Constituent member perfumed by flavor raw material and smoking article

Abstract

The purpose of the present invention is to provide a constituent member perfumed by a flavor raw material, the constituent member providing strong cool feeling, being excellent in storage resistance, and having less bitterness.　This constituent member perfumed by a flavor raw material comprises a smoking article constituent member, and a flavor raw material, wherein the flavor raw material includes a cooling sensation agent (A) with a retention index (RI) of 1300 or more in a chromatogram obtained through analysis with gas chromatography with a mass spectrometer (GC / MS) using a column in which the stationary phase is 95% dimethylpolysiloxane / 5% phenyl-methyl polysiloxane, and the flavor raw material perfumes the smoking article constituent member.

Description

Flavored ingredients and scented components and smoking articles

[0001] The present invention relates to flavoring components and smoking articles.

[0002] In order to achieve a cooling sensation in combustion-type smoking articles, heated smoking articles (non-combustion-type heated smoking articles), smokeless smoking articles, and electronic cigarettes, a cooling component (a type of flavor ingredient) such as menthol is added to a component of the smoking article, such as a tobacco filler, thereby forming a component flavored with the flavor ingredient (a flavor ingredient-flavored component).

[0003] Furthermore, each smoking article may be required to have the following characteristics of cooling sensation intensity, storage resistance, or bitterness. <Cooling sensation intensity> The stronger the cooling sensation intensity of a cooling sensation component, the smaller the amount of cooling sensation component required to achieve a predetermined cooling sensation intensity, and the greater the degree of freedom in blending components other than the cooling sensation component in the flavor ingredient. Furthermore, the stronger the cooling sensation intensity of the cooling sensation component, the less flavoring the flavor ingredient needs to be. Because of these manufacturing advantages, there is a demand for cooling sensation components with stronger cooling sensation intensity.

[0004] <Storage Durability> Smoking articles are sometimes stored for long periods before use. Therefore, flavoring ingredients and aroma components are required to maintain their cooling sensation intensity after storage (excellent storage durability in terms of cooling sensation intensity). However, many cooling sensation ingredients, such as menthol, are highly volatile. Commercially available smoking articles are typically stored in a closed system, covered with a film pack, typically made of polypropylene. Within the pack, cooling sensation ingredients, such as menthol, volatilize and are sorbed in a location different from where they were originally added. This creates the problem of the product having a different cooling sensation intensity than the location where it was originally added when smoking after opening the film pack. Furthermore, after opening the film pack, the product is stored in an open system, and the added cooling sensation ingredient volatilizes into the atmosphere. In this case, the amount of cooling sensation actually functioning during smoking is less than the amount originally added, resulting in a product with a weaker cooling sensation intensity.

[0005] <Bitterness> It is known that increasing the amount of a cooling ingredient to achieve the required cooling intensity imparts bitterness along with the cooling sensation. Therefore, there is a need for a cooling ingredient that enhances the cooling intensity without increasing the bitterness.

[0006] In view of the above circumstances, an object of the present invention is to provide a flavoring ingredient-containing aroma component that has a strong cooling sensation intensity, excellent storage durability, and little bitterness.

[0007] As a result of intensive research aimed at solving the above-mentioned problems, the present inventors have discovered that the above-mentioned problems can be solved by using a cooling agent exhibiting a specific retention index (RI) as a cooling ingredient, and have thus completed the present invention. Specific aspects of the present invention are as follows:

[0008] [1] A flavoring ingredient-perfumed component comprising: a smoking article component; and a flavoring ingredient containing a cooling agent (A) having a retention index (RI) of 1300 or more in a chromatogram obtained by analysis by gas chromatography with a mass spectrometer (GC / MS) using a column whose stationary phase is 95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane, wherein the flavoring ingredient is perfumed to the smoking article component. [2] The flavoring ingredient-perfumed component according to [1], wherein the retention index (RI) of the cooling agent (A) is 2000 or more. [3] The flavoring ingredient-perfumed component according to [1] or [2], wherein the retention index (RI) of the cooling agent (A) is 2400 or more and 2600 or less. [4] The cooling agent (A) is a compound represented by the following general formula (1): {In formula (1), * represents an asymmetric carbon atom, X represents a hydrogen atom or a substituent, and Y represents an aryl group having 6 to 20 carbon atoms which may have a substituent} or a salt thereof. [5] The flavoring ingredient-perfumed component according to any one of [1] to [4], wherein the content of the cooling sensation agent (A) relative to the flavoring ingredient-perfumed component is 1 ppm or more. [6] The flavoring ingredient-perfumed component according to any one of [1] to [5], wherein the flavoring ingredient comprises a flavor, a cooling sensation component, or a combination thereof. [7] The flavoring ingredient-perfumed component according to [6], wherein the cooling sensation component comprises a cooling agent, a cooling fragrance component, or a combination thereof. [8] The flavoring ingredient-perfumed component according to [7], wherein the cooling sensation agent comprises the cooling sensation agent (A) and a cooling sensation agent other than the cooling sensation agent (A). [9] The flavoring ingredient-perfumed component according to [7] or [8], wherein the cooling flavor component comprises menthol, menthone, peppermint oil, or a mixture thereof.

[10] The flavoring ingredient-perfumed component according to any one of [7] to [9], wherein the content of the cooling flavor component relative to the flavoring ingredient-perfumed component is 0.0001 to 99% by weight.

[11] The flavoring ingredient-perfumed component according to any one of [6] to

[10] , wherein the flavor comprises a natural flavor, a synthetic flavor, or a mixture thereof.

[12] The flavoring ingredient-perfumed component according to any one of [1] to

[11] , wherein the flavoring ingredient further comprises a carrier.

[13] The flavoring ingredient-perfumed component according to

[12] , wherein the carrier comprises a sugar, a cellulose derivative, a non-pulp fiber, a lipid, polyvinylpyrrolidone, polyvinyl alcohol, or a mixture thereof.

[14] The flavor ingredient-perfumed component according to any one of [1] to

[13] , wherein the flavor ingredient further comprises an emulsifier.

[15] The flavor ingredient-perfumed component according to any one of [1] to

[14] , wherein the flavor ingredient is liquid, semi-solid, or solid.

[16] The flavor ingredient-perfumed component according to any one of [1] to

[15] , wherein the flavor ingredient-perfumed component further comprises an aerosol source.

[17] The flavor ingredient-perfumed component according to

[16] , wherein the aerosol source comprises a polyhydric alcohol, triethyl citrate, triacetin, or a mixture thereof.

[18] The flavoring ingredient-perfumed component according to any one of [1] to

[17] , wherein the component of the smoking article comprises a nicotine source.

[19] The flavoring ingredient-perfumed component according to any one of [1] to

[18] , wherein the flavoring ingredient-perfumed component further comprises an adsorbent.

[20] The flavoring ingredient-perfumed component according to any one of [1] to

[19] , wherein the component of the smoking article is a tobacco filler, a filter, a tube, a cigarette paper, a tipping paper, a plug, a pouch, or a liquid.

[21] The flavoring ingredient-perfumed component according to any one of [1] to

[20] , wherein the component of the smoking article is a nonwoven fabric.

[22] A smoking article comprising the flavoring ingredient-perfumed component according to any one of [1] to

[21] .

[23] The smoking article according to

[22] , wherein the smoking article is a heated smoking article.

[24] The smoking article according to

[22] , wherein the smoking article is a combustible smoking article.

[25] The smoking article according to

[22] , which is a smokeless smoking article.

[26] The smoking article according to

[22] , which is an electronic cigarette.

[0009] The flavoring component of the present invention has a strong cooling sensation, excellent storage resistance, and little bitterness.

[0010] FIG. 1 is a cross-sectional schematic diagram showing an example of a non-combustion heat-activated smoking article. FIG. 2 is a cross-sectional schematic diagram showing an example of a non-combustion heat-activated smoking system. FIG. 3 is a perspective view showing an example of the appearance of a non-combustion heat-activated smoking article. FIG. 4 is an exploded view showing an example of a non-combustion heat-activated smoking article. FIG. 5 is a schematic diagram showing an example of the interior of a smoking article 30. FIG. 6 is a GC / MS chromatogram of menthol or each cooling agent. FIG. 7 is a GC / MS total ion chromatogram of a pre-storage tobacco stick sample to which 2500 ppm of a methyl menthol derivative was added. FIG. 8 is a GC / MS total ion chromatogram of a pre-storage tobacco stick sample to which 5000 ppm of a methyl menthol derivative was added. FIG. 9 is a GC / MS total ion chromatogram of a pre-storage tobacco stick sample to which 10000 ppm of a methyl menthol derivative was added. Fig. 10 is a total ion chromatogram by GC / MS of a tobacco stick sample after storage to which 2500 ppm of a methyl menthol derivative was added. Fig. 11 is a total ion chromatogram by GC / MS of a tobacco stick sample after storage to which 5000 ppm of a methyl menthol derivative was added. Fig. 12 is a total ion chromatogram by GC / MS of a tobacco stick sample after storage to which 10000 ppm of a methyl menthol derivative was added.

[0011] In this specification, the unit "ppm" refers to "ppm by weight." Furthermore, "X to Y" indicating a range of values ​​is used to mean that the values ​​X and Y written before and after it are included as the lower and upper limits, respectively.

[0012] The flavoring ingredient-containing component and smoking article of the present invention will be described below.

[0013] 1. Flavoring ingredient-perfumed component The flavoring ingredient-perfumed component of the present invention comprises: a smoking article component; and a flavoring ingredient containing a cooling agent (A) having a retention index (RI) of 1300 or greater in a chromatogram obtained by analysis by gas chromatography with a mass spectrometer (GC / MS) using a column whose stationary phase is 95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane, wherein the flavoring ingredient is perfumed into the smoking article component.

[0014] 1-1. Flavoring material Flavoring materials are added to components of smoking articles. In this specification, "flavoring" means adding a specific component. Flavoring of a component of a smoking article with a flavoring material is not particularly limited, and can be carried out by applying, mixing, inserting, or a combination of two or more of the flavoring materials using the flavoring material. Flavoring of a component of a smoking article with a flavoring material may be carried out on either the component of the smoking article or the precursor (raw material) of that component.

[0015] <Cooling agent (A)> In a chromatogram obtained by analysis by gas chromatography with a mass spectrometer (GC / MS) using a column whose stationary phase is 95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane, the retention index (RI) of the cooling agent (A) is 1300 or more, preferably 2000 or more, more preferably 2400 to 2600, and most preferably 2300 to 2600. When the RI is within the above numerical range, storage durability is excellent and the compound can be efficiently volatilized and inhaled when smoking.

[0016] <Retention Index (RI)> In this specification, the term "retention index (RI)" refers to an index that, in gas chromatography analysis, relatively represents the retention ratio of n-alkanes to the compound being analyzed, based on the carbon number of straight-chain hydrocarbons (n-alkanes). When a column having a specified stationary phase is used, RI will theoretically be the same for the same compound, even if the column length, carrier gas flow rate, etc. are changed. Specifically, RI is calculated using the following formula:

[0017] As used herein, RI is the ratio of n-hexane (C ６ , RI: 600) to n-pentatricontane (C ３５ The values ​​calculated using an n-alkane mixture in the range of RI: 3500 (RI: 3500) are used, but the n-alkane mixture used for calculating the RI is not limited thereto.

[0018] In this specification, the column used in gas chromatography has, for example, a non-polar or low-polarity stationary phase, preferably a non-polar stationary phase. In gas chromatography using such a column, it is considered that the lower the RI number of a compound, the more easily it volatilizes, and conversely, the higher the RI number of a compound, the less easily it volatilizes.

[0019] An example of a column having a stationary phase of low polarity is a column having a stationary phase of 95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane, such as, but not limited to, an HP-5MS (manufactured by Agilent Technologies).

[0020] Examples of columns having a non-polar stationary phase include, but are not limited to, columns having a stationary phase of 100% dimethylpolysiloxane, such as DB-1 (manufactured by Agilent Technologies).

[0021] The apparatus and conditions used for the measurement by gas chromatography with a mass spectrometer (GC / MS) are not particularly limited, but the apparatus and conditions described in the Examples below can be used.

[0022] <Methylmenthol Derivative or Salt Thereof> The cooling sensation agent (A) is not particularly limited, but may be represented by the following general formula (1): {In formula (1), * represents an asymmetric carbon atom, X represents a hydrogen atom or a substituent, and Y represents an aryl group having 6 to 20 carbon atoms which may have a substituent} or a salt thereof.

[0023] Specifically, the methylmenthol derivative contained in the cooling sensation agent (A) and represented by general formula (1) has a cyclohexane ring structure and asymmetric carbon atoms at the 1st and 2nd positions, and therefore exists as four diastereomers represented by the following formulae (1-a) to (1-d).

[0024]

[0025] The methylmenthol derivative represented by the general formula (1) is preferably a trans-isomer.

