Aerosol-generating article comprising a supramolecular assembly for enhanced flavour delivery

Abstract

An aerosol-generating article comprising an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element; an upstream section provided upstream of the aerosol-generating element; and a supramolecular assembly. The supramolecular assembly comprises a flavourant and at least one dicarboxylic acid compound. The flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly. The downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element. The downstream section further comprises an aerosol-cooling element. The supramolecular assembly is provided in the upstream section, the hollow tubular element or the aerosol-cooling element.

Description

[0001] AEROSOL-GENERATING ARTICLE COMPRISING A SUPRAMOLECULAR ASSEMBLY FOR ENHANCED FLAVOUR DELIVERY

[0002] The present disclosure relates to a supramolecular assembly for use in an aerosolgenerating article. Further, the present disclosure relates to an aerosol-generating article comprising one such supramolecular assembly.

[0003] Aerosol-generating articles in which an aerosol-generating substrate, such as for example a tobacco-containing substrate or a non-tobacco, nicotine-containing substrate, is heated rather than combusted, are known in the art. Typically, in such heated smoking articles an aerosol is generated by the transfer of heat from a heat source to a physically separate aerosol-generating substrate or material, which may be located in contact with, within, around, or downstream of the heat source. During use of the aerosol-generating article, volatile compounds are released from the aerosol-generating substrate by heat transfer from the heat source and are entrained in air drawn through the aerosol-generating article. As the released compounds cool, they condense to form an aerosol.

[0004] Several aerosol-generating devices for consuming aerosol-generating articles have been disclosed in the art. Such devices include, for example, electrically heated aerosol-generating devices in which an aerosol is generated by the transfer of heat from one or more electrical heater elements of the aerosol-generating device to the aerosol-generating substrate of an aerosolgenerating article. For example, electrically heated aerosol-generating devices have been proposed that comprise an internal heater blade which is adapted to be inserted into the aerosolgenerating substrate. As an alternative, inductively heatable aerosol-generating articles comprising an aerosol-generating substrate and a susceptor arranged within the aerosolgenerating substrate have been proposed by WO 2015 / 176898.

[0005] It has been proposed in the past to include in aerosol-generating articles a source of flavour in addition to the aerosol-generating substrate. In effect, this practice was relatively common with conventional filter cigarettes, and a number of solutions have been described in the art for providing a flavourant at a location in a mouthpiece filter or dispersed within the tobacco cut filler.

[0006] However, given how the aerosol is generated and delivered to the consumer in aerosolgenerating articles, ensuring a consistent flavour delivery during use may be difficult, and so a consumer may perceive fluctuations or a decrease in flavour intensity over time. Additionally, even prior to the aerosol-generating articles being used, some flavour species may be lost during certain production steps or during transportation and storage of the aerosol-generating articles.

[0007] It has previously been proposed to reduce the loss of volatile flavourants from conventional filter cigarettes during storage through the encapsulation of the flavourant, for example in the form of a capsule or microcapsule containing a flavour formulation. The encapsulated flavour species can be released prior to or during smoking of the filter cigarette by breaking open the encapsulating structure, for example by manually crushing the structure. However, the encapsulated flavourant is typically released from the encapsulating structure in a single burst, and so one such solution might fail to provide a consistently intense flavour delivery during use of the article.

[0008] It has also previously been proposed in US 8361236 to reduce the loss of volatile flavourants from conventional filter cigarettes through the immobilization of flavourants in a supramolecular assembly. However, in the conventional cigarettes described in US 8361236, the supramolecular assembly comprising the flavourant is provided within the rod, within the filter element and / or at or near the rod / filter element interface of a smoking article. Therefore, it can be difficult to control the release of the flavourant to provide a consistent and efficient delivery of the flavourant when the smokable material is burned. For example, all of the flavourant may be released at once as soon as the cigarette is combusted.

[0009] Therefore, a need is felt to provide aerosol-generating articles containing flavour materials that are associated with an enhanced flavour perception for the consumer, particularly towards the end of the use cycle of the aerosol-generating article.

[0010] The present disclosure relates to an aerosol-generating article. The aerosol-generating article may comprise an aerosol-generating element. The aerosol-generating article may comprise a downstream section provided downstream of the aerosol-generating element. The aerosol-generating article may comprise an upstream section provided upstream of the aerosolgenerating element. The aerosol-generating article may comprise a downstream section provided downstream of the aerosol-generating element and an upstream section provided upstream of the aerosol-generating element.

[0011] The aerosol-generating article may comprise a supramolecular assembly. The supramolecular assembly may comprise a flavourant and at least one dicarboxylic acid compound. The flavourant may be releasable from the supramolecular assembly upon heating the supramolecular assembly.

[0012] The supramolecular assembly may be provided in the downstream section. The supramolecular assembly may be provided in the upstream section. The supramolecular assembly may be provided in both the upstream section and the downstream section.

[0013] The supramolecular assembly may be provided in the aerosol-generating element. The supramolecular assembly may be provided in both the upstream section and the aerosolgenerating element. The supramolecular assembly may be provided in both the downstream section and the aerosol-generating element. The supramolecular assembly may be provided in the downstream section, the upstream section and the aerosol-generating element. The downstream section may comprise an aerosol-cooling element. The supramolecular assembly may be provided in the aerosol-cooling element.

[0014] The downstream section may comprise a hollow tubular element provided immediately downstream of the aerosol-generating element, an upstream end of the hollow tubular element abutting a downstream end of the aerosol-generating element. The supramolecular assembly may be provided in the hollow tubular element.

[0015] The upstream section may comprise an upstream element provided immediately upstream of the aerosol-generating element, a downstream end of the upstream element abutting an upstream end of the aerosol-generating element. The supramolecular assembly may be provided in the upstream element.

[0016] The upstream element may comprise a cylindrical plug. The supramolecular assembly may be provided in the cylindrical plug.

[0017] According to a first aspect of the present invention, there is provided an aerosol-generating article. The aerosol-generating article comprises an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element or an upstream section provided upstream of the aerosol-generating element or both; and a supramolecular assembly. The supramolecular assembly comprises a flavourant and at least one dicarboxylic acid compound. The flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly. The supramolecular assembly is provided in the downstream section or the upstream section or both.

[0018] There is further provided an aerosol-generating article comprising an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element; an upstream section provided upstream of the aerosol-generating element; and a supramolecular assembly, wherein the supramolecular assembly comprises: a flavourant; and at least one dicarboxylic acid compound, wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly, wherein the downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element; wherein the downstream section further comprises an aerosol-cooling element, and wherein the supramolecular assembly is provided in the upstream section, the hollow tubular element or the aerosol-cooling element.

[0019] As used herein with reference to the invention, the term “aerosol-generating article” is used to describe an article comprising an aerosol-generating substrate that is heated to generate an inhalable aerosol for delivery to a user.

[0020] As used herein with reference to the invention, the term “aerosol-generating substrate” is used to describe a substrate comprising aerosol-generating material that is capable of releasing upon heating volatile compounds that can generate an aerosol. As used herein with reference to the invention, the term “aerosol” is used to describe a dispersion of solid particles, or liquid droplets, or a combination of solid particles and liquid droplets, in a gas. The aerosol may be visible or invisible. The aerosol may include vapours of substances that are ordinarily liquid or solid at room temperature as well as solid particles, or liquid droplets, or a combination of solid particles and liquid droplets.

[0021] As used herein with reference to the invention, the term “aerosol-generating device” is used to describe a device that interacts with the aerosol-generating substrate of the aerosolgenerating article to generate an aerosol.

[0022] Aerosol-generating articles according to the invention have a proximal end through which, in use, an aerosol exits the aerosol-generating article for delivery to a user. The proximal end of the aerosol-generating article may also be referred to as the downstream end or mouth end of the aerosol-generating article. In use, a user draws directly or indirectly on the proximal end of the aerosol-generating article in order to inhale an aerosol generated by the aerosol-generating article.

[0023] Aerosol-generating articles according to the invention have a distal end. The distal end is opposite the proximal end. The distal end of the aerosol-generating article may also be referred to as the upstream end of the aerosol-generating article.

[0024] Components of aerosol-generating articles according to the invention may be described as being upstream or downstream of one another based on their relative positions between the proximal end of the aerosol-generating article and the distal end of the aerosol-generating article.

[0025] As used herein with reference to the invention, the term “longitudinal” is used to describe the direction between the upstream end and the downstream end of the aerosol-generating article. During use, air is drawn through the aerosol-generating article in the longitudinal direction.

[0026] As used herein with reference to the invention, the term “length” is used to describe the maximum dimension of the aerosol-generating article or a component of the aerosol-generating article in the longitudinal direction.

[0027] As used herein with reference to the invention, the term “transverse” is used to describe the direction perpendicular to the longitudinal direction. Unless otherwise stated, references to the “cross-section” of the aerosol-generating article or a component of the aerosol-generating article refer to the transverse cross-section.

[0028] As used herein with reference to the invention, the term “width” denotes the maximum dimension of the aerosol-generating article or a component of the aerosol-generating article in a transverse direction. Where the aerosol-generating article has a substantially circular crosssection, the width of the aerosol-generating article corresponds to the diameter of the aerosolgenerating article. Where a component of the aerosol-generating article has a substantially circular cross-section, the width of the component of the aerosol-generating article corresponds to the diameter of the component of the aerosol-generating article.

[0029] As used herein with reference to the invention, the term "hollow tubular element" is used to denote a generally cylindrical element having a lumen along a longitudinal axis thereof. The tubular portion may have a substantially circular, oval or elliptical cross-section. The lumen may have a substantially circular, oval or elliptical cross-section. In particular, the term "hollow tubular element" is used to denote an element defining at least one airflow conduit establishing an uninterrupted fluid communication between an upstream end of the hollow tubular element and a downstream end of the tubular element.

[0030] In general, it has been recognised that the use of a flavourant in an aerosol-generating article, wherein an aerosol-generating substrate is meant to be heated to generate the aerosol, presents different challenges and poses different constraints, compared with conditions encountered in the past with conventional cigarettes, wherein a substrate is combusted to generate a smoke. The inventors have found that the provision of a flavourant at selected locations outside of the aerosol-generating substrate allow the flavourant to be released and delivered to the consumer during use in a controlled fashion, such that the flavourant may be combined with the aerosol species generated upon heating the aerosol-generating substrate. Because the flavourant is exposed to a heating profile different from the one the aerosolgenerating substrate experiences during use - for example, due to the flavourant being farther away from or closer to a heat source compared with the aerosol-generating substrate - it may be possible to control the intensity and duration of the flavour release without this perturbing the mechanism by which the aerosol species are released.

[0031] By way of example, the inventors have found that aerosol-generating articles in accordance with the present invention may exhibit a generally more efficient puff-by-puff flavour release, in that the levels of flavour species released with each consecutive puff may be maintained substantially constant or even increase gradually during a use cycle of the article.

[0032] Additionally, because the flavourant is at least partly immobilized within the supramolecular assembly until it is released upon heating, aerosol-generating articles in accordance with the present invention have been found to undergo significantly reduced losses of flavour species during storage, transportation, and so forth, even under stress conditions. This makes for a particularly efficient use of flavourants.

[0033] Further, the inventors have found that by altering the dicarboxylic acid compound which is used in conjunction with the flavourant, it may advantageously be possible to finely tailor certain characteristics of the supramolecular assembly to specific needs associated with its use in an aerosol-generating article. For example, the flavour release profile may be adjusted, such as to have the flavour released in more successive “waves” during use. In addition, by pairing the flavourant with different dicarboxylic acid compounds, this may result in the formation of weaker or stronger intermolecular forces between the two components, and therefore the consumer may perceive flavour notes as more intense or lingering for longer during use. Thus, aerosolgenerating articles in accordance with the present invention may offer a wider breadth of flavour profiles that were not accessible with existing aerosol-generating articles, and in particular, conventional cigarettes.

