EP3873245B1 - Formulation aérosolisable - Google Patents

Formulation aérosolisable Download PDF

Info

Publication number
EP3873245B1
EP3873245B1 EP19798365.3A EP19798365A EP3873245B1 EP 3873245 B1 EP3873245 B1 EP 3873245B1 EP 19798365 A EP19798365 A EP 19798365A EP 3873245 B1 EP3873245 B1 EP 3873245B1
Authority
EP
European Patent Office
Prior art keywords
aerosolisable formulation
acid
amount
present
nicotine
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
EP19798365.3A
Other languages
German (de)
English (en)
Other versions
EP3873245A1 (fr
Inventor
Ross CABOT
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.)
Nicoventures Trading Ltd
Original Assignee
Nicoventures Trading Ltd
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 Nicoventures Trading Ltd filed Critical Nicoventures Trading Ltd
Priority to EP24152849.6A priority Critical patent/EP4353091A2/fr
Publication of EP3873245A1 publication Critical patent/EP3873245A1/fr
Application granted granted Critical
Publication of EP3873245B1 publication Critical patent/EP3873245B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • A24B15/167Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/24Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • A24B15/241Extraction of specific substances
    • A24B15/243Nicotine
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/32Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24FSMOKERS' REQUISITES; MATCH BOXES; SIMULATED SMOKING DEVICES
    • A24F40/00Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
    • A24F40/05Devices without heating means
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24FSMOKERS' REQUISITES; MATCH BOXES; SIMULATED SMOKING DEVICES
    • A24F40/00Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
    • A24F40/10Devices using liquid inhalable precursors