[0026] The salt of the methylmenthol derivative represented by the general formula (1) is not particularly limited, and specific examples thereof include sodium salt, potassium salt, magnesium salt, calcium salt, and aluminum salt.

[0027] In general formula (1), X represents a hydrogen atom or a substituent. Examples of the substituent include a hydroxyl group, an acetoxy group, an oxo group, an alkyl group having 1 to 10 carbon atoms, a hydroxymethyl group, a hydroxyethyl group, a methoxy group, an ethoxy group, and a phenoxy group. Examples of the alkyl group having 1 to 10 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. Among these, from the viewpoints of the duration of the cooling sensation, the intensity of the cooling sensation, less bitterness, and ease of production, X is preferably a hydrogen atom, a hydroxyl group, an acetoxy group, an oxo group, or a methyl group.

[0028] In general formula (1), Y is an aryl group having 6 to 20 carbon atoms which may have a substituent. Examples of the aryl group having 6 to 20 carbon atoms include aromatic monocyclic groups, aromatic polycyclic groups, and aromatic fused ring groups having 6 to 20 carbon atoms. Specific examples include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, and an indenyl group.

[0029] Examples of the substituent that the aryl group having 6 to 20 carbon atoms may have include a hydroxyl group; a hydroxyalkyl group having 1 to 4 carbon atoms, such as a hydroxymethyl group, a hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, and a 1-hydroxybutyl group; a methoxy group, an ethoxy group, an n-propoxyl group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a sec-butoxy group, a methylenedioxy group, an ethylenedioxy group, a tert-butoxy group, and a phenoxy group. alkoxy groups having 1 to 6 carbon atoms such as a mercapto group; thioalkoxy groups having 1 to 4 carbon atoms such as a thiomethoxy group, a thioethoxy group, an n-thiopropoxy group, a thioisopropoxy group, an n-thiobutoxy group, a thioisobutoxy group, a sec-thiobutoxy group, a methylenedithio group, and a tert-thiobutoxy group; alkyl groups having 1 to 6 carbon atoms such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group; cycloalkyl groups having 5 to 8 carbon atoms, such as cyclopentyl, cyclohexyl, and cycloheptyl groups; halogen atoms, such as fluorine, chlorine, bromine, and iodine atoms; phenyl groups; aralkyl groups having 7 to 12 carbon atoms, such as benzyl, phenylethyl, and naphthylmethyl groups; carboxy groups; alkoxycarbonyl groups having 2 to 8 carbon atoms, such as methoxycarbonyl, ethoxycarbonyl, and benzyloxycarbonyl groups; and alkyl groups having 1 to 7 carbon atoms, such as formyl, acetyl, propionyl, and benzoyl groups. carboxamide groups; dialkylamino groups having 2 to 8 carbon atoms, such as dimethylamino, diethylamino, and dibutylamino; nitrile groups; cyanoalkyl groups (the alkyl group having 1 to 4 carbon atoms), such as cyanomethyl, cyanoethyl, cyanopropyl, and cyanobutyl; aliphatic heterocyclic groups, such as oxiranyl, aziridinyl, 2-oxopyrrolidyl, piperidyl, piperazinyl, morpholino, tetrahydrofuryl, tetrahydropyranyl, and tetrahydrothienyl;Examples include aromatic heterocyclic groups such as a tetrazinyl group, a furyl group, a thienyl group, a pyridyl group, a pyridinyl group, a pyrazinyl group, a pyradazinyl group, an imidazoyl group, an oxazoyl group, a thiazoyl group, a benzofuryl group, a benzothienyl group, a quinolyl group, an isoquinolyl group, a quinoxanoyl group, a phthalazinyl group, a quinazolinyl group, a naphthyldinyl group, a cinnolinyl group, a benzimidazoline group, a benzoxazolyl group, and a benzothiazolyl group;

[0030] In the present invention, from the viewpoints of duration of cooling sensation, intensity of cooling sensation, less bitterness, and ease of production, Y is preferably a phenyl group which may have a substituent.

[0031] In the above formula (1), it is preferable that X is a hydrogen atom, a hydroxyl group, an acetoxy group, an oxo group, or a methyl group, and Y is a phenyl group which may have a substituent. It is also preferable that the above formula (1) is represented by the following structural formula (2).

[0032] [In formula (2), the * symbol represents an asymmetric carbon atom.]

[0033] Preferred specific examples of the methyl menthol derivative of the present invention represented by formula (1) include, but are not limited to, the following compounds: In the following compounds, Me represents a methyl group, Et represents an ethyl group, and Ac represents an acetyl group.

[0034]

[0035]

[0036] The methylmenthol derivative of the present invention represented by formula (1) is not particularly limited, but may contain or consist of N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide. As N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide, COOLACT (registered trademark) 370 (manufactured by Takasago International Corporation) can be used.

[0037] The methyl menthol derivative of the present invention represented by the above formula (1) can be synthesized based on a conventionally known method, such as that disclosed in WO 2018 / 131575. The methyl menthol derivative of the present invention represented by the general formula (1) has a strong cooling sensation and a long-lasting cooling sensation in the back of the throat, and can be used alone as a cooling agent or a sensation-imparting agent. Furthermore, while many cooling ingredients are known to impart bitterness along with the cooling sensation, the use of the methyl menthol derivative of the present invention represented by the general formula (1) allows for a cooling experience with less bitterness when smoking.

[0038] The content of the cooling sensation agent (A) relative to the flavor ingredient-perfumed component is not particularly limited, but can be 1 ppm or more, 100 ppm or more, 200 ppm or more, or 300 ppm or more. Alternatively, the content of the cooling sensation agent (A) relative to the flavor ingredient-perfumed component can be 500,000 ppm or less, 50,000 ppm or less, or 5,000 ppm or less. The numerical ranges for the content of the cooling sensation agent (A) can be combined arbitrarily. When the content of the cooling sensation agent (A) is within the above numerical range, the effect of feeling a cooling sensation in the back of the throat with less bitterness can be obtained.

[0039] <Cooling component> The flavor ingredient may contain a cooling component.

[0040] The cooling sensation component may comprise or consist of a cooling sensation agent, a cooling sensation flavor component, or a mixture thereof. In this specification, the cooling sensation agent refers to a compound having the sole function of providing a refreshing sensation (cool sensation) or a cold sensation (cool sensation), and the cooling sensation agent (A) (e.g., a methyl menthol derivative or a salt thereof) is included in the cooling sensation agent. In addition, in this specification, the cooling sensation flavor component refers to a compound other than the cooling sensation agent, which has the function of providing a refreshing sensation (cool sensation) or a cold sensation (cool sensation) as well as various other sensations.

[0041] The cooling sensation agent may contain or consist of the cooling sensation agent (A) and a cooling sensation agent other than the cooling sensation agent (A). The cooling sensation agent other than the cooling sensation agent (A) is not particularly limited, but examples thereof include isopulegol, cineole, peppermint oil, eucalyptus oil, 2-l-menthoxyethanol (COOLACT (registered trademark) 5, manufactured by Takasago International Corporation), 3-l-menthoxypropane-1,2-diol (COOLACT (registered trademark) 10, manufactured by Takasago International Corporation), 1-menthyl-3-hydroxybutyrate (COOLACT (registered trademark) 20, manufactured by Takasago International Corporation), p-menthane-3,8-diol (COOLACT (registered trademark) 38D, manufactured by Takasago International Corporation), N-(4-(cyanomethyl)phenyl)-2-isopropyl-5,5-dimethylcyclohexanecarboxamide (COOLACT (registered trademark) ) 400, manufactured by Takasago International Corporation), N-(3-hydroxy-4-methoxyphenyl)-2-isopropyl-5,5-dimethylcyclohexanecarboxamide, N-ethyl-p-menthane-3-carboxamide (Symcool (registered trademark) WS-3, manufactured by Symrise), ethyl-2-(p-menthane-3-carboxamide)acetate (Symcool (registered trademark) WS-5, manufactured by Symrise), N-(4-methoxyphenyl)-p-menthanecarboxamide (Symcool (registered trademark) WS-12, manufactured by Symrise), 2-isopropyl-N,2,3-trimethylbutyramide (Symcool (registered trademark) WS-23, manufactured by Symrise), 3-l-menthoxy-2-methylpropane-1,2-Diol, 2-l-menthoxyethan-1-ol, 3-l-menthoxypropan-1-ol, 4-l-menthoxybutan-1-ol, menthyl lactate (FEMA3748), menthone glycerin acetal (Frescolat MGA, FEMA3807, FEMA3808), 2-(2-l-menthyloxyethyl) The solvent may comprise or consist of ethanol, menthyl glyoxylate, menthyl 2-pyrrolidone-5-carboxylate, menthyl succinate (FEMA3810), N-(2-(pyridin-2-yl)-ethyl)-3-p-menthanecarboxamide (FEMA4549), N-(ethoxycarbonylmethyl)-p-menthane-3-carboxamide, N-(4-cyanomethylphenyl)-p-menthanecarboxamide, and N-(4-aminocarbonylphenyl)-p-menthane, or a combination of two or more thereof.

[0042] The content of cooling sensation agents other than the cooling sensation agent (A) relative to the total flavoring ingredient-perfumed components is not particularly limited, but can be 1 ppm or more, 100 ppm or more, 200 ppm or more, or 300 ppm or more. Alternatively, the content of cooling sensation agents other than the cooling sensation agent (A) relative to the total flavoring ingredient-perfumed components can be 500,000 ppm or less, 50,000 ppm or less, or 5,000 ppm or less. Furthermore, the numerical ranges for the content of cooling sensation agents other than the cooling sensation agent (A) can be arbitrarily combined. When the content of cooling sensation agents other than the cooling sensation agent (A) is within the above numerical range, a cooling sensation without bitterness can be obtained.

[0043] The cooling flavor component is not particularly limited, but may comprise or consist of menthol, menthone, peppermint oil, or a mixture of two or more of these. Among these, menthol is preferred. By using menthol, a strong characteristic aroma reminiscent of a refreshing sensation (cooling sensation) or a cold sensation (cooling sensation) can be obtained.

[0044] The content of the cooling flavor component relative to the entire flavor raw material scented components is not particularly limited, but may be 1 ppm or more, 10 ppm or more, or 100 ppm or more. Alternatively, the content of the cooling flavor component relative to the entire flavor raw material scented components may be 990,000 ppm or less, 500,000 ppm or less, or 40,000 ppm or less. The content of the cooling flavor component relative to the entire flavor raw material scented components may also be 0.0001 to 99 wt %. The numerical ranges for the content of the cooling flavor component may be combined arbitrarily.

[0045] <Flavor> The flavor ingredient may contain a flavor. In this specification, flavor refers to a compound that does not have a refreshing sensation (cooling sensation) or a cold sensation (cooling sensation), but has the function of providing various other sensations. The flavor may include, but is not limited to, a natural flavor, a synthetic flavor, or a mixture thereof. The natural flavor may include, but is not limited to, lemon oil, lime oil, orange oil, ginger oil, dill oil, or a mixture of two or more thereof. The synthetic flavor may include, but is not limited to, isoamyl acetate, ethyl butyrate, linalyl acetate, linalool, ethyl acetate, or a mixture of two or more thereof.

[0046] The content of the flavoring agent relative to the total flavoring material-perfumed components is not particularly limited, but may be 1 ppm or more, 10 ppm or more, or 100 ppm or more. Alternatively, the content of the flavoring agent relative to the total flavoring material-perfumed components may be 990,000 ppm or less, 50,000 ppm or less, or 40,000 ppm or less. The numerical ranges for the content of the flavoring agent may be combined arbitrarily.

[0047] <Carrier> The flavor ingredient may further contain a carrier. The carrier may include, but is not limited to, a flavor-containing sheet as described in WO2020 / 235007, WO2018 / 100688, WO2012 / 118034A1, WO2012 / 118033A1, etc., sugars, cellulose derivatives, non-pulp fibers, lipids, polyvinylpyrrolidone, polyvinyl alcohol, or a mixture of two or more of these. The carrier has the property of immobilizing and coating the flavor and cooling sensation component dispersed in the flavor ingredient, thereby suppressing the volatilization and dissipation of the flavor and cooling sensation component during storage and improving storage durability. Furthermore, the carrier can protect the flavor and cooling sensation component from being released from the flavor ingredient due to physical damage such as impact or friction.

[0048] <Carbohydrates> The carbohydrates may include, but are not limited to, polysaccharides, sugars, sugar alcohols, or mixtures of two or more thereof. The polysaccharides may include, but are not limited to, a single component system of one component selected from the group consisting of dextrin, oligosaccharides, starch, carrageenan, locust bean gum, guar gum, agar, gellan gum, tamarind gum, xanthan gum, tara gum, konjac glucomannan, cassia gum, and psyllium seed gum; or a complex system combining two or more components selected from the above group. The sugars may include, but are not limited to, a single component system of one component selected from the group consisting of sugar, trehalose, maltose, lactose, glucose, and fructose; or a complex system combining two or more components selected from the above group. The sugar alcohol is not particularly limited, but may comprise or consist of a single component system of one component selected from the group consisting of reduced maltose syrup, sorbitol, mannitol, xylitol, erythritol, and maltitol; or a composite system combining two or more components selected from the above group.