[0034] The inventors have also found that by incorporating into the aerosol-generating article a supramolecular assembly in accordance with the present invention, it may be possible to enhance the release of the flavourant more selectively and at relatively low temperatures. This is beneficial because such supramolecular assemblies may be provided at locations within the aerosolgenerating article that are heated less intensely than the aerosol-generating substrate without this disparity in the heat supply being detrimental to the intensity and quality of flavour delivery experienced by the consumer.

[0035] In aerosol-generating articles in accordance with the present invention, the supramolecular assembly comprises a flavourant and at least one dicarboxylic acid compound. In the supramolecular assembly in accordance with the invention, the flavourant may form intermolecular forces with the at least one dicarboxylic acid compound such that the flavourant may be immobilized within the supramolecular assembly.

[0036] As used herein with reference to the invention, the term “supramolecular assembly”, also referred to as a clathrate, inclusion compound and “host-guest” assembly, is used to describe a multi-component system of atoms, ions and / or molecules, which are held together by non- covalent interactions such as hydrogen bonds, van der Waals forces, TT-TT interactions and / or electrostatic effects. When using the host-guest nomenclature to describe such a supramolecular assembly, the flavourant compounds may be “guest” compounds, while the dicarboxylic acid compounds may be “host” compounds.

[0037] The flavourant may be any suitable chemical compound which provides a desirable flavour or scent. By forming a supramolecular assembly, a flavourant molecule may attach to a dicarboxylic acid compound via non-covalent interactions, preventing it from migrating freely. The flavourant may therefore be immobilized within the supramolecular assembly. Accordingly, the supramolecular assembly may release the flavourant molecule only when the non-covalent interactions therein are disrupted by appropriate means. As a result, flavour migration and losses during handling and storage of the aerosol-generating article can be reduced or prevented.

[0038] Any flavourant which can form a supramolecular assembly and be released upon exposure to appropriate conditions without decomposition may be used. The flavourant may be any compound containing a polar functional group. The flavourant may be a hydrogen bond donor or a hydrogen bond acceptor. The flavourant may contain one or more functional groups selected from the group consisting of hydroxyl, amino and carbonyl groups. The flavourant may contain one or more functional groups selected from the group consisting of hydroxyl, aldehyde, ester, carboxylic acid, ketone, amide and carbonate. Suitable flavourants for use in the supramolecular assembly include, but are not limited to, vanillin, limonene, linalool, menthol, guaiacol, thymol, coumarin, eugenol, cinnamaldehyde and geraniol. These flavourants may be used individually or in combination thereof.

[0039] Vanillin is a phenolic aldehyde and it is the primary component of the extract of the vanilla bean.

[0040] Limonene is a cyclic monoterpene, and is typically found in the oil of citrus fruit peels. It is also a component of the aromatic resins of numerous coniferous and broadleaved trees. It imparts citrusy flavour notes.

[0041] Linalool is a terpene alcohol, and is typically found in many flowers and spice plants. It imparts floral, slightly spicy flavour notes.

[0042] Menthol is a monoterpenoid, which may be made synthetically or obtained from the oils of peppermint or other mints. It imparts minty, cool flavour notes.

[0043] Guaiacol is a phenolic compound containing a methoxy functional group. It is produced by a variety of plants, and is typically found in essential oils from celery seeds, tobacco leaves, orange leaves, and lemon peels. It imparts smoky flavour notes.

[0044] Thymol is a natural monoterpenoid phenol derivative of p-Cymene, found in oil of thyme. It imparts the flavour of the culinary herb, thyme.

[0045] Coumarin or 2 / 7-chromen-2-one is an aromatic organic compound, which imparts a vanilla flavour note with a bitter taste.

[0046] Eugenol is an allyl chain-substituted guaiacol, and is commonly found in the essential oils of clove, nutmeg, cinnamon, basil and bay leaf. It imparts spicy, clove-like flavour notes.

[0047] Cinnamaldehyde is a phenylpropanoid which occurs in the bark of cinnamon trees, and is the main compound which gives cinnamon its distinctive odour and scent.

[0048] Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil, rose oil and palmarosa oil. It imparts sweetly floral and rose-like flavour notes.

[0049] Eugenol is an allyl chain-substituted guaiacol, and is commonly found in the essential oils of clove, nutmeg, cinnamon, basil and bay leaf. It imparts spicy, clove-like flavour notes.

[0050] The inventors have found that menthol in particular may form good intermolecular forces with the dicarboxylic acid compound to provide immobilized menthol within the supramolecular assembly. Accordingly, a supramolecular assembly containing menthol may exhibit very good stability.

[0051] In preferred embodiments, the flavourant comprises menthol. The aerosol-generating articles in accordance with the present invention comprises at least one dicarboxylic acid compound. The dicarboxylic acid compound may be any organic compound containing two carboxyl groups (-COOH). The general molecular formula for dicarboxylic acids can be written as HO2C-R-CO2H, where R may be aliphatic or aromatic.

[0052] Suitable dicarboxylic acid compounds for use in the supramolecular assembly include, but are not limited to, linear and cyclic saturated dicarboxylic acids, branched-chain dicarboxylic acids, unsaturated dicarboxylic acids, substituted dicarboxylic acids and aromatic dicarboxylic acids. These dicarboxylic acid compounds may be used individually or in combination thereof.

[0053] Suitable dicarboxylic acid compounds include, but are not limited to, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, 1,4- cyclohexanedicarboxylic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, brassylic acid, thapsic acid, japanic acid, phellogenic acid, equisetolic acid, diabolic acid, crocetin, maleic acid, fumaric acid, acetylenedicarboxylic acid, glutaconic acid, 2-decenedioic acid, traumatic acid, muconic acid, glutinic acid, citraconic acid, mesaconic acid, itaconic acid, tartronic acid, mesoxalic acid, malic acid, tartaric acid, oxaloacetic acid, aspartic acid, dioxosuccinic acid, a-hydroxy glutaric acid, arabinaric acid, acetonedicarboxylic acid, a- ketoglutaric acid, glutamic acid, diaminopimelic acid, saccharic acid, phthalic acid, isophthalic acid, terephthalic acid, phenylmalonic acid, ethylmalonic acid, diphenic acid and 2,6- naphthalenedicarboxylic acid. These dicarboxylic acid compounds may be used individually or in combination thereof. The dicarboxylic acid compounds may be derivatives of the specific compounds listed herein.

[0054] In preferred embodiments, the dicarboxylic acid compound comprises tartaric acid. In more preferred embodiments, the dicarboxylic acid compound comprises dibenzoyl-tartaric acid (DBTA), di-p-toluyl-tartaric acid (DTTA), or a combination thereof and preferably dibenzoyl-L- tartaric acid (L-DBTA), di-p-toluyl-L-tartaric acid (L-(-)-DTTA) or a combination thereof.

[0055] Dibenzoyl-L-tartaric acid, also known as L-DBTA or (-)-O,O'-dibenzoyl-L-tartaric acid has the following chemical structure:

[0056] Di-p-toluyl-L-tartaric acid, also known as L-(-)-DTTA or (-)-O,O'-di-p-toluoyl-L-tartaric acid has the following chemical structure:

[0057] L-DBTA has been found to form a particularly stable complex with a flavourant, and more specifically menthol. This means that the flavourant is immobilized more effectively within the supramolecular assembly.

[0058] The dicarboxylic acid compound may exist as a salt derived from suitable bases. Examples of bases include, but are not limited to, alkali metal, alkaline earth metal, ammonium and N+(CI-C4 alkyl)4 salts. Representative alkali or alkaline earth metal salts include, but are not limited to, sodium, lithium, potassium, calcium, and magnesium. Further salts include, when appropriate, nontoxic ammonium, quaternary ammonium, and amine cations formed using counterions such as halide, hydroxide, carboxylate, sulfate, phosphate, nitrate, alkyl sulfonate and aryl sulfonate.

[0059] The dicarboxylic acid compound may exist in an unsolvated form as well as the solvated form, including the hydrated form. “Hydrate” refers to a complex formed by combination of water molecules with molecules or ions of the solute. “Solvate” refers to a complex formed by combination of solvent molecules with molecules or ions of the solute. The solvent may be an organic compound, an inorganic compound, or a mixture of both. Solvate is meant to include hydrate. Some examples of solvents include, but are not limited to, methanol, acetonitrile, N,N- dimethylformamide, tetra hydrofuran, dimethylsulfoxide, and water. In general, the solvated forms are equivalent to unsolvated forms and are encompassed within the scope of the invention.

[0060] In an embodiment, the molar ratio between the one or more flavourants and the one or more dicarboxylic acid compounds may be between about 1 :1 and about 1 :6, preferably between about 1 :1 and about 1 :5, preferably between about 1 :1 and about 1 :4, preferably between about 1 :1 and about 1 :3 and preferably between about 1 :1 and about 1 :2. In a preferred embodiment, the molar ratio between the one or more flavourants and the one or more dicarboxylic acid compounds may be about 1 :1.

[0061] In a preferred embodiment, the flavourant is L-menthol and the dicarboxylic acid compound is L-DBTA. In such an embodiment, it is thought that a complex between these two components is formed, as illustrated below:

[0062] L-Menthol DBLTA

[0063] The dashed lines illustrate the non-covalent interactions e.g. hydrogen bonds, van der Walls forces, electrostatic effects etc, that may form between L-menthol and L-DBTA.

[0064] In an embodiment, the molar ratio between menthol and the one or more dicarboxylic acid compounds may be between about 1 :1 and about 1 :6, preferably between about 1 :1 and about 1 :5, preferably between about 1 :1 and about 1 :4, preferably between about 1 :1 and about 1 :3 and preferably between about 1 :1 and about 1 :2. In a preferred embodiment, the molar ratio between menthol and the one or more dicarboxylic acid compounds may be about 1 :1.

[0065] In an embodiment, the molar ratio between one or more flavourants and L-DBTA may be between about 1 :1 and about 1 :6, preferably between about 1 :1 and about 1 :5, preferably between about 1 :1 and about 1 :4, preferably between about 1 :1 and about 1 :3 and preferably between about 1 :1 and about 1 :2. In a preferred embodiment, the molar ratio between the one or more flavourants and L-DBTA may be about 1 :1.

[0066] In an embodiment, the molar ratio between menthol and L-DBTA may be between about 1 :1 and about 1 :6, preferably between about 1 :1 and about 1 :5, preferably between about 1 :1 and about 1 :4, preferably between about 1 :1 and about 1 :3 and preferably between about 1 :1 and about 1 :2. In a preferred embodiment, the molar ratio between menthol and L-DBTA may be 1 :1.

[0067] In an embodiment, the flavourant may be present in an amount of about 10% to about 60%, preferably about 15% to about 55%, preferably about 20% to about 50%, preferably about 25% to about 45%, preferably about 25% to about 40%, and preferably about 30% to about 40%, by weight based on the total weight of the supramolecular assembly.

[0068] In an embodiment, the flavourant may be menthol and may be present in an amount of about 10% to about 60%, preferably about 15% to about 55%, preferably about 20% to about 50%, preferably about 25% to about 45%, preferably about 25% to about 40%, and preferably about 30% to about 40%, by weight based on the total weight of the supramolecular assembly.

