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WO2025176685A1 - Paper sheet comprising a plant extract and stabilized nicotine - Google Patents

Paper sheet comprising a plant extract and stabilized nicotine

Info

Publication number
WO2025176685A1
WO2025176685A1 PCT/EP2025/054367 EP2025054367W WO2025176685A1 WO 2025176685 A1 WO2025176685 A1 WO 2025176685A1 EP 2025054367 W EP2025054367 W EP 2025054367W WO 2025176685 A1 WO2025176685 A1 WO 2025176685A1
Authority
WO
WIPO (PCT)
Prior art keywords
paper sheet
acid
plant
nicotine
mixtures
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.)
Pending
Application number
PCT/EP2025/054367
Other languages
French (fr)
Inventor
Nathalie DUROT
Stephane Dejoie
Olivier BRENNER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Swm Holdco Luxembourg
Original Assignee
Swm Holdco Luxembourg
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Swm Holdco Luxembourg filed Critical Swm Holdco Luxembourg
Publication of WO2025176685A1 publication Critical patent/WO2025176685A1/en
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10—Chemical features of tobacco products or tobacco substitutes
    • A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D1/00—Cigars; Cigarettes
    • A24D1/18—Selection of materials, other than tobacco, suitable for smoking

Definitions

  • the present disclosure belongs to the field of devices for heating tobacco without burning it and has as its subject a paper sheet comprising stabilized nicotine.
  • E-cigarettes generate a nicotine-containing aerosol by heating a solution of nicotine/nicotine salt and aerosol-generating agent contained in a cartridge of said e-cigarette.
  • the solution may also comprise flavors.
  • E-cigarettes offer a wide range of strengths and tastes by modulating the nicotine salt concentration and varying the nature and quantity of flavors.
  • it can be difficult to introduce the solution into the cartridge and the cartridge can leak during use. Nonetheless the user can get his/her hands dirty but it is also known that nicotine passes the skin barrier quickly and easily, posing a safety problem.
  • children can accidentally ingest e-liquid and suffer oral nicotine poisoning.
  • the inventors tried to add nicotine in neutral form and plant extract to paper sheets.
  • the nicotine added to the paper sheets may be released during the manufacturing and mainly during the storage of the paper sheets and of the consumables for heating device comprising these paper sheets.
  • the aerosols generated from these paper sheets comprise nicotine in neutral form but are not satisfactory since their amount of nicotine is too low and the physiological effect by the consumer of the neutral form of nicotine is too slow. Moreover, the aerosols may also be too harsh.
  • the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 22% to 93%, in particular from 35% to 85%, more particularly from 40% to 83%, and the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
  • the paper sheet of the present invention generates an aerosol providing nicotine in a satisfactory manner and having no unpleasant harshness and acidic taste, i.e. an aerosol which is satisfactory to the user.
  • the structure of nicotine is such that it comprises two nitrogen atoms that are capable of accepting protons from an acid and, accordingly, nicotine can be present in neutral form (the nonprotonated form), monoprotonated form, and/or diprotonated form.
  • the inventors are of the opinion that these results may be explained by:
  • the neutral form is volatile and thus is easily released during the manufacturing and mainly during the storage of said paper sheet and of the consumables for heating device comprising said paper sheet.
  • the neutral form gives more irritation and has a slower physiological effect than the monoprotonated form.
  • the aerosol generated from a paper sheet having a pH below 4.9 has an unpleasant, harsh and pungent taste and may even have deleterious physiological effects in certain cases due to the increase of the amount of an organic acid in said paper sheet.
  • the paper sheet of the present invention is a solid, it does not have the disadvantages of the solution contained in a cartridge of an e-cigarette.
  • the nicotine of the paper sheet of the present invention cannot spill on the skin of the user so that said nicotine does not pass the skin barrier and thus does not pose the safety problem posed by the nicotine of an e-cigarette.
  • the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 22% to 93%, in particular from 35% to 85%, more particularly from 40% to 83%, and the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
  • the term "fibrous support” denotes a base web made of cellulose-based plant fibers, in particular refined cellulose-based plant fibers.
  • the base web is typically obtained by a papermaking process.
  • the term “cellulose-based plant fibers” denotes fibers obtained by means of a chemical or mechanical or thermomechanical pulping process, such as wood fibers, hemp fibers, or annual plants fibers such as flax fibers for example, in particular wood fibers. A mixture of these cellulose-based plant fibers may also be used.
  • the cellulose-based plant fibers confer the mechanical strength properties to the paper sheet.
  • Wood fibers may be hardwood pulp, bleached hardwood pulp, softwood pulp, bleached softwood pulp, softwood fluff pulp, lyocell fibers (cellulose fibers which are ground and dissolved in N- methylmorpholine N-oxide monohydrate for the purpose of obtaining fibers with a cross section of variable shape (round, oval, cross-shaped, circular, lamellar cross section) with calibrated length and mass per unit length, which the person skilled in the art can choose depending on their needs), viscose fibers (fibers obtained by dissolving cellulose by means of modification of its hydroxyl groups by carbon disulfide (CS2) and then precipitating it in the presence of sulfuric acid (H2SO4) for the purpose of obtaining fibers with a cross section of variable shape (round, oval, cross-shaped, circular, lamellar cross section) with calibrated length and mass per unit length, which the person skilled in the art can choose depending on their needs) or mixtures thereof, in particular bleached softwood pulp, softwood pulp, softwood fluor fibers
  • the term “refined cellulose-based plant fibers” denotes cellulose-based plant fibers which have undergone a refining step enabling fibrillation and/or cutting of the cellulose-based plant fibers.
  • the refining step is conventionally carried out in a papermaking process, such as the papermaking process producing reconstituted papermaking tobacco.
  • aerosol-generating agent denotes a compound which allows the formation of an aerosol when it is heated.
  • the aerosol-generating agent may be a polyol, a non-polyol or mixtures thereof.
  • an aerosol generating agent that is a polyol may be glycerol, propylene glycol, sorbitol, triethylene glycol or mixtures thereof.
  • An aerosol generating agent that is a non-polyol may be glyceryl diacetate, glyceryl triacetate, triethyl citrate, isopropyl myristate or mixtures thereof.
  • the aerosol-generating agent may preferably be glycerol, propylene glycol, or a mixture of glycerol and propylene glycol, glycerol being preferred.
  • SAG be the total content by weight of solids of the aerosol-generating agent included in the paper sheet of the present invention.
  • SAG may be from 6% to 70%, in particular from 10% to 65%, more particularly from 15% to 42%.
  • salt of nicotine denotes a form of nicotine characterized by the interaction between nicotine in monoprotonated form or diprotonated form and an organic acid in carboxylate form.
  • the salt of nicotine may be formed in-situ or ex-situ by the reaction between the nicotine and an organic acid. The skilled person knows that this reaction is an equilibrium. Therefore, nicotine and organic acid may be present with the salt of nicotine formed in- situ or ex-situ.
  • the salt of nicotine may be purchased as such and added to the paper sheet of the present invention.
  • the pH of the paper sheet from 4.9 to 7.0 in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 may be obtained thanks to this organic acid.
  • the monoprotonated form of nicotine present in the paper sheet of the present invention may result from the formation of a salt of nicotine by a reaction between the nicotine and the organic acid.
  • the pH of the paper sheet of the present invention may depend on the pKa of the organic acid.
  • the organic acid may have: a pKa of less than or equal to 5, in particular less than 4, more particularly less than 3, and a vapor pressure at 25°C from 10 -10 to 20 mmHg, in particular from 10 -8 to 10 mmHg, more particularly from 10 8 to 1 mmHg, a boiling point above or equal to 300°C or both.
  • the organic acid having such pKa and such vapor pressure and/or such boiling point is represented by the organic acid having such pKa and such vapor pressure and/or such boiling point:
  • the organic acid may have several pKas.
  • a dicarboxylic acid has 2 pKas.
  • the lowest pKa of this organic acid may be less than or equal to 5, in particular less than 4, more particularly less than 3.
  • the molar ratio of nicotine:organic acid may be from 1 :0.1 to 1 :10, in particular from 1 :0.4 to 1 :5, more particularly from 1 :0.5 to 1 :3.
  • the paper sheet comprising the molar ratio in such ranges may have a pH in the above-mentioned ranges.
  • the term “plant extract” denotes all of the solventsoluble compounds of the plant.