[0049] <Cellulose Derivatives> The cellulose derivative is not particularly limited, but is preferably a cellulose derivative that is soluble in an organic solvent. Here, the cellulose derivative refers to a derivative obtained by introducing a substituent into the OH group of cellulose, and examples thereof include ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose (e.g., hydrophobized hydroxypropyl methylcellulose), and hydroxypropyl methylcellulose phthalate. Furthermore, cellulose derivatives are generally widely used as binders, film-forming agents, and gelling agents due to the complex effects brought about by their characteristic functional groups. Here, the organic solvent in the expression "soluble in an organic solvent" is, for example, ethanol.

[0050] The cellulose derivative is preferably an amphiphilic cellulose derivative, more preferably hydroxypropyl cellulose. The degree of substitution of hydroxypropyl cellulose is, for example, 0.1 to 4.5, preferably 2.0 to 4.5. In this specification, the degree of substitution of hydroxypropyl cellulose represents the number of hydroxypropyl groups per glucose. Hydroxypropyl cellulose that can be used is, for example, that commercially available from Nippon Soda Co., Ltd. under the trade name Cerny.

[0051] The advantages of using hydroxypropyl cellulose as a cellulose derivative are described below. Hydroxypropyl cellulose is a cellulose derivative obtained by substituting hydroxypropyl groups for the OH groups of cellulose. Hydroxypropyl cellulose is widely used as a binder, film-forming agent, and gelling agent. Cellulose is a hydrophobic substance because hydroxypropyl groups form hydrogen bonds between molecules to crystallize. On the other hand, hydroxypropyl cellulose has hydroxypropyl groups, which makes it difficult for hydrogen bonds to form between molecules, making it a substance that is both hydrophilic and hydrophobic (i.e., an amphiphilic substance).

[0052] It has also been reported that hydroxypropyl cellulose forms a network-structured complex in a system containing glycerin through the interaction (hydrogen bonding) between the hydroxypropyl groups of hydroxypropyl cellulose and the OH groups of glycerin. Even when a flavoring other than glycerin is used, it is believed that hydroxypropyl cellulose can form a network-structured complex through interaction with the flavoring (hydrogen bonding, hydrophobic interaction, etc.). Furthermore, because hydroxypropyl cellulose is amphiphilic, it is believed that hydrophilic and hydrophobic flavorings can be incorporated into the network structure without the need for an emulsifier. This network-structured complex is believed to stably retain the flavoring without volatilization during storage of the tobacco product and stably release it during use of the tobacco product (especially when the smoking article is heated).

[0053] Furthermore, hydroxypropyl cellulose is soluble in organic solvents, particularly ethanol. Therefore, when a liquid composition containing hydroxypropyl cellulose, a fragrance, and a solvent is prepared as an ethanol solution, the viscosity of the ethanol solution can be lower than that of an aqueous solution, and the ethanol solution has advantages over an aqueous solution in terms of transportation, coating, and the like during the production process. Furthermore, when the ethanol solution is dried to form a fragrance composition (such as a hydroxypropyl cellulose film), the solvent evaporates more quickly than in the case of an aqueous solution, which has the advantages of shortening the production time and reducing the energy cost during drying.

[0054] <Non-pulp fibers> Non-pulp fibers are fibers other than pulp fibers. Pulp fibers are an aggregate of cellulose fibers extracted from plants such as wood, and are usually used as a raw material for paper. Examples of pulp fibers include recycled paper pulp, chemical pulp, and mechanical pulp. In the present application, non-pulp fibers are preferably derived from plants. Plant-derived fibers are biodegradable and therefore have a small environmental impact.

[0055] Conventional tobacco sheets and other components are based on pulp fibers, such as wood pulp, i.e., plant fiber bundles (see, for example, U.S. Pat. No. 5,322,076). Wood pulp is typically composed of a bundle of multiple single fibers with a fiber diameter of 20 μm, with a fiber diameter of approximately 100 to 200 μm and a fiber length of approximately 1,000 to 2,000 μm. When tobacco sheets with practical tensile strength are manufactured using wood pulp, the sheets become thick (100 to 300 μm), resulting in reduced thermal conductivity. However, the present application uses non-pulp fibers, allowing for the formation of thin sheets with excellent mechanical strength and achieving excellent thermal conductivity. From this perspective, the average fiber diameter of the non-pulp fibers is preferably 25 μm or less, more preferably 20 μm or less, and even more preferably 15 μm or less. The lower limit of the average fiber diameter is not limited, but is preferably 2 nm or more, 10 nm or more, 100 nm or more, 1 μm or more, or 5 μm or more.

[0056] The average fiber diameter of non-pulp fibers can be determined by acquiring an image of the fiber, measuring the width (minor axis) of a plurality of fibers, and averaging these values. When the fiber shape is columnar (with a rectangular cross section), the width of the main surface (the longer one) of the width of the main surface and the width of the side surface is taken as the width of the fiber. The number of fibers measured is preferably 100 or more.

[0057] The non-pulp fibers are preferably monofilamented cellulose. Monofilamented cellulose is a thin fiber obtained by subjecting pulp fibers to a process such as defibration. Monofilamented cellulose may be chemically modified by oxidation or the like. The average fiber diameter of monofilamented cellulose is as described above. The average fiber length of monofilamented cellulose is not limited, but its upper limit is preferably 2000 μm or less, more preferably 1500 μm or less. Its lower limit is preferably 100 μm or more, more preferably 500 μm or more.

[0058] Furthermore, the non-pulp fiber is preferably dietary fiber. Dietary fiber is a food component that is not digested by human digestive enzymes, and in the present application, insoluble dietary fiber that does not dissolve in water is more preferred. The dietary fiber may be porous, i.e., spongy. Porous fiber increases the surface area of ​​the smoking article sheet and can improve the thermal conductivity of the sheet. From the standpoint of availability, the fiber is preferably citrus fiber. Citrus fiber is a fiber made primarily from the albedo of citrus fruits. The average fiber diameter of citrus fiber is as described above. Furthermore, the dietary fiber may be short fiber or columnar particles with a small aspect ratio.

[0059] In one embodiment, the monofilamented cellulose and dietary fiber are used in combination. By using both in combination, the strength, water dispersibility, and smoke sensation of the tobacco sheet are improved. The upper limit of the weight of the monofilamented cellulose per 1 part by weight of dietary fiber is preferably 1.5 parts by weight or less, more preferably 1.2 parts by weight or less, and the lower limit is preferably 0.1 parts by weight or more, more preferably 0.3 parts by weight or more.

[0060] <Lipid> The lipid is not particularly limited, but may contain or consist of solid wax, ceramide, derived fat such as fatty acid, complex fat such as phospholipid, or a mixture of two or more of these.

[0061] The flavor raw material containing the carrier can be called a supported flavor raw material. In this case, the content of the carrier relative to the entire flavor raw material containing the carrier (supported flavor raw material) is not particularly limited, but can be 1 ppm or more, 1000 ppm or more, or 10000 ppm or more. Alternatively, the content of the carrier relative to the entire supported flavor raw material can be 500,000 ppm or less, 400,000 ppm or less, or 300,000 ppm or less. The numerical ranges for the content of the carrier can be arbitrarily combined. By having the content of the carrier within the above numerical range, an effective supported flavor raw material can be obtained with a good balance between support and release of the flavor raw material.

[0062] <Emulsifier> The flavor raw material may further contain an emulsifier. The type of the emulsifier is not particularly limited, and examples thereof include sorbitan monolaurate such as SPAN (registered trademark) 20 (available from Uniqema, Wilmington, Delaware, USA), poly(ethylene oxide) sorbitan monolaurate such as TWEEN (registered trademark) 20 (available from Uniqema, Wilmington, Delaware, USA), glycerin fatty acid esters such as glycerin monostearate, decaglycerin monolaurate, and decaglycerin pentastearate, sugar esters such as sucrose monostearate and sucrose monopalmitate, propylene glycol fatty acid esters such as propylene glycol monostearate, lecithin, and combinations of two or more thereof.

[0063] The content of the emulsifier relative to the entire flavor material including the emulsifier is not particularly limited, but can be 1 ppm or more, 100 ppm or more, or 1000 ppm or more. Alternatively, the content of the emulsifier relative to the entire flavor material including the emulsifier can be 500,000 ppm or less, 400,000 ppm or less, or 300,000 ppm or less. The numerical ranges of the emulsifier content can be combined arbitrarily. By having the emulsifier content within the above numerical range, water-soluble components and oil-soluble components in the flavor material can be efficiently emulsified and dispersed.

[0064] The state of the flavor ingredient is not particularly limited, and it can be liquid, semi-solid, or solid. When the flavor ingredient is solid, it can be in the form of powder, capsules such as seamless capsules, or sheets.

[0065] <Aerosol Source> The flavoring ingredient-perfumed component may further include an aerosol source. The aerosol source may include or consist of, but is not limited to, glycerin, a polyhydric alcohol such as propylene glycol, triethyl citrate, triacetin, or a mixture of two or more of these. Among these, glycerin is preferred. The use of glycerin can effectively increase the amount of visible smoke. The content of the aerosol source relative to the entire flavoring ingredient-perfumed component may be, but is not limited to, 1 ppm or more, 10,000 ppm or more, 50,000 ppm or more, or 200,000 ppm or more. Alternatively, the content of the aerosol source relative to the entire flavoring ingredient-perfumed component may be 990,000 ppm or less, 500,000 ppm or less, or 200,000 ppm or less. The numerical ranges for the content of the aerosol source may be arbitrarily combined. By having the content of the aerosol-generating base material within the above numerical range, the amount of visible smoke can be effectively increased.

[0066] <Adsorbent> The flavoring component may further comprise an adsorbent. The adsorbent may include, but is not limited to, activated carbon, zeolite, silica, etc., or may comprise or consist of a combination of two or more of these. Among these, activated carbon is preferred. The use of activated carbon has the effect of reducing smoking taste inhibitors. The content of the adsorbent relative to the entire flavoring component may be arbitrarily set depending on the amount of the smoking taste inhibitors, and may be, but is not limited to, 1 mg or more per smoking article. Alternatively, the content of the adsorbent relative to the entire flavoring component may be 300 mg or less, or 100 mg or less. Any numerical range of the content of the adsorbent may be combined.

[0067] 1-2. Constituent Components of Smoking Articles Constituent components of smoking articles are not particularly limited, and may include or consist of a tobacco filler, a filter, a tube, cigarette paper, tipping paper, a plug, a pouch, a liquid, or a combination of two or more of these. Of these, a tobacco filler is preferred. By using a tobacco filler, efficient heating is achieved, causing the cooling sensation agent to volatilize, resulting in an effective cooling sensation.

[0068] <Tobacco filler> A tobacco filler refers to a filler in which processed tobacco leaves are filled in a predetermined manner. The "filler" is the object into which the processed tobacco leaves are filled, and is part of a tobacco product. Examples of the filler include, but are not limited to, a cylindrical cigarette paper or a container with an air inlet and outlet. Examples of ways in which the processed tobacco leaves are filled into the filler include, but are not limited to, a way in which the processed tobacco leaves are wrapped in cigarette paper with the processed tobacco leaves on the inside (hereinafter also referred to as a "tobacco rod"), and a way in which the processed tobacco leaves are filled into a flow path of a container with an air inlet and outlet (hereinafter also referred to as a "tobacco cartridge").

[0069] In this specification, "tobacco leaf" is a general term for harvested tobacco leaves before they undergo aging. One form of aging includes curing. In contrast, aged tobacco leaves that have not yet been processed into various forms used in tobacco products (such as tobacco shreds, tobacco sheets, and tobacco granules) are referred to as "aged tobacco leaves." Furthermore, aged tobacco leaves that have been processed into various forms used in tobacco products are referred to as "processed tobacco leaves."

[0070] Cured tobacco leaves are processed into various forms used in tobacco products to produce processed tobacco leaves. Examples of forms used in tobacco products include "tobacco shreds," which are cured tobacco leaves shredded to a specified size. Other examples include "tobacco sheets" and "tobacco granules," which are obtained by molding a composition containing cured tobacco leaves ground to a specified particle size (hereinafter also referred to as "tobacco fine powder") into a specific shape. Note that the "tobacco fine powder" is also a form of processed tobacco leaves. Processed tobacco leaves are not limited to the above-mentioned "tobacco shreds," "tobacco sheets," "tobacco granules," and "tobacco fine powder," but can include various forms obtained by processing cured tobacco leaves. The manner in which processed tobacco leaves are filled into a filler also differs depending on whether the processed tobacco leaves are in the form of tobacco shreds, tobacco sheets, or tobacco granules. Examples of tobacco fillers include tobacco fillers consisting of tobacco shreds filled into a filler (hereinafter also referred to as "first tobacco filler"), tobacco fillers consisting of tobacco sheets filled into a filler (hereinafter also referred to as "second tobacco filler"), and tobacco fillers consisting of tobacco granules filled into a filler (hereinafter also referred to as "third tobacco filler").

