WO2023042819A1 - カリオフィレン含有組成物 - Google Patents
カリオフィレン含有組成物 Download PDFInfo
- Publication number
- WO2023042819A1 WO2023042819A1 PCT/JP2022/034212 JP2022034212W WO2023042819A1 WO 2023042819 A1 WO2023042819 A1 WO 2023042819A1 JP 2022034212 W JP2022034212 W JP 2022034212W WO 2023042819 A1 WO2023042819 A1 WO 2023042819A1
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- WO
- WIPO (PCT)
- Prior art keywords
- mass
- caryophyllene
- menthol
- composition
- capsule
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/04—Tobacco smoke filters characterised by their shape or structure
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/01—Hydrocarbons
- A61K31/015—Hydrocarbons carbocyclic
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B13/00—Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
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- A—HUMAN NECESSITIES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
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- A—HUMAN NECESSITIES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
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- A—HUMAN NECESSITIES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/281—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
- A24B15/282—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by indirect addition of the chemical substances, e.g. in the wrapper, in the case
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- A—HUMAN NECESSITIES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
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- A—HUMAN NECESSITIES
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- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
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- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/32—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/34—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
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- A24D1/00—Cigars; Cigarettes
- A24D1/20—Cigarettes specially adapted for simulated smoking devices
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/04—Tobacco smoke filters characterised by their shape or structure
- A24D3/048—Tobacco smoke filters characterised by their shape or structure containing additives
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/061—Use of materials for tobacco smoke filters containing additives entrapped within capsules, sponge-like material or the like, for further release upon smoking
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
- A24D3/17—Filters specially adapted for simulated smoking devices
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
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- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
- C07C35/08—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
- C07C35/12—Menthol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/32—All rings being cycloaliphatic the ring system containing at least eleven carbon atoms
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11B9/00—Essential oils; Perfumes
Definitions
- the present invention relates to a composition containing caryophyllene.
- Caryophyllene ( ⁇ -caryophyllene) is known to have, for example, anxiolytic effects (Patent Document 1).
- caryophyllene is known to have anxiety-relieving effects, etc., but the effects of caryophyllene on other ingredients such as menthol and fats [medium-chain triglycerides (MCT), etc.] are not known at all. was not known.
- an object of the present invention is to provide a novel composition containing caryophyllene, a novel function of caryophyllene, and the like.
- the inventors of the present invention have made intensive studies to achieve the above object, and found that caryophyllene can promote volatilization and dissolution of menthol, and can improve freeze resistance by forming a composition together with menthol and fats and oils. (It is possible to provide a composition having excellent freeze resistance) and the like, and further studies were conducted to complete the present invention.
- the present invention relates to the following inventions and the like.
- [1] A composition containing caryophyllene and menthol.
- [2] A composition containing caryophyllene and fats and oils.
- [3] A composition containing caryophyllene, menthol and fats and oils.
- [4] The composition according to [2] or [3], wherein the fat contains MCT.
- [5] The composition according to any one of [1] to [4], wherein the proportion of caryophyllene is 1% by mass or more.
- dicarboxylic acid esters diol esters, monocarboxylic acid esters, polyol esters having 3 or more hydroxy groups, polycarboxylic acid esters having 3 or more carboxy groups, polyol ethers, polyamines, and alcohols having 6 or more carbon atoms
- component (X) which is a dicarboxylic acid ester.
- a filter comprising a capsule, wherein the capsule is composed of a core and a shell, and the filter comprises at least a capsule in which the core is the composition according to any one of [1] to [15].
- a tobacco containing the composition according to any one of [1] to [15].
- An inhaler containing the composition according to any one of [1] to [15].
- the inhaler according to [19] which is a smoking device.
- a novel composition containing caryophyllene and novel functions of caryophyllene can be provided.
- a composition containing caryophyllene and menthol an agent containing caryophyllene, which improves volatilization (volatility) or dissolution (solubility) of menthol (or menthol-containing composition) It is possible to provide an agent for improving (improving, promoting) the freezing resistance (freezing resistance) of menthol (or a menthol-containing composition), and the like.
- Caryophyllene promotes volatilization and dissolution of menthol in combination with menthol (exhibits excellent menthol volatility and solubility in compositions with menthol), and improves freezing resistance of menthol (or composition with menthol). It seems that the excellent freezing resistance of menthol can be exhibited in products), leading to the provision of such compositions and agents.
- composition containing caryophyllene and a fat an agent containing caryophyllene for improving (improving, promoting) the freezing resistance of a fat (or a fat-containing composition), and the like. can provide
- Caryophyllene seems to be able to improve the freezing resistance of fats and oils (or exhibit excellent freezing resistance of fats and oils in a composition with fats and oils) in combination with fats and oils (MCT, etc.), and the provision of such compositions and agents leads to
- composition of the present invention contains caryophyllene.
- Caryophyllene includes ⁇ -caryophyllene, ⁇ -caryophyllene, isocaryophyllene, metabolites or derivatives of caryophyllene (eg, caryophyllene oxide such as ⁇ -caryophyllene oxide), and the like. Caryophyllene may contain these alone or in combination of two or more.
- caryophyllene may contain at least ⁇ -caryophyllene, and ⁇ -caryophyllene and caryophyllene other than ⁇ -caryophyllene [for example, at least one selected from ⁇ -caryophyllene, isocaryophyllene, metabolites or derivatives of caryophyllene].
- ⁇ -caryophyllene may contain in caryophyllene containing at least such ⁇ -caryophyllene, the ratio of ⁇ -caryophyllene is, for example, 30% by mass or more, 50% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more. , 100% by mass (substantially 100% by mass), or the like.
- ⁇ -caryophyllene may be collectively used to include caryophyllene other than such ⁇ -caryophyllene.
- Caryophyllene ( ⁇ -caryophyllene) is not particularly limited. It may be derived (eg, extracted or concentrated) from copaiba, guinea ginger, curry leaves, other essential oils, and the like.
- caryophyllene a commercially available product may be used, or one manufactured (refined) by a conventional method (chemically synthesized) may be used.
- the amount of caryophyllene is not particularly limited, and can be appropriately selected according to desired functions (eg, promotion of volatilization, promotion of dissolution, resistance to freezing, functions of caryophyllene, etc.), dosage forms, and the like.
- the amount (proportion, concentration) of caryophyllene is 0.01% by mass (weight, wt, hereinafter the same)% or more (e.g., 0.05% by mass or more), 0.1% by mass or more (e.g., 0.5% by mass or more), 1% by mass or more (e.g., 5% by mass or more), 10% by mass or more (e.g., 15% by mass or more), 20% by mass or more (e.g., 25% by mass or more), 30% by mass or more (e.g., 35% by mass or more), 40% by mass or more (e.g., 45% by mass or more), 50% by mass or more (e.g., 55% by mass or more), 60% by mass or more (e.g., 0.0
- the range of concentration (ratio) of caryophyllene may be set by appropriately combining the lower limit and upper limit of the above range (for example, 0.1 to 90% by mass, 10 to 50% by mass, etc.) [Other , the same applies to descriptions of ranges in this specification (eg, menthol, oils and fats, etc. described later)].
- Specific caryophyllene concentrations (ranges) include, for example, 1% by mass or more, 3 to 99% by mass, 5 to 80% by mass, 5 to 90% by mass, and 15 to 30% by mass.
- the ratio (concentration) of caryophyllene to the total amount (total amount) of caryophyllene and menthol [when the total amount is 100% by mass] is also It may be selected from the above range (eg, 1% by mass or more, 10% by mass or more, 5 to 90% by mass, etc.).
- the concentration range of caryophyllene in the above composition eg, 1% by weight or more, 10% by weight or more, 5 to 90% by weight, etc.
- the ratio of caryophyllene to the total amount (total amount) of caryophyllene, menthol and fats and oils [when the total amount is 100% by mass] may also be selected from the concentration range of caryophyllene in the above composition (eg, 1% by mass or more, 10% by mass or more, 5 to 90% by mass, etc.).
- the ratio (concentration) of caryophyllene to the total amount (total amount) of caryophyllene and component (X) [when the total amount is 100% by mass] is also It can be selected from the concentration range of caryophyllene in the above composition (for example, 5% by mass or more, 95% by mass or less, 10 to 90% by mass, etc.).
- the composition of the present invention may be used (in applications) for the purpose of imparting (or obtaining) such functions (effects), depending on the mode of use.
- composition may contain menthol.
- Menthol may generally contain at least l-menthol, or may be substantially l-menthol, depending on desired functions and the like.
- menthol dissolves (solid solution) without solidifying (crystallizing or solidifying alone).