[0069] In an embodiment, the dicarboxylic acid compound may be present in an amount of about 40% to about 90%, preferably about 45% to about 85%, preferably about 50% to about 80%, preferably about 55% to about 75%, preferably about 60% to about 75%, and preferably about 60% to about 70%, by weight based on the total weight of the supramolecular assembly. In an embodiment, the dicarboxylic acid compound may be L-DBTA and may be present in an amount of about 40% to about 90%, preferably about 45% to about 85%, preferably about 50% to about 80%, preferably about 55% to about 75%, preferably about 60% to about 75%, and preferably about 60% to about 70%, by weight based on the total weight of the supramolecular assembly.

[0070] In an embodiment, the flavourant may be releasable from the supramolecular assembly upon heating the supramolecular assembly at a temperature of at least about 90 °C, preferably at least at least about 95 °C, preferably at least about 100 °C, and preferably at least about 110 °C.

[0071] In an embodiment, the flavourant may be releasable from the supramolecular assembly upon heating the supramolecular assembly at a temperature of below about 250 °C, preferably below about 210 °C, preferably below about 200 °C, and preferably below about 190 °C.

[0072] In an embodiment, the flavourant may be releasable from the supramolecular assembly upon heating the supramolecular assembly at a temperature of about 90 °C to about 250 °C, preferably about 95 °C to about 210 °C, preferably about 100 °C to about 200 °C, and preferably about 110 °C to about 190 °C.

[0073] Supramolecular assemblies according to the invention as described above have been found to provide efficient flavourant release profiles upon heating.

[0074] Because different combinations of flavourants and dicarboxylic acid compounds will generally lead to slightly different flavourant release profiles when the supramolecular assembly is heated, embodiments this may advantageously be used to fine-tune the flavourant release during use of an aerosol-generating article containing the supramolecular assembly. Additionally, different supramolecular assemblies, each containing a different combination of flavourants and dicarboxylic acid compounds, may be used in combination in a single aerosol-generating article to further adjust and control flavourant delivery during a whole use cycle of the aerosol-generating article. For example, by incorporating different supramolecular assemblies according to the invention in a single aerosol-generating article, the different flavourants may be adapted for release at different temperatures or at different times during the use cycle, which may help maintain an overall flavour delivery substantially consistent throughout.

[0075] Supramolecular assemblies for use in aerosol-generating articles in accordance with the present invention can be prepared by any suitable method. For example, in the case where the flavourant is menthol, and the dicarboxylic acid compound is DBTA, these two components can be mixed in a 1 :1 molar ratio and the mixture can be gently heated on a water bath to form a generally clear melt. The melt can solidify upon cooling to room temperature and stirring, thereby forming the supramolecular assembly. The resulting supramolecular assembly can be used directly without further treatment, or may be further purified, for example, by recrystallization, prior to use.

[0076] As will be apparent from the foregoing description of supramolecular assemblies for incorporation in aerosol-generating articles in accordance with the present invention, the present invention provides a new range of aerosol-generating articles capable of delivering flavour to a consumer in a more consistent and controlled manner. Additionally, because the flavourant is at least partly immobilized within the supramolecular assembly until it is released when heat is supplied to the aerosol-generating article during use, losses of flavour species during storage and transportation of the aerosol-generating articles can be greatly reduced. Coupled with the enhancement in flavour release obtainable, especially at lower temperatures, for certain embodiments this makes for a particularly efficient use of flavourants.

[0077] As described briefly above, an aerosol-generating article in accordance with the present invention comprises, in sequential arrangement, an upstream section; an aerosol-generating element; and a downstream section. A supramolecular assembly of the type described at length above is provided in at least one of the upstream section and the downstream section.

[0078] In other words, the supramolecular assembly is provided in the downstream section or the upstream section or both within the aerosol-generating article. In addition to these locations, the supramolecular assembly may also be provided in the aerosol-generating element.

[0079] The downstream section may be provided immediately downstream of the aerosolgenerating element and may extend from a downstream end of the aerosol-generating element to a downstream end of the aerosol-generating article. The upstream section may be provided immediately upstream of the aerosol-generating element and may extend from an upstream end of the aerosol-generating element to an upstream end of the aerosol-generating article.

[0080] In some embodiments, the downstream section may comprise a hollow tubular element provided immediately downstream of the aerosol-generating element. An upstream end of the hollow tubular element may abut a downstream end of the aerosol-generating element, and the supramolecular assembly may be provided in the hollow tubular element.

[0081] In other embodiments, the downstream section may comprise a hollow tubular element provided downstream of the aerosol-generating element, and the supramolecular assembly may be provided between a downstream end of the aerosol-generating element and an upstream end of the hollow tubular element. For example, the supramolecular assembly may be sandwiched between the aerosol-generating element and the hollow tubular element.

[0082] In some embodiments, the upstream section may comprise an upstream element provided immediately upstream of the aerosol-generating element. A downstream end of the upstream element may abut an upstream end of the aerosol-generating element, and the supramolecular assembly may be provided in the upstream element. In some embodiments, the upstream element may comprise a cylindrical plug, and the supramolecular assembly may be provided in the cylindrical plug. The cylindrical plug may extend to and define a distal end of the aerosol-generating article.

[0083] In other embodiments, the upstream section may comprise an upstream element provided upstream of the aerosol-generating element, and the supramolecular assembly may be provided between an upstream end of the aerosol-generating element and a downstream end of the upstream element.

[0084] For example, the supramolecular assembly may be sandwiched between the aerosolgenerating element and the upstream element.

[0085] The downstream section may further include one or more components downstream of the hollow tubular element. For example, the aerosol-generating article may include a mouthpiece element extending all the way to and defining a proximal end of the aerosol-generating article. The downstream section may further include an aerosol-cooling element, and the supramolecular assembly may be provided in the aerosol-cooling element.

[0086] In a specific embodiment, the aerosol-generating article may include the aerosol-cooling element provided between the hollow tubular element and the mouthpiece element. The hollow tubular element and the one or more additional components provided downstream of the hollow tubular element may form a downstream section of the aerosol-generating article.

[0087] The upstream element may have a length of at least about 2 millimetres, at least about 3 millimetres, or at least about 4 millimetres.

[0088] The upstream element may have a length of less than or equal to about 10 millimetres, less than or equal to about 8 millimetres, or less than or equal to about 6 millimetres.

[0089] The upstream element may have a length of between about 2 millimetres and about 10 millimetres, between about 2 millimetres and about 8 millimetres, or between about

[0090] 2 millimetres and about 6 millimetres.

[0091] The upstream element may have a length of between about 3 millimetres and about 10 millimetres, between about 3 millimetres and about 8 millimetres, or between about

[0092] 3 millimetres and about 6 millimetres.

[0093] The upstream element may have a length of between about 4 millimetres and about 10 millimetres, between about 4 millimetres and about 8 millimetres, or between about

[0094] 4 millimetres and about 6 millimetres.

[0095] For example, the upstream element may have a length of about 5 millimetres.

[0096] The length of the upstream element may be selected based on a desired balance between the ability of the upstream element to prevent or restrict upstream movement of aerosolgenerating material from the aerosol-generating element and the RTD (resistance to draw) of the upstream element. The length of the upstream element may be selected based on a desired total length of the aerosol-generating article.

[0097] The ratio of the length of the upstream element to the total length of the aerosol-generating article may be at least about 0.03, at least about 0.05, or at least about 0.07.

[0098] The ratio of the length of the upstream element to the total length of the aerosol-generating article may be less than or equal to about 0.25, less than or equal to about 0.2, or less than or equal to about 0.15.

[0099] Preferably, the upstream element has a substantially circular cross-section.

[0100] The upstream element may have an external diameter of at least about 5 millimetres, about 6 millimetres, or about 7 millimetres.

[0101] The upstream element may have an external diameter of less than or equal to 12 millimetres, less than or equal to about 10 millimetres, or less than or equal to about 8 millimetres.

[0102] The upstream element may have an external diameter of between about 5 millimetres and about 12 millimetres, between about 5 millimetres and about 10 millimetres, or between about

[0103] 5 millimetres and about 8 millimetres.

[0104] The upstream element may have an external diameter of between about 6 millimetres and about 12 millimetres, between about 6 millimetres and about 10 millimetres, or between about

[0105] 6 millimetres and about 8 millimetres.

[0106] The upstream element may have an external diameter of between about 7 millimetres and about 12 millimetres, between about 7 millimetres and about 10 millimetres, or between about

[0107] 7 millimetres and about 8 millimetres.

[0108] For example, the upstream element may have an external diameter of about 7.1 millimetres.

[0109] Preferably, the external diameter of the upstream element is substantially the same as the external diameter of the aerosol-generating element.

[0110] Preferably, the external diameter of the upstream element is substantially the same as the external diameter of the aerosol-generating article.

[0111] As described above, the upstream element is upstream of the aerosol-generating element and may abut the aerosol-generating element. This may advantageously improve the ability of the upstream element to prevent or restrict upstream movement of aerosol-generating substrate from the aerosol-generating element.

[0112] The upstream element may be at the upstream end of the aerosol-generating article. The aerosol-generating article may comprise an additional element upstream of the upstream element. For example, an additional element upstream of the upstream element may act as a cap or cover to help avoid damage to the upstream element. Preferably, the majority of aerosol generated by the aerosol-generating article is generated by the aerosol-generating substrate. The entirety of aerosol generated by the aerosolgenerating article may be generated by the aerosol-generating substrate.

[0113] The aerosol-generating element may comprise an aerosol-generating substrate in the form of a rod. As used herein with reference to the invention, the term “rod” is used to denote a generally cylindrical element having a substantially circular, oval or elliptical cross-section.

[0114] The aerosol-generating element may have a length of at least about 8 millimetres, at least about 9 millimetres, or at least about 10 millimetres.

[0115] The aerosol-generating element may have a length of less than or equal to about 16 millimetres, less than or equal to about 15 millimetres, or less than or equal to about 14 millimetres.

[0116] The aerosol-generating element may have a length of between about 8 millimetres and about 16 millimetres, between about 8 millimetres and about 15 millimetres, or between about

[0117] 8 millimetres and about 14 millimetres.

[0118] The aerosol-generating element may have a length of between about 9 millimetres and about 16 millimetres, between about 9 millimetres and about 15 millimetres, or between about

[0119] 9 millimetres and about 14 millimetres.

[0120] The aerosol-generating element may have a length of between about 10 millimetres and about 16 millimetres, between about 10 millimetres and about 15 millimetres, or between about

[0121] 10 millimetres and about 14 millimetres.

[0122] For example, the aerosol-generating element may have a length of about 12 millimetres.

[0123] The ratio between the length of the aerosol-generating element to the total length of the aerosol-generating article may be at least about 0.10, at least about 0.15, or at least about 0.20.

[0124] The ratio between the length of the aerosol-generating element to the total length of the aerosol-generating article may be less than or equal to about 0.40, less than or equal to about 0.35, or less than or equal to about 0.3.

[0125] The ratio between the length of the aerosol-generating element to the total length of the aerosol-generating article may be between about 0.10 and about 0.40, between about 0.10 and about 0.35, or between about 0.10 and about 0.30.

[0126] The ratio between the length of the aerosol-generating element to the total length of the aerosol-generating article may be between about 0.15 and about 0.40, between about 0.15 and about 0.35, or between about 0.15 and about 0.30.

[0127] The ratio between the length of the aerosol-generating element to the total length of the aerosol-generating article may be between about 0.20 and about 0.40, between about 0.20 and about 0.35, or between about 0.20 and about 0.30.

[0128] Preferably, the aerosol-generating element has a substantially circular cross-section. The aerosol-generating element may have an external diameter of at least about 5 millimetres, about 6 millimetres, or about 7 millimetres.

