 10% (FIG. 4 (5)).
  • the concentration of the cationic species of the salt when preparing the aqueous solution is 0.34 mol / g or more, and the pH at the time of extraction of tobacco leaves using the salt is 8.60 or more.
  • Examples of the salt used to satisfy the requirement (2) above include an embodiment using only a monobasic acid salt and an embodiment combining a monobasic acid salt and a polybasic acid salt.
  • Examples of monobasic acid salts include sodium chloride and potassium chloride.
  • Polybasic acid salts include sodium carbonate, potassium carbonate, tripotassium phosphate, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, disodium hydrogen phosphate, sodium bicarbonate and trisodium phosphate. One or more selected may be mentioned.
  • Examples of the salt of the polybasic acid when used in combination with the salt of the monobasic acid include combinations with the salts of the polybasic acid mentioned above.
  • the pH of the aqueous salt solution used in the production method of the present invention may be adjusted by adjusting the addition amount of the above-mentioned salt alone, and sodium hydroxide, potassium hydroxide or the like may be used to adjust the pH. It may be carried out by adjusting the amount of the substance that makes the aqueous solution basic when dissolved in pure water alone. These addition amounts can be appropriately adjusted so that the pH of the aqueous solution falls within a predetermined range defined in the present invention.
  • the tobacco raw material of the present invention is an oral tobacco product
  • snus can be cited as an example.
  • the tobacco raw material produced by the above-described production method is obtained by filling a packaging material using a raw material such as a nonwoven fabric by a known method.
  • the amount of tobacco material is adjusted and filled, and sealed by means such as heat sealing to obtain snus.
  • the packaging material can be used without any particular limitation, but a cellulose-based nonwoven fabric is preferably used.
  • the gum is used as the oral tobacco product, it is obtained by mixing the tobacco raw material obtained using the production method of the present invention with a known gum base and a known method.
  • a chewing tobacco, a hooked tobacco, and a compressed tobacco can also be obtained using a known method except that the tobacco raw material obtained using the production method of the present invention is used.
  • an edible film can also be obtained using a known material or method except that the tobacco raw material obtained using the production method of the present invention is used.
  • Table 2 For each level shown in Table 2 below, an aqueous salt solution was prepared so as to have the composition described in the table, and tobacco leaves were extracted using it. For each level, the extraction rate and the extraction suppression rate were calculated. The amount of nicotine in the extract was measured by the following method, and the extraction rate and the extraction inhibition rate shown in Table 2 were calculated by the method described above using the values. In addition, Table 2 shows the pH of each level after extraction measured by the following method.
  • ⁇ PH measurement conditions Measuring equipment: LAQUA F-72 flat ISFET pH electrode (Horiba) Equipment calibration: 3 using phthalic acid pH standard solution (pH 4.01), neutral phosphate pH standard solution (pH 6.86), borate pH standard solution (pH 9.18) (all Wako Pure Chemical Industries) Point calibration
  • ⁇ GC measurement conditions Measuring instrument: Agilent 7890A GC Carrier gas: He, 1.3 mL / min flow Injector: ALS Sampler, Injection volume 1.0 ⁇ L Inlet: Split-Splitless Inlet, Split Mode (Split Ratio 10: 1), Temp. 250 °C Column: DB-35MS, 30m, 0.25mm id, 0.25mm ft Oven temperature: 100 ° C. (0.5 min) ⁇ (10 ° C./min) ⁇ 200 ° C. (0 min) Detector: NPD, Temp.
  • the quantitative value is calculated by the amount of nicotine contained in the dry matter weight excluding the moisture of tobacco leaves subjected to extraction.
  • the moisture content of the tobacco material was measured under the following conditions.
  • Level 2 is a strong basic but a low salt concentration.
  • Level 3 is a comparative example in which the salt concentration is high but the pH is not basic. From these comparisons, it can be seen that the effects of the present invention are not manifested under strong basic conditions alone or under conditions of high salt concentrations alone.
  • levels 4 to 8 are levels obtained by testing with extraction water adjusted to different pH depending on the amount of NaOH added after securing a certain high salt concentration condition with NaCl. From this result, it was found that under the condition where a high salt concentration was ensured, significant nicotine extraction suppression was expressed at a certain pH (8-9).
  • levels 9 to 12 and 13 to 16 are levels obtained by extraction with aqueous solutions prepared to have different salt concentrations depending on the amount of NaCl or KCl added under the condition that certain basicity is secured with NaOH or KOH. From this result, it was found that the nicotine extraction inhibition rate increased in a salt concentration-dependent manner under a condition where a certain basicity was ensured. Moreover, it can be said that there is no difference in sodium and potassium about the cationic species of the salt to be used. Furthermore, levels 17 to 21 (Na 2 CO 3 ), 22 to 27 (K 2 CO 3 ), 28 to 32 (K 3 PO 4 ), and 59 (Na 3 PO 4 ) are strongly basic in a single aqueous solution. It is the result of having tested using what is shown.
  • levels 33-35 trisodium citrate
  • 36-38 potassium acetate
  • 51-53 K 2 HPO 4
  • 57 NaHCO 3
  • 58 Na 2 HPO 4
  • levels 33 to 34 and 36 to 37 are not effective because the pH is not sufficiently basic, but at levels 35 and 38, which are the highest concentration levels, the pH is around 8 and is notable. The effect was expressed. Compared with the levels 35 and 38, trisodium citrate was more effective, although the salt concentration and pH were almost equal.
  • FIG. 1 shows the relationship between the type, the salt concentration, and the extraction inhibition rate of the salt used in which the salt concentration-dependent extraction inhibition effect was observed.
  • the salt of polybasic acid has a higher extraction suppressing effect on the salt concentration.
  • Na 2 CO 3 which is a polybasic acid salt
  • NaCl which is a monovalent salt
  • FIG. 2 shows a plot of all examples plotted with extraction pH and concentration of cationic species in the aqueous solution used for extraction.
  • FIG. 3 and FIG. 4 show the results of analyzing this result.

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

Abstract

Provided is a method for producing a tobacco material that is reduced in the TSNA content and the ammonia content. A method for producing a tobacco material, which comprises an extraction step wherein tobacco leaves are subjected to extraction using an aqueous solution that contains a salt dissolved and satisfies at least one of the conditions (1) and (2) described below, and wherein the extraction residue obtained in the extraction step is used as a tobacco material. (1) The salt is a salt of a polybasic acid; the concentration of the cation species of the salt when the aqueous solution is prepared is 0.16 mol/g or more; and the pH of the aqueous solution when the tobacco leaves are subjected to extraction is 7.98 or more. (2) The concentration of the cation species of the salt when the aqueous solution is prepared is 0.23 mol/g or more; and the pH of the aqueous solution when the tobacco leaves are subjected to extraction is 8.60 or more.

Description

たばこ原料の製造方法Tobacco raw material manufacturing method
 本発明は、たばこ原料の製造方法に関する。より詳しくは、オーラルたばこ製品に用いることができるたばこ原料の製造方法に関する。 The present invention relates to a method for producing a tobacco raw material. More specifically, the present invention relates to a method for producing a tobacco raw material that can be used for an oral tobacco product.