  • the plant extract comprises compounds giving organoleptic properties and/or well-being properties to the aerosol. If the plant is a medicinal plant, then the plant extract gives therapeutic properties to the aerosol.
  • the solvent may be an apolar solvent, an aprotic polar solvent, a protic polar solvent, or mixtures thereof, in particular the solvent may be methanol, dichloromethane, ethanol, acetone, butanol, supercritical CO2, water or mixtures thereof, more particularly the solvent is ethanol, acetone, water or mixtures thereof, more particularly, the solvent is water.
  • An aerosol is generated during heating of the paper sheet of the invention.
  • the plant extract which comprises aromatic compounds confers aromas from the plant in this aerosol.
  • the organoleptic properties can be easily modified by simply changing the plant extract added to the paper sheet.
  • the organic acid of the paper sheet may be a compound of the plant extract added to the paper sheet.
  • a plant extract may confer to the paper sheet of the present invention a pH from 4.9 to 7.0, in particular from 5.0 to 6.0 , for instance from 5.5 to 6.0 or from 5.0 to 5.5 thanks to the organic acid present in said plant extract. Accordingly, said plant extract increases the naturalness of the paper sheet of the present invention.
  • the organic acid is thus added to the paper sheet to confer to said paper sheet a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5. This is especially true if no organic acid or an insufficient content of organic acid is present in the plant extract.
  • the skilled person can typically measure the pH of the paper sheet comprising a plant extract and devoid of an added organic acid.
  • the pH of said paper sheet is from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 without added organic acid, the plant extract conferring the right pH ranges to the paper sheet of the present invention.
  • the pH of said paper sheet is not from 4.9 to 7.0, in particular not from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, an organic acid must be added during the process to produce the paper sheet of the present invention.
  • Coffee, ginkgo biloba, star anise, licorice, angelica, sweet flag, caper, turmeric, Chinese mahogany, rose hip, tsao-ko or mixtures thereof, in particular coffee, ginkgo biloba, star anise, licorice or mixtures thereof, more particularly ginkgo biloba, star anise or mixtures thereof are an example of plant whose extract may confer to the paper sheet of the present invention a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 without the addition of an organic acid to said paper sheet.
  • the organoleptic properties and the therapeutic properties of the aerosol formed by heating said paper sheet may depend on the total content by weight of solids of the plant extract included in said paper sheet.
  • the total content by weight of solids of the plant extract depends on the plant used and, more particularly, on the content of aromatic compounds or of compounds having therapeutic or well-being properties of the plant used.
  • S P be the total content by weight of solids of the plant extract included in the paper sheet of the present invention.
  • S P may be from 1 % to 60%, in particular from 5% to 50%, more particularly from 10% to 35%.
  • an S P within these ranges of values makes it possible to generate, at a comfortable draw resistance, an aerosol having satisfactory organoleptic properties, i.e. having constant and high taste intensity and constant and higher volume.
  • the paper sheet to be analyzed is ground in order to achieve a particle size of less than or equal to 1 mm.
  • the paper sheet is then mixed with boiling water for 45 minutes in order to extract all of the plant extract.
  • SP is calculated by the difference between the dry weight of the sample of paper sheet to be analyzed and the dry weight of the fibrous residue after extraction.
  • the fibers of the fibrous support may consist of cellulose-based plant fibers.
  • the fibrous support may further comprise plant fibers.
  • the plant fibers may be for example of one same plant or of several plants.
  • the plant extract and the plant fibers can be independently obtained from a plant chosen from spore-producing plants, seed-producing plants and mixtures thereof.
  • the plant may be a plant chosen from food plants, aromatic plants, fragrant plants, medicinal plants, plants of the family Cannabaceae, and mixtures thereof.
  • the aerosol generated by heating the paper sheet may also have therapeutic properties so that the paper sheet can be used for a therapeutic treatment.
  • a plant extract obtained from a plant mixture makes it possible to offer a broad panel of organoleptic properties and/or therapeutic properties.
  • a plant mixture also makes it possible to counteract the unpleasant organoleptic properties of a plant of the mixture, for example a medicinal plant, with the pleasant organoleptic properties of another plant of the mixture, for example an aromatic plant or a fragrant plant.
  • the plant fibers can be obtained from a first plant and the plant extract can be obtained from a second plant. Indeed, this is because the fibers of a plant may not have mechanical properties which allow the formation of a fibrous support, but the extract of this plant may confer desired organoleptic properties and/or therapeutic properties on the aerosol. Conversely, the fibers of a plant may have mechanical properties which allow the formation of a fibrous support, but the extract of this plant may not confer desired organoleptic properties and/or therapeutic properties in the aerosol.
  • mixing plants to obtain the plant fibers makes it possible to adjust the mechanical properties of the paper sheet and/or the organoleptic or chemical properties of the aerosol.
  • the food plants are garlic, cardamom, coffee, ginger, lemon verbena, licorice, papaya, stevia, tea, cacao tree, chamomile, mate, rooibos, anise such as star anise (or badian) and green anise, or mixtures thereof, fennel, citronella, angelica, caper, turmeric, Chinese mahogany and tsao-ko.
  • the fragrant plants are lavender, marigolds, rose, eucalyptus, sweet flag.
  • the medicinal plants are those indicated in the document, list A of traditionally used medicinal plants (French pharmacopeia January 2016, published by the erson Nationale de Securite du Medicament (ANSM) [French National Agency for Drug and Health Product Safety] or plants known to comprise compounds which have therapeutic properties.
  • the medicinal plants listed are ginkgo biloba, ginseng, sour cherry, peppermint, sweet mint, willow and red vine.
  • the plant fibers and the plant extract of the paper sheet of the present invention may be derived from various plant parts, the plant parts being parts of the plant itself or the result of the processing of various plant parts.
  • the plant parts may be whole parts of the plant or debris originating from threshing or mixing and shredding the plant parts.
  • the plant parts may also be byproducts of extraction.
  • the plant parts may be selected from the plant parts richest in aromatic compounds conferring on the aerosol its organoleptic properties.
  • these parts may be the whole plant, the aerial plant parts, such as the flower bud, the branch bark, the stem bark, the leaves, the flower, the fruit and its peduncle, the seed, the petal, the flower head, or the underground parts, for example the bulb, the roots, the root bark, the rhizome, or mixtures thereof.
  • the plant part may also be the result of the mechanical, chemical or mechanical-chemical processing of one or more plant parts, such as for example the shell protecting the cacao bean resulting from the bean dehulling process.
  • the angelica fruit, the angelica bud, the angelica root, the caper bud, the tumeric root, the turmeric stem, the Chinese mahogany bud, the tsao-ko fruit, the garlic bulb, the coffee cherry, the star anise fruit, the rhizome of ginger, the licorice root, the needle, leaf and stem of rooibos, and the leaves of stevia, papaya or tea may for example be selected as parts.
  • clove flower buds the cloves
  • basil the laurel and sage leaves
  • mint oregano
  • rosemary and thyme leaves and flower head or the turmeric rhizome
  • turmeric rhizome may for example be selected as parts.
  • the lavender flower and flower head the sweet flag rhizome, rose hip or the rose flower bud and petals may be selected.
  • the plant may be tobacco, eucalyptus, angelica, anise such as star anise, green anise or mixtures thereof, hemp, cardamom, cocoa, cannabis, hop, dill, raspberry, bay laurel, nettle, pin, tendu, grape, fennel, lemongrass, lemon verbena, peppermint, spearmint, rooibos, chamomile, flax, ginger, ginkgo biloba, hazel, hibiscus, laurel, licorice, marigolds, matcha, star anis, yerba mate, mate, orange skin, papaya, rose, sage, tea such as green tea or black tea, thyme, clove, cinnamon, coffee, basil, bay leaves, cardamom, coriander, cumin, nutmeg, oregano, paprika, rosemary, saffron, lavender, lemon peel, mint, juniper, elderflower, vanilla, Wintergreen
  • the plant may be rooibos.
  • the plant may be star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof and the pH of the paper sheet of the present invention may be from 4.9 to 6.0.
  • the plant may be star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof
  • the pH of the paper sheet of the present invention may be from 4.9 to 6.0
  • the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
  • the plant may be mint, in particular sweet mint
  • the organic acid may benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
  • the plant may be mint, in particular sweet mint, and the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
  • the plant may be mint, in particular sweet mint
  • the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5
  • the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
  • the plant may be rooibos and the organic acid may benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
  • the plant may be rooibos and the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 4.9 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
  • the plant may be rooibos
  • the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 4.9 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5
  • the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
  • the paper sheet may have a basis weight of lower than 300 g/m 2 , in particular from 15 g/m 2 to 200 g/m 2 , more particularly from 30 g/m 2 to 150 g/m 2 .
