WO2023106407A1 - Composition pour cavité buccale et produit en sachet pour cavité buccale - Google Patents

Composition pour cavité buccale et produit en sachet pour cavité buccale Download PDF

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Publication number
WO2023106407A1
WO2023106407A1 PCT/JP2022/045495 JP2022045495W WO2023106407A1 WO 2023106407 A1 WO2023106407 A1 WO 2023106407A1 JP 2022045495 W JP2022045495 W JP 2022045495W WO 2023106407 A1 WO2023106407 A1 WO 2023106407A1
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Prior art keywords
cation
nicotine
oral composition
oral
weight
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PCT/JP2022/045495
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English (en)
Japanese (ja)
Inventor
正人 宮内
雅之 古越
慶 小林
啓佑 佐々木
広通 武藤
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日本たばこ産業株式会社
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Publication of WO2023106407A1 publication Critical patent/WO2023106407A1/fr

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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
    • 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
    • A24B15/10—Chemical features of tobacco products or tobacco substitutes
    • A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes

Definitions

  • the present invention relates to an oral composition and an oral pouch product.
  • Oral pouch products such as oral tobacco products are packages in which an oral composition containing a flavor source is contained in a pouch (packaging material) made of a material such as non-woven fabric. Put this in the oral cavity and use it. When the oral pouch product is put into the user's mouth, the flavoring ingredients in the oral composition seep out of the packaging material, delivering the flavoring ingredients to the user. be done.
  • a pouch packaging material
  • the flavoring ingredients in the oral composition seep out of the packaging material, delivering the flavoring ingredients to the user. be done.
  • Patent Document 1 discloses that an ethylene-vinyl acetate copolymer is contained in an oral composition so that the vinyl acetate and nicotine in the polymer are bound together, and the oral cavity is released. Techniques have been disclosed that can slow the release of nicotine from compositions for human use.
  • Patent Document 2 describes an oral composition containing a cellulosic fiber-nicotine mixture in which liquid nicotine is absorbed in the pores of cellulosic fibers, in which the size and amount of cellulosic fibers, the properties of the surface, and the properties of the fibers.
  • a technique is disclosed in which the release rate of nicotine can be controlled by adjusting the number, size, and size distribution of pores in the .
  • JP 2019-033751 A Japanese Patent Publication No. 2016-524916
  • oral compositions include various properties other than the nicotine release rate described in Patent Documents 1 and 2, and the amount of nicotine eluted from oral compositions is one of them.
  • saliva permeates the oral composition contained in the product, and the saliva comes into contact with nicotine or a nicotine-releasing source in the oral composition to release nicotine. is eluted outside.
  • elution rate it is desired that the ratio of the nicotine elution amount to the nicotine content in the oral cavity composition (elution rate) is high.
  • An object of the present invention is to provide an oral composition having a high dissolution rate of nicotine, and an oral pouch product comprising the oral composition.
  • the present inventors have found that the above problems can be solved by including a cation exchanger having a cation exchange capacity of a certain value or more and carrying nicotine and a cation donor in an oral composition. and arrived at the present invention.
  • An oral composition comprising a cation exchanger having a cation exchange capacity of 0.06 mmol/g or more and carrying nicotine, and a cation donor.
  • a cation exchanger having a cation exchange capacity of 0.06 mmol/g or more and carrying nicotine, and a cation donor.
  • the cation exchanger is selected from the group consisting of anionic polymers, ion exchange resins, and combinations thereof.
  • the cation exchanger is one or more selected from the group consisting of ion exchange resins, pectin, tragacanth gum, gellan gum, xanthan gum and gum arabic.
  • the cation exchanger is one or more selected from the group consisting of pectin, tragacanth gum, gellan gum, xanthan gum and gum arabic, and the total content of the cation exchanger is 20% by weight or more.
  • An oral pouch product comprising the oral composition according to any one of [1] to [13] and a pouch for packaging the oral tobacco product composition.
  • an oral composition with a high nicotine elution rate and an oral pouch product comprising the oral composition it is possible to provide an oral composition with a high nicotine elution rate and an oral pouch product comprising the oral composition.
  • 4 is a graph showing the relationship between the type of cation donor and the nicotine elution rate. 4 is a graph showing the relationship between the type of cation donor and the nicotine elution rate. 1 is a graph showing a nicotine elution curve when an ion exchange resin is used as a cation exchanger. 1 is a graph showing nicotine elution curves when pectin is used as a cation exchanger. 1 is a graph showing nicotine elution curves when pectin is used as a cation exchanger. 1 is a graph showing nicotine elution curves when gellan gum is used as a cation exchanger. 1 is a graph showing a titration curve for neutralization titration obtained using a cation exchanger. 4 is a graph showing nicotine elution rates when hydrochloric acid is used as a cation donor.
