WO2024209528A1 - たばこ抽出物及びその製造方法、たばこ材料、たばこロッド、香味吸引器、並びに無煙たばこ - Google Patents

たばこ抽出物及びその製造方法、たばこ材料、たばこロッド、香味吸引器、並びに無煙たばこ Download PDF

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Publication number
WO2024209528A1
WO2024209528A1 PCT/JP2023/013911 JP2023013911W WO2024209528A1 WO 2024209528 A1 WO2024209528 A1 WO 2024209528A1 JP 2023013911 W JP2023013911 W JP 2023013911W WO 2024209528 A1 WO2024209528 A1 WO 2024209528A1
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WO
WIPO (PCT)
Prior art keywords
tobacco
neophytadiene
tobacco extract
extract
alkane
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2023/013911
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English (en)
French (fr)
Japanese (ja)
Inventor
良修 白橋
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Japan Tobacco Inc
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Japan Tobacco Inc
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Filing date
Publication date
Application filed by Japan Tobacco Inc filed Critical Japan Tobacco Inc
Priority to JP2025512234A priority Critical patent/JPWO2024209528A1/ja
Priority to PCT/JP2023/013911 priority patent/WO2024209528A1/ja
Priority to EP23931940.3A priority patent/EP4691272A1/en
Publication of WO2024209528A1 publication Critical patent/WO2024209528A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/24Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • A24B15/167Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
    • 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
    • A24B15/26Use of organic solvents for extraction
    • 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
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/32Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds

Definitions

  • the present invention relates to a tobacco extract and its manufacturing method, a tobacco material, a tobacco rod, a flavor inhaler, and a smokeless tobacco.
  • Neophytadiene is a volatile component found in large quantities in tobacco leaves, and is a diterpenoid with a molecular weight of 278.5. Neophytadiene is liquid at room temperature and has no odor on its own, but is known to be the main component of smoke from burning tobacco. Neophytadiene is also known as an additive for electronic cigarettes, as it improves mouthfeel and promotes a tobacco-like flavor (Patent Documents 1 and 2).
  • Patent Documents 3 to 6 Methods for extracting and refining neophytadiene from tobacco leaves are known, for example, as disclosed in Patent Documents 3 to 6.
  • these methods have the problem that they require large amounts of consumables such as organic solvents and stationary phases for chromatography.
  • consumables such as organic solvents and stationary phases for chromatography.
  • there is no process for effectively removing colorants and alkaloids such as nicotine there is a need to devise ways to reduce the content of these substances before the final refining process.
  • alkanes are the main components of the wax components of the epicuticle, the outermost layer of the leaf, and tobacco leaves contain 5 to 10 mg per 1,000 square centimeters.
  • Methods for extracting and refining alkanes from tobacco leaves are known, for example, as disclosed in Non-Patent Document 1.
  • components such as nicotine are broadly eluted, so the components remain until the final process.
  • extracts as a final product are generally discussed in terms of purity, there are cases where undetectable contamination such as that mentioned above is a concern when using purification methods that produce high purity.
  • the present invention aims to provide a method for producing a tobacco extract that can efficiently obtain an extract containing high purity neophytadiene or alkanes from tobacco raw materials in a simple manner, a tobacco extract produced by the method, a tobacco material containing the tobacco extract, a tobacco rod, a flavor inhaler, and a smokeless tobacco.
  • Step 1 of preparing tobacco raw material A step 2 of subjecting the tobacco raw material to solid-liquid extraction using an aprotic solvent and removing solids to obtain an organic phase; Step 3: removing the aprotic solvent from the organic phase to obtain a residue; step 4, subjecting the residue to reduced pressure distillation to obtain a tobacco extract containing neophytadiene and a tobacco extract containing alkanes;
  • a method for producing a tobacco extract comprising:
  • step 5 between step 2 and step 3, of subjecting the organic phase to liquid-liquid extraction using water or an aqueous acid solution, and removing the aqueous phase.
  • aqueous acid solution is an aqueous solution of sulfuric acid, citric acid, or oxalic acid.
  • step 6 between step 2 and step 3, in which the organic phase obtained in step 2 or step 5 is subjected to normal phase chromatography using n-hexane as a mobile phase.
  • [8] A tobacco extract containing neophytadiene or an alkane, produced by the method according to any one of [1] to [7].
  • the tobacco material according to [13] which is a tobacco flavoring agent, a tobacco sheet, or tobacco shreds.
  • a tobacco rod comprising the tobacco material according to any one of [13] to [15].
  • the present invention provides a method for producing a tobacco extract that can efficiently obtain an extract containing high purity neophytadiene or alkanes from tobacco raw materials in a simple manner, a tobacco extract produced by the method, a tobacco material containing the tobacco extract, a tobacco rod, a flavor inhaler, and a smokeless tobacco.
  • FIG. 4 is a flowchart illustrating an example of a method according to the present embodiment.