  • a sample of 0.25 m 2 is cut out with a template (dimensions: 57.5 x 43.5 cm) at approximately 15 cm from the edge of the paper sheet to be analyzed.
  • the sample is then folded in four and placed on a hotplate so as to be dried thereon in order to remove the water without removing the aerosol-generating agent.
  • the dried sample is then weighed to determine the basis weight of the paper sheet.
  • the paper sheet may comprise:
  • a fibrous support comprising cellulose-based plant fibers, in particular consisting of cellulose- based plant fibers,
  • the paper sheet comprises an organic acid, in particular salicylic acid
  • the plant of the plant extract is mint, in particular sweet mint
  • the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 5.5, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
  • the cellulose-based plant fibers, the aerosol-generating agent, the plant extract, the nicotine and the salt of nicotine are as defined above in relation with the paper sheet of the present invention.
  • the solution formed during step a) and involved in step b) may comprise an organic acid as defined above in relation with the paper sheet of the present invention.
  • the molar ratio of nicotine:organic acid may be from 1 :0.1 to 1 :10, in particular from 1 :0.4 to 1 :5, more particularly from 1 :0.5 to 1 :3.
  • the pH of the solution formed during step a) and involved in step b) may be acidic, in particular from 3.5 to 6.0, more particularly from 4.3. to 5.2.
  • a solution having a pH in these ranges may enable the production of the paper sheet of the present invention.
  • the pH of the solution mainly depends on the amount of organic acid, nicotine and/or salt of nicotine in said solution.
  • the skilled person knows how to adjust the amount of organic acid, nicotine and/or salt of nicotine in the solution so that said solution has a pH in the above range.
  • the pH and the buffer power of the base web may depend on the type of fibers.
  • the pH of the solution may thus be adapted to the pH and the buffer power of the base web to enable the production of the paper sheet of the present invention.
  • the pH of the solution is determined using a pH electrode.
  • the pH of the base web is determined by the method described above determining the pH of the paper sheet of the present invention.
  • the paper sheet produced by the process of the present invention, and thus the base web of step b), may further comprise plant fibers.
  • the plant fibers are as defined above in relation with the paper sheet of the present invention.
  • a mixture of cellulose-based plant fibers and plant fibers may be passed through a papermaking machine to produce the base web involved in step b).
  • the plant fibers and the plant extract may be obtained in accordance with the following steps: d) mixing one or more plant parts with a solvent in order to extract the plant extract from the plant fibers, and e) separating the plant extract from the plant fibers.
  • the plant extract and the plant fibers are therefore typically obtained by means of a dissociation process.
  • step d) one or more plant parts are mixed with a solvent, for example in a digester, in order to extract the plant extract from the plant fibers.
  • step e) the plant extract is separated from the plant fibers, for example by passing through a screw press, in order to isolate and obtain, on the one hand, the plant fibers and, on the other hand, the plant extract.
  • the solvent may be an apolar solvent, an aprotic polar solvent, a protic polar solvent, or mixtures thereof, in particular the solvent may be methanol, dichloromethane, ethanol, acetone, butanol, supercritical CO2, water or mixtures thereof, more particularly the solvent is ethanol, acetone, water or mixtures thereof.
  • the solvent may be an aqueous solvent, most particularly the solvent is water.
  • the skilled person knows how to adapt the temperature of the solvent during step d) to the plant, to the plant part and to the plant parts to be treated.
  • the temperature of the solvent during the treatment of a root or of a bark will be higher than the temperature of the solvent during the treatment of a leaf or a petal.
  • the temperature of the solvent during step d) may be from 10°C to 100°C, in particular from 30°C to 90°C, more particularly from 40°C to 80°C.
  • the plant fibers may be refined in a refiner to produce the base web.
  • the plant fibers may originate from various plants.
  • the fibers of each plant can be obtained separately according to the dissociation process described above. They can subsequently be mixed such that this mixture of fibers from various plants passes through the papermaking machine so as to constitute the fibrous support. It is also possible to obtain fibers from various plants together by bringing together one or more parts of the various plants and then subjecting them to the dissociation process described above. The temperature of the water will then be adapted to the plants to be treated and, in particular, to the plant requiring the highest temperature of the water for extracting the extract of this plant. This alternative embodiment is very advantageous since it makes it possible to obtain the fibers of the various plants without carrying out several dissociation processes in parallel.
  • the plant extract may be an extract of various plants.
  • the extract of various plants can be obtained by mixing various plant extracts obtained separately according to the dissociation process described above. It is also possible to obtain the extract of various plants by bringing together one or more parts of the various plants and then subjecting them to the dissociation process described above. The temperature of the water will then be adapted to the plants to be treated and, in particular, to the plant requiring the highest temperature of the water for extracting the extract of this water-soluble plant.
  • This alternative embodiment is very advantageous since it makes it possible to obtain the extract of various plants without carrying out several processes in parallel. In these two situations, the extracts of various plants are involved in step a).
  • the solution may be formed during step a) by mixing in a solvent, in particular water, nicotine, the aerosol-generating agent, the plant extract and optionally the organic acid. Accordingly, the salt of nicotine is formed in-situ in the solution by reaction between the organic acid and the nicotine.
  • the organic acid may be mixed with the nicotine to form a mixture. Indeed, it advantageously favors the formation of the salt of nicotine,
  • the aerosol-generating agent and optionally the plant extract may then be added to this mixture to form a second mixture
  • the solution may be heated, if necessary, between 40°C and 60°C. This heating step favorize the solubilization of the components in the solution.
  • step b) can be carried out by impregnation or by spraying, in particular by impregnation.
  • the impregnation can be carried out by means of a size press.
  • the paper sheet of the invention may be used in an aerosol generating system.
  • the term “consumable” denotes the paper sheet according to the invention as such, a pouch comprising the paper sheet according to the invention, a capsule comprising the paper sheet according to the invention or a stick for a heating device comprising the paper sheet according to the invention.
  • the expression “aerosol generating system” denotes any device which allows the formation of an aerosol intended to be inhaled by a consumer.
  • the aerosol provides nicotine to the consumer.
  • the formation of harmful constituents during combustion is avoided, thereby very significantly reducing the consumer's exposure to said harmful constituents.
  • an aerosol generating system comprises, in the direction of the air flow, an air inlet, a heating body, a lodging intended to put in place and hold the consumable of the invention, and an air outlet intended to be introduced into the mouth of the user.
  • the air inlet, the heating body, the lodging and the air outlet are typically connected at least fluidically to one another.
  • the aerosol generating system can be a device for heating tobacco without burning it (such as IQOSTM or gioTM), an herb vaporizer (such as Pax®), or an hybrid technology (such as PloomTM Tech).
  • IQOSTM IQOSTM
  • gioTM an herb vaporizer
  • Pax® an herb vaporizer
  • PloomTM Tech an hybrid technology
  • the consumable is adapted to be introduced into a dedicated lodging of the aerosol generating system, and those skilled in the art will know how to adapt the consumable according to the dedicated lodging of the aerosol generating system.
  • the paper sheet according to the invention can be shaped so as to be adapted to the dedicated lodging of the aerosol generating system.
  • it may be in particulate form, in the form of crimped sheet, in the form of shredded sheet, in particular in the form of shredded sheet having a width from 0.5 mm to 1 mm.
  • the pouch can be made of paper with an inner volume and the paper sheet according to the invention is contained in the inner volume.
  • the paper sheet according to the invention may be shaped, in particular in particulate form, in the form of creped sheet, in the form of shredded sheet.
  • the paper sheet according to the invention may in particular be in the form of shredded sheet in a stick for an aerosol generating system.
  • the paper sheet included in the consumable may be able to be obtained by the process according to the invention as defined above.
  • the paper sheet according to the invention as defined above may also be used as a wrapper paper.
  • Example 1 Manufacturing of paper sheets.
  • Example 1 -1 according to the invention
  • the cellulose-based plant fibers are passed through a laboratory papermaking machine to obtain a base web.
  • the cellulose-based plant fibers are passed through a laboratory papermaking machine to obtain a base web.
  • Glycerol and plant extract are mixed with nicotine to form a mixture. Water is added to this mixture. This final mixture is heated to 48°C and stirred up to complete solubilisation to form a solution.
