EP4070671B1 - Produit nicotinique oral aromatisé en sachet comprenant un acide - Google Patents

Produit nicotinique oral aromatisé en sachet comprenant un acide Download PDF

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Publication number
EP4070671B1
EP4070671B1 EP21166939.5A EP21166939A EP4070671B1 EP 4070671 B1 EP4070671 B1 EP 4070671B1 EP 21166939 A EP21166939 A EP 21166939A EP 4070671 B1 EP4070671 B1 EP 4070671B1
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EP
European Patent Office
Prior art keywords
nicotine
acid
filling material
oral pouched
tobacco
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.)
Active
Application number
EP21166939.5A
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German (de)
English (en)
Other versions
EP4070671C0 (fr
EP4070671A1 (fr
Inventor
Aase Bodin
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.)
Swedish Match North Europe AB
Original Assignee
Swedish Match North Europe AB
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
Priority to EP21166939.5A priority Critical patent/EP4070671B1/fr
Application filed by Swedish Match North Europe AB filed Critical Swedish Match North Europe AB
Priority to CA3214126A priority patent/CA3214126A1/fr
Priority to KR1020237033289A priority patent/KR20230167356A/ko
Priority to JP2023561362A priority patent/JP2024513106A/ja
Priority to PCT/EP2022/058918 priority patent/WO2022214444A1/fr
Priority to US18/550,150 priority patent/US20240180240A1/en
Publication of EP4070671A1 publication Critical patent/EP4070671A1/fr
Application granted granted Critical
Publication of EP4070671B1 publication Critical patent/EP4070671B1/fr
Publication of EP4070671C0 publication Critical patent/EP4070671C0/fr
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Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B13/00—Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • A24B15/241—Extraction of specific substances
    • A24B15/243—Nicotine
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/281—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
    • A24B15/283—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by encapsulation of the chemical substances
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/287—Treatment of tobacco products or tobacco substitutes by chemical substances by inorganic substances only
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/302—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
    • A24B15/303—Plant extracts other than tobacco
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/308—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances vitamins
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24F—SMOKERS' REQUISITES; MATCH BOXES; SIMULATED SMOKING DEVICES
    • A24F23/00—Cases for tobacco, snuff, or chewing tobacco
    • A24F23/02—Tobacco pouches

Definitions

  • the present disclosure relates to a tobacco free or low tobacco oral pouched nicotine product comprising a filling material and a saliva-permeable pouch of a packaging material enclosing the filling material.
  • the filling material comprises nicotine and a flavourant
  • the packaging material comprises an acid selected from the group consisting of citric acid, malic acid, lactic acid, ascorbic acid, tartaric acid, and any combination thereof.
  • Moist snuff for oral use is available in loose form or portion-packed in a saliva-permeable, porous wrapper material forming a pouch.
  • Pouched moist snuff is typically used by the user by placing the pouch between the upper or lower gum and the lip or cheek and retaining it there for a limited period of time. The pouch material holds the tobacco in place while allowing saliva to pass into the interior of the pouched product and allowing flavours and nicotine to diffuse from the tobacco material into the user's mouth.
  • tobacco-free or substantially tobacco-free oral pouched nicotine-containing products available which may be offered as alternatives to oral pouched smokeless tobacco products.
  • These tobacco-free or substantially tobacco-free oral pouched nicotine-containing products are generally used in the same manner as the oral pouched tobacco-containing products and are herein referred to as oral pouched nicotine products.
  • Oral pouched smokeless tobacco products as well as tobacco-free or substantially tobacco-free oral pouched nicotine products may be produced by measuring portions of the filling material and inserting the portions into a packaging material.
  • the packaging material forming the pouch in oral pouched products is typically a dry-laid bonded nonwoven comprising viscose rayon fibres (i.e. regenerated cellulose) and an acrylic polymer that acts as binder in the nonwoven material and provides for heat-sealing of the pouches during manufacturing thereof.
  • the packaging material forming the pouch of the oral pouched product should during manufacturing of the pouch provide for sealing, upon storage of the pouch exhibit none or a low degree of discoloration and upon usage by a consumer preserve integrity and strength, allow for a desired release profile of nicotine and flavours and provide a pleasant mouth-feel.
  • US2016150816 A1 teaches a pouched nicotine product containing a nicotine source in the form of tobacco, 50 wt% water, sodium carbonate, 6 wt% lactic acid, whereby all of these ingredients have a certain flavour and all except the tobacco are a non-tobacco material.
