Composition containing menthol

Abstract

To provide novel compositions, etc. [Solution] The composition contains l-menthol and at least one component (X) selected from at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms.

Description

[Technical Field]

[0001] The present invention relates to compositions containing l-menthol (for example, a technique for dissolving l-menthol at a high concentration in a composition). [Background technology]

[0002] l-menthol is a compound that provides a cooling sensation and has been used in chewing gum, breath fresheners, and tobacco flavorings. While solutions with high concentrations of l-menthol are desired to enhance this cooling sensation, l-menthol is lipid-soluble and highly crystalline, making it difficult to dissolve at high concentrations in solutions.

[0003] On the other hand, attempts have been made to dissolve l-menthol using additives, for example, a method to prevent recrystallization of menthol after tableting at a concentration of 50 wt% or less using an emulsifier with an HLB of 10-16 and propylene glycol of 30 wt% or more (Patent Document 1), a method to prevent the precipitation of l-menthol crystals by including 2-50 parts by weight of d-neomenthol per 100 parts by weight of l-menthol (Patent Documents 2 and 3), a method to prevent the precipitation of l-menthol crystals by blending 0.1-0.5 wt% by mass of sugar fatty acid esters, a terpene compound that is liquid at 25°C, a carboxylic acid ester compound with a total of 12-18 carbon atoms, and a polyglycerin fatty acid ester which is a monoester of a fatty acid with 5-10 carbon atoms condensed together (Patent Document 4), and a method to prevent the precipitation of l-menthol crystals by blending lecithin and / or organic acid monoglycerides, triglycerides, and ghattigum (Patent Document 5). Furthermore, it has been reported that MCT dissolves l-menthol best as a solvent, better than corn oil, peanut oil, sunflower oil, canola oil, and glycerin, and that it is a stable liquid up to 48.7 wt% at 20°C (Patent Document 6). [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Patent No. 3094207 [Patent Document 2] Japanese Patent Publication No. 2010-051246 [Patent Document 3] Patent No. 4750162 [Patent Document 4] Patent No. 4861650 [Patent Document 5] Patent No. 5871609 [Patent Document 6] International Publication No. 2014 / 117265 brochure [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] However, emulsifiers such as sugar fatty acid esters and fatty acid monoesters may be avoided depending on their intended use. For example, formulations containing such emulsifiers may hinder encapsulation when manufacturing capsules with high concentrations of menthol (a challenge). Furthermore, d-neomenthol is not generally available and can only be procured through extraction or synthesis, raising concerns about its high cost. In addition, MCT alone has limitations in improving the solubility of l-menthol and is expensive, so there is a need for alternatives to MCT or components that can be substituted as part of MCT. In view of these and other factors, the object of the present invention is to provide a component (a new component) that is useful for dissolving l-menthol (inhibiting crystallization). [Means for solving the problem]

[0006] As a result of diligent research to achieve the above objectives, the inventors of the present invention have discovered that certain specific components and components determined based on specific indicators (such as the water / octanol partition coefficient) are useful for dissolving l-menthol (hereinafter sometimes simply referred to as menthol) (they can promote dissolution, improve or enhance dissolution), and have completed the present invention.

[0007] In other words, the present invention relates to the following inventions, etc.

[0008] [1] A composition containing l-menthol and at least one component (X) selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms. [2] A composition containing l-menthol and component (X) that satisfies at least one of the following conditions (1) and (2). (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less [3] l-menthol and A composition containing a component (X) that satisfies at least one of the following conditions (1) and (2), and is at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms. (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less [4] The composition according to [2] or [3], wherein component (X) satisfies at least condition (1). [5] A composition according to any one of [2] to [4] wherein component (X) satisfies conditions (1) and (2). [6] The composition according to any one of [2] to [5], comprising component (X) such that the logP is 0.3 to 8 and / or the HLB value is 9 or less. [7] The composition according to any one of [1] to [6], wherein component (X) comprises at least one selected from dicarboxylic acid diesters, diol diesters, monocarboxylic acid esters, triol trysters, tricarboxylic acid trysters, diol diethers, and diamines. [8] Component (X) is an aliphatic dicarboxylic acid diester, a diester of an aliphatic diol having 3 or more carbon atoms, an aliphatic monocarboxylic acid ester, or an aliphatic triol triC 1-6 The composition according to any one of claims 1 to 7, comprising at least one selected from fatty acid esters, aliphatic diol diethers, and N-alkyl-substituted diamines. [9] A composition according to any one of [1] to [8], wherein component (X) comprises an aliphatic dicarboxylic acid diester.

[10] The composition according to any one of [1] to [9], wherein component (X) is a diester of an aliphatic dicarboxylic acid having 4 or more carbon atoms.

[11] The composition according to any one of [1] to

[10] , wherein component (X) comprises at least one selected from diesters of succinate (e.g., dialkyl succinate such as diethyl succinate), diesters of adipate (e.g., dialkyl adipate such as diisobutyl adipate), and diesters of sebacate (e.g., dialkyl adipate such as diethyl sebacate).

[12] The composition according to any one of [1] to

[11] , wherein component (X) comprises at least one selected from 1-decanol, 1-dodecanol, 1-hexadecanol, and benzyl alcohol.

[13] The composition according to any one of [1] to

[12] , wherein component (X) comprises at least one selected from 1-dodecanol and 1-hexadecanol.

[14] A composition according to any one of [1] to

[13] , comprising an alcohol having 6 or more carbon atoms and a component (X) other than an alcohol having 6 or more carbon atoms and / or a fat or oil (e.g., MCT).

[15] C10-16 A composition according to any one of [1] to

[14] , comprising at least one selected from alkanols and aralkyl alcohols, and at least one selected from dicarboxylic acid esters (especially aliphatic dicarboxylic acid diesters) and oils and fats (especially MCTs).

[16] The composition according to any one of [1] to

[15] , wherein the concentration of l-menthol is 20% by mass or more (for example, 25% by mass or more).

[17] The composition according to any one of [1] to

[16] , wherein the concentration of l-menthol is 30% by mass or more [for example, 35% by mass or more (for example, 35 to 80% by mass)].

[18] The composition according to any one of [1] to

[17] , wherein the concentration of l-menthol is 50% by mass or more (for example, 55% by mass or more).

[19] The composition according to any one of [1] to

[18] , wherein the proportion of component (X) is 80% by mass or less (for example, 75% by mass or less) of the total amount of l-menthol and component (X).

[20] The composition according to any one of [1] to

[19] , wherein the proportion of component (X) is 50% by mass or less (for example, 45% by mass or less) of the total amount of l-menthol and component (X). [twenty one] Furthermore, the composition according to any one of [1] to

[20] contains oils and fats (especially MCTs). [twenty two] A pharmaceutical composition, the composition described in any of [1] to

[21] . [twenty three] A capsule comprising a core (contents, liquid) and a shell, wherein the core (contents) is a composition described in any of [1] to

[22] (or the core contains l-menthol and component (X)). [twenty four] A filter containing a capsule (a filter incorporating a capsule, a filter composed of a filter member incorporating a capsule), wherein the capsule comprises at least one capsule (first capsule) consisting of a core (contents, liquid contents) and a shell, and the core (contents) is the composition described in any of claims 1 to 22 (or the core contains l-menthol and component (X)). [twenty five] Tobacco containing any of the compositions described in [1] to

[22] (or l-menthol and component (X)).

[26] An inhalation device containing the composition described in any of [1] to

[22] (or l-menthol and component (X)).

[27] A smoking device, as described in

[26] , an inhalation device.

[28] A tobacco or smoking device according to any one of

[25] to

[27] , comprising the capsule or filter described in

[23] or

[24] .

[29] A cosmetic product containing the composition described in any of [1] to

[22] (or l-menthol and component (X)).

[30] A fragrance, oral product, or cosmetic product as described in

[29] .

[31] Food or beverage containing any of the compositions described in [1] to

[22] (or l-menthol and component (X)).

[32] Food and beverages as described in

[31] , in the form of capsules.

[33] A pharmaceutical product containing any of the compositions described in [1] to

[22] .

[34] A drug described in

[33] that is a gastric peristalsis inhibitor.

[35] An agent for improving the solubility of l-menthol (crystallization inhibitor), comprising at least one component (X) selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms.

[36] An agent for improving the solubility of l-menthol, comprising a component (X) that satisfies at least one of the following conditions (1) and (2). (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less

[37] An agent for improving the solubility of l-menthol, which satisfies at least one of the following conditions (1) and (2), and comprises component (X) containing at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms. (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less

[38] A method for improving the solubility of l-menthol (inhibiting crystallization) by contacting l-menthol with the following component (X). Component (X) comprising at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms.

[39] A method for improving the solubility of l-menthol by contacting it with the following component (X). A component (X) that satisfies at least one of the following conditions (1) and (2): (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less

[40] A method for improving the solubility of l-menthol by contacting it with the following component (X). A component (X) that satisfies at least one of the following conditions (1) and (2), and includes at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms. (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less

[41] A method of ingesting l-menthol intrapulmonaryly using the capsule or filter described in

[23] or

[24] (by destroying the capsule).

[42] A method for ingesting l-menthol intrapulmonaryly using tobacco, inhalation devices and / or cosmetics, as described in any of

[25] to

[28] .

[0009] [Claim 1] A composition containing, as a solvent, a compound whose water / octanol partition coefficient (log P) is between 1.0 and 3.5, as published in PubChem (PubChem 2019 update: improved access to chemical data. Nucleic acids research, 47(D1), D1102-D1109.), and l-menthol. [Claim 2] A composition containing a compound as a solvent whose water / octanol partition coefficient (log P) is between 1.2 and 3.5, as published in PubChem (PubChem 2019 update: improved access to chemical data. Nucleic acids research, 47(D1), D1102-D1109.), and l-menthol. [Claim 3] A composition containing a compound having an HLB value (Hydrophilic-Lipophilic Balance) of 4.2 or higher and 8.6 or lower as a solvent, and l-menthol. [Claim 4] A composition containing a compound having an HLB value (Hydrophilic-Lipophilic Balance) of 4.2 or higher and 7.5 or lower as a solvent, and l-menthol. [Claim 5] The composition according to any one of claims 1 to 4, wherein the l-menthol content is 20 wt% or more relative to 100 wt% of the total amount of the solvent and l-menthol. [Claim 6] The composition according to any one of claims 1 to 5, wherein the l-menthol content is 35 wt% or more relative to 100 wt% of the total amount of the solvent and l-menthol. [Claim 7] The composition according to any one of claims 1 to 6, wherein the solvent is a dicarboxylic acid diester. [Claim 8] The composition according to claim 7, wherein the dicarboxylic acid diester is at least one selected from diethyl succinate, diisobutyl adipate, and diethyl sebacate. [Claim 9] The composition according to any one of claims 1 to 6, wherein the solvent is a diol diester. [Claim 10] The composition according to claim 9, wherein the diol diester is at least one selected from ethylene glycol diacetate, 1,6-hexanediol diacetate, and 1,8-octanediolic diacetate. [Claim 11] The composition according to any one of claims 1 to 6, wherein the solvent is a monoester. [Claim 12] The composition according to claim 11, wherein the monoester is at least one selected from ethyl decanoate, ethyl laurate, ethyl palmitate, and benzyl benzoate. [Claim 13] The composition according to any one of claims 1 to 6, wherein the solvent is a triol tryster. [Claim 14] The composition according to claim 13, wherein the triol triester is tributyline. [Claim 15] The composition according to any one of claims 1 to 6, wherein the solvent is a tricarboxylic acid triester. [Claim 16] The composition according to claim 15, wherein the tricarboxylic acid triester is triethyl citrate. [Claim 17] The composition according to any one of claims 1 to 6, wherein the solvent is a diol diether. [Claim 18] The composition according to claim 17, wherein the diol diether is at least one selected from diethylene glycol dibutyl ether and ethylene glycol dibutyl ether. [Claim 19] The composition according to any one of claims 1 to 6, wherein the solvent is an N,N'-alkyldiamine. [Claim 20] The composition according to claim 19, wherein the N,N'-alkyldiamine is N,N'-diethyl-1,6-hexanediamine. [Claim 21] Dicarboxylic acid diesters and C 10-16 A solvent consisting of a mixture with at least one of the alcohols, A composition containing l-menthol, A composition having an l-menthol content of 55 wt% or more relative to a total amount of the solvent and l-menthol of 100 wt%. [Claim 22] The total amount of the solvent and the l-menthol is 100 wt%, and the dicarboxylic acid diester is 26 wt% or more, C 10-16 The composition according to claim 21, containing less than 5 wt% alcohol. [Claim 23] The composition according to claim 21, wherein the alcohol contained in the solvent is an alcohol whose water / octanol partition coefficient (log P) is 4.6 or more and 7.3 or less, as published in PubChem (PubChem 2019 update: improved access to chemical data. Nucleic acids research, 47(D1), D1102-D1109.). [Claim 24] The composition according to claim 21, wherein the alcohol contained in the solvent has an HLB value (Hydrophilic-Lipophilic Balance) of 3.1 or more and 5.0 or less. [Claim 25] The composition according to claim 21, wherein the alcohol contained in the solvent is 1-dodecanol. [Claim 26] The composition according to any one of claims 1 to 6, further comprising MCT. [Claim 27] A capsule having a shell filled with the composition according to any one of claims 1 to 26. [Claim 28] A capsule in which at least one of the compositions described in any one of claims 1 to 26 is filled inside the shell, A filter member incorporating the aforementioned capsule, A filter for inhalation devices equipped with the following features. [Claim 29] A cigarette comprising the filter for an inhalation device as described in claim 28. [Claim 30] An inhalation device comprising the filter for an inhalation device described in claim 28. [Claim 31] Food or beverage comprising the composition according to any one of claims 1 to 26. [Claim 32] A pharmaceutical composition comprising the composition described in any one of claims 1 to 26. [Claim 33] A method for dissolving menthol at a high concentration using the composition described in any one of claims 1 to 6. [Effects of the Invention]

[0010] The present invention provides a component useful for dissolving menthol. Such components can form a composition (e.g., a solution) together with menthol.