[0129] The aerosol-generating element may have an external diameter of less than or equal to 12 millimetres, less than or equal to about 10 millimetres, or less than or equal to about 8 millimetres.

[0130] The aerosol-generating element may have an external diameter of between about

[0131] 5 millimetres and about 12 millimetres, between about 5 millimetres and about 10 millimetres, or between about 5 millimetres and about 8 millimetres.

[0132] The aerosol-generating element may have an external diameter of between about

[0133] 6 millimetres and about 12 millimetres, between about 6 millimetres and about 10 millimetres, or between about 6 millimetres and about 8 millimetres.

[0134] The aerosol-generating element may have an external diameter of between about

[0135] 7 millimetres and about 12 millimetres, between about 7 millimetres and about 10 millimetres, or between about 7 millimetres and about 8 millimetres.

[0136] For example, the aerosol-generating element may have an external diameter of about 7.1 millimetres.

[0137] The aerosol-generating substrate may have a density of at least about 150 milligrams per cubic centimetre, at least about 175 milligrams per cubic centimetre, at least about 200 milligrams per cubic centimetre, or at least about 250 milligrams per cubic centimetre.

[0138] The aerosol-generating substrate may have a density of less than or equal to about 500 milligrams per cubic centimetre, less than or equal to about 450 milligrams per cubic centimetre, less than or equal to about 400 milligrams per cubic centimetre, or less than or equal to about 350 milligrams per cubic centimetre.

[0139] The aerosol-generating substrate may have a density of between about 150 milligrams per cubic centimetre and about 500 milligrams per cubic centimetre, between about 150 milligrams per cubic centimetre and about 450 milligrams per cubic centimetre, between about 150 milligrams per cubic centimetre and about 400 milligrams per cubic centimetre, or between about 150 milligrams per cubic centimetre and about 350 milligrams per cubic centimetre.

[0140] The aerosol-generating substrate may have a density of between about 175 milligrams per cubic centimetre and about 500 milligrams per cubic centimetre, between about 175 milligrams per cubic centimetre and about 450 milligrams per cubic centimetre, between about 175 milligrams per cubic centimetre and about 400 milligrams per cubic centimetre, or between about 175 milligrams per cubic centimetre and about 350 milligrams per cubic centimetre. The aerosol-generating substrate may have a density of between about 200 milligrams per cubic centimetre and about 500 milligrams per cubic centimetre, between about 200 milligrams per cubic centimetre and about 450 milligrams per cubic centimetre, between about 200 milligrams per cubic centimetre and about 400 milligrams per cubic centimetre, or between about 200 milligrams per cubic centimetre and about 350 milligrams per cubic centimetre.

[0141] The aerosol-generating substrate may have a density of between about 250 milligrams per cubic centimetre and about 500 milligrams per cubic centimetre, between about 250 milligrams per cubic centimetre and about 450 milligrams per cubic centimetre, between about 250 milligrams per cubic centimetre and about 400 milligrams per cubic centimetre, or between about 250 milligrams per cubic centimetre and about 350 milligrams per cubic centimetre.

[0142] For example, the aerosol-generating substrate may have a density of about 300 milligrams per cubic centimetre.

[0143] The RTD of the rod of aerosol-generating substrate may be at least about 4 millimetres H2O, at least about 5 millimetres H2O, or at least about 6 millimetres H2O.

[0144] The RTD of the rod of aerosol-generating substrate may be less than or equal to about 10 millimetres H2O, less than or equal to about 9 millimetres H2O, or less than or equal to about 8 millimetres H2O.

[0145] The RTD of the rod of aerosol-generating substrate may be between about 4 millimetres H2O and about 10 millimetres H2O, between about 4 millimetres H2O and about 9 millimetres H2O, or between about 4 millimetres H2O and about 8 millimetres H2O.

[0146] The RTD of the rod of aerosol-generating substrate may be between about 5 millimetres H2O and about 10 millimetres H2O, between about 5 millimetres H2O and about 9 millimetres H2O, or between about 5 millimetres H2O and about 8 millimetres H2O.

[0147] The RTD of the rod of aerosol-generating substrate may be between about 6 millimetres H2O and about 10 millimetres H2O, between about 6 millimetres H2O and about 9 millimetres H2O, or between about 6 millimetres H2O and about 8 millimetres H2O.

[0148] The aerosol-generating substrate may be a solid aerosol-generating substrate. The aerosol-generating substrate may comprise a tobacco or a non-tobacco material. In preferred embodiments, the aerosol-generating substrate may comprise a non-tobacco material. For example, the non-tobacco material may be a material loaded with nicotine (for example, in the form of a nicotine salt). In addition, or as an alternative, the non-tobacco material may be a non- tobacco plant material, such as an aromatic non-tobacco plant material.

[0149] The aerosol-generating substrate preferably comprises an aerosol former. The aerosol former may be any suitable known compound or mixture of compounds that, in use, facilitates formation of a dense and stable aerosol. The aerosol former may be facilitating that the aerosol is substantially resistant to thermal degradation at temperatures typically applied during use of the aerosol-generating article. Suitable aerosol formers are for example: polyhydric alcohols such as, for example, triethylene glycol, 1 ,3-butanediol, propylene glycol and glycerine; esters of polyhydric alcohols such as, for example, glycerol mono-, di- or triacetate; aliphatic esters of mono-, di- or polycarboxylic acids such as, for example, dimethyl dodecanedioate and dimethyl tetradecanedioate; and combinations thereof.

[0150] Preferably, the aerosol former comprises one or more of glycerine and propylene glycol. The aerosol former may consist of glycerine or propylene glycol or of a combination of glycerine and propylene glycol.

[0151] The aerosol-generating substrate may comprise at least about 5 percent, at least about 10 percent, or at least about 12 percent by weight of aerosol former on a dry weight basis of the aerosol-generating substrate.

[0152] The aerosol-generating substrate may comprise less than or equal to about 30 percent, less than or equal to about 25 percent, or less than or equal to about 20 percent by weight of aerosol former on a dry weight basis of the aerosol-generating substrate.

[0153] The aerosol-generating substrate may comprise between about 5 percent and about 30 percent, between about 5 percent and about 25 percent, or between about 5 percent and about 20 percent by weight of aerosol former on a dry weight basis of the aerosol-generating substrate.

[0154] The aerosol-generating substrate may comprise between about 10 percent and about 30 percent, between about 10 percent and about 25 percent, or between about 10 percent and about 20 percent by weight of aerosol former on a dry weight basis of the aerosol-generating substrate.

[0155] The aerosol-generating substrate may comprise between about 12 percent and about 30 percent, between about 12 percent and about 25 percent, or between about 12 percent and about 20 percent by weight of aerosol former on a dry weight basis of the aerosol-generating substrate.

[0156] The aerosol-generating substrate may comprise a plurality of shreds of tobacco material. The aerosol-generating substrate may comprise a plurality of shreds of homogenised tobacco material.

[0157] As used herein with reference to the invention, the term “shred” denotes an element having a length substantially greater than a width and a thickness thereof.

[0158] As used herein with reference to the invention, the term “homogenised tobacco material” is used to describe material formed by agglomerating particulate tobacco material. Shreds of homogenised tobacco material may be formed from a sheet of homogenised tobacco material, for example, by cutting or shredding. Shreds of homogenised tobacco material may be formed by other methods, for example, by extrusion.

[0159] The shreds of tobacco material may have a width of at least about 0.3 millimetres, at least about 0.5 millimetres, or at least about 0.6 millimetres.

[0160] The shreds of tobacco material may have a width of less than or equal to about 2 millimetres, less than or equal to about 1.2 millimetres, or less than about 0.9 millimetres.

[0161] The shreds of tobacco material may have a width of between about 0.3 millimetres and about 2 millimetres, between about 0.3 millimetres and about 1.2 millimetres, or between about 0.3 millimetres and about 0.9 millimetres.

[0162] The shreds of tobacco material may have a width of between about 0.5 millimetres and about 2 millimetres, between about 0.5 millimetres and about 1.2 millimetres, or between about 0.5 millimetres and about 0.9 millimetres.

[0163] The shreds of tobacco material may have a width of between about 0.6 millimetres and about 2 millimetres, between about 0.6 millimetres and about 1.2 millimetres, or between about 0.6 millimetres and about 0.9 millimetres.

[0164] The shreds of tobacco material may have a length of at least about 10 millimetres.

[0165] The shreds of tobacco material may have a length of less than or equal to about 40 millimetres.

[0166] The shreds of tobacco material may have a length of between about 10 millimetres and about 40 millimetres.

[0167] At least about 20 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may extend along the entire length of the aerosol-generating substrate. At least about 20 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may have a length substantially the same as the length of the aerosol-generating substrate.

[0168] Less than or equal to about 60 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may extend along the entire length of the aerosol-generating substrate. Less than or equal to about 60 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may have a length substantially the same as the length of the aerosol-generating substrate.

[0169] Between about 20 percent and 60 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may extend along the entire length of the aerosol-generating substrate. Between about 20 percent and 60 percent by weight of the plurality of shreds of tobacco material on a dry weight basis may have a length substantially the same as the length of the aerosol-generating substrate. The size of the aerosol-generating material of the aerosol-generating substrate, such as a plurality of shreds of tobacco material, may play a role in the distribution of heat inside the aerosol-generating substrate. Also, the size of the aerosol-generating material may play a role in the resistance to draw of the article. In addition, the size of the aerosol-generating material may affect the ability of the upstream element to prevent or restrict movement of the aerosolgenerating material into the longitudinally extending channels of the upstream element. The size of the aerosol-generating material may also affect the ability of the upstream element to prevent or restrict upstream movement of the aerosol-generating material along the longitudinally extending channels and out of the upstream element.

[0170] The aerosol-generating substrate may comprise a plurality of pellets or granules of tobacco material. The aerosol-generating substrate may comprise a plurality of pellets or granules of homogenised tobacco material.

[0171] At least about 60 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 1 millimetre, at least about 70 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 1 millimetre, or at least about 80 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 1 millimetre.

[0172] Where the homogenised plant material is in the form of a plurality of pellets or granules, at least about 70 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 0.5 millimetres, at least about 80 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 0.5 millimetres, or at least about 90 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 0.5 millimetres.

[0173] For example, at least about 80 percent by weight of the plurality of pellets or granules may have a largest dimension greater than about 1 millimetre and at least about 90% by weight of the plurality of pellets or granules may have a largest dimension greater than about 0.5 millimetres.

[0174] The aerosol-generating substrate may comprise one or more sheets of tobacco material.

[0175] The aerosol-generating substrate may comprise one or more sheets of homogenised tobacco material.

[0176] The one or sheets of tobacco material may each individually have a thickness of at least about 100 micrometres, at least about 150 micrometres, or at least about 300 micrometres.

[0177] As used herein with reference to the invention, individual thickness refers to the thickness of the individual sheet of tobacco material, whereas combined thickness refers to the total thickness of all sheets of tobacco material that make up the aerosol-generating substrate. For example, if the aerosol-generating substrate is formed from two individual sheets of tobacco material, then the combined thickness is the sum of the thickness of the two individual sheets of tobacco material or the measured thickness of the two sheets of tobacco material where the two sheets of tobacco material are stacked in the aerosol-generating substrate.

[0178] The one or more sheets of tobacco material may each individually have a thickness of less than or equal to about 600 micrometres, less than or equal to about 300 micrometres, or less than or equal to about 250 micrometres.

[0179] The one or more sheets of tobacco material may each individually have a thickness of between about 100 micrometres and about 600 micrometres, between about 100 micrometres and about 300 micrometres, or between about 100 micrometres and about 250 micrometres.