  • US9420825 B2 discloses a pouched tobacco product containing 20 wt% water, 10 wt% citric acid, sodium bicarbonate and tobacco.
  • US2021068447 A1 relates to a pouched tobacco product containing tobacco, pH adjusters such as NaOH, up to 10 wt% of an organic acid such as citric acid, and 30-50 wt% water.
  • the organoleptic properties, such as texture, aroma, taste, shape and appearance, of the oral pouched product are of high importance to the user. It is generally desirable to provide oral pouched nicotine products with rapid release of flavour and/or nicotine to provide an initial strong flavour experience and/or reduce nicotine craving. However, there is generally a lag time before onset of the extraction of the flavour and nicotine from the filling material of the oral pouched product takes place in the oral cavity. This is perceived as unsatisfactory by many consumers who desire an immediate effect upon intake of the oral pouched nicotine product.
  • acids may protonate the nicotine thereby decreasing its uptake through the mucous membranes in the oral cavity and/or react with basic components such as basic pH adjusters in the filling material.
  • an oral pouched nicotine product allowing for release such as fast release of sour taste. Further, there is a need for an oral pouched nicotine product allowing for release sour taste without or substantially without negatively impacting release of the nicotine.
  • An object of the present disclosure is to alleviate at least one of the problems discussed above, and/or to provide advantages and aspects not provided by hitherto known technique.
  • an oral pouched nicotine product comprising a filling material and a saliva-permeable pouch of a packaging material enclosing the filling material, the filling material comprising:
  • the present disclosure also provides a method for preparing an oral pouched nicotine product as described herein, the method comprising the steps of:
  • tobacco material is used herein for fibrous material of tobacco leaves or parts of leaves, such as lamina and stem.
  • the leaves and parts of leaves may be finely divided (disintegrated), such as ground, cut, shredded or threshed, and the parts of leaves may be blended in defined proportions in the tobacco material.
  • the tobacco material may comprise or be free from tobacco extract.
  • tobacco as used herein is meant any part, e.g., leaves, stems, and stalks, of any member of the genus Nicotiana.
  • the tobacco may be whole, shredded, threshed, cut, ground, cured, aged, fermented, or treated otherwise, e.g., granulated or encapsulated.
  • Oral and oral use is in all contexts used herein as a description for use in the oral cavity of a human, such as buccal placement.
  • moisture content refers to the total amount of oven volatile ingredients, such as water and other oven volatiles (e.g. propylene glycol) in the preparation, composition or product referred to.
  • the moisture content is given herein as percent by weight (wt%) of the total weight of the preparation, composition or product referred to.
  • the moisture content as referred to herein may be determined by using a method based on literature references Federal Register/ vol.74, no. 4/712-719/Wednesday, January 7, 2009/Notices "Total moisture determination " and AOAC (Association of Official Analytical Chemics), Official Methods of Analysis 966.02: “Moisture in Tobacco” (1990), Fifth Edition, K. Helrich (ed ).
  • the moisture content is determined gravimetrically by taking 2.5 ⁇ 0.25 g sample and weighing the sample at ambient conditions, herein defined as being at a temperature of 22°C and a relative humidity of 60%, before evaporation of moisture and after completion of dehydration.
  • Mettler Toledo's Moisture Analyzer HB43 a balance with halogen heating technology, is used (instead of an oven and a balance as in the mentioned literature references) in the experiments described herein.
  • the sample is heated to 105°C (instead of 99.5 ⁇ 0.5°C as in the mentioned literature references).
  • the measurement is stopped when the weight change is less than 1 mg during a 90 seconds time frame.
  • the moisture content as weight percent of the sample is then calculated automatically by the Moisture Analyzer HB43.
  • Some fibrous materials may exhibit hygroscopic properties. Hygroscopic materials maintain equilibrium moisture content depending on the ambient moisture and temperature.
  • “Flavour”, “flavourant” or “flavouring agent” is used herein for a substance used to influence the aroma and/or taste of the nicotine product, including, but not limited to, essential oils, single flavour compounds, compounded flavourings, and extracts.
  • % w/w or wt% or “weight %” or “% by weight” refers to the weight percent of the ingredient referred to of the total weight of the preparation, composition or product referred to.
  • the expressions “per cent by weight”, weight% and wt% are used interchangeably.
  • dry weight percent As used herein, reference to "dry weight percent”, “% by weight, based on dry weight” and the like refers to the weight percent of the ingredient referred to on the basis of the total weight of the dry ingredients, i.e. all ingredients of the preparation, composition or product referred to excluding the moisture content.