- the ratio (concentration) of menthol can be appropriately selected depending on the desired function (for example, the function as menthol, the function of caryophyllene constituting the composition, etc.), the dosage form, etc. Although not limited, it may usually be selected from a range of about 0.5% by mass or more (e.g., 1% by mass or more), for example, 2% by mass or more (e.g., 3% by mass or more), 5% by mass or more ( For example, 8% by mass or more), 10% by mass or more (e.g., 12% by mass or more), 15% by mass or more (e.g., 18% by mass or more), 20% by mass or more (e.g., 22% by mass or more), 25% by mass or more (e.g., 28% by mass or more), 30% by mass or more (e.g., 32% by mass or more), 35% by mass or more (e.g., 38% by mass or more), 40% by mass or more (e.g., 42% by
- the range of menthol concentration (ratio) can be set by appropriately combining the lower limit and upper limit of the above range. % by mass, 10 to 65% by mass, 10 to 60% by mass, 15% by mass or more, 15 to 55% by mass, 15 to 45% by mass, and the like.
- the concentration (proportion) of menthol may be relatively high (for example, 10% by mass or more, 15% by mass or more, 35% by mass or more, 40% by mass or more, etc.).
- concentration (proportion) of menthol may be relatively high (for example, 10% by mass or more, 15% by mass or more, 35% by mass or more, 40% by mass or more, etc.).
- the ratio (concentration) of menthol to the total amount (total amount) of caryophyllene and menthol [when the total amount is 100% by mass] is also the concentration range of menthol in the above composition (e.g., 5% by mass or more, 80% by mass % or less, 3 to 60% by mass, etc.).
- the ratio (concentration) of menthol to the total amount (total amount) of caryophyllene, menthol and oils and fats [when the total amount is 100% by mass] is also the above composition.
- concentration range of menthol eg, 5% by mass or more, 80% by mass or less, 3 to 60% by mass, etc.
- the ratio (concentration) of menthol to the total amount (total amount) of menthol and component (X) [when the total amount is 100% by mass] is also It can be selected from the concentration range of menthol in the above composition (for example, 5% by mass or more, 80% by mass or less, 3 to 60% by mass, etc.).
- composition of the present invention may be used (in applications) for the purpose of imparting (or obtaining) such functions (effects), depending on the mode of use.
- the composition may contain fats and oils.
- Fats and oils include, for example, vegetable oils (e.g., soybean oil, rapeseed oil, corn oil, sesame oil, linseed oil, cottonseed oil, perilla oil, olive oil, rice oil, palm oil, jojoba oil, sunflower oil, camellia oil, etc.), animal oils (e.g., beef tallow, lard, chicken fat, milk fat, fish oil, horse oil, etc.), medium-chain fatty acid triglycerides (MCT), and the like.
- vegetable oils e.g., soybean oil, rapeseed oil, corn oil, sesame oil, linseed oil, cottonseed oil, perilla oil, olive oil, rice oil, palm oil, jojoba oil, sunflower oil, camellia oil, etc.
- animal oils e.g., beef tallow, lard, chicken fat, milk fat, fish oil, horse oil, etc.
- MCT medium-chain fatty acid t
- the fats and oils may be used alone or in combination of two or more.
- MCT may be preferably used. Therefore, fats and oils may contain at least MCT.
- the ratio of MCT to the entire fat is, for example, 10% by mass or more, 30% by mass or more, 50% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, It may be 100% by mass (MCT only) or the like.
- Fats and oils can function as a medium (solvent, carrier) for the composition, and depending on the type (for example, MCT), the volatility and solubility of menthol and the freezing resistance of menthol and fats themselves are relatively low. In many cases, it is good (or does not greatly decrease), and from this point of view, a part of caryophyllene and the like can be suitably replaced with fats and oils (especially MCT and the like). In addition, the use of fats and oils (such as MCT) can be advantageous in terms of encapsulation and the like. In addition, fats and oils do not seem to affect flavor easily and are easy to use in combination with menthol and caryophyllene.
- the proportion (amount, concentration) of fats and oils is, for example, 0.1% by mass or more (e.g., 0.5% by mass or more), 1% by mass or more (e.g., 5% by mass or more), 10% by mass or more.
- the ratio (concentration) of fats and oils to the total amount (total amount) of caryophyllene and fats and oils [when the total amount is 100% by mass] is also the concentration range of fats and oils in the above composition (e.g., 1% by mass or more , 10% by mass or more, 5 to 90% by mass, etc.).
- the ratio of fats and oils to the total amount (total amount) of caryophyllene, menthol and fats and oils [when the total amount is 100% by mass] may also be selected from the concentration range of fats and oils in the composition (for example, 1% by mass or more, 10% by mass or more, 5 to 90% by mass, etc.).
- the ratio (concentration) of the oils and fats [when the total amount is 100% by mass] with respect to the total amount (total amount) of the oils and fats and the component (X) can be selected from the concentration range of fats and oils in the above composition (for example, 5% by mass or more, 95% by mass or less, 10 to 90% by mass, etc.).
- composition may contain other components (components other than caryophyllene, menthol and fats and oils).
- compositions are not particularly limited, and may be selected according to the form, use, application target, etc. of the composition.
- the carrier examples include acids (e.g., fatty acids such as caprylic acid, capric acid, eicosapentaenoic acid, docosahexaenoic acid, oleic acid, linoleic acid), hydrocarbons (e.g., liquid paraffin, squalane, , vaseline), silicones (e.g., silicone oil, etc.), synthetic polymers (e.g., polyacrylic acid, carboxyvinyl polymer, polyethylene glycol, polyvinylpyrrolidone, etc.), natural polymers or derivatives thereof (e.g., carrageenan, alginic acid, cellulose , guar gum, xanthan gum, quince seed, dextran, gellan gum, hyaluronic acid, ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, cationic guar gum, acetylated hyalur
- acids e.g.,
- the properties of the carrier can be selected according to the form of the composition, etc., and may be solid, liquid, or the like, and may be non-volatile or volatile.
- a liquid carrier can also be referred to as a solvent.
- the emulsifier is not particularly limited. fatty acid ester, sorbitan fatty acid ester, polyglycerin fatty acid ester, organic acid monoglyceride] and the like.
- the proportion (concentration) of the emulsifier in the composition can be selected depending on the aspect of the composition, application, etc., and is not particularly limited. 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) below), or 5% by mass or less (eg, 4% by mass or less, 3% by mass or less, 1% by mass or less, etc.).
- the lower limit of the ratio (concentration) of the emulsifier can be selected according to the composition, application, etc., and is not particularly limited. .7% by mass, 1% by mass, 1.2% by mass, 1.5% by mass, 2% by mass, 3% by mass, and the like.
- the emulsifier can greatly reduce the interfacial tension in the composition. Therefore, when the composition is used as the contents of capsules (for example, seamless capsules produced by a dropping method or the like), encapsulation is likely to be inhibited. From this point of view, when the composition is used as the capsule content, it is desirable not to use (substantially not) an emulsifier, but even if it is used, its proportion is relatively small. (For example, it is preferably 5 mass % or less, 3 mass % or less, etc. of the composition).
- the composition comprises a dicarboxylic acid ester, a diol ester, a monocarboxylic acid ester, an ester of a polyol having 3 or more hydroxy groups, an ester of a polycarboxylic acid having 3 or more carboxy groups, a polyol ether, a polyamine, and 6 or more carbon atoms. (These components are hereinafter referred to as component (X)) selected from alcohols.
- component (X) In addition to being able to function as a medium (solvent, carrier), such component (X) is often relatively good in terms of the solubility of menthol and the freezing resistance of menthol and oils themselves.
- a component (X) in combination with caryophyllene, may improve the solubility of menthol and the freezing resistance of menthol and fats and oils themselves.
- component (X) part of caryophyllene can be replaced with component (X) (caryophyllene and component (X) can be used together). In many cases, even if such a component (X) is included, it can be encapsulated without any particular problem.
- component (X) may be liquid or solid at room temperature or room temperature (eg, 15 to 35°C).
- the solid component (X) is often liquid (for example, dissolved in the liquid component (X) or other components) in the composition at normal or room temperature.
- component (X) may contain components that are liquid at least at room temperature or room temperature. )) may be liquid at ambient or room temperature.
- component (X) may have the same function as the other components (carrier, etc.) described above.
- a dicarboxylic acid ester is an ester of a dicarboxylic acid.
- Such dicarboxylic acid esters may be either monoesters (half esters) or diesters, and in particular may be dicarboxylic acid diesters.
- Such dicarboxylic acid diesters are typically esters of one molecule of dicarboxylic acid and two molecules of alcohol. The two molecules of alcohol may be the same or different molecules, usually the two molecules of alcohol are the same molecule.
- Dicarboxylic acids are not particularly limited, and examples thereof include aliphatic dicarboxylic acids, aromatic dicarboxylic acids, and the like.
- the aliphatic dicarboxylic acid may be either saturated dicarboxylic acid or unsaturated dicarboxylic acid.