[0011] By selecting such components (for example, solvents), it is possible to achieve menthol dissolution by replacing some or all of the aforementioned components such as emulsifiers, d-neomenthol, and MCT. Therefore, such ingredients can be used in applications where the use of emulsifiers is undesirable (e.g., capsule contents), and can also be made more affordable.

[0012] In particular, some of these ingredients are especially excellent at dissolving menthol (for example, they can achieve menthol solubility equivalent to or better than that of MCT when compared to the same mass of MCT). Therefore, in other aspects of the present invention, by using such excellent components, it is possible to efficiently achieve a high concentration of menthol (high concentration in the composition).

[0013] Furthermore, some components of the present invention do not impair the aroma of menthol. Therefore, in another aspect of the present invention, by using such components, it is possible to dissolve menthol without impairing its aroma. This other aspect of the present invention is suitable for applications where the purpose of incorporating menthol is for its aroma (flavor).

[0014] As described above, the present invention can provide various embodiments of the invention, and of course, it can also provide inventions that combine multiple embodiments. For example, in an embodiment of the present invention, l-menthol can be dissolved at a high concentration without changing the scent using an inexpensive solvent. Furthermore, the solvent does not inhibit encapsulation and can be sealed in seamless capsules. [Modes for carrying out the invention]

[0015] The present invention will be described in detail below.

[0016] The composition of the present invention comprises l-menthol and a specific component (X).

[0017] [l-menthol] In the composition, the proportion (concentration) of l-menthol can be selected according to the form of the composition, the type of component (X) to be combined, the application, etc., and is not particularly limited, but is usually selected from a range of about 1% by mass or more (for example, 3% by mass or more), for example, 5% by mass (or weight % or wt%) or more (for example, 10% by mass or more), preferably 15% by mass or more, more preferably 20% by mass or more (for example, 22% by mass or more), even more preferably 25% by mass or more, particularly preferred It may be 30% by mass or more (for example, 32% by mass or more), or 35% by mass or more (for example, 38% by mass or more, 40% by mass or more, 42% by mass or more, 45% by mass or more, 48% by mass or more, 50% by mass or more, 52% by mass or more, 55% by mass or more, 58% by mass or more, 60% by mass or more, 62% by mass or more, 65% by mass or more, 68% by mass or more, 70% by mass or more, 72% by mass or more, 75% by mass or more, 78% by mass or more, 80% by mass or more, etc.).

[0018] The upper limit of the l-menthol percentage (concentration) can be selected according to the form of the composition, the type of component (X) (solubility of l-menthol), the intended use, etc. For example, it may be 99% by mass, 97% by mass, 95% by mass, 93% by mass, 90% by mass, 88% by mass, 85% by mass, 82% by mass, 80% by mass, 78% by mass, 75% by mass, 72% by mass, 70% by mass, 68% by mass, 65% by mass, 62% by mass, 60% by mass, 58% by mass, 55% by mass, 52% by mass, 50% by mass, 48% by mass, 45% by mass, 42% by mass, 40% by mass, 38% by mass, 35% by mass, etc.

[0019] The range of l-menthol percentage (concentration) may be set by appropriately combining the upper and lower limits of the above range (for example, 20-95% by mass, 30-90% by mass, 55-85% by mass, etc.) (the same applies to the description of ranges in this specification).

[0020] The proportion of l-menthol may be selected depending on the type, combination, and proportion of other components (e.g., component (X), carrier, fragrance, etc.).

[0021] In addition, in compositions (for example, compositions at room temperature or room temperature, compositions at temperatures below the melting point of l-menthol), l-menthol may normally be dissolved (solid solution) without solidifying (crystallizing, solidifying on its own).

[0022] In the compositions of the present invention, it is possible to dissolve l-menthol even at high concentrations such as those mentioned above (for example, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, etc.).

[0023] Furthermore, the ratio (concentration) of l-menthol to the total amount (sum) of l-menthol and component (X) [when the total amount is set to 100% by mass (wt%)] can also be selected from the above range (for example, 20% by mass or more, 30% by mass or more, 50% by mass or more, 20-95% by mass, 30-90% by mass, 55-85% by mass, etc.).

[0024] [Component (X)] (Aspect of component (X) (1)) In this invention, a specific component is used as one embodiment (embodiment (1)) of component (X).

[0025] Specifically, component (X) (component (X) of embodiment (1)) comprises at least one selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms.

[0026] Furthermore, component (X) may be in liquid or solid form at room temperature (for example, 15-35°C). The solid component (X) is often liquid (for example, dissolved in a liquid component (X) or another component) in the composition at room temperature.

[0027] In particular, component (X) may contain components that are liquid at least at room temperature, and typically, component (X) (if there are two or more components (X), all components (X)) may be liquid at room temperature.

[0028] These points will be explained in detail below.

[0029] <Dicarboxylic acid ester> Dicarboxylic acid esters are esters of dicarboxylic acids. Such dicarboxylic acid esters may be monoesters (half-esters) or diesters, but they may also be dicarboxylic acid diesters in particular. Such dicarboxylic acid diesters are typically esters of one molecule of dicarboxylic acid and two molecules of alcohol. The two alcohol molecules may be the same or different molecules, but usually the two alcohol molecules are the same molecule.

[0030] The dicarboxylic acid is not particularly limited, but examples include aliphatic dicarboxylic acids and aromatic dicarboxylic acids. The aliphatic dicarboxylic acid may be either saturated or unsaturated. Furthermore, the aliphatic dicarboxylic acid may be linear (including branched) or cyclic. In addition, the dicarboxylic acid may be an oxycarboxylic acid or the like. Specific dicarboxylic acids include, for example, aliphatic dicarboxylic acids [for example, saturated dicarboxylic acids (for example, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebaic acid, cyclohexanedicarboxylic acid, etc.] 2-20 Saturated dicarboxylic acid, preferably C 2-16 Saturated dicarboxylic acid, more preferably C 4-12 Saturated dicarboxylic acids, unsaturated dicarboxylic acids (e.g., fumaric acid, maleic acid, cyclohexenedicarboxylic acid, etc.) 4-20Unsaturated dicarboxylic acids, preferably C 2-16 Unsaturated dicarboxylic acids, more preferably C 4-12 Unsaturated dicarboxylic acids), etc., aromatic dicarboxylic acids [for example, C such as phthalic acid, isophthalic acid, terephthalic acid, etc. 8-20 Aromatic dicarboxylic acids, preferably C 8-16 Aromatic dicarboxylic acids, more preferably C 8-12 Aromatic dicarboxylic acids] etc. are included.

[0031] Also, the alcohol is not particularly limited, and examples thereof include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, etc. The alcohol may be either saturated or unsaturated. Also, the alcohol may be linear (including branched-chain) or cyclic. The alcohol may be either a monool or a polyol, but usually, a monool may also be used.

[0032] Specific alcohols (monools) include, for example, aliphatic alcohols [for example, alkanols (for example, methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, 2-ethylhexanol, decanol, dodecanol, cyclohexanol, etc.) of C 1-20 Alkanols, preferably C 1-12 Alkanols, more preferably C 1-6 Alkanols (for example, C 1-4 Alkanols)), aralkyl alcohols (for example, hydroxy C such as benzyl alcohol, phenethyl alcohol, etc. 1-4 Alkyl C 6-10 Arenes, etc.) are included.

[0033] Dicarboxylic acid esters include esters of all combinations of these. Specific examples of dicarboxylic acid diesters include, for example, aliphatic dicarboxylic acid diesters {for example, saturated dicarboxylic acid diesters [for example, diethyl malonate, dimethyl succinate, diethyl succinate, diethyl glutarate, diisobutyl adipate, dipropyl adipate, diethyl pimephosphate, diethyl suberate, diethyl azelaate, diethyl sebacate, etc. 2-20 Saturated dicarboxylic acid-diester (e.g., dialkyl ester (e.g., C) 1-10 Alkyl ester, C 1-6 [Diesters with aliphatic alcohols such as alkyl esters], unsaturated dicarboxylic acid diesters [for example, unsaturated C such as diethyl fumarate] 4-20 Saturated dicarboxylic acid-diesters (e.g., diesters with aliphatic alcohols), aromatic dicarboxylic acid esters (e.g., C2000-20000 phthalates), etc. 8-20 Examples include aromatic dicarboxylic acid-diesters (for example, diesters with aliphatic alcohols such as dialkyl esters).

[0034] Among these dicarboxylic acid esters, aliphatic dicarboxylic acid diesters are particularly preferred, and considering the aspect of aroma, diesters of saturated or unsaturated dicarboxylic acids with 4 or more carbon atoms (for example, diethyl succinate, diethyl sebacate, diisobutyl adipate, diethyl fumarate, etc.) 4-20 A saturated or unsaturated dicarboxylic acid (diester) is preferred.

[0035] Dicarboxylic acid diesters may be used alone or in combination of two or more types.

[0036] <Diol ester> A diol ester is an ester of a diol. Such a diol ester may be a monoester or a diester, but it may be a diol diester in particular. Such diol diesters are typically esters of one diol molecule and two carboxylic acid molecules. The two carboxylic acid molecules may be the same or different molecules, but usually the two carboxylic acid molecules are the same molecule.

[0037] The diol is not particularly limited, but examples include aliphatic diols (including aromatic aliphatic diols) and aromatic diols. The aliphatic diol may be saturated or unsaturated. The aliphatic diol may also be linear (including branched) or cyclic.

[0038] Specific examples of diols include aliphatic diols [for example, alkanediols (e.g., ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol, butylene glycol, pentanediol, hexanediol, heptanediol, octanediol, decanediol, dodecanediol, cyclohexanediol, cyclohexanedimethanol, etc.] 2-20 Alkanediol, preferably C 2-16 Alkanediol, more preferably C 2-12 Alcohols), polyalkanediols (e.g., diethylene glycol, dipropylene glycol, triethylene glycol, etc., di- to hexa-C) 2-6 Alkanediols), hydroxyalkylarenes (for example, di(hydroxyC) such as xylylene glycol) 1-4 Alkyl)C 6-10 This includes things like Aleene, etc.

[0039] Furthermore, the carboxylic acid is not particularly limited, but examples include aliphatic carboxylic acids (including aromatic aliphatic carboxylic acids) and aromatic carboxylic acids. The carboxylic acid may be saturated or unsaturated. The carboxylic acid may also be linear (including branched chains) or cyclic. In addition, the carboxylic acid may be an oxycarboxylic acid or the like. Note that the carboxylic acid may be either a monocarboxylic acid or a polycarboxylic acid, but a monocarboxylic acid is more typical.

[0040] Specific examples of carboxylic acids include aliphatic carboxylic acids (for example, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, margaric acid, stearic acid, oleic acid, cyclohexanecarboxylic acid, etc.). 1-30 Aliphatic carboxylic acids, preferably C 1-12 Aliphatic carboxylic acids, more preferably C 1-6 Aliphatic carboxylic acids, aromatic carboxylic acids (e.g., carboxyl C such as benzoic acid and salicylic acid) 6-10 This includes monocarboxylic acids such as arenes.

[0041] Diol esters include esters of all these combinations. Specific diol esters include, for example, aliphatic diol diesters [e.g., ethylene glycol diacetate, propylene glycol diacetate, 1,4-butanediol diacetate, butylene glycol diacetate, 1,6-hexanediol diacetate, 1,8-octanediolic diacetate, ethylene glycol bis(butyrate), triethylene glycol dibutyrate, etc.] 2-20 Examples include diol diesters such as aliphatic diol-diesters (for example, diesters with aliphatic carboxylic acids).

[0042] In particular, from the viewpoint of the solubility of l-menthol, aliphatic diols with 3 or more carbon atoms (for example, C 3-20 Aliphatic diol, C 4-16 Aliphatic diol, C 6-12 Diesters of aliphatic diols (for example, diesters with aliphatic carboxylic acids) may be suitably used.

[0043] Diol esters may be used alone or in combination of two or more types.

[0044] <Monocarboxylic acid ester> A monocarboxylic acid ester (monocarboxylic acid monoester) is an ester of a monocarboxylic acid (an ester of a monocarboxylic acid and an alcohol, an ester of one molecule of alcohol and one molecule of carboxylic acid). The alcohol can be either a monool or a polyol, but usually a monool is acceptable.

[0045] The monocarboxylic acid is not particularly limited, but examples include aliphatic carboxylic acids (including aromatic aliphatic carboxylic acids) and aromatic carboxylic acids. The carboxylic acid may be saturated or unsaturated. Furthermore, the carboxylic acid may be linear (including branched chains) or cyclic. In addition, the carboxylic acid may be an oxycarboxylic acid or the like.

