WO2023001904A1 - Vaporizable material for use in an aerosol generating device - Google Patents

Vaporizable material for use in an aerosol generating device Download PDF

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Publication number
WO2023001904A1
WO2023001904A1 PCT/EP2022/070388 EP2022070388W WO2023001904A1 WO 2023001904 A1 WO2023001904 A1 WO 2023001904A1 EP 2022070388 W EP2022070388 W EP 2022070388W WO 2023001904 A1 WO2023001904 A1 WO 2023001904A1
Authority
WO
WIPO (PCT)
Prior art keywords
vaporizable material
tobacco
proflavour
flavouring
aerosol generating
Prior art date
Application number
PCT/EP2022/070388
Other languages
English (en)
French (fr)
Inventor
Oswaldo PEREZ
Original Assignee
Jt International S.A.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jt International S.A. filed Critical Jt International S.A.
Priority to CN202280050445.3A priority Critical patent/CN117651500A/zh
Priority to JP2024500198A priority patent/JP2024526641A/ja
Priority to KR1020247001700A priority patent/KR20240034190A/ko
Priority to EP22743842.1A priority patent/EP4373301A1/en
Publication of WO2023001904A1 publication Critical patent/WO2023001904A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/32Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • A24B15/167Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/12Chemical features of tobacco products or tobacco substitutes of reconstituted tobacco
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/285Treatment of tobacco products or tobacco substitutes by chemical substances characterised by structural features, e.g. particle shape or size
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/301Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by aromatic compounds
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/40Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms
    • A24B15/403Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D1/00Cigars; Cigarettes
    • A24D1/20Cigarettes specially adapted for simulated smoking devices

Definitions

  • the present invention concerns a vaporizable material for use in an aerosol generating device.
  • the invention also concerns a consumable article comprising the vaporizable material according to the invention.
  • the invention further concerns an aerosol generating device, notably a heat-not-burn aerosol generating device, configured to operate with the consumable article according to the invention or comprising a storage compartment configured to receive the vaporizable material according the invention.
  • the vaporizable material according to the invention comprises a proflavour compound consisting of a flavouring compound covalently bonded to a retaining substrate.
  • the flavoring compound is releasable from the retaining substrate while using the vaporizable material with an aerosol generating device.
  • reduced-risk or modified-risk devices also known as vaporizers or aerosol generating devices
  • vaporizers or aerosol generating devices have grown rapidly in the past few years as an aid to assist habitual smokers wishing to quit smoking traditional tobacco products such as cigarettes, cigars, cigarillos, and rolling tobacco.
  • Various devices and systems are available that heat or warm vaporizable substances as opposed to burning tobacco in conventional tobacco products.
  • aerosol generating devices comprise a storage portion for storing a vaporizable material, which can comprise for example a liquid or a solid.
  • a heating system is formed of one or more electrically activated resistive heating elements arranged to heat said vaporizable material to generate the aerosol.
  • the aerosol is released into a flow path extending between an inlet and outlet of the device.
  • the outlet may be arranged as a mouthpiece, through which a user inhales for delivery of the aerosol.
  • the vaporizable material is stored in a removable cartridge, refill, stick or pod, also called consumable article.
  • a removable cartridge, refill, stick or pod also called consumable article.
  • the cartridge or consumable article can be easily removed and replaced.
  • Some aerosol generating devices make it possible to enhance or modify the flavour of the vapour delivered to the user and generated from the vaporizable material.
  • a flavouring substance added to the vaporizable material may give a flavour non- originally present in the vaporizable material or enhance at least one of the components of the vaporizable material.
  • flavouring substances are usually volatile compounds with a quite limited longevity.
  • the lifespan of flavouring substances is short, in comparison with the duration of consumption of the vaporizing material or cartridge.
  • the flavour quality and the flavor intensity of the vaporizable material decay over time, notably during the consumption of a same dose or cartridge. A change in taste intensity and quality over time is therefore not satisfactory for the consumer which is looking for a consistent and constant flavour delivery all along his/her vaping experience.
  • One of the aims of the present invention is to overcome the above-mentioned inconvenient.
  • the aim of the invention is to provide a vaporizable material with an improved long lasting flavour effect.
  • One of the aims of the invention is also to provide a vaporizable material with consistent and constant flavour quality and intensity during the same vaping session, and even during different successive vaping sessions.
  • the invention relates to a vaporizable material for use in an aerosol generating device comprising a proflavour molecule consisting of a flavouring compound bonded to a retaining substrate selected from the group consisting of carbohydrates, esters, fatty acids, amino acids and mixtures thereof, the flavouring compound being releasable from the retaining substrate while using the vaporizable material with the aerosol generating device.
  • the invention relates to a vaporizable material for use in an aerosol generating device comprising a proflavour molecule consisting of a flavouring compound bonded to a retaining substrate selected from the group consisting of carbohydrates, esters, fatty acids, amino acids and mixtures thereof, the flavouring compound being releasable from the retaining substrate while using the vaporizable material with the aerosol generating device further to contact with saliva.