 たばこ葉から特定の成分を選択的に除去しようとする試みは従来からなされている。例えば特許文献1には、たばこ葉に含まれるニトロソアミン(TSNA)を選択的に除去するために、まず溶媒として水を用いてたばこ葉を抽出する操作を行い、その操作で得られる水性抽出物に対してTSNAを選択的に吸着する吸着剤と接触させる工程を含む方法が記載されている。特許文献1に記載の方法では、水性抽出物を得るために用いる水として、濾水、蒸留水、脱イオン水、共用栓水、または水溶液を用いることが記載されている。 Conventional attempts have been made to selectively remove specific components from tobacco leaves. For example, in Patent Document 1, in order to selectively remove nitrosamine (TSNA) contained in tobacco leaves, an operation of extracting tobacco leaves using water as a solvent is first performed, and an aqueous extract obtained by the operation is extracted. On the other hand, a method is described that comprises contacting TSNA with an adsorbent that selectively adsorbs TSNA. In the method described in Patent Document 1, it is described that filtered water, distilled water, deionized water, common plug water, or an aqueous solution is used as water used to obtain an aqueous extract.
 特許文献2には、たばこ材料の特性を改変するための方法が記載されており、水性溶媒で抽出したたばこ材抽出物を得てからその抽出物の溶媒のpHを9以上にするとともに、これを別の溶媒に接触させる工程を含む処理を経ることで、ニコチンが低減されたたばこ材抽出物(水性脱ニコチンタバコ材抽出物)が得られることが記載されている。 Patent Document 2 describes a method for modifying the characteristics of tobacco materials. After obtaining a tobacco material extract extracted with an aqueous solvent, the pH of the solvent of the extract is set to 9 or more. It is described that a tobacco material extract (aqueous denicotine tobacco material extract) with reduced nicotine can be obtained through a treatment including a step of bringing the product into contact with another solvent.
 特許文献3には、水性または有機溶媒でたばこを抽出する工程と抽出生成物を濾過する工程を含み、それらの工程が水平ベルトフィルター上で行われるたばこの処理方法が記載されている。 Patent Document 3 describes a method for treating tobacco, which includes a step of extracting tobacco with an aqueous or organic solvent and a step of filtering the extracted product, and these steps are performed on a horizontal belt filter.
特表2010-516272号公報Special table 2010-516272 特開平5-7485号公報Japanese Patent Laid-Open No. 5-7485 特表2011-522558号公報Special table 2011-522558 gazette
 特許文献1に記載の方法では吸着剤を用いてTSNAを除去しており、これによりTSNAを除きつつ、アルカロイドはそれほど低減させないことが記載されている。
 特許文献2に記載の方法では、水性脱ニコチンタバコ材抽出物を得るための溶媒である水について、pHを調整してもよいことが記載されているが、これにより得られる効果は記載されていない。
 特許文献3に記載の方法では、水平ベルト上での抽出操作や濾過を行うことが前提となっている。
 上記特許文献1や2に記載の方法では、たばこ葉を処理する工程として、多段階の工程を開示しており、特許文献1では、特殊な吸着剤を用いることを前提としている。また、特許文献3に記載の方法では、特殊な装置を用いることを前提としている。
 これらのことから、簡便な方法により、TSNAやアンモニアのような成分を選択的にたばこ葉から除去しつつ、たばこ葉中のニコチンの含有量は変化させないようにする技術が求められている。
In the method described in Patent Document 1, it is described that TSNA is removed using an adsorbent, so that alkaloids are not reduced so much while TSNA is removed.
In the method described in Patent Document 2, it is described that the pH of water, which is a solvent for obtaining an aqueous denicotine tobacco material extract, may be adjusted, but the effect obtained thereby is described. Absent.
The method described in Patent Document 3 is premised on performing an extraction operation and filtration on a horizontal belt.
In the methods described in Patent Documents 1 and 2, a multi-stage process is disclosed as a process for treating tobacco leaves. In Patent Document 1, it is assumed that a special adsorbent is used. In the method described in Patent Document 3, it is assumed that a special apparatus is used.
For these reasons, there is a demand for a technique that does not change the content of nicotine in tobacco leaves while selectively removing components such as TSNA and ammonia from tobacco leaves by a simple method.
 このようなことから、本発明では、たばこ葉中のTSNAやアンモニアの含有量は低減されている一方で、たばこ葉中のニコチンの含有量の変化は抑制されているたばこ原料を簡便に製造する方法を提供する。 Therefore, in the present invention, a tobacco raw material in which the content of TSNA and ammonia in tobacco leaves is reduced while the change in the content of nicotine in tobacco leaves is suppressed is easily produced. Provide a method.
 本発明者が鋭意検討した結果、たばこ葉を特定の抽出工程により抽出して得られる抽出残渣が、TSNA及びアンモニアの含有量については低減されている一方で、ニコチン含有量の変化は抑制されていることを見出し、本発明に到達した。 As a result of intensive studies by the inventor, the extraction residue obtained by extracting tobacco leaves by a specific extraction process is reduced in terms of TSNA and ammonia content, while the change in nicotine content is suppressed. The present invention was reached.
 すなわち、本発明は、以下のとおりである。
[1] 塩を溶解させた以下の(1)及び(2)の少なくとも一方の要件を満たす水溶液でたばこ葉を抽出する抽出工程を含み、抽出工程で得た抽出残渣をたばこ原料とする、たばこ原料の製造方法。
(1)前記塩が多塩基酸の塩であり、前記水溶液の調製時の塩のカチオン種の濃度が0.16mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが7.98以上である。
(2)前記水溶液の調製時の塩のカチオン種の濃度が0.23mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが8.60以上である。
[2] 水溶液が前記(1)の要件を満たす水溶液であり、前記多塩基酸の塩が炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上である、[1]に記載の製造方法。
[3] 前記水溶液の調製時の塩のカチオン種の濃度が0.28mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、[2]に記載の製造方法。
[4] 前記水溶液の調製時の塩のカチオン種の濃度が0.49mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、[2]に記載の製造方法。
[5] 前記水溶液の調製時の塩のカチオン種の濃度が0.57mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、[2]に記載の製造方法
[6] 水溶液が前記(2)の要件を満たす水溶液であり、溶解させる塩が1塩基酸の塩または多塩基酸と1塩基酸の塩の混合物であり、前記水溶液の調製時の塩のカチオン種の濃度が0.23mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、[1]に記載の製造方法。
[7] 前記水溶液の調製時の塩のカチオン種の濃度が0.34mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、[6]に記載の製造方法。
[8] 前記水溶液の調製時の塩のカチオン種の濃度が0.38mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、[6]に記載の製造方法。
[9] 前記水溶液の調製時の塩のカチオン種の濃度が0.42mol/g以上であり、前記たばこ葉の抽出時のpHが10.12以上である、[6]に記載の製造方法。
[10] 前記水溶液の調製時の塩のカチオン種の濃度が0.57mol/g以上であり、前記たばこ葉の抽出時のpHが10.12以上である、[6]に記載の製造方法。
[11] 前記溶解させる塩が1塩基酸の塩であり、1塩基酸の塩が塩化ナトリウムまたは塩化カリウムである、[6]~[10]のいずれかに記載の製造方法。
[12] 前記溶解させる塩が、多塩基酸の塩と1塩基酸の塩の混合物であり、1塩基酸の塩が塩化ナトリウムまたは塩化カリウムであり、多塩基酸の塩が炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上である、[6]~[10]のいずれかに記載の製造方法。
That is, the present invention is as follows.
[1] Tobacco including an extraction step of extracting tobacco leaves with an aqueous solution satisfying at least one of the following requirements (1) and (2) in which a salt is dissolved, and using the extraction residue obtained in the extraction step as a tobacco raw material Raw material manufacturing method.
(1) The salt is a polybasic acid salt, the concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.16 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaves is 7. 98 or more.
(2) The concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.23 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaf is 8.60 or more.
[2] The aqueous solution is an aqueous solution satisfying the requirement (1), and the salt of the polybasic acid is sodium carbonate, potassium carbonate, tripotassium phosphate, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate The production method according to [1], which is at least one selected from disodium hydrogen phosphate, sodium hydrogen carbonate, and trisodium phosphate.