  • FIG. 2 is a schematic diagram showing an example of a non-combustion heating type flavor inhaler according to the present embodiment.
  • 1 is a schematic diagram showing an example of a non-combustion heating type flavor inhalation system according to an embodiment of the present invention.
  • FIG. 2 is a schematic diagram showing an example of a non-combustion and non-heating type flavor inhaler according to the present embodiment.
  • FIG. 2 is a schematic diagram showing an example of a tobacco capsule of a non-combustion, non-heating type flavor inhaler according to the present embodiment.
  • FIG. 1 is a schematic diagram showing an example of a non-combustion heating type flavor inhalation system according to an embodiment of the present invention.
  • FIG. 2 is a schematic diagram showing an example of a non-combustion and non-heating type flavor inhaler according to the present embodiment.
  • FIG. 2 is a schematic diagram
  • FIG. 2 is a schematic diagram showing an example of a power supply unit of a non-combustion and non-heating type flavor inhaler according to the present embodiment.
  • FIG. 2 is a schematic diagram showing an example of a cartridge of a non-combustion and non-heating type flavor inhaler according to the present embodiment.
  • FIG. 2 is a schematic diagram showing an example of a cartridge of a non-combustion and non-heating type flavor inhaler according to the present embodiment.
  • 1 is a chromatogram of organic phase 1 obtained in step 2 of Example 1.
  • 1 is a chromatogram of organic phase 3 obtained in step 6 of Example 1.
  • 1 is a chromatogram of a fraction obtained at a heating temperature of 125° C. in step 4 of Example 1.
  • 1 is a chromatogram of a fraction obtained at a heating temperature of 160° C. in step 4 of Example 1.
  • 1 is a chromatogram of the residue obtained in step 4 of Example 1.
  • the method for producing a tobacco extract includes the following steps: step 1 of preparing a tobacco raw material, step 2 of subjecting the tobacco raw material to solid-liquid extraction using an aprotic solvent and removing solids to obtain an organic phase, step 3 of removing the aprotic solvent from the organic phase to obtain a residue, and step 4 of subjecting the residue to reduced pressure distillation to obtain a tobacco extract containing neophytadiene and a tobacco extract containing an alkane.
  • the crude extract obtained from the tobacco raw material is subjected to reduced pressure distillation, thereby reducing the amount of organic solvent and stationary phase used, and also removing tobacco-derived pigments and alkaloids that may be of concern in the purification process. Therefore, this method makes it possible to efficiently obtain an extract containing high-purity neophytadiene or alkanes from the tobacco raw material in a simple manner.
  • the method according to this embodiment may further include other steps in addition to steps 1 to 4.
  • steps 2 and 3 a step 5 may be further included in which the organic phase of step 2 is subjected to liquid-liquid extraction using water or an aqueous acid solution, and the aqueous phase is removed.
  • a step 6 may be further included in which the organic phase obtained in step 2 or step 5 is subjected to normal phase chromatography using n-hexane as the mobile phase.
  • a flow chart of an example of the method according to this embodiment is shown in Figure 1. Details of each step in the method according to this embodiment will be described below, but the method according to this embodiment is not limited to these.
  • a tobacco raw material is prepared.
  • the tobacco raw material is not particularly limited as long as it contains tobacco components, and for example, leaf tobacco can be used.
  • the type of leaf tobacco is not particularly limited, and examples include flue-cured, burley, orient, native, other Nicotiana tabacum varieties, and Nicotiana rustica varieties.
  • One type of leaf tobacco may be used, or two or more types may be used in combination.
  • at least one type of leaf tobacco selected from the group consisting of flue-cured and burley varieties is preferred from the viewpoint of containing a large amount of neophytadiene and alkanes, and flue-cured is more preferred.
  • leaf tobacco is not particularly limited, and from the viewpoint of improving extraction efficiency, finely powdered leaf tobacco is preferred. Note that, as leaf tobacco, solid matter discharged as waste from the leaf tobacco expansion process and fine leaf tobacco powder discharged from a leaf tobacco raw material factory may be used.
  • Step 2 the tobacco raw material from step 1 is subjected to solid-liquid extraction using an aprotic solvent, and solids are removed to obtain an organic phase.
  • neophytadiene and alkanes contained in the tobacco raw material are extracted as a crude extract.
  • the aprotic solvent serving as the extraction solvent from the viewpoint of being able to more selectively extract neophytadiene and alkanes, a water-insoluble organic solvent is preferable, and a hydrocarbon having 5 or 6 carbon atoms is more preferable.
  • the aprotic solvent is preferably hexane or heptane.
  • the amount of aprotic solvent added is preferably 100 parts by mass or more, and more preferably 300 to 1000 parts by mass, per 100 parts by mass of tobacco raw material.
  • the extraction operation can be carried out by stirring the aprotic solvent containing the tobacco raw material.
  • the extraction temperature is preferably 20 to 50°C, and the extraction time is preferably 5 minutes or more, and more preferably 3 hours or more.
