WO2020141180A1 - Liquid nicotine formulation - Google Patents

Liquid nicotine formulation Download PDF

Info

Publication number
WO2020141180A1
WO2020141180A1 PCT/EP2019/087198 EP2019087198W WO2020141180A1 WO 2020141180 A1 WO2020141180 A1 WO 2020141180A1 EP 2019087198 W EP2019087198 W EP 2019087198W WO 2020141180 A1 WO2020141180 A1 WO 2020141180A1
Authority
WO
WIPO (PCT)
Prior art keywords
percent
weight
water
liquid nicotine
nicotine formulation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2019/087198
Other languages
English (en)
French (fr)
Inventor
Jean-Pierre Schaller
Aline VUARNOZ-BIZE
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.)
Philip Morris Products SA
Original Assignee
Philip Morris Products SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to US17/419,528 priority Critical patent/US20220079211A1/en
Priority to CN201980079924.6A priority patent/CN113163846B/zh
Priority to EP19831772.9A priority patent/EP3905900B1/en
Priority to UAA202101830A priority patent/UA129018C2/uk
Priority to JP2021538443A priority patent/JP2022516149A/ja
Priority to ES19831772T priority patent/ES2981302T3/es
Priority to MX2021007627A priority patent/MX2021007627A/es
Priority to BR112021010284-1A priority patent/BR112021010284A2/pt
Application filed by Philip Morris Products SA filed Critical Philip Morris Products SA
Priority to KR1020217021107A priority patent/KR102901540B1/ko
Priority to PL19831772.9T priority patent/PL3905900T3/pl
Publication of WO2020141180A1 publication Critical patent/WO2020141180A1/en
Anticipated expiration legal-status Critical
Priority to JP2024231883A priority patent/JP7863606B2/ja
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • 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
    • A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
    • A24B15/241—Extraction of specific substances
    • A24B15/243—Nicotine
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • 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
    • 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
    • A24B15/32—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
    • 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
    • A24F40/05—Devices without heating means
    • 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
    • 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
    • A24F40/40—Constructional details, e.g. connection of cartridges and battery parts
    • A24F40/42—Cartridges or containers for inhalable precursors
    • 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
    • A24F40/40—Constructional details, e.g. connection of cartridges and battery parts
    • A24F40/46—Shape or structure of electric heating means
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/465—Nicotine; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/007—Pulmonary tract; Aromatherapy
    • A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
    • A61K9/0078—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy for inhalation via a nebulizer such as a jet nebulizer, ultrasonic nebulizer, e.g. in the form of aqueous drug solutions or dispersions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/12—Aerosols; Foams