  • a proflavour molecule consisting of a flavouring compound bonded to a retaining substrate selected from the group consisting of carbohydrates, esters, fatty acids, amino acids and mixtures thereof, the flavouring compound being releasable from the retaining substrate while using the vaporizable material with the aerosol generating device further to contact with saliva.
  • the proflavour molecule is stable at ambient temperature at least the duration of consumption of the vaporizable material since the retaining substrate, which is less volatile than the flavouring compound, stabilizes the latter.
  • the flavouring compound retained on the substrate thus has a longer lifespan and a longer lasting flavor effect is observed.
  • these features allow a controlled release of the flavouring compound by controlling the conditions under which the vaporizable material is placed.
  • the flavoring compound can offer complexity or nuances to the flavor perceived by the consumer and enhances the consumer experience accordingly.
  • the retaining substrate is selected from carbohydrates, preferably from saccharides, more preferably from monosaccharides, advantageously is glucose.
  • the flavouring compound and the retaining substrate are linked through a glycosidic bond and form a glycoside structure, preferably a glucoside structure.
  • the releasing of the retaining substrate leads to the perception by the user of a secondary sensory perception.
  • the carbohydrate retaining substrate provides a perception of sweetness to the user.
  • the flavouring compound is chosen from the group consisting of: aliphatic and aromatic alcohols, carboxylic acids, terpenes, aldehydes, ketones, sulphurous compounds, pyrazines, esters, and mixtures thereof.
  • the flavouring compound is releasable from the retaining substrate further to heating.
  • the flavouring compound is releasable from the retaining substrate further to contact with saliva, preferably further to reaction with at least components present in saliva, notably with at least one endogenous enzyme present in saliva.
  • said at least one endogenous enzyme is chosen from the group consisting of: esterases, amylases, lipases, proteases, lipid oxidation enzymes, carbonic anhydrase, lysozyme and mixtures thereof.
  • the release of the flavouring compound takes place just before the inhalation of the aerosol by the user or simultaneously with the inhalation of the aerosol by the user or even when reaching the oral cavity of the user.
  • the release of the flavouring compound is initiated either by the formation of the aerosol or by the inhalation of the aerosol by the user. It thus makes possible to preserve the flavouring effect of the vaporizable material.
  • the proflavour molecule or the released flavouring compound is transported by aerosol generated while using the vaporizable material with the aerosol generating device.
  • the proflavour molecule is incorporated in a carrier matrix, notably selected from the group consisting of propylene glycol, glycerin and water.
  • the vaporizable material is particularly adapted for use with an aerosol generating device operating with a liquid aerosol generating substance.
  • the proflavour molecule is impregnated in a solid substrate, preferably in a tobacco substrate.
  • the vaporizable material is particularly adapted for use with a heat-not-burn aerosol generating device.
  • the flavoring compound consists of a flavour present in tobacco or and/or is a congruent pairing element with at least one flavour present in tobacco and/or is a contrasting pairing element with at least one flavour present in tobacco. Thanks to these features, it is possible to build different flavour pairing with the flavours naturally present in tobacco. In particular, the choice of the flavouring compound makes it is possible to provide different sensory perceptions to the user.
  • the invention also concerns a consumable article comprising the vaporizable material as defined above and in more details below.
  • the vaporizable material is stored in a removable cartridge.
  • the cartridge or consumable article can be easily removed and replaced by the user.
  • the consumable article further comprises tobacco and the vaporizable material is blended with the tobacco.
  • the consumable article further comprises tobacco and the vaporizable material and the tobacco are arranged in two distinct parts of the consumable article.
  • the invention also concerns an aerosol generating device configured to operate with the consumable article as defined above and in more details below or comprising a storage compartment configured to store the vaporizable material as defined above and in more details below.
  • the aerosol generating is a heat-not-burn device.
  • FIG. 1 is a schematic representation of a first release mode of a flavouring compound from a proflavour molecule comprised in a vaporizable material according to the invention
  • FIG. 2 is a schematic representation of a consumable article according to a first embodiment of the invention wherein the vaporizable material according to the invention is blended with tobacco;
  • FIG. 3 is a schematic cross-sectional view of a consumable article according to a second embodiment of the invention wherein the vaporizable material according to the invention and tobacco are arranged in two distinct parts of the consumable article;
  • FIG. 4 is a schematic cross-sectional view of a heat-not-burn aerosol generating device according to the invention.
  • flavour molecule refers to a molecule consisting of a flavouring compound covalently bonded to retaining substrate, the covalent bond existing between the flavouring compound and the retained substance being able to be broken under an external stimulus such as for example a change in pH, heating, light, under chemical reactions, etc.
  • a proflavour molecule is different from the flavouring compound comprised in the proflavour molecule.
  • the proflavour molecule has no flavouring property.
  • the proflavour molecule is less volatile that the flavouring compound, because of the presence of the retaining substrate. The flavouring properties of the flavouring compound may only be restored by breaking the covalent bond between the flavouring compound and the retaining substrate.