[3] The production method according to [2], wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.28 mol / g or more, and the pH during extraction of the tobacco leaf is 7.98 or more.
[4] The production method according to [2], wherein the concentration of the cationic species of the salt at the time of preparing the aqueous solution is 0.49 mol / g or more, and the pH at the time of extraction of the tobacco leaves is 7.98 or more.
[5] The production method according to [2], wherein the concentration of the cationic species of the salt at the time of preparing the aqueous solution is 0.57 mol / g or more, and the pH at the time of extraction of the tobacco leaves is 7.98 or more. 6] The aqueous solution is an aqueous solution satisfying the requirement (2), the salt to be dissolved is a salt of a monobasic acid or a mixture of a polybasic acid and a salt of a monobasic acid, and the cation species of the salt at the time of preparing the aqueous solution The production method according to [1], in which the concentration of is at least 0.23 mol / g and the pH at the time of extraction of the tobacco leaves is 8.60 or more.
[7] The production method according to [6], wherein the concentration of the cationic species of the salt at the time of preparing the aqueous solution is 0.34 mol / g or more, and the pH at the time of extraction of the tobacco leaves is 8.60 or more.
[8] The production method according to [6], wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.38 mol / g or more, and the pH during extraction of the tobacco leaves is 8.60 or more.
[9] The production method according to [6], wherein the concentration of the cation species of the salt during preparation of the aqueous solution is 0.42 mol / g or more, and the pH during extraction of the tobacco leaf is 10.12 or more.
[10] The production method according to [6], wherein the concentration of the cation species of the salt during preparation of the aqueous solution is 0.57 mol / g or more, and the pH during extraction of the tobacco leaf is 10.12 or more.
[11] The production method according to any one of [6] to [10], wherein the salt to be dissolved is a salt of a monobasic acid, and the salt of the monobasic acid is sodium chloride or potassium chloride.
[12] The salt to be dissolved is a mixture of a polybasic acid salt and a monobasic acid salt, the monobasic acid salt is sodium chloride or potassium chloride, and the polybasic acid salt is sodium carbonate or potassium carbonate. [6] to [6]-[one or more selected from tripotassium phosphate, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, disodium hydrogen phosphate, sodium hydrogen carbonate and trisodium phosphate. [10] The production method according to any one of [10].
 本発明によれば、TSNA及びアンモニアの含有量は低減されている一方で、ニコチンの含有量の変化は抑制されているたばこ原料を簡便な方法で製造する方法が提供される。 According to the present invention, there is provided a method for producing a tobacco raw material by a simple method in which the content of TSNA and ammonia is reduced while the change in the content of nicotine is suppressed.
各種塩ごとの水溶液中のカチオン種の濃度と、ニコチンの抽出抑制率の関係を示す図である。It is a figure which shows the relationship between the density | concentration of the cation seed | species in the aqueous solution for every salt, and the extraction suppression rate of nicotine. たばこ葉の抽出時の水溶液のpHとカチオン種の濃度の関係を抽出抑制率ごとに示す図である。It is a figure which shows the relationship between the pH of aqueous solution at the time of tobacco leaf extraction, and the density | concentration of a cation seed | species for every extraction suppression rate. 図2のうち、多塩基酸の塩のみを使用した例を抜粋し、特定範囲の抽出抑制率が得られるカチオン種の濃度とpHの範囲を図示したものである。In FIG. 2, an example using only a salt of a polybasic acid is extracted, and the range of the concentration and pH of the cation species capable of obtaining the extraction suppression rate in a specific range are illustrated. 図2について、特定範囲の抽出抑制率が得られるカチオン種の濃度とpHの範囲を図示したものである。FIG. 2 illustrates the concentration and pH range of a cation species that can obtain an extraction suppression rate in a specific range.
 以下、本発明について実施形態及び例示物等を示して詳細に説明するが、本発明は以下の実施形態及び例示物等に限定されるものではなく、本発明の要旨を逸脱しない範囲において任意に変更して実施できる。 Hereinafter, the present invention will be described in detail with reference to embodiments, examples, etc., but the present invention is not limited to the following embodiments, examples, etc., and can be arbitrarily set within the scope of the present invention. Can be changed and implemented.
 本発明では、塩を溶解させた以下の(1)及び(2)の少なくとも一方の要件を満たす水溶液でたばこ葉を抽出する抽出工程を含む。
(1)前記塩が多塩基酸の塩であり、前記水溶液の調製時の塩のカチオン種の濃度が0.16mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが7.98以上である。
(2)前記水溶液の調製時の塩のカチオン種の濃度が0.23mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが8.60以上である。
The present invention includes an extraction step of extracting tobacco leaves with an aqueous solution satisfying at least one of the following requirements (1) and (2) in which a salt is dissolved.
(1) The salt is a polybasic acid salt, the concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.16 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaves is 7. 98 or more.
(2) The concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.23 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaf is 8.60 or more.
 本発明において、水溶液のカチオン種の濃度は、抽出処理に用いる水溶液を調製する際の濃度である。本発明において、水溶液の抽出時のpHとは、後述するように、抽出処理を行った後の水溶液のpHを測定したときに得られる値である。 In the present invention, the concentration of the cation species in the aqueous solution is the concentration at which the aqueous solution used for the extraction treatment is prepared. In the present invention, the pH at the time of extraction of the aqueous solution is a value obtained when the pH of the aqueous solution after the extraction treatment is measured, as will be described later.
 上記の(1)の要件において、前記水溶液を調製する際の塩のカチオン種の濃度が0.16mol/g以上であり、これを用いたたばこ葉の抽出時のpHが7.98以上であることで、たばこ葉中のTSNA及びアンモニアの含有量を効果的に減少させる一方で、ニコチン含有量の保持を両立させることができる。この際のたばこ葉からニコチンが抽出されて減少する量(以下、ニコチン抽出率ともいう)を少なくとも10%抑制することができる(図3(1))。
 前記水溶液を調製する際の塩のカチオン種の濃度が0.28mol/g以上であり、これを用いたたばこ葉の抽出時のpHが7.98以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも30%抑制することができる(図3(2))。
 また、前記水溶液を調製する際の塩のカチオン種の濃度が0.49mol/g以上であり、これを用いたたばこ葉の抽出時のpHが7.98以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも40%抑制することができる(図3(3))。
 さらに、前記水溶液を調製する際の塩のカチオン種の濃度が0.57mol/g以上であり、これを用いたたばこ葉の抽出時のpHが7.98以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも70%抑制することができる(図3(4))。
In the requirement (1) above, the concentration of the cationic species of the salt when preparing the aqueous solution is 0.16 mol / g or more, and the pH at the time of extraction of tobacco leaves using this is 7.98 or more. Thus, the content of TSNA and ammonia in the tobacco leaf can be effectively reduced, while maintaining the nicotine content. At this time, the amount of nicotine extracted and reduced from the tobacco leaf (hereinafter also referred to as nicotine extraction rate) can be suppressed by at least 10% (FIG. 3 (1)).
The concentration of the cationic species of the salt when preparing the aqueous solution is 0.28 mol / g or more, and the pH at the time of extraction of tobacco leaves using the salt is 7.98 or more. While reducing the content of TSNA and ammonia, the extraction rate of nicotine can be suppressed by at least 30% (FIG. 3 (2)).
Further, when the concentration of the cationic species of the salt when preparing the aqueous solution is 0.49 mol / g or more, and the pH at the time of extraction of the tobacco leaf using the salt is 7.98 or more, the tobacco leaf While reducing the content of TSNA and ammonia therein, the extraction rate of nicotine can be suppressed by at least 40% (FIG. 3 (3)).