[0071] <Filter> The filter is not particularly limited as long as it has the functions of a typical filter. For example, a tubular filter such as a synthetic fiber tow (also simply referred to as "tow") or a center-hole filter, or a cylindrical filter made of a material such as paper can be used. Typical filter functions include, for example, adjusting the amount of air mixed in when inhaling aerosols, reducing the smoking taste, and reducing nicotine and tar, but a filter does not need to have all of these functions. Furthermore, in electrically heated tobacco products, which tend to produce fewer flavor components and have a lower tobacco filler filling rate than cigarette products, another important function is to suppress filtration while preventing the tobacco filler from falling out. The filter may be manufactured by a manufacturing method known in the art or a commercially available product.

[0072] The form of the filter is not particularly limited, and may be a plain filter including a single filter segment, or a multi-segment filter including a plurality of filter segments such as a dual filter or triple filter.

[0073] The shape of the filter is not particularly limited and may be any known shape, typically a cylindrical shape, and may be in the following forms: The filter may also be provided with a section such as a cavity or recess that is hollow (hollow) in its circumferential cross section.

[0074] The filter may be vented by known methods, such as by using pre-perforated or air-permeable wrapping material, or by laser drilling the wrapping material and tip overwrap (if present). A vented full tip overwrap may similarly be inherently air-permeable or may be provided with vent holes. In breathable products where both wrapping material and tip overwrap are present, the vents in the overwrap preferably align with the vents in the wrapping material (e.g., plug wrap). Vents through the filter wrapping material, the tip overwrap, or both simultaneously may be formed by laser drilling during filter manufacturing.

[0075] <Tube> The tube (cooling segment) may be formed of a cylindrical member, for example, a cardboard tube formed into a cylindrical shape.

[0076] It is desirable for the cooling segment to have a large total surface area due to its internal structure. Thus, in a preferred embodiment, the cooling segment may be formed by a thin sheet of material that is wrinkled to form channels, and then pleated, gathered, and folded. The more folds or pleats within a given volume of the element, the greater the total surface area of ​​the cooling segment.

[0077] The tubular member is provided with perforations. The presence of the perforations allows outside air to be introduced into the cooling segment during inhalation. As a result, the vaporized aerosol components generated by heating the tobacco-containing segment come into contact with the outside air, and as their temperature drops, they liquefy, forming an aerosol. The diameter (distance across) of the perforations is not particularly limited, but may be, for example, 0.5 mm or more and 1.5 mm or less. The number of perforations is not particularly limited, and may be one or two or more. For example, multiple perforations may be provided around the circumference of the cooling segment.

[0078] In some embodiments, the generated aerosol may experience a temperature drop of 10° C. or more as it passes through the cooling segment and is drawn by a user. In some embodiments, the generated aerosol may experience a temperature drop of 15° C. or more in another aspect, and 20° C. or more as it passes through the cooling segment and is drawn by a user.

[0079] The cooling segment may be constructed from a sheet material selected from the group consisting of metal foil, polymer sheet, and substantially non-perforated paper or cardboard. In one embodiment, the cooling segment may comprise a sheet material selected from the group consisting of polyethylene, polypropylene, polyvinyl chloride, polyethylene terephthalate, polylactic acid, cellulose acetate, and aluminum foil. The construction material of the cooling segment may be made from a biodegradable material, such as non-perforated paper, or a biodegradable polymer such as polylactic acid, or a starch-based copolymer.

[0080] Preferably, the airflow through the cooling segments is substantially unbiased between adjacent segments. In other words, the airflow through the cooling segments is preferably longitudinal, without substantial radial deviation. In some embodiments, the cooling segments are formed from a material that has low porosity or is substantially pore-free, except for the longitudinally extending channels. The material used to define or form the longitudinally extending channels, e.g., a wrinkled or gathered sheet, has low porosity or is substantially pore-free. As noted above, the cooling segments may include wrinkled, pleated, gathered, or folded sheets of suitable construction material. The cross-sectional profile of such elements may exhibit randomly oriented channels. The cooling segments can be formed by other means. For example, the cooling segments can be formed from a bundle of longitudinally extending tubes. The cooling segments can be formed by extrusion, molding, lamination, injection, or chopping of suitable materials. The cooling segments can be formed, for example, by wrapping pleated, gathered, or folded sheet material with a wrapping paper. In some embodiments, the cooling segment may comprise a sheet of crinkled material gathered into a rod shape and bound by a wrapper, eg, a filter paper roll.

[0081] <Cigarette Paper> The composition of the cigarette paper is not particularly limited and can be any common type, such as one containing pulp as the main component. Pulp may be made from wood pulp, such as softwood pulp or hardwood pulp, or may be made by blending non-wood pulp, such as flax pulp, hemp pulp, sisal pulp, or esparto, which are commonly used in cigarette paper for tobacco articles. These pulps may be used alone or in any combination of two or more types in any ratio. The cigarette paper may be made of a single sheet or two or more sheets. The cigarette paper may be used to wrap tobacco raw materials such as tobacco shreds. Pulp types that can be used include chemical pulps produced by kraft cooking, acidic, neutral, or alkaline sulfite cooking, soda cooking, etc., ground pulp, chemi-ground pulp, and thermomechanical pulp. The cigarette paper may be produced by the production method described below, or may be a commercially available product.

[0082] The method for producing cigarette paper is not particularly limited, and cigarette paper can be produced by a known method, for example, by adjusting and uniforming the texture of beaten pulp using a paper machine. The type of paper machine is not particularly limited, and for example, a Fourdrinier paper machine, a cylinder paper machine, or a combined cylinder / short-cylinder paper machine can be used. Furthermore, if necessary, a wet strength agent can be added to impart water resistance to the cigarette paper, or a sizing agent can be added to adjust the printing quality of the cigarette paper. Furthermore, internal papermaking aids such as aluminum sulfate, various anionic, cationic, nonionic, or amphoteric retention aids, drainage aids, and paper strength agents, as well as papermaking additives such as dyes, pH adjusters, antifoaming agents, pitch control agents, and slime control agents can be added.

[0083] Furthermore, the cigarette paper produced as described above may be subjected to calendering, in which a pressing pressure is applied using calender rollers. The method and conditions for the calendering are not particularly limited, and the calendering may be carried out, for example, by the method and conditions described in WO 2008 / 072523. Calendering beats the cigarette paper, thereby increasing the degree of beating of the cigarette paper and reducing its breathability.

[0084] <Tipping Paper> Tipping paper refers to paper used to connect two or more of the tobacco rod, cooling segment, and filter segment. On the other hand, the aforementioned cigarette paper refers to paper used to wrap the individual components that make up the tobacco rod, cooling segment, or filter segment. For example, if the filter segment includes a center hole filter and an acetate filter, the paper wrapping the center hole filter and the paper wrapping the acetate filter are both cigarette paper. Since the filter is usually located on the mouthpiece side, the tipping paper wrapping it is inevitably the part that comes into contact with the mouth. The configuration of the tipping paper is not particularly limited and can be a common embodiment, and for example, a configuration similar to that of the cigarette paper described above can be adopted.

[0085] <Plug> The plug is used to prevent the aerosol-forming substrate from being released from the tobacco rod, for example, during transportation of the non-combustion heating smoking article. In this case, it is provided as a front plug (cap member) at the tip of the tobacco rod. The plug may include a sheet. The plug may include a wrapper in which the sheet is filled, or it may be formed by gluing sheets together without using a wrapper. The former embodiment is preferred from the viewpoint of ease of manufacturing. The axial length of the plug is preferably 6 to 20 mm, more preferably 6 to 10 mm. Its outer circumference can be 15 to 30 mm. Having an axial length within this range enables mass production of the plug. Furthermore, if the axial length is below the lower limit, components volatilized from the flavor source filling may not be trapped and may leak to the outside, resulting in device contamination. If the axial length is too long, the airflow resistance of the plug itself increases, thereby increasing the airflow resistance of the entire non-combustion heating smoking article, resulting in difficulty in drawing during use. In addition to the upstream end of the tobacco rod, a plug can also be disposed at the downstream end of the tobacco rod. The axial direction of the plug refers to the direction parallel to the longitudinal direction (axial direction) of the tobacco rod when assembled into the tobacco rod. By disposing a plug at the downstream end of the tobacco rod, it is possible to prevent the flavor source filling from spilling in the direction of the mouthpiece segments during transportation. Furthermore, in the case of an internal heating type, it is possible to prevent the flavor source filling from spilling in the direction of the mouthpiece segments when a heater is inserted inside the rod.

[0086] Liquid refers to the liquid composition used in electronic cigarettes. In electronic cigarettes, the liquid is evaporated to generate an aerosol. The liquid may contain propylene glycol (PG), glycerin (GL), nicotine, and flavorings.

[0087] <Pouch> The pouch is not limited to any particular material, and any known material can be used as long as it can package the filling, is insoluble in water, and is permeable to liquids (water, saliva, etc.) and water-soluble components in the filling. For example, a nonwoven fabric pouch can be used. Examples of pouch materials include cellulose-based nonwoven fabrics, and commercially available nonwoven fabrics may also be used. A pouch product can be produced by forming a sheet made of such a material into a bag shape, filling it with the filling, and sealing it by means of heat sealing or the like.

[0088] The basis weight of the sheet is not particularly limited, but is usually 12 gsm or more and 54 gsm or less, and preferably 24 gsm or more and 30 gsm or less. The thickness of the sheet is not particularly limited, but is usually 100 μm or more and 300 μm or less, and preferably 175 μm or more and 215 μm or less.

[0089] A water-repellent material may be applied to at least one of the inner and outer surfaces of the pouch. A water-repellent fluororesin is preferably used as the water-repellent material. Specifically, Asahi Guard (registered trademark) manufactured by Asahi Glass Co., Ltd. is an example of this type of water-repellent fluororesin. Water-repellent fluororesins are applied to packaging materials for foods and products containing fats and oils, such as confectioneries, dairy products, prepared foods, fast food, and pet food. Therefore, this type of water-repellent fluororesin is safe to apply to pouches placed in the oral cavity. The water-repellent material is not limited to fluororesins, and may be, for example, a water-repellent material such as paraffin resin, silicone resin, or epoxy resin.

[0090] (Form of constituent members of smoking article) The form of the constituent members of the smoking article is not particularly limited, but may be a nonwoven fabric.

[0091] <Nicotine Source> The constituent components of the smoking article are not particularly limited, and may contain or consist of a nicotine source. The nicotine source is not particularly limited, and may contain or consist of nicotine or a salt thereof derived from tobacco raw materials, or from non-tobacco raw materials, or a mixture thereof. Of these, nicotine or a salt thereof derived from tobacco raw materials is preferred. By using nicotine or a salt thereof derived from tobacco raw materials, it is possible to simultaneously inhale the unique tobacco flavor and nicotine, resulting in a more satisfying smoking sensation. The content of the nicotine source relative to the entire constituent components of the smoking article is not particularly limited.

[0092] The tobacco-derived raw material used as the nicotine source can be the above-mentioned tobacco leaf, aged tobacco leaf, processed tobacco leaf, or a combination of two or more of these. Non-tobacco-derived raw materials used as the nicotine source include coffee, tea, etc. Furthermore, the parts used can include plant roots (including bulbs, tuberous roots, bulbs, etc.), stems, tubers, skins (including stem bark, bark, etc.), leaves, flowers (including petals, pistils, stamens, etc.), seeds, or tree trunks and branches.

[0093] <Method for manufacturing a flavored component article> In some embodiments of the present invention, a flavored component article is obtained by adding a flavoring material containing the above-mentioned methyl menthol derivative or a salt thereof to a tobacco filler, filter, tipping paper, tube, cigarette paper, plug, pouch, or liquid, which is a tobacco-derived material formed into the form of a sheet, shredded tobacco, or the like.

[0094] 2. Smoking Article The smoking article of the present invention includes the flavoring component described in 1 above. The number of flavoring components included in the smoking article is not particularly limited, and can be one or two or more. The smoking article may or may not include a component that is not flavored with a flavoring component in addition to the flavoring component. The component that is not flavored with a flavoring component can be the tobacco filler, filter, tube, cigarette paper, tipping paper, plug, pouch, or liquid described above. In the smoking article of this embodiment, the cooling sensation agent (A) included in the flavoring component can remain in the location where it was originally added both before and after storage. Therefore, the smoking article of this embodiment can exhibit excellent cooling sensation intensity, as originally intended, both before and after storage.