Definitions

  • the invention relates to a liquid nicotine formulation for use in an aerosol-generating system.
  • the invention also relates to a cartridge for an aerosol-generating system comprising the liquid nicotine formulation and an aerosol-generating system comprising the liquid nicotine formulation and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • Aerosol-generating systems for delivering nicotine to a user that comprise an atomiser configured to generate an inhalable aerosol from a liquid nicotine formulation are known.
  • Some known aerosol-generating systems comprise a thermal atomiser such as an electric heater that is configured to heat and vaporise the liquid nicotine formulation to generate an aerosol.
  • Other known aerosol-generating systems comprise a non-thermal atomiser that is configured to generate an aerosol from the liquid nicotine formulation using, for example, impinging jet, ultrasonic or vibrating mesh technologies.
  • Typical liquid nicotine formulations for use in aerosol-generating systems comprise glycerine, propylene glycol and water as solvents.
  • liquid nicotine formulation for use in an aerosol generating system that that enables generation of an aerosol providing improved nicotine satisfaction to a user compared to such typical liquid nicotine formulations.
  • liquid nicotine formulation for use in an aerosol-generating system that enables generation of an aerosol providing similar nicotine satisfaction to a user as tobacco smoke generated from combusting a conventional cigarette.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible solvents; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible solvents; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol generating system comprising: a liquid nicotine formulation comprising: one or more water- miscible solvents; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible solvents; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible solvents; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol generating system comprising: a liquid nicotine formulation comprising: one or more water- miscible solvents; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • liquid nicotine formulation describes a liquid formulation comprising nicotine.
  • the term“nicotine” describes nicotine, nicotine base or a nicotine salt.
  • the amounts of nicotine recited herein are the amount of free base nicotine or amount of protonated nicotine, respectively.
  • water-miscible solvent describes a compound other than water or an organic acid that is liquid at 20°C and mixes with water in all proportions to form a homogenous solution.
  • water-soluble organic acid describes an organic acid having a water solubility at 20°C of greater than or equal to about 500 mg/ml.
  • water solubility values recited herein are the water solubility measured based on the preliminary test of OECD (1995), Test No. 105: Water Solubility, OECD Guidelines for the Testing of Chemicals, Section 1 , OECD Publishing, Paris, https://doi.org/10.1787/9789264069589-en.
  • OECD Water Solubility
  • OECD Guidelines for the Testing of Chemicals Section 1 , OECD Publishing, Paris, https://doi.org/10.1787/9789264069589-en.
  • increasing volumes of distilled water are added at 20°C to 0.1 g of the sample (solid substances must be pulverized) in a 10 ml glass-stoppered measuring cylinder.
  • the substance is an acid
  • the sample is added to the distilled water in the first step.
  • the solubility When the solubility is low, a long time may be required to dissolve a substance and at least 24 hours should be allowed. If, after 24 hours, the substance is still not dissolved, the measuring cylinder is placed for at 40°C in an ultrasound bath for 15 minutes and another 24 hours allowed (up to a maximum of 96 hours). If the substance is still not dissolved, the solubility is considered to be below the limit value or not soluble.
  • water- immiscible solvent describes a compound that is liquid at 20°C and has a water solubility at 20°C of less than or equal to about 100 mg/ml.
  • water- immiscible solvent describes a compound that is liquid at 20°C and has a partition coefficient (log P) at 20°C of greater than or equal to about 0.05.
  • partition coefficient (log P) values recited herein are the octanol/water partition coefficient (log Pow) measured in accordance with: OECD (1995), Test No. 107: Partition Coefficient (n-octanol/water): Shake Flask Method, OECD Guidelines for the Testing of Chemicals, Section 1 , OECD Publishing, Paris, https://doi.org/10.1787/9789264069626-en (for values in the range log Pow between -2 and 4); OECD (2004), Test No.
  • inclusion of a combination of one or more water-miscible solvents, one or more water- immiscible solvents and one or more water-soluble organic acids in the liquid nicotine formulation according to the invention advantageously enables generation of an inhalable aerosol providing improved nicotine satisfaction to a user compared to typical liquid nicotine formulations.
  • inclusion of a combination of one or more water-miscible solvents, one or more water-immiscible solvents and one or more water-soluble organic acids in the liquid nicotine formulation according to the invention advantageously enables generation of an inhalable aerosol having improved nicotine retention properties compared to typical liquid nicotine formulations.
  • Tobacco smoke generated by combustion of conventional cigarettes comprises thousands of different smoke components. It has surprisingly been found that inclusion of a combination of one or more water-miscible solvents, one or more water-immiscible solvents and one or more water-soluble organic acids in the liquid nicotine formulation according to the invention advantageously enables generation of an inhalable aerosol having nicotine retention properties similar to those of tobacco smoke generated from combustion of a conventional cigarette.
  • the liquid nicotine formulation may comprise natural nicotine or synthetic nicotine.
  • the liquid nicotine formulation may have a nicotine content of greater than or equal to about 0.5 percent by weight.
  • the liquid nicotine formulation has a nicotine content of greater than or equal to about 1 percent by weight. More preferably, the liquid nicotine formulation has a nicotine content of greater than or equal to about 1.5 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of less than or equal to about 10 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of less than or equal to about 8 percent by weight.
  • the liquid nicotine formulation has a nicotine content of less than or equal to about 5 percent by weight. More preferably, the liquid nicotine formulation has a nicotine content of less than or equal to about 3 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of between about 0.5 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of between about 0.5 percent by weight and about 8 percent by weight, between about 0.5 percent by weight and about 5 percent by weight or between about 0.5 percent by weight and about 3 percent by weight.
  • the liquid nicotine formulation has a nicotine content of between about 1 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of between about 1 percent by weight and about 8 percent by weight, between about 1 percent by weight and about 5 percent by weight or between about 1 percent by weight and about 3 percent by weight.
  • the liquid nicotine formulation has a nicotine content of between about 1.5 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a nicotine content of between about 1.5 percent by weight and about 8 percent by weight, between about 1.5 percent by weight and about 5 percent by weight or between about 1.5 percent by weight and about 3 percent by weight.
  • the liquid nicotine formulation comprises one or more water-miscible solvents.
  • the one or more water-miscible solvents may advantageously help to dissolve and stabilise polar components and ionic components of the liquid nicotine formulation.
  • the liquid nicotine formulation has a water-miscible solvent content of greater than or equal to about 5 percent by weight. More preferably, the liquid nicotine formulation has a water-miscible solvent content of greater than or equal to about 10 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of greater than or equal to about 15 percent by weight, greater than or equal to about 20 percent by weight or greater than or equal to about 25 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of less than or equal to about 80 percent by weight or less than or equal to about 75 percent by weight.
  • the liquid nicotine formulation has a water-miscible solvent content of less than or equal to about 70 percent by weight. More preferably, the liquid nicotine formulation has a water-miscible solvent content of less than or equal to about 60 percent by weight. For example, the liquid nicotine formulation may have a water-miscible solvent content of less than or equal to about 50 percent by weight or less than or equal to about 40 percent by weight.
  • the liquid nicotine formulation has a water-miscible solvent content of between about 5 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of between about 5 percent by weight and about 60 percent by weight, between about 5 percent by weight and about 50 percent by weight or between about 5 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation has a water-miscible solvent content of between about 10 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of between about 10 percent by weight and about 60 percent by weight, between about 10 percent by weight and about 50 percent by weight or between about 10 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of between about 15 percent by weight and about 70 percent by weight, between about 15 percent by weight and about 60 percent by weight, between about 15 percent by weight and about 50 percent by weight or between about 15 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of between about 20 percent by weight and about 70 percent by weight, between about 20 percent by weight and about 60 percent by weight, between about 20 percent by weight and about 50 percent by weight or between about 20 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible solvent content of between about 25 percent by weight and about 70 percent by weight, between about 25 percent by weight and about 60 percent by weight, between about 25 percent by weight and about 50 percent by weight or between about 25 percent by weight and about 40 percent by weight.
  • the one or more water-miscible solvents are one or more water-miscible polyhydric alcohols.
  • water-miscible polyhydric alcohol describes a polyhydric alcohol that is liquid at 20°C and mixes with water in all proportions to form a homogenous solution.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols; one or more water- immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols; one or more water- immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water- soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • the liquid nicotine formulation has a water-miscible polyhydric alcohol content of greater than or equal to about 5 percent by weight. More preferably, the liquid nicotine formulation has a water-miscible polyhydric alcohol content of greater than or equal to about 10 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of greater than or equal to about 15 percent by weight, greater than or equal to about 20 percent by weight or greater than or equal to about 25 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of less than or equal to about 80 percent by weight or less than or equal to about 75 percent by weight.
  • the liquid nicotine formulation has a water-miscible polyhydric alcohol content of less than or equal to about 70 percent by weight. More preferably, the liquid nicotine formulation has a water-miscible polyhydric alcohol content of less than or equal to about 60 percent by weight. For example, the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of less than or equal to about 50 percent by weight or less than or equal to about 40 percent by weight.
  • the liquid nicotine formulation has a water-miscible polyhydric alcohol content of between about 5 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of between about 5 percent by weight and about 60 percent by weight, between about 5 percent by weight and about 50 percent by weight or between about 5 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation has a water-miscible polyhydric alcohol content of between about 10 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of between about 10 percent by weight and about 60 percent by weight, between about 10 percent by weight and about 50 percent by weight or between about 10 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of between about 15 percent by weight and about 70 percent by weight, between about 15 percent by weight and about 60 percent by weight, between about 15 percent by weight and about 50 percent by weight or between about 15 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of between about 20 percent by weight and about 70 percent by weight, between about 20 percent by weight and about 60 percent by weight, between about 20 percent by weight and about 50 percent by weight or between about 20 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a water-miscible polyhydric alcohol content of between about 25 percent by weight and about 70 percent by weight, between about 25 percent by weight and about 60 percent by weight, between about 25 percent by weight and about 50 percent by weight or between about 25 percent by weight and about 40 percent by weight.
  • the one or more water-miscible polyhydric alcohols are selected from the group consisting of 1 ,3-butanediol, glycerine, propylene glycol, and triethylene glycol.
  • the one or more water-miscible polyhydric alcohols are selected from the group consisting of glycerine and propylene glycol.
  • the one or more water-miscible polyhydric alcohols are selected from the group consisting of vegetable glycerine and propylene glycol.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water- soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation comprising: one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • the liquid nicotine formulation has a combined glycerine and propylene glycol content of greater than or equal to about 5 percent by weight. More preferably, the liquid nicotine formulation has a combined glycerine and propylene glycol content of greater than or equal to about 10 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of greater than or equal to about 15 percent by weight, greater than or equal to about 20 percent by weight or greater than or equal to about 25 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of less than or equal to about 80 percent by weight or less than or equal to about 75 percent by weight.
  • the liquid nicotine formulation has a combined glycerine and propylene glycol content of less than or equal to about 70 percent by weight. More preferably, the liquid nicotine formulation has a combined glycerine and propylene glycol content of less than or equal to about 60 percent by weight. For example, the liquid nicotine formulation may have a combined glycerine and propylene glycol content of less than or equal to about 50 percent by weight or less than or equal to about 40 percent by weight.
  • the liquid nicotine formulation has a combined glycerine and propylene glycol content of between about 5 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of between about 5 percent by weight and about 60 percent by weight, between about 5 percent by weight and about 50 percent by weight or between about 5 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation has a combined glycerine and propylene glycol content of between about 10 percent by weight and about 70 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of between about 10 percent by weight and about 60 percent by weight, between about 10 percent by weight and about 50 percent by weight or between about 10 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of between about 15 percent by weight and about 70 percent by weight, between about 15 percent by weight and about 60 percent by weight, between about 15 percent by weight and about 50 percent by weight or between about 15 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of between about 20 percent by weight and about 70 percent by weight, between about 20 percent by weight and about 60 percent by weight, between about 20 percent by weight and about 50 percent by weight or between about 20 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a combined glycerine and propylene glycol content of between about 25 percent by weight and about 70 percent by weight, between about 25 percent by weight and about 60 percent by weight, between about 25 percent by weight and about 50 percent by weight or between about 25 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation has a glycerine content of greater than or equal to about 5 percent by weight.
  • the liquid nicotine formulation has a glycerine content of greater than or equal to about 6 percent by weight.
  • the liquid nicotine formulation may have a glycerine content of greater than or equal to about 7 percent by weight or greater than or equal to about 8 percent by weight.
  • the liquid nicotine formulation may have a glycerine content of less than or equal to about 80 percent by weight or less than or equal to about 75 percent by weight.
  • the liquid nicotine formulation has a glycerine content of less than or equal to about 70 percent by weight. More preferably, the liquid nicotine formulation has a glycerine content of less than or equal to about 60 percent by weight. For example, the liquid nicotine formulation may have a glycerine content of less than or equal to about 50 percent by weight or less than or equal to about 40 percent by weight. Preferably, the liquid nicotine formulation has a glycerine content of between about 5 percent by weight and about 70 percent by weight. For example, the liquid nicotine formulation may have a glycerine content of between about 5 percent by weight and about 60 percent by weight, between about 5 percent by weight and about 50 percent by weight or between about
  • the liquid nicotine formulation has a glycerine content of between about
  • the liquid nicotine formulation may have a glycerine content of between about 6 percent by weight and about 60 percent by weight, between about 6 percent by weight and about 50 percent by weight or between about 6 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a glycerine content of between about 7 percent by weight and about 70 percent by weight, between about 7 percent by weight and about 60 percent by weight, between about 7 percent by weight and about 50 percent by weight or between about 7 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation may have a glycerine content of between about 8 percent by weight and about 70 percent by weight, between about 8 percent by weight and about 60 percent by weight, between about 8 percent by weight and about 50 percent by weight or between about 8 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation comprises water and one or more water-miscible solvents.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water- immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water- immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water- immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water- immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible solvents; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water- soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • water and one or more water-miscible solvents may advantageously help to dissolve and stabilise polar components and ionic components of the liquid nicotine formulation.