Definitions

  • the present disclosure relates to an aerosolisable formulation, a method of forming the same, a container containing the same, a device containing the same and processes and uses of the same.
  • Electronic aerosol provision systems such as e-cigarettes generally contain a reservoir of liquid which is to be vaporised, typically containing nicotine.
  • a heater is activated to vaporise a small amount of liquid, which is therefore inhaled by the user.
  • Aerosols from e-cigarettes and smoke from tobacco products such as cigarettes provides to the user a complex chain of flavour in the mouth, nicotine absorption in the mouth and throat, followed by nicotine absorption in the lungs.
  • Nicotine contributes to a number of these factors, and is strongly associated with factors such as impact, irritation and smoothness; these are readily perceived by consumers, and e-cigarettes may offer too much or too little of these parameters for consumers, depending upon individual preferences. Nicotine reward is particularly complex as it results from both the amount of and speed with which nicotine is absorbed from the lining of the mouth, this is typically nicotine in the vapour phase, and from the amount and speed nicotine that is absorbed from the lungs, this is typically nicotine in the particulate phase of the aerosol which is inhaled. Each of these factors, and their balance, can strongly contribute to consumer acceptability of an e-cigarette. Providing means to optimise the overall vaping experience is therefore desirable to e-cigarette manufacturers.
  • Harm from cigarette and e-cigarette devices primarily comes from toxicants. Therefore, there is a desire to reduce or remove the components which may form toxicants.
  • US2004034068 A1 teaches a liqid pharmaceutical formulation comprising a nicotine salt and at least 90 wt% water.
  • the composition is delivered as an aerosol.
  • DE102015117811 A1 discloses an aqueous nicotine composition containing 85-99 wt% water and thymol as a flavouring agent. It is delivered as an aerosol.
  • an aerosolisable formulation as defined in claim 1 comprising
  • an aerosolisable formulation as defined in claim 3 comprising
  • a contained aerosolisable formulation as defined in claim 12 comprising (a) a container; and (b) an aerosolisable formulation , comprising (i) water in an amount of at least 85 wt.% based on the aerosolisable formulation; and (ii) nicotine.
  • an electronic aerosol provision system as defined in claim 14 comprising:(a) an aerosoliser for aerosolising formulation for inhalation by a user of the electronic aerosol provision system;(b) a power supply comprising a cell or battery for supplying power to the aerosoliser (c) an aerosolisable formulation , comprising (i) water in an amount of at least 85 wt.% based on the aerosolisable formulation; and(ii) nicotine or one or more flavours.
  • an advantageous system may be provided in which an aerosolisable formulation contains a very high content of water and is used to deliver nicotine and/or flavour.
  • the very high water content provides a sensory perception for the user which is desirably close to the nicotine 'hit' and/or flavour release provided by tobacco based cigarettes.
  • This desirable nicotine 'hit' and/or flavour release is in contrast to 'traditional' e-liquids based on glycerol and propylene glycol which users sometimes do not use because of the perceived differences in respect of nicotine 'hit' and/or flavour release provided by tobacco based cigarettes.
  • water-based system may be provided in which aerosolised formulation is formed from an aerosolisable formulation at a low temperature. This is in contrast to 'traditional' e-cigarettes which use a heater, typically applied to liquids based on glycerol and propylene glycol to form an aerosolised formulation.
  • a heater typically applied to liquids based on glycerol and propylene glycol to form an aerosolised formulation.
  • the provision of such a system and the avoidance of heating may address problems of the prior art relating to the formation of toxicants. More specifically, we have identified a water-based system which, by selection of a very high water content delivers desirable nicotine 'hit' and/or flavour release but avoids the need to use the heaters associated with prior liquids based on glycerol and propylene glycol.
  • the number of components present may be reduced leading to less chance of forming breakdown products/toxicants.
  • the use of water allows for the replacement of some or all of the glycerol, propylene glycol, 1,3-propane diol and mixtures thereof typically used in e-cigarettes.
  • the aerosolisable formulation comprises water in an amount of at least 85 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 87 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 89 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 91 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 93 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 95 wt.% based on the aerosolisable formulation.
  • water is present in an amount of at least 97 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.1 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.2 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.3 wt.% based on the aerosolisable formulation.
  • water is present in an amount of at least 99.4 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.5 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.6 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.7 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.8 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of at least 99.9 wt.% based on the aerosolisable formulation.
  • water is present in an amount of from 85 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 90 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 92 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 94 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 95 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 96 to 99.9 wt.% based on the aerosolisable formulation.
  • water is present in an amount of from 97 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 98 to 99.9 wt.% based on the aerosolisable formulation. In one aspect water is present in an amount of from 99 to 99.9 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 8 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 1 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 0.5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 0.2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 0.1 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, 1,3-propane diol and mixtures thereof in a combined amount of no greater than 0.01 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains no glycerol, propylene glycol, 1,3-propane diol and mixtures thereof.
  • the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 8 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 5 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 1 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 0.5 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 0.2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 0.1 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol, propylene glycol, and mixtures thereof in a combined amount of no greater than 0.01 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains no glycerol, propylene glycol, and mixtures thereof.
  • the aerosolisable formulation contains glycerol in an amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 8 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 1 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains glycerol in an amount of no greater than 0.5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 0.2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 0.1 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains glycerol in an amount of no greater than 0.01 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains no glycerol.
  • the aerosolisable formulation contains propylene glycol in an amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 8 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 1 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains propylene glycol in an amount of no greater than 0.5 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 0.2 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 0.1 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains propylene glycol in an amount of no greater than 0.01 wt.% based on the aerosolisable formulation. In one aspect the aerosolisable formulation contains no propylene glycol.