Furthermore, when the concentration of the cationic species of the salt when preparing the aqueous solution is 0.57 mol / g or more, and the pH at the time of extraction of the tobacco leaf using the salt is 7.98 or more, the tobacco leaf While reducing the content of TSNA and ammonia therein, the extraction rate of nicotine can be suppressed by at least 70% (FIG. 3 (4)).
 なお、本発明において、少なくともX%抽出率を抑制するとは、以下に示されるように、たばこ葉に元々含まれていたニコチンの抽出が、純水で抽出した場合と比べて最低でもX%抑制されるという意味である。
 たばこ葉に含まれるニコチンについては、抽出液中の量と残渣中の量を合わせたものを、たばこ葉中の全ニコチンの量とした。ニコチンの抽出率及び抽出抑制率は下記の通り定義した。
ニコチンの抽出率(%)=各試料の抽出液のニコチンの量/全ニコチンの量×100
ニコチンの抽出抑制率(%)=(1-各試料のニコチン抽出率/純水によるニコチン抽出率)×100
In the present invention, at least the X% extraction rate is suppressed, as will be shown below, the extraction of nicotine originally contained in tobacco leaves is suppressed by at least X% compared to the case of extraction with pure water. It means that
For nicotine contained in tobacco leaves, the total amount of nicotine in tobacco leaves was determined by combining the amount in the extract and the amount in the residue. The extraction rate and extraction inhibition rate of nicotine were defined as follows.
Extraction rate of nicotine (%) = the amount of nicotine in the extract of each sample / the amount of total nicotine × 100
Nicotine extraction inhibition rate (%) = (1−nicotine extraction rate of each sample / nicotine extraction rate with pure water) × 100
 前記(1)の要件を満たすために用いられる多塩基酸の塩は、塩基度が2以上である酸の塩であれば特に制限はないが、炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上を挙げることができる。これらのいずれの塩を用いた場合でも、上記(1)の要件を満たす場合には、本発明の効果を得ることができる。
 これらの中でも金属塩であるものを用いることが好ましい。
The salt of the polybasic acid used to satisfy the requirement (1) is not particularly limited as long as it is an acid salt having a basicity of 2 or more, but sodium carbonate, potassium carbonate, tripotassium phosphate, citric acid, and the like. One or more kinds selected from tripotassium acid, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, disodium hydrogen phosphate, sodium hydrogen carbonate and trisodium phosphate can be mentioned. Even when any of these salts is used, the effect of the present invention can be obtained if the requirement (1) is satisfied.
Among these, it is preferable to use a metal salt.
 上記の(2)の要件において、前記水溶液を調製する際の塩のカチオン種の濃度が0.23mol/g以上であり、これを用いたたばこ葉の抽出時のpHが8.60以上であることで、たばこ葉中のTSNA及びアンモニアの含有量を効果的に減少させる一方で、ニコチン含有量の保持を両立させることができる。この際のたばこ葉からニコチンが抽出されて減少する量(以下、ニコチン抽出率ともいう)を少なくとも10%抑制することができる(図4(5))。
 前記水溶液を調製する際の塩のカチオン種の濃度が0.34mol/g以上であり、これを用いたたばこ葉の抽出時のpHが8.60以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも20%抑制することができる(図4(6))。
 前記水溶液を調製する際の塩のカチオン種の濃度が0.38mol/g以上であり、これを用いたたばこ葉の抽出時のpHが8.60以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも25%抑制することができる(図4(7))。
 前記水溶液を調製する際の塩のカチオン種の濃度が0.42mol/g以上であり、これを用いたたばこ葉の抽出時のpHが10.12以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも30%抑制することができる(図4(8))。
 前記水溶液を調製する際の塩のカチオン種の濃度が0.57mol/g以上であり、これを用いたたばこ葉の抽出時のpHが10.12以上である組み合わせであると、たばこ葉中のTSNA及びアンモニアの含有量を減少させる一方で、ニコチンの抽出率を少なくとも70%抑制することができる(図4(9))。
In the requirement (2) above, the concentration of the cationic species of the salt when preparing the aqueous solution is 0.23 mol / g or more, and the pH at the time of extraction of tobacco leaves using this is 8.60 or more. Thus, the content of TSNA and ammonia in the tobacco leaf can be effectively reduced, while maintaining the nicotine content. At this time, the amount of nicotine extracted and reduced from the tobacco leaf (hereinafter also referred to as nicotine extraction rate) can be suppressed by at least 10% (FIG. 4 (5)).
The concentration of the cationic species of the salt when preparing the aqueous solution is 0.34 mol / g or more, and the pH at the time of extraction of tobacco leaves using the salt is 8.60 or more. While reducing the content of TSNA and ammonia, the extraction rate of nicotine can be suppressed by at least 20% (FIG. 4 (6)).
The concentration of the cationic species of the salt when preparing the aqueous solution is 0.38 mol / g or more, and the pH at the time of extraction of tobacco leaves using the salt is 8.60 or more. While reducing the content of TSNA and ammonia, the extraction rate of nicotine can be suppressed by at least 25% (FIG. 4 (7)).
When the concentration of the cationic species of the salt when preparing the aqueous solution is 0.42 mol / g or more, and the pH at the time of extraction of tobacco leaves using this is 10.12 or more, While reducing the content of TSNA and ammonia, the extraction rate of nicotine can be suppressed by at least 30% (FIG. 4 (8)).
When the concentration of the cationic species of the salt in preparing the aqueous solution is 0.57 mol / g or more, and the pH at the time of extraction of tobacco leaves using this is 10.12 or more, While reducing the content of TSNA and ammonia, the extraction rate of nicotine can be suppressed by at least 70% (FIG. 4 (9)).
 上記(2)の要件を満たすために用いられる塩としては、例えば1塩基酸の塩のみを用いる態様や、1塩基酸の塩と多塩基酸の塩の組み合わせる態様を挙げることができる。
 1塩基酸の塩としては、塩化ナトリウム、塩化カリウムを挙げることができる。多塩基酸の塩としては、炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上を挙げることができる。
 1塩基酸の塩と組み合わせて用いられる場合の多塩基酸の塩としては、上記で挙げた多塩基酸の塩との組み合わせを挙げることができる。
 なお、1塩基酸の塩を多塩基酸の塩と組み合わさずに用いる場合は、pHを調整するために後述する水酸化ナトリウム、水酸化カリウムのような水に単独で溶解させたときに水溶液が塩基性となる物質を水溶液に溶解することでpHを塩基性に調整することができる。
 上記(1)及び(2)の要件を満たす際のpHの上限については、いずれの場合も14とすることができる。
Examples of the salt used to satisfy the requirement (2) above include an embodiment using only a monobasic acid salt and an embodiment combining a monobasic acid salt and a polybasic acid salt.
Examples of monobasic acid salts include sodium chloride and potassium chloride. Polybasic acid salts include sodium carbonate, potassium carbonate, tripotassium phosphate, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, disodium hydrogen phosphate, sodium bicarbonate and trisodium phosphate. One or more selected may be mentioned.
Examples of the salt of the polybasic acid when used in combination with the salt of the monobasic acid include combinations with the salts of the polybasic acid mentioned above.
When a monobasic acid salt is used without being combined with a polybasic acid salt, the aqueous solution is dissolved in water such as sodium hydroxide or potassium hydroxide, which will be described later, in order to adjust the pH. The pH can be adjusted to basic by dissolving a basic substance in an aqueous solution.
About the upper limit of pH at the time of satisfy | filling the requirements of said (1) and (2), it can be set to 14 in any case.