  • the liquid nicotine formulation may have a water content of greater than or equal to about 5 percent by weight.
  • the liquid nicotine formulation has a water content of greater than or equal to about 10 percent by weight. More preferably, the liquid nicotine formulation has a water-content of greater than or equal to about 15 percent by weight. Most preferably, the liquid nicotine formulation has a water content of greater than or equal to about 20 percent by weight. For example, the liquid nicotine formulation may have a water content of greater than or equal to about 25 percent by weight, greater than or equal to about 30 percent by weight or greater than or equal to about 35 percent by weight.
  • the liquid nicotine formulation has a water content of less than or equal to about 90 percent by weight. More preferably, the liquid nicotine formulation has a water content of less than or equal to about 85 percent by weight.
  • the liquid nicotine formulation may have a water content of less than or equal to about 80 percent by weight, less than or equal to about 75 percent by weight, less than or equal to about 70 percent by weight or less than or equal to about 65 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 5 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 5 percent by weight and about 85 percent by weight, between about 5 percent by weight and about 80 percent by weight, between about 5 percent by weight and about 75 percent by weight, between about 5 percent by weight and about 70 percent by weight or between about 5 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation has a water content of between about 10 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 10 percent by weight and about 85 percent by weight, between about 10 percent by weight and about 80 percent by weight, between about 10 percent by weight and about 75 percent by weight, between about 10 percent by weight and about 70 percent by weight or between about 10 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation has a water content of between about 15 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 15 percent by weight and about 85 percent by weight, between about 15 percent by weight and about 80 percent by weight, between about 15 percent by weight and about 75 percent by weight, between about 15 percent by weight and about 70 percent by weight, between about 15 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation has a water content of between about 20 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 20 percent by weight and about 85 percent by weight, between about 20 percent by weight and about 80 percent by weight, between about 20 percent by weight and about 75 percent by weight, between about 20 percent by weight and about 70 percent by weight or between about 20 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 25 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 25 percent by weight and about 85 percent by weight, between about 25 percent by weight and about 80 percent by weight, between about 25 percent by weight and about 75 percent by weight, between about 25 percent by weight and about 70 percent by weight or between about 25 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 30 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 30 percent by weight and about 85 percent by weight, between about 30 percent by weight and about 80 percent by weight, between about 30 percent by weight and about 75 percent by weight, between about 30 percent by weight and about 70 percent by weight or between about 30 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation comprises may have a water content of between about 35 percent by weight and about 90 percent by weight.
  • the liquid nicotine formulation may have a water content of between about 35 percent by weight and about 85 percent by weight, between about 35 percent by weight and about 80 percent by weight, between about 35 percent by weight and about 75 percent by weight, between about 35 percent by weight and about 70 percent by weight or between about 35 percent by weight and about 65 percent by weight.
  • the liquid nicotine formulation may have a combined water and water-miscible solvent content of greater than or equal to about 50 percent by weight, greater than or equal to about 55 percent by weight, greater than or equal to about 60 percent by weight, greater than or equal to about 65 percent by weight or greater than or equal to about 70 percent by weight.
  • the liquid nicotine formulation has a combined water and water-miscible solvent content of greater than or equal to about 75 percent by weight. More preferably, the liquid nicotine formulation has a combined water and water-miscible solvent content of greater than or equal to 80 percent by weight. For example, the liquid nicotine formulation may have a combined water and water-miscible solvent content of greater than or equal to about 85 percent by weight.
  • the liquid nicotine formulation comprises water and one or more water- miscible polyhydric alcohols.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • the liquid nicotine formulation comprises water and one or more water-miscible polyhydric alcohols
  • the liquid nicotine formulation may have a combined water and water-miscible polyhydric alcohol content of greater than or equal to about 50 percent by weight, greater than or equal to about 55 percent by weight, greater than or equal to about 60 percent by weight, greater than or equal to about 65 percent by weight or greater than or equal to about 70 percent by weight.
  • the liquid nicotine formulation comprises water and one or more water-miscible polyhydric alcohols
  • the liquid nicotine formulation has a combined water and water-miscible polyhydric alcohol content of greater than or equal to about 75 percent by weight. More preferably, the liquid nicotine formulation has a combined water and water- miscible polyhydric alcohol content of greater than or equal to 80 percent by weight.
  • the liquid nicotine formulation may have a combined water and water-miscible polyhydric alcohol content of greater than or equal to about 85 percent by weight.
  • the liquid nicotine formulation comprises water and one or more water- miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a water solubility at 20°C of less than or equal to about 100 mg/ml; and one or more water-soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a liquid nicotine formulation for use in an aerosol-generating system, the liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a cartridge for use in an aerosol-generating system the cartridge containing a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water-soluble organic acids.
  • an aerosol-generating system comprising: a liquid nicotine formulation comprising: water; one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol; one or more water-immiscible solvents having a partition coefficient (log P) at 20°C of greater than or equal to about 0.05; and one or more water- soluble organic acids; and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • the liquid nicotine formulation comprises water and one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol
  • the liquid nicotine formulation may have a combined water, glycerine and propylene glycol content of greater than or equal to about 50 percent by weight, greater than or equal to about 55 percent by weight, greater than or equal to about 60 percent by weight, greater than or equal to about 65 percent by weight or greater than or equal to about 70 percent by weight.
  • the liquid nicotine formulation comprises water and one or more water-miscible polyhydric alcohols selected from the group consisting of glycerine and propylene glycol
  • the liquid nicotine formulation has a combined water, glycerine and propylene glycol content of greater than or equal to about 75 percent by weight. More preferably, the liquid nicotine formulation has a combined water, glycerine and propylene glycol content of greater than or equal to 80 percent by weight.
  • the liquid nicotine formulation may have a combined water, glycerine and propylene glycol content of greater than or equal to about 85 percent by weight.
  • the liquid nicotine formulation comprises one or more water-immiscible solvents.
  • the one or more water-immiscible solvents may advantageously help to dissolve and stabilise non polar components of the liquid nicotine formulation.
  • the one or more water-immiscible solvents may reduce the hygroscopicity of an aerosol generated from the liquid nicotine formulation when used in an aerosol-generating system. This may advantageously reduce or prevent increases in the particle or droplet size of the aerosol when inhaled by a user as a result of adsorption of water in the respiratory tract.
  • the liquid nicotine formulation When used in an aerosol-generating system, the liquid nicotine formulation generates an aerosol comprising dual-phase particles or droplets comprising a water-miscible phase and a water-immiscible phase.
  • This may advantageously reduce nicotine adsorption in the upper airways and enhance pulmonary nicotine delivery and retention.
  • the improvement in pulmonary nicotine delivery and retention is believed to be due to coating or enveloping of the water-miscible phase by the water immiscible phase. This is believed to reduce nicotine evaporation and adsorption in the upper airways.
  • the liquid nicotine formulation has a water-immiscible solvent content of greater than or equal to about 1 percent by weight. More preferably, the liquid nicotine formulation has a water-immiscible solvent content of greater than or equal to about 2 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of greater than or equal to about 4 percent by weight, greater than or equal to about 6 percent by weight or greater than or equal to about 8 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of less than or equal to about 40 percent by weight.
  • the liquid nicotine formulation has a water-immiscible solvent content of less than or equal to about 35 percent by weight. More preferably, the liquid nicotine formulation has a water-immiscible solvent content of less than or equal to about 30 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of less than or equal to about 25 percent by weight, less than or equal to about 20 percent by weight or less than or equal to about 15 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of between about 1 percent by weight and about 40 percent by weight.
  • the liquid nicotine formulation has a water-immiscible solvent content of between about 1 percent by weight and about 35 percent by weight.
  • the liquid nicotine formulation may have a water- immiscible solvent content of between about 1 percent by weight and about 30 percent by weight, between about 1 percent by weight and about 25 percent by weight, between about 1 percent by weight and about 20 percent by weight or between about 1 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of between about 2 percent by weight and about 40 percent by weight. More preferably, the liquid nicotine formulation has a water-immiscible solvent content of between about 2 percent by weight and about 35 percent by weight. For example, the liquid nicotine formulation may have a water- immiscible solvent content of between about 2 percent by weight and about 30 percent by weight, between about 2 percent by weight and about 25 percent by weight, between about 2 percent by weight and about 20 percent by weight or between about 2 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of between about 4 percent by weight and about 40 percent by weight or between about 4 percent by weight and about 35 percent by weight.
  • the liquid nicotine formulation may have a water- immiscible solvent content of between about 4 percent by weight and about 30 percent by weight, between about 4 percent by weight and about 25 percent by weight, between about 4 percent by weight and about 20 percent by weight or between about 4 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of between about 6 percent by weight and about 40 percent by weight or between about 6 percent by weight and about 35 percent by weight.
  • the liquid nicotine formulation may have a water- immiscible solvent content of between about 6 percent by weight and about 30 percent by weight, between about 6 percent by weight and about 25 percent by weight, between about 6 percent by weight and about 20 percent by weight or between about 6 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a water-immiscible solvent content of between about 8 percent by weight and about 40 percent by weight or between about 8 percent by weight and about 35 percent by weight.
  • the liquid nicotine formulation may have a water- immiscible solvent content of between about 8 percent by weight and about 30 percent by weight, between about 8 percent by weight and about 25 percent by weight, between about 8 percent by weight and about 20 percent by weight or between about 8 percent by weight and about 15 percent by weight.
  • the one or more water-immiscible solvents comprise one or more partially water-soluble solvents.
  • the term“partially water- soluble solvent” describes a compound that is liquid at 20°C and has a water solubility at 20°C of between about 20 mg/ml and about 100 mg/ml.
  • the term“partially water-soluble solvent” describes a compound that is liquid at 20°C and has a partition coefficient (log P) at 20°C of between about 0.05 and about 0.5.
  • the one or more partially water-soluble solvents may have a maximum carbon chain length of less than or equal to 12.
  • the one or more partially water-soluble solvents may have a maximum carbon chain length of less than or equal to 10.
  • Suitable partially water-soluble solvents include, but are not limited to, polysorbate 80, triethyl citrate and triacetin.
  • the liquid nicotine formulation has a partially water-soluble solvent content of greater than or equal to about 0.5 percent by weight. More preferably, the liquid nicotine formulation has a partially water-soluble solvent content of greater than or equal to about 1 percent by weight.
  • the liquid nicotine formulation may have a partially water- soluble solvent content of greater than or equal to about 2 percent by weight, greater than or equal to about 4 percent by weight, greater than or equal to about 6 percent by weight, greater than or equal to about 7 percent by weight or greater than or equal to about 8 percent by weight.
  • the liquid nicotine formulation has a partially water-soluble solvent content of less than or equal to about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble, water-immiscible solvent content of less than or equal to about 25 percent by weight, less than or equal to about 20 percent by weight or less than or equal to about 15 percent by weight.
  • the liquid nicotine formulation has a partially water-soluble, water-immiscible solvent content of between about 0.5 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 0.5 percent by weight and about 25 percent by weight, between about 0.5 percent by weight and about 20 percent by weight or between about 0.5 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation has a partially water-soluble solvent content of between about 1 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 1 percent by weight and about 25 percent by weight, between about 1 percent by weight and about 20 percent by weight or between about 1 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 2 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 2 percent by weight and about 25 percent by weight, between about 2 percent by weight and about 20 percent by weight or between about 2 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 4 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 4 percent by weight and about 25 percent by weight, between about 4 percent by weight and about 20 percent by weight or between about 4 percent by weight and about 15 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 6 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 7 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about 8 percent by weight and about 30 percent by weight.
  • the liquid nicotine formulation may have a partially water-soluble solvent content of between about