[0180] The one or more sheets of tobacco material may each individually have a thickness of between about 150 micrometres and about 600 micrometres, between about 150 micrometres and about 300 micrometres, or between about 150 micrometres and about 250 micrometres.

[0181] The one or more sheets of tobacco material may each individually have a thickness of between about 250 micrometres and about 600 micrometres, between about 250 micrometres and about 300 micrometres, or between about 250 micrometres and about 250 micrometres.

[0182] The one or more sheets of tobacco material may each individually have a length substantially the same as the length of the aerosol-generating substrate.

[0183] The one or more sheets of tobacco material may have been one or more of crimped, folded, gathered, and pleated.

[0184] Crimping, folding, gathering, or pleating of the one or more sheets of tobacco material may cause splitting of the one or more sheets of tobacco material to form shreds of tobacco material. For example, the one or more sheets of tobacco material may be crimped to such an extent that the integrity of the one or more sheets of tobacco material becomes disrupted at the plurality of parallel ridges or corrugations causing separation of the material, and results in the formation of shreds of tobacco material.

[0185] The aerosol-generating article may comprise a susceptor arranged within the aerosolgenerating substrate.

[0186] As used herein with reference to the present invention, the term “susceptor” refers to a material that can convert electromagnetic energy into heat. When located within a fluctuating electromagnetic field, eddy currents induced in the susceptor cause heating of the susceptor.

[0187] The susceptor is arranged in thermal contact with the aerosol-generating substrate. Thus, when the susceptor heats up, the aerosol-generating substrate is heated by the susceptor to generate an aerosol. The susceptor may be arranged in direct physical contact with the aerosolgenerating substrate.

[0188] The upstream element may advantageously prevent or restrict upstream movement of the susceptor during storage, transportation and use of the aerosol-generating article.

[0189] The susceptor may be an elongate susceptor. As used herein with reference to the invention, the term “elongate” is used to describe a component of the aerosol-generating article having a length greater than the width and thickness thereof.

[0190] The elongate susceptor may be arranged substantially longitudinally within the aerosolgenerating substrate. That is, the longitudinal axis of the elongate susceptor may be approximately parallel to the longitudinal axis of the aerosol-generating element. For example, the longitudinal axis of the elongate susceptor may be within plus or minus 10 degrees of parallel to the longitudinal axis of the aerosol-generating element. The elongate susceptor may be located in a radially central position within the rod of aerosol-generating substrate, and extend along the longitudinal axis of the aerosol-generating element.

[0191] The susceptor may extend from the downstream end of the aerosol-generating element towards the upstream end of the aerosol-generating element.

[0192] The susceptor may extend from the upstream end of the aerosol-generating element towards the downstream end of the aerosol-generating element.

[0193] The susceptor may extends from the upstream end of the aerosol-generating substrate to the downstream end of the aerosol-generating element. That is, the susceptor may extend along the entire length of the aerosol-generating element.

[0194] The length of the susceptor may be substantially the same as the length of the aerosolgenerating element.

[0195] The susceptor may extend part way along the length of the aerosol-generating element.

[0196] The susceptor may be spaced apart from the downstream end of the aerosol-generating substrate.

[0197] The susceptor may be spaced apart from the upstream end of the aerosol-generating element.

[0198] The susceptor may be spaced apart from both a downstream end and an upstream end of the aerosol-generating element.

[0199] The length of the susceptor may be less than the length of the aerosol-generating element.

[0200] The susceptor may be entirely enclosed within the aerosol-generating substrate. That is, the aerosol-generating substrate may completely surround the susceptor.

[0201] The susceptor may be in the form of a pin, rod, strip or blade.

[0202] The susceptor may have a length of at least about 5 millimetres, at least about 6 millimetres, or at least about 8 millimetres.

[0203] The susceptor may have a length of less than or equal to about 15 millimetres, less than or equal to about 12 millimetres, or less than or equal to about 10 millimetres. The susceptor may have a length of between about 5 millimetres and about 15 millimetres, between about 5 millimetres and about 12 millimetres, or between about 5 millimetres and about 10 millimetres.

[0204] The susceptor may have a length of between about 6 millimetres and about 15 millimetres, between about 6 millimetres and about 12 millimetres, or between about 6 millimetres and about 10 millimetres.

[0205] The susceptor may have a length of between about 8 millimetres and about 15 millimetres, between about 8 millimetres and about 12 millimetres, or between about 8 millimetres and about 10 millimetres.

[0206] The susceptor may have a width of at least about 1 millimetre.

[0207] The susceptor may have width of less than or equal to about 5 millimetres.

[0208] The susceptor may have a width of between about 1 millimetre and about 5 millimetres.

[0209] The susceptor may have a thickness of at least about 0.01 millimetres, or at least about 0.5 millimetres.

[0210] The susceptor may have a thickness of less than or equal to about 2 millimetres, less than or equal to about 500 micrometres, or less than or equal to about 100 micrometres.

[0211] The susceptor may have a thickness of between about 10 micrometres and about 2 millimetres, between about 10 micrometres and about 500 micrometres, or between about 10 micrometres and about 100 micrometres.

[0212] The susceptor may have a thickness of between about 0.5 millimetres and about 2 millimetres.

[0213] The susceptor may have a substantially circular cross-section.

[0214] The susceptor may have a substantially constant cross-section along the length of the susceptor.

[0215] If the susceptor has the form of a strip or blade, the strip or blade may have a rectangular shape having a width of between about 2 millimetres to about 8 millimetres, or between about 3 millimetres to about 5 millimetres. By way of example, a susceptor in the form of a strip of blade may have a width of about 4 millimetres.

[0216] If the susceptor has the form of a strip or blade, the strip or blade may have a rectangular shape and a thickness of between about 0.03 millimetres to about 0.15 millimetres, or between about 0.05 millimetres to about 0.09 millimetres. By way of example, a susceptor in the form of a strip of blade may have a thickness of about 0.07 millimetres, or about 0.06 millimetres.

[0217] The susceptor may be formed from any material that can be inductively heated to a temperature sufficient to generate an aerosol from the aerosol-generating substrate. For example, the susceptor may comprise a metal or carbon. The susceptor may comprise or consist of a ferromagnetic material, for example a ferromagnetic alloy, ferritic iron, or a ferromagnetic steel or stainless steel. A suitable susceptor may be, or comprise, aluminium. The susceptor may be formed from 400 series stainless steels, for example grade 410, or grade 420, or grade 430 stainless steel. Different materials will dissipate different amounts of energy when positioned within electromagnetic fields having similar values of frequency and field strength.

[0218] Thus, parameters of the susceptor such as material type, length, width, and thickness may all be altered to provide a desired power dissipation within a known electromagnetic field. The susceptor may be heated to a temperature in excess of 250 degrees Celsius.

[0219] Suitable susceptors may comprise a non-metallic core with a metal layer disposed on the non-metallic core, for example metallic tracks formed on a surface of a ceramic core. A susceptor may have a protective external layer, for example a protective ceramic layer or protective glass layer encapsulating the susceptor. The susceptor may comprise a protective coating formed by a glass, a ceramic, or an inert metal, formed over a core of susceptor material.

[0220] The susceptor may be a multi-material susceptor and may comprise a first susceptor material and a second susceptor material.

[0221] In the context of the present invention, the hollow tubular element provides an unrestricted flow channel. This means that the hollow tubular element provides a negligible level of resistance to draw (RTD). As used herein with reference to the invention, the term “negligible level of RTD” is used to describe an RTD of less than 1 mm H2O per 10 millimetres of length of the hollow tubular substrate element, less than 0.4 mm H2O per 10 millimetres of length of the hollow tubular substrate element, or less than 0.1 mm H2O per 10 millimetres of length of the hollow tubular substrate element. The flow channel should therefore be free from any components that would obstruct the flow of air in a longitudinal direction. Preferably, the flow channel is substantially empty.

[0222] The hollow tubular element may have a total length of at least about 10 millimetres, at least about 12 millimetres, or at least about 15 millimetres.

[0223] The hollow tubular element may have a total length of less than or equal to about 30 millimetres, less than or equal to about 25 millimetres, or less than or equal to about 23 millimetres.

[0224] The hollow tubular element may have a total length of between about 10 millimetres and about 30 millimetres, between about 10 millimetres and about 25 millimetres, or between about 10 millimetres and about 23 millimetres.

[0225] The hollow tubular element may have a total length of between about 12 millimetres and about 30 millimetres, between about 12 millimetres and about 25 millimetres, or between about 12 millimetres and about 23 millimetres. The hollow tubular element may have a total length of between about 12 millimetres and about 30 millimetres, between about 12 millimetres and about 25 millimetres, or between about 12 millimetres and about 23 millimetres.

[0226] The total length of the hollow tubular element may be selected based on a desired total length of the aerosol-generating article.

[0227] The hollow tubular element may be formed from any suitable material or combination of materials. For example, the hollow tubular element may be formed from one or more materials selected from the group consisting of: cellulose acetate; a paper based material such as paper or cardboard; and polymeric materials, such as low density polyethylene (LDPE). Other suitable materials include polyhydroxyalkanoate (PHA) fibres.

[0228] In some embodiments, a ventilation zone may be provided at a location downstream of the aerosol-generating element. A satisfactory cooling of the stream of aerosol generated upon heating the aerosol-generating substrate and drawn through the hollow tubular element may be achieved by providing a ventilation zone at a location along the hollow tubular element itself or at a location along an intermediate element provided between the hollow tubular element and the mouthpiece. One such intermediate element may also be described as an aerosol-cooling element. One such intermediate element may also be provided in the form of a hollow tubular element. Without wishing to be bound by theory, the temperature drop caused by the admission of cooler, external air into the aerosol-generating article downstream of the aerosol-generating element via the ventilation zone may have an advantageous effect on the nucleation and growth of aerosol particles.

[0229] The ventilation zone may comprise a plurality of perforations through a tubular wall of the hollow tubular element. The ventilation zone may comprise at least one circumferential row of perforations. The ventilation zone may comprise two circumferential rows of perforations. For example, the perforations may be formed online during manufacturing of the aerosol-generating article. Each circumferential row of perforations may comprise from 8 to 30 perforations.

[0230] As mentioned above, the aerosol-generating article may comprise a mouthpiece element located downstream of the aerosol-generating substrate and at the downstream end or mouth end or proximal end of the aerosol-generating article.

[0231] The mouthpiece element may be a mouthpiece filter element. The mouthpiece element may comprise at least one filter segment for filtering aerosol generated upon heating the aerosolgenerating substrate. For example, the mouthpiece element may comprise one or more segments of a fibrous filtration material. Suitable fibrous filtration materials are known in the art. For example, the at least one mouthpiece filter segment may comprise a cellulose acetate filter segment formed of cellulose acetate tow. The mouthpiece element may consist of a single filter segment. The mouthpiece element may include two or more filter segments axially aligned in an abutting end to end relationship with each other.

[0232] Parameters or characteristics described herein in relation to the mouthpiece element as a whole may equally be applied to a filter segment of the mouthpiece element.

[0233] The mouthpiece element may have a low particulate filtration efficiency.

[0234] The mouthpiece element may have an RTD of less than or equal to about 25 millimetres H2O, less than or equal to about 20 millimetres H2O, or less than or equal to about 15 millimetres H2O.

[0235] The mouthpiece element may have an RTD of at least about 10 millimetres H2O.

[0236] The mouthpiece element may have an RTD of between about 10 millimetres H2O and to about 25 millimetres H2O, between about 10 millimetres H2O and to about 20 millimetres H2O, or of between about 10 millimetres H2O and to about 15 millimetres H2O.