  • An oral composition according to an embodiment of the present invention (hereinafter also simply referred to as "oral composition”) has a cation exchange capacity of 0.06 mmol/g or more and is a cation exchanger carrying nicotine. , and a cation donor.
  • the oral composition has a cation exchanger and a cation donor that carry nicotine, and when the cation exchange capacity of the cation exchanger is high, it is possible to carry a sufficient amount of nicotine. Become.
  • the nicotine carried on the cation exchanger and the cations donated from the cation donor containing the cation species with higher ion selectivity than nicotine undergo a sufficient ion exchange reaction. A high nicotine elution rate can be achieved.
  • the cation exchanger contained in the oral composition is not particularly limited as long as it has a cation exchange capacity of 0.06 mmol/g or more and carries nicotine.
  • the type of cation exchanger is not particularly limited, it is preferably selected from the group consisting of an anionic polymer, an ion exchange resin, and a combination thereof from the viewpoint of ensuring a sufficient amount of nicotine carried. , pectin (preferably low methoxy), tragacanth gum, gellan gum (preferably deacylated (LA)), xanthan gum and gum arabic.
  • the cation exchanger is desirably an anionic polymer, particularly a weakly acidic ion exchanger having a carboxyl group as a surface functional group, from the viewpoint of nicotine elution efficiency. It may also be specifically selected from the group consisting of pectin, tragacanth gum, gellan gum, xanthan gum and gum arabic, and when selected these anionic polymers enhance the mouthfeel of the product and improve consumer experience. can have the effect of Also, from the viewpoint of carrying a sufficient amount of nicotine per unit weight of the ion exchanger, it may be an ion exchange resin.
  • the type of ion-exchange resin is not particularly limited, and examples thereof include Polacrilex resin (one carrying nicotine is also referred to as "nicotine Polacrilex"), Amberlite (registered trademark) IR-20, and Amberlite (registered trademark). IRP-69, Amberlite (registered trademark) IRP-58, and Amberlite (registered trademark) IRC-50, etc., but from the viewpoint of ensuring a sufficient nicotine elution rate and availability, Amberlite (registered trademark) Trademark) IPR-64 is preferred.
  • a nicotine exchanger can be produced by adding a predetermined amount of nicotine solution to a cation exchanger.
  • the amount of nicotine carried on the cation exchanger per 1 g of the cation exchanger of the produced nicotine exchanger (the amount of nicotine exchanged per 1 g of the cation exchanger) is evaluated based on the following formula (1). be able to.
  • (Nicotine exchange amount per 1 g of cation exchanger: g/g) (Ion exchange capacity per 1 g of cation exchanger: mol/g) ⁇ (Molecular weight of nicotine: 162.23 g/mol) (1 )
  • the nicotine solution 100% pure nicotine solution nicotine can be used as a solvent.
  • the amount of nicotine exchanged per 1 g of the cation exchanger in the oral cavity composition according to the present embodiment is not particularly limited, but is usually 9.7 mg or more, preferably 16 mg or more, and more preferably 27 mg or more. , more preferably 162 mg or more, and although the upper limit does not need to be set in particular, it is usually 3.25 g or less, and may be 1.62 g or less.
  • the amount of nicotine exchanged per 1 g of the cation exchanger is determined, for example, by increasing the specific surface area by increasing the pores in which nicotine is physically adsorbed, or by increasing the number of functional groups capable of electrostatically interacting with nicotine. It can be increased by increasing the number of surface functional groups per specific surface area.
  • the cation exchange capacity of the cation exchanger (also referred to simply as "ion exchange capacity") is not particularly limited as long as it is 0.06 mmol/g or more from the viewpoint of ensuring a sufficient nicotine elution rate. It is preferably 10 mmol/g or more, more preferably 0.15 mmol/g or more, still more preferably 0.20 mmol/g or more, particularly preferably 1.00 mmol/g or more. 00 mmol/g or more is particularly preferable, and 8.00 mmol/g or more is most preferable, and although the upper limit does not require any particular limitation, it is usually 20.00 mmol/g or less and 15.00 mmol/g. /g or less, or 10.00 mmol/g or less.
  • the cation exchange capacity of the cation exchanger increases, for example, by increasing the specific surface area by increasing the pores in which nicotine is physically adsorbed, and by increasing the number of functional groups that can electrostatically interact with nicotine. can be increased by increasing the number of surface functional groups per specific surface area.
  • the cation exchange capacity of the cation exchanger will be explained together with the explanation of the measurement of the equivalence point, which will be described later.