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be greater than or equal to about 0.75.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be at least about 0.75 times the weight percent nicotine content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation is greater than or equal to about 1.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be greater than or equal to about 1.25, greater than or equal to about 1.5 or greater than or equal to about 1.75.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be less than or equal to about 20.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be less than or equal to 20 times the weight percent nicotine content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation is less than or equal to about 18.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be less than or equal to about 16, less than or equal to about 14 or less than or equal to about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be between about 0.75 and about 20, between about 0.75 and about 18, between about 0.75 and about 16, between about 0.75 and about 14 or between about 0.75 and about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation is between about 1 and about 20, between about 1 and about 18, between about 1 and about 16, between about 1 and about 14 or between about 1 and about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be between about 1.25 and about 20, between about 1.25 and about 18, between about 1.25 and about 16, between about 1.25 and about 14 or between about 1.25 and about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be between about 1.5 and about 20, between about 1.5 and about 18, between about 1.5 and about 16, between about 1.5 and about 14 or between about 1.5 and about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent nicotine content of the liquid nicotine formulation may be between about 1.75 and about 20, between about 1.75 and about 18, between about 1.75 and about 16, between about 1.75 and about 14 or between about 1.75 and about 12.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be greater than or equal to about 0.06.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be at least about 0.06 times the weight percent water-miscible solvent content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation is greater than or equal to about 0.08.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be greater than or equal to about 0.1 , greater than or equal to about 0.12 or greater than or equal to about 0.14.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be less than or equal to about 1.2.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be less than or equal to about 1.2 times the weight percent water-miscible solvent content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation is less than or equal to about 1.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be less than or equal to about 0.8, less than or equal to about 0.6 or less than or equal to about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be between about 0.06 and about 1.2, between about 0.06 and about 1 , between about 0.06 and about 0.8, between about 0.06 and about 0.6 or between about 0.06 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation is between about 0.08 and about 1.2, between about 0.08 and about 1 , between about 0.08 and about 0.8, between about 0.08 and about 0.6 or between about 0.08 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be between about 0.1 and about 1.2, between about 0.1 and about 1 , between about 0.1 and about 0.8, between about 0.1 and about 0.6 or between about 0.1 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be between about 0.12 and about 1.2, between about 0.12 and about 1 , between about 0.12 and about 0.8, between about 0.1 and about 0.6 or between about 0.12 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-miscible solvent content of the liquid nicotine formulation may be between about 0.14 and about 1.2, between about 0.14 and about 1 , between about 0.14 and about 0.8, between about 0.14 and about 0.6 or between about 0.14 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be greater than or equal to about 0.025.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be at least about 0.02 times the weight percent water content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation is greater than or equal to about 0.03.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be greater than or equal to about 0.05, greater than or equal to about 0.075 or greater than or equal to about 0.1.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be less than or equal to about 5.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be less than or equal to about 5 times the weight percent water content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation is less than or equal to about 1.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be less than or equal to about 0.8, less than or equal to about 0.6 or less than or equal to about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be between about 0.02 and about 1.2, between about 0.02 and about 1 , between about 0.02 and about 0.8, between about 0.02 and about 0.6 or between about 0.02 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation is between about 0.03 and about 1.2, between about 0.03 and about 1 , between about 0.03 and about 0.8, between about 0.03 and about 0.6 or between about 0.03 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be between about 0.05 and about 1.2, between about 0.05 and about 1 , between about 0.05 and about 0.8, between about 0.05 and about 0.6 or between about 0.05 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be between about 0.75 and about 1.2, between about 0.75 and about 1 , between about 0.75 and about 0.8, between about 0.75 and about 0.6 or between about 0.75 and about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water content of the liquid nicotine formulation may be between about 0.1 and about 1.2, between about 0.1 and about 1 , between about 0.1 and about 0.8, between about 0.1 and about 0.6 or between about 0.1 and about 0.4.
  • the one or more water-immiscible solvents comprise one or more water- insoluble solvents.
  • water-insoluble solvent describes a compound that is liquid at 20°C and has a water solubility at 20°C of less than or equal to about 5 mg/ml.
  • water- insoluble solvent describes a compound that is liquid at 20°C and has a partition coefficient (log P) at 20°C of greater than about 5.
  • the one or more water-insoluble solvents may have a maximum carbon chain length of less than or equal to 30.
  • the one or more water-insoluble solvents may have a maximum carbon chain length of less than or equal to 20, less than or equal to 18, less than or equal to 16, less than or equal to 14 or less than or equal to 12.
  • Suitable water-insoluble solvents include, but are not limited to oleic acid and MIGLYOL® (mixture of decanoyl- and octanoyl glycerides).
  • the liquid nicotine formulation has a water-insoluble solvent content of greater than or equal to about 0.5 percent by weight. More preferably, the liquid nicotine formulation has a water-insoluble solvent content of greater than or equal to about 1 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of greater than or equal to about 2 percent by weight, greater than or equal to about 3 percent by weight, greater than or equal to about 4 percent by weight or greater than or equal to about 6 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of less than or equal to about 30 percent by weight.
  • the liquid nicotine formulation has a water-insoluble solvent content of less than or equal to about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of less than or equal to about 20 percent by weight, less than or equal to about 15 percent by weight or less than or equal to about 10 percent by weight.
  • the liquid nicotine formulation has a water-insoluble solvent content of between about 0.5 percent by weight and about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 0.5 percent by weight and about 20 percent by weight, between about 0.5 percent by weight and about 15 percent by weight or between about 0.5 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation has a water-insoluble solvent content of between about 1 percent by weight and about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 1 percent by weight and about 20 percent by weight, between about 1 percent by weight and about 15 percent by weight or between about 1 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 2 percent by weight and about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 2 percent by weight and about 20 percent by weight, between about 2 percent by weight and about 15 percent by weight or between about 2 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 3 percent by weight and about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 3 percent by weight and about 20 percent by weight, between about 3 percent by weight and about 15 percent by weight or between about 3 percent by weight and about 10 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 4 percent by weight and about 25 percent by weight.
  • the liquid nicotine formulation may have a water-insoluble solvent content of between about 4 percent by weight and about 20 percent by weight, between about 4 percent by weight and about 15 percent by weight or between about 4 percent by weight and about 10 percent by weight.
  • the one or more water-immiscible solvents comprise one or more partially water-soluble solvents and one or more water-insoluble solvents.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be greater than or equal to about 0.2.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be at least about 0.2 times the weight percent water-insoluble solvent content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation is greater than or equal to about 0.4.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be greater than or equal to about 0.6, greater than or equal to about 0.8 or greater than or equal to about 1.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be less than or equal to about 35.
  • the weight percent partially water-soluble solvent content of the liquid nicotine formulation may be less than or equal to 35 times the weight percent water-insoluble solvent content of the liquid nicotine formulation.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation is less than or equal to about 30.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be less than or equal to about 25, less than or equal to about 20 or less than or equal to about 15.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be between about 0.2 and about 35, between about 0.2 and about 30, between about 0.2 and about 25, between about 0.2 and about 20 or between about 0.2 and about 15.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation is between about 0.4 and about 35, between about 0.4 and about 30, between about 0.4 and about 25, between about 0.4 and about 20 or between about 0.4 and about 15.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be between about 0.6 and about 35, between about 0.6 and about 30, between about 0.6 and about 25, between about 0.6 and about 20 or between about 0.6 and about 15.
  • the ratio of the weight percent partially water-soluble solvent content to the weight percent water-insoluble solvent content of the liquid nicotine formulation may be between about 0.8 and about 35, between about 0.8 and about 30, between about 0.8 and about 25, between about 0.8 and about 20 or between about 0.8 and about 15.
  • the liquid nicotine formulation comprises one or more water-soluble organic acids.
  • the one or more water-soluble organic acids may advantageously bind nicotine in the liquid nicotine formulation through formation of one or nicotine salts.
  • the one or more nicotine salts may advantageously be dissolved and stabilised in the one or more water-miscible solvents. This may advantageously reduce nicotine adsorption in the upper airways and enhance pulmonary nicotine delivery and retention. ln embodiments where the liquid nicotine formulation comprises water and one or more water-miscible solvents, the one or more nicotine salts may advantageously be dissolved and stabilised in the water and one or more water-miscible solvents.
  • the liquid nicotine formulation comprises one or more water-soluble carboxylic acids.
  • Suitable water-soluble carboxylic acids include, but are not limited to, acetic acid, citric acid, lactic acid, levulinic acid, malic acid, malonic acid and pyruvic acid.
  • the liquid nicotine formulation comprises lactic acid.
  • the liquid nicotine formulation has a water-soluble organic acid content of greater than or equal to about 2 percent by weight. More preferably, the liquid nicotine formulation has a water-soluble acid content of greater than or equal to about 3 percent by weight.
  • the liquid nicotine formulation has a water-soluble organic acid content of less than or equal to about 8 percent by weight. More preferably, the liquid nicotine formulation has a water-soluble organic acid content of less than or equal to about 6 percent by weight.
  • the liquid nicotine formulation has a water-soluble organic acid content of between about 2 percent by weight and about 8 percent by weight.
  • the liquid nicotine formulation may have a water-soluble organic acid content of between about 2 percent by weight and about 6 percent by weight.
  • the liquid nicotine formulation has a water-soluble organic acid content of between about 3 percent by weight and about 8 percent by weight.
  • the liquid nicotine formulation may have a water-soluble organic acid content of between about 2 percent by weight and about 6 percent by weight.
  • the liquid nicotine formulation may be a substantially uncaffeinated liquid nicotine formulation.
  • the term“substantially uncaffeinated liquid nicotine formulation” describes a liquid nicotine formulation having a caffeine content of less than 0.5 percent by weight.
  • the liquid nicotine formulation may have a caffeine content of less than about 0.4 percent by weight, less than about 0.3 percent by weight or less than about 0.2 percent by weight.
  • the liquid nicotine formulation may be a substantially caffeine-free liquid nicotine formulation.
  • substantially caffeine-free liquid nicotine formulation describes a liquid nicotine formulation having a caffeine content of less than about 0.1 percent by weight.
  • the liquid nicotine formulation may be a caffeine-free liquid nicotine formulation.
  • caffeine-free liquid nicotine formulation describes a liquid nicotine formulation having a caffeine content of 0 percent by weight.
  • caffeine describes caffeine or a caffeine salt.
  • caffeine salt the amounts of caffeine recited herein are the amount of caffeine cation.
  • the liquid nicotine formulation may comprise one or more solid emulsifiers.
  • solid emulsifier describes an emulsifier that is solid at 20°C.
  • Suitable solid emulsifiers include, but are not limited to, 1-Stearoyl- rac-glycerol, Kolliphor ® P 188, sodium caseinate, sodium dodecanoate and sodium docusate.
  • the liquid nicotine formulation has a solid emulsifier content of less than or equal to about 8 percent by weight. More preferably, the liquid nicotine formulation has a solid emulsifier content of less than or equal to about 5 percent by weight.
  • the liquid nicotine formulation may comprise one or more flavourants.
  • Suitable flavourants include, but are not limited to, menthol.
  • the liquid nicotine formulation has a flavourant content of less than or equal to about 4 percent by weight. More preferably, the liquid nicotine formulation has a flavourant content of less than or equal to about 3 percent by weight.
  • a cartridge for use in an aerosol generating system the cartridge containing a liquid nicotine formulation according to the invention.
  • the cartridge may comprise an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • a cartridge containing the liquid nicotine formulation and an atomiser configured to generate an aerosol from the liquid nicotine formulation may be referred to as a“cartomiser”.
  • the atomiser may be a thermal atomiser.
  • thermoatomiser describes an atomiser that is configured to heat the liquid nicotine formulation to generate an aerosol.
  • the cartridge may comprise any suitable type of thermal atomiser.
  • the thermal atomiser may comprise a heater and a liquid transport element configured to transport liquid nicotine formulation to the heater.
  • the liquid transport element may comprise a capillary wick.
  • the heater may comprise a heater coil.
  • the thermal atomiser may comprise an electric heater.
  • the thermal atomiser may comprise an electric heater comprising a resistive heating element or an inductive heating element.
  • the atomiser may be a non-thermal atomiser.
  • non-thermal atomiser describes an atomiser that is configured to generate an aerosol from the liquid nicotine formulation by means other than heating.
  • the cartridge may comprise any suitable type of non-thermal atomiser.
  • the non-thermal atomiser may be an impinging jet atomiser, an ultrasonic atomiser or a vibrating mesh atomiser.
  • an aerosol-generating system comprising a liquid nicotine formulation according to the invention and an atomiser configured to generate an aerosol from the liquid nicotine formulation.
  • the atomiser may be a thermal atomiser.
  • the aerosol-generating system may comprise any suitable type of thermal atomiser.
  • the thermal atomiser may comprise a heater and a liquid transport element configured to transport liquid nicotine formulation to the heater.
  • the liquid transport element may comprise a capillary wick.
  • the heater may comprise a heater coil.
  • the thermal atomiser may comprise an electric heater.
  • the thermal atomiser may comprise an electric heater comprising a resistive heating element or an inductive heating element.
  • the atomiser may be a non-thermal atomiser.
  • the aerosol-generating system may comprise any suitable type of non-thermal atomiser.
  • the non-thermal atomiser may be an impinging jet atomiser, an ultrasonic atomiser or a vibrating mesh atomiser.
  • the aerosol-generating system may comprise: a cartridge according to the invention containing the liquid nicotine formulation; and an aerosol-generating device comprising a housing defining a device cavity configured to receive at least a portion of the cartridge.
  • the aerosol-generating system may comprise: a consumable cartridge according to the invention containing the liquid nicotine formulation; and a reusable aerosol-generating device comprising a housing defining a device cavity configured to receive at least a portion of the cartridge.
  • the aerosol-generating device may comprise a battery and control electronics.
  • the aerosol-generating system may comprise: a cartridge according to the invention containing the liquid nicotine formulation and the atomiser; and an aerosol-generating device comprising a housing defining a device cavity configured to receive at least a portion of the cartridge.
  • the aerosol-generating system may comprise: a cartridge according to the invention containing the liquid nicotine formulation; and an aerosol-generating device comprising a housing defining a device cavity configured to receive at least a portion of the cartridge and the atomiser.
  • features described above in relation to one aspect of the invention may also be applicable to other aspects of the invention.
  • features described above in relation to the liquid nicotine formulation of the invention may also relate, where appropriate, to the cartridge of the invention and the aerosol-generating system of the invention.
  • features described above in relation to the cartridge of the invention may also relate, where appropriate, to the aerosol-generating system of the invention, and vice versa.
  • Examples 1 , 2 and 3 Three liquid nicotine formulations according to the invention (Examples 1 , 2 and 3) were prepared having the compositions shown in Tables 2, 3 and 4.
  • Examples A, B, C, D, E and F Six liquid nicotine formulations according to the invention (Examples A, B, C, D, E and F) were prepared having the compositions shown in Table 5. For comparison, two liquid nicotine formulations not according to the invention (Examples G and H) were also prepared having the compositions shown in Table 5.
  • the liquid nicotine formulations of Examples A-H were each loaded into a cartridge for a Solaris e-cigarette.
  • the nicotine retention of the aerosols generated when using the cartridges in a Solaris e-cigarette were measured using denuder tube technology essentially as described in Seeman, J. I.; Lipowicz, P. J.; Piade, J.-J.; Poget, L; Sanders, E. B.; Snyder, J. P.; Trowbridge, C. G., On the Deposition of Volatiles and Semivolatiles from Cigarette Smoke Aerosols: Relative Rates of Transfer of Nicotine and Ammonia from Particles to the Gas Phase.
  • the aerosols generated from the liquid nicotine formulations according to the invention provide nicotine retentions of greater than 40 percent.
  • the aerosols generated from the liquid formulations not according to the invention provide lower nicotine retentions of less than 30 percent.
  • the nicotine retention properties of the aerosols generated from the liquid nicotine formulations according to the invention are at least 13.5 times greater than the liquid formulation not according to the invention that does not comprise either a water-immiscible solvent having a water solubility at 20°C of less than or equal to about 100 mg/ml or a water- soluble organic acid (Example G).
  • the nicotine retention properties of the aerosols generated from the liquid nicotine formulations according to the invention are at least about 1.5 times greater than the liquid formulation not according to the invention that does not comprise a water-immiscible solvent having a water solubility at 20°C of less than or equal to about 100 mg/ml (Example H).
  • Example 1 The nicotine retention properties of the aerosols generated from the liquid nicotine formulations according to the invention (Examples A-F), which comprise both a water-immiscible solvent having a water solubility at 20°C of less than or equal to about 100 mg/ml and a water- soluble organic acid, are similar to the nicotine retention properties of the smoke generated from the conventional cigarette (Example I).