[0237] Preferably, the mouthpiece element has a substantially circular cross-section.

[0238] Preferably, the mouthpiece element has an external diameter that is substantially the same as the external diameter of the aerosol-generating article.

[0239] The mouthpiece element may have a length of at least about 3 millimetres, or at least about 5 millimetres.

[0240] The length of the mouthpiece element may be less than or equal to about 11 millimetres, or less than or equal to about 9 millimetres.

[0241] The length of the mouthpiece element may be between about 3 millimetres and about 11 millimetres, or between about 3 millimetres and about 9 millimetres.

[0242] The length of the mouthpiece element may be between about 5 millimetres and about 11 millimetres, or between about 5 millimetres and about 9 millimetres.

[0243] For example, the length of the mouthpiece element may be about 7 millimetres.

[0244] The length of the mouthpiece element may be selected based on a desired total length of the aerosol-generating article.

[0245] The mouthpiece element may be circumscribed by a plug wrap.

[0246] The mouthpiece element may be unventilated such that air does not enter the aerosolgenerating article along the mouthpiece element.

[0247] The mouthpiece element may be connected to one or more adjacent components of the aerosol-generating article by means of a tipping wrapper.

[0248] The aerosol-generating article may comprise a mouth end cavity at the downstream end of the aerosol-generating article. The mouth end cavity may be downstream of the mouthpiece element, where present. The mouth end cavity may be defined by a hollow tubular element provided at the downstream end of the mouthpiece. Alternatively, the mouth end cavity may be defined by an outer wrapper of the mouthpiece element, wherein the outer wrapper extends in a downstream direction from the mouthpiece element.

[0249] The aerosol-generating article may have a total length of at least about 35 millimetres, at least about 38 millimetres, at least about 40 millimetres, or at least about 42 millimetres.

[0250] The aerosol-generating article may have a total length of less than or equal to about 100 millimetres, less than or equal to about 70 millimetres, less than or equal to about 60 millimetres, or less than or equal to 50 millimetres.

[0251] The aerosol-generating article may have a total length of between about 35 millimetres and about 100 millimetres, between about 35 millimetres and about 70 millimetres, between about 35 millimetres and about 60 millimetres, or between about 35 millimetres and about 50 millimetres.

[0252] The aerosol-generating article may have a total length of between about 38 millimetres and about 100 millimetres, between about 38 millimetres and about 70 millimetres, between about 38 millimetres and about 60 millimetres, or between about 38 millimetres and about 50 millimetres.

[0253] The aerosol-generating article may have a total length of between about 40 millimetres and about 100 millimetres, between about 40 millimetres and about 70 millimetres, between about 40 millimetres and about 60 millimetres, or between about 40 millimetres and about 50 millimetres.

[0254] The aerosol-generating article may have a total length of between about 42 millimetres and about 100 millimetres, between about 42 millimetres and about 70 millimetres, between about 42 millimetres and about 60 millimetres, or between about 42 millimetres and about 50 millimetres.

[0255] For example, the aerosol-generating article may have a total length of about 45 millimetres.

[0256] Preferably, the aerosol-generating article has a substantially circular cross-section.

[0257] The aerosol-generating article may have an external diameter of at least about 5 millimetres, at least about 6 millimetres, or at least about 7 millimetres.

[0258] The aerosol-generating article may have an external diameter of less than or equal to about 12 millimetres, less than or equal to about 10 millimetres, or less than or equal to about 8 millimetres.

[0259] The aerosol-generating article may have an external diameter of between about 5 millimetres and about 12 millimetres, between about 5 millimetres and about 10 millimetres, or between about 5 millimetres and about 8 millimetres. The aerosol-generating article may have an external diameter of between about

[0260] 6 millimetres and about 12 millimetres, between about 6 millimetres and about 10 millimetres, or between about 6 millimetres and about 8 millimetres.

[0261] The aerosol-generating article may have an external diameter of between about

[0262] 7 millimetres and about 12 millimetres, between about 7 millimetres and about 10 millimetres, or between about 7 millimetres and about 8 millimetres.

[0263] For example, the aerosol-generating article may have an external diameter of about 7.1 millimetres.

[0264] In aerosol-generating articles in accordance with the present invention, a supramolecular assembly as described above is provided at a location in at least one of the upstream section or the downstream section.

[0265] In a further aerosol-generating article in accordance with the present invention, a supramolecular assembly as described above is provided at a location in at least the upstream section, the hollow tubular element or the aerosol-cooling element.

[0266] Incorporating a supramolecular assembly as described above at one or more of the locations within the aerosol-generating article discussed here has been found to have an impact on the flavour release profile and the flavour transfer rate during use of the aerosol-generating article. Without wishing to be bound by theory, this is because - in contrast to solutions known in the art, according to which a supramolecular assembly has been provided at a location within the rod of an aerosol-generating substrate - in aerosol-generating articles in accordance with the present invention, the supramolecular assembly is generally exposed to a less intense heating compared with the aerosol-generating substrate. This is linked to an average distance between the supramolecular assembly and the heat source being generally larger than a distance between the aerosol-generating substrate and the same heat source. The mutual arrangement and interaction of aerosol-generating articles in accordance with the invention and an aerosolgenerating device configured to heat the aerosol-generating substrate will be discussed in more detail below.

[0267] Besides, aerosol-generating articles wherein an aerosol-generating substrate is heated to generate an aerosol - as opposed to being combusted to generate a smoke - are typically heated to relatively low temperatures.

[0268] The inventors have found that aerosol-generating articles in accordance with the invention are capable of providing satisfactory flavour transfer rate during use as the supramolecular assembly can be adapted to release the flavourant in a controlled fashion within a predetermined temperature range. This can be achieved a) by selecting and adjusting the specific flavourant compound, b) by selecting and adjusting the specific dicarboxylic acid compound or c) by combination of a) and b). As such, although it is exposed to less intense heating, a supramolecular assembly included in aerosol-generating articles in accordance with the present invention is capable of releasing the flavourant in a more consistent fashion throughout the use cycle of the aerosolgenerating article.

[0269] In embodiments wherein the supramolecular assembly is provided at a location in the upstream section or in the downstream section; or at a location in the upstream section, the hollow tubular element or the aerosol-cooling element, a distance between the supramolecular assembly and the aerosol-generating element may be at least 5 percent of an outer diameter of the aerosolgenerating element. The distance between the supramolecular assembly and the aerosolgenerating element is measured as the linear distance between a geometric centre of the supramolecular assembly and the closest end surface of the aerosol-generating element. For example, if the supramolecular assembly is provided in the upstream section, such as in the upstream element, the distance between the supramolecular assembly and the aerosolgenerating element is measured as the linear distance between the geometric centre of the supramolecular assembly and the upstream end of the rod of aerosol-generating substrate.

[0270] Preferably, a distance between the supramolecular assembly and the aerosol-generating element may be at least 10 percent of an outer diameter of the aerosol-generating element. More preferably, a distance between the supramolecular assembly and the aerosol-generating element may be at least 15 percent of an outer diameter of the aerosol-generating element.

[0271] In embodiments wherein the supramolecular assembly is provided at a location in the upstream section or in the downstream section; or at a location in the upstream section, the hollow tubular element or the aerosol-cooling element, a distance between the supramolecular assembly and the aerosol-generating element is preferably less than or equal to 50 percent of an outer diameter of the aerosol-generating element. More preferably, a distance between the supramolecular assembly and the aerosol-generating element is preferably less than or equal to 40 percent of an outer diameter of the aerosol-generating element. Even more preferably, a distance between the supramolecular assembly and the aerosol-generating element is preferably less than or equal to 30 percent of an outer diameter of the aerosol-generating element.

[0272] In some embodiments wherein the supramolecular assembly is provided at a location in the upstream section or in the downstream section; or at a location in the upstream section, the hollow tubular element or the aerosol-cooling element, such as in the upstream element or in the hollow tubular element, a distance between the supramolecular assembly and the aerosolgenerating element is from 5 percent to 50 percent of an outer diameter of the aerosol-generating element, preferably from 5 percent to 40 percent of an outer diameter of the aerosol-generating element, more preferably from 5 percent to 30 percent of an outer diameter of the aerosolgenerating element. In other embodiments wherein the supramolecular assembly is provided at a location in the upstream section or in the downstream section; or at a location in the upstream section, the hollow tubular element or the aerosol-cooling element, such as in the upstream element or in the hollow tubular element, a distance between the supramolecular assembly and the aerosolgenerating element is from 10 percent to 50 percent of an outer diameter of the aerosolgenerating element, preferably from 10 percent to 40 percent of an outer diameter of the aerosolgenerating element, more preferably from 10 percent to 30 percent of an outer diameter of the aerosol-generating element.

[0273] In further embodiments wherein the supramolecular assembly provided at a location in the upstream section or in the downstream section; or at a location in the upstream section, the hollow tubular element or the aerosol-cooling element, such as in the upstream element or in the hollow tubular element, a distance between the supramolecular assembly and the aerosolgenerating element is from 15 percent to 50 percent of an outer diameter of the aerosolgenerating element, preferably from 15 percent to 40 percent of an outer diameter of the aerosolgenerating element, more preferably from 15 percent to 30 percent of an outer diameter of the aerosol-generating element.

[0274] The present disclosure also relates to an aerosol-generating system. The aerosolgenerating system may comprise an aerosol-generating article as described above. The aerosolgenerating system may further comprise an aerosol-generating device configured to heat the aerosol-generating substrate of the aerosol-generating article. The aerosol-generating device may comprise a housing defining a cavity configured to receive the aerosol-generating article.

[0275] According to a second aspect of the present invention, there is provided an aerosolgenerating system comprising: an aerosol-generating article according to the first aspect of the invention; and an aerosol-generating device configured to heat the aerosol-generating substrate of the aerosol-generating article, wherein the aerosol-generating device comprises a housing defining a cavity configured to receive the aerosol-generating article.

[0276] The aerosol-generating device may be a handheld aerosol-generating device.

[0277] The aerosol-generating device may be an electrically-operated aerosol-generating device. The aerosol-generating device may comprise a power supply and control electronics. The aerosol-generating device may comprise a battery and control electronics.

[0278] The aerosol-generating device may be configured to heat the aerosol-generating substrate internally. That is, the aerosol-generating device may be configured to supply heat to the aerosol-generating substrate from a location internal to the aerosol-generating article.

[0279] For example, in some embodiments the aerosol-generating device may comprise a heater element configured to be inserted into the aerosol-generating element when the aerosolgenerating article is received within the cavity of the aerosol-generating device. In other embodiments, the aerosol-generating article may comprise a susceptor element provided at a location within the aerosol-generating element, and the aerosol-generating device may comprise an inductor coil positioned on or within the housing, a power supply of the aerosolgenerating device being connected to the inductor coil and configured to provide a high frequency oscillating current to the inductor coil. This generates an alternating magnetic field that induces a voltage in the susceptor element. The induced voltage causes a current to flow in the susceptor element, and this current causes Joule heating of the susceptor element that, in turn, heats the aerosol-generating substrate. The aerosol-generating device may be capable of generating a fluctuating electromagnetic field having a magnetic field strength (H-field strength) of between 1 and 5 kilo amperes per metre (kA m), preferably between 2 and 3 kA / m, for example about 2.5 kA / m.

[0280] The aerosol-generating device may be configured to heat the aerosol-generating substrate internally. That is, the aerosol-generating device may be configured to supply heat to the aerosol-generating substrate from a location external to the aerosol-generating article.