  • proflavour molecules act as precursors of the flavouring compounds comprised in the proflavour molecules, the release of the flavouring compounds occurring when the vaporizable material is used in an aerosol generating device.
  • the term “aerosol generating device” or “device” may include a vaping device to deliver an aerosol to a user, including an aerosol for vaping, by means of a heater element explained in further detail below.
  • the device may be portable. “Portable” may refer to the device being for use when held by a user.
  • the device may be adapted to generate a variable amount of aerosol, e.g. by activating the heater element for a variable amount of time (as opposed to a metered dose of aerosol), which can be controlled by a trigger.
  • the trigger may be user activated, such as a vaping button and/or inhalation sensor.
  • the inhalation sensor may be sensitive to the strength of inhalation as well as the duration of inhalation to enable a variable amount of vapour to be provided (so as to mimic the effect of smoking a conventional combustible smoking article such as a cigarette, cigar or pipe, etc.).
  • the device may include a temperature regulation control to drive the temperature of the heater and/or the heated aerosol generating substance (aerosol pre-cursor) to a specified target temperature and thereafter to maintain the temperature at the target temperature that enables efficient generation of aerosol.
  • aerosol may include a suspension of aerosol forming substrate as one or more of: solid particles; liquid droplets; gas. Said suspension may be in a gas including air. Aerosol herein may generally refer to/include a vapour. Aerosol may include one or more components of the aerosol forming substrate.
  • vaporizable material or “precursor” or “aerosol forming substance” or “substance” is used to designate any material that is vaporizable in air to form aerosol. Vaporization is generally obtained by a temperature increase up to the boiling point of the vaporization material, such as at a temperature less than 400°C, preferably up to 350°C.
  • the vaporizable material may, for example, comprise or consist of an aerosol generating liquid, gel, wax, foam or the like, an aerosol-generating solid that may be in the form of a rod, which contains processed tobacco material, a crimped sheet or oriented strips of reconstituted tobacco (RTB), or any combination of these.
  • the vaporizable material may comprise one or more of: alkaloids such as nicotine, caffeine or other active components.
  • the active component may be carried with an aerosol former, which may be a liquid.
  • the aerosol former may include polyhydric alcohols, such as triethylene glycol, 1 ,3-butanediol and glycerine; esters of polyhydric alcohols, such as glycerol mono-, di- or triacetate; and aliphatic esters of mono-, di- or polycarboxylic acids, such as dimethyl dodecanedioate and dimethyl tetradecanedioate.
  • the aerosol former comprises propylene glycol and/or glycerin.
  • a flavouring may also be present.
  • the flavouring may include Ethylvanillin (vanilla), menthol, Isoamyl acetate (banana oil) or similar.
  • the invention firstly relates to a vaporizable material comprising a proflavour molecule consisting of a flavouring compound bonded to a retaining substrate.
  • the term “bonded” is used to designate the flavouring compound is chemically or physically bonded to the retaining substrate.
  • the flavouring compound and the retaining substrate may for example be associated by covalent bond, ionic bond, or even by electrostatic bond such as Van de Waals forces, hydrogen bond and dipole-dipole forces.
  • flavouring compound is covalently bonded to the retaining substrate.
  • the retaining substrate is non-volatile at ambient temperature.
  • non-volatile we designate compounds having an initial boiling point, measured at a standard atmospheric pressure of 101 ,3 kPa, greater than 250°C.
  • the retaining substrate is selected from the group consisting of carbohydrates, esters, fatty acids, amino acids and mixtures thereof.
  • carbohydrates mention may be made to sugars, polysaccharides, starch and mixtures thereof.
  • sucroses may refer to any of mono-saccharides and di-saccharides, or any mixtures thereof.
  • Preferred carbohydrates are chosen from the group consisting of: mono-saccharides, di-saccharides, tri-saccharides and mixtures thereof.
  • esters examples include glycerides such as monoglycerides, diglycerides, triglycerides and mixtures thereof. Mention may also be made of alkylene glycol esters, such as propylene glycol esters; lipidic esters, such as cholesterol esters; choline esters; glyceric acid esters, carboxylic cholesterol esters, lactic acid esters and mixtures thereof.
  • fatty acids we refer to carboxylic acids having a saturated or unsaturated aliphatic chain comprising from 4 to 28 carbon atoms.
  • fatty acids mention may be made to mono and polyunsaturated fatty acids.
  • amino acids mention may be made glutamic acid, aspartic acid, and aspartame.
  • the retaining substrate is chosen from the group consisting of: esters and carbohydrates, preferably from the group consisting of: esters, sugars, polysaccharides and mixtures thereof, preferably from the group consisting of: esters, mono-saccharides, di saccharides, tri-saccharides and mixtures thereof. More advantageously, the retaining substrate is chosen from the group consisting of: mono-, di-, tri-glycerides, alkylene glycol esters, lipidc esters, choline esters, lactic acide esters, mono-saccharides, di-saccharides, tri-saccharides and mixtures thereof.