  • the cation exchange capacity of the cation exchanger can be measured by the following method. First, the cation exchanger is weighed into a container, 100 mL of ultrapure water is added, and the mixture is heated and dissolved while flowing nitrogen gas. Next, after adding and dissolving 0.58 g of sodium chloride (NaCl) to the solution, the temperature of the solution is adjusted to 37 ⁇ 1° C., and 6 mL of 0.1 mol/L hydrochloric acid is added to obtain a solution (A). . A 0.1 mol/L sodium hydroxide solution is added to the solution (A) to perform neutralization titration.
  • NaCl sodium chloride
  • cation exchange capacity can be obtained.
  • This 6 ml is the amount of 0.1 mol/L sodium hydroxide solution required to neutralize 6 ml of 0.1 mol/L hydrochloric acid solution.
  • the weight of the cation exchanger to be weighed into the container is not particularly limited, and may be, for example, 0.1 g. This weight does not affect the weight of the final determined cation exchange capacity. With regard to this weight, evaluation is basically performed with 0.1 g in the examples described later, but there are also experiments in which evaluation is performed with 0.2 g in order to improve measurement accuracy.
  • the form of nicotine carried on the cation exchanger is not particularly limited.
  • the amount of nicotine with respect to 100 parts by weight of the cation exchanger is not particularly limited, but from the viewpoint of ensuring a sufficient nicotine elution rate, it is usually 0.5 parts by weight or more, preferably 1 part by weight or more. It is more preferably 7.5 parts by weight or more, more preferably 7.5 parts by weight or more, and is usually 20 parts by weight or less, preferably 15 parts by weight or less, and 12.5 parts by weight or less. more preferably 10 parts by weight or less.
  • the content of nicotine in the oral composition is not particularly limited, but from the viewpoint of ensuring a sufficient nicotine elution rate, it is usually 0.1% by weight or more, preferably 0.5% by weight or more.
  • This nicotine content is the total content of nicotine in the oral composition, including not only nicotine supported on the cation exchanger but also other nicotines. It can also be applied as a content.
  • the amount of nicotine carried on the cation exchanger is determined, for example, by increasing the number of pores in which nicotine is physically adsorbed to increase the specific surface area, or by increasing the number of functional groups capable of electrostatically interacting with nicotine. can be increased by increasing the number of surface functional groups per specific surface area.
  • the state in which nicotine is supported on the cation exchanger means a state in which the surface functional groups of the cation exchanger and nicotine interact electrostatically.
  • the amount of nicotine supported by the cation exchanger can also be calculated from the evaluation of the cation exchange amount described above.
  • the content of the cation exchanger in the oral composition is not particularly limited, it is usually 0.05% by weight or more, preferably 0.1% by weight or more, from the viewpoint of user's preference. Preferably, it is 1% by weight or more, more preferably 5% by weight or more, particularly preferably 8% by weight or more, and usually 50% by weight or less, and 30% by weight or less. It is preferably 20% by weight or less, and may be 15% by weight or less, 12.5% by weight or less, or 10% by weight or less. Furthermore, when the cation exchanger in the oral composition is an ion exchange resin, the content of the cation exchanger in the oral composition is preferably 0.05% by weight or more.
  • the cation exchanger in the oral composition is selected from the group consisting of pectin, tragacanth gum, gellan gum, xanthan gum and gum arabic
  • the content of the cation exchanger in the oral composition is 10 It is preferably at least 15% by weight, more preferably at least 20% by weight, and preferably at most 50% by weight, and at most 30% by weight. is more preferable, and 20% by weight or less is even more preferable.
  • the measurement method is described in the explanation of each item, but even if it is calculated from the amount of raw materials charged when manufacturing the oral composition and oral pouch product good.
  • the cation donor is not particularly limited as long as it is a substance capable of donating a cation.
  • it is a component that is allowed to be added to products as a food additive listed in Appendix 1 of the Food Sanitation Law Enforcement Regulations.
  • an inorganic acid or an organic acid which will be described later, can be used as the cation donor.
  • the type of cation in the cation donor is not particularly limited, but from the viewpoint of ensuring a sufficient nicotine elution rate, it is preferably a monovalent or divalent cation, and the monovalent cation may be an alkali metal.
  • the divalent cation may be an alkaline earth metal.
  • the monovalent or divalent cations are Na + , NH 4 + , K + , Mg 2+ , Ca 2+ , and H + which have higher ion selectivities than nicotine. preferably selected from the group consisting of NH 4 + , Mg 2+ and Ca 2+ or more preferably H + from the group consisting of Mg 2+ and Ca 2+ More preferably selected or H + .