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Otolaryngology (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Manufacture Of Tobacco Products (AREA)
PCT/EP2019/087198 2018-12-31 2019-12-31 Liquid nicotine formulation Ceased WO2020141180A1 (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
MX2021007627A MX2021007627A (es) 2018-12-31 2019-12-31 Formulacion de nicotina liquida.
EP19831772.9A EP3905900B1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation
UAA202101830A UA129018C2 (uk) 2018-12-31 2019-12-31 Рідкий склад нікотину
JP2021538443A JP2022516149A (ja) 2018-12-31 2019-12-31 液体ニコチン製剤
ES19831772T ES2981302T3 (es) 2018-12-31 2019-12-31 Formulación líquida de nicotina
US17/419,528 US20220079211A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation
PL19831772.9T PL3905900T3 (pl) 2018-12-31 2019-12-31 Ciekły preparat nikotyny
BR112021010284-1A BR112021010284A2 (pt) 2018-12-31 2019-12-31 formulação de nicotina líquida
KR1020217021107A KR102901540B1 (ko) 2018-12-31 2019-12-31 액체 니코틴 제제
CN201980079924.6A CN113163846B (zh) 2018-12-31 2019-12-31 液体尼古丁制剂
JP2024231883A JP7863606B2 (ja) 2018-12-31 2024-12-27 液体ニコチン製剤