[0046] Specific examples of monocarboxylic acids include aliphatic carboxylic acids [for example, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, margaric acid, stearic acid, oleic acid, linoleic acid, linolenic acid, cyclohexanecarboxylic acid, etc.] 1-30 Aliphatic carboxylic acids, preferably C 4-28 Aliphatic carboxylic acids, more preferably C 6-24 Aliphatic carboxylic acids (e.g., aliphatic carboxylic acids with 14 or fewer carbon atoms), aromatic carboxylic acids (e.g., carboxyl C such as benzoic acid and salicylic acid) 6-10 This includes things like Aleene.

[0047] The alcohol is not particularly limited, but examples include aliphatic alcohols (including aromatic aliphatic alcohols) and aromatic alcohols. The alcohol may be saturated or unsaturated. The alcohol may also be linear (including branched) or cyclic.

[0048] Specific examples of alcohols (monools) include, for example, aliphatic alcohols [for example, alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, 2-ethylhexanol, decanol, dodecanol, cyclohexanol, etc.)] 1-20 Alkanol, preferably C 1-12 Alkanol, more preferably C 1-6 Alkanol (for example, C 1-4 Alkanols), aralkyl alcohols (e.g., hydroxy C alcohols such as benzyl alcohol and phenethyl alcohol) 1-4 Alkyl C 6-10 This includes things like Aleene.

[0049] Monocarboxylic acid esters include esters of all combinations of these. Specific examples of monocarboxylic acid esters include aliphatic carboxylic acid esters [aliphatic monocarboxylic acid esters (monoesters), such as ethyl decanoate, ethyl laurate, ethyl palmitate, etc.]. 1-30 Aliphatic carboxylic acids (e.g., C 4-28 Aliphatic carboxylic acid, C 6-24 [Aliphatic carboxylic acids] esters (e.g., esters with aliphatic alcohols), aromatic carboxylic acid esters [aromatic monocarboxylic acid esters (monoesters), e.g., benzyl benzoate, benzyl salicylate, etc.] 7-20 Examples include aromatic carboxylic acid esters (e.g., diesters with aliphatic alcohols).

[0050] Monocarboxylic acid esters may be used alone or in combination of two or more types.

[0051] <Esters of polyols having 3 or more hydroxyl groups> Esters of polyols having three or more hydroxyl groups may be partial esters (e.g., monoesters, diesters) or total esters (e.g., triesters if the alcohol is a triol). Typically, they may be total esters. When such a polyol ester having three or more hydroxyl groups is an ester of two or more carboxylic acid molecules, the carboxylic acid molecules may be the same or different molecules, and may be representatively the same molecule.

[0052] Polyols having three or more hydroxyl groups are not particularly limited, but examples include aliphatic polyols (including aromatic aliphatic polyols) and aromatic polyols. Polyols having three or more hydroxyl groups (aliphatic polyols) may be saturated or unsaturated. Furthermore, polyols having three or more hydroxyl groups (aliphatic polyols) may be linear (including branched chains) or cyclic.

[0053] In a polyol having three or more hydroxyl groups, the number of hydroxyl groups may be three or more, but may be, for example, 3 to 10, preferably 3 to 6, and more preferably 3 to 5 (for example, 3).

[0054] Specific examples of polyols having three or more hydroxyl groups include aliphatic polyols {for example, alkanetriols or hexaols [for example, alkanetriols (e.g., glycerin, 1,2,4-butanetriol, trimethylolpropane, trimethylolpropane, etc.) C 3-10 Alkantriols, alkanetetraols (for example, erythritol, pentaerythritol, etc.) 3-10 This includes alkanetetraols, polyalkane polyols (for example, poly(alkanetri or hexaol) such as diglycerin, ditrimethylolpropane, and dipentaerythritol).

[0055] Furthermore, the carboxylic acid is not particularly limited, but examples include aliphatic carboxylic acids (including aromatic aliphatic carboxylic acids) and aromatic carboxylic acids. The carboxylic acid may be saturated or unsaturated. The carboxylic acid may also be linear (including branched chains) or cyclic. In addition, the carboxylic acid may be an oxycarboxylic acid or the like. Note that the carboxylic acid may be either a monocarboxylic acid or a polycarboxylic acid, but a monocarboxylic acid is more typical.

[0056] Specific examples of carboxylic acids (monocarboxylic acids) include aliphatic carboxylic acids (for example, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, margaric acid, stearic acid, oleic acid, cyclohexanecarboxylic acid, etc.). 1-30 Aliphatic carboxylic acids, preferably C 1-12 Aliphatic carboxylic acids, more preferably C 1-6 Aliphatic carboxylic acids, aromatic carboxylic acids (e.g., carboxyl C such as benzoic acid and salicylic acid) 6-10 This includes allenes, etc.

[0057] Polyol esters having three or more hydroxyl groups include esters of all combinations of these groups. Specific examples of polyol esters having three or more hydroxyl groups include, for example, triol esters, for example, triol triesters, for example, aliphatic carboxylic acid (fatty acid) triesters of glycerol such as tributyline, and triesters of fatty acids with 6 or fewer carbon atoms (e.g., 5 or fewer, 4 or fewer) (tri-C 1-6 Fatty acid esters, tri-C 1-5 Fatty acid esters, tri-C 1-4 This includes fatty acid esters, etc.

[0058] Polyol esters having three or more hydroxyl groups may be used alone or in combination of two or more types.

[0059] <Esters of polycarboxylic acids having 3 or more carboxyl groups> Esters of polycarboxylic acids having three or more carboxyl groups may be partial esters (e.g., monoesters, diesters) or total esters (e.g., triesters if the polycarboxylic acid is a tricarboxylic acid). Typically, they may be total esters.

[0060] When such a polycarboxylic acid ester having three or more carboxyl groups is an ester of two or more alcohol molecules, the alcohol molecules may be the same or different molecules, and may be representatively the same molecule.

[0061] The polycarboxylic acid having three or more carboxyl groups is not particularly limited, but examples include aliphatic polycarboxylic acids (including aromatic aliphatic polycarboxylic acids). The polycarboxylic acid having three or more carboxyl groups may be saturated, unsaturated, or aromatic. Furthermore, the polycarboxylic acid having three or more carboxyl groups may be linear (including branched chains) or cyclic.

[0062] In a polycarboxylic acid having three or more carboxyl groups, the number of carboxyl groups may be three or more, but may be, for example, 3 to 10, preferably 3 to 6, and more preferably 3 to 5 (for example, 3).

[0063] Specific examples of polycarboxylic acids having three or more carboxyl groups include aliphatic polycarboxylic acids {for example, aliphatic tri or hexacarboxylic acids [for example, aliphatic tricarboxylic acids (e.g., citric acid, aconitic acid, etc.) 5-12 This includes poly(aliphatic tri- or hexacarboxylic acids), such as aliphatic tricarboxylic acids.

[0064] The alcohol is not particularly limited, but examples include aliphatic alcohols (including aromatic aliphatic alcohols) and aromatic alcohols. The alcohol may be saturated or unsaturated. The alcohol may also be linear (including branched) or cyclic. The alcohol may be monool or polyol, but is usually monool.

[0065] Specific examples of alcohols (monools) include, for example, aliphatic alcohols [for example, alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, 2-ethylhexanol, decanol, dodecanol, cyclohexanol, etc.)] 1-20 Alkanol, preferably C 1-12 Alkanol, more preferably C 1-6 Alkanol (for example, C 1-4 Alkanols), aralkyl alcohols (e.g., hydroxy C alcohols such as benzyl alcohol and phenethyl alcohol) 1-4 Alkyl C 6-10 This includes [Arene, etc.].

[0066] Esters of polycarboxylic acids having three or more carboxyl groups include esters of all combinations of these groups. Specific examples of polycarboxylic acid esters having three or more carboxyl groups include, for example, tricarboxylic acid esters {for example, citrate triesters [for example, aliphatic alcohol triesters of citrate (for example, triethyl citrate and other triC citrates)]. 1-6 This includes alkyl esters, etc.

[0067] <Polyol ether> The polyol ether may be a partial ether (e.g., a monoether) or a total ether (e.g., a diether if the polyalcohol is a diol). Typically, it may be a total ether. When such a polyol ether is an ether with two or more alcohol molecules, the alcohol molecules may be the same or different, and may be representatively the same.

[0068] The polyol is not particularly limited, but examples include aliphatic polyols (including aromatic aliphatic polyols) and aromatic polyols. The aliphatic polyol may be saturated or unsaturated. The aliphatic polyol may also be linear (including branched) or cyclic.

[0069] In polyols, the number of hydroxyl groups should be two or more, but may be, for example, 2 to 10, preferably 2 to 6, and more preferably 2 to 4 (for example, 2).

[0070] Specific examples of polyols include diols and polyols having three or more hydroxyl groups.

[0071] Examples of diols include aliphatic diols [for example, alkanediols (e.g., ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol, butylene glycol, pentanediol, hexanediol, heptanediol, octanediol, decanediol, dodecanediol, cyclohexanediol, cyclohexanedimethanol, etc.] 2-20 Alkanediol, preferably C 2-16 Alkanediol, more preferably C 2-12 Alcohols), polyalkanediols (e.g., diethylene glycol, dipropylene glycol, triethylene glycol, etc., di- to hexa-C) 2-6 Alkanediols), dihydroxyalkylarenes (for example, xylylene glycol and other di(hydroxyC) 1-4 Alkyl)C 6-10 This includes things like Aleene, etc.

[0072] Examples of polyols having three or more hydroxyl groups include aliphatic polyols {for example, alkanetriols or hexaols [for example, alkanetriols (e.g., glycerin, 1,2,4-butanetriol, trimethylolpropane, trimethylolpropane, etc.) C 3-10 Alkantriols, alkanetetraols (for example, erythritol, pentaerythritol, etc.) 3-10 This includes alkanetetraols, polyalkane polyols (for example, poly(alkanetri or hexaol) such as diglycerin, ditrimethylolpropane, and dipentaerythritol).

[0073] Furthermore, the alcohol constituting the ether group is not particularly limited, but examples include aliphatic alcohols (including aromatic aliphatic alcohols) and aromatic alcohols. The alcohol may be saturated or unsaturated. The alcohol may also be linear (including branched chains) or cyclic. The alcohol may be either a monool or a polyol, but is usually a monool.

[0074] Specific examples of alcohols (monools) include, for example, aliphatic alcohols [for example, alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, 2-ethylhexanol, decanol, dodecanol, cyclohexanol, etc.)] 1-20 Alkanol, preferably C 1-12 Alkanol, more preferably C 1-6 Alkanol (for example, C 1-4 Alkanols), aralkyl alcohols (e.g., hydroxy C alcohols such as benzyl alcohol and phenethyl alcohol) 1-4 Alkyl C 6-10 This includes things like Aleene, etc.

[0075] Polyol ethers include all combinations of these ethers. Specific examples of polyol ethers include, for example, aliphatic polyol ethers {for example, aliphatic diol ethers [for example, 1,2-diethoxyethane, ethylene glycol dibutyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, etc.] 2-20 Aliphatic diol-ethers (e.g., alkyl ethers (e.g., C) 1-10 Alkyl ether, C 1-6 Examples include mono- or diethers (with aliphatic alcohols such as alkyl ethers), etc.

[0076] Polyol ethers may be used alone or in combination of two or more types.

[0077] <Polyamine> In polyamines, the number of amino groups (nitrogen atoms) is sufficient to be two or more, but may be, for example, 2 to 10, preferably 2 to 6, and more preferably 2 to 4 (for example, 2).

[0078] The polyamine is not particularly limited, but may be either an aliphatic polyamine (including aromatic aliphatic polyamines) or an aromatic polyamine. The aliphatic polyamine may be saturated or unsaturated. Furthermore, the aliphatic polyamine may be linear (including branched) or cyclic.

[0079] The amino group may be a substituted amino group. In a substituted amino group, the substituent may be, for example, a hydrocarbon group [for example, alkyl group (for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tertiary butyl group, hexyl group, 2-ethylhexyl group, etc.)] 1-10 Examples include alkyl groups, etc.

[0080] A substituted amino group only requires that one or two of the two hydrogen atoms constituting the amino group be substituted.

[0081] Specific polyamines include, for example, polyamines (N-unsubstituted polyamines) [e.g., diamines (e.g., C 1-10 alkanediamines such as ethylenediamine, putrescine, cadaverine, 1,6-hexanediamine, etc.)], N-substituted polyamines [e.g., N-substituted diamines (e.g., N-mono- to tetraalkyl (e.g., C 1-4 alkyl)-C 1-10 alkanediamines such as N,N'-diethyl-1,6-hexanediamine, etc.)], and the like.

[0082] The polyamines may be used alone or in combination of two or more.

[0083] <Alcohol having 6 or more carbon atoms> The alcohol having 6 or more carbon atoms is not particularly limited, and examples include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, etc. Typically, it may be an aliphatic alcohol. The aliphatic alcohol may be either saturated or unsaturated. Also, the aliphatic alcohol may be linear (including branched-chain) or cyclic, and typically may be linear.

[0084] Also, the alcohol having 6 or more carbon atoms may be either a monohydric alcohol or a polyhydric alcohol, and usually may be a monohydric alcohol.

[0085] Furthermore, the alcohol having 6 or more carbon atoms may be any of primary, secondary or tertiary alcohols, and typically may be a primary alcohol.