 上記(1)及び(2)の要件を満たす際の塩のカチオン種の濃度の上限については、各種塩の溶解度に応じて決まり、溶解させる塩が溶解するまでの濃度が上限になる。
 なお、塩のカチオン種の濃度については、溶解させる塩のカチオン種の合計の量に基づき算出されるものである。
 溶解させる塩の上限の濃度は、例えば、以下の表に記載の水への溶解度を参考にして決めることができる。
The upper limit of the concentration of the cationic species of the salt when satisfying the above requirements (1) and (2) is determined according to the solubility of various salts, and the upper limit is the concentration until the salt to be dissolved is dissolved.
The concentration of the cation species of the salt is calculated based on the total amount of the cation species of the salt to be dissolved.
The upper limit concentration of the salt to be dissolved can be determined, for example, with reference to the solubility in water described in the following table.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
 本発明の製造方法に用いる塩の水溶液のpHの調整は、上記の塩単独の添加量を調整することによって行ってもよいし、更にpHを調整するために水酸化ナトリウム、水酸化カリウムのような水に単独で溶解させた時に水溶液が塩基性となる物質の添加量を調整することによって行ってもよい。
 これら添加量は水溶液のpHが本発明で規定する所定の範囲になるように適宜調整できる。
The pH of the aqueous salt solution used in the production method of the present invention may be adjusted by adjusting the addition amount of the above-mentioned salt alone, and sodium hydroxide, potassium hydroxide or the like may be used to adjust the pH. It may be carried out by adjusting the amount of the substance that makes the aqueous solution basic when dissolved in pure water alone.
These addition amounts can be appropriately adjusted so that the pH of the aqueous solution falls within a predetermined range defined in the present invention.
 本発明の製造方法では、特定の水溶液を用いてたばこ葉の抽出処理を行うが、抽出処理を行う際のたばこ葉と、水溶液の重量比は特に制限されるものではなく、本発明の効果を損なわない範囲で適宜調整することができる。
 たばこ葉と水溶液の重量比は1:3~1:50程度の範囲で設定することができる。水溶液で抽出を行うたばこ葉の水分含有量は、約8重量%である。
 抽出工程を行う際の温度については特に制限されるものではなく、適宜調整して設定することができる。一つの態様としては0~40℃の範囲で温度を設定することが挙げられる。その他の態様としては室温程度(10~30℃)で行うことを挙げることができる。
In the production method of the present invention, a tobacco leaf is extracted using a specific aqueous solution. However, the weight ratio of the tobacco leaf to the aqueous solution during the extraction treatment is not particularly limited, and the effects of the present invention are achieved. It can adjust suitably in the range which is not impaired.
The weight ratio between the tobacco leaf and the aqueous solution can be set in the range of about 1: 3 to 1:50. The water content of tobacco leaves extracted with an aqueous solution is about 8% by weight.
The temperature at the time of performing the extraction step is not particularly limited and can be appropriately adjusted and set. One embodiment includes setting the temperature in the range of 0 to 40 ° C. As another embodiment, it can be performed at about room temperature (10 to 30 ° C.).
 本発明に用いられるたばこ原料となるたばこ種は、特に限定されるものではなく、例えばニコチアナ属であり、ニコチアナタバカムの黄色種・バーレー種、ニコチアナルスチカのブラジリア種などを挙げることができる。これらは単独で用いても、異なる種類を混合して用いてもよい。
 これらのたばこ種の葉について、収穫後、通常の処理を行った後に、抽出を行うのに適当な大きさに刻み、後の抽出工程に供する態様を挙げることができる。
 抽出工程を経たたばこ原料は、濾過、乾燥処理など通常の処理を経てたばこ製品として供することができる。
Tobacco species used as a tobacco raw material in the present invention is not particularly limited, and examples thereof include the genus Nicotiana, and examples include Nicotiana tabacum yellow and Burley species and Nicotiana rustica brasilia species. These may be used alone or in combination with different types.
About the leaf of these tobacco seeds, after harvesting, after carrying out a normal process, the aspect which is cut | judged to a suitable magnitude | size for performing extraction and can use for a later extraction process can be mentioned.
The tobacco raw material that has undergone the extraction step can be provided as a tobacco product through normal processing such as filtration and drying.
<たばこ製品>
 本発明のたばこ原料を例えばオーラルたばこ製品とする場合、スヌースを例として挙げることができる。この場合は、上述した製造方法で作製したたばこ原料を例えば不織布のような原料を用いた包装材に公知の方法を用いて充填することで得られる。例えばたばこ原料の量を調整して充填し、ヒートシールなどの手段によりシールしてスヌースを得る。
 包装材としては特段の限定なく用いることができるが、セルロース系の不織布などが好ましく用いられる。
 オーラルたばこ製品として、例えばガムとする場合は、本発明の製造方法を用いて得られる上記たばこ原料を公知のガムベースと公知の方法を用いて混合することで得られる。かみたばこやかぎたばこ、圧縮たばこについても、本発明の製造方法を用いて得られる上記たばこ原料を用いること以外は、公知の方法を用いて得ることができる。また、可食フィルムについても本発明の製造方法を用いて得られる上記たばこ原料を用いること以外は、公知の材料や方法を用いて得ることができる。
<Tobacco products>
When the tobacco raw material of the present invention is an oral tobacco product, for example, snus can be cited as an example. In this case, the tobacco raw material produced by the above-described production method is obtained by filling a packaging material using a raw material such as a nonwoven fabric by a known method. For example, the amount of tobacco material is adjusted and filled, and sealed by means such as heat sealing to obtain snus.
The packaging material can be used without any particular limitation, but a cellulose-based nonwoven fabric is preferably used.
For example, when the gum is used as the oral tobacco product, it is obtained by mixing the tobacco raw material obtained using the production method of the present invention with a known gum base and a known method. A chewing tobacco, a hooked tobacco, and a compressed tobacco can also be obtained using a known method except that the tobacco raw material obtained using the production method of the present invention is used. Moreover, an edible film can also be obtained using a known material or method except that the tobacco raw material obtained using the production method of the present invention is used.
 本発明の製造方法によって、内容成分の組成が所望のものに改質されたたばこ原料を非常に簡便に供給することが可能になる。具体的には、ニコチン以外の水溶性成分を除去することができるため、それらに起因する雑味を除きつつ香味成分(ニコチン)を残したたばこ原料の創出が可能となる。そのため、上記で説明したオーラルたばこ製品向けの原料として付加価値が高いものを供給できる。 The production method of the present invention makes it possible to supply a tobacco raw material whose content component is modified to a desired one very easily. Specifically, since water-soluble components other than nicotine can be removed, it is possible to create a tobacco raw material that leaves a flavor component (nicotine) while removing miscellaneous taste caused by them. Therefore, it is possible to supply high-value-added raw materials for the oral tobacco products described above.
 本発明を実施例によって更に具体的に説明するが、本発明はその要旨を超えない限り、以下の実施例の記載に限定されるものではない。 The present invention will be described more specifically with reference to examples. However, the present invention is not limited to the description of the following examples unless it exceeds the gist.
 以下の表2に示す各水準について、表中に記載の組成となるように塩の水溶液を調製し、それを用いてたばこ葉の抽出処理を行った。各水準について、抽出率及び抽出抑制率を算出した。抽出液のニコチン量は下記の方法で測定し、表2に記載の抽出率および抽出抑制率は、その値を用いて上記で説明した方法により算出した。また、下記の方法で測定した抽出後の各水準のpHを表2に示す。 For each level shown in Table 2 below, an aqueous salt solution was prepared so as to have the composition described in the table, and tobacco leaves were extracted using it. For each level, the extraction rate and the extraction suppression rate were calculated. The amount of nicotine in the extract was measured by the following method, and the extraction rate and the extraction inhibition rate shown in Table 2 were calculated by the method described above using the values. In addition, Table 2 shows the pH of each level after extraction measured by the following method.