  • the retaining substrate is chosen from carbohydrates, more preferably from sugars.
  • Suitable monosaccharides include glucose, fructose, galactose and mixtures thereof.
  • Suitable disaccharides include sucrose, lactose, maltose and mixtures thereof.
  • the retaining substrate is chosen from monosaccharides, more preferably the retaining substrate is glucose.
  • flavouring compound classically used in the tobacco and vaping industry may typically be used in the context of the invention.
  • the flavouring compound is chosen from the group consisting of aliphatic and aromatic alcohols, carboxylic acids, terpenes, aldehydes, ketones, sulphurous compounds, pyrazines, esters, and mixtures thereof.
  • carboxylic acids mention may for example be made to vanillic acid (also called 4-hydroxy-3-methoxybenzoic acid) or ascorbic acid (also known as (5f?)-[(1 S)- 1 ,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one). Mention may also be made to citric acid (acide 2-hydroxypropane-1 ,2,3-tricarboxylique), malic acid (acide 2- hydroxybutanedioique), oxalic acid, butyric acid, caproic acid, caprylic acid, lauric acid, lactic acid.
  • vanillic acid also called 4-hydroxy-3-methoxybenzoic acid
  • ascorbic acid also known as (5f?)-[(1 S)- 1 ,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one.
  • citric acid acide 2-hydroxypropane-1 ,2,3-tricarboxylique
  • malic acid acide 2-
  • flavouring compound is chosen from aliphatic and aromatic alcohols, it is preferably chosen from the group consisting of: phenols, terpenoid alcohols and derivatives thereof.
  • phenols and derivatives thereof mention may for example be made to guaiacol (also called 2-methoxyphenol) or meta- cresol (also called 3-hydroxytoluene).
  • flavouring compound is chosen from terpenoid alcohols, it is preferably chosen from monoterpenoid alcohols.
  • monoterpenoid alcohols mention may for example be made to geraniol (also called (2E)-3,7-Dimethyl-2,6-octadien-1-ol), nerol (also called (Z)- 3,7- dimethyl-2,6-octadien-1-ol), critronellol (also called 3, 7-Dimethyloct-6-en-1-ol), linalool (also called 3,7-Dimethylocta-1 ,6-dien-3-ol) or terpineol (also called p-Menth-1-en-8-ol-2-(4- Methylcyclohex-3-en-1-yl)propan-2-ol), notably a-terpineol.
  • geraniol also called (2E)-3,7-Dimethyl-2,6-octadien-1-ol
  • nerol also called (Z)- 3,7- dimethyl-2,6-octadie
  • flavouring compound is chosen from aldehydes, it is preferably chosen from the group consisting of: vanillin, benzaldehyde and mixtures thereof.
  • flavouring compound is chosen from ketones, it is preferably chosen fromthe group consisting of: carvone, menthone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone and mixtures thereof.
  • flavouring compound is chosen from sulphurous compounds, it is preferably chosen from the group consisting of: 3-mercaptohexanol, 3-mercaptohexan-1-ol (3MH), 4- methyl-4-mercaptopentan-2-one, and mixtures thereof.
  • flavouring compound is chosen from pyrazines, it is preferably chosen from the group consisting of: 2,3,5,6,-tetramethyl pyrazine, acetyl pyrazine an mixtures thereof..
  • flavouring compound is chosen from esters, it is preferably chosen from the group consisting of: ethyl acetate, ethyl butyrate, and mixtures thereof.
  • the flavoring compound is typically chosen to provide to the user a specific sensory effect, notably a specific flavouring effect.
  • the flavouring compound is chosen from flavouring compounds naturally present in tobacco.
  • the selected flavouring compound makes it thus possible to amplify the favour intensity of at least one flavour naturally present in tobacco.
  • the flavouring compound is a congruent pairing element with at least one flavour naturally present in tobacco.
  • the selected flavouring compound typically consists of a nuance of at least one flavour present in tobacco and makes it possible to enhance a specific taste.
  • This kind of pairing is called congruent pairing, and it is intended to amplify a specific tone within the original flavour profile, i.e. toasted, nutty, fruity, etc.
  • the flavouring compound is a contrasting pairing element with at least one flavour naturally present in tobacco.
  • the selected flavouring compound is here different from the flavouring naturally present in tobacco.
  • This kind of pairing is called contrasting pairing, and it is intended to provide a surprising and unexpected twist in the flavour perception.
  • the choice of the retaining substrate has also an effect on the sensory perception of the user. Besides the expected taste/aroma perception associated to the release of the flavouring compound, a secondary sensory effect (taste or perception) can be expected depending on the choice of the retaining substrate.
  • a specific taste for example sweetness, may be for example be perceived by choosing a retaining substrate from sugars.
  • a mouthfeel perception for example coating perception, may be perceived by choosing a retaining substrate from fatty acids.