[0086] Specific alcohols having 6 or more carbon atoms (monohydric alcohols) include, for example, aliphatic alcohols [e.g., alkanols (e.g., hexanol, heptanol, octanol, 2-ethylhexanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, etc.) of C 6-30 alkanols, preferably C 8-18 alkanols, more preferably C 10-16Alkanol), aralkyl alcohol (e.g., hydroxy C such as benzyl alcohol, phenethyl alcohol, etc.), arenes, etc.] etc.] etc. are included. 1-4 Alkyl C 6-10 etc.) etc.] etc.

[0087] Typical alcohols having 6 or more carbon atoms include, for example, C 10-16 Alcohol (C 10 ~C 16 Alcohol) can be mentioned. C 10 ~C 16 Alcohol is an alcohol having 10 to 16 carbon atoms (e.g., linear primary alcohol). Such alcohols having 6 or more carbon atoms include, for example, C 10 ~C 16 Alcohol [e.g., alkanols such as 1-decanol, 1-undecanol, 1-dodecanol, 1-tridecanol, 1-tetradecanol, 1-pentadecanol, 1-hexadecanol (especially linear primary alcohol)], aralkyl alcohol (e.g., benzyl alcohol). Although 1-decanol, benzyl alcohol, etc. have high solubility of menthol, compared with other alcohols having 6 or more carbon atoms, depending on the addition amount, etc., there may be a slightly felt off-odor when added. On the other hand, 1-tridecanol, 1-tetradecanol, 1-pentadecanol, 1-hexadecanol have no odor, but the solubility of menthol may decrease compared with alcohols having fewer carbon atoms depending on the addition amount, etc.

[0088] When using alcohols having 6 or more carbon atoms, considering these points, they may be appropriately selected according to the desired use, etc. For example, benzyl alcohol can balance the solubility and fragrance of menthol well by reducing the blending amount from the perspective of fragrance or by combining with other components (X) (e.g., dicarboxylic acid diester, etc.) or other components (MCT), etc. On the other hand, 1-dodecanol, etc. are particularly desirable because they are recognized to have no odor and high solubility of menthol compared with other alcohols having 6 or more carbon atoms.

[0089] Alcohols with 6 or more carbon atoms may be used alone or in combination of two or more.

[0090] Also, alcohols with 6 or more carbon atoms (for example, C 10-16 Alcohol may be used in combination with other components [for example, components other than alcohol with 6 or more carbon atoms (X) (including component (X) of embodiment (2) described below), MCT described below, etc.]. By using it in combination with other components in this way, it is possible to create a composition that is advantageous in terms of menthol solubility, fragrance balance, etc.

[0091] In particular, when combining an alcohol having 6 or more carbon atoms with a component (X) other than an alcohol having 6 or more carbon atoms (for example, a dicarboxylic acid ester), the ratio of these can be selected according to the desired solubility of menthol and whether or not the aroma is maintained. For example, the ratio of the alcohol having 6 or more carbon atoms may be 1 to 99% by mass (for example, 2 to 98% by mass), preferably 5 to 95% by mass (for example, 10 to 90% by mass), relative to the total amount of the alcohol having 6 or more carbon atoms and the component (X) other than an alcohol having 6 or more carbon atoms. It may also be 5% or more by mass, 10% or more by mass, 15% or more by mass, 20% or more by mass, 30% or more by mass, 40% or more by mass, 50% or more by mass, 95% or less by mass, 90% or less by mass, 85% or less by mass, 80% or less by mass, 75% or less by mass, 70% or less by mass, 60% or less by mass, 50% or less by mass, etc.

[0092] (Aspect of component (X) (2)) In another aspect of the present invention (Aspect (2)), a component (X) determined based on a specific index is used.

[0093] Specifically, component (X) (component (X) of embodiment (2)) may be a component that satisfies at least one of the following conditions (1) and (2).

[0094] (1) The water / octanol partition coefficient (logP) is 10 or less. (2) HLB value is 12 or less

[0095] Based on these indicators, it is easier to efficiently determine (select) components (X) that are useful for dissolving l-menthol (inhibiting crystallization).

[0096] Note that at least one of these conditions (1) and (2) must be satisfied; two conditions may be satisfied.

[0097] Of these conditions, it is preferable that condition (1) be satisfied, or that conditions (1) and (2) be satisfied.

[0098] Furthermore, component (X) in embodiment (1) may or may not satisfy the above conditions. That is, component (X) in embodiment (1) is useful in the composition in terms of l-menthol solubility, etc., and therefore does not necessarily have to satisfy the above conditions. However, among the concepts of component (X) exemplified in embodiment (1), selecting a component that satisfies the above conditions makes it easier to efficiently select a component that is useful in terms of l-menthol solubility, etc.

[0099] The following details each condition.

[0100] <Condition (1): Water / Octanol partition coefficient (logP)> The water / octanol partition coefficient (logP) is a coefficient that indicates the ratio of a compound's distribution into the aqueous layer and the octanol layer in a solvent system obtained by mixing and separating equal amounts of water and octanol.

[0101] If logP=X, then when the dissolution rate in the aqueous layer is 1, the dissolution rate in the octanol layer is 10. X It is defined in such a way. Note that logP and the calculated logP values ​​for some compounds (each compound) are publicly available on PubChem (Non-Patent Document 1, Non-Patent Document 2, etc.).

[0102] (Non-patent document 1) Kim, S., Chen, J., Cheng, T., Gindulyte, A., He, J., He, S., Li, Q., Shoemaker, BA, Thiessen, PA, Yu, B., Zaslavsky, L., Zhang, J., & Bolton, EE (2019). PubChem 2019 update: improved access to chemical data. Nucleic acids research, 47(D1), D1102-D1109. (Non-patent document 2) T. Cheng, Y. Zhao, X. Li, F. Lin, Y. Xu, X. Zhang, Y. Li, R. Wang, L. Lai. Computation of octanol-water partition coefficients by guiding an additive model with knowledge. J. Chem. Inf. Model., 47(6):2140-2148, 2007.

[0103] Examples of logP values ​​for compounds exemplified in component (X) of the above embodiment (1), such as dicarboxylic acid diesters, diol diesters, monoesters, diol diethers, N,N'-alkyldiamines, and alcohols having 6 or more carbon atoms, are shown in Table 1 below.

[0104] [Table 1]

[0105] In condition (1), the value of logP should be 10 or less, but may be, for example, 9.5 or less (e.g., 9 or less), preferably 8.5 or less (e.g., 8.2 or less), and even more preferably 8 or less (e.g., 7.5 or less, 7.3 or less), and may also be 7 or less, 6 or less, 5 or less, 4 or less, 3.5 or less, etc.

[0106] Furthermore, the lower limit of logP is not particularly limited and may be 0 (the limit of calculation, measurement, or detection), or it may be a finite value. Examples of specific lower limits for logP values ​​(finite logP values) include 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2, and preferably 0.9 or higher (for example, 1 or higher, 1.1 or higher, 1.2 or higher, etc.), and also 2 or higher (for example, 2.5 or higher, 3 or higher, 3.5 or higher, 4 or higher, 4.5 or higher, 4.6 or higher), etc.

[0107] The range of logP may be set by combining two appropriate numbers from the values ​​in Table 1 above, as mentioned above, or by appropriately combining the upper and lower limits of the above range (for example, 0.1 to 10, 0.5 to 7.3, 1 to 3.5, 1.2 to 3.5, 4.6 to 7.3, etc.).

[0108] The components (chemical species, compound groups) that satisfy condition (1) are not limited to the chemical species exemplified in embodiment (1) as shown in Table 1 above, but of course, the chemical species exemplified in embodiment (1) (for example, dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, alcohols having 6 or more carbon atoms), etc., can also be exemplified.

[0109] <Condition (2):HLB> HLB (Hydrophilic-Lipophilic Balance) is a value calculated from the molecular structure of a given component (molecule) to determine whether it is aqueous (inorganic) or oily (organic) (for example, Non-Patent Documents 3 and 4).

[0110] (Non-patent document 3) Systematic organic qualitative analysis (mixture edition) (written by Mu Fujita and Masami Akatsuka, Kazama Shobo) 1974 (Non-patent Literature 4) Organic Concept Diagrams - Fundamentals and Applications - (by Yoshio Koda, Sankyo Publishing) 1984

[0111] Organic and inorganic values ​​are determined for each functional group of a molecule, and by adding them together, the organic and inorganic values ​​of the entire molecule can be calculated. For example, the organic and inorganic values ​​for each functional group are exemplified in Table 2 below.

[0112] [Table 2]

[0113] After determining the organic and inorganic values ​​of the entire molecule, the HLB can be calculated by multiplying the inorganic value by the organic value by 10. Examples of organic values, inorganic values, and HLB of compounds exemplified in component (X) of the above embodiment (1), such as dicarboxylic acid diesters, diol diesters, monoesters, diol diethers, N,N'-alkyldiamines, and alcohols with 6 or more carbon atoms, are shown in Table 3 below.

[0114] [Table 3]

[0115] In condition (2), the HLB value should be 12 or less (for example, 11.8 or less, 11.5 or less), but may also be 11 or less (for example, 10.5 or less), preferably 10 or less (for example, 9.5 or less), even more preferably 9.2 or less, and can also be 9 or less, 8.8 or less, 8.6 or less, 8.4 or less, 8.2 or less, 8 or less, 7.9 or less, 7.8 or less, 7.6 or less, 7.5 or less, 7.2 or less, 7 or less, 6.5 or less, 6 or less, 5.5 or less, 5.2 or less, 5 or less, etc.

[0116] Furthermore, the lower limit of HLB is not particularly limited, but examples include 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2, 1.3, 1.4, and preferably 1.5 or higher (for example, 1.6 or higher, 1.8 or higher, 2 or higher, 2.2 or higher, 2.5 or higher, 2.8 or higher, etc.), and can also be 3 or higher (for example, 3.1 or higher, 3.2 or higher, 3.5 or higher, 3.6 or higher, 3.7 or higher, 3.8 or higher, 4 or higher, 4.2 or higher).

[0117] As mentioned above, the specific HLB range can be set by combining two appropriate values ​​from Table 3, or by appropriately combining the upper and lower limits of the above range (for example, 0.1 to 12, 1.67 to 8.57, 3.33 to 8.2, 4.2 to 8.6, 4.2 to 7.5, 3.1 to 5, etc.).

[0118] The components (chemical species, compound groups) that satisfy condition (2) are not limited to the chemical species exemplified in embodiment (1) as shown in Table 3 above, but of course, the chemical species exemplified in embodiment (1) (for example, dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having 3 or more hydroxyl groups, esters of polycarboxylic acids having 3 or more carboxyl groups, polyol ethers, polyamines, alcohols having 6 or more carbon atoms), etc., can also be exemplified.

[0119] [Percentage of component (X), etc.] Component (X) only needs to satisfy aspect (1) and / or aspect (2) as described above, and if aspect (2) is satisfied, it may also satisfy at least one of conditions (1) to (2) (in particular, at least condition (1)).

[0120] Examples of specific components (X) include the compounds exemplified in embodiment (1) above, but among such specific components (X), from the standpoint of l-menthol solubility, for example, dicarboxylic acid esters (e.g., dicarboxylic acid esters such as aliphatic dicarboxylic acid diesters), diol esters (e.g., diol diesters such as diesters of aliphatic diols having 3 or more carbon atoms), monocarboxylic acid esters (e.g., C 6-24 Aliphatic monocarboxylic acid esters such as esters of aliphatic carboxylic acids, esters of polyols having 3 or more hydroxyl groups (for example, aliphatic triol triC 1-6 Triols such as fatty acid esters, polyol ethers [e.g., diol diethers such as aliphatic diol diethers (dialkyl ethers, etc.)], polyamines [e.g., diamines such as N-alkyl-substituted diamines (e.g., N,N'-dialkyldiamines)], alcohols with 6 or more carbon atoms [e.g., C 10-16 Alkanols (e.g., linear alkanols such as 1-decanol, 1-dodecanol, and 1-hexadecanol), aralkyl alcohols (e.g., benzyl alcohol), etc. may be suitably used.

[0121] Among these components (X), from the viewpoint of achieving both the solubility of l-menthol and the maintenance of its fragrance (balance), dicarboxylic acid esters (for example, aliphatic dicarboxylic acid diesters such as diesters of aliphatic dicarboxylic acids having 4 or more carbon atoms) may be suitably used.

[0122] Therefore, component (X) may contain at least such components (compounds).

[0123] Furthermore, such specific components may or may not satisfy condition (2) (at least one of conditions (1) to (2)), but it is preferable that they satisfy it.

[0124] In a composition, the proportion (concentration) of component (X) can be selected according to the form of the composition, the type of component (X) to be selected, the application, etc., and is not particularly limited, but can usually be selected from a range of about 99% by mass or less (for example, 97% by mass or less), for example, 95% by mass (or weight % or wt%) or less (for example, 90% by mass or less), preferably 85% by mass or less (for example, 80% by mass or less), and even more preferably 75% by mass or less (for example, 70% by mass or less), and can also be 65% by mass or less (for example, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, etc.).