  • the anion species that serve as counter ions for the cations in the cation donor and preferred examples of inorganic acids include hydrochloric acid, carbonic acid, and phosphoric acid.
  • organic acids include malic acid, citric acid, succinic acid, levulinic acid, pyruvic acid, tartaric acid, adipic acid, lactic acid, butyric acid, acetic acid, formic acid, benzoic acid, and L-ascorbic acid.
  • Carbonic acid or phosphoric acid is more preferable from the viewpoint of ensuring a sufficient nicotine elution rate and improving the smoking taste.
  • Whether or not the target substance becomes a cation donor depends on the pH of the oral composition. For example, phosphoric acid becomes a cation donor when the pH of the oral composition is less than 7. Above 7, phosphoric acid does not act as a cation donor.
  • the pH of the oral composition can be set according to the preference of the user, and the type of cation donor can be selected accordingly.
  • the concentration of the cation donor (or it may be the concentration of the cation) in the oral composition is not particularly limited, but from the viewpoint of ensuring a sufficient nicotine elution rate, it is 1 ⁇ 10 ⁇ 5 mol/L or more. is preferably 1 ⁇ 10 ⁇ 3 mol/L or more, more preferably 1 ⁇ 10 ⁇ 2 mol/L or more, particularly preferably 0.025 mol/L or more, Also, it is usually 2 mol/L or less, preferably 1 mol/L or less, more preferably 1 ⁇ 10 ⁇ 1 mol/L or less.
  • the concentration of cation donors having cations other than H + in the oral composition is not particularly limited, but from the viewpoint of ensuring a sufficient nicotine elution rate, it is usually 1 ⁇ 10 ⁇ 3 mol/L or more, preferably 1 ⁇ 10 ⁇ 2 mol/L or more, and , is usually 2 mol/L or less, preferably 1 mol/L or less, more preferably 1 ⁇ 10 ⁇ 1 mol/L or less.
  • the concentration of the cation donor having H + (or it may be the concentration of H + ) in the oral composition is not particularly limited, From the viewpoint of ensuring a sufficient nicotine elution rate, it is preferably 1 ⁇ 10 ⁇ 5 mol/L or more, more preferably 1 ⁇ 10 ⁇ 4 mol/L or more, and 1 ⁇ 10 ⁇ 3 mol/L. L or more is more preferable, and it is usually 1 ⁇ 10 ⁇ 1 mol/L or less, and may be 1 ⁇ 10 ⁇ 2 mol/L or less.
  • the method for qualitative and quantitative determination of the cationic species provided in the oral composition is not particularly limited, but can be measured, for example, by ion chromatography.
  • the oral composition may contain substances (other substances) other than the above cation exchangers, nicotine, and cation donors, such as base materials, tobacco materials, moisturizers, pH adjusters, gels, etc. agents, gelling aids, water, flavors, sweeteners, bitterness inhibitors, whitening agents, emulsifiers and the like.
  • nicotine may or may not be contained in a form other than the nicotine carried on the cation exchanger.
  • the content of other substances in the oral cavity composition is not particularly limited, and for substances for which there is no description of preferred content, the formulation can be appropriately adjusted according to product design.
  • the type of substrate is not particularly limited, and examples thereof include cellulose, microcrystalline cellulose (MCC), spherical cellulose, porous cellulose, etc., and it is preferable to include at least one selected from these groups.
  • Cellulose or microcrystalline cellulose is more preferred from the viewpoints of flexibility in adjusting the bulk density and whiteness to improve appearance quality.
  • One type of these substances may be used alone, or two or more types may be used in combination in an arbitrary type and ratio.
  • the content of the base material in the oral composition is not particularly limited, but from the viewpoint of product stability, it is usually 50% by weight or more, preferably 53% by weight or more, and 55% by weight or more. is more preferably 70% by weight or less, preferably 68% by weight or less, and more preferably 65% by weight or less.
  • the oral composition may or may not contain tobacco material (below the limit of detection).
  • the form of the tobacco material is not particularly limited, and for example, it may consist only of material derived from tobacco leaves such as tobacco leaf lamina, leaf veins (stem), or root (hereinafter also referred to as raw tobacco). , it may be a combination of the raw tobacco and other ingredients. Further, the tobacco material may be cut tobacco, tobacco sheets, tobacco granules, processed products such as tobacco extract, or the like.
  • the type of tobacco leaves is not particularly limited, and examples include yellow varieties, burley varieties, orient varieties, native varieties, other Nicotiana-Tabacum varieties, Nicotiana-Rustica varieties, and mixtures thereof. .
  • the above varieties can be appropriately blended and used so as to obtain the desired taste. Details of the tobacco varieties are disclosed in "Tobacco Encyclopedia, Tobacco Research Center, March 31, 2009".