  • the retaining substrate is chosen from carbohydrates and is linked to the flavouring compound through a glycosidic bond.
  • glycosidic bond we refer to a bond formed between the hemiacetal or hemiketal group of the carbohydrate and the hydroxyl group of the flavouring compound.
  • the term “glycosidic bond” thus refers to an O-glycosidic bond whereby the flavouring compound is bonded to an oxygen atom of the retaining carbohydrate substrate.
  • the proflavour molecule consisting of the flavouring compound and the carbohydrate substrate thus forms a glycoside structure.
  • the retaining substrate is glucose and is linked to the flavouring compound through a glycosidic bond.
  • the proflavour molecule thus forms a glucoside structure.
  • the vaporizable material according to the invention comprises from
  • the vaporizable material according to the invention is adapted for use with an aerosol generating device.
  • the proflavour molecule present in the vaporizable material decomposes to release the flavouring compound.
  • the release of the flavouring compound is typically performed by breaking the bond existing between the flavouring compound and the retaining substrate.
  • the bond may for example be broken under external stimuli such as for example a change in pH, temperature, light, moisture, or under chemical or enzymatic reactions.
  • the release of the flavouring compound may for example be initiated by heating of the vaporizable material of the invention.
  • the proflavour molecule present in the vaporizable material decomposes inside the aerosol generating device.
  • the released flavouring substance is then transported by the aerosol generated before being inhaled by the user.
  • the proflavour molecules decomposes at a temperature less than 400°C, preferably up to 350°C.
  • flavouring compound is releasable from the retaining substrate further to contact with saliva.
  • the proflavour molecule is transported by the aerosol inhaled by the user and upon contact with saliva the flavouring compound is released from the proflavour molecule.
  • the releasing is performed upon the contact with the user’s lips or/and inside the user’s mouth.
  • the proflavour molecule is releasable from the retaining substrate further to reaction with at least components present in saliva, notably with at least one endogenous enzyme present in saliva.
  • the proflavour molecule is releasable from the retaining substrate further to reaction with at least one endogenous enzyme chosen from the group consisting of amylases, lipases, proteases and mixtures thereof.
  • amylase As endogenous enzymes present in saliva and that could initiate the release of the proflavour molecule, mention may be made of: amylase, invertase, maltase, carbonic anhydrase, urease oxidase, catalase, proteolytic enzymes, lipase, phosphatase, lysozyme, hyaluronidase and mixtures thereof.
  • the proflavour molecule is releasable from the retaining substrate further to reaction with at least one endogenous enzyme chosen from the group consisting of: esterases ; amylases, notably a-Amylase ; lipases ; proteases ; lipid oxidation enzymes ; carbonic anhydrase ; lysozyme and mixtures thereof.
  • said at least one endogenous enzyme is chosen from the group consisting of: esterases, a-Amylase, Lipase, lipid oxidation enzymes carbonic anhydrase ; lysozyme and mixtures thereof.
  • said at least one endogenous enzyme is chosen from the group consisting of: esterases, such as for example carboxylesterase, cholesterol esterase or choline esterase ; salivary a-Amylase ; lipase ; carbonic anhydrase and mixtures thereof.
  • esterases such as for example carboxylesterase, cholesterol esterase or choline esterase ; salivary a-Amylase ; lipase ; carbonic anhydrase and mixtures thereof.
  • This second release mode is schematically represented in Figure 1 wherein a user 10 is using an aerosol generating device 12 according to the invention to inhale generated aerosol.
  • the aerosol generating device 12 comprises a consumable article 14 according to the invention, said consumable article 14 comprising a vaporizable material according to the invention (not represented).
  • the structure of the aerosol generating device 12 and of the consumable article will be explained below with references to figure 2.
  • the vaporizable material inside the consumable article 14 is heated by the aerosol generating device 12 so as to generate, at an outlet 16 of the consumable article 14, aerosol 18.
  • the aerosol 18 is then inhaled by the user 10.
  • the aerosol 18 thus comprises proflavour molecules consisting of a flavouring compound F covalently bonded to a retaining substrate S.
  • an enzyme E present in the user’s saliva reacts with the proflavour compound F-S and breaks the covalent bond existing between the flavouring compound F and the retaining substrate S.
  • the flavouring compound F and the retaining substrate S are thus separately released.
  • the vaporizable material according the invention is impregnated in a solid substrate.
  • the proflavour molecules according to the invention may for example be impregnated in a tobacco substrate.
  • the proflavour molecules may be impregnated in the filter of the consumable article or in the hollow tube of the consumable article.
  • the proflavour molecules are impregnated in a tobacco substrate and form a mixed tobacco/proflavour vaporizable material.
  • the mixed tobacco/proflavour vaporizable material comprises or consists of a rod containing processed tobacco material, a crimped sheet or oriented strips or shreds of reconstituted tobacco (RTB), or any combination of these, impregnated with at least one proflavour molecule as defined above.
  • Such solid mixed tobacco/proflavour vaporizable material is typically adapted for use in a heat-not-burn type aerosol generating device.