Applications Claiming Priority (10)

Application Number Priority Date Filing Date Title
EP18215966.5 2018-12-31
EP18215966 2018-12-31
EP18215976 2018-12-31
EP18215976.4 2018-12-31
EP18215969 2018-12-31
EP18215969.9 2018-12-31
EP18215964.0 2018-12-31
EP18215964 2018-12-31
EP18215983 2018-12-31
EP18215983.0 2018-12-31

Publications (1)

Publication Number Publication Date
WO2020141180A1 true WO2020141180A1 (en) 2020-07-09

Family

ID=69104449

Family Applications (5)

Application Number Title Priority Date Filing Date
PCT/EP2019/087198 Ceased WO2020141180A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation
PCT/EP2019/087195 Ceased WO2020141177A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation comprising water-immiscible solvents
PCT/EP2019/087202 Ceased WO2020141184A1 (en) 2018-12-31 2019-12-31 Low viscosity liquid nicotine formulation
PCT/EP2019/087193 Ceased WO2020141176A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation
PCT/EP2019/087196 Ceased WO2020141178A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation comprising partially water-soluble solvent

Family Applications After (4)

Application Number Title Priority Date Filing Date
PCT/EP2019/087195 Ceased WO2020141177A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation comprising water-immiscible solvents
PCT/EP2019/087202 Ceased WO2020141184A1 (en) 2018-12-31 2019-12-31 Low viscosity liquid nicotine formulation
PCT/EP2019/087193 Ceased WO2020141176A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation
PCT/EP2019/087196 Ceased WO2020141178A1 (en) 2018-12-31 2019-12-31 Liquid nicotine formulation comprising partially water-soluble solvent

Country Status (11)

Country Link
US (5) US20220071270A1 (OSRAM)
EP (5) EP3905898B1 (OSRAM)
JP (5) JP7590324B2 (OSRAM)
KR (5) KR102901539B1 (OSRAM)
CN (5) CN113163846B (OSRAM)
BR (3) BR112021010593A2 (OSRAM)
ES (2) ES2980261T3 (OSRAM)
MX (5) MX2021007625A (OSRAM)
PL (2) PL3905900T3 (OSRAM)
UA (5) UA129122C2 (OSRAM)
WO (5) WO2020141180A1 (OSRAM)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2024528839A (ja) * 2021-07-22 2024-08-01 ニコベンチャーズ トレーディング リミテッド 選択的脱カルボキシル化エアロゾル送達システム