- the aliphatic dicarboxylic acid may be chain (including branched) or cyclic.
- the dicarboxylic acid may be an oxycarboxylic acid or the like.
- dicarboxylic acids include, for example, aliphatic dicarboxylic acids [e.g., saturated dicarboxylic acids (e.g., oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, C 2-20 saturated dicarboxylic acids such as cyclohexanedicarboxylic acid, preferably C 2-16 saturated dicarboxylic acids, more preferably C 4-12 saturated dicarboxylic acids), unsaturated dicarboxylic acids (e.g., saturated dicarboxylic acids (e.g., oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, C 2-20 saturated dicarboxylic acids such as cyclohexanedicarboxylic acid, preferably C 2-16 saturated dicarbox
- aromatic dicarboxylic acids e.g. phthalic acid, isophthalic acid , C 8-20 aromatic dicarboxylic acids such as terephthalic acid, preferably C 8-16 aromatic dicarboxylic acids, more preferably C 8-12 aromatic dicarboxylic acids] and the like.
- the alcohol is not particularly limited, but examples include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, and the like. Alcohols may be either saturated or unsaturated. Also, the alcohol may be chain (including branched) or cyclic. Alcohols may be either monools or polyols, but usually monools.
- Examples of specific alcohols include aliphatic alcohols [e.g., alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, - C 1-20 alkanols such as ethylhexanol, decanol, dodecanol, cyclohexanol, preferably C 1-12 alkanols, more preferably C 1-6 alkanols (e.g. C 1-4 alkanols)), aralkyl alcohols (e.g. hydroxy C 1-4 alkyl C 6-10 arenes such as benzyl alcohol, phenethyl alcohol, etc.)] and the like.
- alkanols e.g., methanol, ethanol, propanol, iso
- Dicarboxylic acid esters include esters of all combinations of these.
- Specific dicarboxylic acid diesters include, for example, aliphatic dicarboxylic acid diesters ⁇ e.g., saturated dicarboxylic acid diesters [e.g., diethyl malonate, dimethyl succinate, diethyl succinate, diethyl glutarate, diisobutyl adipate, dipropyl adipate, C 2-20 saturated dicarboxylic acid-diesters (e.g. dialkyl esters (e.g.
- C 1-10 alkyl esters such as diethyl pimelate, diethyl suberate, diethyl azelate, diethyl sebacate, etc. diesters with fatty alcohols), etc.
- unsaturated dicarboxylic acid diesters e.g., unsaturated C 4-20 saturated dicarboxylic acid-diesters such as diethyl fumarate (e.g., diesters with fatty alcohols)]
- aromatic dicarboxylic acid esters eg C 8-20 aromatic dicarboxylic acid-diesters such as diethyl phthalate (eg diesters with aliphatic alcohols such as dialkyl esters)]
- dicarboxylic acid diesters are particularly desirable, and from the viewpoint of fragrance etc., diesters of saturated or unsaturated dicarboxylic acids having 4 or more carbon atoms (for example, diethyl succinate, diethyl sebacate, adipine C 4-20 saturated or unsaturated dicarboxylic acid-diesters such as diisobutyl acid, diethyl fumarate) are preferred.
- the dicarboxylic acid diesters may be used alone or in combination of two or more.
- a diol ester is an ester of a diol.
- Such diol esters may be either monoesters or diesters, but may in particular be diol diesters.
- 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, usually the two carboxylic acid molecules are the same molecule.
- the diol is not particularly limited, examples thereof include aliphatic diols (including araliphatic diols) and aromatic diols. Aliphatic diols may be either saturated or unsaturated. In addition, the aliphatic diol may be chain (including branched) or cyclic.
- diols include, for example, aliphatic diols [e.g., alkanediols (e.g., ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol, butylene glycol, pentanediol, hexanediol, C2-20 alkanediols such as butanediol, octanediol, decanediol, dodecanediol, cyclohexanediol, cyclohexanedimethanol, preferably C2-16 alkanediols, more preferably C2-12 alcohols), polyalkanediols ( For example, di- to hexa-C 2-6 alkanediols such as diethylene glycol, dipropylene glycol and triethylene glycol), hydroxyalkylarenes (for example, di(
- Carboxylic acids are not particularly limited, and examples thereof include aliphatic carboxylic acids (including araliphatic carboxylic acids) and aromatic carboxylic acids. Carboxylic acids may be either saturated or unsaturated. Moreover, the carboxylic acid may be chain (including branched) or cyclic. Furthermore, the carboxylic acid may be an oxycarboxylic acid or the like. The carboxylic acid may be either monocarboxylic acid or polycarboxylic acid, and typically monocarboxylic acid.
- carboxylic acids include, for example, aliphatic carboxylic acids (e.g., 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, C 1-30 aliphatic carboxylic acids, preferably C 1-12 aliphatic carboxylic acids, more preferably C 1-6 aliphatic carboxylic acids), aromatic carboxylic acids (eg, benzoic acid, carboxy C 6-10 arenes such as salicylic acid, etc.)].
- aliphatic carboxylic acids e.g., formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic
- Diol esters include esters of all combinations of these and the like.
- 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, C 2-20 aliphatic diol-diesters (e.g., diesters with aliphatic carboxylic acids) such as 1,8-octanediol diacetate, ethylene glycol bis(butyrate), triethylene glycol dibutyrate, etc.]. mentioned.
- aliphatic diol diesters e.g., ethylene glycol diacetate, propylene glycol diacetate, 1,4-butanediol diacetate, butylene glycol diacetate, 1,6-hexanediol diacetate, C 2-20 alipha
- diesters of aliphatic diols having 3 or more carbon atoms e.g., C 3-20 aliphatic diols, C 4-16 aliphatic diols, C 6-12 aliphatic diols, etc.
- diesters with aliphatic carboxylic acids may suitably be used.
- the diol ester may be used alone or in combination of two or more.
- Monocarboxylic acid esters are esters of monocarboxylic acids (esters of monocarboxylic acids and alcohols, esters of one molecule of alcohol and one molecule of carboxylic acid). Alcohols may be either monools or polyols, but usually monools.
- the monocarboxylic acid is not particularly limited, examples thereof include aliphatic carboxylic acids (including araliphatic carboxylic acids) and aromatic carboxylic acids. Carboxylic acids may be either saturated or unsaturated. Moreover, the carboxylic acid may be chain (including branched) or cyclic. Furthermore, the carboxylic acid may be an oxycarboxylic acid or the like.
- Specific monocarboxylic acids include, for example, aliphatic carboxylic acids [e.g., formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, C 1-30 aliphatic carboxylic acids, preferably C 4-28 aliphatic carboxylic acids, such as acids, myristic acid, palmitic acid, margaric acid, stearic acid, oleic acid, linoleic acid, linolenic acid, cyclohexanecarboxylic acid, more preferably C 6-24 aliphatic carboxylic acids (e.g., aliphatic carboxylic acids having 14 or less carbon atoms)], aromatic carboxylic acids (e.g., benzoic acid, carboxy C 6-10 arenes such as salicylic acid, etc.)], etc. .
- the alcohol is not particularly limited, but examples include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, and the like. Alcohols may be either saturated or unsaturated. Also, the alcohol may be chain (including branched) or cyclic.
- Examples of specific alcohols include aliphatic alcohols [e.g., alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, - C 1-20 alkanols such as ethylhexanol, decanol, dodecanol, cyclohexanol, preferably C 1-12 alkanols, more preferably C 1-6 alkanols (e.g. C 1-4 alkanols)), aralkyl alcohols (e.g. hydroxy C 1-4 alkyl C 6-10 arenes such as benzyl alcohol, phenethyl alcohol, etc.)] and the like.
- alkanols e.g., methanol, ethanol, propanol, iso
- Monocarboxylic acid esters include esters of all combinations of these.
- Specific monocarboxylic acid esters include, for example, aliphatic carboxylic acid esters [aliphatic monocarboxylic acid esters (monoesters), for example, C 1-30 aliphatic esters such as ethyl decanoate, ethyl laurate and ethyl palmitate.
- Esters of carboxylic acids e.g. C 4-28 aliphatic carboxylic acids, C 6-24 aliphatic carboxylic acids) (e.g.
- aromatic carboxylic acid esters [aromatic monocarboxylic acid esters (monoesters), for example, C 7-20 aromatic carboxylic acid-esters such as benzyl benzoate and benzyl salicylate].
- the monocarboxylic acid esters may be used alone or in combination of two or more.
- Esters of polyols having 3 or more hydroxy groups may be either partial esters (eg, monoesters, diesters) or full esters (eg, triesters when the alcohol is a triol). Typically, all esters may be used. In addition, the said ester may not correspond to fats and oils (MCT etc.) normally.