[0095] The smoking article can be a heated smoking article, a combustible smoking article, a smokeless smoking article, or an electronic cigarette.

[0096] Smoking articles include flavor inhalation articles that allow users to inhale flavors, and smokeless tobacco (smokeless smoking articles) that allow users to inhale flavors by directly inhaling the product into their nasal or oral cavities. Flavor inhalation articles can be broadly classified into combustion-type smoking articles, such as conventional cigarettes, electronic cigarettes, and non-combustible heat-smoking articles.

[0097] Examples of smokeless smoking articles include snus, nicotine pouches and other articles to be placed in the oral cavity, and snuff. Snus can be produced by known methods. In this case, the above-described flavored component is filled into a packaging material made of a material such as a nonwoven fabric using a known method. For example, snus is obtained by adjusting the amount of flavored component and filling the material, and then sealing the material by means such as heat sealing. The packaging material is not particularly limited, but a cellulose-based nonwoven fabric is preferably used.

[0098] Examples of combustion-type smoking articles include cigarettes, pipes, pipes, cigars, and cigarillos.

[0099] Examples of electronic cigarettes include open tank types, closed tank types, and cigarette-like types.

[0100] A non-combustion heat-type smoking article (heat-type smoking article) may be heated by a heating device separate from the article, or by a heating device integrated with the article. In the former smoking article (separate type), the non-combustion heat-type smoking article and the heating device are collectively referred to as a "non-combustion heat-type smoking system." An example of a non-combustion heat-type smoking system will be described below with reference to Figures 1 and 2.

[0101] Fig. 1 is a cross-sectional view of a non-combustion heating smoking article 20. As shown in Fig. 1, the non-combustion heating smoking article 20 (hereinafter simply referred to as "smoking article 20") has a cylindrical shape. The circumferential length of the smoking article 20 is preferably 16 mm to 27 mm, more preferably 20 mm to 26 mm, and even more preferably 21 mm to 25 mm. The total length (horizontal length) of the smoking article 20 is not particularly limited, but is preferably 40 mm to 90 mm, more preferably 50 mm to 75 mm, and even more preferably 50 mm to 60 mm.

[0102] The smoking article 20 is composed of a smoking segment 20A, a filter portion 20C that forms the mouthpiece, and a connecting portion 20B that connects these together.

[0103] The smoking segment 20A is cylindrical, and its total length (axial length) is, for example, preferably 5 to 100 mm, more preferably 10 to 50 mm, and even more preferably 10 to 25 mm. The cross-sectional shape of the smoking segment 20A is not particularly limited, but may be, for example, circular, elliptical, polygonal, etc.

[0104] The smoking segment 20A has a smoking composition sheet or material derived therefrom 21 and a wrapper 22 wrapped around it. The smoking composition sheet or material derived therefrom 21 may contain a flavoring agent.

[0105] The filter section 20C has a cylindrical shape. The filter section 20C includes a rod-shaped first segment 25 filled with cellulose acetate fibers and a rod-shaped second segment 26 also filled with cellulose acetate fibers. The first segment 25 is located on the smoking segment 20A side. The first segment 25 may have a hollow portion. The second segment 26 is located on the mouthpiece side. The second segment 26 is solid. The first segment 25 is composed of a first packing layer (cellulose acetate fibers) 25a and an inner plug wrapper 25b wrapped around the first packing layer 25a. The second segment 26 is composed of a second packing layer (cellulose acetate fibers) 26a and an inner plug wrapper 26b wrapped around the second packing layer 26a. The first segment 25 and the second segment 26 are connected by an outer plug wrapper 27. The outer plug wrapper 27 is adhered to the first segment 25 and the second segment 26 with a vinyl acetate emulsion adhesive or the like.

[0106] The length of the filter portion 20C can be, for example, 10 to 30 mm, the length of the connecting portion 20B can be, for example, 10 to 30 mm, the length of the first segment 25 can be, for example, 5 to 15 mm, and the length of the second segment 26 can be, for example, 5 to 15 mm. These lengths of the individual segments are merely examples and can be changed as appropriate depending on the manufacturability, required quality, the length of the smoking segment 20A, etc.

[0107] For example, the first segment 25 (center hole segment) is composed of a first packed layer 25a having one or more hollow portions and an inner plug wrapper 25b that covers the first packed layer 25a. The first segment 25 functions to increase the strength of the second segment 26. The first packed layer 25a of the first segment 25 is densely packed with, for example, cellulose acetate fibers. This cellulose acetate fiber is hardened by adding a plasticizer containing triacetin in an amount of, for example, 6 to 20% by mass relative to the mass of the cellulose acetate. The hollow portion of the first segment 25 has an inner diameter of, for example, 1.0 to 5.0 mm.

[0108] The first packed layer 25a of the first segment 25 may be configured, for example, with a relatively high fiber packing density, or may have a fiber packing density equivalent to that of the second packed layer 26a of the second segment 26, which will be described later. Therefore, during inhalation, air or aerosol flows only through the hollow portion, and almost no air or aerosol flows through the first packed layer 25a. For example, if it is desired to reduce the loss of aerosol components due to filtration in the second segment 26, the length of the second segment 26 can be shortened and the first segment 25 lengthened accordingly.

[0109] Replacing the shortened second segment 26 with the first segment 25 is effective in increasing the amount of aerosol component delivered. Because the first packed layer 25a of the first segment 25 is a fiber packed layer, the feel from the outside during use does not cause discomfort to the user.

[0110] The second segment 26 is composed of a second packed layer 26 a and an inner plug wrapper 26 b that covers the second packed layer 26 a. The second segment 26 (filter segment) is packed with cellulose acetate fibers at a typical density and has the ability to filter typical aerosol components.

[0111] The first segment 25 and the second segment 26 may have different filtering capabilities for filtering the aerosol (mainstream smoke) emitted from the smoking segment 20A. At least one of the first segment 25 and the second segment 26 may contain a flavoring. The filter portion 20C may have any structure, including multiple segments as described above, or may be composed of a single segment. The filter portion 20C may also be composed of a single segment. In this case, the filter portion 20C may be composed of either the first segment or the second segment.

[0112] The connecting portion 20B is cylindrical. The connecting portion 20B has a cardboard tube 23 formed into a cylindrical shape using, for example, cardboard. The connecting portion 20B may be filled with a cooling material for cooling the aerosol. Examples of the cooling material include a sheet of polymer such as polylactic acid, which can be folded and filled. Furthermore, a support portion may be provided between the smoking segment 20A and the connecting portion 20B to prevent the position of the smoking segment 20A from shifting. The support portion may be made of a known material, such as a center hole filter like the first segment 25.

[0113] The wrapper 28 is wrapped around the outside of the smoking segment 20A, connecting portion 20B, and filter portion 20C in a cylindrical shape, connecting them together. One surface (inner surface) of the wrapper 28 is coated entirely or almost entirely with a vinyl acetate emulsion adhesive, except for the area around the ventilation holes 24. The ventilation holes 24 are formed by laser processing from the outside after the smoking segment 20A, connecting portion 20B, and filter portion 20C have been integrated by the wrapper 28.

[0114] The air vent section 24 has two or more through holes penetrating the connecting section 20B in the thickness direction. The two or more through holes are arranged radially when viewed from an extension of the central axis of the smoking article 20. In this embodiment, the air vent section 24 is provided in the connecting section 20B, but may also be provided in the filter section 20C. In addition, in this embodiment, the two or more through holes of the air vent section 24 are arranged in a single row at a fixed interval on one ring, but may also be arranged in two rows at a fixed interval on two rings, or one or two rows of the air vent sections 24 may be arranged discontinuously or irregularly. When a user holds the mouthpiece to their mouth and inhales, outside air is taken into the mainstream smoke through the air vent section 24. However, the air vent section 24 does not have to be provided.

[0115] An example of a non-combustion heating smoking system is shown in Fig. 2. In the figure, the non-combustion heating smoking system comprises a non-combustion heating smoking article 20 and a heating device 10 that heats the smoking segment 20A from the outside.

[0116] The heating device 10 comprises a body 11, a heater 12, a metal tube 13, a battery unit 14, and a control unit 15. The body 11 has a cylindrical recess 16, and the heater 12 and metal tube 13 are disposed in a position corresponding to the smoking segment 20A to be inserted therein. The heater 12 may be an electrical resistance heater, and is heated by power supplied from the battery unit 14 in response to instructions from the temperature-controlling control unit 15. The heat generated by the heater 12 is transferred to the smoking segment 20A through the metal tube 13, which has high thermal conductivity. While the figure shows a configuration in which the heating device 10 heats the smoking segment 20A from the outside, it may also heat from the inside. The heating temperature of the heating device 10 is not particularly limited, but is preferably 400°C or less, more preferably 150 to 400°C, and even more preferably 200 to 350°C. The heating temperature refers to the temperature of the heater of the heating device 10.

[0117] Another example of a non-combustion heat-activated smoking article will be described below with reference to Figures 3 to 5. Figure 3 is a perspective view showing an example of the appearance of a non-combustion heat-activated smoking article. Figure 4 is an exploded view showing an example of a non-combustion heat-activated smoking article. A non-combustion heat-activated smoking article 30 (hereinafter simply referred to as smoking article 30) is an electronic cigarette, nebulizer, or the like, which generates an aerosol in response to the user's inhalation and provides it to the user. Note that one continuous inhalation by the user is referred to as a "puff." The smoking article 30 also adds ingredients such as flavorings to the generated aerosol and releases it into the user's oral cavity.

[0118] As shown in Figures 3 and 4, the smoking article 30 comprises a main body 30A, an aerosol source holding portion 30B, and an additive component holding portion 30C. The main body 30A supplies power and controls the operation of the entire device. The aerosol source holding portion 30B holds the aerosol source that is atomized to generate an aerosol. The additive component holding portion 30C holds a tobacco filler 38. The tobacco filler 38 may include a "flavor-carrying component (flavor component with flavoring ingredient)" of the present invention, such as "flavor-carrying tobacco shreds," "flavor-carrying sheet tobacco," "flavor-carrying tobacco granules," "flavor-carrying granule base," or "flavor-carrying metal foil." The user holds the mouthpiece, which is the end of the additive component holding portion 30C, between their mouths and inhales the aerosol to which flavors and other additives have been added.

[0119] The smoking article 30 is formed by a user or the like assembling the main body 30A, the aerosol source holding portion 30B, and the additive component holding portion 30C. The main body 30A, the aerosol source holding portion 30B, and the additive component holding portion 30C are each cylindrical, truncated conical, or the like, with a predetermined diameter, and can be joined in this order: main body 30A, aerosol source holding portion 30B, and additive component holding portion 30C. The main body 30A and the aerosol source holding portion 30B are joined, for example, by threading male and female threads provided at each end. The aerosol source holding portion 30B and the additive component holding portion 30C are joined, for example, by fitting the additive component holding portion 30C, which has a tapered side, into a cylindrical portion provided at one end of the aerosol source holding portion 30B. The aerosol source holding portion 30B and the additive component holding portion 30C may be disposable replacement parts.

[0120] 5 is a schematic diagram showing an example of the interior of the smoking article 30. The main body 30A includes a power source 31, a control unit 32, and a suction sensor 33. The control unit 32 is electrically connected to the power source 31 and the suction sensor 33. The power source 31 is a secondary battery or the like, and supplies power to the electrical circuitry of the smoking article 30. The control unit 32 is a processor such as a microcontroller (MCU: Micro-Control Unit), and controls the operation of the electrical circuitry of the smoking article 30. The suction sensor 33 is an air pressure sensor, a flow rate sensor, or the like. When a user inhales through the mouthpiece of the smoking article 30, the suction sensor 33 outputs a value corresponding to the negative pressure and gas flow rate generated inside the smoking article 30. In other words, the control unit 32 can detect inhalation based on the output value of the suction sensor 33.

[0121] The aerosol source holding unit 30B of the smoking article 30 includes a storage unit 34, a supply unit 35, a load 36, and a remaining amount sensor 37. The storage unit 34 is a container that stores a liquid aerosol source that is atomized by heating. The aerosol source is, for example, a polyol-based material such as glycerin or propylene glycol. The aerosol source may also be a mixed liquid that further contains nicotine liquid, water, flavoring, etc. The storage unit 34 is assumed to store such an aerosol source in advance. The aerosol source may also be a solid that does not require the storage unit 34. The supply unit 35 includes a wick formed by twisting a fiber material such as glass fiber. The supply unit 35 is connected to the storage unit 34. The supply unit 35 is connected to the load 36, or at least a portion of the supply unit 35 is disposed near the load 36. The aerosol source permeates the wick by capillary action and moves to a portion where it can be atomized by heating by the load 36. In other words, the supply unit 35 sucks up the aerosol source from the reservoir 34 and transports it to or near the load 36. Note that porous ceramic may be used for the wick instead of glass fiber.