  • the proflavour molecule according to the invention may be incorporated in a carrier matrix, typically a liquid carrier matrix.
  • the liquid carrier matrix is preferably selected from the group consisting of propylene glycol, glycerin and water.
  • Proflavour molecules that are releasable further to contact with saliva may easily be identified, typically by means of sensory test methods. For instance, two consumable articles are prepared from a same tobacco mixture. The proflavour molecule to be tested is added in only one of the two consumable articles (Sample Article), while the other consumable article incorporates pure tobacco (reference article). Since the proflavour molecule has a flavour which is distinctive and that cannot be produced by the effect of heating, it is clear that the flavour is released further to the action of enzymes in saliva, and not by the heat.
  • flavour from this invention follows a two-stage approach
  • a group of naive adult vapers characterized by their ability to express themselves and for the acuity to detect attributes related to flavour have been recruited, trained, and regularly tested on their capacity to conduct sensory evaluations with high reproducibility.
  • This stage consists of a sensory discrimination test which follows a standard procedure (ISO 13301 :2018) : Sensory analysis — Methodology — General guidance for measuring odour, flavour and taste detection thresholds by a three-alternative forced-choice (3-AFC) procedure.
  • This procedure involves the testing of a reference sample, for which its composition is known and controlled.
  • Such reference sample is known for a characteristic flavour attribute.
  • each reference sample should cover a single specific attribute: i.e citrus taste, floral taste, woody taste.
  • the reference sample should also be formulated bearing in mind the minimum concentration threshold detection.
  • the reference sample should have a flavoring concentration which is clearly perceivable by a trained vaper. Assessors will be asked to vape each product, and to indicate which one contains the flavour note under scope.
  • an assessor panel member
  • 3 samples One of them will be the reference sample, to validate its perceivable taste/smell, and to keep it as a positive control.
  • An array of other samples containing specific proflavour (PF) molecules are presented instead of the reference sample in randomized order. Each sample is identified with a 3-digit code, and no code is repeated for any of the samples to be evaluated for the same assessor.
  • Assessors are asked to indicate which sample presents the specific flavour note under score, and to single it out. A percentage of flavour detection or recognition can be obtained by simply calculating the number of assessors identifying the sample with PF molecules in the formulation.
  • This test can also be organized in a way to adjust the concentration of PF to be included in the formulation.
  • Various formulations, from low to high concentration of PF, are presented to assessors until they are able to detect the flavour under scope. It is important to present samples in this manner (from low to high concentration) to avoid saturation of the assessor for a specific flavour note, and to identify the minimum concentration for detection (detection threshold).
  • concentration at which the flavour starts to get recognized is defined then as the threshold concentration for flavour detection, and this concentration can vary depending on the PF molecule.
  • CATA (check-all-that-apply) surveys have become more and more popular for sensory product characterization.
  • the principle is that each assessor receives a questionnaire with attributes or descriptors that the respondent may feel, or not, that they apply to one or more products (could be specific flavours i.e. citrus, woody, etc.) If it does, he/she simply needs to check the attribute, otherwise he does not need to do anything.
  • Other questions on different scales may be added to relate the attributes to preferences and liking scores. If participants are asked to give an overall rating to each product of the study, then further analyses and preference modelling is possible.
  • PROGRAMMER PRESENT THE IMAGERY SETS ACCORDING TO THE FLAVOUR TO BE RECOGNIZED
  • a consumable article 14 according to a first embodiment of the invention is shown on Figure 2.
  • the consumable article 14 comprises a substrate portion 20 and a filter portion 22 arranged along a longitudinal axis X. Both portions 20, 22 can be wrapped using a unique wrapper attaching these portions together. In other examples, the portions 20, 22 may be wrapped by different wrappers and fixed one to the other by any other suitable mean.
  • the or each wrapper may, for example, comprise paper and/or non-woven fabric and/or aluminium. The or each wrapper may be porous or air impermeable. The or each wrapper thus form a hollow tube 24 wrapping the portions 20, 22.
  • the consumable article 14 can have a generally tubular shape defining for example a circular cross-section. According to another example, the consumable article 14 defines a rectangular cross-section.
  • the substrate portion 20 contains a vaporizable material intended to be heated by a heating chamber of the aerosol generating device 12.
  • the substrate portion 20 may comprise one or several susceptors integrated into the vaporizable material.
  • the susceptors may be formed from electrical conductor materials able to generate eddy currents when placed within a magnetic field. Eddy currents cause the susceptors to generate heat suitable for heating the aerosol forming substance to generate aerosol.
  • the magnetic field can be generated by a coil comprised in a heating system of the aerosol generating device 12.
  • the substrate portion 20 is heated by heat transfer from an exterior heater. In this case, no susceptor is necessary inside the substrate portion 20.
  • the substrate portion 20 may further comprise a segment adjacent to the filter portion 22 and forming spacer or cooling segment.
  • the filter portion 22 comprises a core acting for example like a filter.