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113164610A (zh) 2018-12-28 2021-07-23 菲利普莫里斯生产公司 包含低摩尔质量金属盐的液体尼古丁制剂
US20220071270A1 (en) * 2018-12-31 2022-03-10 Philip Morris Products S.A. Liquid nicotine formulation
EP4056055A1 (en) * 2021-03-09 2022-09-14 Avogen Tech SA Device for volatilisation of an aqueous solution and method thereof
KR102416605B1 (ko) 2021-08-17 2022-07-05 한국과학기술원 비트라인 멀티 레벨 전압 센싱 회로
IT202100027086A1 (it) * 2021-10-21 2023-04-21 Alberto Patarchi Erogatore portatile per il trattamento o la prevenzione di un’infezione o di una patologia causata da un virus
CN113912585B (zh) * 2021-11-09 2023-02-24 深圳萨特瓦生物科技有限公司 复合尼古丁盐及其制备方法与应用、电子烟油及电子烟
CN116235996A (zh) * 2021-12-07 2023-06-09 深圳雾芯科技有限公司 电子烟液及包含其的雾化装置
KR20240012197A (ko) * 2022-07-20 2024-01-29 주식회사 케이티앤지 표면파 아토마이저에 사용하기 위한 액상형 흡입제형, 이를 포함하는 카트리지 및 에어로졸 생성장치
KR102872477B1 (ko) * 2022-08-10 2025-10-20 주식회사 케이티앤지 니코틴 흡입성 조성물 및 이를 포함하는 에어로졸 발생 장치 및 시스템
KR102885439B1 (ko) * 2022-10-07 2025-11-17 주식회사 케이티앤지 에어로졸 흡입기용 액상 조성물
CN117204598A (zh) * 2023-07-05 2023-12-12 深圳梵活生命科学股份有限公司 一种应用于雾化器可缓解烟瘾的雾化液
WO2025230261A1 (ko) * 2024-04-30 2025-11-06 주식회사 케이티앤지 에어로졸 생성물품용 시트 및 이를 포함하는 에어로졸 생성물품

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20160366927A1 (en) * 2013-11-28 2016-12-22 Kimree Hi-Tech Inc. A solvent for electronic cigarette liquid and an electronic cigarette liquid
US20170086500A1 (en) * 2015-09-25 2017-03-30 Altria Client Services Llc Pre-vaporization formulation for controlling acidity in an e-vaping device
CN106562469A (zh) * 2015-10-07 2017-04-19 惠州市吉瑞科技有限公司 电子烟烟液

Family Cites Families (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0845220B1 (en) * 1996-06-17 2003-09-03 Japan Tobacco Inc. Flavor producing article
US20060018840A1 (en) * 2004-06-28 2006-01-26 Nektar Therapeutics Aerosolizable formulation comprising nicotine
JP2006109784A (ja) * 2004-10-15 2006-04-27 Mitsubishi Gas Chem Co Inc パクリタキセルの製造方法
US20070060639A1 (en) 2005-09-09 2007-03-15 University Of Kentucky Compositions and methods for intranasal delivery of tricyclic cannabinoids
WO2007078273A1 (en) * 2005-12-22 2007-07-12 Augite Incorporation No-tar electronic smoking utensils
WO2009020666A1 (en) 2007-08-06 2009-02-12 Insys Therapeutics Inc. Oral cannabinoid liquid formulations and methods of treatment
US9314524B2 (en) * 2007-12-31 2016-04-19 Calla Therapeutics Llc Topical formulations of Flucytosine
US20120325228A1 (en) 2011-06-23 2012-12-27 Williams Jonnie R Alkaloid composition for e-cigarette
DE102011114094A1 (de) * 2011-09-21 2013-03-21 F. Holzer Gmbh Stimulierendes und belebendes Nasenspray und Nasentropfen
JP6412492B2 (ja) * 2012-03-27 2018-10-24 ニコチーノ・アクチボラグ ニコチン製剤
DE102012104033B9 (de) 2012-05-08 2025-02-06 Tdk Electronics Ag Keramischer Vielschichtkondensator
US10799548B2 (en) * 2013-03-15 2020-10-13 Altria Client Services Llc Modifying taste and sensory irritation of smokeless tobacco and non-tobacco products
KR102705152B1 (ko) 2013-05-06 2024-09-09 쥴 랩스, 인크. 에어로졸 장치를 위한 니코틴 염 제제 및 그 방법
WO2015006465A1 (en) * 2013-07-10 2015-01-15 Ahkeo Ventures LLC Inhalable compositions comprising caffeine, methods of use and an apparatus for using the same
EP3021699B1 (en) 2013-07-19 2023-09-13 Altria Client Services LLC Liquid aerosol formulation of an electronic smoking article
US10265292B2 (en) * 2013-09-18 2019-04-23 The Werc Shop, LLC Terpene-based compositions, processes methodologies
JP6386563B2 (ja) 2013-09-19 2018-09-05 フィリップ・モーリス・プロダクツ・ソシエテ・アノニム ニコチン塩粒子を発生させるためのエアロゾル発生システム
WO2015042589A1 (en) * 2013-09-23 2015-03-26 Verso PV, LLC Personal vaporizer liquid for emulsifying oil-soluble compounds and resins
US9333229B2 (en) 2013-10-16 2016-05-10 William Bjorncrantz Winterized crude cannabis extracts and methods of preparation and use
US10292424B2 (en) * 2013-10-31 2019-05-21 Rai Strategic Holdings, Inc. Aerosol delivery device including a pressure-based aerosol delivery mechanism
CN103622161A (zh) 2013-11-28 2014-03-12 刘秋明 一种电子烟烟液溶剂及电子烟烟液
KR102957402B1 (ko) * 2013-12-05 2026-04-24 쥴 랩스, 인크. 에어로졸 장치를 위한 니코틴 액제 및 그 방법
WO2015117243A1 (en) 2014-02-07 2015-08-13 Bellerose Samuel Liquid formulation for e-cigarettes
US9375033B2 (en) 2014-02-14 2016-06-28 R.J. Reynolds Tobacco Company Tobacco-containing gel composition
GB201407426D0 (en) * 2014-04-28 2014-06-11 Batmark Ltd Aerosol forming component
US20150313275A1 (en) * 2014-04-30 2015-11-05 Altria Client Services, Inc. Liquid aerosol formulation of an electronic smoking article
DK3639813T3 (da) 2014-05-21 2022-03-07 Mcneil Ab Flydende formulering omfattende nikotin til aerosolindgivelse
KR20240136452A (ko) * 2014-07-11 2024-09-13 필립모리스 프로덕츠 에스.에이. 액체 니코틴 공급원을 포함하는 에어로졸 형성 카트리지
KR102534659B1 (ko) * 2014-07-11 2023-05-19 필립모리스 프로덕츠 에스.에이. 공기 흐름 제어가 개선된 에어로졸 발생 시스템
CN104256885B (zh) * 2014-08-05 2015-12-30 云南中烟工业有限责任公司 一种电子烟烟液溶剂
GB2535427A (en) 2014-11-07 2016-08-24 Nicoventures Holdings Ltd Solution
GB2532062A (en) * 2014-11-07 2016-05-11 Nicoventures Holdings Ltd Container
US10470090B2 (en) 2014-11-14 2019-11-05 Qualcomm Incorporated Data compression techniques for handover and radio link failure recovery
CN104473323A (zh) * 2014-12-03 2015-04-01 河南中烟工业有限责任公司 一种电子烟雾化剂
CN104585880B (zh) * 2015-01-20 2018-06-08 湖北中烟工业有限责任公司 一种用于烟用滴丸的薄荷香精溶剂
WO2016133890A1 (en) * 2015-02-19 2016-08-25 Srq Patent Holdings, Llc Compositions for e-cigarettes
CN104939305B (zh) * 2015-05-20 2016-04-20 湖南中烟工业有限责任公司 一种烟草提取物及电子烟液
US20160345621A1 (en) * 2015-06-01 2016-12-01 San Li Pre-vapor formulation of an electronic vaping device and/or methods of manufacturing the same
GB2542389A (en) * 2015-09-17 2017-03-22 Kind Consumer Ltd Simulated cigarette
CA3003056C (en) * 2015-11-02 2023-09-26 Philip Morris Products S.A. An aerosol-generating system comprising a vibratable element
GB2544468A (en) 2015-11-12 2017-05-24 Jaytee Biosciences Ltd Liquid formulation
EP3407859B1 (en) * 2016-01-29 2021-06-02 The Procter & Gamble Company Composition for enhancing hair fiber properties
US20170325494A1 (en) * 2016-05-16 2017-11-16 Lunatech, Llc Liquid composition containing nicotine from non-tobacco source for use with electronic vaporizing devices
RU2756888C2 (ru) * 2016-05-27 2021-10-06 Филип Моррис Продактс С.А. Генерирующее аэрозоль изделие, имеющее индикатор израсходования жидкости
US20170348494A1 (en) * 2016-06-06 2017-12-07 Nicholas A. Havercroft Pulmonary device, method and system for delivering a pharmaceutical product to an individual
US20170367386A1 (en) 2016-06-24 2017-12-28 Allied Concessions Group, Inc. Terpene flavoring compositions
CN106036990B (zh) * 2016-08-03 2018-10-12 华健 一种复合醇电子烟雾化液
WO2018031600A1 (en) * 2016-08-08 2018-02-15 Juul Labs, Inc. Nicotine oxalic acid formulations
US20180084823A1 (en) * 2016-09-27 2018-03-29 BOND STREET MANUFACTURING LLC (a Florida LLC) Vaporizable Tobacco Wax Compositions and Container thereof
US20180103680A1 (en) 2016-10-18 2018-04-19 Altria Client Services Llc Methods and systems for improving stability of the pre-vapor formulation of an e-vaping device
EP3634163B1 (en) 2017-06-08 2021-04-07 Philip Morris Products S.a.s. Cartridge having a susceptor material
US11919023B2 (en) 2018-05-16 2024-03-05 Philip Morris Products S.A. Atomizer and a mesh therefor
US12017242B2 (en) 2018-05-16 2024-06-25 Philip Morris Products S.A. Atomiser assembly with oscillation chamber
EP3574902A1 (en) * 2018-06-01 2019-12-04 Yatzz Limited Nicotine formulation and mode of delivery
GB201818711D0 (en) * 2018-11-16 2019-01-02 Nicoventures Trading Ltd Method
US20220071270A1 (en) * 2018-12-31 2022-03-10 Philip Morris Products S.A. Liquid nicotine formulation
WO2020248071A1 (en) * 2019-06-12 2020-12-17 Lunaverse Inc. Method and system for trichome isolation