- esters of polyols having 3 or more hydroxy groups are esters of two or more carboxylic acid molecules
- the carboxylic acid molecules may be the same or different molecules, typically the same molecule. may be
- polyol having 3 or more hydroxy groups is not particularly limited, examples thereof include aliphatic polyols (including araliphatic polyols) and aromatic polyols.
- Polyols having 3 or more hydroxy groups may be either saturated or unsaturated.
- Polyols having 3 or more hydroxy groups may be chain (including branched) or cyclic.
- the number of hydroxy groups may be 3 or more, for example, 3 to 10, preferably 3 to 6, more preferably 3 to 5 (eg, 3). good too.
- Specific polyols having three or more hydroxy groups include, for example, aliphatic polyols ⁇ e.g., alkanetri to hexaols [e.g., alkanetriols (e.g., glycerin, 1,2,4-butanetriol, trimethylolpropane, C 3-10 alkanetriols such as trimethylolpropane), alkanetetraols (e.g., C 3-10 alkanetetraols such as erythritol, pentaerythritol), etc.], polyalkanepolyols [e.g., diglycerin, ditrimethylolpropane, di poly(alkanetri to hexaol) such as pentaerythritol], etc. ⁇ .
- alkanetri to hexaols e.g., alkanetriols (e.g., glycerin, 1,2,4-butanet
- Carboxylic acids are not particularly limited, and examples thereof include aliphatic carboxylic acids (including araliphatic carboxylic acids) and aromatic carboxylic acids. Carboxylic acids may be either saturated or unsaturated. Moreover, the carboxylic acid may be chain (including branched) or cyclic. Furthermore, the carboxylic acid may be an oxycarboxylic acid or the like. The carboxylic acid may be either monocarboxylic acid or polycarboxylic acid, and typically monocarboxylic acid.
- carboxylic acids include, for example, aliphatic carboxylic acids (e.g., formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, C 1-30 aliphatic carboxylic acids such as capric acid, lauric acid, myristic acid, palmitic acid, margaric acid, stearic acid, oleic acid, cyclohexanecarboxylic acid, preferably C 1-12 aliphatic carboxylic acids, more preferably C 1-6 aliphatic carboxylic acids), aromatic carboxylic acids (eg, carboxy C 6-10 arenes such as benzoic acid, salicylic acid, etc.), and the like.
- aliphatic carboxylic acids e.g., formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid,
- Esters of polyols having 3 or more hydroxy groups include esters of all combinations thereof.
- Specific polyol esters having 3 or more hydroxy groups include, for example, triol ester ⁇ e.g., triol triester [e.g., aliphatic carboxylic acid (fatty acid) triester of glycerin (e.g., glycerin such as tributyrin and carbon number 6 or less (for example, 5 or less, 4 or less) fatty acid triester (tri-C 1-6 fatty acid ester, tri-C 1-5 fatty acid ester, tri-C 1-4 fatty acid ester, etc.)] etc.
- triol ester e.g., triol triester
- aliphatic carboxylic acid (fatty acid) triester of glycerin e.g., glycerin such as tributyrin and carbon number 6 or less (for example, 5 or less, 4 or less) fatty acid triester (tri-
- the polyol esters having 3 or more hydroxy groups may be used alone or in combination of two or more.
- Esters of polycarboxylic acids having 3 or more carboxy groups are either partial esters (e.g., monoesters, diesters) or full esters (e.g., triesters when the polycarboxylic acid is a tricarboxylic acid). good too. Typically, all esters may be used.
- esters of polycarboxylic acids having 3 or more carboxy groups are esters of two or more molecules of alcohol
- the alcohol molecules may be the same or different molecules, typically the same molecule. may be
- polycarboxylic acid having 3 or more carboxy groups is not particularly limited, examples thereof include aliphatic polycarboxylic acids (including araliphatic polycarboxylic acids). Polycarboxylic acids having 3 or more carboxy groups may be saturated, unsaturated or aromatic. Moreover, the polycarboxylic acid having 3 or more carboxy groups may be chain (including branched) or cyclic.
- the number of carboxy groups may be 3 or more, for example, 3 to 10, preferably 3 to 6, more preferably 3 to 5 (eg, 3), etc. There may be.
- polycarboxylic acids having 3 or more carboxy groups examples include aliphatic polycarboxylic acids ⁇ e.g., aliphatic tri- to hexacarboxylic acids [e.g., aliphatic tricarboxylic acids (e.g., citric acid, aconitic acid, etc.), poly(aliphatic tri- or hexacarboxylic acids) such as C 5-12 aliphatic tricarboxylic acids)] and the like ⁇ .
- aliphatic polycarboxylic acids e.g., aliphatic tri- to hexacarboxylic acids [e.g., aliphatic tricarboxylic acids (e.g., citric acid, aconitic acid, etc.), poly(aliphatic tri- or hexacarboxylic acids) such as C 5-12 aliphatic tricarboxylic acids)] and the like ⁇ .
- the alcohol is not particularly limited, but examples include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, and the like. Alcohols may be either saturated or unsaturated. Also, the alcohol may be chain (including branched) or cyclic. Alcohols may be either monools or polyols, but usually monools.
- Examples of specific alcohols include aliphatic alcohols [e.g., alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, - C 1-20 alkanols such as ethylhexanol, decanol, dodecanol, cyclohexanol, preferably C 1-12 alkanols, more preferably C 1-6 alkanols (e.g. C 1-4 alkanols)), aralkyl alcohols (e.g. hydroxy C 1-4 alkyl C 6-10 arenes such as benzyl alcohol, phenethyl alcohol, etc.), etc.].
- alkanols e.g., methanol, ethanol, propanol, isopropan
- Esters of polycarboxylic acids having 3 or more carboxy groups include esters of all combinations thereof.
- Specific polycarboxylic acid esters having three or more carboxy groups include, for example, tricarboxylic acid esters ⁇ e.g., citric acid triesters [e.g., aliphatic alcohol triesters of citric acid (e.g., citric acid such as triethyl citrate), acid tri-C 1-6 alkyl ester), etc.] etc.).
- citric acid triesters e.g., aliphatic alcohol triesters of citric acid (e.g., citric acid such as triethyl citrate), acid tri-C 1-6 alkyl ester), etc.
- Polyol ethers can be either partial ethers (eg, monoethers) or full ethers (eg, diethers when the polyalcohol is a diol). Typically, it may be all-ether. When such polyol ethers are ethers with more than one molecule of alcohol, the alcohol molecules may be the same or different molecules, typically the same molecule.
- the polyol is not particularly limited, but examples include aliphatic polyols (including araliphatic polyols) and aromatic polyols. Aliphatic polyols may be either saturated or unsaturated. In addition, the aliphatic polyol may be chain (including branched) or cyclic.
- the number of hydroxy groups in the polyol may be 2 or more, and may be, for example, 2 to 10, preferably 2 to 6, more preferably 2 to 4 (eg, 2).
- polystyrene resin examples include diols and polyols having 3 or more hydroxy groups.
- Diols include, for example, aliphatic diols [e.g., alkanediols (e.g., ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol, butylene glycol, pentanediol, hexanediol, heptanediol, C 2-20 alkanediols such as octanediol, decanediol, dodecanediol, cyclohexanediol, cyclohexanedimethanol, preferably C 2-16 alkanediols, more preferably C 2-12 alcohols), polyalkanediols (e.g., alkanediols (e.g., ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol,
- diethylene glycol di- to hexa-C 2-6 alkanediols such as dipropylene glycol and triethylene glycol
- dihydroxyalkylarenes e.g., di(hydroxyC 1-4 alkyl)C 6-10 arenes such as xylylene glycol, etc.
- polyols having 3 or more hydroxy groups include aliphatic polyols ⁇ e.g., alkanetri to hexaols [e.g., alkanetriols (e.g., glycerin, 1,2,4-butanetriol, trimethylolpropane, trimethylolpropane, such as C 3-10 alkanetriols), alkanetetraols (e.g., C 3-10 alkanetetraols such as erythritol and pentaerythritol), etc.], polyalkanepolyols [e.g., diglycerin, ditrimethylolpropane, dipentaerythritol, etc. such as poly(alkanetris to hexaols)] and the like ⁇ .
- alkanetri to hexaols e.g., alkanetriols (e.g., glycerin, 1,2,4-buta
- the alcohol constituting the ether group is not particularly limited, examples thereof include aliphatic alcohols (including araliphatic alcohols), aromatic alcohols, and the like. Alcohols may be either saturated or unsaturated. Also, the alcohol may be chain (including branched) or cyclic. Alcohols may be either monools or polyols, but usually monools.