  • the solution is added to the base web by impregnation in a size press so as to obtain, after drying, the paper sheet.
  • Example 2 Determination of nicotine release.
  • Example 2A High temperature ageing.
  • Paper sheets of Example 1 -1 and Example 1 -2 are stored during 11 days under the following conditions: 40°C, 60% Relative Humidity.
  • Example 1 according to the invention in table 2 comprises Gingko extract.
  • Example 2 according to the invention in table 2 comprises green tea extract.
  • Example 3 according to the invention in table 2 comprises papaya extract.
  • Example 4 according to the invention in table 2 comprises stevia extract.
  • Example 5 according to the invention in table 2 comprises lemon verbena extract.
  • the 5 examples of example 3 have satisfactory nicotine loss after storage being less than 10% and, in some cases, less than 7%.

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Abstract

The present invention relates to a paper sheet comprising a plant extract and nicotine stabilized thanks to the pH of the paper sheet.

Description

Description
PAPER SHEET COMPRISING A PLANT EXTRACT AND STABILIZED NICOTINE
Technical Field
[0001] The present disclosure belongs to the field of devices for heating tobacco without burning it and has as its subject a paper sheet comprising stabilized nicotine.
Backg ound Art
[0002] In recent years a large number of devices have been developed to provide nicotine to a user while avoiding the formation of harmful constituents during tobacco combustion. Such devices are, for example, e-cigarette and devices for heating tobacco without burning it.
[0003] E-cigarettes generate a nicotine-containing aerosol by heating a solution of nicotine/nicotine salt and aerosol-generating agent contained in a cartridge of said e-cigarette. The solution may also comprise flavors. E-cigarettes offer a wide range of strengths and tastes by modulating the nicotine salt concentration and varying the nature and quantity of flavors. However, it can be difficult to introduce the solution into the cartridge and the cartridge can leak during use. Nonetheless the user can get his/her hands dirty but it is also known that nicotine passes the skin barrier quickly and easily, posing a safety problem. In addition, children can accidentally ingest e-liquid and suffer oral nicotine poisoning.
[0004] Devices for heating tobacco without burning it are an alternative to the E-cigarette. WO 2016/026810 and WO 2016/207407 describe such heating devices. Tobacco sticks are placed into these heating devices, the tobacco is then heated by the heating device without being burnt, which leads to the formation of an aerosol when the user sucks in air through the device. The generated aerosol has advantageous organoleptic properties when it is inhaled by the user.
[0005] It may be advantageous to offer the user of these heating devices aromas that are different from those of tobacco or a neutral aroma. That is the reason why reconstituted plant sheets, such as the ones described in WO 2019/0431 19, have been developed. The aerosols generated from these reconstituted plant sheets have satisfactory organoleptic properties. However, these reconstituted plant sheets are free of nicotine. Therefore, the aerosols generated from these reconstituted plant sheets do not provide a fully satisfactory experience for users of heating devices and for smoker since they do not provide nicotine. Moreover, these reconstituted plant sheets may be difficult to produce since the plant fibers may be difficult to process.
[0006] To solve this technical problem, the inventors tried to add nicotine in neutral form and plant extract to paper sheets. However, they noticed that the nicotine added to the paper sheets may be released during the manufacturing and mainly during the storage of the paper sheets and of the consumables for heating device comprising these paper sheets. The aerosols generated from these paper sheets comprise nicotine in neutral form but are not satisfactory since their amount of nicotine is too low and the physiological effect by the consumer of the neutral form of nicotine is too slow. Moreover, the aerosols may also be too harsh.
[0007] To solve this second technical problem, the inventors tried to stabilize the nicotine by adding an acid to form a salt of nicotine. However, they noticed that the aerosols generated from the paper sheets comprising a salt of nicotine may still be unsatisfactory since, under certain circumstances:
- they comprise an amount of nicotine that is still lower than targeted,
- they are still too harsh, and/or
- they have an unpleasant acidic taste.
Technical problem
[0008] There is therefore a need for a paper sheet comprising nicotine that generates an aerosol which is satisfactory to the user.
[0009] It is thus to the credit of the inventors to have found that it is possible to meet this need by means of a paper sheet comprising a salt of nicotine and having a specific range of pH.
Summary
[0010] It is proposed a paper sheet comprising:
- a fibrous support comprising cellulose-based plant fibers,
- an aerosol-generating agent,
- a plant extract, and
- nicotine, a salt of nicotine or mixtures thereof, characterized in that the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 22% to 93%, in particular from 35% to 85%, more particularly from 40% to 83%, and the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
[0011] Advantageously, in these ranges of pH, the paper sheet of the present invention generates an aerosol providing nicotine in a satisfactory manner and having no unpleasant harshness and acidic taste, i.e. an aerosol which is satisfactory to the user.
[0012] The structure of nicotine is such that it comprises two nitrogen atoms that are capable of accepting protons from an acid and, accordingly, nicotine can be present in neutral form (the nonprotonated form), monoprotonated form, and/or diprotonated form. Without wishing to be bound to any theory, the inventors are of the opinion that these results may be explained by:
- the monoprotonated form of nicotine being the main form of nicotine in the paper sheet of the present invention having the pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5. The monoprotonated form of nicotine is stable during the manufacture and the storage of the paper sheet of the present invention. Moreover, the monoprotonated form of nicotine is efficiently released in the aerosol during the use of the paper sheet of the present invention in a heating device and is known to have a physiological absorption profile comparable to a classical cigarette,
- the increase of the proportion of the neutral form of nicotine in a paper sheet having a pH above 7. The neutral form is volatile and thus is easily released during the manufacturing and mainly during the storage of said paper sheet and of the consumables for heating device comprising said paper sheet. Moreover, the neutral form gives more irritation and has a slower physiological effect than the monoprotonated form. [0013] Moreover, the aerosol generated from a paper sheet having a pH below 4.9 has an unpleasant, harsh and pungent taste and may even have deleterious physiological effects in certain cases due to the increase of the amount of an organic acid in said paper sheet.
[0014] Moreover, the amount of aerosol generated from the paper sheet of the present invention is satisfactory thanks to the aerosol-generating agent.
[0015] Furthermore, since the paper sheet of the present invention is a solid, it does not have the disadvantages of the solution contained in a cartridge of an e-cigarette. In particular, the nicotine of the paper sheet of the present invention cannot spill on the skin of the user so that said nicotine does not pass the skin barrier and thus does not pose the safety problem posed by the nicotine of an e-cigarette.
[0016] In another aspect, it is proposed a process for producing a paper sheet as defined above, comprising the following steps: a) forming a solution comprising:
- the aerosol-generating agent,
- the nicotine, the salt of nicotine or mixtures thereof, and
- the plant extract, b) bringing the solution into contact with a base web produced from cellulose-based plant fibers to obtain a wet paper sheet, and c) drying the wet paper sheet to produce the paper sheet.
Description of Embodiments
[0017] It is proposed a paper sheet comprising:
- a fibrous support comprising cellulose-based plant fibers,
- an aerosol-generating agent,
- a plant extract, and
- nicotine, a salt of nicotine or mixtures thereof, characterized in that the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 22% to 93%, in particular from 35% to 85%, more particularly from 40% to 83%, and the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
[0018] The pH of the paper sheet of the present invention is measured as follows:
- grinding the paper sheet to obtain particles below 1 mm,
- weighing 5.0 +/- 0.1 mg of grounded paper sheet and mixing with 100.0 +/- 0.1 g of deionized water, the resistivity of the deionized water being below 18.2 Megohm/cm,
- stirring magnetically the sample in water during 15 min at a temperature of 20°C,
- measuring the pH.
[0019] For the purposes of the present application, the term "fibrous support" denotes a base web made of cellulose-based plant fibers, in particular refined cellulose-based plant fibers. The base web is typically obtained by a papermaking process. [0020] For the purposes of the present application, the term “cellulose-based plant fibers” denotes fibers obtained by means of a chemical or mechanical or thermomechanical pulping process, such as wood fibers, hemp fibers, or annual plants fibers such as flax fibers for example, in particular wood fibers. A mixture of these cellulose-based plant fibers may also be used.
[0021] The cellulose-based plant fibers confer the mechanical strength properties to the paper sheet.