[0281] For example, in some embodiments the aerosol-generating device may comprise a heater element located about a perimeter of the cavity and configured to heat the aerosol-generating substrate of the aerosol-generating article from an exterior of the aerosol-generating element of the aerosol-generating article.

[0282] The invention is defined in the claims. However, below there is provided a non-exhaustive list of non-limiting examples. Any one or more of the features of these examples may be combined with any one or more features of another example, embodiment, or aspect described herein.

[0283] Example Ex1 : An aerosol-generating article comprising: an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element or an upstream section provided upstream of the aerosol-generating element or both; and a supramolecular assembly, wherein the supramolecular assembly comprises: a flavourant; and at least one dicarboxylic acid compound, and wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly, and wherein the supramolecular assembly is provided in the downstream section or the upstream section or both.

[0284] Example Ex2: An aerosol-generating article according to Example Ex1 , wherein the supramolecular assembly is further provided in the aerosol-generating element.

[0285] Example Ex3: An aerosol-generating article according to Example Ex2, wherein the supramolecular assembly is provided in the upstream section and the aerosol-generating element. Example Ex4: An aerosol-generating article according to Example Ex2, wherein the supramolecular assembly is provided in the downstream section and the aerosol-generating element.

[0286] Example Ex5: An aerosol-generating article according to Example Ex2, wherein the supramolecular assembly is provided in the downstream section, the upstream section and the aerosol-generating element.

[0287] Example Ex6: An aerosol-generating article according to any one of the preceding Examples, wherein the downstream section comprises an aerosol-cooling element, and wherein the supramolecular assembly is provided in the aerosol-cooling element.

[0288] Example Ex7: An aerosol-generating article according to any one of the preceding Examples, wherein the downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element, an upstream end of the hollow tubular element abutting a downstream end of the aerosol-generating element; wherein the supramolecular assembly is provided in the hollow tubular element.

[0289] Example Ex8: An aerosol-generating article according to any one of the preceding Examples, wherein the upstream section comprises an upstream element provided immediately upstream of the aerosol-generating element, a downstream end of the upstream element abutting an upstream end of the aerosol-generating element; wherein the supramolecular assembly is provided in the upstream element.

[0290] Example Ex9: An aerosol-generating article according to Example Ex8, wherein the upstream element comprises a cylindrical plug, and wherein the supramolecular assembly is provided in the cylindrical plug.

[0291] Example Ex10: An aerosol-generating article according to any one of the preceding Examples, wherein the flavourant is at least one selected from the group consisting of vanillin, limonene, linalool, menthol, guaiacol, thymol, coumarin, eugenol, cinnamaldehyde and geraniol.

[0292] Example Ex11 : An aerosol-generating article according to Example Ex10, wherein the flavourant comprises menthol.

[0293] Example Ex12: An aerosol-generating article according to any one of the preceding Examples, wherein the at least one dicarboxylic acid compound comprises tartaric acid.

[0294] Example Ex13: An aerosol-generating article according to Example Ex12, wherein the at least one dicarboxylic acid compound comprises dibenzoyl-tartaric acid (DBTA), di-p-toluyl- tartaric acid (DTTA), or a combination thereof.

[0295] Example Ex14: An aerosol-generating article according to Example Ex13, wherein the at least one dicarboxylic acid compound comprises dibenzoyl-L-tartaric acid (L-DBTA), di-p-toluyl- L-tartaric acid (L-(-)-DTTA) or a combination thereof. Example Ex15: An aerosol-generating article according to any one of the preceding Examples, wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly at a temperature of at least 90 °C.

[0296] Example Ex16: An aerosol-generating article according to any one of the preceding Examples, wherein the molar ratio between one or more flavourants and the one or more dicarboxylic acid compounds is between about 1 :1 and about 1 :6.

[0297] Example Ex17: An aerosol-generating article according to Example Ex16, wherein the molar ratio between the one or more flavourants and the one or more dicarboxylic acid compounds is about 1 :1.

[0298] Example Ex18: An aerosol-generating article according to Example Ex16, wherein the molar ratio between menthol and the one or more dicarboxylic acid compounds is between about 1 :1 and about 1 :6.

[0299] Example Ex19: An aerosol-generating article according to Example Ex18, wherein the molar ratio between menthol and the one or more dicarboxylic acid compounds is about 1 :1.

[0300] Example Ex20: An aerosol-generating article according to Example Ex16, wherein the molar ratio between one or more flavourants and L-DBTA is between about 1 :1 and about 1 :6.

[0301] Example Ex21 : An aerosol-generating article according to Example Ex20, wherein the molar ratio between one or more flavourants and L-DBTA is about 1 :1.

[0302] Example Ex22: An aerosol-generating article according to Example Ex16, wherein the molar ratio between menthol and L-DBTA is between about 1 :1 and about 1 :6.

[0303] Example Ex23: An aerosol-generating article according to Example Ex22, wherein the molar ratio between menthol and L-DBTA is about 1 :1.

[0304] Example Ex24: An aerosol-generating article according to any one of the preceding Examples, wherein the flavourant is present in an amount of about 10% to about 60% by weight based on the total weight of the supramolecular assembly.

[0305] Example Ex25: An aerosol-generating article according to Example Ex24, wherein the flavourant is menthol and is present in an amount of about 10% to about 60% by weight based on the total weight of the supramolecular assembly.

[0306] Example Ex26: An aerosol-generating article according to any one of the preceding Examples, wherein the dicarboxylic acid compound is present in an amount of about 40% to about 90% by weight based on the total weight of the supramolecular assembly.

[0307] Example Ex27: An aerosol-generating article according to Example Ex26, wherein the dicarboxylic acid compound is L-DBTA and is present in an amount of about 40% to about 90% by weight based on the total weight of the supramolecular assembly.

[0308] Example Ex28: An aerosol-generating article comprising an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element; an upstream section provided upstream of the aerosol-generating element; and a supramolecular assembly, wherein the supramolecular assembly comprises: a flavourant; and at least one dicarboxylic acid compound, wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly, wherein the downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element; wherein the downstream section further comprises an aerosol-cooling element, and wherein the supramolecular assembly is provided in the upstream section, the hollow tubular element or the aerosol-cooling element.

[0309] Example Ex29: An aerosol-generating system comprising: an aerosol-generating article according to any one of Examples Ex1 to Ex28; and an aerosol-generating device configured to heat the aerosol-generating substrate of the aerosol-generating article, wherein the aerosolgenerating device comprises a housing defining a cavity configured to receive the aerosolgenerating article.

[0310] Example Ex30: An aerosol-generating system according to Example Ex29, wherein the aerosol-generating device comprises a heater element configured to be inserted into the aerosolgenerating element when the aerosol-generating article is received within the cavity of the aerosol-generating device.

[0311] Example Ex31 : An aerosol-generating system according to Example Ex29, wherein the aerosol-generating article comprises a susceptor element provided at a location within the aerosol-generating element; and wherein the aerosol-generating device comprises an inductor coil positioned on or within the housing, and a power supply connected to the inductor coil and configured to provide a high frequency oscillating current to the inductor coil.

[0312] Example Ex32: An aerosol-generating system according to Example Ex29, wherein the aerosol-generating device comprises a heater element located about a perimeter of the cavity and configured to heat the aerosol-generating substrate of the aerosol-generating article from an exterior of the aerosol-generating element of the aerosol-generating article.

[0313] Examples will now be further described with reference to the figures in which:

[0314] Figure 1 is a schematic cross-sectional view of an aerosol-generating article in accordance with the present invention; and

[0315] Figure 2 is a schematic cross-sectional view of another aerosol-generating article in accordance with the present invention.

[0316] The aerosol-generating article 1 shown in Figure 1 comprises an aerosol-generating element 10 comprising a rod of aerosol-generating substrate 12, a downstream section 14 located downstream of the rod of aerosol-generating substrate 12 and an upstream section 16 located upstream of the rod of aerosol-generating substrate 12. As shown in Figure 1 , the aerosolgenerating article 1 has an upstream end 48 and a downstream end 20. The aerosol-generating article 1 further comprises an elongate susceptor element 44 within the rod 12 of aerosol-generating substrate. In more detail, the susceptor element 44 is arranged substantially longitudinally within the aerosol-generating substrate, such as to be approximately parallel to the longitudinal direction of the rod 12. As shown in the drawing of Figure 1 , the susceptor element 44 is positioned in a radially central position within the rod and extends effectively along the longitudinal axis of the rod 12.

[0317] The susceptor element 44 extends all the way from an upstream end to a downstream end of the rod 12. In effect, the susceptor element 44 has substantially the same length as the rod 12 of aerosol-generating substrate.

[0318] The upstream section 16 comprises an upstream element 46 located immediately upstream of the rod 12 of aerosol-generating substrate, the upstream element 46 being in longitudinal alignment with the rod 12. The upstream element 46 contains a supramolecular assembly according to the present invention. In the embodiment of Figure 1 , the downstream end of the upstream element 46 abuts the upstream end of the rod 12 of aerosol-generating substrate. This advantageously prevents the susceptor element 44 from being dislodged. Further, this ensures that the consumer cannot accidentally contact the heated susceptor element 44 after use.

[0319] The downstream section 14 of the aerosol-generating article 1 comprises a support element 22 located immediately downstream of the rod of aerosol-generating substrate 12, an aerosol-cooling element 24 located immediately downstream of the support element 22, and a mouthpiece element 42 located immediately downstream of the aerosol-cooling element 24. The support element 22 and the aerosol-cooling element 24 together define an intermediate hollow section 50 of the aerosol-generating article 1.

[0320] The support element 22 comprises a first hollow tubular element 26. The first hollow tubular element 26 is in the form of a hollow cylindrical tube made of cellulose acetate. The first hollow tubular element 26 defines an internal cavity 28 that extends from an upstream end 30 of the first hollow tubular element to a downstream end 32 of the first hollow tubular element 20.

[0321] The aerosol-cooling element 24 comprises a second hollow tubular element 34. The second hollow tubular element 34 is in the form of a hollow cylindrical tube made of cellulose acetate. The second hollow tubular element 34 defines an internal cavity 36 that extends from an upstream end 38 of the second hollow tubular element to a downstream end 40 of the second hollow tubular element 34.

[0322] As shown by the dashed vertical line in Figure 1 , the aerosol-generating article 1 comprises a ventilation zone 60 provided at a location along the second hollow tubular element The mouthpiece element 42 is in the form of a cylindrical plug of low-density cellulose acetate.

[0323] The upstream section 16 of the aerosol-generating article 1 comprises an upstream element 46 located immediately upstream of the rod of aerosol-generating substrate 12.

[0324] The upstream element 46 comprises a cylindrical plug of cellulose acetate.

[0325] In use, a user draws on the mouthpiece element 42 of the aerosol-generating article 1. When a user draws on the mouthpiece 42, air is drawn into the aerosol-generating article 1 through the upstream end 48. The drawn air passes through the upstream element 46 to the rod of aerosol-generating substrate 12. Heating of the rod of aerosol-generating substrate releases volatile and semi-volatile compounds, which form an aerosol that is entrained in the drawn air as it flows through the rod of aerosol-generating substrate 12. The drawn air and entrained aerosol pass through the intermediate hollow section 50 of the aerosol-generating article 1 , where they cool and condense. The cooled aerosol then passes through the mouthpiece element 42 of the aerosol-generating article 1 and into the mouth of the user.

[0326] The aerosol-generating article 2 shown in Figure 2 comprises an aerosol-generating element 210 comprising a rod of aerosol-generating substrate 212, a downstream section 214 located downstream of the rod of aerosol-generating substrate 212. As shown in Figure 2, the aerosol-generating article 2 has an upstream end 248 and a downstream end 220.