[0122] The load 36 is, for example, a coil-shaped heater that generates heat when a current flows through it. The load 36 may have a positive temperature coefficient (PTC) characteristic, whereby its resistance is approximately directly proportional to the heat generation temperature. The load 36 does not necessarily have to have a positive temperature coefficient characteristic; it may have a resistance that correlates with the heat generation temperature. As an example, the load 36 may have a negative temperature coefficient (NTC) characteristic. The load 36 may be wound around the outside of the wick, or conversely, the wick may surround the load 36. Power supply to the load 36 is controlled by the control unit 32. When the aerosol source is supplied from the storage unit 34 to the load 36 by the supply unit 35, the aerosol source evaporates due to the heat of the load 36, generating an aerosol. Furthermore, when the control unit 32 detects an inhalation action by the user based on the output value of the suction sensor 33, it supplies power to the load 36 to generate an aerosol. Furthermore, when the remaining amount of the aerosol source stored in the storage unit 34 is sufficient, a sufficient amount of the aerosol source is also supplied to the load 36, and the heat generated in the load 36 is transported to the aerosol source; in other words, the heat generated in the load 36 is used to heat and vaporize the aerosol source, so the temperature of the load 36 almost never exceeds a predetermined temperature designed in advance. On the other hand, when the aerosol source stored in the storage unit 34 is depleted, the amount of the aerosol source supplied per hour to the load 36 decreases. As a result, the heat generated in the load 36 is not transported to the aerosol source; in other words, the heat generated in the load 36 is not used to heat and vaporize the aerosol source, so the load 36 overheats, and the resistance value of the load 36 also increases accordingly.

[0123] The remaining amount sensor 37 outputs sensing data for estimating the remaining amount of the aerosol source stored in the storage unit 34 based on the temperature of the load 36. For example, the remaining amount sensor 37 includes a resistor (shunt resistor) for measuring current connected in series with the load 36 and a measuring device connected in parallel with the resistor to measure the voltage value of the resistor. Note that the resistance value of the resistor is a predetermined constant value that hardly changes with temperature. Therefore, the value of the current flowing through the resistor can be determined based on the known resistance value and the measured voltage value.

[0124] The additive ingredient holding portion 30C of the smoking article 30 holds a tobacco filler 38 therein. As described above, the tobacco filler 38 may contain the "flavor-carrying component (flavor-containing component)" of the present invention, such as "flavor-carrying tobacco shreds," "flavor-carrying sheet tobacco," "flavor-carrying tobacco granules," "flavor-carrying granule base material," or "flavor-carrying metal foil." The tobacco filler 38 may contain a regular tobacco filler in addition to the "flavor-carrying component" of the present invention. The regular tobacco filler may be composed of tobacco shreds and / or sheet tobacco cut to a predetermined width (cut pieces of sheet tobacco). In addition, the additive component holding portion 30C has air vents on the mouthpiece side and at the part where it is connected to the aerosol source holding portion 30B. When the user inhales through the mouthpiece, negative pressure is generated inside the additive component holding portion 30C, and the aerosol generated in the aerosol source holding portion 30B is inhaled. At the same time, ingredients such as nicotine and flavors are added to the aerosol inside the additive component holding portion 30C and released into the user's mouth.

[0125] The present invention will be experimentally explained by the following examples, but the following explanation is not intended to limit the scope of the present invention to the following examples.

[0126] <Measurement of RI (Retention Index) Using GC / MS> Menthol (L-menthol, manufactured by Takasago International Corporation) and cooling agents (COOLACT® 370, COOLACT® 5, COOLACT® 10, COOLACT® 20, Symcool® WS-5, or Symcool® WS-23) were each diluted with ethanol to obtain diluted solutions containing 1000 ppm of menthol or each cooling agent. Next, the diluted solutions obtained above were analyzed by GC / MS (gas chromatography with mass spectrometer).

[0127] The GC / MS analysis conditions were as follows: GC / MS Apparatus: Agilent Technologies 7890B / 5977B GC / MSD GC conditions Column: HP-5MS (Agilent Technologies) Inner diameter 0.25 mm x length 30 m, film thickness 0.25 μm Injection volume: 1 μl Injection mode: Split (10:1) Injection port temperature: 270°C Septum purge flow rate: 5 ml / min Carrier gas: Helium (He) Column flow rate: 1 ml / min (constant flow mode) Oven temperature: 40°C (3 min) -4°C / min -280°C (20 min) Transfer line temperature: 280°C MS conditions Solvent waiting time: 4 min Ionization method: Electron impact ionization (EI), 70 eV Ion source temperature: 230°C Quadrupole temperature: 150°C Measurement mode: Scan MS scan range: m / z 26 to 450 Threshold: 50 Sampling rate: 2

[0128] The retention index (RI) of the chromatogram obtained by the above GC / MS analysis was calculated by the following method. The RI of menthol or each cooling agent was calculated by the linear method based on an n-alkane mixture ranging from n-hexane (C6, RI: 600) to n-pentatricontane (C35, RI: 3500). Note that the n-alkane mixture used to calculate the retention index (RI) is not limited to this.

[0129] The RI of the obtained menthol or each cooling agent was as follows: Menthol: 1173 COOLACT (registered trademark) 370: 2477 COOLACT (registered trademark) 5: 1414 COOLACT (registered trademark) 10: 1674 COOLACT (registered trademark) 20: 1611 Symcool (registered trademark) WS-5: 1942 Symcool (registered trademark) WS-23: 1287 The obtained chromatogram is shown in FIG.

[0130] The column used in this test, HP-5MS (95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane), is a low-polarity column, and it is thought that the lower the RI number, the more likely a compound is to volatilize, and conversely, the higher the RI number, the less likely a compound is to volatilize. The results in Figure 6 suggest that of the menthol and cooling agents measured this time, COOLACT370 (registered trademark) is the least likely to volatilize.

[0131] <Sensory Evaluation> (Preparation of Non-Combustion Heat-Activated Smoking Articles (Example 1, Comparative Examples 1 and 2)) Tobacco sticks (glycerin content relative to tobacco filler: 7.5% by weight) manufactured from tobacco leaves were prepared based on a known papermaking method. 20 g of a methylmenthol derivative (N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide, COOLACT® 370, manufactured by Takasago International Corporation), 80 g of menthol (manufactured by Takasago International Corporation) as a cooling flavor component, or 20 g of 2-isopropyl-N,2,3-trimethylbutyramide (Symcool® WS-23, manufactured by Symrise) as a cooling agent other than a methylmenthol derivative or its salt were added and mixed to obtain a solution of the methylmenthol derivative, a solution of menthol, and a solution of the cooling agent other than the methylmenthol derivative, respectively. Then, the above-mentioned solution of a methylmenthol derivative, the menthol solution, or the solution of a cooling agent other than a methylmenthol derivative was added using a syringe so as to be distributed throughout the tobacco filler in each of the prepared tobacco sticks, thereby obtaining a cooling ingredient-containing tobacco stick of Example 1 in which the content of a methylmenthol derivative relative to the flavored tobacco filler with flavoring ingredient (total of tobacco filler and flavoring ingredient) was 2000 ppm, a cooling ingredient-containing tobacco stick of Comparative Example 1 in which the content of menthol relative to the flavored tobacco filler with flavoring ingredient was 5000 ppm, and a cooling ingredient-containing tobacco stick of Comparative Example 2 in which the content of a cooling agent other than a methylmenthol derivative relative to the flavored tobacco filler with flavoring ingredient was 2000 ppm.

[0132] (Preparation of non-combustion heated smoking article (Example 2)) 0.5 g of a methyl menthol derivative (the above-mentioned COOLACT (registered trademark) 370), 1.5 g of hydroxypropyl cellulose (Cerny SSL, manufactured by Nippon Soda Co., Ltd.), and 8.0 g of propylene glycol were mixed to obtain a flavor ingredient containing a carrier (hydroxypropyl cellulose). 10.8 mg of the obtained flavor ingredient was injected into 260 mg of tobacco filler (including tobacco leaf) to prepare the heated smoking article of Example 2, in which the content of the methyl menthol derivative relative to the flavor ingredient-added flavored tobacco filler (total of tobacco filler and flavor ingredient) was 2000 ppm. The contents of each component in the obtained cooling sensation component-containing heated smoking article of Example 2 were 96.0% by mass of tobacco leaf, 0.2% by mass of the methyl menthol derivative, 0.6% by mass of hydroxypropyl cellulose, and 3.2% by mass of propylene glycol.

[0133] (Preparation of Combustion-Type Smoking Articles (Example 3, Comparative Examples 3 and 4)) Combustion-type smoking articles were prepared from tobacco leaves. Using the same menthol or cooling agents as in the preparation of the non-combustion-heat-type smoking articles (Example 1, Comparative Examples 1 and 2), solutions of methylmenthol derivatives, menthol, and cooling agents other than methylmenthol derivatives were obtained in the same manner. Then, the above-mentioned solution of the methyl menthol derivative, the menthol solution, or the solution of a cooling agent other than a methyl menthol derivative was added using a syringe so as to be distributed throughout the tobacco filler in each of the prepared combustible smoking articles, thereby obtaining a cooling ingredient-containing combustible smoking article of Example 3 in which the content of the methyl menthol derivative in the flavored tobacco filler with flavoring material (total of the tobacco filler and the flavoring material) was 2000 ppm, a cooling ingredient-containing combustible smoking article of Comparative Example 3 in which the content of menthol in the flavored tobacco filler with flavoring material was 5000 ppm, and a cooling ingredient-containing combustible smoking article of Comparative Example 4 in which the content of a cooling agent other than a methyl menthol derivative in the flavored tobacco filler with flavoring material was 2000 ppm.

[0134] As a result of preliminary studies conducted by the present inventors, it was found that menthol has a weaker cooling sensation intensity than the above-mentioned methyl menthol derivatives or cooling sensation agents other than methyl menthol derivatives, making it difficult to compare cooling sensation intensities at similar contents. In order to evaluate the cooling sensation intensity in this sensory evaluation, the content of menthol as a cooling sensation ingredient was adjusted as much as possible to make it easier to compare the cooling sensation intensities by setting the content of menthol as a cooling sensation ingredient to 5000 ppm in the above-mentioned Comparative Example 1 or 3, while the content of the methyl menthol derivative or a cooling sensation agent other than the methyl menthol derivative as a cooling sensation ingredient was 2000 ppm in the above-mentioned Examples 1 to 3 or Comparative Example 2 or 4.

[0135] (Preparation of smoking articles before storage) The non-combustion heat smoking articles of Examples 1 and 2 and Comparative Examples 1 and 2 prepared as described above (those stored at 25°C within 5 days after manufacture) (hereinafter referred to as "non-combustion heat smoking articles before storage") were placed in the non-combustion externally heated smoking system shown in Figure 2. Furthermore, the combustion smoking articles of Example 3 and Comparative Examples 3 and 4 prepared as described above (those stored at 25°C within 5 days after manufacture) (hereinafter referred to as "combustion smoking articles before storage") were prepared. The following sensory evaluations were performed using each of the smoking articles prepared in this manner.

[0136] (1) Cooling Sensation Intensity Five well-trained panelists evaluated the cooling sensation of the smoking articles prepared as described above for each of the non-combustion heat-type smoking articles of Examples 1 and 2 and Comparative Examples 1 and 2 before storage, and each of the combustion-type smoking articles of Example 3 and Comparative Examples 3 and 4 before storage. In this specification, "cooling sensation" refers to a refreshing sensation (refreshing sensation) or a cold sensation (cool sensation).

[0137] Each panelist evaluated the cooling sensation of each smoking test cigarette according to the six-point scale shown in Table 1 below. In the scale shown in Table 1 below, a score of 3 is assigned to a menthol-containing smoking article (Comparative Example 1 for non-combustion heat-type smoking articles and Comparative Example 3 for combustion-type smoking articles). The evaluators were in agreement beforehand so that when evaluating Examples 1 and 2 and Comparative Example 2, Comparative Example 1 would receive a score of 3 in Table 1, and when evaluating Example 3 and Comparative Example 4, Comparative Example 3 would receive a score of 3 in Table 1. The evaluation results were calculated by calculating the average of the five panelists' scores. If the average value had a value with two decimal places, the score was calculated by rounding off the value to the nearest tenth. The evaluation results are shown in Table 2.