  • wet weight percent As used herein, reference to "wet weight percent”, “% by weight, based on wet weight” and the like refers to the weight percent of the ingredient referred to on the basis of the total weight of the ingredients, i.e. all ingredients of the preparation, composition or product referred to including the moisture content. Thus, “% by weight, based on total weight” as used herein is the same as “% by weight, based on wet weight”.
  • the terms “pouched nicotine product for oral use” or “oral pouched nicotine product” refer to a portion of nicotine-containing filling material packed in a saliva-permeable pouch material intended for oral use.
  • oral pouched nicotine non-tobacco product refers to a portion of nicotine-containing filling material packed in a saliva-permeable pouch material intended for oral use wherein no tobacco is included in said product.
  • oral pouched nicotine tobacco product or “low tobacco oral pouched nicotine product” refer to a portion of nicotine-containing filling material packed in a saliva-permeable pouch material intended for oral use wherein an amount of tobacco material within the range of from about 0.1% to about 10% by weight or from about 0.1 % to about 5% by weight, based on the total weight of the filling material, is included in said product.
  • particle refers to a component in the form of particles, including granules, pellets, powder, etc.
  • fibrous refers to a component which is constituted by natural or man-made fibers or which is substantially constituted by natural or man-made fibers.
  • non-particulate refers to a component which is not in the form of particle(s).
  • the present disclosure provides an oral pouched nicotine product comprising a filling material and a saliva-permeable pouch of a packaging material enclosing the filling material,
  • the oral pouched nicotine product may be free from tobacco, i.e. it does not contain tobacco, thereby providing an oral pouched nicotine tobacco-free product.
  • the oral pouched nicotine product may comprise a small amount of tobacco material, such as from about 0.1% by weight to about 10% by weight based on the total weight of the filling material, thereby providing a low tobacco oral pouched nicotine product.
  • the low tobacco oral pouched nicotine product may comprise a filling material comprising from 0.1% by weight to about 10% by weight, such as from about 0.1% by weight to about 5% by weight, such as from about 0.2% by weight to about 1% by weight, such as from 0.1 wt% to 1 wt%, of tobacco material based on the total weight of the filling material.
  • the low tobacco oral pouched nicotine product may comprise a filling material comprising from about 0.2% by weight to about 1% by weight, such as about 0.2 % by weight, of tobacco material based on the total weight of the filling material. It will be appreciated that the tobacco material in the low tobacco oral nicotine product described herein forms part of the filling material.
  • the non-tobacco material may be any suitable material which can act as a bulk material in the filling material to provide the oral pouched product with a desired pre-use volume.
  • the non-tobacco material may further serve as a substrate for one or more other components in the filling material.
  • the non-tobacco material may be a particulate material, i.e., a material in the form of particles of any suitable size or shape, including granules, powders, pellets, irregularly shaped particles, spherical particles, etc.
  • the non-tobacco material may be in the form of fibers, such as natural fibers or man-made fibers. Mixtures of fibers and particles are also contemplated for the non-tobacco materials as disclosed herein.
  • the non-tobacco material may be provided in the form of a paste or coherent mass.
  • the non-tobacco material may be water-insoluble, water-soluble or a mixture thereof.
  • the non-tobacco material comprises a sugar alcohol such as maltitol and/or cellulose such as microcrystalline cellulose and/or powdered cellulose.
  • the non-tobacco material may comprise maltitol and microcrystalline cellulose.
  • the nicotine source of the filling material may be one or more of the following: nicotine base, nicotine hydrochloride, nicotine dihydrochloride, nicotine monotartrate, nicotine bitartrate, nicotine bitartrate dihydrate, nicotine sulphate, nicotine zinc chloride monohydrate and nicotine salicylate, nicotine benzoate, nicotine polacrilex.
  • the moist filling material may comprise or consist of one or more of the following: nicotine bitartrate, nicotine bitartrate dihydrate, an aqueous solution comprising nicotine base and tartaric acid such as an aqueous solution comprising about 20% by weight of nicotine base and about 10% by weight of tartaric acid, based on the total weight of the aqueous solution.
  • the nicotine source described herein does not comprise tobacco such as tobacco material.
  • the filling material may comprise the nicotine source in an amount within a range of from about 0.5 wt% to about 10 wt%, such as from about 0.2 wt% to about 3 wt%, calculated as nicotine base, based on the total weight of the moist filling material.