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20160366927A1 (en) * 2013-11-28 2016-12-22 Kimree Hi-Tech Inc. A solvent for electronic cigarette liquid and an electronic cigarette liquid
US20170086500A1 (en) * 2015-09-25 2017-03-30 Altria Client Services Llc Pre-vaporization formulation for controlling acidity in an e-vaping device
CN106562469A (zh) * 2015-10-07 2017-04-19 惠州市吉瑞科技有限公司 电子烟烟液

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS: "Nicotine - Public Health Consequences of E-Cigarettes - NCBI Bookshelf", 1 January 2018 (2018-01-01), XP055677611, Retrieved from the Internet <URL:https://www.ncbi.nlm.nih.gov/books/NBK507191/> [retrieved on 20200318] *
SEEMAN, J. I.LIPOWICZ, P. J.PIADE, J.-J.POGET, L.SANDERS, E. B.SNYDER, J. P.TROWBRIDGE, C. G.: "On the Deposition of Volatiles and Semivolatiles from Cigarette Smoke Aerosols: Relative Rates of Transfer of Nicotine and Ammonia from Particles to the Gas Phase", CHEMICAL RESEARCH IN TOXICOLOGY, vol. 17, 2004, pages 1020 - 1037

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2024528839A (ja) * 2021-07-22 2024-08-01 ニコベンチャーズ トレーディング リミテッド 選択的脱カルボキシル化エアロゾル送達システム

Also Published As

Publication number Publication date
JP7590324B2 (ja) 2024-11-26
CN113163848A (zh) 2021-07-23
CN113242696B (zh) 2023-04-28
JP2022516149A (ja) 2022-02-24
EP3905900B1 (en) 2024-05-15
UA129018C2 (uk) 2024-12-25
KR20210108394A (ko) 2021-09-02
EP3905898A1 (en) 2021-11-10
PL3905898T3 (pl) 2024-09-23
MX2021007626A (es) 2021-08-11
MX2021007625A (es) 2021-08-11
WO2020141178A1 (en) 2020-07-09
CN113163845B (zh) 2023-04-28
CN113163848B (zh) 2023-06-20
EP3905897A1 (en) 2021-11-10
MX2021007627A (es) 2021-08-11
JP2022516895A (ja) 2022-03-03
CN113163847A (zh) 2021-07-23
UA129122C2 (uk) 2025-01-22
WO2020141176A1 (en) 2020-07-09
US20220053817A1 (en) 2022-02-24
BR112021010593A2 (pt) 2021-08-24
KR102878504B1 (ko) 2025-10-30
US20220071270A1 (en) 2022-03-10
UA129123C2 (uk) 2025-01-22
KR102901539B1 (ko) 2025-12-18
JP2022515021A (ja) 2022-02-17
ES2980261T3 (es) 2024-09-30
CN113163846A (zh) 2021-07-23
KR20210109548A (ko) 2021-09-06
BR112021010614A2 (pt) 2021-08-24
PL3905900T3 (pl) 2024-09-23
BR112021010222A2 (pt) 2021-08-24
EP3905900A1 (en) 2021-11-10
KR20210110314A (ko) 2021-09-07
KR102901540B1 (ko) 2025-12-18
MX2021007624A (es) 2021-08-11
CN113242696A (zh) 2021-08-10
BR112021009726A2 (pt) 2021-08-17
EP3905901A1 (en) 2021-11-10
UA129019C2 (uk) 2024-12-25
US20220079211A1 (en) 2022-03-17
US20220079210A1 (en) 2022-03-17
BR112021010284A2 (pt) 2021-08-17
EP3905898C0 (en) 2024-05-08
CN113163845A (zh) 2021-07-23
EP3905900C0 (en) 2024-05-15
ES2981302T3 (es) 2024-10-08
KR20210108384A (ko) 2021-09-02
UA128585C2 (uk) 2024-08-21
EP3905898B1 (en) 2024-05-08
KR20210108390A (ko) 2021-09-02
JP2022515983A (ja) 2022-02-24
JP2025060944A (ja) 2025-04-10
MX2021007623A (es) 2021-08-11
JP2022516896A (ja) 2022-03-03
CN113163846B (zh) 2023-04-28
WO2020141184A1 (en) 2020-07-09
KR102930095B1 (ko) 2026-02-25
EP3905899A1 (en) 2021-11-10
US11992038B2 (en) 2024-05-28
WO2020141177A1 (en) 2020-07-09
CN113163847B (zh) 2023-01-10
US20220071269A1 (en) 2022-03-10

Similar Documents

Publication Publication Date Title
US11992038B2 (en) Liquid nicotine formulation comprising partially water-soluble solvent
JP7863606B2 (ja) 液体ニコチン製剤
RU2816308C2 (ru) Жидкий состав на основе никотина, содержащий частично водорастворимый растворитель
RU2823144C2 (ru) Жидкая никотиновая композиция
RU2829803C2 (ru) Жидкая никотиновая композиция с низкой вязкостью
RU2823145C2 (ru) Жидкая никотиновая композиция, содержащая растворители, не смешивающиеся с водой
BR112021010614B1 (pt) Formulações de nicotina líquida para uso em um sistema gerador de aerossol compreendendo um solvente parcialmente solúvel em água, cartucho para uso em um sistema gerador de aerossol, e sistema gerador de aerossol

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19831772

Country of ref document: EP

Kind code of ref document: A1

DPE1 Request for preliminary examination filed after expiration of 19th month from priority date (pct application filed from 20040101)
REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: 112021010284

Country of ref document: BR

ENP Entry into the national phase

Ref document number: 2021538443

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2019831772

Country of ref document: EP

Effective date: 20210802

ENP Entry into the national phase

Ref document number: 112021010284

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20210527