[0125] The lower limit of the proportion (concentration) of component (X) can be selected according to the form of the composition, the type of component (X) (solubility of l-menthol), the type and proportion of other components to be included (carriers, fragrances, etc.), the intended use, etc., and is not particularly limited, but may be, for example, 1% by mass, 2% by mass, 3% by mass, 4% by mass, 5% by mass, 6% by mass, 7% by mass, 8% by mass, 9% by mass, 10% by mass, 12% by mass, 15% by mass, 18% by mass, 20% by mass, 22% by mass, 25% by mass, etc.

[0126] The range of the proportion (concentration) of component (X) may be set by appropriately combining the upper and lower limits of the above range (for example, 1 to 85% by mass, 5 to 50% by mass, 10 to 35% by mass, etc.), as described above.

[0127] The ratio (concentration) of component (X) to the total amount of l-menthol and component (X) [when the total amount is set to 100% by mass (wt%)] can also be selected from the above range (for example, 90% by mass or less, 80% by mass or less, 75% by mass or less, 50% by mass or less, 45% by mass or less, 1-60% by mass, 2-35% by mass, 3-30% by mass, etc.).

[0128] Component (X) is useful for dissolving l-menthol, and by selecting a component that is particularly excellent at dissolving l-menthol, it is possible to dissolve l-menthol even at low concentrations (for example, 50% by mass or less, 30% by mass or less, 25% by mass or less, or 20% by mass or less, when the total amount is 100% by mass). Such low concentrations of component (X) can also lead to higher concentrations of l-menthol in the composition and are therefore preferable.

[0129] [Other ingredients] The composition of the present invention may contain other components in addition to l-menthol and component (X).

[0130] Other components are not particularly limited and may be selected depending on the form of the composition, its use, and its target audience. Examples include carriers, excipients, binders, disintegrants, lubricants, coating agents, colorants, fragrances, stabilizers, emulsifiers (surfactants), absorption enhancers, gelling agents, pH adjusters, preservatives, antioxidants, cooling agents, physiologically active substances, biologically active substances, microorganisms, food and beverages, plants, sweeteners, acidulants, seasonings, and tonics. Other ingredients may be used individually or in combination of two or more.

[0131] Furthermore, depending on its type, component (X) may also have the functions of other components (for example, it may function as a fragrance).

[0132] Examples of carriers (vegetables) include acids (e.g., fatty acids such as caprylic acid, capric acid, eicosapentaenoic acid, docosahexaenoic acid, oleic acid, and linoleic acid), oils and fats [e.g., vegetable oils (e.g., soybean oil, rapeseed oil, corn oil, sesame oil, linseed oil, cottonseed oil, perilla oil, olive oil, rice bran oil, palm oil, jojoba oil, sunflower oil, camellia oil, etc.), animal oils (e.g., beef tallow, pork tallow, chicken tallow, milk fat, fish oil, horse oil, etc.), medium-chain triglyceride (MCT), etc.], hydrocarbons (e.g., liquid paraffin, squalane, petrolatum), silicones (e.g., silicone oil, etc.), and synthetic polymers (e.g., polyacrylic acid, carboxyvinyl polymer, polyethylene). Examples include ethylene glycol, polyvinylpyrrolidone, etc., natural polymers or their derivatives (e.g., carrageenan, alginic acid, cellulose, guar gum, xanthan gum, quince seed, dextran, gellan gum, hyaluronic acid, ethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, cationized guar gum, acetylated hyaluronic acid, sodium alginate, etc.), lower alcohols (e.g., ethanol, isopropanol, etc.), polyhydric alcohols (e.g., ethylene glycol, glycerin, propylene glycol, butylene glycol, diglycerin, dipropylene glycol), water, etc.

[0133] The properties of the carrier can be selected depending on the form of the composition, and it may be solid, liquid, etc., and may be non-volatile or volatile. A liquid carrier can also be called a solvent.

[0134] Among these carriers, oils and fats (especially MCTs, etc.) may be suitably used. In addition to their use as carriers, oils and fats are relatively easy to use in terms of the solubility of l-menthol in the composition and the retention of its aroma, depending on the type (e.g., MCTs, etc.). Furthermore, using oils and fats (such as MCTs) makes encapsulation easier.

[0135] The fatty acids (medium-chain fatty acids) that make up MCT are not particularly limited, and examples include caproic acid, caprylic acid, capric acid, and lauric acid. The combination and proportion of fatty acids (constituent fatty acids) are also not particularly limited.

[0136] When using a carrier (or solvent, such as oils and fats like MCT), the proportion (concentration) of the carrier in the composition can be selected according to the form of the composition, the type of component (X) to be selected, the application, etc., and is not particularly limited, but can be selected from a range of about 95% by mass or less (for example, 90% by mass or less), for example, 80% by mass or less, preferably 60% by mass or less, and even more preferably 50% by mass or less (for example, 45% by mass or less), and can also be 40% by mass or less (for example, 35% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, 15% by mass or less, 10% by mass or less, 8% by mass or less, 5% by mass or less, etc.).

[0137] The lower limit of the carrier's proportion (concentration) can be selected according to the composition, the type of component (X) (solubility of l-menthol), the intended use, etc., and is not particularly limited, but may be, for example, 0.5% by mass, 1% by mass, 2% by mass, 3% by mass, 4% by mass, 5% by mass, 6% by mass, 7% by mass, 8% by mass, 9% by mass, 10% by mass, 12% by mass, 15% by mass, 18% by mass, 20% by mass, 22% by mass, 25% by mass, etc.

[0138] The range of the carrier's proportion (concentration) may be set by appropriately combining the upper and lower limits of the above range (for example, 1-50% by mass, 2-40% by mass, 3-25% by mass, etc.), as described above.

[0139] When a carrier is used, the proportion (concentration) of the carrier to the total amount of l-menthol, component (X), and carrier [when the total amount is set to 100% by mass (wt%)] can also be selected from the above range (for example, 50% by mass or less, 40% by mass or less, 30% by mass or less, 1 to 50% by mass, 2 to 35% by mass, 3 to 30% by mass, etc.).

[0140] When using a carrier, the proportion of the carrier can be appropriately selected according to the type of carrier, the type of component (X), the solubility of l-menthol, the concentration of l-menthol, etc. For example, per 100 parts by mass of component (X), the carrier may be 1 to 10,000 parts by mass (e.g., 2 to 5,000 parts by mass), preferably 5 to 2,000 parts by mass (e.g., 10 to 1,000 parts by mass or less), and more preferably 15 to 700 parts by mass (e.g., 20 to 500 parts by mass), and can also be 200 parts by mass or less, 150 parts by mass or less, 100 parts by mass or less, 80 parts by mass or less, 50 parts by mass or less, 100 parts by mass or more, 120 parts by mass or more, 150 parts by mass or more, 200 parts by mass or more, etc.

[0141] The fragrance may be synthetic, natural, or any other type, and may be a blended fragrance or a fragrance composition. Natural fragrances (or raw materials for natural fragrances) can be various, such as mint, herbs, or citrus, and are not particularly limited.

[0142] Specific examples of fragrances include hydrocarbons (e.g., ocimene, limonene, α-phellandrene, terpinene, 3-carene, bisabolene, valencene, allo-ocimene, myrcene, farnesene, α-pinene, β-pinene, camphene, terpinolene, p-cymene, cedrene, β-caryophyllene, cadinene, etc.); orange, neroli, mandarin, petitgrain, bergamot, tangerine, Satsuma mandarin, cinnamon, bitter orange, hassaku, iyokan, lemon, lime, grapefruit, yuzu, sudachi, kabosu, s Weetie, raspberry, citronella, elemi, olibanum, marjoram, angelica root, star anise, basil, hay, calamus, caraway, cardamom, pepper, cascarilla, ginger, sage, clary sage, clove, coriander, eucalyptus, fennel, pimento, juniper, fenugreek, laurel, mace, cedar, angelica tree, almond, anise, artemisia, alfalfa, apricot, ambrette, rush, strawberry, fig, ylang-ylang, wintergreen, plum, elm Dar, Sophora, Oakmoss, Allspice, Orris, Currant, Cassi, Chamomile, Galangal, Quince, Gambia, Guava, Gooseberry, Camphor, Gardenia, Cubeba, Cumin, Cranberry, Cola, Japanese Pepper, Sandalwood, Sandalwood Red, Perilla, Civet, Jasmine, Ginseng, Cinnamon, Starfruit, Styrax, Spearmint, Apple Mint, Peppermint, Geranium, Thyme, Tabana, Tansy, Champaca, Tuberose, Camellia, Ditany, Truba Examples of oils include rusam, tonka, nuts, jujube, nutmeg, nandina, niaouli, carrot, violet, pineapple, hibiscus, honey, mint, passion fruit, vanilla, rose, coffee, hyssop, cypress, fusel oil, buchu, pepino, verbena, bois de rose, pawpaw, bordeaux, bolognese, pine, mango, beeswax, mimosa, millefoil, musk, maple, melissa, melon, peach, yala yala, lavender, litsea, linden, rue, rose apple, rosemary, and lovage.

[0143] When using fragrances, the proportion (concentration) of the fragrance in the composition can be selected according to the form of the composition, the type of component (X) to be selected, the use, etc., and is not particularly limited, but can be selected from a range of about 80% by mass or less (e.g., 60% by mass or less), for example, 50% by mass or less (e.g., 40% by mass or less), preferably 30% by mass or less (e.g., 25% by mass or less), more preferably 20% by mass or less (e.g., 15% by mass or less), and especially 10% by mass or less (e.g., 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 4% by mass or less, 3% by mass or less, etc.).

[0144] The lower limit of the fragrance percentage (concentration) can be selected according to the form and use of the composition, and is not particularly limited, but may be, for example, 0.01% by mass, 0.1% by mass, 0.5% by mass, 0.7% by mass, 1% by mass, 1.2% by mass, 1.5% by mass, 2% by mass, 3% by mass, etc.

[0145] The range of fragrance concentration may be set by appropriately combining the upper and lower limits of the above range, as described above (for example, 0.1 to 30% by mass, 0.5 to 10% by mass, 1 to 5% by mass, etc.).

[0146] Fragrances (other than l-menthol) may inhibit the l-menthol (derived from l-menthol) scent when combined with l-menthol in a composition (generating or transforming into an off-odor). Therefore, when using a composition for applications where the scent of l-menthol is desired, it is preferable not to use (or substantially not use) any fragrances. However, if fragrances are used, it is preferable that their proportion be relatively small (for example, 10% or less by mass, 5% or less by mass, etc.). On the other hand, in addition to cases where the scent of l-menthol is not desired, even when the scent of l-menthol is desired, it may be preferable to include a fragrance other than l-menthol from the perspective of fragrance preference (for example, preference during smoking). In such cases, the fragrance may be actively combined with l-menthol. For example, the proportion of the fragrance (non-menthol fragrance) in the composition may be 1% by mass or more (e.g., 5% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, etc.), or 90% by mass or less (e.g., 80% by mass or less, 70% by mass or less, 60% by mass or less, 50% by mass or less, 40% by mass or less, 30% by mass or less), etc. Furthermore, when using fragrances, the proportion of fragrances may be, for example, 1% by mass or more (e.g., 5% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, 30% by mass or more, etc.) or 99% by mass or less (e.g., 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, 50% by mass or less, 40% by mass or less) relative to the total amount of l-menthol and fragrances.

[0147] The emulsifier (surfactant) is not particularly limited and includes, for example, nonionic surfactants [e.g., sugar fatty acid esters (e.g., sucrose fatty acid esters, maltose fatty acid esters, lactose fatty acid esters), propylene glycol fatty acid esters, glycerin fatty acid esters, sorbitan fatty acid esters, polyglycerin fatty acid esters, organic acid monoglycerides].

[0148] When using an emulsifier, the proportion (concentration) of the emulsifier in the composition can be selected according to the form of the composition, the type of component (X) to be selected, the application, etc., and is not particularly limited, but can be selected from a range of about 40% by mass or less (e.g., 35% by mass or less), for example, 30% by mass or less (e.g., 25% by mass or less), preferably 20% by mass or less (e.g., 15% by mass or less), more preferably 10% by mass or less (e.g., 8% by mass or less), 5% by mass or less (e.g., 4% by mass or less, 3% by mass or less, 1% by mass or less, etc.).

[0149] The lower limit of the emulsifier's proportion (concentration) can be selected according to the composition's form, use, etc., and is not particularly limited, but may be, for example, 0.01% by mass, 0.1% by mass, 0.5% by mass, 0.7% by mass, 1% by mass, 1.2% by mass, 1.5% by mass, 2% by mass, 3% by mass, etc.

[0150] The range of the emulsifier's proportion (concentration) may be set by appropriately combining the upper and lower limits of the above range (for example, 0.1 to 30% by mass, 0.5 to 10% by mass, 1 to 5% by mass, etc.), as described above.

[0151] Emulsifiers can significantly reduce the surface tension in a composition. Therefore, when the composition is used as the contents of a capsule (for example, a seamless capsule manufactured by a dropper method), encapsulation is easily inhibited. From this perspective, when using a composition as the contents of a capsule, it is desirable not to use an emulsifier (or to substantially not use one), but even if one is used, it is desirable that the proportion be relatively small (for example, 5% by mass or less, 3% by mass or less, etc., of the composition).