  • the aerosolisable formulation further comprises an acid.
  • the acid may be any suitable acid.
  • the acid is an organic acid.
  • the acid is a carboxylic acid.
  • the acid is an organic carboxylic acid.
  • the acid is selected from the group consisting of acetic acid, lactic acid, formic acid, citric acid, benzoic acid, pyruvic acid, levulinic acid, succinic acid, tartaric acid, sorbic acid, propionic acid, phenylacetic acid, and mixtures thereof.
  • the acid is selected from the group consisting of citric acid, benzoic acid, levulinic acid, lactic acid, sorbic acid, and mixtures thereof.
  • the acid is selected from the group consisting of citric acid, benzoic acid, levulinic acid, and mixtures thereof.
  • the acid is at least citric acid.
  • the acid consists of citric acid.
  • the acid is selected from acids having a pka of from 2 to 5. In one aspect the acid is a weak acid. In one aspect the acid is a weak organic acid.
  • the acid may be present in any suitable amount. In one aspect the acid is present in an amount of no greater than 6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 5 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of from 0.02 to 5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of no greater than 4 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 4 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 4 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of from 0.05 to 4 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 4 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of no greater than 3 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 3 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 3 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 3 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of from 0.08 to 3 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of no greater than 2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 2 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of no greater than 1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.1 to 1 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of no greater than 0.6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 0.6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 0.6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 0.6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 0.6 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.1 to 0.6 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of no greater than 0.5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 0.5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 0.5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 0.5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 0.5 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of no greater than 0.2 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of from 0.01 to 0.2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.02 to 0.2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 0.2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 0.2 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of no greater than 0.1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.01 to 0.1 wt% based on the aerosolisable formulation.
  • the acid is present in an amount of from 0.02 to 0.1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.05 to 0.1 wt% based on the aerosolisable formulation. In one aspect the acid is present in an amount of from 0.08 to 0.1 wt% based on the aerosolisable formulation.
  • the acid has a solubility in water of at least 2g/L at 20 °C. In one aspect the acid has a solubility in water of at least 5g/L at 20 °C. In one aspect the acid has a solubility in water of at least 10g/L at 20 °C. In one aspect the acid has a solubility in water of at least 20g/L at 20 °C. In one aspect the acid has a solubility in water of at least 50g/L at 20 °C. In one aspect the acid has a solubility in water of at least 100g/L at 20 °C. In one aspect the acid has a solubility in water of at least 200g/L at 20 °C.
  • the acid has a solubility in water of at least 300g/L at 20 °C. In one aspect the acid has a solubility in water of at least 400g/L at 20 °C. In one aspect the acid has a solubility in water of at least 500g/L at 20 °C. In one aspect the acid has a solubility in water of at least 600g/L at 20 °C. In one aspect the acid has a solubility in water of at least 700g/L at 20 °C. In one aspect the acid has a solubility in water of at least 800g/L at 20 °C. In one aspect the acid has a solubility in water of at least 900g/L at 20 °C. In one aspect the acid has a solubility in water of at least 1000g/L at 20 °C. In one aspect the acid has a solubility in water of at least 1100g/L at 20°C.
  • the amount of acid and the solubility of the acid may be selected such that a given amount of the acid will dissolve in the water.
  • the amount of acid and the solubility of the acid may be selected such that a given amount of the acid will dissolve in the water.
  • at 20 °C at least 20% of the acid dissolves in the water.
  • at 25 °C at least 20% of the acid dissolves in the water.
  • at 30 °C at least 20% of the acid dissolves in the water.
  • In one aspect at 20 °C at least 35% of the acid dissolves in the water.
  • at 20 °C at least 40% of the acid dissolves in the water.
  • In one aspect at 20 °C at least 45% of the acid dissolves in the water.
  • at 20 °C at least 50% of the acid dissolves in the water.
  • at 20 °C at least 55% of the acid dissolves in the water.
  • the molar ratio of acid to nicotine may be selected as desired.
  • the molar ratio of acid to nicotine is from 5:1 to 1:5.
  • the molar ratio of acid to nicotine is from 4:1 to 1:4.
  • the molar ratio of acid to nicotine is from 3:1 to 1:3.
  • the molar ratio of acid to nicotine is from 2:1 to 1:2.
  • the molar ratio of acid to nicotine is from 1.5:1 to 1:1.5.
  • the molar ratio of acid to nicotine is from 1.2:1 to 1:1.2.
  • the molar ratio of acid to nicotine is from 5:1 to 1:1.
  • the molar ratio of acid to nicotine is from 4:1 to 1:1.
  • the molar ratio of acid to nicotine is from 3:1 to 1:1. In one aspect the molar ratio of acid to nicotine is from 2:1 to 1:1. In one aspect the molar ratio of acid to nicotine is from 1.5:1 to 1:1. In one aspect the molar ratio of acid to nicotine is from 1.2:1 to 1:1.
  • the total content of acid present in the formulation is no greater than 5 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no greater than 4 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no greater than 3 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no greater than 2 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no greater than 1 mole equivalents based on the nicotine.
  • the total content of acid present in the formulation is no less than 0.01 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.05 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.1 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.2 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.3 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.4 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.5 mole equivalents based on the nicotine. In one aspect the total content of acid present in the formulation is no less than 0.7 mole equivalents based on the nicotine.
  • Nicotine formulations may be provided having desirable properties of flavour, impact, irritation, smoothness and/or nicotine reward for the user.
  • nicotine is present in an amount of no greater than 6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.01 to 6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 6 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.01 to 5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 4 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.01 to 4 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 4 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 4 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 4 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 3 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.01 to 3 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 3 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 3 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 3 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 2 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.01 to 2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 1 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.01 to 1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.1 to 1 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of no greater than 0.6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.01 to 0.6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 0.6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 0.6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 0.6 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.1 to 0.6 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 0.5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.01 to 0.5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 0.5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 0.5 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.08 to 0.5 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 0.2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.01 to 0.2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 0.2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 0.2 wt% based on the total weight of the aerosolisable formulation.