  • the content of the tobacco material in the oral composition is not particularly limited, and may be, for example, 0.01% by weight or more and 10% by weight or less, or 0.05% by weight or more and 5% by weight or less. It may be 0.1% by weight or more and 1% by weight or less.
  • the type of moisturizing agent is not particularly limited, and examples thereof include glycerin, propylene glycol, etc. It is preferable to include at least one selected from these groups, and glycerin is preferable from the viewpoint of product storage stability. One type of these substances may be used alone, or two or more types may be used in combination in an arbitrary type and ratio.
  • the content of the moisturizing agent in the oral composition is not particularly limited, but from the viewpoint of product stability, it is usually 1% by weight or more, preferably 3% by weight or more, and preferably 5% by weight or more. More preferably, it is 8% by weight or more, and is usually 30% by weight or less, preferably 25% by weight or less, more preferably 20% by weight or less, and 15% by weight or less. It is even more preferable to have
  • the oral composition may contain, as a pH adjuster, a pH adjuster other than the above phosphates, such as sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, or sodium citrate.
  • a pH adjuster other than the above phosphates, such as sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, or sodium citrate.
  • carbonate is not contained (substantially below the detection limit).
  • those that can also be treated as the above cation donor are treated as cation donors.
  • the oral composition may contain water, and the water content (moisture content) in the oral composition is usually 4% by weight or more.
  • the water content is usually 4% by weight or more.
  • the mouthfeel tends to be rough, and it becomes difficult to produce the oral cavity composition. Therefore, when the water content is less than 15% by weight, the addition of a moisturizer is particularly effective from the viewpoint of ensuring good fluidity and adhesion of the oral composition and facilitating the production of the oral composition. be.
  • it is effective to increase the water content in the composition. In this case, it is preferably 30% by weight or more, more preferably 45% by weight or more, and usually 55% by weight or less, preferably 50% by weight or less.
  • the water content can be adjusted by adjusting the amount of water to be added or by providing heat treatment or drying treatment in the production stage.
  • the water content of the oral composition can be measured using a heat dry moisture meter (eg, HB 43-S manufactured by METER TOLEDO).
  • a heat dry moisture meter eg, HB 43-S manufactured by METER TOLEDO.
  • the sample is placed in a predetermined container and heated to reach a temperature of 100°C. The measurement is terminated when the amount of change becomes 1 mg or less in 60 seconds, and the moisture content is calculated from the weighed values before and after heating.
  • fragrance is not particularly limited, and examples include menthol, leaf tobacco extract, natural plant fragrances (e.g., cinnamon, sage, herbs, chamomile, kudzu grass, sweet tea, cloves, lavender, cardamom, clove, nutmeg, bergamot, geranium, etc.). , Honey Essence, Rose Oil, Lemon, Orange, Cinnamon, Caraway, Jasmine, Ginger, Coriander, Vanilla Extract, Spearmint, Peppermint, Cassia, Coffee, Celery, Cascarilla, Sandalwood, Cocoa, Ylang Ylang, Fennel, Anise, licorice, St.
  • natural plant fragrances e.g., cinnamon, sage, herbs, chamomile, kudzu grass, sweet tea, cloves, lavender, cardamom, clove, nutmeg, bergamot, geranium, etc.
  • John's bread, plum extract, peach extract, etc. sugars (e.g., glucose, fructose, isomerized sugar, caramel, honey, molasses, etc.), cocoa (powder, extract, etc.), esters (e.g., isoamyl acetate) , linalyl acetate, isoamyl propionate, linalyl butyrate, etc.), ketones (e.g., menthone, ionone, damascenone, ethyl maltol, etc.), alcohols (e.g., geraniol, linalool, anethole, eugenol, etc.), aldehydes (e.g., vanillin , benzaldehyde, anisaldehyde, etc.), lactones (e.g., ⁇ -undecalactone, ⁇ -nonalactone, etc.), animal fragrances (e.g., musk
  • the type of sweetener is not particularly limited, and examples thereof include sugar alcohols such as xylitol, maltitol, and erythritol, and sweeteners such as acesulfame potassium, sucralose, and aspartame. Sugar alcohols are preferred from the viewpoint of taste control. .
  • One type of these substances may be used alone, or two or more types may be used in combination in an arbitrary type and ratio.
  • the type of bitterness inhibitor is not particularly limited, and examples include soybean lecithin.
  • Soybean lecithin is a phospholipid and includes phosphatidylcholine, phosphatidylethanolamine, phosphatidic acid, and the like.
  • One type of these substances may be used alone, or two or more types may be used in combination in an arbitrary type and ratio.