[0152] [Composition] The composition may be formulated as appropriate depending on the desired use, form of administration, etc. The form (dosage form, properties) of such a composition (formulation) is not particularly limited and examples include tablets, powders, fine granules, granules, dry syrups, coated tablets, orally disintegrating tablets, chewable tablets, capsules, soft capsules, syrups, oral solutions, lozenges, jellies, inhalants, suppositories, injections, ointments, eye drops, eye ointments, nasal drops, ear drops, poultices, lotions, topical solutions, sprays, topical aerosols, creams, gels, tapes, buccal tablets, sublingual tablets, liquids, suspensions, emulsions, liniments, sheets, etc. The composition may be a pharmaceutical product (pharmaceutical, pharmaceutical composition).

[0153] When ingesting the composition (or l-menthol), the form of ingestion (administration, taking) is not particularly limited and may be oral or parenteral. Examples of parenteral ingestion include transpulmonary, transnasal, transdermal, mucosal administration (e.g., oral mucosal administration), eye drops, ear drops, and injections (subcutaneous injection, intramuscular injection, intravenous injection, etc.). These forms of ingestion may be used individually or in combination of two or more.

[0154] As described above, the composition of the present invention may be formulated as appropriate and can be used (applied) to various purposes (targets). Specific examples of use (application) include capsules (e.g., capsule contents), filters, cigarettes, inhalation devices, cosmetics, food and beverages, pharmaceuticals (pharmaceuticals, pharmaceutical compositions), etc.

[0155] The following explains some examples of their use.

[0156] <Capsule> A capsule may consist only of a coating, or it may consist of a coating and contents (core). In particular, in the case of capsules for tobacco, a capsule may consist of a core (contents, liquid contents, internal material) and a shell (coating, membrane, capsule coating).

[0157] The capsule may be a soft capsule, a hard capsule, or a seamless capsule. In particular, capsules for tobacco may be seamless capsules (capsules without seams).

[0158] In capsules, the form in which the composition (l-menthol and component (X)) is contained is not particularly limited and may be a coating, a core, or both. In particular, in capsules having a core (seamless capsules), the core (at least the core) may contain the composition. Such embodiments can be described as embodiments in which the composition of the present invention is used as the contents of a capsule.

[0159] The shell may usually contain film-forming components (film-forming base, film-forming agent). The film-forming components are not particularly limited and can be appropriately selected depending on the use of the capsule, for example, polysaccharides (or derivatives thereof) {e.g., seaweed-derived polysaccharides [e.g., agar, carrageenan, alginic acid or salts thereof (e.g., alkali metal salts (sodium salt, potassium salt, etc.), alkaline earth metal salts (calcium salt, magnesium salt, etc.), iron salt, tin salt, etc.), fercereran, curdlan, etc.], resin-derived polysaccharides (e.g., ghatti gum, gum arabic, etc.), microbial-derived polysaccharides (e.g., pullulan, gellan gum, xanthan gum, gellan gum, etc.), plant-derived polysaccharides (e.g., tragacanth gum, pectin, glucomannan, starch, polydextrose, dextrin, maltodextrin, cyclodextrin, indigestible dextrin, etc.), seed-derived polysaccharides [ Examples include guar gum or its derivatives (e.g., hydroxypropyl guar gum, cationized guar gum, guar gum hydrolysates (enzymatic guar gum hydrolysates, etc.)), tara gum, tamarind seed gum, locust bean gum, psyllium seed gum, ama seed gum, etc.), fermented polysaccharides (e.g., dieutan gum), cellulose derivatives (e.g., hydroxypropyl cellulose, hydroxypropyl methylcellulose, methylcellulose, carboxymethylcellulose, etc.), chitosan, etc.), synthetic resins (e.g., polyvinyl alcohol), proteins (e.g., gelatin, casein, zein, etc.), sugar alcohols (e.g., sorbitol, maltitol, lactitol, palatinite, xylitol, mannitol, galactitol, erythritol), etc. The film-forming components may be used alone or in combination of two or more types.

[0160] Furthermore, the film-forming component may be capable of forming hydrophilic colloids, and depending on its type, it may function as a plasticizer, sweetener, dietary fiber, bulking agent, etc. Commercially available film-forming components may also be used.

[0161] The coating may contain plasticizers, colorants, sweeteners, flavorings, antioxidants, preservatives, etc.

[0162] For example, the coating may contain plasticizers to adjust the coating strength, etc. Examples of plasticizers include polyhydric alcohols (e.g., (poly)alkylene glycols such as ethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol; polyols having three or more hydroxyl groups such as glycerin), sugars [e.g., monosaccharides (e.g., glucose, fructose, galactose, etc.), disaccharides (e.g., sucrose, maltose, trehalose, coupling sugar, etc.), oligosaccharides (e.g., maltooligosaccharide, etc.)], sugar alcohols (e.g., sorbitol, maltitol, lactitol) Examples of plasticizers include sugar alcohols such as ethanol, palatinite, xylitol, mannitol, galactitol, and erythritol, polysaccharides or their derivatives [for example, starch, starch derivatives (for example, polydextrose, dextrin, maltodextrin, indigestible dextrin, cyclodextrin (α, β, or γ), etc.), cellulose derivatives (for example, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, carboxymethylcellulose, etc.)], polyvinyl alcohol, triacetin, etc. Plasticizers may be used alone or in combination of two or more types. Furthermore, sugar alcohols, starch, starch derivatives, and the like can also be used as film-forming components, as described above.

[0163] In a capsule having a core, the core may be solid, liquid, or the like, but in particular, in a capsule containing the composition of the present invention, the core may be liquid. Note that liquid includes colloidal, emulsion, and gel-like forms.

[0164] The core only needs to contain l-menthol and component (X) as described above, and may also contain other components.

[0165] Other components include the aforementioned exemplary components such as carriers [especially liquid carriers (e.g., liquid oils such as MCT)] and fragrances. In such capsules, the core is the composition of the present invention, and preferred embodiments of the core are as described above.

[0166] The core may typically be insoluble (non-corrosive) to the coating (or the part in contact with the coating).

[0167] The diameter (or coating) of the capsule (or coating) can be appropriately selected depending on the type of capsule, application, etc. For example, it may be 0.1 mm or more, 0.5 mm or more, 1 mm or more, 1.5 mm or more, 2 mm or more, etc., or it may be 30 mm or less, 25 mm or less, 20 mm or less, 18 mm or less, 15 mm or less, 12 mm or less, 10 mm or less, 8 mm or less, etc. Specific capsule diameters include, but are not limited to, 2.8 mm, 3.0 mm, 3.4 mm, 3.5 mm, and 4.0 mm.

[0168] In a capsule having a core, the coating ratio (the ratio of the coating to the entire capsule (total amount of coating and contents)) may be selected from a range of, for example, 0.1 to 99% by mass (e.g., 0.5 to 95% by mass), and may be 1 to 90% by mass, preferably 1.5 to 80% by mass (e.g., 2 to 70% by mass), and more preferably 2.5 to 60% by mass (e.g., 3 to 50% by mass).

[0169] In a capsule having a core, the thickness of the coating is not particularly limited and may be, for example, 1 to 200 μm, 3 to 150 μm, 5 to 100 μm, etc.

[0170] The capsule (for example, a capsule with a core) may be destructible (e.g., easily disintegrating, easily broken). In such a capsule, the breaking strength may depend on the diameter of the capsule, etc., but may be, for example, 100g or more, 200g or more, 300g or more, 400g or more, 500g or more, 600g or more, 700g or more, 800g or more, 900g or more, 1000g or more, etc. The upper limit of the capsule's breaking strength is not particularly limited, but may be, for example, 20,000g or less, 15,000g or less, 12,000g or less, 10,000g or less, etc. The fracture strength can be measured, for example, with a rheometer CR-3000EX (manufactured by Sun Science Co., Ltd.).

[0171] In a capsule (for example, a capsule containing contents), the ratio of breaking strength (g) to outer diameter (mm) (breaking strength / outer diameter) is not particularly limited, but may be, for example, 200 or more (e.g., greater than 200), preferably 210 or more (e.g., 220 or more), more preferably 230 or more (e.g., 240 or more), and may also be 250 or more, 300 or more, 400 or more, etc. Furthermore, there is no particular upper limit to the ratio of breaking strength to outer diameter (breaking strength / outer diameter), and it may be, for example, 20000, 15000, 10000, 8000, 6000, 5000, etc.

[0172] It is also possible that even if the fracture strength is high, the capsule may still be easily broken (for example, if the outer diameter is large). Therefore, the ratio of fracture strength to outer diameter can be said to be an indicator that reflects the actual ease of breaking the capsule.

[0173] The capsule rupture distance may vary depending on the outer diameter, etc., but may be, for example, 0.1 mm or more, 0.2 mm or more, 0.5 mm or more, 1.0 mm or more, etc. The upper limit of the rupture distance of the soft capsule is not particularly limited, but may be, for example, 15 mm or less, 10 mm or less, 8 mm or less, etc. The destructive distance can be measured, for example, with a rheometer CR-3000EX (manufactured by Sun Science Co., Ltd.).

[0174] In a capsule, the ratio of the rupture distance (mm) to the outer diameter (mm) (rupture distance / outer diameter) is not particularly limited, but may be, for example, 0.1 or more, preferably 0.12 or more, more preferably 0.15 or more, or 0.18 or more, 0.2 or more, etc. The upper limit of the ratio of the breaking distance to the outer diameter (breaking distance / outer diameter) is not particularly limited, and may be, for example, 1.0, 0.98, 0.97, 0.96, 0.95, etc.

[0175] Note that the capsule may be used as it is according to its use, etc., may be used in combination with other capsules, or may be used by incorporating it into a filter as described later.

[0176] As other capsules, capsules that do not contain l-menthol may be used. For example, capsules composed of a core and a shell, and capsules that do not contain l-menthol in either the core or the shell (for example, capsules containing a fragrance other than l-menthol) may be mentioned.

[0177] Known methods can be used for the manufacturing method of the capsule (for example, a seamless capsule). As an example of the manufacturing method, the methods described in Japanese Patent No. 5047285, Japanese Patent Application Laid-Open No. 10-506841, Japanese Patent No. 5581446, etc. may be mentioned. For example, the in-droplet method by the dropping method using two or more nozzles may be mentioned. By using this method to fill the capsule content liquid into the capsule film and then curing and drying the film, a seamless capsule can be manufactured.

[0178] <Filter> In the filter, the usage mode of the composition of the present invention is not particularly limited, and examples include a mode in which the composition is contained (adhered) in various parts of the filter (filter material, filter member).

[0179] In particular, such a filter may be a filter containing a capsule (a filter in which a capsule is incorporated, a filter composed of a filter member in which a capsule is incorporated).

[0180] In other words, such a filter includes a capsule (first capsule) containing the composition (l-menthol and component (X)) as a capsule. As the first capsule, the capsule described in the capsule section above can be used, and in particular, it is preferable that the capsule (first capsule) is composed of a core and a shell, and the core (contents) contains l-menthol and component (X) (which is the composition of the present invention).

[0181] Such a filter only needs to contain at least the first capsule as a capsule, and may also contain a second capsule that is different from the first capsule.

[0182] The second capsule can be any capsule different from the first capsule; for example, the second capsule may contain contents different from those of the first capsule.

[0183] Examples of such second capsules include capsules composed of a core and a shell, where the core (and shell) contains at least one of a carrier and a fragrance (a fragrance other than l-menthol) (in particular, a capsule that does not contain l-menthol).

[0184] Furthermore, the capsules included in the above-mentioned filters may be those described in the section on capsules, and capsules that do not contain l-menthol (such as the second capsule) may be those described in the section on capsules, except for the presence or absence of l-menthol.

[0185] The filter is not particularly limited and may be, for example, a filter for an air conditioner, air purifier, etc.

[0186] In particular, filters containing capsules are suitable for use as cigarette filters, etc. By using them in cigarette filters, etc., l-menthol can be efficiently absorbed through the lungs.

[0187] <Tobacco> In the context of tobacco, the manner in which the composition is used is not particularly limited, and examples include incorporating (attaching) the composition to various parts of the tobacco (tobacco leaves, filter, etc.).

[0188] Typically, it is preferable to use a capsule or filter containing the composition with the tobacco. Such tobacco may be a regular tobacco (combustion-type tobacco) or a non-combustion-type tobacco [for example, heated tobacco (direct heating type, air heating type, etc.)], as long as a capsule or filter is used.

[0189] <Inhalation equipment> In inhalation devices, the manner in which the composition is used is not particularly limited, and examples include incorporating (attaching) the composition to various parts of the inhalation device.

[0190] Inhalation devices (inhalers) are not particularly limited, but examples include smoking devices, non-smoking devices, etc. Examples of smoking devices include heated tobacco products (such as vaporizers), e-cigarettes, bongs (water pipes), and vaporizers. Heated tobacco products allow for nicotine intake, while e-cigarettes do not contain nicotine. Examples of heated tobacco products, although not particularly restricted, include IQOS (Philip Morris), glo (British American Tobacco), Ploom S, Ploom Tech (Japan Tobacco), and Pulze (Imperial Tobacco). Examples of e-cigarettes, although not particularly restricted, include ego AIO (Joytech) and ICE VAPE (Commonwealth).

[0191] Non-smoking devices may be for medical use or non-medical use (e.g., health equipment). Specific examples of non-smoking devices include inhalers (e.g., nebulizers, steam inhalers), facial devices, humidifiers, etc.

[0192] In a more specific aspect, there are aspects such as incorporating a composition (or l-menthol and component (X)) into an inhaled substance (e.g., the liquid part in a smoking device) in an inhalation device [e.g., a heated tobacco (such as a vape heating type), a smoking device such as an e-cigarette, etc.]. By using it in such an inhaled substance, l-menthol can be efficiently ingested through pulmonary uptake.