  • the solid content which is the extraction residue, can be removed by filtering using, for example, a stainless steel mesh and separating it into an organic phase and solid content.
  • Step 5 the organic phase of step 2 is subjected to liquid-liquid extraction using water or an aqueous acid solution, and the aqueous phase is removed.
  • this step is optional, and when performed, it is performed between step 2 and step 3 described below.
  • the method according to this embodiment includes this step.
  • the aqueous acid solution is preferably an aqueous solution of sulfuric acid, citric acid, or oxalic acid.
  • the pH of the aqueous acid solution is preferably less than 7, more preferably 3 or less, and even more preferably 1 to 3, from the viewpoint of making it easier for alkaloids such as nicotine to migrate to the aqueous layer.
  • the pH of the aqueous acid solution is a value measured using a tabletop pH meter (trade name, manufactured by HORIBA).
  • the volume ratio of the organic phase to water in step 2 is preferably 1 to 100:100, more preferably 10 to 100:100.
  • the volume ratio of the organic phase to the acid aqueous solution in step 2 is preferably 1 to 1000:100, more preferably 10 to 500:100, depending on the pH of the acid aqueous solution.
  • the liquid-liquid extraction operation can be performed by stirring the mixed liquid.
  • a stirrer can be used in a batch system, or a countercurrent distribution extractor such as a settler mixer or a multi-stage liquid-liquid extraction tower can be used in a continuous system.
  • the extraction temperature is preferably 0 to 30°C, and the extraction time is preferably 1 to 60 minutes.
  • a salt such as sodium chloride may be added to the mixed liquid when performing liquid-liquid extraction.
  • a desiccant such as anhydrous sodium sulfate may be added to the extract obtained by separating and removing the aqueous phase to perform a dehydration operation in the extract.
  • Step 6 the organic phase obtained in step 2 or step 5 is subjected to normal phase chromatography using n-hexane as a mobile phase.
  • this step is optional, and if performed, it is performed between step 2 (if performed, step 5) and step 3 described below. However, since impurities can be removed more effectively by performing this step, it is preferable that the method according to this embodiment includes this step.
  • the organic phase obtained in step 2 or step 5 can be concentrated by an evaporator or the like before being subjected to normal phase chromatography.
  • the normal phase chromatography is not particularly limited, and for example, a commercially available product such as silica gel (Wakosil C-300, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) can be used.
  • silica gel Wakosil C-300, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
  • the separation operation can be performed, for example, under the following conditions.
  • Step 3 a residue is obtained by removing the aprotic solvent from the organic phase obtained in the step 2, the step 5, or the step 6.
  • the removal of the aprotic solvent can be carried out, for example, by using an evaporator or the like.
  • Step 4 the residue obtained in step 3 is subjected to reduced pressure distillation.
  • the reduced pressure distillation can be performed using, for example, a glass tube oven or a short path evaporator.
  • the pressure in the reduced pressure distillation is preferably 20 to 1000 Pa absolute.
  • the temperature in the reduced pressure distillation is preferably 120 to 230°C, depending on the pressure during distillation. For example, when the pressure in the reduced pressure distillation is 20 Pa absolute, the temperature in the reduced pressure distillation can be 120 to 150°C.
  • the temperature in the reduced pressure distillation can be 190 to 230°C.
  • the time for the reduced pressure distillation is preferably 1 minute to 6 hours, more preferably 5 minutes to 3 hours, depending on the apparatus and the pressure and temperature during distillation.
  • the tobacco extract according to the present embodiment is produced by the tobacco extract production method according to the present embodiment, and contains neophytadiene or an alkane. As described above, the tobacco extract containing neophytadiene is obtained as a fraction of the reduced pressure distillation in step 4, and the tobacco extract containing an alkane is obtained as a residue of the reduced pressure distillation in step 4.
  • the alkane can be an alkane having a carbon number of 25 to 35.
  • the tobacco extract according to the present embodiment is produced by the tobacco extract production method according to the present embodiment, and therefore has high purity and contains low amounts of pigments and alkaloids such as nicotine.
  • the neophytadiene-containing tobacco extract according to this embodiment preferably contains 80% or more by mass of neophytadiene, more preferably 90% or more by mass, even more preferably 95% or more by mass, and particularly preferably 97% or more by mass.
  • the neophytadiene-containing tobacco extract according to this embodiment preferably contains 1% or less by mass of nicotine, more preferably 0.1% or less by mass, and particularly preferably contains no nicotine.
  • the alkane-containing tobacco extract according to this embodiment preferably contains 50% by mass or more of alkanes, and particularly preferably 55% by mass or more.
  • the alkane-containing tobacco extract according to this embodiment preferably contains 1% by mass or less of nicotine, more preferably 0.1% by mass or less, and particularly preferably contains no nicotine.
  • the neophytadiene and alkane contents in the tobacco extract can be measured by GC-MS analysis.
  • the tobacco material according to the present embodiment includes the tobacco extract according to the present embodiment.