  • the core may for example be a foam, or packed strands or fibres.
  • the filter portion 22 can form a mouthpiece intended to be in contact with the user’s lips and/or mouth while using the device 12.
  • the filter portion 22 can be inserted into a separate mouthpiece intended to be in contact with the user’s lips and/or mouth.
  • the consumable article 14 can comprise only the substrate portion 20.
  • the proflavour molecules according to the invention are impregnated in a solid substrate.
  • the proflavours molecules may typically be impregnated in the solid vaporizable material present in the substrate portion 20.
  • the consumable article 14 comprises only one vaporizable material which is solid and which is located in the substrate portion 20.
  • the vaporizable material consists of a mixed tobacco/proflavour vaporizable material made of a tobacco substrate impregnated with proflavour molecules as defined above.
  • the proflavour molecules according to the invention may be impregnated in the filter portion 22 or in the hollow conduct 24, notably the hollow tube 24.
  • the consumable article 14 comprises two distinct vaporizable materials: a first vaporizable material located in the substrate portion 20 and a second vaporizable material consisting of the vaporizable material according to the invention.
  • the vaporisable material according the invention forming part of the filter portion 22 or of the hollow conduct 24.
  • the vaporizable material according to the invention is liquid, preferably it consists of proflavour molecules as defined above incorporated in a liquid carrier matrix.
  • the vaporizable material loctaed in the substrate portion 20 consists of the vaporizable material according to the invention.
  • the consumable article 14 comprising such a vaporizable material may typically consist of a cartridge comprising a storage portion for storing the vaporizable material.
  • a consumable article 114 according to a second embodiment of the invention is shown on Figure 3.
  • the consumable article 114 comprises a substrate portion 120 and a filter portion 122 arranged along a longitudinal axis X.
  • a hollow conduct 124 wraps the portions 120, 122.
  • the filter portion 122 is similar to the filter portion 22 explained above.
  • the vaporizable material according to the second embodiment is not arranged in the substrate portion 120 or in the filter portion 122 or in the hollow conduct 124 but in a separated flavouring portion 126.
  • the flavouring portion 126 is arranged between the substrate portion 120 and the filter portion 122.
  • the substrate portion 120 typically contains a principal vaporizable material, which is different from the vaporizable material of the invention.
  • the principal vaporizable material is free from proflavour compounds.
  • the principal vaporizable material is solid.
  • the principal vaporizable material comprises tobacco substrate.
  • the principal vaporizable material comprises or consists of a rod containing processed tobacco material, a crimped sheet or oriented strips or randomly oriented shreds of reconstituted tobacco (RTB), or any combination of these.
  • the vaporizable material according to the invention located in the flavouring portion 126, may typically be liquid or solid.
  • the vaporizable material of the invention consists of proflavour molecules incorporated in a liquid carrier matrix.
  • the vaporizable material according to the invention consists of a solid substrate impregnated with the proflavour molecules.
  • the aerosol is initially generated from the main vaporizable material present in the substrate portion 120. Once generated, the aerosol is transported inside the consumable article 114 according to the axis X from the substrate portion 120 toward the filter portion 122. Upon reaching the flavouring portion 126, the aerosol is loaded with the proflavour compounds present in the vaporizable material of the invention or with the flavouring compounds resulting from the decomposition of the proflavour compounds, before reaching the outlet 116 of the consumable article 114.
  • FIG. 4 An example of an aerosol generating device 12 configured to operate with a consumable article according to the invention is shown on Figure 4.
  • This aerosol generating device 12 is configured to operate equivalently with a consumable article 14 according to the first embodiment as shown on Figure 2 or with a consumable article 114 according to the second embodiment as shown on Figure 3.
  • the aerosol generating device 12 is a heat-not-burn device.
  • the aerosol generating device 12 comprises a housing 30 defining an insertion opening 31 suitable for insertion of the consumable article 14, 114.
  • the housing 30 delimits an internal space of the device 12 receiving various elements designed to carry out different functionalities of the device 12. This internal space can for example receive a battery 33 for powering the device 12, a control module 34 for controlling the operation of the device 12, and a heating chamber 35 configured to receive and heat at least a part of the consumable article 14, 114.
  • the heating chamber 35 extends along a chamber axis Y between a closed end 40 and an open end 41, and has substantially the same cross-sectional shape as the consumable article 14.
  • the open end 41 opens to the insertion opening 31 of the housing 30.
  • the heating chamber 35 is adapted to receive the substrate portion 20, 120 of the consumable article 14, 114 through the open end 41 so as this substrate portion 20, 120 extends inside the heating chamber along the chamber axis Y. Additionally, as mentioned above, the heating chamber 35 is adapted to heat at least a part of the substrate portion 20, 120.
  • the heating chamber 35 comprises a heating element 44, which is formed for example by a heating blade.
  • a heating blade is configured to penetrate inside the substrate portion 20, 120 of the consumable article 14, 114 while its insertion.