[0138]

[0139]

[0140] As described above, in this evaluation, to facilitate comparison of cooling sensation intensity, the menthol content (Comparative Examples 1 and 3) was 5,000 ppm, while the content of the methylmenthol derivatives (Examples 1 to 3) or cooling agents other than methylmenthol derivatives (Comparative Examples 2 and 4) was adjusted to 2,000 ppm. The results in Table 2 show that, for non-combustion heat-type smoking articles in the form of tobacco sticks (Example 1 and Comparative Examples 1 and 2), the cooling sensation intensity of the methylmenthol derivative-containing smoking article (Example 1) was equivalent to that of the menthol-containing smoking article (Comparative Example 1). Furthermore, for combustible smoking articles (Example 3 and Comparative Examples 3 and 4), the cooling sensation intensity of the methylmenthol derivative-containing smoking article (Example 3) was higher than that of the menthol-containing smoking article (Comparative Example 3). Therefore, if the menthol content were reduced to 2,000 ppm, the same as that of the methylmenthol derivative, the cooling sensation intensity would likely be insufficient. This indicates that smoking articles containing methylmenthol derivatives have a higher cooling sensation intensity than smoking articles containing menthol.

[0141] Furthermore, regardless of whether the smoking article is a combustion-type smoking article or a non-combustion-type heating-type smoking article, it was found that the smoking article containing a methyl menthol derivative (Example 1 or Example 3) had a cooling sensation intensity equal to or greater than that of the smoking article containing a cooling sensation agent other than the methyl menthol derivative (Comparative Example 2 or Comparative Example 4).

[0142] Furthermore, the methylmenthol derivative-containing smoking article (Example 2) containing the carrier hydroxypropyl cellulose had a cooling sensation intensity almost equivalent to that of the methylmenthol derivative-containing smoking article (Example 1) without the carrier. This confirms that the characteristics of the methylmenthol derivative-containing smoking article confirmed by the sensory evaluation results are expressed regardless of the presence or absence of hydroxypropyl cellulose. The carrier has the property of immobilizing and coating the flavoring and cooling components dispersed in the flavoring material. Therefore, the addition of the carrier can be expected to not only inhibit the volatilization and dissipation of the flavoring and cooling components and improve storage durability, but also to protect the flavoring and cooling components from physical damage.

[0143] (2) Bitterness Five well-trained panelists evaluated the bitterness of the smoking articles prepared as described above for each of the non-combustion heating smoking articles of Examples 1 and 2 and Comparative Examples 1 and 2 before storage, and each of the combustion smoking articles of Example 3 and Comparative Examples 3 and 4 before storage. It is known that increasing the amount of a cooling sensation component to achieve the required cooling sensation intensity imparts bitterness as well as cooling sensation. Therefore, it is preferable that the bitterness of the cooling sensation component is weak.

[0144] Each panelist evaluated the cooling sensation of each smoking test cigarette according to the four-level scale shown in Table 3 below. In the scale shown in Table 3 below, a score of 2 is assigned to a rating equivalent to a menthol-containing smoking article (Comparative Example 1 for non-combustion heat-type smoking articles and Comparative Example 3 for combustible smoking articles). The evaluators were instructed in advance to evaluate each smoking article so that Comparative Example 1 would receive a rating of 2 in Table 3 when evaluating Examples 1 and 2 and Comparative Example 2, and Comparative Example 3 would receive a rating of 2 in Table 3 when evaluating Example 3 and Comparative Example 4. The evaluation results were calculated by calculating the average of the five panelists' scores. If the average value had a value with two decimal places, the score was calculated by rounding off the value to the nearest tenth. The evaluation results are shown in Table 4.

[0145]

[0146]

[0147] The results in Table 4 demonstrate that, regardless of whether the smoking article is a combustible smoking article or a non-combustible heating smoking article, the smoking article containing a methyl menthol derivative (Example 1 or Example 3) and the smoking article containing a cooling agent other than a methyl menthol derivative (Comparative Example 2 or Comparative Example 4) have a less bitter taste and are more preferable than the menthol-containing smoking article (Comparative Example 1 or Comparative Example 3). Furthermore, the smoking article containing a methyl menthol derivative (Example 2) to which the carrier hydroxypropyl cellulose was added yielded results equivalent to those of Example 1 to which hydroxypropyl cellulose was not added. This confirms that the characteristic of the methyl menthol derivative, which is a less bitter and more preferable characteristic confirmed by the sensory evaluation results, is expressed regardless of whether hydroxypropyl cellulose is added. As described above, the carrier inhibits the evaporation and dissipation of flavorings and cooling ingredients, improving storage durability, and is also expected to protect the flavorings and cooling ingredients from physical damage.

[0148] (3) Cooling sensation (regional effect) Five well-trained panelists evaluated the regional effect of the cooling sensation of the smoking articles for the non-combustible heat-type smoking articles of Examples 1 and 2 and Comparative Examples 1 and 2 before storage, and the combustible smoking articles of Example 3 and Comparative Examples 3 and 4 before storage, prepared as described above. The regional effect (regional effect) was evaluated by having the five panelists select multiple locations in the oral cavity from the upper jaw, tongue, cheeks, and throat when evaluating each Example and Comparative Example. The compiled results are shown in Table 5. For example, the number "5" in Table 5 means that five panelists felt the cooling sensation in a specific region.

[0149]

[0150] As shown in Table 5, regardless of whether the smoking article was a combustible smoking article or a non-combustible heating smoking article, fewer evaluators reported feeling a cooling sensation on the tongue with the smoking article containing a methyl menthol derivative (Example 1 or Example 3) and the smoking article containing a cooling agent other than a methyl menthol derivative (Comparative Example 2 or Comparative Example 4) compared to the menthol-containing smoking article (Comparative Example 1 or Comparative Example 3). The above evaluation results regarding bitterness on the tongue suggest that this may be related to differences in the area where the cooling sensation is felt. In other words, it is possible that if the cooling sensation is less felt on the tongue, the bitterness may also be weaker.

[0151] In addition to the evaluation of the site effect by multiple selection, the subjects were also asked to select only one site in the oral cavity where they felt the most cold sensation from among the upper jaw, tongue, cheek, and throat. The results are shown in Table 6.

[0152]

[0153] As shown in Table 6, regardless of whether the smoking article was a combustible smoking article or a non-combustible heating smoking article, the majority of evaluators felt the greatest cooling sensation in the throat when using the smoking article containing the methyl menthol derivative (Example 1 or Example 3) compared to the menthol-containing smoking article (Comparative Example 1 or Comparative Example 3) or the smoking article containing a cooling agent other than the methyl menthol derivative (Comparative Example 2 or Comparative Example 4). By using a cooling agent with a high throat-cooling property, smokers can enjoy a cooling sensation unlike anything they have experienced before. Furthermore, the smoking article containing the methyl menthol derivative (Example 2) to which the carrier hydroxypropyl cellulose was added was also felt by the majority of evaluators to be the coolest in the throat, similar to Example 1 to which hydroxypropyl cellulose was not added. This confirms that the throat-cooling characteristic of the methyl menthol derivative confirmed by the sensory evaluation results is expressed regardless of whether hydroxypropyl cellulose is added. As mentioned above, the carrier inhibits the evaporation and dissipation of flavorings and cooling ingredients, improving storage durability, and is also expected to protect the flavorings and cooling ingredients from physical damage.

[0154] (4) Storage Resistance The non-combustion heat-activated smoking articles of Examples 1 and 2 and Comparative Examples 1 and 2 prepared as described above were stored at 30°C for 5 days under open-to-air conditions. Each non-combustion heat-activated smoking article after storage was then placed in the non-combustion externally heated smoking system shown in FIG. 2 . Furthermore, the non-combustion heat-activated smoking articles of Example 3 and Comparative Examples 3 and 4 prepared as described above before storage were stored at 30°C for 5 days under open-to-air conditions. Conventional products are stored under nearly sealed conditions using polypropylene film or the like to suppress the volatility of menthol and other substances. On the other hand, storing the smoking articles under open-to-air conditions at 30°C as described above is considered to be a more severe storage condition. The cooling sensation of each smoking article after storage prepared in this manner was evaluated based on the procedures and evaluation criteria described above in "(1) Cool Sensation Intensity." The evaluation results are shown in Table 7. The column labeled "After Storage" in Table 7 indicates the evaluation results for each smoking article after storage. Meanwhile, in Table 7, the column labeled "Before storage" also shows the evaluation results of each smoking article before storage in Table 2 above.

[0155]

[0156] As shown in Table 7, regardless of whether they were combustible smoking articles or non-combustible heating smoking articles, the cooling sensation intensity after storage decreased for menthol-containing smoking articles (Comparative Examples 1 and 3) and smoking articles containing cooling agents other than methyl menthol derivatives (Comparative Examples 2 and 4). On the other hand, the cooling sensation intensity after storage for the methyl menthol derivative-containing smoking articles (Examples 1 and 3) was equal to or greater than the cooling sensation intensity before storage. Furthermore, the methyl menthol derivative-containing smoking article (Example 2) containing the carrier hydroxypropyl cellulose, like Example 1 without hydroxypropyl cellulose, exhibited a cooling sensation intensity after storage equal to or greater than the cooling sensation intensity before storage. This confirms that the characteristic of the methyl menthol derivative-containing smoking articles confirmed in the sensory evaluation results, that the cooling sensation intensity after storage was equal to or greater than the cooling sensation intensity before storage, is exhibited regardless of whether hydroxypropyl cellulose is added. As described above, the carrier is expected to have the effect of preventing the volatilization and dissipation of the flavoring and cooling sensation component and improving the storage durability, as well as protecting the flavoring and cooling sensation component from physical damage.

[0157] Without being bound by theory, the reason why the cooling sensation intensity of only the smoking articles containing methyl menthol derivatives became equal to or greater than that before storage can be inferred as follows. It is inferred that during storage, the moisture contained in the tobacco and volatile components derived from the tobacco volatilized and decreased, while the methyl menthol derivatives remained without volatilizing. Therefore, it is inferred that the cooling sensation of the methyl menthol derivatives became more noticeable overall.

[0158] <Evaluation of Storage Resistance in GC Measurement> (1) Measurement of Menthol and Each Cooling Agent in Tobacco Filler in an Open System Ethanol was added to each of menthol and each cooling agent (the above-mentioned COOLACT (registered trademark) 370 and Symcool (registered trademark) WS-23) to dissolve them, and each solution was prepared. Each solution obtained as described above was added to the tobacco filler portion of a combustion-type smoking article using a microsyringe (Ito Microsyringe, MS-50, manufactured by Ito Seisakusho) so that the content of menthol or each cooling agent relative to the tobacco weight was 5000 ppm, and the sample obtained immediately after addition was designated the "cigarette sample before storage." Furthermore, each solution obtained as described above was added to the tobacco filler portion of a non-combustion heat-type smoking article (a tobacco stick including a tobacco filler portion and a filter portion) using the microsyringe so that the content of menthol or each cooling agent relative to the tobacco weight was 5000 ppm, and the sample obtained immediately after addition was designated the "tobacco stick sample before storage." The cigarettes and tobacco sticks into which menthol or each cooling agent had been injected were then placed on a tray (Disposable Tray DT-1, manufactured by AS ONE) and stored for 5 days in an incubator (SCI-13 Compact Incubator, manufactured by SIBATA) set at 30°C, and these were designated as "cigarette samples after storage" and "tobacco stick samples after storage," respectively.

[0159] In addition, 1.0 g of quinoline was accurately weighed as an internal standard substance and diluted to 1 L with methanol to prepare the extraction solvent. The pre-storage cigarette sample, pre-storage tobacco stick sample, post-storage cigarette sample, and post-storage tobacco stick sample obtained as described above were each subjected to the following treatment. The tobacco filler portion of each sample was removed and placed in a screw tube, and 10 mL of the extraction solvent prepared as described above was added. Each screw tube was then shaken at 200 rpm for 20 minutes, allowed to stand overnight, and then shaken again at 200 rpm for 20 minutes to obtain each extract sample of the tobacco filler portion. The obtained extract samples were referred to as "pre-storage cigarette extract sample," "pre-storage tobacco stick extract sample," "post-storage cigarette extract sample," and "post-storage tobacco stick extract sample," respectively, corresponding to the pre-storage cigarette sample, pre-storage tobacco stick sample, post-storage cigarette sample, and post-storage tobacco stick sample.

[0160] Each extract sample obtained as described above was collected using a syringe (25 mL, SS-02SZ, manufactured by Terumo Corporation) and filtered through a filter (Prem Syringe Filter, RC: 0.45 μm, manufactured by Agilent Technologies). The liquids obtained after filtration were used as the extract samples for analysis (respectively, "extract sample for analysis of cigarettes before storage," "extract sample for analysis of tobacco sticks before storage," "extract sample for analysis of cigarettes after storage," and "extract sample for analysis of tobacco sticks after storage").