- Examples of specific alcohols include aliphatic alcohols [e.g., alkanols (e.g., methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tertiary butanol, pentanol, hexanol, heptanol, octanol, - C 1-20 alkanols such as ethylhexanol, decanol, dodecanol, cyclohexanol, preferably C 1-12 alkanols, more preferably C 1-6 alkanols (e.g. C 1-4 alkanols)), aralkyl alcohols (e.g. hydroxy C 1-4 alkyl C 6-10 arenes such as benzyl alcohol, phenethyl alcohol, etc.) and the like].
- alkanols e.g., methanol, ethanol, propanol, isoprop
- Polyol ethers include ethers of all combinations of these.
- Specific polyol ethers include, for example, aliphatic polyol ethers ⁇ e.g., aliphatic diol ethers [e.g., 1,2-diethoxyethane, ethylene glycol dibutyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, and other C 2-20 aliphatic diol-ethers (eg, mono- or diethers with aliphatic alcohols such as alkyl ethers (eg, C 1-10 alkyl ethers, C 1-6 alkyl ethers), etc.)], etc.).
- alkyl ethers eg, C 1-10 alkyl ethers, C 1-6 alkyl ethers, etc.
- the polyol ether may be used alone or in combination of two or more.
- the number of amino groups (nitrogen atoms) in the polyamine may be 2 or more, and may be, for example, 2 to 10, preferably 2 to 6, more preferably 2 to 4 (eg, 2).
- Polyamines are not particularly limited, but may be either aliphatic polyamines (including araliphatic polyamines) or aromatic polyamines. Aliphatic polyamines may be either saturated or unsaturated. In addition, the aliphatic polyamine may be chain (including branched) or cyclic.
- the amino group may be a substituted amino group.
- the substituents include, for example, hydrocarbon groups [e.g., alkyl groups (e.g., methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tertiary butyl group, hexyl group, C 1-10 alkyl group such as 2-ethylhexyl group), etc.] and the like.
- the substituted amino group may have one or two hydrogen atoms substituted among the two hydrogen atoms that constitute the amino group.
- 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)], N-substituted Polyamines [e.g. N-substituted diamines (e.g. N-mono- to tetra-alkyl (e.g. C 1-4 alkyl)-C 1-10 alkanediamines such as N,N'-diethyl-1,6-hexanediamine)] etc.
- N-unsubstituted polyamines e.g., diamines (e.g., C 1-10 alkanediamines such as ethylenediamine, putrescine, cadaverine, 1,6-hexanediamine)
- N-substituted Polyamines e.g. N-substituted diamines
- the polyamines may be used alone or in combination of two or more.
- the alcohol having 6 or more carbon atoms is not particularly limited, but examples thereof include aliphatic alcohols (including araliphatic alcohols) and aromatic alcohols. It may typically be an aliphatic alcohol. Fatty alcohols may be either saturated or unsaturated. In addition, the aliphatic alcohol may be linear (including branched) or cyclic, typically linear.
- alcohols having 6 or more carbon atoms may be either monools or polyols, and usually may be monools.
- alcohols having 6 or more carbon atoms may be primary, secondary or tertiary alcohols, typically primary alcohols.
- Specific alcohols (monools) having 6 or more carbon atoms include, for example, aliphatic alcohols [eg, alkanols (eg, hexanol, heptanol, octanol, 2-ethylhexanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetra C 6-30 alkanols such as decanol, pentadecanol, hexadecanol, preferably C 8-18 alkanols, more preferably C 10-16 alkanols), aralkyl alcohols (e.g. hydroxy C such as benzyl alcohol, phenethyl alcohol 1-4 alkyl C 6-10 arenes, etc.)] etc.).
- alkanols eg, hexanol, heptanol, octanol, 2-ethylhexanol, non
- Representative alcohols having 6 or more carbon atoms include, for example, C 10-16 alcohols (C 10 -C 16 alcohols).
- C 10 -C 16 alcohols are alcohols with 10 to 16 carbon atoms (eg straight chain primary alcohols).
- Examples of such alcohols having 6 or more carbon atoms include C 10 to C 16 alcohols [eg, 1-decanol, 1-undecanol, 1-dodecanol, 1-tridecanol, 1-tetradecanol, 1-pentadecanol, , 1-hexadecanol (especially linear primary alcohols)], aralkyl alcohols (eg, benzyl alcohol).
- 1-decanol, benzyl alcohol, etc. have high menthol solubility, compared to other alcohols with 6 or more carbon atoms, depending on the amount added, they may give off a slight odor when added.
- 1-tridecanol, 1-tetradecanol, 1-pentadecanol, and 1-hexadecanol have no odor, but the solubility of menthol depends on the amount of menthol added, but the number of carbon atoms is lower. It may decrease compared to alcohol.
- benzyl alcohol can reduce the amount of menthol by reducing the blending amount, or by combining with other components (X) (for example, dicarboxylic acid diesters) and other components (MCT). and fragrance in a well-balanced manner.
- X for example, dicarboxylic acid diesters
- MCT other components
- 1-dodecanol and the like are particularly desirable because they have no odor and are recognized to have high menthol solubility compared to other alcohols having 6 or more carbon atoms.
- Alcohols with 6 or more carbon atoms may be used alone or in combination of two or more.
- an alcohol having 6 or more carbon atoms may be used in combination with a component (X) other than the alcohol having 6 or more carbon atoms, MCT, or the like.
- a component (X) other than the alcohol having 6 or more carbon atoms, MCT, or the like By using such a combination, it is possible to construct a composition that is advantageous in terms of menthol solubility, flavor balance, and the like.
- the ratio of these components should be adjusted to maintain the desired menthol solubility and aroma.
- the ratio of the alcohol having 6 or more carbon atoms is 1 to 99 with respect to the total amount of the component (X) other than the alcohol having 6 or more carbon atoms and the alcohol having 6 or more carbon atoms.
- % by mass eg, 2 to 98% by mass
- % by mass eg, 5 to 95% by mass (eg, 10 to 90% by mass), etc., 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, 40% by mass or more, 50% by mass or more, 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, It may be 60% by mass or less, 50% by mass or less, or the like.
- the component (X) may be used alone or in combination of two or more.
- dicarboxylic acid esters e.g., aliphatic dicarboxylic acid diesters and other dicarboxylic acid diesters
- diol esters e.g., fatty acids having 3 or more carbon atoms
- monocarboxylic acid esters e.g. aliphatic monocarboxylic acid esters such as esters of C 6-24 aliphatic carboxylic acids
- esters of polyols having 3 or more hydroxy groups e.g. triol triesters such as aliphatic triol triC 1-6 fatty acid esters
- polyol ethers e.g.
- diol diethers such as aliphatic diol diethers (dialkyl ethers, etc.)]
- polyamines e.g. N-alkyl substituted diamines ( diamines such as N,N'-dialkyldiamines)]
- alcohols having 6 or more carbon atoms e.g. ), aralkyl alcohol (eg, benzyl alcohol), etc.
- aralkyl alcohol eg, benzyl alcohol
- dicarboxylic acid esters e.g., aliphatic dicarboxylic acid diesters and other dicarboxylic acid diesters
- monocarboxylic acid esters e.g., aromatic monocarboxylic acid esters (monoesters), e.g., benzoic acid C 7-20 aromatic carboxylic acid-esters such as benzyl, benzyl salicylate
- benzoic acid C 7-20 aromatic carboxylic acid-esters such as benzyl, benzyl salicylate
- dicarboxylic acid esters for example, diesters of aliphatic dicarboxylic acids having 4 or more carbon atoms, etc.
- dicarboxylic acid diesters may be suitably used.
- the component (X) may contain at least such a component (compound).
- the ratio (concentration) of component (X) in the composition can be selected according to the aspect of the composition, the type of component (X) to be selected, the application, etc., and is not particularly limited. , Usually, it may be selected from a range of about 99% by mass or less (e.g., 97% by mass or less), for example, 95% by mass or less (e.g., 90% by mass or less), 85% by mass or less (e.g., 80% by mass) below), 75% by mass or less (e.g., 70% by mass or less), may be 65% by mass or less (e.g., 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.), 1% by mass or more, 2% by mass or more, 3% by mass or more, 4% by mass or more, 5% by
- the range of the ratio (concentration) of the component (X) is appropriately combined with the upper limit and the lower limit of the above range (for example, 1 to 85% by mass, 5 to 50% by mass, 10 to 35% by mass etc.).
- the ratio (concentration) of component (X) to the total amount (total amount) of caryophyllene and component (X) [when the total amount is 100% by mass] is also the concentration range of component (X) in the composition ( For example, it can be selected from 99% by mass or less, 90% by mass or less, 1 to 80% by mass, 3 to 70% by mass, 5 to 60% by mass, etc.).
- the ratio (concentration) of component (X) to the total amount (total amount) of menthol and component (X) [when the total amount is 100% by mass] is also the concentration range of component (X) in the composition ( For example, it can be selected from 99% by mass or less, 90% by mass or less, 1 to 80% by mass, 3 to 70% by mass, 5 to 60% by mass, etc.).