  • the type of whitening agent is not particularly limited, and examples include fine silicon dioxide, titanium dioxide, calcium carbonate, etc. Fine silicon dioxide is preferable from the viewpoint of the effect on the taste of the product.
  • One type of these substances may be used alone, or two or more types may be used in combination in an arbitrary type and ratio.
  • the type of emulsifier is not particularly limited, and examples thereof include emulsifiers added to foods.
  • emulsifiers include one or more selected from the group consisting of sucrose fatty acid esters, organic acid glycerin fatty acid esters, polyglycerin fatty acid esters, and lecithin.
  • sucrose fatty acid esters include sucrose palmitate and sucrose stearate.
  • the organic acid glycerol fatty acid ester include succinic acid glycerol fatty acid ester and diacetyltartaric acid glycerol fatty acid ester.
  • polyglycerin fatty acid esters include decaglycerin fatty acid esters.
  • the content of the emulsifier in the oral cavity composition is generally 1% by weight or more and 20% by weight or less, preferably 5% by weight or more and 15% by weight or less.
  • the content of each component above can be measured by a known method.
  • the pH of the oral composition at a measurement temperature of 25° C. is not particularly limited, but is usually 2.0 or higher, preferably 5.0 or higher, and 7.0 or higher from the viewpoint of the effect on the taste of the product. and is usually 10.0 or less, preferably 9.5 or less, and more preferably 9.0 or less.
  • the pH can be adjusted by controlling the amount of addition of a pH adjusting agent or the like.
  • the pH value in this specification is a value measured at a measurement temperature of 25°C.
  • the pH of the oral composition at a measurement temperature of 25°C is not particularly limited, but from the viewpoint of the effect on the taste of the product, it is usually 6 or more. It is preferably 0.5 or more, more preferably 7.0 or more, and is usually 10.0 or less, preferably 9.5 or less, and more preferably 9.0 or less. .
  • the pH of the oral composition at a measurement temperature of 25° C. is not particularly limited, but from the viewpoint of the effect on the taste of the product, it is usually 2.0 or more. It is preferably 0 or more, more preferably 3.5 or more, and is usually 5.0 or less, preferably 4.5 or less, and more preferably 4.0 or less.
  • the pH of the oral composition at the above measurement temperature of 25 ° C. is measured using a pH analyzer (eg, LAQUA F-72 flat ISFET pH electrode manufactured by Horiba Ltd.), and 20 ml of water is added to 2 g of the oral composition. It can be measured by shaking for 10 minutes and measuring the supernatant.
  • a pH analyzer eg, LAQUA F-72 flat ISFET pH electrode manufactured by Horiba Ltd.
  • 20 ml of water is added to 2 g of the oral composition. It can be measured by shaking for 10 minutes and measuring the supernatant.
  • phthalic acid pH standard solution pH 4.01
  • neutral phosphate pH standard solution pH 6.86
  • borate pH standard solution pH 9.18
  • the oral composition is preferably composed of a plurality of solid granules, in which case the size of the granules is not particularly limited.
  • the constituents of the dried oral composition satisfy the following classification conditions.
  • the dried oral composition is preferably classified by a sieve having the following meshes. From the viewpoint of the user's texture during use, ease of handling during manufacturing, and control of quality variation, it is usually passed through a sieve with a 15 mm mesh ( ⁇ 15 mm), and a 10 mm sieve.
  • a sieve with openings ⁇ 10 mm
  • a sieve with 5 mm mesh ⁇ 5 mm
  • a sieve with 3.2 mm mesh it indicates that the maximum dry particle size of the oral composition is 3.2 mm or less.
  • the above dried oral composition is obtained by drying the oral composition at 70° C. to 80° C. for about 3 hours.
  • the maximum particle size of the oral composition can be increased/decreased as appropriate by adjusting the particle size of the base material or solid components such as nicotine-loaded ion exchange resins, their water content, and the like.
  • the elution rate of nicotine in the oral cavity composition is not particularly limited, but is preferably high.
  • the nicotine elution amount was measured using an elution tester.
  • BIO-DIS Reciprocating Cylinder Apparatus USP Apparatus 3 compliant manufactured by Agilent was used.
  • the test conditions were a temperature of 37° C., a reciprocating Dip speed of 6 DPM (Dip perminute), and a moving distance of 10 cm.
  • Eight pouches were set in one inner tube, and 240 mL of the artificial saliva described above was used as the test liquid. Sampling times of the eluate were 0.1, 2, 5, 7.5, 10, 20, 40 and 60 minutes.