  • the tobacco material according to the present embodiment may include, for example, 3500 ppm or more of neophytadiene and 5000 ppm or more of an alkane.
  • the tobacco material according to the present embodiment is not particularly limited as long as it includes the tobacco extract according to the present embodiment, and examples of the tobacco material according to the present embodiment include tobacco flavorings such as liquid flavorings, tobacco sheets, and tobacco shreds.
  • a tobacco sheet is a sheet obtained by molding a composition containing aged tobacco leaves.
  • the aged tobacco leaves used for the tobacco sheet are not particularly limited, but may be, for example, those that have been deboned and separated into lamina and midrib.
  • Aged tobacco leaves refer to tobacco leaves that have been subjected to processes such as curing and long-term storage in a warehouse or the like.
  • a "sheet” refers to a material that has a pair of approximately parallel main and side surfaces.
  • a tobacco sheet can be molded by known methods such as a papermaking method, a casting method, or a rolling method. Details of various tobacco sheets molded by such methods are disclosed in "Encyclopedia of Tobacco, Tobacco Research Center, March 31, 2009." The manner in which the tobacco extract according to this embodiment is added to the tobacco sheet is not limited.
  • the tobacco extract according to the present embodiment may be dissolved in a solvent to prepare a liquid tobacco flavoring agent, which may then be sprayed or impregnated into a completed tobacco sheet, or the tobacco extract according to the present embodiment may be added when the tobacco sheet is molded.
  • a liquid tobacco flavoring agent for example, water-soluble components are extracted from aged tobacco leaves and separated into an aqueous extract and a residue, a mixture of the fibrous residue and pulp is made into paper, and a concentrated solution of the aqueous extract is added to the paper-made sheet, and the tobacco extract according to the present embodiment may be added to the aqueous extract.
  • water, pulp, binder, and ground aged tobacco are mixed to form a mixture, which is then cast, and the tobacco extract according to the present embodiment may be added to the mixture.
  • water, pulp, binder, and ground aged tobacco are mixed to form a mixture, which is then fed into multiple rolling rollers for rolling, and the tobacco extract according to the present embodiment may be added to the mixture.
  • a nonwoven tobacco sheet can be obtained by mixing ground aged tobacco with a binder to form a mixture, sandwiching the mixture between nonwoven fabrics, and forming the laminate into a certain shape by thermal welding.
  • the tobacco extract according to this embodiment can be added to the mixture.
  • the tobacco sheet may contain an aerosol-generating substrate.
  • the type of the aerosol-generating substrate is not particularly limited, and extracts from various natural products or their components can be selected according to the application.
  • Specific examples of the aerosol-generating substrate include polyhydric alcohols such as glycerin, propylene glycol, sorbitol, xylitol, and erythritol, triacetin, 1,3-butanediol, and mixtures thereof.
  • the content of the aerosol-generating substrate can be adjusted to various amounts depending on the form in which it is used in the tobacco product.
  • the content is usually 5% by mass or more, preferably 10% by mass or more, and more preferably 15% by mass or more, and usually 50% by mass or less, preferably 40% by mass or less, and more preferably 25% by mass or less, based on the total mass of the tobacco sheet, from the viewpoint of obtaining a good flavor.
  • Tobacco shreds can be aged tobacco leaves shredded to a specified size, the aforementioned tobacco sheets shredded to a specified size, or a mixture of these.
  • the size is not limited, and an example is a width of 0.5 to 2.0 mm and a length of 3 to 10 mm.
  • Tobacco shreds of this size are preferred in the aspect of filling a filling material described below.
  • Other examples of tobacco shreds include strand-type shreds, which are processed tobacco leaves shredded to a width of 0.5 to 2.0 mm and a length longer than the aforementioned tobacco shreds, preferably about the same length as cigarette paper.
  • the tobacco extract according to this embodiment may be added to the tobacco shreds, or to the raw material before cutting.
  • the tobacco shreds may contain the aerosol-generating substrate.
  • the content thereof is usually 5% by mass or more, preferably 10% by mass or more, and more preferably 15% by mass or more, relative to the mass of the tobacco shreds, from the viewpoint of generating a sufficient amount of aerosol and obtaining a good flavor, and is usually 50% by mass or less, preferably 40% by mass or less, and more preferably 25% by mass or less.
  • the tobacco rod according to the present embodiment includes the tobacco material according to the present embodiment.
  • the flavor inhaler according to the present embodiment includes the tobacco rod according to the present embodiment.
  • the flavor inhaler according to the present embodiment can be a non-combustion heating type flavor inhaler or a non-combustion non-heating type flavor inhaler.
  • a "flavor inhaler” refers to an item that allows a user to inhale flavors. Flavor inhalers are broadly divided into “combustion-type flavor inhalers” that generate flavors through combustion, and “non-combustion-type flavor inhalers” that generate flavors without combustion. Non-combustion-type flavor inhalers are further broadly divided into “non-combustion heating-type flavor inhalers” that generate flavors through heating, and “non-combustion non-heating-type flavor inhalers” that generate flavors without heating.