  • the operation of the heating element 44 may be controlled by the control module 34 using control methods known per se.
  • the heating element 44 is formed by a coil arranged around the heating chamber 35 and able to create a magnetic field inside the chamber 35 which is controlled by the control module 34.
  • the substrate portion 20, 120 of the consumable article 14, 114 includes one or several susceptors explained above.
  • the heating chamber 35 may comprise one or several heating elements 44 formed by heating resistances integrated into at least one wall of the heating chamber 35 or is a thin film heater applied on the heating chamber and designed to heat the substrate portion 20, 120.
  • the heating chamber may comprise compression elongated elements to increase the contact pressure with the consumable article.
  • An example of such heating chamber is described in W02020074602. As in the previous examples, the operation of these heating elements 44 is controlled by the control module 34.
  • the aerosol generating device 12 can be adapted to operate with any other type of consumable article, notably with a consumable article comprising a vaporizable material according to the invention in liquid form.
  • the aerosol generating device 12 according to the invention can comprise a storage compartment configured to store the vaporizable material as explained above, in liquid or solid form.
  • Each cartridge comprises a substrate portion comprising a tobacco composition and a filter portion, the substrate portion and the filter portion being wrapped using a unique paper wrapper.
  • a tobacco mix is prepared by mixture of reconstituted tobacco and tobacco leaves (lamina). Different tobacco mixtures have been used and are detailed in table 2 below.
  • RTB2- Reconstituted tobacco, different from RTB1;
  • TDR top dressing flavouring
  • FMC Flavour microchips
  • compositions of each cartridge are detailed in tables 3 and 4 below. 2) Examples of cartridges including tobacco with refreshing notes (typically citrus)
  • Table 3 describes examples of cartridge incorporating a tobacco with refreshing notes, typically citrus.
  • Table 4 describes examples of cartridge incorporating a tobacco with floral, sweet notes.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Manufacture Of Tobacco Products (AREA)
  • Fats And Perfumes (AREA)
PCT/EP2022/070388 2021-07-20 2022-07-20 Vaporizable material for use in an aerosol generating device WO2023001904A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN202280050445.3A CN117651500A (zh) 2021-07-20 2022-07-20 用于气溶胶产生装置的可汽化材料
JP2024500198A JP2024526641A (ja) 2021-07-20 2022-07-20 エアロゾル発生装置に使用するための気化性材料
KR1020247001700A KR20240034190A (ko) 2021-07-20 2022-07-20 에어로졸 생성 장치에서 사용하기 위한 기화 가능 재료
EP22743842.1A EP4373301A1 (en) 2021-07-20 2022-07-20 Vaporizable material for use in an aerosol generating device

Applications Claiming Priority (2)

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EP21186682.7 2021-07-20
EP21186682 2021-07-20

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WO2023001904A1 true WO2023001904A1 (en) 2023-01-26

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JP (1) JP2024526641A (zh)
KR (1) KR20240034190A (zh)
CN (1) CN117651500A (zh)
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4612942A (en) * 1984-03-08 1986-09-23 Stevia Company, Inc. Flavor enhancing and modifying materials
CN102266125A (zh) * 2011-07-28 2011-12-07 易侧位 一种中药保健型戒烟电子烟
WO2014102070A1 (en) * 2012-12-28 2014-07-03 Philip Morris Products S.A. Flavor precursors
WO2020074602A1 (en) 2018-10-12 2020-04-16 Jt International S.A. Aerosol generation device, and heating chamber therefor

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4612942A (en) * 1984-03-08 1986-09-23 Stevia Company, Inc. Flavor enhancing and modifying materials
CN102266125A (zh) * 2011-07-28 2011-12-07 易侧位 一种中药保健型戒烟电子烟
WO2014102070A1 (en) * 2012-12-28 2014-07-03 Philip Morris Products S.A. Flavor precursors
WO2020074602A1 (en) 2018-10-12 2020-04-16 Jt International S.A. Aerosol generation device, and heating chamber therefor

Non-Patent Citations (2)

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Title
INUI TAICHI ET AL: "Extracellular Glycoside Hydrolase Activities in the Human Oral Cavity", APPLIED AND ENVIRONMENTAL MICROBIOLOGY, vol. 81, no. 16, 15 August 2015 (2015-08-15), US, pages 5471 - 5476, XP055949583, ISSN: 0099-2240, Retrieved from the Internet <URL:https://journals.asm.org/doi/pdf/10.1128/AEM.01180-15> DOI: 10.1128/AEM.01180-15 *
TEIXEIRA ESSENFELDER LUCIMARI ET AL: "Salivary [beta]-glucosidase as a direct factor influencing the occurrence of halitosis", BIOCHEMISTRY AND BIOPHYSICS REPORTS, vol. 26, 1 July 2021 (2021-07-01), pages 100965, XP055949547, ISSN: 2405-5808, DOI: 10.1016/j.bbrep.2021.100965 *

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KR20240034190A (ko) 2024-03-13
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