  • the amount of nicotine source per pouched product may be within the range from about 0.1 mg to about 30 mg of nicotine calculated as nicotine base, such as about 0.5 mg, about 1.0 mg, about 1.5 mg, about 2.0 mg, about 2.5 mg, about 3.0 mg, about 3.5 mg, about 4.0 mg, about 4.5 mg, about 5.0 mg, about 6.0 mg, about 7.0 mg, about 8.0 mg, about 9.0 mg, about 10 mg, about 11 mg, about 12, about 13 mg, about 14,about 15 mg, about 16 mg, about 17 mg, about 18 mg, about 19 mg, about 20 mg, about 21 mg, about 22 mg, about 23 mg, about 24 mg or about 25 mg of nicotine.
  • mg stands for milligram(s).
  • the filling material comprises one, two or more flavouring agent(s).
  • the flavouring agent(s) may be non-encapsulated and/or encapsulated.
  • an encapsulated flavouring agent is a flavouring agent contained within a capsule. Accordingly, a non-encapsulated flavouring agent is not contained within a capsule.
  • the flavourant may comprise or consist of a flavour oil, such as a hydrophobic flavour oil, such as a synthetic flavour, such as a nature-identical flavour.
  • the flavouring agent of the filling material in the oral pouched nicotine product as disclosed herein may comprise or consist of one or more of the following: a synthetic flavour such as a nature-identical flavour, a plant based flavour, a flavour oil, a hydrophobic flavour oil such as an essential oil.
  • a nature-identical flavour intends a synthetic flavour which is chemically identical to natural flavourings but are prepared or extracted using chemical methods.
  • the flavouring agent may be a mixture of different flavours.
  • the flavouring agent may be provided as an oil such as a hydrophobic oil, a liquid, a powder or a mixture thereof. Further, the flavouring agent(s) may be in the form of a liquid and/or a solid.
  • the flavouring agent may be stable at pH > 7.
  • flavours of the flavouring agent(s) include bergamot, eucalyptus, orange, mandarin, citrus, lemon, peppermint, spearmint, mint, menthol, liquorice, wintergreen, whiskey, rum, cherry, various berries, tobacco, coffee, vanilla, lime, apple, peach, carvone, limonene and any combination of two or more thereof.
  • the flavouring agent may be one or more of the following: lemon oil, lime oil, orange oil, grapefruit oil, bergamot oil.
  • the moist filling material may further comprise an encapsulated flavouring agent.
  • the encapsulated flavouring agent may be the same or different from the non-encapsulated flavouring agent.
  • the moist filling material may be free from encapsulated flavouring agent.
  • the moist filling material of the oral pouched nicotine product as disclosed herein may comprise within the range of from about 0.5% to about 5.0% by weight, such as from 0.5% by weight to about 3 % by weight, of the flavouring agent, based on the total weight of the moist filling material.
  • the filling material of the oral pouched nicotine product described herein may further comprise a sweetener such as a natural or artificial sweetener.
  • the artificial sweetener may comprise acesulfame potassium.
  • the sweetener may be present in an amount within the range of from about 0.1% w/w to about 1% w/w based on the total weight of the moist filling material.
  • the filling material of the oral pouched nicotine product described herein may further comprise a salt selected from the group consisting of sodium chloride, potassium chloride, magnesium chloride, calcium chloride and any combination of two or more thereof.
  • the salt may comprise or consist of sodium chloride.
  • the salt may be present in an amount within the range of from about 1.0% w/w to about 10% w/w, such as from about 2.5% w/w to about 5% w/w, based on the total weight of the filling material.
  • the filling material of the oral pouched nicotine product described herein may have a moisture content within the range of from about 10% to about 60% by weight, such as from about 40% to about 60% by weight, such as from about 35% to about 55% by weight, such as about 35% to about 45% by weight, such as about 30% to about 40% by weight, such as from about 50% to about 60% by weight, based on the total weight of the moist filling material.
  • the moisture of the filling material may be present in an amount from about 20 wt% to about 50 wt%, such as from about 20 wt% to about 45 wt%, such as about 40 wt%, based on the total weight of the filling material.
  • the moisture of the filling material may be present in an amount within the range of from 1 wt% to 20 wt%, such as from 15 wt% to 20 wt%, such as from 12 wt% to 20 wt%, 1 wt% to 12 wt%, such as from 1 wt% to 5 wt%, such as about 3 wt%, such as from 0.1 wt% to 1 wt%, based on the total weight of the filling material.
  • the moisture of the filling material described herein may be provided by water and optionally a humectant.
  • the humectant may comprise or consist of glycerol and/or propylene glycol.
  • the humectant may be present in an amount within the range of from about 5% w/w to about 15% w/w, based on the total weight of the filling material.