[0327] The downstream section 214 of the aerosol-generating article 2 comprises an aerosolcooling element 224 located immediately downstream of the rod of aerosol-generating substrate 212, and a mouthpiece element 42 located immediately downstream of the aerosol-cooling element 224. The aerosol-cooling element 224 defines an intermediate hollow section 250 of the aerosol-generating article 2.

[0328] The aerosol-cooling element 224 comprises a hollow tubular element 234. The hollow tubular element 234 is in the form of a hollow cylindrical tube made of cellulose acetate. The hollow tubular element 234 defines an internal cavity 236 that extends from an upstream end 238 of the hollow tubular element to a downstream end 240 of the hollow tubular element 234.

[0329] The mouthpiece element 242 is in the form of a cylindrical plug of low-density cellulose acetate.

[0330] In use, a user draws on the mouthpiece element 242 of the aerosol-generating article 2. When a user draws on the mouthpiece 242, air is drawn into the aerosol-generating article 1 through the upstream end 248. The drawn air passes to the rod of aerosol-generating substrate 212. Heating of the rod of aerosol-generating substrate releases volatile and semi-volatile compounds, which form an aerosol that is entrained in the drawn air as it flows through the rod of aerosol-generating substrate 212. The drawn air and entrained aerosol pass through the intermediate hollow section 250 of the aerosol-generating article 1 , where they cool and condense. The cooled aerosol then passes through the mouthpiece element 242 of the aerosolgenerating article 2 and into the mouth of the user.

[0331] The aerosol-generating article 2 comprises an upstream section 216 located upstream of the rod of aerosol-generating substrate 212. The upstream section 216 of the aerosol-generating article 2 comprises an upstream element 246 located immediately upstream of the rod of aerosolgenerating substrate 212. The upstream element 246 contains a supramolecular assembly according to the present invention.

[0332] The upstream element 246 comprises a cylindrical plug of cellulose acetate.

[0333] As shown by the dashed vertical line in Figure 2, the aerosol-generating article 2 comprises a ventilation zone 260 provided at a location along the second hollow tubular element 234.

[0334] Example 1 : Temperature of menthol release

[0335] The release temperature of free menthol versus menthol-L-DBTA complex was determined using TG-MS. The maximum release temperature of free menthol was found to be -138 °C whereas the maximum release temperature of the menthol-L-DBTA complex was found to be -155 °C. This confirms that the supramolecular assembly comprising menthol and L-DBTA has a higher maximum release temperature compared to free menthol (-15 °C higher), demonstrating greater stability of the menthol-L-DBTA complex. This higher maximum release temperature of menthol at -155 °C means that the supramolecular assembly according to the present invention is optimized for use in the aerosol-generating articles.

[0336] Example 2: Transfer rate

[0337] To evaluate the release performance of free menthol versus menthol-L-DBTA complex, either 3 mg of free menthol or 10 mg of menthol-L-DBTA complex (corresponding to -3.3 mg of menthol) was added to an aerosol-generating substrate of an aerosol-generating article as depicted in Figure 1. Then, the amount of menthol transferred from the aerosol-generating substrate into the aerosol after a 12 puff heat cycle (HC) was measured. The transfer rate was also calculated according to Equation 1 below:

[0338] Equation 1: Transfer rate calculation

[0339] Transfer rate =MassMenthol in aerosol

[0340] Mass Menthol added in stick

[0341] The same measurements were also obtained for an aerosol-generating article as depicted in Figure 2. However, instead of a 12 puff heat cycle (HC), a 9 puff heat cycle (HC) was used. Each experiment was repeated three times, and the average value of the results was calculated. The results are shown in Table 1 below:

[0342] Table 1

[0343] As shown in T able 1 above, the amount of menthol transferred into aerosol in both aerosolgenerating articles of Figures 1 and 2 is approximately two times higher for the menthol-L-DBTA complex than free menthol.

[0344] These results demonstrate the added value of a supramolecular assembly according to the present invention, such as a menthol-L-DBTA complex, as a more efficient solution than free menthol to increase the yield of menthol transfer.

[0345] Example 3: Stability tests

[0346] To evaluate the stability of a menthol-L-DBTA complex, 10 mg of menthol-L-DBTA complex (corresponding to ~3.3 mg of menthol) was added to an aerosol-generating substrate of an aerosol-generating article as depicted in Figure 1. Then, the article was stored for 3 months at room temperature in a closed pack. The amount of menthol transferred from the aerosolgenerating substrate into the aerosol was measured over a period of three months. The results are shown in Table 2 below:

[0347] Table 2

[0348] As shown in Table 2 above, the loss of menthol from an aerosol-generating article of Figure 1 is around 20% (w / w) after 2 months of storage and around 45% (w / w) after 3 months of storage. The loss of menthol from an aerosol-generating article of Figure 2 is around 10% (w / w) even after 3 months of storage.

[0349] Example 4: Migration studies

[0350] To understand the mechanism behind the performance of menthol-L-DBTA complex, an experiment was conducted to investigate the retention of free menthol versus menthol-L-DBTA complex (i.e. free versus immobilized forms). Retention may be defined as the result of affinity between the various elements of the aerosol-generating article and the molecule of interest (e.g. menthol). Accordingly, retention may be presented as the result of:

[0351] 1. Migration: before consumption, the flavourant (e.g. menthol) migrates from the aerosol-generating substate to other elements of the aerosol-generating article; and

[0352] 2. Deposition: during consumption, the heated flavourant (e.g. menthol) can be deposited / adsorbed (upon flavour partitioning) on surfaces of various elements of the aerosol-generating article.

[0353] To investigate both migration and deposition patterns, free menthol or menthol-L-DBTA was added to an aerosol-generating substrate of an aerosol-generating article as depicted in Figure 1. Then the mass percentages of menthol in various elements of the aerosol-generating article were obtained before and after consumption. The results are shown in Table 3 below:

[0354] Table 3

[0355] As shown in Table 3 above, around 75% of menthol migrates from the free form before consumption. In contrast, for the menthol-L-DBTA complex, only around 25% of menthol migrates before consumption. Therefore, the results confirm that the menthol-L-DBTA complex migrates less than free menthol before consumption. This in turn demonstrates higher performance for the menthol-L-DBTA complex than free menthol. After consumption, the level of menthol depositing on the elements from the complex form or the free form is similar.

[0356] Example 5: Transfer rate in different elements of an aerosol-generating article

[0357] The release performance of menthol-L-DBTA complex in different locataions of the aerosol-generating article as depicted in Figure 1 was evaluated. The amount of menthol transferred from the various elements of the aerosol-generating article into the aerosol was measured. The transfer rate was also calculated according to Eguation 1 as shown in Example 2. A comparative example with free menthol located in the aerosol-generating substrate was also conducted.

[0358] The same measurements were also obtained for an aerosol-generating article as depicted in Figure 2. The results are shown in Table 4 below:

[0359] Table 4

[0360] As shown in Table 4 above, For an aerosol-generating article as depicted in Figure 1 , the menthol-L-DBTA complex releases menthol into aerosol when located in various locations of the aerosol-generating article, such as the upstream element (around 18%) or the hollow tubular element (around 10%).

[0361] For an aerosol-generating article as depicted in Figure 2, the efficiency of menthol release from the upstream element (33%) is similar to the aerosol-generating substrate (35%).

[0362] For the purpose of the present description and of the appended claims, except where otherwise indicated, all numbers expressing amounts, guantities, percentages, and so forth, are to be understood as being modified in all instances by the term "about". Also, all ranges include the maximum and minimum points disclosed and include any intermediate ranges therein, which may or may not be specifically enumerated herein. In this context, therefore, a number A is understood as A ± 5% of A. Within this context, a number A may be considered to include numerical values that are within general standard error for the measurement of the property that the number A modifies. The number A, in some instances as used in the appended claims, may deviate by the percentages enumerated above provided that the amount by which A deviates does not materially affect the basic and novel characteristic(s) of the claimed invention. Also, all ranges include the maximum and minimum points disclosed and include any intermediate ranges therein, which may or may not be specifically enumerated herein.

Claims

CLAIMS1. An aerosol-generating article comprising: an aerosol-generating element; a downstream section provided downstream of the aerosol-generating element; an upstream section provided upstream of the aerosol-generating element; and a supramolecular assembly, wherein the supramolecular assembly comprises: a flavourant; and at least one dicarboxylic acid compound, wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly, wherein the downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element; wherein the downstream section further comprises an aerosol-cooling element, and wherein the supramolecular assembly is provided in the upstream section, the hollow tubular element or the aerosol-cooling element.

2. The aerosol-generating article according to claim 1 , wherein the supramolecular assembly is further provided in the aerosol-generating element.

3. The aerosol-generating article according to claim 1 or 2, wherein the supramolecular assembly is further provided in the downstream section.

4. The aerosol-generating article according to any one of the preceding claims, wherein the supramolecular assembly is provided in the aerosol-cooling element.

5. The aerosol-generating article according to any one of the preceding claims, wherein the downstream section comprises a hollow tubular element provided immediately downstream of the aerosol-generating element, an upstream end of the hollow tubular element abutting a downstream end of the aerosol-generating element; wherein the supramolecular assembly is provided in the hollow tubular element.

6. The aerosol-generating article according to any one of the preceding claims, wherein the upstream section comprises an upstream element provided immediately upstream of the aerosolgenerating element, a downstream end of the upstream element abutting an upstream end of the aerosol-generating element; wherein the supramolecular assembly is provided in the upstream element.

7. The aerosol-generating article according to claim 6, wherein the upstream element comprises a cylindrical plug, and wherein the supramolecular assembly is provided in the cylindrical plug.

8. The aerosol-generating article according to any one of the preceding claims, wherein the aerosol-generating element comprises an aerosol-generating substrate comprising a nontobacco material.

9. The aerosol-generating article according to any one of the preceding claims, wherein the flavourant is at least one selected from the group consisting of vanillin, limonene, linalool, menthol, guaiacol, thymol, coumarin, eugenol, cinnamaldehyde and geraniol, and preferably menthol.

10. The aerosol-generating article according to any one of the preceding claims, wherein the at least one dicarboxylic acid compound comprises tartaric acid, preferably dibenzoyl-tartaric acid (DBTA), di-p-toluyl-tartaric acid (DTTA), or a combination thereof and more preferably dibenzoyl- L-tartaric acid (L-DBTA), di-p-toluyl-L-tartaric acid (L-(-)-DTTA) or a combination thereof.11 . The aerosol-generating article according to any one of the preceding claims, wherein the flavourant is releasable from the supramolecular assembly upon heating the supramolecular assembly at a temperature of at least 90 °C.

12. An aerosol-generating system comprising: an aerosol-generating article according to any one of claims 1 to 11 ; and an aerosol-generating device configured to heat the aerosol-generating element of the aerosol-generating article, wherein the aerosol-generating device comprises a housing defining a cavity configured to receive the aerosol-generating article.

13. The aerosol-generating system according to claim 12, wherein the aerosol-generating device comprises a heater element configured to be inserted into the aerosol-generating element when the aerosol-generating article is received within the cavity of the aerosol-generating device.

14. The aerosol-generating system according to claim 12, wherein the aerosol-generating article comprises a susceptor element provided at a location within the aerosol-generating element; and wherein the aerosol-generating device comprises an inductor coil positioned on or within the housing, and a power supply connected to the inductor coil and configured to provide a high frequency oscillating current to the inductor coil.

15. The aerosol-generating system according to claim 12, wherein the aerosol-generating device comprises a heater element located about a perimeter of the cavity and configured to heat the exterior of the aerosol-generating element of the aerosol-generating article.

Images