  • nicotine is present in an amount of from 0.08 to 0.2 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of no greater than 0.1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.01 to 0.1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.02 to 0.1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.05 to 0.1 wt% based on the total weight of the aerosolisable formulation. In one aspect nicotine is present in an amount of from 0.08 to 0.1 wt% based on the total weight of the aerosolisable formulation.
  • nicotine may exist in unprotonated form, monoprotonated form or diprotonated form.
  • the structures of each of these forms are given below.
  • references in the specification to protonated form means both monoprotonated nicotine and diprotonated nicotine. Reference in the specification to amounts in the protonated form means the combined amount of monoprotonated nicotine and diprotonated nicotine. Furthermore, when reference is made to a fully protonated formulation it will be understood that at any one time there may be very minor amounts of unprotonated nicotine present, e.g. less than 1% unprotonated.
  • the formulation may comprise nicotine in protonated form. In one aspect the formulation may comprise nicotine in unprotonated form. In one aspect the formulation comprises nicotine in unprotonated form and nicotine in monoprotonated form. In one aspect the formulation comprises nicotine in unprotonated form and nicotine in diprotonated form. In one aspect the formulation comprises nicotine in unprotonated form, nicotine in monoprotonated form and nicotine in diprotonated form.
  • At least 5wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 10wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 15wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 20wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 25wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 30wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 35wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 40wt% of the nicotine present in the formulation is in protonated form.
  • At least 45wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 50wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 55wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 60wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 65wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 70wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 75wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 80wt% of the nicotine present in the formulation is in protonated form.
  • At least 85wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 90wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 95wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 99wt% of the nicotine present in the formulation is in protonated form. In one aspect at least 99.9wt% of the nicotine present in the formulation is in protonated form.
  • the nicotine present in the formulation is in protonated form. In one aspect from 55 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 60 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 65 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 70 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 75 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 80 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 85 to 95 wt% of the nicotine present in the formulation is in protonated form. In one aspect from 90 to 95 wt% of the nicotine present in the formulation is in protonated form.
  • Nicotine 3-(1-methylpyrrolidin-2-yl) pyridine
  • pKa 3.12 for the pyridine ring
  • 8.02 for the pyrrolidine ring
  • It can exist in pH-dependent protonated (mono- and di-) and non-protonated (free base) forms which have different bioavailability.
  • the fraction of non-protonated nicotine will be predominant at high pH levels whilst a decrease in the pH will see an increase of the fraction of protonated nicotine (mono- or di-depending on the pH). If the relative fraction of protonated nicotine and the total amount of nicotine in the sample are known, the absolute amount of protonated nicotine can be calculated.
  • the relative fraction of protonated nicotine in formulation can be calculated by using the Henderson-Hasselbalch equation, which describes the pH as a derivation of the acid dissociation constant equation, and it is extensively employed in chemical and biological systems.
  • [B] is the amount of non-protonated nicotine (i.e. free base)
  • [BH+] the amount of protonated nicotine (i.e. conjugate acid)
  • the aerosolisable formulation may comprise one or more flavours or flavouring components.
  • flavours or flavouring components include extracts (e.g.
  • the one or more flavours may be selected from the group consisting of (4-(para-)methoxyphenyl)-2-butanone, vanillin, ⁇ -undecalactone, menthone, 5-propenyl guaethol, menthol, para-mentha-8-thiol-3-one and mixtures thereof.
  • the flavour is at least menthol.
  • the one or more flavours may be present in any suitable amount. In one aspect the one or more flavours are present in a total amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of no greater than 7 wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of no greater than 5 wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of no greater than 4 wt.% based on the aerosolisable formulation.
  • the one or more flavours are present in a total amount of no greater than 3 wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of no greater than 2wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of no greater than 1wt.% based on the aerosolisable formulation.
  • the one or more flavours are present in a total amount of from 0.01 to 5wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of from 0.01 to 4wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of from 0.01 to 3wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of from 0.01 to 2wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of from 0.01 to 1wt.% based on the aerosolisable formulation. In one aspect the one or more flavours are present in a total amount of from 0.01 to 0.5wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation contains one or more cyclodextrins, then the aerosolisable formulation contains no flavours that can be encapsulated by the one or more cyclodextrins. In one aspect, if the aerosolisable formulation contains one or more cyclodextrins, then the aerosolisable formulation contains no flavours.
  • one or more cyclodextrins may or may not be present in any suitable amount in the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 12 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 10 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 9 wt.% based on the aerosolisable formulation.
  • the one or more cyclodextrins are present in a total amount of no greater than 8 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 7 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 6 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 5 wt.% based on the aerosolisable formulation.
  • the one or more cyclodextrins are present in a total amount of no greater than 4 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 3 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 2 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 1 wt.% based on the aerosolisable formulation.
  • the one or more cyclodextrins are present in a total amount of no greater than 0.1 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 0.01 wt.% based on the aerosolisable formulation. In one aspect the one or more cyclodextrins are present in a total amount of no greater than 0.001 wt.% based on the aerosolisable formulation.
  • the aerosolisable formulation of the present invention comprises one or more cyclodextrins.