  • the pH adjuster of the filling material described herein may comprise or consist of one or more of the following: Na 2 CO 3 , K 2 CO 3 , MgCO 3 , NaHCO 3 , KHCO 3 , NaOH, KOH.
  • the pH adjuster may comprise or consist of Na 2 CO 3 and optionally NaHCOs and/or KOH.
  • the filling material may be free from an acid such as an acid described herein.
  • the filling material may comprise a small amount of acid such as tartaric acid.
  • the acid may be present in an amount that does not negatively impact the pH of the filling material.
  • the acid such as tartaric acid may be present in combination with nicotine thereby forming a nicotine salt.
  • the amount of pH adjusting agent may be selected such that the moist filling material when dispersed in purified water provides a pH above 7.0, such as a pH within the range of from about 7.0 to about 10.0 or a pH within the range of from about 8.0 to about 9.0, such as a pH within the range of from about 8.3 to about 8.7.
  • the pH adjusting agent(s) may be present in an amount of from about 1.0% to about 15% by weight, based on total weight of the moist filling material.
  • the pH of the moist filling material may be measured by adding 100 ml of distilled water to 5.0 gram of moist filling material, for instance in a 100 ml Erlenmeyer flask, stirring the resulting mixture at room temperature with a magnetic stirrer at 100 rpm for about 5 minutes, and then measuring the pH of an extract obtained therefrom with a calibrated (according to the manufacturer's instructions) pH meter. For correctness of readings, the sample solutions shall be analyzed within one hour. In this document, the term “rpm” stands for revolutions per minute. Further, in this document the expression “room temperature” stands for from about 20°C to about 25°C such as about 22°C.
  • the packaging material of the oral pouched nicotine product described herein may comprise or consist of a saliva-permeable nonwoven material.
  • the nonwoven material may be dry-laid, wet-laid or spunbond.
  • the nonwoven material may comprise fibers and/or binder(s) allowing for sealing such as heat-sealable fibers.
  • the binder(s) may comprise acrylate binders.
  • the pouch of the oral pouched nicotine product described herein may be formed by heat sealing. Additionally or alternatively, the pouch may be formed by ultrasonic welding to provide ultrasonic seals.
  • the packaging material of the oral pouched nicotine product described herein comprises an acid selected from the group consisting of citric acid, malic acid, lactic acid, ascorbic acid, tartaric acid and any combination thereof.
  • the acid may comprise or consist of citric acid.
  • the acid included in the packaging material may be provided as a salt thereof.
  • the acid included in the packaging material is not provided as a salt.
  • the acid of the packaging material substantially does not migrate into the filling material upon storage. Instead, the acid of the packaging material remains in the packaging material and allows for a fast release of the acid thereby providing sour taste to the oral cavity of a consumer. In this way, the consumer can enjoy a fast release of the acid followed by a slower release of the flavouring agent and nicotine of the filling material. Thus, the consumer will experience an initial fast release of acid from the oral pouched nicotine product and also an overall longer organoleptic experience. Additionally, the limited contact between the acid in the packaging material and the filling material minimizes the risk that the acid will interact with components in the filling material to provide e.g.
  • the acid in the packaging material may be present in an amount within the range of from 5 wt% to about 20 wt%, from about 5 wt% to about 15 wt%, from about 10 wt% to about 15 wt% or from about 5 wt% to about 10 wt%, based on the total weight of the packaging material.
  • the acid in the packaging material may be present in an amount within the range of from about 10 wt% to about 15 wt%, such as about 12 wt%, based on the total weight of the packaging material.
  • the packaging material described herein may be by produced by
  • NW37 and Z8732 were used in the following examples.
  • NW37 was as described in US 2020/0297024 A1 , paragraph [0101], except that the basis weight was 37 g/m2 instead of 38 g/m2.
  • Z8723 was purchased from Tenowo, Germany, and included polyethylene terephthalate fibers and chemical binder.
  • Citric acid was purchased from Kockens, Sweden, and VWR, Sweden, respectively.
  • the citric acid from VWR was provided as a monohydrate.
  • DL-Malic acid, L-(+)-lactic acid, and L-ascorbic acid and L-(+).tartaric acid were purchased from Sigma-Aldrich, Sweden.