- the ratio (concentration) of component (X) to the total amount (total amount) of fats and components (X) [when the total amount is 100% by mass] can be selected from the concentration range of the component (X) in the substance (for example, 99% by mass or less, 90% by mass or less, 1 to 80% by mass, 3 to 70% by mass, 5 to 60% by mass, etc.).
- composition The properties of the composition may be solid (solid), liquid (liquid), or the like, and in particular, may be liquid.
- colloidal form, emulsion form, jelly form, etc. are also included in the liquid form.
- composition may be formulated as appropriate according to the desired use, form of intake, and the like.
- the form (dosage form, properties) of such a composition (formulation) is not particularly limited, and examples include tablets, powders, fine granules, granules, dry syrup, coated tablets, orally disintegrating tablets, and chewable tablets.
- composition may be a pharmaceutical (pharmaceutical, pharmaceutical composition).
- the form of ingestion is not particularly limited, and may be oral ingestion (administration) or parenteral ingestion (administration).
- parenteral intake examples include pulmonary, nasal, transdermal, mucosal administration (e.g., oral mucosal administration), eye drop, ear drop, injection (subcutaneous injection, intramuscular injection, intravenous injection, etc.), and the like. be done.
- These ingestion forms may be used alone or in combination of two or more.
- Typical forms of ingestion include oral, pulmonary, transdermal, etc.
- a preferred form of ingestion includes pulmonary ingestion.
- Caryophyllene can be efficiently ingested by pulmonary ingestion (inhalation, etc.). Therefore, the mode of ingestion may be at least transpulmonary ingestion.
- the form of intake may be suitably selected depending on the application and purpose of intake.
- pulmonary ingestion is performed so that the function of caryophyllene can be efficiently (advantageously) exerted (expressed). is.
- the intake amount (dosage, dose) of the composition may be selected according to the desired use/function and dosage form (furthermore, age, sex, body weight, etc.), and is not particularly limited.
- the composition may contain caryophyllene (as caryophyllene) at a rate of 0.01 mg or more, 0.05 mg or more, 0.1 mg or more, or the like.
- caryophyllene as caryophyllene
- the composition may take caryophyllene (as caryophyllene) through the lungs (inhalation), for example, at a rate of 0.1 mg/min or more.
- composition may be inhaled (inhaled amount) per one time, for example, 10 mL or more, 20 mL or more, 30 mL or more, etc., 4500 mL or less, 4000 mL or less, 3000 mL or less, It may be 2000 mL or less, 1000 mL or less, 500 mL or less, or the like.
- the composition may be orally ingested with caryophyllene (as caryophyllene), for example, at a rate of 1 mg/time or more.
- caryophyllene as caryophyllene
- the number of times of intake of the composition can be selected according to the form of intake, the desired function, etc., and may be one time or may be divided into multiple times.
- Subjects for intake of the composition are, for example, humans and non-humans (may be animals). Non-human animals may be pet animals (dogs, cats, etc.).
- the mode of ingestion of menthol may be the same as that of caryophyllene as described above.
- composition may be formulated as appropriate and can be used (applied) for various uses (targets).
- Specific uses include, for example, capsules (eg, contents of capsules), filters, cigarettes, inhalers, and the like.
- the capsule may be composed of only the shell, or may be composed of the shell and the contents (core).
- capsules for tobacco and the like may be composed of a core (content, liquid content, inclusion) and a shell (coating, coating, capsule coating).
- the capsule may be a soft capsule, hard capsule, etc., or may be a seamless capsule, etc.
- tobacco capsules and the like may be seamless capsules.
- the composition (caryophyllene, menthol, fat, component (X), etc.) is not particularly limited, and may be a shell, a core, or both of them, but in particular, a capsule having a core ( Seamless capsules), the core (at least the core) may contain the composition.
- a capsule having a core Seamless capsules
- the core at least the core
- such an aspect can be said to be an aspect in which the composition of the present invention is used as the contents of a capsule.
- the film (shell) may usually contain a film-forming component (film-forming base, film-forming agent).
- the film-forming component is not particularly limited, and can be appropriately selected according to the application of the capsule.
- alkali metal salts sodium salts, potassium salts, etc.
- alkaline earth metal salts calcium salts, magnesium salts, etc.
- metal salts such as iron salts and tin salts
- furcelleran curdlan, etc.
- resin-derived polysaccharides e.g. gati gum, gum arabic etc.
- microbial polysaccharides e.g. pullulan, welan 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 e.g., guar gum or derivatives thereof (e.g., hydroxypropyl guar gum, cationized guar gum, guar gum decomposition products (guar gum enzymatic decomposition products, etc.), etc.), tara gum, tamarind seeds gum, locust bean gum, psyllium seed gum, amaranth gum, etc.], fermented polysaccharides (e.g., diutan gum, etc.), cellulose derivatives (e.g., hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, carboxymethylcellulose, etc.), chitosan, etc. ⁇ , Synthetic resins (polyvinyl alcohol, etc.), proteins (eg,
- the film-forming component may be capable of forming a hydrophilic colloid, and depending on its type, may function as a plasticizer, sweetener, dietary fiber, bulking agent, and the like. In addition, you may use a commercial item for a film
- the film may contain plasticizers, colorants, sweeteners, flavors, antioxidants, preservatives, and the like.
- the coating may contain a plasticizer for adjusting the coating strength.
- plasticizers include polyhydric alcohols (e.g., (poly)alkylene glycols such as ethylene glycol, propylene glycol, polyethylene glycol and polypropylene glycol; polyols having 3 or more hydroxyl groups such as glycerin), sugars [e.g.
- sugars e.g., glucose, fructose, glucose, galactose, etc.
- disaccharides e.g., sucrose, maltose, trehalose, coupling sugar, etc.
- oligosaccharides e.g., malto-oligosaccharides, etc.
- sugar alcohols e.g., sorbitol , maltitol, lactitol, palatinit, xylitol, mannitol, galactitol, erythritol, etc.
- polysaccharides or derivatives thereof e.g., starch, starch derivatives (e.g., polydextrose, dextrin, maltodextrin, indigestible cellulose derivatives (eg, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, carboxymethylcellulose, etc.)], polyvinyl alcohol, triacetin, and the like. You may use a plastic
- the core may be solid or liquid, and particularly in capsules containing the composition of the present invention, it may be liquid.
- colloidal form, emulsion form, jelly form, etc. are also included in the liquid form.
- the core only needs to contain caryophyllene (furthermore, menthol and/or fat), and may contain other components.
- the core is the composition of the present invention, and preferred embodiments of the core are as described above.
- the core may generally be insoluble (non-erodible) with respect to the film (or the portion that contacts the film).
- the diameter (diameter, average diameter) of the capsule (or film) can be appropriately selected according to the type of capsule, application, etc., and is, for example, 0.1 mm or more, 0.5 mm or more, 1 mm or more, 1.5 mm or more, or 2 mm or more. 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, or the like.
- Specific capsule diameters include, but are not limited to, those of 2.8 mm, 3.0 mm, 3.4 mm, 3.5 mm, and 4.0 mm.
- the coating rate (ratio of coating to the entire capsule (total amount of coating and inclusions)) is, for example, 0.1 to 99% by mass (e.g., 0.5 to 95% by mass) from the range 1 to 90 wt%, preferably 1.5 to 80 wt% (eg, 2 to 70 wt%), more preferably 2.5 to 60 wt% (eg, 3 to 50 wt%) It may be to some extent.
- the thickness of the coating is not particularly limited, and may be, for example, 1 to 200 ⁇ m, 3 to 150 ⁇ m, 5 to 100 ⁇ m.
- a capsule may be breakable (eg, easily disintegratable, easily breakable).
- the breaking strength depends on the diameter of the capsule, etc., but is, for example, 100 g or more, 200 g or more, 300 g or more, 400 g or more, 500 g or more, 600 g or more, 700 g or more, 800 g or more, 900 g or more, 1000 g or more. There may be.
- the upper limit of the breaking strength of the capsule is not particularly limited, but may be, for example, 20000 g or less, 15000 g or less, 12000 g or less, or 10000 g or less.
- the breaking strength can be measured, for example, with a rheometer CR-3000EX (manufactured by Sun Scientific Co., Ltd.).
- the ratio of breaking strength (g) to outer diameter (mm) is not particularly limited, but is, for example, 200 or more (e.g., over 200), It may be preferably 210 or more (eg, 220 or more), more preferably 230 or more (eg, 240 or more), or may be 250 or more, 300 or more, 400 or more, and the like.
- the upper limit of the ratio of breaking strength to outer diameter (breaking strength/outer diameter) is not particularly limited, and may be, for example, 20000, 15000, 10000, 8000, 6000, 5000, and the like.