[0022] Wood fibers may be hardwood pulp, bleached hardwood pulp, softwood pulp, bleached softwood pulp, softwood fluff pulp, lyocell fibers (cellulose fibers which are ground and dissolved in N- methylmorpholine N-oxide monohydrate for the purpose of obtaining fibers with a cross section of variable shape (round, oval, cross-shaped, circular, lamellar cross section) with calibrated length and mass per unit length, which the person skilled in the art can choose depending on their needs), viscose fibers (fibers obtained by dissolving cellulose by means of modification of its hydroxyl groups by carbon disulfide (CS2) and then precipitating it in the presence of sulfuric acid (H2SO4) for the purpose of obtaining fibers with a cross section of variable shape (round, oval, cross-shaped, circular, lamellar cross section) with calibrated length and mass per unit length, which the person skilled in the art can choose depending on their needs) or mixtures thereof, in particular bleached softwood pulp, softwood pulp, softwood fluff pulp, lyocell fibers, viscose fibers or mixtures thereof, more particularly softwood pulp, bleached softwood pulp, or mixtures thereof.
[0023] For the purposes of the present application, the term “refined cellulose-based plant fibers” denotes cellulose-based plant fibers which have undergone a refining step enabling fibrillation and/or cutting of the cellulose-based plant fibers. The refining step is conventionally carried out in a papermaking process, such as the papermaking process producing reconstituted papermaking tobacco.
[0024] For the purposes of the present application, the term “aerosol-generating agent” denotes a compound which allows the formation of an aerosol when it is heated.
[0025] The aerosol-generating agent may be a polyol, a non-polyol or mixtures thereof. Typically, an aerosol generating agent that is a polyol may be glycerol, propylene glycol, sorbitol, triethylene glycol or mixtures thereof. An aerosol generating agent that is a non-polyol may be glyceryl diacetate, glyceryl triacetate, triethyl citrate, isopropyl myristate or mixtures thereof.
[0026] The aerosol-generating agent may preferably be glycerol, propylene glycol, or a mixture of glycerol and propylene glycol, glycerol being preferred.
[0027] Let SAG be the total content by weight of solids of the aerosol-generating agent included in the paper sheet of the present invention. SAG may be from 6% to 70%, in particular from 10% to 65%, more particularly from 15% to 42%.
[0028] The volume of the aerosol generated from a paper sheet having an SAG lower than the ranges mentioned above is too low to be pleasant. This aerosol is also not tasteful.
[0029] For the purposes of the present application, “salt of nicotine” denotes a form of nicotine characterized by the interaction between nicotine in monoprotonated form or diprotonated form and an organic acid in carboxylate form. [0030] In the paper sheet of the present invention, the salt of nicotine may be formed in-situ or ex-situ by the reaction between the nicotine and an organic acid. The skilled person knows that this reaction is an equilibrium. Therefore, nicotine and organic acid may be present with the salt of nicotine formed in- situ or ex-situ.
[0031] Alternatively, the salt of nicotine may be purchased as such and added to the paper sheet of the present invention.
[0032] The total content by weight of solids of nicotine in the paper sheet may be from 0.1 % to 8%, in particular from 0.5% to 4%, more particularly from 0.75% to 3%.
[0033] Advantageously, the paper sheet comprising the nicotine in such ranges generates an aerosol which enables the user to get a nicotine experience similar to the experience provided by the aerosol generated by a classical tobacco heating device and by a smoke generated by a combusted tobacco product.
[0034] The paper sheet of the present invention may comprise an organic acid.
Advantageously, the pH of the paper sheet from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 may be obtained thanks to this organic acid.
Moreover, the monoprotonated form of nicotine present in the paper sheet of the present invention may result from the formation of a salt of nicotine by a reaction between the nicotine and the organic acid.
[0035] The pH of the paper sheet of the present invention may depend on the pKa of the organic acid.
[0036] Typically, the organic acid may have: a pKa of less than or equal to 5, in particular less than 4, more particularly less than 3, and a vapor pressure at 25°C from 10-10 to 20 mmHg, in particular from 10-8 to 10 mmHg, more particularly from 10 8 to 1 mmHg, a boiling point above or equal to 300°C or both.
[0037] Advantageously, the organic acid having such pKa and such vapor pressure and/or such boiling point:
- favors the formation of the salt of nicotine in the paper sheet of the present invention with a low quantity of organic acid,
- limits the transfer of the organic acid in the aerosol generated by the paper sheet of the present invention thereby limiting the acidic taste of said aerosol, and
- limits the loss of acid during the manufacture of the paper sheet of the present invention.
[0038] The organic acid may have several pKas. For example, a dicarboxylic acid has 2 pKas. In this case, the lowest pKa of this organic acid may be less than or equal to 5, in particular less than 4, more particularly less than 3.
[0039] The organic acid may be alginic acid, aspartic acid, benzoic acid, citric acid, fumaric acid, glutamic acid, glycolic acid, lactic acid, levulinic acid, malic acid, pectic acid, pyruvic acid, salicylic acid, tartaric acid, glucuronic acid, galacturonic acid, myristic acid or mixtures thereof, in particular benzoic acid, citric acid, fumaric acid, glycolic acid, lactic acid, levulinic acid, malic acid, pyruvic acid, salicylic acid or mixtures thereof, more particularly benzoic acid, citric acid, malic acid, lactic acid, levulinic acid, salicylic acid or mixtures thereof. [0040] Advantageously, the organic acids of this list are mostly natural based products, thereby improving the naturality of the paper sheet of the present invention.
[0041] The molar ratio of nicotine:organic acid may be from 1 :0.1 to 1 :10, in particular from 1 :0.4 to 1 :5, more particularly from 1 :0.5 to 1 :3. Advantageously, the paper sheet comprising the molar ratio in such ranges may have a pH in the above-mentioned ranges.
[0042] For the purposes of the present application, the term “plant extract” denotes all of the solventsoluble compounds of the plant. Advantageously, the plant extract comprises compounds giving organoleptic properties and/or well-being properties to the aerosol. If the plant is a medicinal plant, then the plant extract gives therapeutic properties to the aerosol.
[0043] Typically, the solvent may be an apolar solvent, an aprotic polar solvent, a protic polar solvent, or mixtures thereof, in particular the solvent may be methanol, dichloromethane, ethanol, acetone, butanol, supercritical CO2, water or mixtures thereof, more particularly the solvent is ethanol, acetone, water or mixtures thereof, more particularly, the solvent is water.
[0044] An aerosol is generated during heating of the paper sheet of the invention. Advantageously, the plant extract which comprises aromatic compounds confers aromas from the plant in this aerosol.
[0045] Moreover, the organoleptic properties can be easily modified by simply changing the plant extract added to the paper sheet.
[0046] The organic acid of the paper sheet may be a compound of the plant extract added to the paper sheet.
[0047] Indeed, the inventors noticed that a plant extract may confer to the paper sheet of the present invention a pH from 4.9 to 7.0, in particular from 5.0 to 6.0 , for instance from 5.5 to 6.0 or from 5.0 to 5.5 thanks to the organic acid present in said plant extract. Accordingly, said plant extract increases the naturalness of the paper sheet of the present invention.
[0048] In case the plant extract does not confer to the paper sheet a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, the organic acid is thus added to the paper sheet to confer to said paper sheet a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5. This is especially true if no organic acid or an insufficient content of organic acid is present in the plant extract.
[0049] Without wishing to be bound by any theory, to determine if the plant extract confers to the paper sheet of the present invention a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, the skilled person can typically measure the pH of the paper sheet comprising a plant extract and devoid of an added organic acid.
In one embodiment, the pH of said paper sheet is from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 without added organic acid, the plant extract conferring the right pH ranges to the paper sheet of the present invention.
In another embodiment, the pH of said paper sheet is not from 4.9 to 7.0, in particular not from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, an organic acid must be added during the process to produce the paper sheet of the present invention. [0050] Coffee, ginkgo biloba, star anise, licorice, angelica, sweet flag, caper, turmeric, Chinese mahogany, rose hip, tsao-ko or mixtures thereof, in particular coffee, ginkgo biloba, star anise, licorice or mixtures thereof, more particularly ginkgo biloba, star anise or mixtures thereof are an example of plant whose extract may confer to the paper sheet of the present invention a pH from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5 without the addition of an organic acid to said paper sheet.
[0051] The organoleptic properties and the therapeutic properties of the aerosol formed by heating said paper sheet may depend on the total content by weight of solids of the plant extract included in said paper sheet.
[0052] The total content by weight of solids of the plant extract depends on the plant used and, more particularly, on the content of aromatic compounds or of compounds having therapeutic or well-being properties of the plant used.