<pHの測定>
 粉砕されたたばこ葉(バーレー:ルスチカ:中骨=40:20:40のブレンド)と水溶液を1.0mg/10mLの固液比でスクリュー管に入れて30分振とう抽出を行った。抽出後、下記条件でpH測定を行い、抽出時のpHの値とした。
<Measurement of pH>
The ground tobacco leaf (Burley: Rustica: medium bone = 40: 20: 40 blend) and an aqueous solution were placed in a screw tube at a solid-liquid ratio of 1.0 mg / 10 mL, and extraction was performed by shaking for 30 minutes. After extraction, the pH was measured under the following conditions to obtain the pH value at the time of extraction.
<pH測定条件>
測定機器:LAQUA F-72 フラットISFET pH電極(堀場製作所)
機器校正:フタル酸pH標準液(pH4.01)、中性リン酸塩pH標準液(pH6.86)、ほう酸塩pH標準液(pH9.18)(いずれも和光純薬工業)を用いた3点校正
<PH measurement conditions>
Measuring equipment: LAQUA F-72 flat ISFET pH electrode (Horiba)
Equipment calibration: 3 using phthalic acid pH standard solution (pH 4.01), neutral phosphate pH standard solution (pH 6.86), borate pH standard solution (pH 9.18) (all Wako Pure Chemical Industries) Point calibration
<抽出液のニコチン量の測定>
 その後、濾過によって抽出液と残渣に分けた。抽出液中のニコチン量はn-Hexaneに相転移させた後にGC/NPDで定量を行った。以下にその手順を示す。抽出液0.5mLをスクリュー管にサンプリングして純水2.0mL、22%水酸化ナトリウム水溶液2.5mLを加えた後に、0.10mg/mL濃度のQuinolineを含むn-Hexane5.0mLを加え、10分振とうして液液分配を行った。なお、n-Hexaneに含まれるQuinolineはGC/NPDでニコチンの定量を行う際の内部標準物質である。振とう後、有機層をGC測定バイアルに移し、下記のGC条件でニコチンの定量を行った。
<Measurement of nicotine content in the extract>
Then, it separated into the extract and residue by filtration. The amount of nicotine in the extract was quantified by GC / NPD after phase transition to n-Hexane. The procedure is shown below. After sampling 0.5 mL of the extract into a screw tube and adding 2.0 mL of pure water and 2.5 mL of 22% aqueous sodium hydroxide, 5.0 mL of n-Hexane containing Quinoline at a concentration of 0.10 mg / mL was added. Liquid-liquid distribution was performed by shaking for 10 minutes. Quinoline contained in n-Hexane is an internal standard substance for quantification of nicotine by GC / NPD. After shaking, the organic layer was transferred to a GC measurement vial, and nicotine was quantified under the following GC conditions.
<GC測定条件>
測定機器:Agilent 7890A GC
キャリアガス:He, 1.3 mL/min flow
インジェクター:ALS Sampler, Injection volume 1.0 μL
注入口:Split-Splitless Inlet, Split Mode (Split Ratio 10:1), Temp. 250℃
カラム:DB-35MS, 30m, 0.25 mm i.d., 0.25 mm f.t.
オーブン温度:100℃ (0.5min) → (10℃/min) → 200℃ (0min)
検出器:NPD, Temp. 325℃, H2 flow 3.0 mL/min, Air flow 120 mL/min, N2 flow 20 mL/min
定量値は、抽出に供したたばこ葉の水分を除いた乾物重量当たりに含まれるニコチン量で算出している。たばこ原料の水分測定は、下記の条件で行った。
<GC measurement conditions>
Measuring instrument: Agilent 7890A GC
Carrier gas: He, 1.3 mL / min flow
Injector: ALS Sampler, Injection volume 1.0 μL
Inlet: Split-Splitless Inlet, Split Mode (Split Ratio 10: 1), Temp. 250 ℃
Column: DB-35MS, 30m, 0.25mm id, 0.25mm ft
Oven temperature: 100 ° C. (0.5 min) → (10 ° C./min) → 200 ° C. (0 min)
Detector: NPD, Temp. 325 ° C, H 2 flow 3.0 mL / min, Air flow 120 mL / min, N 2 flow 20 mL / min
The quantitative value is calculated by the amount of nicotine contained in the dry matter weight excluding the moisture of tobacco leaves subjected to extraction. The moisture content of the tobacco material was measured under the following conditions.
<水分測定条件>
測定機器:加熱乾燥式水分計MX-50(エー・アンド・デイ)
設定試料重量:1.0g
加熱温度:80℃
<Moisture measurement conditions>
Measuring equipment: Heat-drying moisture meter MX-50 (A & D)
Setting sample weight: 1.0 g
Heating temperature: 80 ° C
 各水準で得られた結果について以下で説明する。
 水準2は強塩基性ではあるが塩濃度が低い場合、水準3は塩濃度は高いがpHが塩基性ではない場合の比較例である。これらの比較から、本発明の効果は強塩基性条件単独、あるいは高塩濃度単独の条件では発現されないことが分かる。
 一方で、水準4~8は、一定の高塩濃度条件をNaClで担保した上で、NaOHの添加量により異なるpHに調製した抽出水で試験を行った水準である。この結果から、高塩濃度が担保された条件下では、ある一定のpH(8~9)を境にして顕著なニコチン抽出抑制が発現されることが分かった。
The results obtained at each level are described below.
Level 2 is a strong basic but a low salt concentration. Level 3 is a comparative example in which the salt concentration is high but the pH is not basic. From these comparisons, it can be seen that the effects of the present invention are not manifested under strong basic conditions alone or under conditions of high salt concentrations alone.
On the other hand, levels 4 to 8 are levels obtained by testing with extraction water adjusted to different pH depending on the amount of NaOH added after securing a certain high salt concentration condition with NaCl. From this result, it was found that under the condition where a high salt concentration was ensured, significant nicotine extraction suppression was expressed at a certain pH (8-9).
 次に、水準9~12、ならびに13~16は一定の塩基性をNaOHあるいはKOHで担保した条件下において、NaClあるいはKCl添加量により異なる塩濃度に調製した水溶液で抽出を行った水準である。この結果から、一定の塩基性が担保された条件下では、塩濃度依存的にニコチン抽出抑制率が上昇することが分かった。また、使用する塩のカチオン種については、ナトリウムとカリウムに差は無いと言える。
 さらに、水準17~21(Na2CO3)、22~27(K2CO3)、28~32(K3PO4)、59(Na3PO4)は、単独の水溶液では強塩基性を示すものを用いて試験した結果である。これらの水準はいずれも一定の塩基性条件を担保しており、塩濃度依存的なニコチン抽出抑制率の上昇が見られ、さらに塩濃度に対する効果の程度はほぼ同等であり、さらにNaOHとNaClの組み合わせまたはKOHとKClの組み合わせで構成されている水準9~12、ならびに13~16よりも塩濃度に対する効果が高かった。
 この結果から、一定の塩基性が担保された条件下においては、用いる塩の種類によって濃度に対する効果の違いがあるということが示唆される。
Next, levels 9 to 12 and 13 to 16 are levels obtained by extraction with aqueous solutions prepared to have different salt concentrations depending on the amount of NaCl or KCl added under the condition that certain basicity is secured with NaOH or KOH. From this result, it was found that the nicotine extraction inhibition rate increased in a salt concentration-dependent manner under a condition where a certain basicity was ensured. Moreover, it can be said that there is no difference in sodium and potassium about the cationic species of the salt to be used.