[0161] Target ions and qualifier ions were selected for each cooling agent as shown below. Target ions and qualifier ions were also selected for quinoline, which was used as an internal standard. ・Menthol (target ion: m / z=95.1, qualifier ions: m / z=71.0, 81.1) ・Symcool® WS-23 (target ion: m / z=114.0, qualifier ions: m / z=57.0, 102.0) ・COOLACT® 370 (target ion: m / z=211.2, qualifier ions: m / z=97.0, 168.1) ・Quinoline (target ion: m / z=129.1, qualifier ions: m / z=76.0, 102.0)

[0162] Then, GC / MS analysis was performed on each analytical extract sample obtained as described above under the following conditions. (Measurement equipment and conditions) Equipment: Agilent Technologies Column: HP-5MS (Agilent Technologies), inner diameter 0.25 mm x length 30 m, film thickness 0.25 μm Injection volume: 1 μl Injection mode: Split (10:1) Injection port temperature: 270°C Septum purge flow rate: 5 mL / min Carrier gas: Helium (He) Column flow rate: 1 ml / min (constant flow mode) Oven: 40°C (3 min) - 10°C / min - 280°C (10 min) MS conditions Solvent waiting time: 4 min Ionization method: Electron impact ionization (EI), 70 eV Ion source temperature: 230°C Quadrupole temperature: 150°C Measurement mode: SIM Transfer line temperature: 280°C

[0163] From the chromatogram obtained for each analytical extract sample, the area area of ​​menthol or each cooling agent and the area area of ​​the internal standard were used to calculate the internal standard ratio for menthol or each cooling agent according to the following formula: Internal standard ratio = area area of ​​menthol or cooling agent / area area of ​​internal standard

[0164] Using the internal standard ratios obtained above, the residual ratios when menthol or each cooling agent was added to cigarettes or tobacco sticks were calculated to three significant figures based on the following formula. The results for cigarettes (combustible smoking articles) are shown in Table 8, and the results for tobacco sticks (non-combustible heating smoking articles) are shown in Table 9. Residual ratio = (internal standard ratio of menthol or each cooling agent in the analytical extract sample after storage) / (internal standard ratio of menthol or each cooling agent in the analytical extract sample before storage) × 100

[0165]

[0166]

[0167] The results in Tables 8 and 9 indicate that, regardless of whether the smoking article is a combustible smoking article or a non-combustible heating smoking article, the amount of cooling agent other than menthol and methyl menthol derivatives (Symcool (registered trademark) WS-23) contained in the tobacco after storage decreased compared to before storage. On the other hand, the amount of methyl menthol derivatives (COOLACT (registered trademark) 370) contained in the tobacco remained almost unchanged before and after storage. This suggests that, regardless of whether the smoking article is a combustible smoking article or a non-combustible heating smoking article, smoking articles containing methyl menthol derivatives have superior storage durability compared to menthol-containing smoking articles and smoking articles containing cooling agents other than methyl menthol derivatives.

[0168] (2) Measurement of menthol and cooling agents in tobacco filler and filter in a closed system A solution was prepared by adding methanol to a methylmenthol derivative (COOLACT (registered trademark) 370 described above) to dissolve it. The solution obtained as described above was added to the tobacco filler portion of a non-heat-type smoking article (a tobacco stick including a tobacco filler portion and a filter portion) using the microsyringe described above so that the content of the methylmenthol derivative relative to the tobacco weight was 2500 ppm, 5000 ppm, or 10000 ppm. The sample immediately after addition was designated as a "tobacco stick sample before storage." The tobacco stick into which the methylmenthol derivative had been injected was placed in a RamieZip (AL-5, manufactured by Seisan Nippon Sha) and stored for 5 days in an incubator (SCI-13 COMPACT INCUBATOR, manufactured by SIBATA) set at 30°C, and designated as a "tobacco stick sample after storage." The tobacco stick samples before storage or after storage obtained as described above were then subjected to the following treatments. For each sample, the tobacco filler portion and filter portion were removed and placed in separate screw tubes, and 10 mL of methanol was added. Each screw tube was then shaken at 200 rpm for 20 minutes, allowed to stand overnight, and then shaken again at 200 rpm for 20 minutes, thereby obtaining extract samples for the tobacco filler portion and the filter portion. The obtained extract samples were designated "pre-storage tobacco stick extract sample" and "post-storage tobacco stick extract sample" in correspondence with the pre-storage tobacco stick sample and the post-storage tobacco stick sample, respectively.

[0169] Each extract sample obtained as described above was collected using a syringe (25 mL, SS-02SZ, manufactured by Terumo Corporation) and filtered through a filter (Prem Syringe Filter, RC: 0.45 μm, manufactured by Agilent Technologies). The liquid obtained after filtration was used as each extract sample for analysis ("extract sample for analysis of tobacco sticks before storage" and "extract sample for analysis of tobacco sticks after storage", respectively).

[0170] Then, each of the analytical extract samples obtained as described above was subjected to GC / MS analysis under the following conditions. (Measurement equipment and conditions) Gas chromatography (GC / MS) Equipment: Agilent Technologies Column: HP-5MS (Agilent Technologies), inner diameter 0.25 mm x length 30 m, film thickness 0.25 μm Injection volume: 1 μl Injection mode: Split (10:1) Injection port temperature: 270°C Septum purge flow rate: 5 mL / min Carrier gas: Helium (He) Column flow rate: 1 ml / min (constant flow mode) Oven: 40°C (3 min) - 4°C / min - 280°C (20 min) MS conditions Solvent waiting time: 4 min Ionization method: Electron impact ionization (EI), 70 eV Ion source temperature: 230°C Quadrupole temperature: 150°C Measurement mode: Scan MS scan range: m / z 26-450 Threshold: 50 Sampling rate: 2 Transfer line temperature: 280°C

[0171] Figures 7 to 9 are total ion chromatograms by GC / MS of tobacco stick samples before storage, to which a methyl menthol derivative (COOLACT (registered trademark) 370) was added at 2500 ppm, 5000 ppm, and 10000 ppm, respectively, relative to the tobacco stick. In Figures 7 to 9, the upper part is a total ion chromatogram of the extract from the tobacco filler portion, and the lower part is a total ion chromatogram of the extract from the filter portion. The peak of the methyl menthol derivative is located near RT (retention time): 53.05 in Figure 7, and near RT: 53.07 in Figures 8 and 9.

[0172] 7 to 9, a peak derived from the methyl menthol derivative was detected in the extract from the tobacco filler portion, but no peak derived from the methyl menthol derivative was detected in the extract from the filter portion. This indicates that the methyl menthol derivative did not migrate from the tobacco filler portion to the filter portion immediately after addition (before storage).

[0173] Figures 10 to 12 are total ion chromatograms by GC / MS of stored tobacco stick samples to which a methyl menthol derivative (COOLACT (registered trademark) 370) was added at 2500 ppm, 5000 ppm, and 10000 ppm, respectively, relative to the tobacco stick. In Figures 10 to 12, the upper part is a total ion chromatogram of the extract from the tobacco filler portion, and the lower part is a total ion chromatogram of the extract from the filter portion. The peaks of the methyl menthol derivative are located near RT: 53.00 in Figure 10, near RT: 53.03 in Figure 11, and near RT: 53.06 in Figure 12.

[0174] 10 to 12, peaks derived from the methyl menthol derivatives were detected in the extract from the tobacco packing portion, but no peaks derived from the methyl menthol derivatives were detected in the extract from the filter portion. This indicates that, just as before storage, the methyl menthol derivatives did not migrate from the tobacco packing portion to the filter portion even after storage. This suggests that the methyl menthol derivatives remain in the area where they were originally added, and that smoking articles containing the methyl menthol derivatives can be expected to have the same cooling sensation intensity after storage as before storage.

[0175] From the above, it was found that a flavor ingredient-containing component containing a cooling sensation agent (A) of the present invention having a retention index (RI) of 1300 or more is superior in cooling sensation intensity compared to menthol. It was also found that the flavor ingredient-containing component is characterized by less bitterness compared to menthol. It was also found that the flavor ingredient-containing component is superior in storage durability compared to flavor ingredient-containing components containing cooling sensation agents other than menthol or the cooling sensation agent (A).

[0176] REFERENCE SIGNS LIST 10 Heating device 11 Body 12 Heater 13 Metal tube 14 Battery unit 15 Control unit 16 Recess 17 Ventilation hole 20 Non-combustion heating smoking article 20A Smoking segment 20B Connecting portion 20C Filter portion 21 Smoking composition sheet or material derived therefrom 22 Wrapper 23 Paper tube 24 Ventilation hole portion 25 First segment 25a First filling layer 25b Inner plug wrapper 26 Second segment 26a Second filling layer 26b Inner plug wrapper 27 Outer plug wrapper 28 Wrapper 30 Non-combustion heating smoking article 30A Main body 30B Aerosol source holding portion 30C Added ingredient holding portion 31 Power source 32 Control portion 33 Suction sensor 34 Storage portion 35 Supply portion 36 Load 37 Remaining amount sensor 38 Tobacco filler

Claims

1. Components of smoking articles, and A flavoring material containing a cooling agent (A) having a retention index (RI) of 1,300 or more in a chromatogram obtained by analyzing the flavoring material by gas chromatography with a mass spectrometer (GC / MS) using a column whose stationary phase is 95% dimethylpolysiloxane / 5% phenyl-methylpolysiloxane. wherein the flavoring material is flavored into a component of the smoking article.

2. 2. The flavoring ingredient-perfumed component according to claim 1, wherein the cooling agent (A) has a retention index (RI) of 2000 or more.

3. 3. The flavoring ingredient-perfumed component according to claim 1, wherein the cooling sensation agent (A) has a retention index (RI) of 2,400 or more and 2,600 or less.

4. The cooling sensation agent (A) is represented by the following general formula (1): 【Chemical 1】 {In formula (1), the * symbol represents an asymmetric carbon atom, X represents a hydrogen atom or a substituent, and Y represents an aryl group having 6 to 20 carbon atoms which may have a substituent.} 3. The flavoring ingredient perfuming component according to claim 1, comprising a methylmenthol derivative represented by the formula:

5. 3. The flavoring ingredient-perfumed component according to claim 1, wherein the content of the cooling sensation agent (A) relative to the flavoring ingredient-perfumed component is 1 ppm or more.

6. 3. The flavoring ingredient perfuming component of claim 1 or 2, wherein the flavoring ingredient comprises a fragrance, a cooling ingredient, or a combination thereof.

7. 7. The flavoring ingredient perfuming component of claim 6, wherein the cooling component comprises a cooling agent, a cooling flavor component, or a combination thereof.

8. 8. The flavoring ingredient-added perfuming component according to claim 7, wherein the cooling sensation agent comprises the cooling sensation agent (A) and a cooling sensation agent other than the cooling sensation agent (A).

9. 8. The flavoring ingredient perfuming component of claim 7, wherein the cooling flavor ingredient comprises menthol, menthone, peppermint oil, or mixtures thereof.

10. 8. The flavoring ingredient-perfumed component according to claim 7, wherein the content of the cooling flavor component relative to the flavoring ingredient-perfumed component is 0.0001 to 99% by weight.

11. 7. The flavoring ingredient perfuming component of claim 6, wherein the flavoring comprises a natural flavoring, a synthetic flavoring, or a mixture thereof.

12. 3. The flavoring ingredient perfuming component of claim 1 or 2, wherein the flavoring ingredient further comprises a carrier.

13. 13. The flavoring ingredient perfuming component of claim 12, wherein the carrier comprises a carbohydrate, a cellulose derivative, a non-pulp fiber, a lipid, polyvinylpyrrolidone, polyvinyl alcohol, or a mixture thereof.

14. 3. The flavoring ingredient perfuming component of claim 1 or 2, wherein the flavoring ingredient further comprises an emulsifier.

15. 3. The flavoring ingredient-perfumed component according to claim 1, wherein the flavoring ingredient is in a liquid, semi-solid, or solid state.

16. 3. The flavoring ingredient perfuming component of claim 1 or 2, wherein the flavoring ingredient perfuming component further comprises an aerosol source.

17. 17. The flavoring ingredient perfuming component of claim 16, wherein the aerosol source comprises a polyhydric alcohol, triethyl citrate, triacetin, or a mixture thereof.

18. 3. The flavoring ingredient-perfumed component of claim 1 or 2, wherein the smoking article component comprises a nicotine source.

19. 3. The flavoring ingredient perfuming component of claim 1 or 2, wherein the flavoring ingredient perfuming component further comprises an adsorbent.

20. 3. The flavoring material-perfumed component according to claim 1 or 2, wherein the component of a smoking article is a tobacco filler, a filter, a tube, a cigarette paper, a tipping paper, a plug, a pouch, or a liquid.

21. 3. The flavoring material-perfumed component according to claim 1, wherein the component of the smoking article is a nonwoven fabric.

22. A smoking article comprising the flavoring ingredient-perfumed component of claim 1 or 2.

23. 23. The smoking article of claim 22, which is a heated smoking article.

24. 23. The smoking article of claim 22, which is a combustible smoking article.

25. 23. The smoking article of claim 22, which is a smokeless smoking article.

26. 23. The smoking article of claim 22, which is an electronic cigarette.

Images