[0193] Such an inhaled substance (liquid, etc.) may contain other components in addition to l-menthol and component (X), and usually may contain a carrier [a liquid carrier, e.g., a polyhydric alcohol (e.g., glycerin, propylene glycol, etc.)], etc., and may also be a substance (flavor liquid) containing a fragrance (a fragrance other than l-menthol) as needed.

[0194] In the inhaled substance (liquid, etc.), the ratio of l-menthol, etc. may be selected from the same range as described above.

[0195] <Cosmetics> Examples of cosmetics include fragrances, oral products (oral agents, oral preparations), cosmetics, bath salts, perfumes, detergents, softeners, toiletries, insecticides, paints, etc.

[0196] The fragrance is not particularly limited, and examples include liquid fragrances and gel fragrances.

[0197] Examples of oral products include dentifrices (e.g., paste dentifrices, gel dentifrices, liquid dentifrices, liquid toothpastes, lubricating dentifrices, etc.), mouthwashes, oral cooling agents, chewing gums, gummies, candies, chocolates, beverages, tablet confections, etc.

[0198] Cosmetics are not particularly limited and include, for example, basic cosmetics (e.g., lotions, emulsions, gels, creams, serums, sunscreens, packs, masks, hand creams, body lotions, body creams), cleansing cosmetics (e.g., facial cleansers, makeup removers, body washes, shampoos, conditioners, treatments), makeup cosmetics (e.g., foundations, colorants, lipsticks, lip balms, etc.), and hair care cosmetics (e.g., tonics, creams, liquids, sprays, etc.). Cosmetics may also refer to skincare products.

[0199] In cosmetics, the manner of use of the composition (method of formulation or addition) is not particularly limited and can be appropriately selected depending on the type of cosmetic product. By using it in cosmetics in this way, l-menthol can be efficiently absorbed through inhalation or other means.

[0200] In cosmetics, the proportion of l-menthol, etc., may be selected from the same range as described above.

[0201] <Food and drink> There are no particular restrictions on food and beverages, but examples include capsules, beverages, processed foods, and confectionery. Food and beverages may be health functional foods (for example, foods for specified health uses or foods with nutritional function), supplements, animal feed, food additives, etc.

[0202] The capsule formulation is not particularly limited, but examples include seamless capsules, soft capsules, and other capsules as described above. The capsule coating, as well as other forms of capsules (coating, etc.), are also as described above.

[0203] In food and beverages, the manner in which the composition (l-menthol and component (X)) is used is not particularly limited and may be selected depending on the form of the food or beverage. For example, when using capsules as described above, the composition may be contained in the capsule (e.g., the core and / or coating of the capsule), or the composition may be added to (blended with) the food or beverage (the composition may be used as a food and beverage additive).

[0204] When adding the composition in this way, the food and beverages used are not particularly limited, but examples include foods [for example, noodles (soba, udon, Chinese noodles, instant noodles, etc.), confectionery, bread, processed seafood or livestock products (kamaboko, ham, sausage, etc.), dairy products (processed milk, fermented milk, etc.), oils and fats and processed oils and fats (salad oil, tempura oil, margarine, mayonnaise, shortening, whipped cream, dressing, etc.), seasonings (sauces, dips, etc.), retort foods (curry, stew, donburi, porridge, rice gruel, etc.), frozen desserts (ice cream, sherbet, etc.), fried foods, etc.], beverages (tea beverages, soft drinks, carbonated drinks, nutritional drinks, fruit drinks, lactic acid drinks, etc.).

[0205] <Pharmaceuticals> Examples of pharmaceuticals include, but are not limited to, pharmaceuticals (compositions) containing menthol as an active ingredient. Specific examples of such pharmaceuticals include, for example, gastric motility inhibitors (for example, pharmaceuticals that use menthol for intragastric dispersal during endoscopic examinations). [Examples]

[0206] The present invention will be described in detail below, but the present invention is not limited to these embodiments.

[0207] The sources of the components used in the examples are as follows: l-menthol was purchased from Anhui Tonghui Fragrance Co., Ltd., after being recrystallized from the essential oil obtained by steam distillation of Mentha canadensis. The peppermint oil was purchased from Nagaoka Jitsugyo Co., Ltd., as it is an essential oil obtained by steam distillation of Mentha piperita. The spearmint oil was purchased from Nagaoka Jitsugyo Co., Ltd., as it is an essential oil obtained by steam distillation of Mentha spicata. MCT purchased pressed fruit product of Elaeis guineensis from Kao Corporation and used it for the experiment. Diethyl malonate, diethyl sebacate, diethyl fumarate, triptyline, triethyl citrate, benzyl benzoate, ethyl decanoate, ethyl laurate, ethyl palmitate, ethylene glycol diacetate, 1,6-diacetoxyhexane, 1,8-diacetoxyhexane, diethylene glycol dibutyl ether, ethylene glycol dibutyl ether, N,N'-diethyl-1,6-hexanediamine, 1,2-diethoxyethane, 1-decanol, 1-dodecanol, 1-hexadecanol, d-limonene, and benzyl alcohol were purchased from Fujifilm Wako Pure Chemical Industries, Ltd. or Tokyo Chemical Industries, Ltd. Diethyl succinate and diisobutyl adipate were purchased from Inoue Fragrance Manufacturing Co., Ltd. Furthermore, in the examples, parts by weight and parts by mass are, needless to say, synonymous.

[0208] [l-menthol solubility test] The solubility test for l-menthol involved preparing a solution containing a total of 10g of menthol and other components (solvent), heating it to 50°C to dissolve the menthol, and then storing it at 20°C. The solubility was evaluated based on the time it remained in a liquid state without solidifying. Samples that solidified immediately after being stored at 20°C (e.g., within 30 minutes) or while being cooled to 20°C were rated D. Samples that remained dissolved for a while (e.g., more than 30 minutes) but solidified in less than 24 hours were rated C. Samples that solidified between 24 hours and less than 10 days were rated B. Samples that did not solidify for 10 days or more were rated A.

[0209] The results are shown below.

[0210] (Experiment 1) l-menthol + diethyl malonate

[0211] [Table 4] As shown in the table above, diethyl malonate was shown to efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown to have excellent dissolving power (rated B out of A to C, moderate dissolving power) regardless of the menthol concentration, which is favorable.

[0212] (Experiment 2) l-menthol + diethyl succinate

[0213] [Table 5] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved when diethyl succinate is used as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A or B out of A to C, moderate to high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0214] (Experiment 3) l-menthol + diisobutyl adipate

[0215] [Table 6] As shown in the table above, diisobutyl adipate was shown to efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown to have excellent dissolving power (rated A out of A to C, high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0216] (Experiment 4) l-menthol + diethyl sebacate

[0217] [Table 7] As shown in the table above, diethyl sebacate was shown to efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown to have excellent dissolving power (rated A out of A to C, high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0218] (Experiment 5) l-menthol + diethyl fumarate

[0219] [Table 8] As shown in the table above, diethyl fumarate was shown to efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown to have excellent dissolving power (rated A out of A to C, high dissolving power) at a menthol concentration of 60-50 wt%, which is preferable.

[0220] (Experiment 6) l-menthol + triptyline

[0221] [Table 9] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved when triptyline is used as a solvent. In relation to specific menthol concentrations, it was shown that triptyline has excellent dissolving power (rated B out of A to C, moderate dissolving power) at a menthol concentration of 50%, which is preferable.

[0222] (Experiment 7) l-menthol + triethyl citrate

[0223] [Table 10] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved when triethyl citrate is used as a solvent.

[0224] (Experiment 8) l-menthol + benzyl benzoate

[0225] [Table 11] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using benzyl benzoate as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated B out of A-C, moderate dissolving power) at a menthol concentration of 50%, which is preferable.

[0226] (Experiment 9) l-menthol + ethyl decanoate

[0227] [Table 12] As shown in the table above, it was demonstrated that ethyl decanoate can efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown that ethyl decanoate exhibits excellent dissolving power (rated A out of A to C, indicating high dissolving power) at menthol concentrations of 60-50 wt%, which is preferable.

[0228] (Experiment 10) l-menthol + ethyl laurate

[0229] [Table 13] As shown in the table above, it was demonstrated that ethyl laurate can efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, it was shown that 60-50 wt% menthol concentration exhibited excellent dissolving power (rated A out of A-C, high dissolving power), which is preferable.

[0230] (Experiment 11) l-menthol + ethyl palmitate

[0231] [Table 14] As shown in the table above, it was demonstrated that ethyl palmitate can efficiently dissolve menthol when used as a solvent. In relation to specific menthol concentrations, excellent dissolving power (rated B out of A to C, moderate dissolving power) was observed at menthol concentrations of 60-50%, which was favorable.

[0232] (Experiment 12) l-menthol + ethylene glycol diacetate

[0233] [Table 15] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved when ethylene glycol diacetate is used as a solvent.

[0234] (Experiment 13) l-menthol + 1,6-diacetoxyhexane

[0235] [Table 16] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using 1,6-diacetoxyhexane as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at a menthol concentration of 60-50 wt%, which is preferable.

[0236] (Experiment 14) l-menthol + 1,8-diacetoxyoctane

[0237] [Table 17] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using 1,8-diacetoxyoctane as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at a menthol concentration of 50 wt%, which is preferable.

[0238] (Experiment 15) l-menthol + diethylene glycol dibutyl ether

[0239] [Table 18] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using diethylene glycol dibutyl ether as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at a menthol concentration of 60-50 wt%, which is preferable.

[0240] (Experiment 16) l-menthol + ethylene glycol dibutyl ether

[0241] [Table 19] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using ethylene glycol dibutyl ether as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0242] (Experiment 17) l-menthol + N,N'-diethyl-1,6-hexanediamine

[0243] [Table 20] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved using N,N'-diethyl-1,6-hexanediamine as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0244] (Experiment 18) l-menthol + 1,2-diethoxyethane

[0245] [Table 21] As shown in the table above, it was demonstrated that menthol can be efficiently dissolved when 1,2-diethoxyethane is used as a solvent. In relation to specific menthol concentrations, it was shown that the dissolving power was excellent (rated A out of A to C, high dissolving power) at menthol concentrations of 70-50 wt%, which is preferable.

[0246] (Experiment 19) l-menthol + diethyl succinate + MCT

[0247] [Table 22] As shown in the table above, diethyl succinate was shown to efficiently dissolve menthol when used in combination with or substituted for MCT. In relation to specific menthol concentrations, when a mixture of diethyl succinate and MCT was used as a solvent, high dissolving power (rated A out of A to C) was demonstrated in cases such as when the menthol concentration was 70 wt% with 20 wt% diethyl succinate and 10 wt% MCT, when the menthol concentration was 65 wt% with 20 wt% diethyl succinate and 15 wt% MCT, and when the menthol concentration was 60 wt%.

[0248] (Experiment 20) l-menthol + diethyl succinate + 1-decanol + MCT

[0249] [Table 23] As shown in the table above, diethyl succinate and 1-decanol were shown to efficiently dissolve menthol when used in combination with or substituted for MCT. In relation to specific menthol concentrations, a mixture of diethyl succinate, 1-decanol, and MCT was used as a solvent, and for example, at a menthol concentration of 75-65 wt%, it was shown to have high dissolving power (rated A out of A-C).

[0250] (Experiment 21) l-menthol + diethyl succinate + 1-dodecanol + MCT

[0251] [Table 24] As shown in the table above, diethyl succinate and 1-dodecanol were shown to efficiently dissolve menthol when used in combination with or substituted for MCT. In relation to specific menthol concentrations, a mixture of diethyl succinate, 1-dodecanol, and MCT was used as a solvent, and for example, at a menthol concentration of 80-65 wt%, it was shown to have high dissolving power (rated A out of A-C).

[0252] (Experiment 22) l-Menthol + Diethyl succinate / Diisobutyl adipate / Diethyl sebacate + 1-Dodecanol

[0253] [Table 25] As shown in the table above, 1-dodecanol was shown to efficiently dissolve menthol even when used in combination with or substituted with other components. In relation to specific menthol concentrations, when diethyl succinate or diisobutyl adipate + 1-dodecanol was used as a solvent, high dissolving power (rated A out of A to C) was shown at, for example, a menthol concentration of 70-60 wt%. Furthermore, when diethyl sebacate + 1-dodecanol was used as a solvent, moderate dissolving power (rated B out of A to C) was shown at a menthol concentration of 70-60 wt%.

[0254] (Experiment 23) l-menthol + diethyl succinate + 1-hexadecanol + MCT

[0255] [Table 26] As shown in the table above, 1-hexadecanol was shown to efficiently dissolve menthol even when used in combination with or substituted with other components. In relation to specific menthol concentrations, for example, when a mixture of diethyl succinate, 1-hexadecanol, and MCT was used as a solvent, it was shown to have moderate to high dissolving power (rated A or B out of A to C) at menthol concentrations of 75-65 wt%.

[0256] (Experiment 24) l-menthol + diethyl succinate + spearmint oil

[0257] [Table 27] As shown in the table above, diethyl succinate was shown to efficiently dissolve menthol even when used in combination with or substituted with other components. In relation to specific menthol concentrations, for example, when a mixture of diethyl succinate and spearmint oil was used as a solvent, it was shown to have high dissolving power (rated A out of A to C) at menthol concentrations of 80-60 wt%.