Furthermore, levels 17 to 21 (Na 2 CO 3 ), 22 to 27 (K 2 CO 3 ), 28 to 32 (K 3 PO 4 ), and 59 (Na 3 PO 4 ) are strongly basic in a single aqueous solution. It is the result of having tested using what is shown. Each of these levels guarantees a certain basic condition, an increase in the inhibition rate of nicotine extraction depending on the salt concentration is observed, the degree of effect on the salt concentration is almost the same, and NaOH and NaCl The effect on salt concentration was higher than levels 9-12, and 13-16, which consisted of combinations or combinations of KOH and KCl.
This result suggests that there is a difference in the effect on the concentration depending on the type of salt used under conditions where a certain basicity is ensured.
 次に、水準33~35(クエン酸三ナトリウム)、36~38(酢酸カリウム)、51~53(K2HPO4)、57(NaHCO3)、58(Na2HPO4)は、単独の水溶液では弱塩基性を示すものを用いて試験している。水準33~34、ならびに36~37についてはpHが十分な塩基性を示していないため効果が発現されていないが、最も高濃度の水準である水準35、38ではpHが8付近であり、顕著な効果が発現された。また、水準35、38の比較より、塩濃度とpHはほぼ同等条件であるにも関わらず、クエン酸三ナトリウムの方が効果が大きかった。これらの結果と水準17~32の結果から総合的に判断すると、多塩基酸の塩を用いる方が効果が大きいということが分かった。
 用いた塩のうち塩濃度依存的な抽出抑制効果が見られた塩について、種類、塩濃度と抽出抑制率の関係を図1に示す。まず、多塩基酸の塩の方が塩濃度に対する抽出抑制効果が高いことが分かる。一方、多塩基酸の塩であるNa2CO3と一価の塩であるNaClを混合した水準54~56では、濃度に対するニコチン抽出抑制効果はNa2CO3とNaClの間の値をとっていることから、種類の異なる塩を混合した場合は各塩の効果の加成性が成立すると考えられる。
 また、Na2SO4と(NH42SO4の塩濃度に対する効果の違いより、多塩基酸の塩を用いる場合は金属塩を用いる方がより好ましいと言える。
 最後に、全ての実施例を抽出pHと抽出に用いる水溶液中のカチオン種の濃度でプロットした図を図2に示す。この結果について分析を行ったものが図3及び図4である。
Next, levels 33-35 (trisodium citrate), 36-38 (potassium acetate), 51-53 (K 2 HPO 4 ), 57 (NaHCO 3 ), 58 (Na 2 HPO 4 ) are used as a single aqueous solution. Then, it is tested using what shows weak basicity. Levels 33 to 34 and 36 to 37 are not effective because the pH is not sufficiently basic, but at levels 35 and 38, which are the highest concentration levels, the pH is around 8 and is notable. The effect was expressed. Compared with the levels 35 and 38, trisodium citrate was more effective, although the salt concentration and pH were almost equal. Judging comprehensively from these results and the results of levels 17 to 32, it was found that the use of a salt of a polybasic acid is more effective.
FIG. 1 shows the relationship between the type, the salt concentration, and the extraction inhibition rate of the salt used in which the salt concentration-dependent extraction inhibition effect was observed. First, it can be seen that the salt of polybasic acid has a higher extraction suppressing effect on the salt concentration. On the other hand, at levels 54 to 56 in which Na 2 CO 3, which is a polybasic acid salt, and NaCl, which is a monovalent salt, are mixed, the nicotine extraction inhibitory effect on the concentration takes a value between Na 2 CO 3 and NaCl. Therefore, it is considered that the additivity of the effect of each salt is established when different types of salts are mixed.
Further, it can be said that the Na 2 SO 4 (NH 4) than the difference of the effect on the salt concentration of 2 SO 4, in the case of using a salt of a polybasic acid and it is more preferable to use a metal salt.
Finally, FIG. 2 shows a plot of all examples plotted with extraction pH and concentration of cationic species in the aqueous solution used for extraction. FIG. 3 and FIG. 4 show the results of analyzing this result.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
<TSNAの分析>
 たばこ葉の抽出工程の前後で行ったTSNAの分析は下記の手順に従った。
 たばこ試料に内部標準物質を添加し、0.1M酢酸アンモニウム水溶液で振とう抽出した。たばこ抽出液を0.1M酢酸アンモニウム水溶液で10倍希釈した後、フィルター(孔径0.2μm)ろ過を行い、試料溶液とした。試料溶液中のTSNAは超高速液体クロマトグラフ質量分析計(UPLC/MS/MS)で測定を行った。測定対象は、N’-Nitrosonornicotine(NNN)、(R,S)-N-Nitrosoanatabine(NAT)、(R,S)-N-Nitrosoanabasine (NAB)、4-(Methylnitrosamino)-1-(3-Pyridyl)-1-butanone (NNK)のTSNA4成分を測定対象とし、上記4成分の合計値を総TSNA量とした。
 内部標準物質(IS)には、DL-N'-nitrosonornicotine-2,4,5,6-d4 (dNNN)及び4-(N-methyl-N-nitrosoamino)-1-(3-pyridyl-d4)-1-butanone (dNNK)を用いた。
<Analysis of TSNA>
The analysis of TSNA performed before and after the tobacco leaf extraction step followed the following procedure.
An internal standard was added to the tobacco sample, and the mixture was extracted by shaking with a 0.1 M aqueous ammonium acetate solution. The tobacco extract was diluted 10-fold with a 0.1M aqueous ammonium acetate solution and then filtered (pore size: 0.2 μm) to obtain a sample solution. TSNA in the sample solution was measured with an ultrahigh performance liquid chromatograph mass spectrometer (UPLC / MS / MS). N'-Nitrosonornicotine (NNN), (R, S) -N-Nitrosoanatabine (NAT), (R, S) -N-Nitrosoanabasine (NAB), 4- (Methylnitrosamino) -1- (3-Pyridyl ) -1-butanone (NNK) TSNA4 component was measured, and the total value of the four components was defined as the total TSNA amount.
Internal standard substances (IS) include DL-N'-nitrosonornicotine-2,4,5,6-d4 (dNNN) and 4- (N-methyl-N-nitrosoamino) -1- (3-pyridyl-d4) -1-butanone (dNNK) was used.
<アンモニアの分析>
 たばこ葉の抽出工程の前後で行ったアンモニアの分析は下記の手順に従った。
 連続流れ分析装置(オートアナライザー)を用いて、たばこ又は試料の水抽出液をアルカリ性緩衝溶液中でサリチル酸と次亜塩素酸塩、及びニトロプルシドナトリウムを触媒として発色させた後、吸光度(波長660nm)を測定し、アンモニアイオン(NH4 +)として定量した。
 測定は、表2に示す水準0、1、7及び20に対して行った。測定結果を表3に示す。
<Analysis of ammonia>
The analysis of ammonia performed before and after the tobacco leaf extraction process followed the following procedure.
Using a continuous flow analyzer (autoanalyzer), the tobacco or sample water extract was colored in an alkaline buffer solution using salicylic acid, hypochlorite, and sodium nitroprusside as a catalyst, and then the absorbance (wavelength 660 nm) was measured. Measured and quantified as ammonia ion (NH 4 + ).
Measurements were made for levels 0, 1, 7, and 20 shown in Table 2. Table 3 shows the measurement results.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
 上記の表3の結果から、本発明の条件を満たす抽出工程を経た場合では、TSNAの総含有量及びアンモニアの含有量が効果的に低減されていることが分かる。 From the results of Table 3 above, it can be seen that the total content of TSNA and the content of ammonia are effectively reduced after the extraction process that satisfies the conditions of the present invention.