  • the combination of a device for generating aerosols such as a heating device or atomizing device
  • a non-combustion heating-type flavor inhaler is also referred to as a non-combustion heating-type flavor inhalation system.
  • FIG. 2 shows one embodiment of the non-combustion heating type flavor inhaler according to the present embodiment.
  • the non-combustion heating type flavor inhaler 20 includes a tobacco rod 20A, a cylindrical cooling part 20B having perforations on the circumference, and a filter part 20C.
  • the non-combustion heating type flavor inhaler 20 may include other members.
  • the axial length of the non-combustion heating type flavor inhaler 20 is not limited, but is preferably 40 to 90 mm, more preferably 50 to 75 mm, and even more preferably 50 to 60 mm or less.
  • the circumferential length of the non-combustion heating type flavor inhaler 20 is preferably 16 to 25 mm, more preferably 20 to 24 mm, and even more preferably 21 to 23 mm.
  • the tobacco rod 20A may have a length of 20 mm
  • the cooling part 20B may have a length of 20 mm
  • the filter part 20C may have a length of 7 mm.
  • the lengths of these individual members may be changed as appropriate depending on the manufacturing suitability, the required quality, and the like.
  • FIG. 2 shows an embodiment in which the first segment 25 is disposed, but it is also possible to dispose the first segment 25 and to dispose only the second segment 26 downstream of the cooling section 20B.
  • tobacco shreds or tobacco sheets containing the tobacco extract according to this embodiment can be used as the tobacco filler 21.
  • the method of filling the tobacco filler 21 into the cigarette paper 22 is not particularly limited, but for example, the tobacco filler 21 may be wrapped in the cigarette paper 22, or the tobacco filler 21 may be filled into a cylindrical cigarette paper 22.
  • the tobacco has a longitudinal direction, such as a rectangular shape, the tobacco may be filled so that the longitudinal direction is in an unspecified direction within the cigarette paper 22, or may be filled so that the tobacco is aligned in the axial direction of the tobacco rod 20A or aligned in a direction perpendicular to the axial direction.
  • the tobacco rod 20A is heated, the tobacco components, aerosol-generating substrate, and water contained in the tobacco filler 21 are vaporized and are available for inhalation.
  • the cooling section 20B is preferably constructed of a cylindrical member.
  • the cylindrical member may be, for example, a cardboard tube 23 formed by processing cardboard into a cylindrical shape.
  • the cooling section 20B may also be formed by a sheet of thin material that is wrinkled and then pleated, gathered, or folded to form a channel.
  • a sheet material selected from the group consisting of polyethylene, polypropylene, polyvinyl chloride, polyethylene terephthalate, polylactic acid, cellulose acetate, and aluminum foil may be used as such a material.
  • the total surface area of the cooling section 20B is appropriately adjusted in consideration of the cooling efficiency, and may be, for example, 300 to 1000 mm 2 /mm.
  • the cooling section 20B is preferably provided with perforations 24.
  • the presence of the perforations 24 allows outside air to be introduced into the cooling section 20B during inhalation. As a result, the aerosol vaporized components generated by heating the tobacco rod 20A come into contact with the outside air, and the temperature of the components is reduced, so that the components are liquefied, and an aerosol is formed.
  • the diameter (distance across) of the perforations 24 is not particularly limited, and may be, for example, 0.5 to 1.5 mm.
  • the number of perforations 24 is not particularly limited, and may be one or two or more. For example, a plurality of perforations 24 may be provided on the circumference of the cooling portion 20B.
  • the cooling section 20B may be rod-shaped with an axial length of, for example, 7 to 28 mm.
  • the axial length of the cooling section 20B may be 18 mm.
  • the cooling section 20B may have a substantially circular axial cross-sectional shape with a diameter of 5 to 10 mm.
  • the diameter of the cooling section may be approximately 7 mm.
  • Filter section 20C The configuration of the filter part 20C is not particularly limited, and may be composed of one or more filling layers. The outside of the filling layer may be wrapped with one or more wrapping papers.
  • the airflow resistance of the filter part 20C can be appropriately changed depending on the amount and material of the filling filled in the filter part 20C. For example, when the filling is cellulose acetate fiber, the airflow resistance can be increased by increasing the amount of cellulose acetate fiber filled in the filter part 20C. When the filling is cellulose acetate fiber, the packing density of the cellulose acetate fiber can be 0.13 to 0.18 g/cm 3.
  • the airflow resistance is a value measured by an airflow resistance measuring device (product name: SODIMAX, manufactured by SODIM).
  • the circumferential length of the filter part 20C is not particularly limited, but is preferably 16 to 25 mm, more preferably 20 to 24 mm, and even more preferably 21 to 23 mm.
  • the axial length of the filter part 20C (horizontal direction in FIG. 2) can be selected from 4 to 10 mm, and is selected so that the airflow resistance is 15 to 60 mmH 2 O/seg.
