US20250212939A1 - Aerosol-generating compositions and uses thereof - Google Patents

Aerosol-generating compositions and uses thereof Download PDF

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Publication number
US20250212939A1
US20250212939A1 US18/852,139 US202318852139A US2025212939A1 US 20250212939 A1 US20250212939 A1 US 20250212939A1 US 202318852139 A US202318852139 A US 202318852139A US 2025212939 A1 US2025212939 A1 US 2025212939A1
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Prior art keywords
aerosol
generating
solid
generating composition
extract
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US18/852,139
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English (en)
Inventor
Stuart Martin
Barry Dimmick
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Nicoventures Trading Ltd
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Nicoventures Trading Ltd
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Assigned to Nicoventures Trading Limited reassignment Nicoventures Trading Limited ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MARTIN, STUART, DIMMICK, Barry, BRITISH AMERICAN TOBACCO (INVESTMENTS) LIMITED
Publication of US20250212939A1 publication Critical patent/US20250212939A1/en
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    • 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
    • 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
    • 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
    • A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/40—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms
    • A24B15/403—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24F—SMOKERS' REQUISITES; MATCH BOXES; SIMULATED SMOKING DEVICES
    • A24F40/00—Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
    • A24F40/10—Devices using liquid inhalable precursors

Definitions

  • the aerosol-generating composition comprises from about 5 to about 35 mg solid aerosol-generating material per ml of the aerosol-generating composition.
  • FIG. 1 is a schematic cross-sectional view of a non-combustible aerosol provision device for generating aerosol from an aerosol-generating composition as described herein.
  • liquid aerosol-generating materials which are used to generate a vapour or aerosol in non-combustible aerosol delivery systems may contain flavour and/or actives and an aerosol-former material.
  • such liquids may comprise glycerol and a flavour. In some instances, they further comprise nicotine.
  • Tobacco material or a tobacco extract may be used in combustible and non-combustible aerosol-generating devices, including hybrid devices and tobacco heating products, to provide the user with an aerosol with an authentic tobacco taste and texture.
  • One issue encountered with such materials is that the content of the flavour, other volatile compound(s) and nicotine decreases with storage of the aerosol-generating material, dropping off particularly towards the end of the life of the material. This is because the more volatile components, including nicotine and many flavours and aromas, are readily released from the material. Additionally, as the moisture content of the aerosol-generating material increases through moisture absorption, the release of substances such as nicotine and flavours is negatively impacted. Aerosol-generating materials that are produced using conventional methods and procedures commonly need to be used within one to three days of production. There is therefore a need to improve the shelf life of the aerosol generating material.
  • the extract from a flavour- and/or active-containing plant material is a liquid solution or suspension and it may be dried or dehydrated using a process such as spray-drying or freeze-drying.
  • the dried or dehydrated solid aerosol generating material may be formed from a precursor material comprising the extract from a flavour- and/or active-containing plant material.
  • the aerosol-generating compositions comprising the dried extract from a flavour- and/or active-containing plant material comprise a high concentration of the flavour and/or active. As such, small amounts of the dried extract are sufficient to generate aerosol with desired active and flavour content. Further, the dried extract affords the aerosol generated from the aerosol-generating compositions with desirable sensory properties.
  • the dried aerosol-generating material has a moisture content of from 0 to about 10%, or from 0 to about 5% (calculated on a wet weight basis), as measured by gas chromatography-thermal conductivity detector (GC-TCD) or Karl Fischer titration.
  • the moisture content of the dried aerosol-generating material is less than about 3 wt %, for example from about 0 to about 3 wt %, or from about 0.5 to about 2.5 wt %.
  • Karl Fischer titration is a classic method of chemical analysis for reliably determining the amount of water in a sample, and even just trace amounts. The method can be readily carried out using an automated Karl Fischer titrator. Similarly, the use of GC-TCD is also a well-established method for reliably determining the water content in a sample.