[0053] Let SP be the total content by weight of solids of the plant extract included in the paper sheet of the present invention. SP may be from 1 % to 60%, in particular from 5% to 50%, more particularly from 10% to 35%.
[0054] Advantageously, an SP within these ranges of values makes it possible to generate, at a comfortable draw resistance, an aerosol having satisfactory organoleptic properties, i.e. having constant and high taste intensity and constant and higher volume.
[0055] To determine Sp, use may be made of the following method: the paper sheet to be analyzed is ground in order to achieve a particle size of less than or equal to 1 mm. The paper sheet is then mixed with boiling water for 45 minutes in order to extract all of the plant extract. SP is calculated by the difference between the dry weight of the sample of paper sheet to be analyzed and the dry weight of the fibrous residue after extraction.
[0056] The fibers of the fibrous support may consist of cellulose-based plant fibers.
[0057] Alternatively, the fibrous support may further comprise plant fibers.
[0058] The plant fibers may be for example of one same plant or of several plants.
[0059] Typically, the total content by weight of solids of the plant fibers included in the paper sheet may be less than 71 %, in particular from 3% to 60%, more particularly from 5% to 55% by weight of solids of the paper sheet, the remaining fibers of the paper sheet being the cellulose-based plant fibers.
[0060] The plant extract and the plant fibers can be independently obtained from a plant chosen from spore-producing plants, seed-producing plants and mixtures thereof. In particular, the plant may be a plant chosen from food plants, aromatic plants, fragrant plants, medicinal plants, plants of the family Cannabaceae, and mixtures thereof.
[0061] If the plant is a medicinal plant, the aerosol generated by heating the paper sheet may also have therapeutic properties so that the paper sheet can be used for a therapeutic treatment.
[0062] Advantageously, a plant extract obtained from a plant mixture makes it possible to offer a broad panel of organoleptic properties and/or therapeutic properties. A plant mixture also makes it possible to counteract the unpleasant organoleptic properties of a plant of the mixture, for example a medicinal plant, with the pleasant organoleptic properties of another plant of the mixture, for example an aromatic plant or a fragrant plant.
[0063] The plant fibers can be obtained from a first plant and the plant extract can be obtained from a second plant. Indeed, this is because the fibers of a plant may not have mechanical properties which allow the formation of a fibrous support, but the extract of this plant may confer desired organoleptic properties and/or therapeutic properties on the aerosol. Conversely, the fibers of a plant may have mechanical properties which allow the formation of a fibrous support, but the extract of this plant may not confer desired organoleptic properties and/or therapeutic properties in the aerosol.
[0064] Advantageously, mixing plants to obtain the plant fibers makes it possible to adjust the mechanical properties of the paper sheet and/or the organoleptic or chemical properties of the aerosol.
[0065] Typically, the food plants are garlic, cardamom, coffee, ginger, lemon verbena, licorice, papaya, stevia, tea, cacao tree, chamomile, mate, rooibos, anise such as star anise (or badian) and green anise, or mixtures thereof, fennel, citronella, angelica, caper, turmeric, Chinese mahogany and tsao-ko.
[0066] Typically, the aromatic plants are basil, turmeric, clove, laurel, oregano, mint, rosemary, sage, thyme.
[0067] Typically, the fragrant plants are lavender, marigolds, rose, eucalyptus, sweet flag.
[0068] Typically, the medicinal plants are those indicated in the document, list A of traditionally used medicinal plants (French pharmacopeia January 2016, published by the Agence Nationale de Securite du Medicament (ANSM) [French National Agency for Drug and Health Product Safety] or plants known to comprise compounds which have therapeutic properties. Typically, the medicinal plants listed are ginkgo biloba, ginseng, sour cherry, peppermint, sweet mint, willow and red vine.
[0069] Typically, eucalyptus is among the medicinal plants known to comprise compounds which have therapeutic properties.
[0070] Typically, the plant fibers and the plant extract of the paper sheet of the present invention may be derived from various plant parts, the plant parts being parts of the plant itself or the result of the processing of various plant parts. Typically, the plant parts may be whole parts of the plant or debris originating from threshing or mixing and shredding the plant parts. The plant parts may also be byproducts of extraction.
[0071] Typically, the plant parts may be selected from the plant parts richest in aromatic compounds conferring on the aerosol its organoleptic properties. Typically, these parts may be the whole plant, the aerial plant parts, such as the flower bud, the branch bark, the stem bark, the leaves, the flower, the fruit and its peduncle, the seed, the petal, the flower head, or the underground parts, for example the bulb, the roots, the root bark, the rhizome, or mixtures thereof. The plant part may also be the result of the mechanical, chemical or mechanical-chemical processing of one or more plant parts, such as for example the shell protecting the cacao bean resulting from the bean dehulling process.
[0072] Among the food plants, the angelica fruit, the angelica bud, the angelica root, the caper bud, the tumeric root, the turmeric stem, the Chinese mahogany bud, the tsao-ko fruit, the garlic bulb, the coffee cherry, the star anise fruit, the rhizome of ginger, the licorice root, the needle, leaf and stem of rooibos, and the leaves of stevia, papaya or tea may for example be selected as parts.
[0073] Among the aromatic plants, clove flower buds (the cloves), basil, laurel and sage leaves, mint, oregano, rosemary and thyme leaves and flower head, or the turmeric rhizome may for example be selected as parts.
[0074] Typically, among the fragrant plants, the lavender flower and flower head, the sweet flag rhizome, rose hip or the rose flower bud and petals may be selected.
[0075] Among the medicinal plants listed in the French pharmacopeia, gingko leaf, the underground part of ginseng, the peduncle of the sour cherry fruit (cherry stalk), the leaves and flower head of peppermint, the stem bark and the leaves of willow, or the leaves of red vine may for example be selected.
[0076] The plant may be tobacco, eucalyptus, angelica, anise such as star anise, green anise or mixtures thereof, hemp, cardamom, cocoa, cannabis, hop, dill, raspberry, bay laurel, nettle, pin, tendu, grape, fennel, lemongrass, lemon verbena, peppermint, spearmint, rooibos, chamomile, flax, ginger, ginkgo biloba, hazel, hibiscus, laurel, licorice, marigolds, matcha, star anis, yerba mate, mate, orange skin, papaya, rose, sage, tea such as green tea or black tea, thyme, clove, cinnamon, coffee, basil, bay leaves, cardamom, coriander, cumin, nutmeg, oregano, paprika, rosemary, saffron, lavender, lemon peel, mint, juniper, elderflower, vanilla, Wintergreen, beefsteak plant, sorrel, curcuma, turmeric, sandalwood, cilantro, bergamot, orange blossom, myrtle, cassis, valerian, pimento, mace, damien, marjoram, olive, lemon balm, lemon basil, chive, carvi, verbena, tarragon, geranium, mulberry, ginseng, theanine, theacrine, maca, ashwagandha, damiana, guarana, chlorophyll, baobab, stevia or mixtures thereof, in particular anise such as star anise, green anise or mixtures thereof, star anis, yerba mate, cocoa, lemon balm, myrtle, lavender, hazel cardamom, cinnamon, eucalyptus, fennel, ginger, ginkgo biloba, mint, peppermint, laurel, lemon verbena, licorice, marigolds, papaya, rooibos, rosemary, sage, sorrel, stevia, tea such as green tea or black tea or mixtures thereof, more particularly star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof, even more particularly mint or rooibos.
[0077] The plant may be rooibos.
[0078] For example, the plant may be star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof and the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof.
[0079] For example, the plant may be star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof and the pH of the paper sheet of the present invention may be from 4.9 to 6.0. [0080] For example, the plant may be star anis, yerba mate, ginkgo biloba, mint, laurel, eucalyptus, cocoa, lemon balm, lemon verbena, myrtle, lavender, hazel, green anise, sage, rooibos, tea such as green tea or black tea or mixtures thereof, the pH of the paper sheet of the present invention may be from 4.9 to 6.0, and the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
[0081] For example, the plant may be mint, in particular sweet mint, and the organic acid may benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
[0082] For example, the plant may be mint, in particular sweet mint, and the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
[0083] For example, the plant may be mint, in particular sweet mint, the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 5.0 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, and the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
[0084] For example, the plant may be rooibos and the organic acid may benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
[0085] For example, the plant may be rooibos and the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 4.9 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
[0086] For example, the plant may be rooibos, the pH of the paper sheet of the present invention may be from 4.9 to 7.0, in particular from 4.9 to 6.0, for instance from 5.5 to 6.0 or from 5.0 to 5.5, and the organic acid may be benzoic acid, levulinic acid, salicylic acid, lactic acid, malic acid, citric acid or mixtures thereof, in particular salicylic acid, malic acid or mixtures thereof, more particularly salicylic acid.