  • the axial length of the filter part 20C is preferably 5 to 9 mm, and more preferably 6 to 8 mm.
  • the cross-sectional shape of the filter part 20C is not particularly limited, but can be, for example, a circle, an ellipse, a polygon, etc.
  • a destructible capsule containing a fragrance, fragrance beads, or a fragrance may be directly added to the filter part 20C.
  • the filter section 20C may have a center hole section as the first segment 25.
  • the center hole section is composed of a first filling layer 25a having one or more hollow sections and an inner plug wrapper (inner wrapping paper) 25b that covers the filling layer.
  • the center hole section has the function of increasing the strength of the mouthpiece section.
  • the center hole section may not have an inner plug wrapper 25b and may maintain its shape by thermoforming.
  • the first filling layer 25a may be, for example, a rod with an inner diameter of ⁇ 5.0 to ⁇ 1.0 mm, in which cellulose acetate fibers are densely packed and a plasticizer containing triacetin is added at 6 to 20 mass% relative to the mass of cellulose acetate and hardened.
  • the filter section 20C may include a second segment 26.
  • the second segment 26 is composed of a second packed layer 26a and an inner plug wrapper (inner wrapping paper) 26b that covers the packed layer.
  • the first segment 25 and the second segment 26 are connected by an outer plug wrapper (outer wrapping paper) 27.
  • the outer plug wrapper 27 can be, for example, a cylindrical piece of paper.
  • the tobacco rod 20A, the cooling section 20B, and the already connected first segment 25 and second segment 26 are connected by a mouthpiece lining paper 28. These connections can be made, for example, by applying a vinyl acetate glue or other adhesive to the inner surface of the mouthpiece lining paper 28 and wrapping the three components. These components may be connected in multiple layers with multiple lining papers.
  • Non-combustion heating type flavor inhalation system An example of the non-combustion heating type flavor inhalation system according to the present embodiment is shown in Fig. 3.
  • the non-combustion heating type flavor inhalation system includes a non-combustion heating type flavor inhaler 20 and a heating device 10 that heats a tobacco rod 20A from the outside.
  • the heating device 10 includes a body 11, a heater 12, a metal tube 13, a battery unit 14, and a control unit 15.
  • the body 11 has a cylindrical recess 16, and the heater 12 and the metal tube 13 are disposed at a position corresponding to the tobacco rod 20A inserted therein.
  • the heater 13 can be a heater using electrical resistance, and is heated by being supplied with power from the battery unit 14 in response to an instruction from the control unit 15 that controls the temperature.
  • the heat generated by the heater 12 is transferred to the tobacco rod 20A through the metal tube 13, which has high thermal conductivity.
  • FIG. 3 shows an embodiment in which the heating device 10 heats the tobacco rod 20A from the outside, but it may also heat from the inside.
  • the heating temperature by the heating device 10 is not particularly limited, but is preferably 400°C or less, more preferably 150 to 400°C, and even more preferably 200 to 350°C.
  • the heating temperature refers to the temperature of the heater 12 of the heating device 10.
  • Non-burning, non-heating flavor inhaler 4 shows one aspect of the non-combustion non-heating flavor inhaler according to the present embodiment.
  • the non-combustion non-heating flavor inhaler 30 has a power supply unit 30D, a cartridge 30E, and a tobacco capsule 30F.
  • the non-combustion non-heating flavor inhaler 30 has a shape extending from a non-suction end u (upstream) to a mouth end d (downstream).
  • the cartridge 30E is detachable from the power supply unit 30D.
  • the tobacco capsule 30F is detachable from the cartridge 30E.
  • FIG. 5 shows an example of a tobacco capsule 30F.
  • the tobacco capsule 30F is a tobacco rod and has a flavor source 300 therein.
  • the flavor source 300 includes the tobacco material according to this embodiment.
  • the tobacco capsule 30F is connected to a cartridge 30E. Specifically, a portion of the tobacco capsule 30F is housed in the cartridge 30E.
  • the tobacco capsule 30F has a container 310 that contains the flavor source 300, a mesh body 320, a nonwoven fabric 330, and a cap 340.
  • the aerosol atomized by the atomization section 220 described below is introduced into the container 310 through the mesh body 320, and is flavored by contacting the flavor source 300.
  • the aerosol is then inhaled by the user through the nonwoven fabric 330.
  • the non-combustion, non-heating type flavor inhaler 30 can impart flavor to the aerosol without heating the flavor source 300.
  • substantially no aerosol is generated from the flavor source 300.
  • the length of the tobacco capsule 30F is preferably 40 mm or less, and more preferably 25 mm or less. In addition, in the direction of the aerosol flow, the length is preferably 1 mm or more, and more preferably 5 mm or more. In the direction perpendicular to the direction of the aerosol flow, the maximum length of the container 310 of the tobacco capsule 30F (container 310) is preferably 20 mm or less, and more preferably 10 mm or less. In addition, in the direction perpendicular to the direction of the aerosol flow, the maximum length of the tobacco capsule 30F (container 310) is preferably 1 mm or more, and more preferably 3 mm or more.