[0258] (Experiment 25) l-menthol + MCT

[0259] [Table 28] As shown in the table above, MCT was demonstrated to efficiently dissolve menthol, as previously known. Regarding the relationship with specific menthol concentrations, for example, it was shown that when MCT is used as a solvent, stable and high dissolving power is observed at menthol concentrations of 40 wt% or less.

[0260] (Experiment 26) l-menthol + benzyl alcohol + MCT

[0261] [Table 29] As shown in the table above, benzyl alcohol was shown to efficiently dissolve menthol, both alone and in combination with or substituted with MCT. In relation to specific menthol concentrations, for example, when benzyl alcohol alone or a mixture of benzyl alcohol and MCT was used as a solvent, it was shown to have high dissolving power (rated A out of A to C) at menthol concentrations of 80 wt% to 60 wt%.

[0262] [Fragrance Comparison Test A] In comparative fragrance test A, menthol and other components (solvents) were prepared to a total of 10g, and the fragrance was evaluated by comparing it with a menthol MCT solution (a mixture of 45% menthol and 55% MCT by weight) through a sensory test. A sensory test was conducted by one person, and it was categorized as follows: no off-odor if the smell was the same as the menthol MCT solution, slightly present if a faint but different scent from menthol was detected, and present if a clearly different and strong odor was detected.

[0263] The results are shown below.

[0264] (Experiment A1) l-menthol + diethyl malonate

[0265] [Table 30] When diethyl malonate was added alone at a concentration of 40 wt%, a slight off-odor was detected, and when added at a concentration of 50 wt%, an off-odor other than menthol was detected.

[0266] (Experiment A2) l-menthol + diethyl succinate

[0267] [Table 31] No unusual odors other than menthol were detected at any of the concentration ratios.

[0268] (Experiment A3) l-menthol + diisobutyl adipate

[0269] [Table 32] No unusual odors other than menthol were detected at any of the concentration ratios.

[0270] (Experiment A4) l-menthol + diethyl sebacate

[0271] [Table 33] No unusual odors other than menthol were detected at any of the concentration ratios.

[0272] (Experiment A5) l-menthol + diethyl succinate + MCT

[0273] [Table 34] No unusual odors other than menthol were detected at any of the concentration ratios.

[0274] (Experiment A6) l-menthol + diethyl succinate + 1-dodecanol + MCT

[0275] [Table 35] No unusual odors other than menthol were detected at any of the concentration ratios.

[0276] (Experiment A7) l-menthol + diethyl succinate / diisobutyl adipate / diethyl sebacate + 1-dodecanol

[0277] [Table 36] No unusual odors other than menthol were detected at any of the concentration ratios.

[0278] (Experiment A8) l-menthol + diethyl succinate + 1-hexadecanol + MCT

[0279] [Table 37] No unusual odors other than menthol were detected at any of the concentration ratios.

[0280] (Experiment A9)

[0281] [Table 38] When spearmint oil was added at a concentration of 3 wt% or more, an off-flavor other than menthol was detected. On the other hand, although it was not the scent of menthol alone, a change in aroma could be perceived.

[0282] (Experiment A10) l-menthol + MCT

[0283] [Table 39] No unusual odors other than menthol were detected at any of the concentration ratios.

[0284] (Experiment A11) l-menthol + limonene + MCT

[0285] [Table 40] At all concentration ratios, an unusual odor other than menthol was detected.

[0286] (Experiment A12) l-menthol + benzyl alcohol + MCT

[0287] [Table 41] At all concentration ratios, an unusual odor other than menthol was detected.

[0288] [Fragrance Comparison Test B] In comparative fragrance test B, the menthol and other components (solvents) were adjusted to a total of 10g, and the fragrance was evaluated by comparing it with the menthol through a sensory test. A sensory evaluation was conducted with eight well-trained individuals, who evaluated the presence or absence of an off-odor on a 5-point scale. Specifically, a score of 5 was given if the odor was the same as menthol (the smell of menthol in a mixture of 45% by weight of menthol and 55% by weight of MCT), 3 was given if a weak but distinct odor was detected, and 1 was given if a clearly distinct and strong odor was detected. An average score of 4 or higher was assigned an A, 3.5 to less than 4 was a B, 3 to less than 3.5 was a C, 2 to less than 3 was a D, and less than 2 was an E.

[0289] The results are shown below.

[0290] (Experiment B1) l-Menthol + Diethyl Malonate / Diethyl Succinate / Diisobutyl Adipate / Diethyl Sebacate

[0291] [Table 42]

[0292] (Experiment B2) l-menthol + diethyl fumarate

[0293] [Table 43]

[0294] (Experiment B3) l-menthol + triptyline

[0295] [Table 44]

[0296] (Experiment B4) l-menthol + triethyl citrate

[0297] [Table 45]

[0298] (Experiment B5) l-menthol + benzyl benzoate

[0299] [Table 46]

[0300] (Experiment B6) l-menthol + ethyl laurate / ethyl palmitate

[0301] [Table 47]

[0302] (Experiment B7) l-menthol + ethylene glycol diacetate / 1,6-diacetoxyhexane / 1,8-diacetoxyoctane

[0303] [Table 48]

[0304] (Experiment B8) l-menthol + diethylene glycol dibutyl ether

[0305] [Table 49]

[0306] (Experiment B9) l-menthol + N,N'-diethyl-1,6-hexanediamine

[0307] [Table 50]

[0308] (Experiment B10) l-menthol + diethyl succinate / diisobutyl adipate + dodecanol

[0309] [Table 51]

[0310] (Experiment B11) l-menthol + diethyl succinate + dodecanol / hexadecanol

[0311] [Table 52]

[0312] (Experiment B12) l-Menthol + Diisobutyl Adipate + Decanol / Dodecanol / Hexadecanol

[0313] [Table 53]

[0314] (Experiment B13) l-menthol + diethyl sebacate + decanol / dodecanol / hexadecanol

[0315] [Table 54]

[0316] (Experiment B14) l-menthol + diethyl succinate / diisobutyl adipate + spearmint oil

[0317] [Table 55]

[0318] (Experiment B15) l-menthol + MCT

[0319] [Table 56]

[0320] (Experiment B16) l-menthol + limonene + MCT

[0321] [Table 57]

[0322] (Experiment B17) l-menthol + benzyl alcohol + MCT

[0323] [Table 58]

[0324] [Encapsulation Test (Encapsulation Suitability Test) C] Encapsulation test C was evaluated by adjusting the total amount of menthol, components (solvent), etc. to 80g and measuring the interfacial tension with purified water. The interfacial tension was measured using an interfacial tension meter Sigma 702 (KSV Instruments Ltd). When the interfacial tension falls below approximately 5 mN / m, encapsulation often becomes difficult due to factors such as increased risk of capsule cracking during manufacturing. Therefore, as an indicator of suitability for encapsulation (ability to be encapsulated without problems), interfacial tension (filling ability) was defined as A for 5 mN / m or more and B for less than 5 mN / m.

[0325] The results are shown below.

[0326] (Experiment C1) l-menthol + diethyl malonate

[0327] [Table 59] When l-menthol was dissolved in diethyl malonate as a solvent, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-50 wt%, suggesting that encapsulation was possible.

[0328] (Experiment C2) l-menthol + diethyl succinate

[0329] [Table 60] When l-menthol was dissolved in diethyl succinate as a solvent, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-50 wt%, suggesting that encapsulation was possible.

[0330] (Experiment C3) l-menthol + diethyl sebacate

[0331] [Table 61] When l-menthol was dissolved in diethyl sebacate as a solvent, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 70-50 wt%, suggesting that encapsulation was possible.

[0332] (Experiment C4) l-menthol + diethyl succinate + MCT

[0333] [Table 62] When l-menthol was dissolved using diethyl succinate and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 70-60 wt%, suggesting that encapsulation was possible.

[0334] (Experiment C5) l-menthol + diethyl succinate + dodecanol + MCT

[0335] [Table 63] When l-menthol was dissolved using diethyl succinate, dodecanol, and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-65 wt%, suggesting that encapsulation was possible.

[0336] (Experiment C6) l-Menthol + Diethyl succinate / Diisobutyl adipate / Diethyl sebacate + 1-Dodecanol

[0337] [Table 64] When l-menthol was dissolved using diethyl succinate / diisobutyl adipate / diethyl sebacate + 1-dodecanol as a solvent, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 70-60 wt%, suggesting that encapsulation was possible.

[0338] (Experiment C7) l-menthol + MCT

[0339] [Table 65] When l-menthol was dissolved in MCT as a solvent, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 70-35 wt%, suggesting that encapsulation was possible.

[0340] (Experiment C8) l-menthol + limonene + MCT

[0341] [Table 66] When l-menthol was dissolved using d-limonene and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-60 wt%, suggesting that encapsulation was possible.

[0342] (Experiment C9) l-menthol + benzyl alcohol + MCT

[0343] [Table 67] When l-menthol was dissolved using benzyl alcohol and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-60 wt%, suggesting that encapsulation was possible.

[0344] (Experiment C10) l-menthol + peppermint oil + MCT

[0345] [Table 68] When l-menthol was dissolved using peppermint oil and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-60 wt%, suggesting that encapsulation was possible.

[0346] (Experiment C11) l-menthol + spearmint oil + MCT

[0347] [Table 69] When l-menthol was dissolved using spearmint oil and MCT as solvents, the interfacial tension was found to be 5 mN / m or higher at an l-menthol concentration of 80-60 wt%, suggesting that encapsulation was possible.

[0348] (Experiment C12) l-menthol + emulsifier + MCT

[0349] [Table 70] When l-menthol was dissolved using organic acid monoglycerides and MCT as solvents, the l-menthol concentration was 60 wt%, and the interfacial tension was too low to measure (less than 1 mN), suggesting that encapsulation was impossible.

[0350] [Encapsulation] From the encapsulation tests described above, it is clear that the compositions from experiments C1 to C11 are encapsulationable, and it was confirmed that all of these compositions were able to form capsules without any problems.

[0351] In other words, all compositions could be filled into seamless capsules (easily disintegrating capsules) by the dropper method.

[0352] The capsule diameter was set at 3.4 mm (shell thickness 50 μm, content volume 19.3 mg). The formulation for the capsule shell was the same as the formulation used in "Capsule Manufacturing Example 1" of Japanese Patent No. 6603817. The capsule's breaking strength was 1530g, and its breaking distance was 1.4mm.

[0353] In addition to the capsule with a diameter of 3.4 mm, four other types of easily disintegrating capsules were prepared using the dropper method, as shown below. The capsule shells were identical for all of these capsules.

[0354] Capsule diameter: 2.8 mm, Shell thickness: 57 μm, Breaking strength: 1180 g, Breaking distance: 1.5 mm Capsule diameter: 3.0 mm, Shell thickness: 48 μm, Breaking strength: 1270 g, Breaking distance: 1.6 mm Capsule diameter: 3.5 mm, Shell thickness: 48 μm, Breaking strength: 1670 g, Breaking distance: 1.8 mm Capsule diameter: 4.0 mm, Shell thickness: 45 μm, Breaking strength: 2060 g, Breaking distance: 2.0 mm

[0355] The physical properties of the capsules were measured or evaluated according to the following methods. (Capsule rupture strength and elasticity (rupture distance)) The capsule's breaking strength was measured at room temperature (22-27°C) and 40-60% RH using a rheometer CR-3000EX manufactured by Sun Science Co., Ltd. Furthermore, in the above measurements, the distance the capsule deformed before it broke (the distance the capsule was pushed into the rheometer before it broke) was used as an indicator of the capsule's elasticity. (Capsule outer diameter) The outer diameter of the capsule was measured using a Mitutoyo Corporation digital caliper (product name: Quick Mini 25, model number: PK-0510SU, measuring range: 0~25mm) at room temperature (22~27℃) and 40~60%RH. (Capsule coating rate) The coating rate was calculated using the formula: Coating rate (%) = Capsule coating mass / Total capsule mass × 100 The mass was measured using an electronic balance GX-200 manufactured by A&D Co., Ltd. (Capsule coating thickness) The thickness of the capsule coating was measured using a digital microscope manufactured by Keyence Corporation (product name: VHX-900, using a 10 μm calibration scale).

[0356] Then, I picked up the capsules I obtained and applied pressure with my fingers, and all of them easily popped open, allowing me to enjoy the sound and sensation of the capsules breaking. I also enjoyed the scent of l-menthol.

[0357] It goes without saying that the capsule shell used when encapsulating the composition according to the present invention may be a so-called plant-based shell that does not use gelatin, or it may be a capsule shell that contains gelatin. Furthermore, while capsules obtained by encapsulating the composition according to the present invention can be incorporated into, for example, cigarette filters, they are not limited to this. For example, they can also be applied to inhalation devices that do not burn like cigarettes, but instead allow the volatile components to be inhaled without burning. [Industrial applicability]

[0358] The present invention provides compositions containing l-menthol, etc.

Claims

[Claim 1] A composition containing l-menthol and at least one component (X) selected from dicarboxylic acid esters, diol esters, monocarboxylic acid esters, esters of polyols having three or more hydroxyl groups, esters of polycarboxylic acids having three or more carboxyl groups, polyol ethers, polyamines, and alcohols having six or more carbon atoms.

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