  • references to moisture content herein are references to the moisture content as measured by Karl Fischer.
  • the aerosol-generating compositions may be used in non-combustible aerosol provision systems.
  • An aerosol-generating material is a material that is capable of generating aerosol, for example when heated, irradiated or energized in any other way.
  • the solid aerosol-generating material included in the aerosol-generating compositions of the present invention comprises a dried extract from a flavour- and/or active-containing plant material.
  • the solid aerosol-generating material is formed by drying a precursor material comprising an extract from a flavour- and/or active-containing plant material.
  • the drying process is selected to retain the desired components of the precursor material and, therefore, the solid aerosol-generating material may comprise one or more active substances and/or flavours.
  • the extract from a flavour- or active-substance containing plant material is an extract derived by contacting the plant material with a suitable solvent, such as an aqueous solvent or an alcohol such as ethanol.
  • a suitable solvent such as an aqueous solvent or an alcohol such as ethanol.
  • the liquid portion comprising the solvent and any dissolved plant components may then be separated or partially separated from the remaining solid plant material to provide the extract to be included in the precursor composition and dried.
  • the solid aerosol-generating materials and the aerosol-generating compositions are stable at a range of temperatures and humidities and have an increased shelf-life, and are therefore easy to store and transport.
  • the compositions may be stored at temperatures in the range of 0-35° C.
  • the compositions may be stored at a relative humidity of up to about 30%, or up to 50% or even up to 90% prior to use.
  • the precursor material comprises at least about 10 wt %, about 20 wt %, at least about 30 wt %, at least about 40 wt %, at least about 50 wt %, at least about 60 wt %, at least about 70 wt %, at least about 80 wt %, or at least about 90 wt % extract from a tobacco or other flavour- or active-substance containing plant material (calculated on a wet weight basis).
  • precursor material may comprise up to about 99 wt %, up to about 90 wt %, up to about 80 wt %, up to about 70 wt % or up to about 60 wt % extract from tobacco or other flavour- or active-substance containing plant material (calculated on a wet weight basis).
  • the precursor material comprises around 50 wt % tobacco extract (calculated on a wet weight basis).
  • the tobacco extract is an aqueous tobacco extract.
  • the tobacco extract may be concentrated and subsequently diluted before being added to the precursor material and dried. In other embodiments, the tobacco extract is not concentrated and may be used directly in the precursor material.
  • the mint may be chosen from the following mint varieties: Mentha Arventis, Mentha c.v., Mentha niliaca, Mentha piperita, Mentha piperita citrata c.v., Mentha piperita c.v., Mentha spicata crispa, Mentha cardifolia, Mentha longifolia, Mentha suaveolens variegata, Mentha pulegium, Mentha spicata c.v. and Mentha suaveolens
  • the solid aerosol-generating material and/or the precursor material comprises one or more cannabinoid compounds selected from the group consisting of: cannabidiol (CBD), tetrahydrocannabinol (THC), tetrahydrocannabinolic acid (THCA), cannabidiolic acid (CBDA), cannabinol (CBN), cannabigerol (CBG), cannabichromene (CBC), cannabicyclol (CBL), cannabivarin (CBV), tetrahydrocannabivarin (THCV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM) and cannabielsoin (CBE), cannabicitran (CBT).
  • CBD cannabidiol
  • THC tetrahydrocannabinol
  • THCA tetrahydro
  • the solid aerosol-generating material and/or the precursor material may comprise cannabidiol (CBD).
  • CBD cannabidiol
  • the precursor material may comprise at most 36 wt % of glycerol.
  • the inventors have demonstrated that dry weight inclusion levels up to 36 wt % (calculated on a dry weight basis) of aerosol-former material are possible.
  • the amount of glycerol in the precursor material, and therefore the solid aerosol-generating material, is important because it is both an aerosol-forming material and also a plasticizer. If the concentration of glycerol it too high, it may be detrimental to a critical temperature of the product during the freeze-drying process and may result in collapse of the product if the critical temperature of the formulation is exceeded.
  • the solid aerosol-generating material and/or the precursor material further comprises one or more excipients.
  • the excipient stabilises and preserves the precursor material and the inventors have found the inclusion of an excipient especially important for stability when the precursor material comprised glycerol as the aerosol-forming material.
  • the excipient may also act as a bulking agent or a filler material.