  • the pH of the filling material was measured as follows. 100 ml of distilled water was added to 5.0 gram of filling material followed by stirring the resulting mixture at room temperature with a magnetic stirrer at 100 rpm for about 5 minutes, and then measuring the pH of an extract obtained therefrom with a calibrated (according to the manufacturer's instructions) pH meter. For correctness of readings, the sample solutions shall be analyzed within one hour. In this document, the term “rpm” stands for revolutions per minute. Further, in this document the expression “room temperature” stands for from about 20°C to about 25°C such as about 22°C. The pH of the pouch was measured in the same way as for the filling material, but instead of the filling material a mixture of the filling material and the nonwoven pouch material was used.
  • the pouch seal strength was measured using an Instron 5943 instrument as follows. One ply is attached to the upper gauge and one ply to the lower gauge. The force used to peel apart the seal was determined and expressed as load per width at maximum load (Newton per millimeter(s), i.e. N/mm). The following machine parameters were used:
  • the seal strength of the nonwoven material was measured using an Instron 5943 instrument as follows.
  • the nonwoven material was heat-sealed in accordance with EP3192380A to provide a seal.
  • One ply was attached to the upper gauge and one ply to the lower gauge.
  • the force used to peel apart the seal was determined and expressed as load per width at maximum load (Newton per milimeter(s), i.e. N/mm).
  • N Newton
  • mm millimeter(s)
  • min minute(s).
  • machine parameters were used:
  • Citric acid was dissolved in water to provide aqueous solutions comprising 1 wt%, 2 wt%, 3 wt%, 4 wt%, 5 wt% and 6 wt% of citric acid, based on the total weight of the aqueous solution.
  • the citric acid was included in the nonwoven materials NW37 and Z8732 as follows. The nonwoven material was dipped into the aqueous solution to become completely wet and was then instantaneously removed. Thereafter, the nonwoven material was dried at room temperature for 30 minutes or longer if necessary, to become dry.
  • Equation 1 X is the weight of the nonwoven material after it has been treated with the citric acid aqueous solution and dried, and Y is the weight of the nonwoven before it has been treated with the citric acid aqueous solution.
  • concentration is the amount of citric acid in the dried nonwoven material after treatment with the citric acid aqueous solution.
  • concentration of citric acid included in the nonwoven material may also be denoted the amount of citric acid included in the nonwoven material.
  • Table 1 shows the concentration of citric acid included in the dried nonwoven material treated with the citric acid aqueous solutions.
  • Table 1 Concentration of citric acid aqueous solution (wt%) NW37 Z8732 Concentration of included citric acid Concentration of included citric acid (wt%) (wt%) 1 4 3 2 7 5 3 11 7 4 15 11 5 20 13 6 24 16
  • Example 1A This example was performed in the same way as Example 1A, but the citric acid was dissolved in ethanol (96% in water) instead of water. In this way, the drying at room temperature was faster compared to Example 1A.
  • the concentration of included citric acid in the nonwoven material and the peel strength were measured and the results are shown in Tables 3 and 4, respectively.
  • Table 3 Concentration of citric acid ethanol solution (wt%) NW37 Z8732 Concentration of included citric acid Concentration of included citric acid (wt%) (wt%) 1 4 4 2 10 7 3 17 12 4 21 15 5 29 20 6 32 25
  • a first filling material comprising nicotine, microcrystalline cellulose, maltitol, lemon flavourant, sodium chloride, pH adjuster and moisture was provided.
  • the moisture content was 3 wt% based on the total weight of the filling material.
  • a second filling material was also provided, said second filling material being substantially the same as the first filling material but having a moisture content of 40 wt% based on the total weight of the filling material.
  • the first filling material was packed into portion pouches with ultrasonic seals of 0.4 g each using the nonwoven material NW37 treated with an aqueous solution comprising 3.5 wt% of citric acid.
  • the concentration of citric acid incorporated the nonwoven material NW37 was 12.5 wt% based on the total weight of the dried NW37.
  • the second filling material was packed into portion pouches with heat-sealed seals of 0.9 g each using the nonwoven material Z8732 treated with an aqueous solution comprising 4.5 wt% of citric acid.
  • the concentration of citric acid incorporated the nonwoven material Z8732 was 12.5 wt% based on the total weight of the dried Z8732.
  • the pouches were packed into plastic cans suitable for containment of oral pouches.
  • the plastic cans were as described in WO 2017/125405 .
  • the filling material pH and the pouch seal strength were analysed before and after storage in a climate cabinet (VC0100, Vötsch Industrietechnik) for storage.
  • the cabinet condition was set at 0 ⁇ C, which corresponds to refrigerator conditions.
  • storage in the climate cabinet was followed by storage at rt (i.e. room temperature)
  • the pH and the pouch seal strength were measured as described above.