  • the one or more cyclodextrins may be selected from the group consisting of unsubstituted cyclodextrins, substituted cyclodextrins and mixtures thereof.
  • at least one cyclodextrin is an unsubstituted cyclodextrin.
  • the one or more cyclodextrins are selected from the group consisting of unsubstituted cyclodextrins.
  • at least one cyclodextrin is a substituted cyclodextrin.
  • the one or more cyclodextrins are selected from the group consisting of substituted cyclodextrins.
  • the one or more cyclodextrins are selected from the group consisting of unsubstituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, unsubstituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, unsubstituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, and mixtures thereof.
  • the one or more cyclodextrins are selected from the group consisting of unsubstituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, and mixtures thereof.
  • the one or more cyclodextrins are selected from the group consisting of unsubstituted ( ⁇ )-cyclodextrin, unsubstituted ( ⁇ )-cyclodextrin, unsubstituted ( ⁇ )-cyclodextrin, and mixtures thereof. In one aspect the one or more cyclodextrins is selected from unsubstituted ( ⁇ )-cyclodextrin.
  • the one or more cyclodextrins are selected from the group consisting of substituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, substituted ( ⁇ )-cyclodextrin, and mixtures thereof. In one aspect the one or more cyclodextrins is selected from substituted ( ⁇ )-cyclodextrins. Chemical substitutions at the 2-, 3-, and 6-hydroxyl sites are envisaged, and in particular substitution at the 2-position.
  • the one or more cyclodextrins are selected from the group consisting of 2-hydroxy-propyl- ⁇ -cyclodextrin, 2-hydroxy-propyl- ⁇ -cyclodextrin, 2-hydroxy-propyl- ⁇ -cyclodextrin and mixtures thereof. In one aspect the one or more cyclodextrins is at least 2-hydroxy-propyl- ⁇ -cyclodextrin. In one aspect the one or more cyclodextrins is at least 2-hydroxy-propyl- ⁇ -cyclodextrin. In one aspect the one or more cyclodextrins is at least 2-hydroxy-propyl- ⁇ -cyclodextrin.
  • 2-hydroxy-propyl derivatives of cyclodextrins such as 2-hydroxy-propyl- ⁇ -cyclodextrin have increased solubility in water when compared to base cyclodextrins such as ⁇ -cyclodextrin.
  • the aerosolisable formulation contains cyclodextrins in a total amount of no greater than 0.001 wt.% based on the aerosolisable formulation, such as cyclodextrins in a total amount of no greater than 1 ⁇ 10 -4 wt.% based on the aerosolisable formulation, such as cyclodextrins in a total amount of no greater than 1 ⁇ 10 -5 wt.% based on the aerosolisable formulation, such as cyclodextrins in a total amount of no greater than 1 ⁇ 10 -6 wt.% based on the aerosolisable formulation.
  • the present invention provides cyclodextrins in a total amount of no greater than 0.001 wt.% based on the aerosolisable formulation, such as cyclodextrins in a total amount of no greater than 1 ⁇ 10 -4 wt.% based on the aerosolisable formulation, such as cyclodextrins in a total amount
  • the aerosol may be formed by a process performed at a temperature below 60°C.In the process the aerosol may be formed by a process performed at a temperature below 50°C. In the process the aerosol may be formed by a process performed at a temperature below 40°C. In the process the aerosol may be formed by a process performed at a temperature below 30°C. In the process the aerosol may be formed by a process performed at a temperature below 25°C. In the process the aerosol may be formed by a process which does not involve heating.
  • the aerosol may be formed by applying ultrasonic energy to the aerosolisable formulation.
  • the aerosol of the aerosolised formulation has a D50 of from 2 to 6 ⁇ m.
  • D50, D10 or D90 refer to values measured in accordance with British and European Pharmacopoeia, 2.9.31 Particle Size Analysis By Laser Light Diffraction (see BRITISH PHARMACOPOEIA COMMISSION. (2014), British Pharmacopoeia. London, England: Stationery Office and COUNCIL OF EUROPE. (2013). European Pharmacopoeia. France: Council of Europe).
  • the terms D50, Dv50 and Dx50 are interchangeable.
  • D10, Dv10 and Dx10 are interchangeable.
  • D90, Dv90 and Dx90 are interchangeable.
  • the aerosol has a D50 of from 2.5 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 3 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 3.5 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 4 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 4.5 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 5 to 6 ⁇ m. In one aspect the aerosol has a D50 of from 2.5 to 5.5 ⁇ m. In one aspect the aerosol has a D50 of from 3 to 5.5 ⁇ m. In one aspect the aerosol has a D50 of from 3.5 to 5.5 ⁇ m. In one aspect the aerosol has a D50 of from 4 to 5.5 ⁇ m. In one aspect the aerosol has a D50 of from 4.5 to 5.5 ⁇ m. In one aspect the aerosol has a D50 of from 5 to 5.5 ⁇ m.
  • the aerosol has a D10 of at least 0.5 ⁇ m. In one aspect the aerosol has a D10 of at least 1 ⁇ m. In one aspect the aerosol has a D10 of at least 2 ⁇ m.
  • the aerosol has a D90 of no greater than 15 ⁇ m. In one aspect the aerosol has a D90 of no greater than 12 ⁇ m. In one aspect the aerosol has a D90 of no greater than 10 ⁇ m.
  • D50 is measured after exclusion of particles having a particle size of less than 1 ⁇ m.
  • D10 is measured after exclusion of particles having a particle size of less than 1 ⁇ m.
  • D90 is measured after exclusion of particles having a particle size of less than 1 ⁇ m.
  • the formulation may be contained or delivered by any means.
  • the present invention provides a contained aerosolisable formulation comprising (a) one or more containers; and (b) an aerosolisable formulation as defined herein.
  • the container may be any suitable container, for example to allow for the storage or delivery of the formulation.
  • the container is configured for engagement with an electronic aerosol provision system.
  • the container may be configured to become fluidly in communication with an electronic aerosol provision system so that formulation may be delivered to the electronic aerosol provision system.
  • the present disclosure relates to container which may be used in an electronic aerosol provision system, such as an e-cigarette. Throughout the following description the term "e-cigarette” is used; however, this term may be used interchangeably with electronic aerosol provision system.
  • the container of the present invention is typically provided for the delivery of aerosolisable formulation to or within an e-cigarette.
  • the aerosolisable formulation may be held within an e-cigarette or may be sold as a separate container for subsequent use with or in an e-cigarette.
  • e-cigarettes may contain a unit known as a detachable cartomiser which typically comprises a reservoir of aerosolisable formulation, an aerosoliser such as a wick material and a heating element for vaporising the aerosolisable formulation.
  • the cartomiser is part of a single-piece device and is not detachable.
  • the container is a cartomiser or is part of a cartomiser.
  • the container is not a cartomiser or part of a cartomiser and is a container, such as a tank, which may be used to deliver nicotine formulation to or within an e-cigarette.
  • the container is part of an e-cigarette. Therefore in a further aspect the present invention provides an electronic aerosol provision system comprising: an aerosolisable formulation as defined herein; an aerosoliser for aerosolising formulation for inhalation by a user of the electronic aerosol provision system; and a power supply comprising a cell or battery for supplying power to the aerosoliser.
  • the process of the present invention may comprises additional steps either before the steps listed, after the steps listed or between one or more of the steps listed.
  • FIG. 1 shows a graph illustrating variation of p s K a2 with nicotine concentration
  • control device was loaded with formulation containing 90.0% (w/w) water, 8.8% (w/w) propylene glycol containing flavour, and 1.2% (w/w) nicotine.
  • a similar device was prepared wherein 5.0% w/w glycerol and 5.0% (w/w) propylene glycol was added to the formulation, with the water content was commensurately adjusted to 80.0% (w/w).
  • a similar device was prepared wherein 10.0% w/w glycerol and 10.0% propylene glycol was added to the formulation, with the water content was commensurately adjusted to 70.0% (w/w).
  • Example 2 whereby formulations 4-6 are not according to the invention
  • the devices were loaded with formulations containing