- the breaking distance of the capsule depends on the outer diameter and the like, but may be, for example, 0.1 mm or more, 0.2 mm or more, 0.5 mm or more, or 1.0 mm or more.
- 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, or 8 mm or less.
- the breaking distance can be measured, for example, with a rheometer CR-3000EX (manufactured by Sun Scientific Co., Ltd.).
- the ratio of the breaking distance (mm) to the outer diameter (mm) is not particularly limited. or more, or 0.18 or more, 0.2 or more, or the like.
- 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. .
- the capsule may be used as it is, depending on the application, etc., may be used in combination with other capsules, or may be used as incorporated into a filter as described later.
- capsules may be capsules that do not contain caryophyllene, such as capsules that are composed of a core and a shell and that neither the core nor the shell contain caryophyllene.
- Known methods can be used to manufacture capsules (for example, seamless capsules).
- the manufacturing method include the methods described in Japanese Patent No. 5047285, Japanese Patent Publication No. 10-506841, Japanese Patent No. 5581446, and the like.
- a submerged dropping method using a dropping method using two or more nozzles may be used.
- a seamless capsule can be produced by filling the capsule shell with the liquid contained in the capsule using this method, and then curing and drying the shell.
- capsules include, for example, the use in filters, cigarettes, inhalers, etc. described later, as well as capsules [e.g., food with health claims (e.g., food for specified health use, food with nutrient function claims, etc.)]. , capsules for food and drink applications such as supplements, etc.] and the like.
- food with health claims e.g., food for specified health use, food with nutrient function claims, etc.
- capsules for food and drink applications such as supplements, etc.] and the like.
- the mode of use of the composition of the present invention is not particularly limited, and examples thereof include a mode in which the composition is contained (attached) to various parts (filter material, filter member) of the filter.
- such a filter may be a filter containing a capsule (a filter incorporating a capsule, a filter composed of a filter member incorporating a capsule).
- the capsule includes a capsule (first capsule) containing a composition (caryophyllene, menthol, fat, component (X), etc.).
- a composition such as, for example, a composition (caryophyllene, menthol, fat, component (X), etc.).
- the capsules described in the section on capsules, etc. can be used.
- the capsule (first capsule) is composed of a core and a shell, and the core (content) contains the composition of the present invention. It is preferably a capsule containing (which is the composition of the invention).
- such a filter only needs to contain at least the first capsule as a capsule, and may contain a second capsule different from the first capsule.
- the second capsule may be a capsule different from the first capsule.
- the second capsule may be a capsule containing contents different from the contents of the first capsule.
- Such second capsules include, for example, capsules composed of a core and a shell, in which the core (and the shell) contain at least one of a carrier and a fragrance (in particular, do not contain caryophyllene).
- the capsules included in the filter as described above can be those described in the capsule section, and the capsules that do not contain caryophyllene (second capsules, etc.) are described in the capsule section except for the presence or absence of caryophyllene. The one described can be used.
- the filter is not particularly limited, and may be, for example, filters for air conditioners, air purifiers, and the like.
- a filter containing capsules is suitable as a cigarette filter or the like.
- caryophyllene furthermore, menthol
- the number of capsules in the filter or the like can be appropriately selected according to the application, and may be one or two or more.
- the filter may be composed of only the first capsule (one type of capsule), and may further include a second capsule different from the first capsule, Each of the number of such first capsules and the number of second capsules may be one, or two or more.
- the mode of use of the composition is not particularly limited, and includes, for example, a mode in which the composition is contained (attached) to various parts of tobacco (tobacco leaves, filters, etc.).
- Such embodiments include embodiments in which the composition is contained in tobacco leaf portions ⁇ e.g., cigarettes, cigars (cigars), pipes, pipes, smokeless tobacco (e.g., chewing tobacco, snuff (snus, snuff, etc.) ), etc.) ⁇ , and an embodiment in which a capsule or filter containing the composition is used for tobacco. Typically, it is preferred to use a capsule or filter containing the composition for tobacco.
- such tobacco includes combustible tobacco (e.g., cigarettes, cigars, pipes, pipes, and bongs) as well as non-combustible tobacco [e.g., heat-not-burn tobacco (direct heating type, air heating type, etc.), smokeless tobacco, etc.].
- combustible tobacco e.g., cigarettes, cigars, pipes, pipes, and bongs
- non-combustible tobacco e.g., heat-not-burn tobacco (direct heating type, air heating type, etc.), smokeless tobacco, etc.
- the mode of use of the composition is not particularly limited, and examples thereof include a mode in which the composition is contained (attached) to various parts of the inhaler.
- the inhalation device may contain the composition in the form of a capsule containing the composition.
- Examples of the inhaler include, but are not limited to, smoking tools.
- Smoking tools include, for example, heat-not-burn cigarettes (vapor heating type, etc.), electronic cigarettes, pipes, pipes, bongs (water pipes, water pipes), vaporizers, and the like.
- Heat-not-burn cigarettes are nicotine-ingestible, and electronic cigarettes are nicotine-free.
- Examples of heat-not-burn cigarettes include, but are not limited to, IQOS (Philip Morris), Glow (British American Tobacco), Plume S, Plume Tech (Japan Tobacco), and Pals (Imperial Tobacco). mentioned.
- Examples of electronic cigarettes include, but are not limited to, ego AIO (Joytech) and ICE VAPE (Common Wealth).
- an inhalant e.g., a liquid portion of a smoking device
- an inhalation device e.g., a smoking device such as a heated cigarette (vapor heating type, etc.), an electronic cigarette, or a bong
- a smoking device such as a heated cigarette (vapor heating type, etc.), an electronic cigarette, or a bong
- a composition caryophyllene, menthol, etc.
- caryophyllene furthermore, menthol
- Such inhalable substances may contain other components in addition to caryophyllene (further, fats and/or menthol), and are usually carriers [liquid carriers such as polyhydric alcohols, (e.g., glycerin, propylene glycol, etc.)] and the like, and may further contain a perfume (flavor liquid) as necessary.
- liquid carriers such as polyhydric alcohols, (e.g., glycerin, propylene glycol, etc.)
- perfume flavor liquid
- the proportion of caryophyllene, etc. in the inhaled substance (liquid, etc.) may be selected from the same range as above.
- Caryophyllene (trade name: Caryophyllene AKY-2348, Inabata Koryo Co., Ltd.) MCT (Product name: Coconard ML, Kao Corporation) Menthol (Product name: Menthol JP, Takasago International Corporation)
- capsule breaking strength and elasticity (breaking distance)
- the breaking strength of the capsule is a value measured with a rheometer CR-3000EX manufactured by Sun Science Co., Ltd. at room temperature (22 to 27° C.) and 40 to 60% RH. In the above measurement, the distance that the capsule was deformed until it broke (the distance that the capsule was pushed into the rheometer until it broke) was used as an indicator of the elasticity of the capsule.
- capsule outer diameter The outer diameter of the capsule is measured using a digital caliper manufactured by Mitutoyo Co., Ltd.
- Example 1 Volatilization of menthol> Compositions shown in the table below were prepared. The prepared composition was poured into a petri dish and used as a test sample. The test sample was allowed to volatilize under room temperature conditions for a certain period of time without a lid, the mass of the test sample was measured at an arbitrary point, and the volatilization amount and volatilization rate were calculated from the measured values. In addition, the volatilization amount and the volatilization rate were calculated in the same manner using only caryophyllene as a test sample. A time constant was calculated from the obtained measurement results [calculated by subtracting the volatilization amount of caryophyllene (theoretical value)].
- the remaining component for example, the remaining volatile It can be defined as the time required to reach 1-e -1 (or ⁇ 100%) of the initial concentration when the mass (weight) of the component] is fitted to an exponential function by the method of least squares.
- the following easily disintegrating capsule containing the composition of Experiment 1B as the content (core) was prepared by the dropping method.
- the capsule had a diameter of 3.4 mm, a shell thickness of 50 ⁇ m, a content liquid mass of 19.3 mg, and a coating rate of 13.4%.
- the formulation of the capsule shell was the formulation used in "Capsule Production Example 1" of Japanese Patent No. 6603817.
- the breaking strength of the capsule was 1530 g, and the breaking distance was 1.4 mm.
- the capsule prepared above was inserted into the center of the cigarette filter.
- CORESTA CM9 from Borgwaldt GMBH was used.
- LM2 Borgwaldt Linear Smoking Machine
- smoking was performed according to the ISO 3308 method (35 mL was sucked once per minute for 2 seconds).
- Vapor components and particulate components for three cigarettes were adsorbed on a glass filter of a smoking machine, and the volatilization amount of caryophyllene per cigarette was determined using GC/MS with reference to the ISO 10315 method, resulting in 0.29 mg. Met. That is, it was confirmed that 0.29 mg of caryophyllene volatilized and was inhaled by placing the capsule in a cigarette filter, lighting a cigarette and inhaling.