[0087] Typically, the paper sheet may have a basis weight of lower than 300 g/m2, in particular from 15 g/m2 to 200 g/m2, more particularly from 30 g/m2 to 150 g/m2.
[0088] To determine the basis weight of the paper sheet, the following method may be used: a sample of 0.25 m2 is cut out with a template (dimensions: 57.5 x 43.5 cm) at approximately 15 cm from the edge of the paper sheet to be analyzed. The sample is then folded in four and placed on a hotplate so as to be dried thereon in order to remove the water without removing the aerosol-generating agent. The dried sample is then weighed to determine the basis weight of the paper sheet.
[0089] According to another embodiment, the paper sheet may comprise:
- a fibrous support comprising cellulose-based plant fibers, in particular consisting of cellulose- based plant fibers,
- an aerosol-generating agent,
- a plant extract, and - nicotine, a salt of nicotine or mixtures thereof, characterized in that the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 30% to 90%, in particular from 45% to 65%, the paper sheet comprises an organic acid, in particular salicylic acid, the plant of the plant extract is mint, in particular sweet mint, and the paper sheet has a pH from 4.9 to 7.0, in particular from 5.0 to 5.5, for instance from 5.5 to 6.0 or from 5.0 to 5.5.
[0090] It is also proposed a process for producing a paper sheet as defined above, comprising the following steps: a) forming a solution comprising:
- the aerosol-generating agent,
- the nicotine, the salt of nicotine or mixtures thereof, and
- the plant extract, b) bringing the solution into contact with a base web produced from cellulose-based plant fibers to obtain a wet paper sheet, and c) drying the wet paper sheet to produce the paper sheet.
[0091] The cellulose-based plant fibers, the aerosol-generating agent, the plant extract, the nicotine and the salt of nicotine are as defined above in relation with the paper sheet of the present invention.
[0092] The base web may be produced by passing the cellulose-based plant fibers through a papermaking machine. Therefore, the paper sheet of the invention may be a paper sheet obtainable by a papermaking process.
[0093] The solution formed during step a) and involved in step b) may comprise an organic acid as defined above in relation with the paper sheet of the present invention.
[0094] In the solution formed during step a) and involved in step b), the molar ratio of nicotine:organic acid may be from 1 :0.1 to 1 :10, in particular from 1 :0.4 to 1 :5, more particularly from 1 :0.5 to 1 :3.
[0095] The pH of the solution formed during step a) and involved in step b) may be acidic, in particular from 3.5 to 6.0, more particularly from 4.3. to 5.2.
Advantageously, a solution having a pH in these ranges may enable the production of the paper sheet of the present invention.
[0096] The pH of the solution mainly depends on the amount of organic acid, nicotine and/or salt of nicotine in said solution. The skilled person knows how to adjust the amount of organic acid, nicotine and/or salt of nicotine in the solution so that said solution has a pH in the above range.
[0097] The inventors noticed that the pH and the buffer power of the base web may depend on the type of fibers. The pH of the solution may thus be adapted to the pH and the buffer power of the base web to enable the production of the paper sheet of the present invention.
[0098] The pH of the solution is determined using a pH electrode. The pH of the base web is determined by the method described above determining the pH of the paper sheet of the present invention. [0099] The paper sheet produced by the process of the present invention, and thus the base web of step b), may further comprise plant fibers. The plant fibers are as defined above in relation with the paper sheet of the present invention.
Accordingly, a mixture of cellulose-based plant fibers and plant fibers may be passed through a papermaking machine to produce the base web involved in step b).
[0100] The plant fibers and the plant extract may be obtained in accordance with the following steps: d) mixing one or more plant parts with a solvent in order to extract the plant extract from the plant fibers, and e) separating the plant extract from the plant fibers.
[0101] The plant extract and the plant fibers are therefore typically obtained by means of a dissociation process. During step d), one or more plant parts are mixed with a solvent, for example in a digester, in order to extract the plant extract from the plant fibers. During step e), the plant extract is separated from the plant fibers, for example by passing through a screw press, in order to isolate and obtain, on the one hand, the plant fibers and, on the other hand, the plant extract.
[0102] Typically, the solvent may be an apolar solvent, an aprotic polar solvent, a protic polar solvent, or mixtures thereof, in particular the solvent may be methanol, dichloromethane, ethanol, acetone, butanol, supercritical CO2, water or mixtures thereof, more particularly the solvent is ethanol, acetone, water or mixtures thereof.
[0103] The solvent may be an aqueous solvent, most particularly the solvent is water.
[0104] The skilled person knows how to adapt the temperature of the solvent during step d) to the plant, to the plant part and to the plant parts to be treated. Typically, the temperature of the solvent during the treatment of a root or of a bark will be higher than the temperature of the solvent during the treatment of a leaf or a petal.
[0105] Typically, the temperature of the solvent during step d) may be from 10°C to 100°C, in particular from 30°C to 90°C, more particularly from 40°C to 80°C.
[0106] Typically, the plant fibers may be refined in a refiner to produce the base web.
[0107] Typically, the plant fibers may originate from various plants.
[0108] The fibers of each plant can be obtained separately according to the dissociation process described above. They can subsequently be mixed such that this mixture of fibers from various plants passes through the papermaking machine so as to constitute the fibrous support. It is also possible to obtain fibers from various plants together by bringing together one or more parts of the various plants and then subjecting them to the dissociation process described above. The temperature of the water will then be adapted to the plants to be treated and, in particular, to the plant requiring the highest temperature of the water for extracting the extract of this plant. This alternative embodiment is very advantageous since it makes it possible to obtain the fibers of the various plants without carrying out several dissociation processes in parallel.
[0109] Typically, the plant extract may be an extract of various plants. [0110] The extract of various plants can be obtained by mixing various plant extracts obtained separately according to the dissociation process described above. It is also possible to obtain the extract of various plants by bringing together one or more parts of the various plants and then subjecting them to the dissociation process described above. The temperature of the water will then be adapted to the plants to be treated and, in particular, to the plant requiring the highest temperature of the water for extracting the extract of this water-soluble plant. This alternative embodiment is very advantageous since it makes it possible to obtain the extract of various plants without carrying out several processes in parallel. In these two situations, the extracts of various plants are involved in step a).
[0111] The solution may be formed during step a) by mixing in a solvent, in particular water, nicotine, the aerosol-generating agent, the plant extract and optionally the organic acid. Accordingly, the salt of nicotine is formed in-situ in the solution by reaction between the organic acid and the nicotine.
In particular; during this step a):
- the organic acid may be mixed with the nicotine to form a mixture. Indeed, it advantageously favors the formation of the salt of nicotine,
- the aerosol-generating agent and optionally the plant extract may then be added to this mixture to form a second mixture,
- the solvent, in particular water, is then added to this second mixture to form the solution.
The solution may be heated, if necessary, between 40°C and 60°C. This heating step favorize the solubilization of the components in the solution.
[0112] Typically, the plant extract can be concentrated before being added to the solution during step a). A device such as a vacuum evaporation device can be used to concentrate the plant extract.
[0113] Typically, step b) can be carried out by impregnation or by spraying, in particular by impregnation. Typically, the impregnation can be carried out by means of a size press.
[0114] Typically, the drying step c) can be carried out by infrared ramp, American battery drying drums, hot-air drying in a tunnel drier, a vertical drier, a fluidized-bed drier, a pneumatic drier, in particular in a tunnel drier.
[0115] The paper sheet produced at step c) may be shaped in particulate form, in the form of crimped sheet, in shredded form.
[0116] The paper sheet of the invention may be used in an aerosol generating system.
[0117] Thus, it is also proposed a consumable for an aerosol generating system comprising a paper sheet according to the invention as defined above.
[0118] For the purposes of the present invention, the term "consumable" denotes the paper sheet according to the invention as such, a pouch comprising the paper sheet according to the invention, a capsule comprising the paper sheet according to the invention or a stick for a heating device comprising the paper sheet according to the invention.