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Medicinal Preparation (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Colloid Chemistry (AREA)
  • Manufacture Of Tobacco Products (AREA)

Claims (15)

  1. Formulation aérosolisable comprenant
    (i) de l'eau en une quantité d'au moins 85 % en poids sur la base de la formulation aérosolisable ;
    (ii) de la nicotine ; et
    (iii) une ou plusieurs cyclodextrines,
    dans laquelle la formulation aérosolisable ne contient pas d'arômes ou pas d'arômes qui peuvent être encapsulés par la ou les cyclodextrines.
  2. Formulation aérosolisable selon la revendication 1, dans laquelle de l'eau est présente en une quantité d'au moins 90 % en poids sur la base de la formulation aérosolisable, tel que dans laquelle de l'eau est présente en une quantité d'au moins 95 % en poids sur la base de la formulation aérosolisable.
  3. Formulation aérosolisable selon la revendication 1 comprenant de l'eau en une quantité d'au moins 95 % en poids sur la base de la formulation aérosolisable.
  4. Formulation aérosolisable selon l'une quelconque des revendications 1 à 3, dans laquelle l'eau est présente en une quantité d'au moins 99 % en poids sur la base de la formulation aérosolisable.
  5. Formulation aérosolisable selon l'une quelconque des revendications 1 à 4, dans laquelle la nicotine est présente en une quantité non supérieure à 1 % en poids sur la base de la formulation aérosolisable, tel que dans laquelle la nicotine est présente en une quantité allant de 0,01 à 0,6 % en poids sur la base de la formulation aérosolisable.
  6. Formulation aérosolisable selon l'une quelconque des revendications 1 à 5, dans laquelle la formulation aérosolisable comprend en outre un acide, tel que dans laquelle l'acide est sélectionné dans le groupe constitué par l'acide acétique, l'acide lactique, l'acide formique, l'acide citrique, l'acide benzoïque, l'acide pyruvique, l'acide lévulinique, l'acide succinique, l'acide tartrique, l'acide sorbique, l'acide propionique, l'acide phénylacétique et des mélanges correspondants, tel que dans laquelle l'acide est sélectionné dans le groupe constitué par l'acide citrique, l'acide benzoïque, l'acide lévulinique, l'acide sorbique, l'acide lactique et des mélanges correspondants, tel que dans laquelle l'acide est au moins l'acide citrique.
  7. Formulation aérosolisable selon la revendication 6 dans laquelle la teneur totale d'acide présent dans la formulation n'est pas supérieure à 1 équivalent en moles sur la base de la nicotine, tel que dans laquelle la teneur totale d'acide présent dans la solution n'est pas inférieure à 0,1 équivalent en moles sur la base de la nicotine.
  8. Formulation aérosolisable selon l'une quelconque des revendications 1 à 7 comprenant en outre un ou plusieurs arômes, tel que dans laquelle l'arôme ou les arômes sont choisis dans le groupe constitué par (4-(para-)méthoxyphényl)-2-butanone, vanilline, γ-undécalactone, menthone, 5-propénylguaétol, menthol, para-mentha-8-thiol-3-one et mélanges correspondants, tel que dans laquelle l'arôme est au moins le menthol, et/ou dans laquelle l'arôme ou les arômes sont présents en une quantité totale ne dépassant pas 2 % en poids sur la base de la formulation aérosolisable, tel que dans laquelle l'arôme ou les arômes sont présents en une quantité totale de 0,01 à 1 % en poids sur la base de la formulation aérosolisable.
  9. Procédé pour la formation d'aérosol, le procédé comprenant l'aérosolisation d'une formulation aérosolisable comprenant
    (i) de l'eau en une quantité d'au moins 85 % en poids sur la base de la formulation aérosolisable ;
    (ii) de la nicotine ou un ou plusieurs arômes ; et
    (iii) une ou plusieurs cyclodextrines,
    dans laquelle la formulation aérosolisable ne contient aucun arôme qui peut être encapsulé par la ou les cyclodextrines.
  10. Procédé selon la revendication 9, dans lequel la formulation aérosolisable comprend de la nicotine et, éventuellement, un ou plusieurs arômes.
  11. Procédé selon la revendication 9 ou 10, dans lequel l'aérosol est formé par un procédé réalisé à une température inférieure à 50 °C, tel que dans lequel l'aérosol est formé en appliquant de l'énergie ultrasonique à la formulation aérosolisable.
  12. Formulation aérosolisable contenue comprenant
    (a) un récipient ; et
    (b) une formulation aérosolisable comprenant :
    (i) de l'eau en une quantité d'au moins 85 % en poids sur la base de la formulation aérosolisable ;
    (ii) de la nicotine ; et
    (iii) une ou plusieurs cyclodextrines,
    dans laquelle la formulation aérosolisable ne contient pas d'arômes ou pas d'arômes qui peuvent être encapsulés par la ou les cyclodextrines.
  13. Formulation aérosolisable contenue selon la revendication 12, dans laquelle le récipient est configuré pour l'engagement avec un système électronique de fourniture d'aérosol.
  14. Système électronique de fourniture d'aérosol comprenant :
    (a) un aérosolisateur pour aérosoliser une formulation pour une inhalation par un utilisateur du système électronique de fourniture d'aérosol ;
    (b) une alimentation électrique comprenant une cellule ou une batterie pour fournir de l'énergie à l'aérosolisateur
    (c) une formulation aérosolisable comprenant :
    (i) de l'eau en une quantité d'au moins 85 % en poids sur la base de la formulation aérosolisable ;
    (ii) de la nicotine ou un ou plusieurs arômes ; et
    (iii) une ou plusieurs cyclodextrines,
    dans laquelle la formulation aérosolisable ne contient aucun arôme qui peut être encapsulé par la ou les cyclodextrines.
  15. Système électronique de fourniture d'aérosol selon la revendication 14, dans lequel la formulation aérosolisable comprend de la nicotine et, éventuellement, un ou plusieurs arômes.
EP19798365.3A 2018-11-01 2019-10-31 Formulation aérosolisable Active EP3873245B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP24152849.6A EP4353091A2 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB1817865.7A GB201817865D0 (en) 2018-11-01 2018-11-01 Aerosolisable formulation
PCT/GB2019/053092 WO2020089637A1 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable

Related Child Applications (2)

Application Number Title Priority Date Filing Date
EP24152849.6A Division-Into EP4353091A2 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable
EP24152849.6A Division EP4353091A2 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable

Publications (2)

Publication Number Publication Date
EP3873245A1 EP3873245A1 (fr) 2021-09-08
EP3873245B1 true EP3873245B1 (fr) 2024-02-28

Family

ID=64655353

Family Applications (2)

Application Number Title Priority Date Filing Date
EP24152849.6A Pending EP4353091A2 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable
EP19798365.3A Active EP3873245B1 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP24152849.6A Pending EP4353091A2 (fr) 2018-11-01 2019-10-31 Formulation aérosolisable

Country Status (13)

Country Link
US (1) US20210386110A1 (fr)
EP (2) EP4353091A2 (fr)
JP (1) JP2022506094A (fr)
KR (1) KR20210075107A (fr)
CN (1) CN113015444A (fr)
AU (1) AU2019371079B2 (fr)
BR (1) BR112021008556A2 (fr)
CA (1) CA3118051A1 (fr)
GB (1) GB201817865D0 (fr)
IL (1) IL282523A (fr)
MX (1) MX2021005123A (fr)
UA (1) UA128040C2 (fr)
WO (1) WO2020089637A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201817859D0 (en) * 2018-11-01 2018-12-19 Nicoventures Trading Ltd Aerosolisable formulation
GB202013489D0 (en) 2020-08-27 2020-10-14 Nicoventures Holdings Ltd Consumable
US11771132B2 (en) 2020-08-27 2023-10-03 Rai Strategic Holdings, Inc. Atomization nozzle for aerosol delivery device
US11771136B2 (en) 2020-09-28 2023-10-03 Rai Strategic Holdings, Inc. Aerosol delivery device
IT202100022172A1 (it) * 2021-08-23 2023-02-23 Natural Acad S R L Composizione liquida medicale per somministrazione aerea
KR20240028723A (ko) * 2022-08-25 2024-03-05 주식회사 케이티앤지 산을 포함하는 흡연물품