  • the flavor source 300 containing tobacco is composed of raw material pieces that impart flavor to the aerosol.
  • the lower limit of the size of the raw material pieces is preferably 0.2 to 1.2 mm, and more preferably 0.2 to 0.7 mm.
  • the smaller the size of the raw material pieces that constitute the flavor source 300 the greater the specific surface area, and therefore the easier it is to release the flavor components.
  • As the raw material pieces that constitute the flavor source 300 shredded tobacco containing the tobacco extract of this embodiment, or a molded product obtained by molding the tobacco material of this embodiment into a granular form, etc., can be used.
  • the flavor source 300 may contain flavorings such as plants other than tobacco (e.g., mint, herbs, etc.) and menthol.
  • the flavor source 300 containing tobacco may contain a flavoring agent.
  • flavoring agents include materials that exhibit sweetness, sourness, saltiness, umami, bitterness, astringency, richness, spiciness, harshness, and astringency.
  • materials that exhibit sweetness include sugars, sugar alcohols, and sweeteners.
  • sugars include monosaccharides, disaccharides, oligosaccharides, polysaccharides, etc.
  • sweeteners include natural sweeteners, synthetic sweeteners, etc.
  • the raw material pieces are obtained, for example, by sieving in accordance with JIS Z 8815 using a stainless steel sieve conforming to JIS Z 8801.
  • a stainless steel sieve having an opening of 0.71 mm is used to sieve the raw material pieces for 20 minutes by a dry mechanical shaking method to obtain raw material pieces that pass through the stainless steel sieve having an opening of 0.71 mm.
  • a stainless steel sieve having an opening of 0.212 mm is used to sieve the raw material pieces for 20 minutes by a dry mechanical shaking method to remove the raw material pieces that pass through the stainless steel sieve having an opening of 0.212 mm.
  • the amount of flavor source 300 contained in the container 310 is preferably 300 mg or more, and more preferably 350 mg or more.
  • the power supply unit 30D has a battery 110.
  • the battery 110 may be a disposable battery or a rechargeable battery.
  • the initial value of the output voltage of the battery 110 is preferably in the range of 1.2 V to 4.2 V.
  • the battery capacity of the battery 110 is preferably in the range of 100 mAh to 1000 mAh.
  • FIG. 7 is a cross-sectional view of an example of the cartridge 30E
  • Figure 8 is a diagram showing its internal structure.
  • the cartridge 30E has a reservoir 210, an atomizing section 220, a flow path forming body 230, an outer frame 240, and an end cap 250.
  • the cartridge 30E has a first flow path 200X, which is disposed downstream of the atomizing section 220, as an aerosol flow path.
  • the reservoir 210 stores the aerosol source 200.
  • the reservoir 210 is located around the flow path forming body 230 in a cross section perpendicular to the flow direction of the aerosol (direction from the non-suction end to the suction end (from upstream to downstream)).
  • the reservoir 210 is located in the gap between the flow path forming body 230 and the outer frame body 240.
  • the reservoir 210 is formed of a porous body such as a resin web or cotton, for example.
  • the reservoir 210 may also be formed of a tank that contains the liquid aerosol source 200. Examples of the aerosol source 200 include glycerin, propylene glycol, etc.
  • the atomization unit 220 atomizes the aerosol source 200 without combustion using power supplied from the battery 110.
  • the atomization unit 220 is composed of a heating wire (coil) wound at a predetermined pitch.
  • the atomization unit 220 is preferably composed of a heating wire having a resistance value in the range of 1.0 to 3.0 ⁇ .
  • the predetermined pitch is equal to or greater than the value at which the heating wires do not come into contact, and is preferably smaller than that.
  • the predetermined pitch is preferably, for example, 0.40 mm or less.
  • the predetermined pitch is preferably constant to stabilize the atomization of the aerosol source 200.
  • the predetermined pitch is the distance between the centers of adjacent heating wires.
  • the flow path forming body 230 has a cylindrical shape that forms a first flow path 200X that extends along the flow direction of the aerosol.
  • the outer frame body 240 has a cylindrical shape that houses the flow path forming body 230.
  • the outer frame body 240 extends downstream beyond the end cap 250 and houses a part of the tobacco capsule 30F.
  • the end cap 250 is a cap that closes the gap between the flow path forming body 230 and the outer frame body 240 from the downstream side. The end cap 250 prevents the aerosol source 200 stored in the reservoir 210 from leaking to the tobacco capsule 30F.
  • the smokeless tobacco according to the present embodiment includes the tobacco material according to the present embodiment.
  • Examples of the smokeless tobacco according to the present embodiment include heat-not-burn tobacco and E-cigarette.
  • Example 1 A ground product was obtained from tobacco leaves discharged from a cigarette manufacturing process.
  • the average particle size (D50) of the ground product was about 0.2 to 5 mm.