  • the inclusion of an excipient may also improve the handleability of the dried aerosol-generating material, helping it to retain its granular form by helping to reduce moisture uptake and the resulting increase in tackiness of the material.
  • the presence of an excipient may also have an effect on the speed of (freeze) drying.
  • Suitable excipients include mannitol, sucrose, trehalose, lactose, sorbitol, raffinose, maltose, dextrans such as Dextran 10, Dextran 70, Dextran 90, maltodextrin, gelatin, agar, cyclodextrins, and polyethylene glycols such as PEG 2000-6000, and polyvinylpyrrolidone (PVP 10 ).
  • the solid aerosol-generating material and/or the precursor material comprises one or more excipients in an amount of from 0 to about 40 wt % on a wet weight basis.
  • the precursor material may comprise at least about 1 wt %, at least about 10 wt %, at least about 20 wt %, at least about 30 wt %, and/or up to about 40 wt %, up to about 30%, up to about 20 wt %, or up to about 10 wt % excipient on a wet weight basis.
  • the solid aerosol-generating material may comprise at least about 0.1 wt %, at least about 10 wt %, at least about 20 wt %, or at least about 25 wt % excipient (calculated on a dry weight basis). In some embodiments, the solid aerosol-generating material may comprise up to about 25%, up to about 20 wt %, up to about 15 wt %, or up to about 10 wt % excipient (calculated on a dry weight basis).
  • the solid aerosol-generating material comprises about 36 wt % glycerol, about 45 wt % tobacco extract, and about 19 wt % excipient on a dry weight basis.
  • the solid aerosol-generating material comprises from about 17 to about 39 wt % glycerol, from about 41 to about 76 wt % tobacco extract, and from 0 to about 28 wt % excipient on a dry weight basis.
  • the precursor material may comprise 0 wt %, about 5 wt %, or about 10 wt % agar.
  • agar makes the precursor material more viscous and that the freeze-drying process is easier when the precursor material comprises a lower concentration of the agar excipient.
  • the precursor material comprises about 50 wt % tobacco extract, from 0 to about 36 wt % aerosol forming agent (for example, from 0 to about 15 v/v %) and from 0 to about 40 wt % (for example, about 37.5 v/v %) excipient.
  • the tobacco extract may comprise about 55 wt % tobacco solids and the overall tobacco solids content of the precursor material is about 27.5 wt %.
  • the precursor material comprises about 50 wt % tobacco extract, up to about 36 wt % (for example, about 15 v/v %) glycerol and from 0 to about 40 wt % (for example, about 37.5 v/v %) excipient.
  • the tobacco extract may comprise about 55 wt % tobacco solids and the overall tobacco solids content of the precursor material is about 27.5 wt %.
  • the percentage content of nicotine in the formulation will depend on the type of tobacco used, and the presence of other components, i.e. the aerosol-former and the excipient.
  • the solid aerosol-generating material and/or the precursor material comprises one or more binders.
  • the one or more binder is selected from the group consisting of: thermoreversible gelling agents, such as gelatin; starches; polysaccharides; pectins; celluloses; cellulose derivatives, such as carboxymethylcellulose; and alginates.
  • the solid aerosol-generating material and/or the precursor material comprises one or more flavour-modifier, flavour or flavourant.
  • flavour-modifier derived from the extract or it may be added.
  • flavourant refers to materials which, where local regulations permit, may be used to create a desired taste, aroma or other somatosensorial sensation in a product for adult consumers.
  • flavour materials may include naturally occurring flavour materials, botanicals, extracts of botanicals, synthetically obtained materials, or combinations thereof (e.g., tobacco, cannabis , licorice (liquorice), hydrangea , eugenol, Japanese white bark magnolia leaf, chamomile, fenugreek, clove, maple, matcha, menthol, Japanese mint, aniseed (anise), cinnamon, turmeric, Indian spices, Asian spices, herb, wintergreen, cherry, berry, red berry, cranberry, peach, apple, orange, mango, clementine, lemon, lime, tropical fruit, papaya , rhubarb, grape, durian, dragon fruit, cucumber, blueberry, mulberry, citrus fruits, Drambuie, bourbon, scotch, whiskey, gin, tequila, rum, spearmint, peppermint, lavender, aloe vera, cardamom, celery, cascarilla, nutmeg, sandalwood, berg
  • the flavour comprises menthol, spearmint and/or peppermint.
  • the flavour comprises flavour components of cucumber, blueberry, citrus fruits and/or redberry.
  • the flavour comprises eugenol.
  • the flavour comprises flavour components extracted from tobacco.
  • the flavour comprises flavour components extracted from cannabis.
  • the flavour may comprise a sensate, which is intended to achieve a somatosensorial sensation which are usually chemically induced and perceived by the stimulation of the fifth cranial nerve (trigeminal nerve), in addition to or in place of aroma or taste nerves, and these may include agents providing heating, cooling, tingling, numbing effect.