<実験例>
 たばこ葉の重量と水溶液の重量の割合を変えて抽出処理を行った実験を行った。用いたたばこ葉は異なる種類の混合物を用い、たばこ葉1gに対して5mL、10mL、20mLの水溶液(20重量%炭酸ナトリウム水溶液)で抽出を行った。結果を表4に示す。
 表4に記載のように、たばこ葉の重量に対する水溶液の重量を変化させても、ニコチンの抽出抑制率に大きな差が生じないことが分かった。
<Experimental example>
An experiment was conducted in which the extraction treatment was performed by changing the ratio of the weight of the tobacco leaf to the weight of the aqueous solution. The tobacco leaf used was a mixture of different types, and extraction was performed with 5 mL, 10 mL, and 20 mL aqueous solution (20 wt% sodium carbonate aqueous solution) per 1 g of tobacco leaf. The results are shown in Table 4.
As shown in Table 4, it was found that even if the weight of the aqueous solution was changed with respect to the weight of the tobacco leaf, there was no significant difference in the nicotine extraction inhibition rate.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 TSNA及びアンモニアの含有量を低減したたばこ原料が提供されることで、このような特徴を活かしたたばこ製品の提供が可能になる。
 本発明の製造方法では、分画、化学反応などの煩雑な操作を行う必要がなく、時間とコストを低減できる。
By providing tobacco raw materials with reduced TSNA and ammonia contents, it is possible to provide tobacco products that take advantage of these characteristics.
In the production method of the present invention, it is not necessary to perform complicated operations such as fractionation and chemical reaction, and time and cost can be reduced.

Claims (12)

  1.  塩を溶解させた以下の(1)及び(2)の少なくとも一方の要件を満たす水溶液でたばこ葉を抽出する抽出工程を含み、抽出工程で得た抽出残渣をたばこ原料とする、たばこ原料の製造方法。
    (1)前記塩が多塩基酸の塩であり、前記水溶液の調製時の塩のカチオン種の濃度が0.16mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが7.98以上である。
    (2)前記水溶液の調製時の塩のカチオン種の濃度が0.23mol/g以上であり、前記たばこ葉の抽出時の前記水溶液のpHが8.60以上である。
    Production of tobacco raw materials including an extraction step of extracting tobacco leaves with an aqueous solution satisfying at least one of the following requirements (1) and (2) in which salt is dissolved, and using the extraction residue obtained in the extraction step as a tobacco raw material Method.
    (1) The salt is a salt of a polybasic acid, the concentration of the cationic species of the salt at the time of preparation of the aqueous solution is 0.16 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaves is 7. 98 or more.
    (2) The concentration of the cation species of the salt at the time of preparation of the aqueous solution is 0.23 mol / g or more, and the pH of the aqueous solution at the time of extraction of the tobacco leaf is 8.60 or more.
  2.  水溶液が前記(1)の要件を満たす水溶液であり、前記多塩基酸の塩が炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上である、請求項1に記載の製造方法。 The aqueous solution is an aqueous solution satisfying the requirement (1), and the salt of the polybasic acid is sodium carbonate, potassium carbonate, tripotassium phosphate, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, phosphoric acid The manufacturing method of Claim 1 which is 1 or more types chosen from disodium hydrogen, sodium hydrogencarbonate, and trisodium phosphate.
  3.  前記水溶液の調製時の塩のカチオン種の濃度が0.28mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、請求項2に記載の製造方法。 The production method according to claim 2, wherein the concentration of the cation species of the salt during preparation of the aqueous solution is 0.28 mol / g or more, and the pH during extraction of the tobacco leaf is 7.98 or more.
  4.  前記水溶液の調製時の塩のカチオン種の濃度が0.49mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、請求項2に記載の製造方法。 The production method according to claim 2, wherein the concentration of the cationic species of the salt at the time of preparation of the aqueous solution is 0.49 mol / g or more, and the pH at the time of extraction of the tobacco leaf is 7.98 or more.
  5.  前記水溶液の調製時の塩のカチオン種の濃度が0.57mol/g以上であり、前記たばこ葉の抽出時のpHが7.98以上である、請求項2に記載の製造方法 The production method according to claim 2, wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.57 mol / g or more, and the pH during extraction of the tobacco leaf is 7.98 or more.
  6.  水溶液が前記(2)の要件を満たす水溶液であり、溶解させる塩が1塩基酸の塩または多塩基酸と1塩基酸の塩の混合物であり、前記水溶液の調製時の塩のカチオン種の濃度が0.23mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、請求項1に記載の製造方法。 The aqueous solution is an aqueous solution satisfying the requirement (2), the salt to be dissolved is a salt of a monobasic acid or a mixture of a polybasic acid and a salt of a monobasic acid, and the concentration of the cation species of the salt at the time of preparation of the aqueous solution The production method according to claim 1, wherein the pH is 0.23 mol / g or more and the pH at the time of extraction of the tobacco leaves is 8.60 or more.
  7.  前記水溶液の調製時の塩のカチオン種の濃度が0.34mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、請求項6に記載の製造方法。 The production method according to claim 6, wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.34 mol / g or more, and the pH during extraction of the tobacco leaves is 8.60 or more.
  8.  前記水溶液の調製時の塩のカチオン種の濃度が0.38mol/g以上であり、前記たばこ葉の抽出時のpHが8.60以上である、請求項6に記載の製造方法。 The production method according to claim 6, wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.38 mol / g or more, and the pH during extraction of the tobacco leaves is 8.60 or more.
  9.  前記水溶液の調製時の塩のカチオン種の濃度が0.42mol/g以上であり、前記たばこ葉の抽出時のpHが10.12以上である、請求項6に記載の製造方法。 The production method according to claim 6, wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.42 mol / g or more, and the pH during extraction of the tobacco leaves is 10.12 or more.
  10.  前記水溶液の調製時の塩のカチオン種の濃度が0.57mol/g以上であり、前記たばこ葉の抽出時のpHが10.12以上である、請求項6に記載の製造方法。 The production method according to claim 6, wherein the concentration of the cationic species of the salt during preparation of the aqueous solution is 0.57 mol / g or more, and the pH during extraction of the tobacco leaf is 10.12 or more.
  11.  前記溶解させる塩が1塩基酸の塩であり、1塩基酸の塩が塩化ナトリウムまたは塩化カリウムである、請求項6~10のいずれか一項に記載の製造方法。 The production method according to any one of claims 6 to 10, wherein the salt to be dissolved is a salt of a monobasic acid, and the salt of the monobasic acid is sodium chloride or potassium chloride.
  12.  前記溶解させる塩が、多塩基酸の塩と1塩基酸の塩の混合物であり、1塩基酸の塩が塩化ナトリウムまたは塩化カリウムであり、多塩基酸の塩が炭酸ナトリウム、炭酸カリウム、リン酸三カリウム、クエン酸三カリウム、硫酸ナトリウム、硫酸アンモニウム、リン酸水素二カリウム、リン酸水素二ナトリウム、炭酸水素ナトリウム及びリン酸三ナトリウムから選ばれる1種以上である、請求項6~10のいずれか一項に記載の製造方法。 The salt to be dissolved is a mixture of a polybasic acid salt and a monobasic acid salt, the monobasic acid salt is sodium chloride or potassium chloride, and the polybasic acid salt is sodium carbonate, potassium carbonate, phosphoric acid. The composition according to any one of claims 6 to 10, which is at least one selected from tripotassium, tripotassium citrate, sodium sulfate, ammonium sulfate, dipotassium hydrogen phosphate, disodium hydrogen phosphate, sodium hydrogen carbonate and trisodium phosphate. The manufacturing method according to one item.
PCT/JP2013/065589 2013-06-05 2013-06-05 Method for producing tobacco material WO2014196033A1 (en)

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