  • Step 2 500 g of the ground product was subjected to solid-liquid extraction using hexane.
  • the ground product and hexane were mixed in a weight ratio of 1:3.5 (ground product:hexane) and immersed at 20°C for 48 hours.
  • the solid content was then removed by filtration to obtain organic phase 1.
  • the results of analyzing organic phase 1 by GC-MS are shown in Figure 9.
  • Step 5 The organic phase 1 was subjected to liquid-liquid extraction using an aqueous acid solution containing 0.1% by mass of sulfuric acid and 10% by mass of sodium chloride, with a pH of 2.
  • the volume ratio of the organic phase 1 to the aqueous acid solution was 100:100.
  • the extraction temperature was 20° C., and the extraction time was 1 hour.
  • the liquid-liquid extraction was performed using a separatory funnel, and an organic phase 2 was obtained by removing the aqueous phase.
  • Step 6 The organic phase 2 was concentrated with an evaporator (product name: R-300 type, manufactured by Nippon Buchi), and the concentrated solution was subjected to normal phase chromatography using n-hexane as a mobile phase.
  • silica gel (Wakosil C-300, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was used for normal phase chromatography, and separation was performed under the following conditions.
  • Mobile phase n-hexane
  • the concentrated solution had a volume of about 10% of the silica gel, and hexane was used as the mobile phase at a volume of 150% of the silica gel.
  • the mobile phase was run and all of the eluent was collected to obtain organic phase 3 after normal phase chromatography.
  • the results of analyzing organic phase 3 by GC-MS are shown in FIG.
  • Step 3 The aprotic solvent (n-hexane) was distilled off from the organic phase 3 using an evaporator to obtain about 2.6 g of a residue.
  • Step 4 1.0 g of the residue was placed in a glass tube oven (product name: GTO-1000, manufactured by Shibata Chemical Industries, Ltd.) and subjected to reduced pressure distillation under conditions where substances with boiling points of 350 to 400° C. converted to normal pressure were evaporated. Specifically, 1.0 g of the residue was placed in a 10 ml glass container and distilled under reduced pressure of 30 Pa absolute pressure, at a heating temperature of 125 to 160° C. for a heating time of 1 hour, to obtain 0.06 g of a fraction recovered in a ⁇ 30 mm glass cooling bulb.
  • a glass tube oven product name: GTO-1000, manufactured by Shibata Chemical Industries, Ltd.
  • the obtained fraction was a colorless, transparent liquid at room temperature.
  • the fraction was diluted with n-hexane and analyzed by GC-MS, resulting in the chromatograms shown in Figure 11 (fraction obtained at a heating temperature of 125°C) and Figure 12 (fraction obtained at a heating temperature of 160°C).
  • the residue was dissolved in n-hexane and analyzed by GC-MS, resulting in the chromatogram shown in Figure 13.
  • the main peak in Figure 13 was an alkane with a carbon number of 25 to 35.
  • the peak area ratio of the alkane was 58.0%.
  • the GC-MS analysis conditions in this example are shown below.
  • Step 1 of preparing tobacco raw material A step 2 of subjecting the tobacco raw material to solid-liquid extraction using an aprotic solvent and removing solids to obtain an organic phase; Step 3: removing the aprotic solvent from the organic phase to obtain a residue; step 4, subjecting the residue to reduced pressure distillation to obtain a tobacco extract containing neophytadiene and a tobacco extract containing alkanes;
  • a method for producing a tobacco extract comprising:
  • step 5 between step 2 and step 3, of subjecting the organic phase to liquid-liquid extraction using water or an aqueous acid solution, and removing the aqueous phase.
  • aqueous acid solution is an aqueous solution of sulfuric acid, citric acid, or oxalic acid.
  • step 6 between step 2 and step 3, in which the organic phase obtained in step 2 or step 5 is subjected to normal phase chromatography using n-hexane as a mobile phase.
  • [8] A tobacco extract containing neophytadiene or an alkane, produced by the method according to any one of [1] to [7].
  • the tobacco material according to [13] which is a tobacco flavoring agent, a tobacco sheet, or tobacco shreds.
  • a tobacco rod comprising the tobacco material according to any one of [13] to [15].

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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
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  • General Health & Medical Sciences (AREA)
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PCT/JP2023/013911 2023-04-04 2023-04-04 たばこ抽出物及びその製造方法、たばこ材料、たばこロッド、香味吸引器、並びに無煙たばこ Ceased WO2024209528A1 (ja)

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PCT/JP2023/013911 WO2024209528A1 (ja) 2023-04-04 2023-04-04 たばこ抽出物及びその製造方法、たばこ材料、たばこロッド、香味吸引器、並びに無煙たばこ
EP23931940.3A EP4691272A1 (en) 2023-04-04 2023-04-04 Tobacco extract and method for producing same, tobacco material, tobacco rod, flavor inhaler, and smokeless tobacco

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See also references of EP4691272A1

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