  • Solution test system When the oral cavity composition is an aqueous solution, the amount of solution (30 mL) assumed to be the amount of eluate per product in the elution test of the pouch product is treated as one level. For example, a desired content component is added to 30 mL of pure water to prepare a sample for measuring the nicotine elution amount. After the dissolution test or prepared, the liquid oral composition was filtered through an ADVANTEC CELLULOSE ACETATE, NON-STERILE 0.45 ⁇ m (Toyo Roshi Kaisha, Ltd.) filter and subjected to reverse phase high performance liquid chromatography for quantification. The dissolution rate of nicotine can be evaluated by using the numerical value (A).
  • the method for producing the above oral composition is not particularly limited, and it can be produced by a known method or a combination of known methods.
  • An example of the method for producing the composition for oral cavity is shown below.
  • Each raw material mentioned below can be used for each raw material shown below.
  • a nicotine-carrying cation exchanger, a cation donor, and optionally a base material, etc. are mixed in a mixer to obtain a mixture (mixing step).
  • optional ingredients such as fragrance and moisturizing agent are added, and the composition for oral cavity is obtained by stirring and mixing (stirring step).
  • a method for producing an oral composition which is another embodiment of the present invention, comprises a mixing step of obtaining a mixture by mixing at least a cation exchanger carrying nicotine and a cation donor. The method.
  • the mixture before heating may be treated with water and/or heated.
  • the mixture may be dried (drying step). After that, a cooling process may be performed. Cooling may be natural cooling, or may be performed using some cooling means (cooling step). By drying, for example, the water content of the mixture can be adjusted to a desired value between 5% and 55% by weight. This facilitates adjustment of the water content in the oral composition as a target product.
  • An aqueous solution containing a pH adjuster is further added to the mixture obtained in the above step (or drying step, cooling step), and the pH at a measurement temperature of 25 ° C. is preferably 7 to 10, more preferably 7.5 to It may be adjusted to 9.5, more preferably 8-9.
  • a sweetener such as acesulfame potassium, a flavoring agent such as menthol, and/or a bitterness inhibitor such as soybean lecithin, and a humectant such as glycerin are added as appropriate (additive addition step) to obtain a desired oral composition.
  • additives, etc. they may be solid or may be added in the form of an aqueous solution dissolved in water. When it is added in the form of an aqueous solution, it may be dissolved in a predetermined amount of water in advance and added so as to obtain the final moisture content of the pouch product.
  • the method for supporting nicotine on the cation exchanger is not particularly limited, and can be carried out using a known method. Also, when an anionic polymer is used, nicotine can be supported by mixing a predetermined nicotine solution with a solution of an ion exchanger sufficiently dissolved in a solvent.
  • the use of the oral composition is not particularly limited, for example, it can be used for oral pouch products described later, and in addition, dissolving tablets, gels, pastes, chewing gums, lozenges or hard It can be used in known oral product forms such as candy.
  • oral pouch product (hereinafter also simply referred to as "oral pouch product") comprising the oral composition described above, a pouch for packaging the oral tobacco product composition, It is an oral pouch product having
  • the pouch is not particularly limited as long as it can pack the oral composition described above, is insoluble in water, and is water-soluble in liquids (water, saliva, etc.) and oral compositions It is preferable that there is permeability for components, and known ones can be used.
  • Materials for the pouch include, for example, cellulose-based nonwoven fabrics, and commercially available nonwoven fabrics may be used.
  • a pouch product can be produced by forming a sheet made of such a material into a bag shape, putting the oral composition into the bag, and sealing the bag by means such as heat sealing.
  • the basis weight of the sheet is not particularly limited, and is usually 12 gsm or more and 54 gsm or less, preferably 24 gsm or more and 30 gsm or less.
  • the thickness of the sheet is not particularly limited, and is usually 100 ⁇ m or more and 300 ⁇ m or less, preferably 175 ⁇ m or more and 215 ⁇ m or less.
  • At least one of the inner and outer surfaces of the pouch may be partially coated with a water-repellent material.
  • a water-repellent fluorine-based resin is suitable as the water-repellent material.
  • this type of water-repellent fluorine-based resin includes Asahi Guard (registered trademark) manufactured by Asahi Glass Co., Ltd.
  • Water-repellent fluorine resins are applied to packaging materials for foods and products containing oils and fats, such as confectionery, dairy products, side dishes, fast food, and pet food. Therefore, this type of water-repellent fluororesin is safe even when applied to pouches placed in the oral cavity.
  • the water-repellent material is not limited to the fluorine-based resin, and may be, for example, a paraffin resin, a silicon-based resin, an epoxy-based resin, or the like, as long as it has a water-repellent action.
  • the pouch may contain any component, and examples thereof include raw materials for adjusting fragrance and taste, flavors, additives, tobacco extracts, pigments, and the like.