[0119] For the purposes of the present application, the expression “aerosol generating system” denotes any device which allows the formation of an aerosol intended to be inhaled by a consumer. The aerosol provides nicotine to the consumer. Moreover, thanks to the aerosol generating system, the formation of harmful constituents during combustion is avoided, thereby very significantly reducing the consumer's exposure to said harmful constituents.
[0120] Typically, an aerosol generating system comprises, in the direction of the air flow, an air inlet, a heating body, a lodging intended to put in place and hold the consumable of the invention, and an air outlet intended to be introduced into the mouth of the user. The air inlet, the heating body, the lodging and the air outlet are typically connected at least fluidically to one another.
[0121] When the aerosol generating system is used, air is sucked into the aerosol generating system via the air inlet by the user; the air sucked in then passes through the heated portion so as to obtain heated air; on contact with the paper sheet of the invention comprising the aerosol-generating agent, held in the lodging, an aerosol is formed and is then inhaled by the user.
[0122] The aerosol generating system can be a device for heating tobacco without burning it (such as IQOS™ or gio™), an herb vaporizer (such as Pax®), or an hybrid technology (such as Ploom™ Tech).
[0123] The consumable is adapted to be introduced into a dedicated lodging of the aerosol generating system, and those skilled in the art will know how to adapt the consumable according to the dedicated lodging of the aerosol generating system.
[0124] The paper sheet according to the invention, as consumable, can be shaped so as to be adapted to the dedicated lodging of the aerosol generating system. For example, it may be in particulate form, in the form of crimped sheet, in the form of shredded sheet, in particular in the form of shredded sheet having a width from 0.5 mm to 1 mm.
[0125] The pouch can be made of paper with an inner volume and the paper sheet according to the invention is contained in the inner volume. In the inner volume, the paper sheet according to the invention may be shaped, in particular in particulate form, in the form of creped sheet, in the form of shredded sheet.
[0126] The paper sheet according to the invention may in particular be in the form of shredded sheet in a stick for an aerosol generating system.
[0127] According to one embodiment, the paper sheet included in the consumable may be able to be obtained by the process according to the invention as defined above.
[0128] It is also proposed a use of a paper sheet according to the invention as defined above or of a consumable according to the invention as defined above in an aerosol generating system.
[0129] The paper sheet according to the invention as defined above may also be used as a wrapper paper.
[0130] It is also proposed a non-therapeutic use of a consumable as defined above in an aerosol generating system.
[0131] It is also proposed a consumable as defined above for use thereof in an aerosol generating system, the plant being chosen from medicinal plants.
Examples
[0132] Example 1 : Manufacturing of paper sheets. [0133] Example 1 -1 : according to the invention
[0134] The following protocol is used to manufacture the two paper sheets of Example 1 -1 presented in Table 1 below.
[0135] The cellulose-based plant fibers are passed through a laboratory papermaking machine to obtain a base web.
[0136] The organic acid is mixed with nicotine to form a mixture. Glycerol and the plant extract are then added to this mixture to form a second mixture. Water is added to this second mixture. This final mixture is heated to 48°C and stirred up to complete solubilisation to form a solution.
[0137] The solution is added to the base web by impregnation in a size press so as to obtain, after drying, the paper sheet.
[0138] Example 1 -2 not according to the invention
[0139] The following protocol is used to manufacture the two paper sheets of Example 1 -2 presented in Table 1 below.
[0140] The cellulose-based plant fibers are passed through a laboratory papermaking machine to obtain a base web.
[0141] Glycerol and plant extract are mixed with nicotine to form a mixture. Water is added to this mixture. This final mixture is heated to 48°C and stirred up to complete solubilisation to form a solution.
[0142] The solution is added to the base web by impregnation in a size press so as to obtain, after drying, the paper sheet.
[0143] Example 2: Determination of nicotine release.
[0144] Example 2A: High temperature ageing.
[0145] Paper sheets of Example 1 -1 and Example 1 -2 are stored during 11 days under the following conditions: 40°C, 60% Relative Humidity.
[0146] The total content by weight of solids of nicotine of these examples is then measured by Gas Chromatography coupled with Flame Ionization Detector (GC-FID). For each paper sheet, the nicotine loss after storage is presented in Table 1 below.
[0147] The results, presented in Table 1 , demonstrate that the nicotine is stabilized in the paper sheet according to the present invention having a pH between 4.9 and /.Example 3: Examples according to the invention
[0148] The same protocol used to manufacture the two paper sheets of Example 1 -1 is used for cellulose based plant fibers of table 2.
[0149] Example 1 according to the invention in table 2 comprises Gingko extract.
[0150] Example 2 according to the invention in table 2 comprises green tea extract.
[0151] Example 3 according to the invention in table 2 comprises papaya extract.
[0152] Example 4 according to the invention in table 2 comprises stevia extract. [0153] Example 5 according to the invention in table 2 comprises lemon verbena extract.
[0154] The 5 examples of example 3 have satisfactory nicotine loss after storage being less than 10% and, in some cases, less than 7%.
[0155] [Table 1]
[0156] [Table 2]

Claims

Claims
[Claim 1] A paper sheet comprising:
- a fibrous support comprising cellulose-based plant fibers,
- an aerosol-generating agent,
- a plant extract, and
- nicotine, a salt of nicotine or mixtures thereof, characterized in that the total content by weight of solids of the cellulose-based plant fibers included in the paper sheet is from 22% to 93%, and the paper sheet has a pH from 4.9 to 7.0.
[Claim 2] Paper sheet according to claim 1 wherein the paper sheet further comprises an organic acid.
[Claim 3] Paper sheet according to claim 2, wherein the organic acid is alginic acid, aspartic acid, benzoic acid, citric acid, fumaric acid, glutamic acid, glycolic acid, lactic acid, levulinic acid, malic acid, pectic acid, pyruvic acid, salicylic acid, tartaric acid, glucuronic acid, galacturonic acid, myristic acid or mixtures thereof.
[Claim 4] Paper sheet according to any one of claims 1 to 3, wherein the total content by weight of solids of nicotine is from 0.1% to 8%.
[Claim 5] Paper sheet according to any one of claims 1 to 4, wherein the fibrous support further comprises plant fibers.
[Claim 6] Paper sheet according to claim 5, wherein the total content by weight of solids of the plant fibers included in the paper sheet is less than 71%.
[Claim 7] Paper sheet according to any one of claims 1 to 6, in which the plant is chosen from food plants, aromatic plants, fragrant plants, medicinal plants, plants of the family Cannabaceae, and mixtures thereof.
[Claim 8] Paper sheet according to any one of claims 2 to 7, wherein the organic acid of the paper sheet is a compound of the plant extract added to the paper sheet.
[Claim 9] Paper sheet according to claim 8, wherein the plant of the plant extract is coffee, ginkgo biloba, star anise, licorice, angelica, sweet flag, caper, turmeric, Chinese mahogany, rose hip, tsao-ko or mixtures thereof.
[Claim 10] Process for producing a paper sheet as defined in any one of claims 1 to 9, comprising the following steps: a) forming a solution comprising:
- the aerosol-generating agent,
- the nicotine, the salt of nicotine or mixtures thereof, and
- the plant extract, b) bringing the solution into contact with a base web produced from cellulose-based plant fibers to obtain a wet paper sheet, and c) drying the wet paper sheet to produce the paper sheet.
[Claim 11] Process according to claim 10, wherein the solution formed during step a) and involved in step b) further comprises an organic acid.
[Claim 12] Process according to claim 10 or claim 11 for producing a paper sheet as defined in any one of claim 5 to 7, wherein a mixture of cellulose-based plant fibers and plant fibers is passed through a papermaking machine so as to produce the base web involved in step b).
[Claim 13] Consumable for an aerosol generating system comprising a paper sheet as defined in any one of claims 1 to 9.
[Claim 14] Non-therapeutic use of a consumable as defined in claim 13 in an aerosol generating system.
[Claim 15] Consumable for use thereof in an aerosol generating system for therapeutic purposes, wherein the consumable comprises a paper sheet as defined in any one of claims 1 to 9 and the plant is chosen from medicinal plants.
PCT/EP2025/054367 2024-02-19 2025-02-18 Paper sheet comprising a plant extract and stabilized nicotine Pending WO2025176685A1 (en)

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FRFR2401604 2024-02-19
FR2401604A FR3159394A1 (en) 2024-02-19 2024-02-19 PAPER SHEET COMPRISING A PLANT EXTRACT AND STABILIZED NICOTINE

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