  • Table 7 Table 5: Pouches comprising filling material 1 and the nonwoven material NW37 comprising 12.5 wt% of citric acid Sample No.
  • the nonwoven material NW37 was treated with an acid selected from the group consisting of malic acid, lactic acid, ascorbic acid and tartaric acid in the same way as described in Example 1A.
  • the dried NW37 contained about 12 wt% to 14 wt% of the acid.
  • each of malic acid, lactic acid, ascorbic acid and tartaric acid was separately used instead of citric acid.
  • Pouched products comprising the nonwoven material NW37 comprising the acid and the filling material 1 as described in Example 2 were prepared, together with a reference example lacking acid, and tested by 4 people. For each of the four acids it was found that the pouched products gave an initial acidity followed by lemon flavour. This initial acid flavour was lacking in the reference sample.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Botany (AREA)
  • Medicinal Preparation (AREA)
  • Manufacture Of Tobacco Products (AREA)
  • Packaging Of Annular Or Rod-Shaped Articles, Wearing Apparel, Cassettes, Or The Like (AREA)
  • Confectionery (AREA)

Claims (15)

  1. Produit de nicotine oral en sachet comprenant un matériau de remplissage et un sachet perméable à la salive d'un matériau de conditionnement renfermant le matériau de remplissage,
    le matériau de remplissage comprenant :
    - un matériau autre que du tabac,
    - une source de nicotine,
    - un agent aromatisant,
    - de l'humidité en une quantité comprise dans la plage allant de 1 % en poids à 50 % en poids, sur la base du poids total du matériau de remplissage,
    - un agent d'ajustement de pH comprenant un ou plusieurs de ce qui suit : Na2CO3, K2CO3, MgCO3, NaHCO3, KHCO3, NaOH, KOH, et
    - facultativement un matériau de tabac dans la plage allant de 0,05 % en poids à 5 % en poids, sur la base du poids total du matériau de remplissage,
    le matériau de conditionnement comprenant un acide choisi dans le groupe constitué d'acide citrique, acide malique, acide lactique, acide ascorbique, acide tartrique et toute combinaison de ceux-ci, ledit acide étant présent en une quantité comprise dans la plage allant de 5 % en poids à 20 % en poids sur la base du poids sec total du matériau de conditionnement.
  2. Produit de nicotine oral en sachet selon la revendication 1, dans lequel le produit de nicotine oral en sachet est dépourvu de tabac ou dans lequel le matériau de tabac est présent en une quantité comprise dans la plage allant de 0,1 % en poids à 10 % en poids, par exemple de 0,1 % en poids à 5 % en poids, par exemple de 0,2 % en poids à 1 % en poids, par exemple de 0,1 % en poids à 1 % en poids, sur la base du poids total du matériau de remplissage.
  3. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel le matériau autre que du tabac est un matériau particulaire.
  4. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel le matériau autre que du tabac comprend un alcool de sucre tel que le maltitol et/ou de la cellulose telle que de la cellulose microcristalline et/ou de la cellulose en poudre.
  5. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel le matériau autre que du tabac comprend du maltitol et/ou de la cellulose microcristalline.
  6. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel la source de nicotine est un ou plusieurs de ce qui suit : base de nicotine, chlorhydrate de nicotine, dichlorhydrate de nicotine, monotartrate de nicotine, bitartrate de nicotine, bitartrate de nicotine dihydraté, sulfate de nicotine, chlorure de zinc de nicotine monohydraté et salicylate de nicotine, benzoate de nicotine, polacrilex de nicotine.
  7. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel l'agent aromatisant comprend un ou plusieurs de ce qui suit : un arôme synthétique tel qu'un arôme identique à un arôme naturel, un arôme d'origine végétale, une huile aromatisante, une huile aromatisante hydrophobe, telle qu'une huile essentielle.
  8. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel l'agent aromatisant comprend un ou plusieurs de ce qui suit : huile de citron, huile de citron vert, huile d'orange, huile de pamplemousse, huile de bergamote.
  9. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel l'humidité est présente en une quantité comprise dans la plage allant de 1 % en poids à 20 % en poids, par exemple de 15 % en poids à 20 % en poids, par exemple de 12 % en poids à 20 % en poids, par exemple de 1 % en poids à 12 % en poids, par exemple de 1 % en poids à 5 % en poids, par exemple de 0,1 % en poids à 1 % en poids, sur la base du poids total du matériau de remplissage.