- LM2 Borgwaldt Linear Smoking Machine
- caryophyllene could promote the dissolution of menthol.
- the dissolution rate time constant is small, the dissolution rate of menthol is high. If the dissolution of menthol can be accelerated in this way, it is advantageous in terms of workability.
- heating for example, heating at 40 ° C., 60 ° C., etc.
- the work process can be reduced. It is also advantageous in that it is possible to efficiently prevent changes in fragrance due to temperature.
- the addition of caryophyllene allowed dissolution of even very high concentrations of menthol (eg, 40% or more, 45%, etc.) at 25°C.
- caryophyllene was found to improve the freezing resistance of MCT. It was also found that caryophyllene is excellent in freezing resistance as a medium for menthol-containing compositions. Furthermore, it was found that diethyl succinate and the like can exhibit freezing resistance when used in combination with caryophyllene. Such a composition is less likely to solidify even in cold regions and can be used efficiently in a wide range of regions. For example, when used as the contents of a capsule, it is particularly desirable to avoid solidification, but the above composition can efficiently prevent solidification in the capsule even in cold regions. .
- diethyl succinate and the like correspond to the above-mentioned component (X), are advantageous in terms of menthol solubility (furthermore, maintenance of menthol aroma), etc., and can be suitably combined with caryophyllene.
- menthol solubility furthermore, maintenance of menthol aroma
- caryophyllene can be suitably combined with caryophyllene.
- C for the evaluation of the sample that kept the dissolved state for a while (for example, more than 30 minutes) but solidified in less than 24 hours
- B for the evaluation of the sample that solidified for 24 hours or more and less than 10 days
- B for the evaluation of the sample that did not solidify for 10 days or more.
- menthol was recrystallized from steam-distilled essential oil of Mentha canadensis and was purchased from Anhui Tonghui Perfume Co., Ltd.
- MCT was purchased from pressed Elaeis guineensis fruit from Kao Corporation. were used, respectively.
- the average score was 4 points or more, it was A, if it was 3.5 points or more and less than 4 points, it was B, if it was 3 points or more and less than 3.5 points, it was C, if it was 2 points or more and less than 3 points, it was D, and if it was less than 2 points, it was E. .
- any composition could be filled into various seamless capsules (easily disintegrating capsules) by the dropping method.
- compositions containing caryophyllene can be provided.
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- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
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- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
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- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Toxicology (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Botany (AREA)
- Agronomy & Crop Science (AREA)
- Otolaryngology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fats And Perfumes (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020247005084A KR20240069708A (ko) | 2021-09-14 | 2022-09-13 | 카리오필렌 함유 조성물 |
| EP22869966.6A EP4403169A4 (en) | 2021-09-14 | 2022-09-13 | COMPOSITION CONTAINING CARYOPHYLLENE |
| CN202280055992.0A CN117813080A (zh) | 2021-09-14 | 2022-09-13 | 含石竹烯组合物 |
| JP2023548467A JPWO2023042819A1 (https=) | 2021-09-14 | 2022-09-13 | |
| MX2024002867A MX2024002867A (es) | 2021-09-14 | 2022-09-13 | Composiciones que contienen cariofileno. |
| US18/691,644 US20240382434A1 (en) | 2021-09-14 | 2022-09-13 | Caryophyllene-containing composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-149802 | 2021-09-14 | ||
| JP2021149802 | 2021-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2023042819A1 true WO2023042819A1 (ja) | 2023-03-23 |
Family
ID=85602895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2022/034212 Ceased WO2023042819A1 (ja) | 2021-09-14 | 2022-09-13 | カリオフィレン含有組成物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20240382434A1 (https=) |
| EP (1) | EP4403169A4 (https=) |
| JP (1) | JPWO2023042819A1 (https=) |
| KR (1) | KR20240069708A (https=) |
| CN (1) | CN117813080A (https=) |
| AR (1) | AR127046A1 (https=) |
| MX (1) | MX2024002867A (https=) |
| PY (1) | PY2279969A (https=) |
| TW (1) | TW202327557A (https=) |
| UY (1) | UY39943A (https=) |
| WO (1) | WO2023042819A1 (https=) |
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| JPH10506841A (ja) | 1994-10-07 | 1998-07-07 | ワーナー−ランバート・カンパニー | シームレスカプセルの製造方法 |
| JPH1161198A (ja) * | 1997-08-11 | 1999-03-05 | Lion Corp | 機械練り透明固型石鹸組成物 |
| JPH11137232A (ja) * | 1997-08-02 | 1999-05-25 | Ever Bright Ind Corp | ハーブ製品 |
| JP2000080393A (ja) * | 1998-09-04 | 2000-03-21 | Soda Aromatic Co Ltd | エーテル化合物を含有するフレーバー組成物 |
| JP2006342062A (ja) | 2005-06-07 | 2006-12-21 | Medical Fragrance:Kk | 通常不安軽減用組成物 |
| JP5047285B2 (ja) | 2007-06-29 | 2012-10-10 | 武田薬品工業株式会社 | シームレスカプセル |
| JP5581446B1 (ja) | 2013-04-15 | 2014-08-27 | 三生医薬株式会社 | 崩壊可能なカプセル及びその製造方法並びに喫煙器具 |
| JP6603817B1 (ja) | 2019-01-18 | 2019-11-06 | 三生医薬株式会社 | シ−ムレスカプセルならびにこれを含むフィルターおよび喫煙器具 |
| CN110437935A (zh) * | 2019-07-09 | 2019-11-12 | 河南中烟工业有限责任公司 | 一种爆珠用石斛蜂蜜香精及其制备方法、爆珠和卷烟 |
| CN111567850A (zh) * | 2020-05-20 | 2020-08-25 | 云南瑞升烟草技术(集团)有限公司 | 适用于加热不燃烧卷烟的天然香料的精细化制备方法 |
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| US20160309774A1 (en) * | 2015-04-27 | 2016-10-27 | Michael D. Wand | Terpene carrier |
| WO2018094359A1 (en) * | 2016-11-18 | 2018-05-24 | Biotech Institute, Llc | Caryophyllene compositions, apparatuses, and methods |
| WO2018148152A1 (en) * | 2017-02-07 | 2018-08-16 | Wayne Green | Terpene-based compositions, methods of preparations and uses thereof |
| WO2020234650A1 (en) * | 2019-05-21 | 2020-11-26 | Timeless Herbal Care (Canada) Ltd. | Pharmaceutical compositions comprising cbd and terpene compositions |
-
2022
- 2022-09-13 MX MX2024002867A patent/MX2024002867A/es unknown
- 2022-09-13 TW TW111134458A patent/TW202327557A/zh unknown
- 2022-09-13 EP EP22869966.6A patent/EP4403169A4/en active Pending
- 2022-09-13 US US18/691,644 patent/US20240382434A1/en active Pending
- 2022-09-13 WO PCT/JP2022/034212 patent/WO2023042819A1/ja not_active Ceased
- 2022-09-13 PY PY202202279969A patent/PY2279969A/es unknown
- 2022-09-13 JP JP2023548467A patent/JPWO2023042819A1/ja active Pending
- 2022-09-13 CN CN202280055992.0A patent/CN117813080A/zh active Pending
- 2022-09-13 AR ARP220102475A patent/AR127046A1/es unknown
- 2022-09-13 UY UY0001039943A patent/UY39943A/es unknown
- 2022-09-13 KR KR1020247005084A patent/KR20240069708A/ko active Pending
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| JPH1161198A (ja) * | 1997-08-11 | 1999-03-05 | Lion Corp | 機械練り透明固型石鹸組成物 |
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| JP5581446B1 (ja) | 2013-04-15 | 2014-08-27 | 三生医薬株式会社 | 崩壊可能なカプセル及びその製造方法並びに喫煙器具 |
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| WO2022097601A1 (ja) * | 2020-11-06 | 2022-05-12 | 学校法人近畿大学 | 血管疾患治療用組成物、血管疾患予防用組成物、高血圧治療用組成物、及び高血圧予防用組成物 |
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| See also references of EP4403169A4 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20240069708A (ko) | 2024-05-20 |
| EP4403169A1 (en) | 2024-07-24 |
| PY2279969A (es) | 2023-05-04 |
| CN117813080A (zh) | 2024-04-02 |
| JPWO2023042819A1 (https=) | 2023-03-23 |
| US20240382434A1 (en) | 2024-11-21 |
| UY39943A (es) | 2023-03-31 |
| EP4403169A4 (en) | 2025-08-20 |
| TW202327557A (zh) | 2023-07-16 |
| MX2024002867A (es) | 2024-03-22 |
| AR127046A1 (es) | 2023-12-13 |
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