  • a suitable heat effect agent may be, but is not limited to, vanillyl ethyl ether and a suitable cooling agent may be, but not limited to eucolyptol, WS-3.
  • the solid aerosol-generating material and/or the precursor material comprises one or more other functional materials, which may comprise one or more of pH regulators, colouring agents, preservatives, fillers, stabilizers, and/or antioxidants.
  • the solid aerosol-generating material and/or the precursor material contains a filler component.
  • the filler component is generally a non-tobacco component, that is, a component that does not include ingredients originating from tobacco.
  • the precursor material comprises less than 60 wt % of a filler, such as from 1 wt % to 60 wt %, or 5 wt % to 50 wt %, or 5 wt % to 30 wt %, or 10 wt % to 20 wt % on a wet weight basis.
  • the filler may comprise one or more inorganic filler materials such as calcium carbonate, perlite, vermiculite, diatomaceous earth, colloidal silica, magnesium oxide, magnesium sulphate, magnesium carbonate, and suitable inorganic sorbents, such as molecular sieves.
  • the filler may comprise one or more organic filler materials such as wood pulp, hemp fibre, cellulose and cellulose derivatives.
  • the solid aerosol-generating material is in the form of a gel.
  • a gelling agent may be added to the aerosol-generating material, the precursor material or may be optionally omitted.
  • the gelling agent may comprise one or more compounds selected from cellulosic gelling agents, non-cellulosic gelling agents, guar gum, acacia gum and mixtures thereof.
  • the cellulosic gelling agent is selected from the group consisting of: hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethylcellulose (CMC), hydroxypropyl methylcellulose (HPMC), methyl cellulose, ethyl cellulose, cellulose acetate (CA), cellulose acetate butyrate (CAB), cellulose acetate propionate (CAP) and combinations thereof.
  • the gelling agent comprises (or is) one or more of hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose (HPMC), carboxymethylcellulose, guar gum, or acacia gum.
  • the acid may be an inorganic acid. In some of these embodiments the acid may be a mineral acid. In some such embodiments, the acid may be at least one of sulphuric acid, hydrochloric acid, boric acid and phosphoric acid.
  • the liquid aerosol-generating material may comprise further components, such as flavours.
  • the liquid aerosol-generating material comprises propylene glycol and a flavour.
  • the flavour may be any one of the flavours mentioned herein.
  • the glycerol content of the precursor and dried aerosol-generating material after the freeze drying process has been calculated, providing an indication of the amount of glycerol retained following the processing.
  • the glycerol recovery of the dried aerosol generating material is at least about 85%.
  • the glycerol recovery of the dried aerosol generating material compared to the precursor material may be at least about 70%, at least about 75%, at least about 80%, at least about 85%, at least about 90% at least about 95% on a dry weight basis.
  • the precursor material comprised essentially of aqueous tobacco extract, glycerol and Dextran 70.
  • the glycerol content was about 0 to about 15 v/v %, or up to about 36 wt % calculated on a dry weight basis.
  • the precursor material was dried via freeze drying.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Botany (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Manufacture Of Tobacco Products (AREA)
US18/852,139 2022-04-01 2023-03-31 Aerosol-generating compositions and uses thereof Pending US20250212939A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB2204811.0A GB202204811D0 (en) 2022-04-01 2022-04-01 Aerosol-generating compositions and uses thereof
GB2204811.0 2022-04-01
PCT/GB2023/050853 WO2023187403A1 (en) 2022-04-01 2023-03-31 Aerosol-generating compositions and uses thereof

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US20250212939A1 true US20250212939A1 (en) 2025-07-03

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US (1) US20250212939A1 (https=)
EP (1) EP4503965A1 (https=)
JP (1) JP2025510878A (https=)
GB (1) GB202204811D0 (https=)
WO (1) WO2023187403A1 (https=)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201220280D0 (en) * 2012-11-12 2012-12-26 British American Tobacco Co Products including capsules, uses and preparation thereof
GB201908354D0 (en) * 2019-06-11 2019-07-24 Nicoventures Trading Ltd A mouthpiece and an article for use in an aerosol provision system
GB2590345A (en) * 2019-10-04 2021-06-30 Nicoventures Trading Ltd Component
GB201917478D0 (en) * 2019-11-29 2020-01-15 Nicoventures Trading Ltd Aerosol generation
GB202006645D0 (en) * 2020-05-05 2020-06-17 Nicoventures Holdings Ltd Aerosol generating material

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WO2023187403A1 (en) 2023-10-05
JP2025510878A (ja) 2025-04-15
EP4503965A1 (en) 2025-02-12
GB202204811D0 (en) 2022-05-18

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