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0462094U (fr) * 1990-10-09 1992-05-27
AU717600B2 (en) * 1993-07-26 2000-03-30 Mcneil Ab Improved nicotine lozenge and therapeutic method for smoking cessation
US20080138399A1 (en) * 1999-07-16 2008-06-12 Aradigm Corporation Dual release nicotine formulations, and systems and methods for their use
SE0104388D0 (sv) * 2001-12-27 2001-12-27 Pharmacia Ab New formulation and use and manufacture thereof
US20030159702A1 (en) * 2002-01-21 2003-08-28 Lindell Katarina E.A. Formulation and use manufacture thereof
US7767698B2 (en) * 2002-06-03 2010-08-03 Mcneil Ab Formulation and use thereof
PL378270A1 (pl) * 2002-12-31 2006-03-20 Nektar Therapeutics Preparat farmaceutyczny zawierający nierozpuszczalny środek czynny
SE0300520D0 (sv) * 2003-02-28 2003-02-28 Pharmacia Ab A container comprising nicotine and the use and manufacture thereof
US20070267033A1 (en) * 2006-02-09 2007-11-22 Philip Morris Usa Inc. Gamma cyclodextrin flavoring-release additives
CN101583354A (zh) * 2006-12-01 2009-11-18 阿拉迪姆公司 用于终止烟草使用的系统
GB0700889D0 (en) * 2007-01-17 2007-02-21 British American Tobacco Co Tobacco, tobacco derivative and/or tobacco substitute products, preparation and uses thereof
US20080286340A1 (en) * 2007-05-16 2008-11-20 Sven-Borje Andersson Buffered nicotine containing products
GB0918129D0 (en) * 2009-10-16 2009-12-02 British American Tobacco Co Control of puff profile
US9333229B2 (en) * 2013-10-16 2016-05-10 William Bjorncrantz Winterized crude cannabis extracts and methods of preparation and use
TWI664918B (zh) * 2014-05-21 2019-07-11 瑞士商菲利浦莫里斯製品股份有限公司 可感應加熱的菸草產品
GB2528673B (en) * 2014-07-25 2020-07-01 Nicoventures Holdings Ltd Aerosol provision system
GB201413835D0 (en) * 2014-08-05 2014-09-17 Nicoventures Holdings Ltd Electronic vapour provision system
DE102015117811A1 (de) * 2015-10-20 2017-04-20 Chv Pharma Gmbh & Co. Kg Inhalator sowie wirkstoffhaltige Zubereitung für einen Inhalator
US20190116863A1 (en) * 2017-10-24 2019-04-25 Rai Strategic Holdings, Inc. Method for formulating aerosol precursor for aerosol delivery device
GB2569940B (en) * 2017-11-01 2022-10-19 Nicoventures Trading Ltd Aerosolisable formulation
EP3574902A1 (fr) * 2018-06-01 2019-12-04 Yatzz Limited Formulation de nicotine et mode d'administration
GB201817859D0 (en) * 2018-11-01 2018-12-19 Nicoventures Trading Ltd Aerosolisable formulation

Also Published As

Publication number Publication date
AU2019371079B2 (en) 2022-07-14
GB201817865D0 (en) 2018-12-19
UA128040C2 (uk) 2024-03-20
CN113015444A (zh) 2021-06-22
IL282523A (en) 2021-06-30
MX2021005123A (es) 2021-06-15
AU2019371079A1 (en) 2021-05-27
US20210386110A1 (en) 2021-12-16
WO2020089637A1 (fr) 2020-05-07
EP3873245A1 (fr) 2021-09-08
CA3118051A1 (fr) 2020-05-07
JP2022506094A (ja) 2022-01-17
EP4353091A2 (fr) 2024-04-17
KR20210075107A (ko) 2021-06-22
BR112021008556A2 (pt) 2021-08-03

Similar Documents

Publication Publication Date Title
EP3873245B1 (fr) Formulation aérosolisable
AU2019373768B2 (en) Aerosolisable formulation
AU2019371078B2 (en) Aerosolisable formulation
AU2019370809B2 (en) Aerosolisable formulation
CA3080688A1 (fr) Formulation aerosolisable a perte de saveur reduite
AU2019370808B2 (en) Aerosolisable formulation
EP3873242B1 (fr) Formulation aérosolisable

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: UNKNOWN

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20210430

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230506

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20230922

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602019047412

Country of ref document: DE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D