  10. Produit de nicotine oral en sachet selon l'une quelconque des revendications 1 à 8, dans lequel l'humidité est présente en une quantité comprise dans la plage allant de 20 % en poids à 50 % en poids, par exemple de 20 % en poids à 45 % en poids, par exemple 40 % en poids sur la base du poids total du matériau de remplissage.
  11. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel le matériau de conditionnement comprend de la cellulose microcristalline ou est constitué de cellulose microcristalline.
  12. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel l'acide est présent en une quantité comprise dans la plage allant de 5 % en poids à 15 % en poids, 10 % en poids à 15 % en poids ou 5 % en poids à 10 % en poids, sur la base du poids total du matériau de conditionnement.
  13. Produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, dans lequel l'acide comprend de l'acide citrique ou est constitué d'acide citrique.
  14. Procédé de préparation d'un produit de nicotine oral en sachet selon l'une quelconque des revendications précédentes, ledit procédé comprenant les étapes consistant à :
    a) fournir un matériau de remplissage tel que défini dans l'une quelconque des revndications précédentes, et
    b) enfermer le matériau de remplissage dans le matériau de conditionnement obtenu à l'étape a).
  15. Procédé selon la revendication 14, dans lequel le matériau de conditionnement est produit par
    (i) traitement d'un matériau de conditionnement avec une solution aqueuse comprenant un acide choisi dans le groupe constitué d'acide citrique, acide malique, acide lactique, acide ascorbique, acide tartrique et toute combinaison de ceux-ci, suivi par
    (ii) séchage.
EP21166939.5A 2021-04-06 2021-04-06 Produit nicotinique oral aromatisé en sachet comprenant un acide Active EP4070671B1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP21166939.5A EP4070671B1 (fr) 2021-04-06 2021-04-06 Produit nicotinique oral aromatisé en sachet comprenant un acide
KR1020237033289A KR20230167356A (ko) 2021-04-06 2022-04-05 산을 포함하는 향미가 있는 구강 파우치 니코틴 제품
JP2023561362A JP2024513106A (ja) 2021-04-06 2022-04-05 酸を含む風味付けされた経口パウチ入りニコチン製品
PCT/EP2022/058918 WO2022214444A1 (fr) 2021-04-06 2022-04-05 Produit oral aromatisé à base de nicotine en sachet comprenant un acide
CA3214126A CA3214126A1 (fr) 2021-04-06 2022-04-05 Produit oral aromatise a base de nicotine en sachet comprenant un acide
US18/550,150 US20240180240A1 (en) 2021-04-06 2022-04-05 A flavoured oral pouched nicotine product comprising an acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP21166939.5A EP4070671B1 (fr) 2021-04-06 2021-04-06 Produit nicotinique oral aromatisé en sachet comprenant un acide

Publications (3)

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EP4070671A1 EP4070671A1 (fr) 2022-10-12
EP4070671B1 true EP4070671B1 (fr) 2024-03-27
EP4070671C0 EP4070671C0 (fr) 2024-03-27

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US (1) US20240180240A1 (fr)
EP (1) EP4070671B1 (fr)
JP (1) JP2024513106A (fr)
KR (1) KR20230167356A (fr)
CA (1) CA3214126A1 (fr)
WO (1) WO2022214444A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4399981A1 (fr) * 2023-01-16 2024-07-17 JT International SA Composition d'administration orale de nicotine

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9420825B2 (en) * 2012-02-13 2016-08-23 R.J. Reynolds Tobacco Company Whitened tobacco composition
US20160150816A1 (en) * 2013-07-10 2016-06-02 Swedish Match North Europe Ab A smokeless tobacco composition and a method for its manufacture
EP3192380B1 (fr) 2016-01-12 2020-11-11 Swedish Match North Europe AB Produit en sachet oral
WO2017125405A1 (fr) 2016-01-18 2017-07-27 Swedish Match North Europe Ab Contenant de tabac à priser comprenant une sécurité enfants
SE542990C2 (en) 2019-03-18 2020-09-22 Swedish Match North Europe Ab A packaging material and an oral pouched nicotine product
US20210068447A1 (en) * 2019-09-11 2021-03-11 R. J. Reynolds Tobacco Company Pouched products with enhanced flavor stability

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KR20230167356A (ko) 2023-12-08
US20240180240A1 (en) 2024-06-06
CA3214126A1 (fr) 2022-10-13
EP4070671C0 (fr) 2024-03-27
WO2022214444A1 (fr) 2022-10-13
EP4070671A1 (fr) 2022-10-12
JP2024513106A (ja) 2024-03-21

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