  • the manner in which these components are contained include the manner in which they are applied to the surface of the pouch, the manner in which they are impregnated, and the manner in which they are contained in the fibers when they are made of fibers.
  • the appearance of the pouch is not particularly limited, and may be not only non-transparent but also translucent or transparent. In this case, the oral composition packaged in the pouch can be seen through.
  • the size and weight of the oral pouch product are not particularly limited, and the size of the pouch product before use may be 25 mm (28 mm, 35 mm, 38 mm) or more and 40 mm or less, or 28 mm or more and 38 mm or less.
  • the short side may be 10 mm or more and 20 mm or less, or 14 mm or more and 18 mm or less.
  • the weight of the oral pouch product before use may be 0.1 g or more and 2.0 g or less, or may be 0.3 g or more and 1.0 g or less.
  • the ratio of the weight of the oral composition to the total weight of the oral pouch product is not particularly limited, but is usually 80% by weight or more, preferably 85% by weight or more, more preferably 90% by weight or more. It is preferably 99% by weight or less, preferably 97% by weight or less, and more preferably 95% by weight or less.
  • Another embodiment of the present invention is a method for producing an oral pouch product (also referred to simply as a “method for producing an oral pouch product” or a “production method”), wherein the cation exchange capacity is at least 0.06 mmol/g.
  • the method for producing an oral pouch product includes an oral composition producing step of producing an oral composition containing a cation exchanger carrying nicotine and a cation donor.
  • the oral composition manufacturing step is not particularly limited, and can be, for example, a step of performing the oral composition manufacturing method described above.
  • a pouch product is obtained by packaging the oral composition obtained in the oral composition preparation step with a packaging agent (packaging step).
  • the method of packaging is not particularly limited, and a known method can be applied.
  • a known method such as a method of sealing after putting the oral composition into a bag-shaped nonwoven fabric can be used.
  • water may be further added in order to obtain an oral composition having a desired moisture content (water addition step ). For example, when the water content of the target oral composition is 50% by weight and the water content of the oral composition obtained in the oral composition preparation step is 15% by weight, the remaining 35% by weight of water is added.
  • oral pouch products are not particularly limited, but examples include oral tobacco such as chewing tobacco, snuff, and compressed tobacco, and nicotine-containing preparations called nicotine pouches. These are inserted between the lips and gums in the oral cavity to enjoy the taste and aroma.
  • the measurement sample is kept in the same environment as the environment to be measured for 48 hours or more before the measurement unless otherwise specified.
  • the measurement temperature, measurement humidity, and measurement pressure are normal temperature (22 ⁇ 2° C.), normal humidity (60 ⁇ 5% RH), and normal pressure (atmospheric pressure) unless otherwise specified. .
  • Example 1 [Preparation of oral composition]
  • Nicotine ion exchange resin Nicotine Polacrilex 20% manufactured by Contraf nicotex
  • NaH 2 PO 4 Monosodium phosphate anhydrous, manufactured by Univar BV, FG ( MSP A FG)
  • the content of NaH 2 PO 4 in the oral composition was 0.3% by weight
  • the content of cations (Na + ) of NaH 2 PO 4 was 0.025 mol/L.
  • the pH of the oral cavity composition at 25°C was 5.4.
  • the content of the nicotine exchange resin, which is an ion exchanger, in the oral cavity composition was 0.1% by weight. Since the composition for oral cavity contained no nicotine other than nicotine derived from polacrilex, the content of nicotine in the composition for oral cavity was found to be 0.02% by weight.
  • the ion exchange capacity of the nicotine ion exchange resin (Nicotine Polacrilex 20% manufactured by Contraf nicotex) and the nicotine exchange amount per 1 g of the cation exchanger were evaluated by the method described later. The nicotine exchange amount was found to be 1.341 g.
  • Example 2 Example except that NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was changed to NaCl (Sodium Chloride manufactured by Sigma-Aldrich) under the same cation concentration conditions.
  • An oral composition was prepared in the same manner as in 1. The content of NaCl in the oral composition was 0.15% by weight, and the content of NaCl cation (Na + ) was 0.025 mol/L. In addition, the pH of the oral cavity composition at 25°C was 6.2.
  • Example 3 Under the same cation concentration conditions, NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was replaced with KCl (potassium chloride manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.).
  • An oral composition was prepared in the same manner as in Example 1. The content of KCl in the oral composition was 0.18% by weight, and the content of KCl cation (K + ) was 0.025 mol/L. In addition, the pH of the composition for oral cavity at 25°C was 6.4.
  • Example 4 NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was changed to NH 4 Cl (ammonium chloride manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.) under the same cation concentration conditions.
  • An oral composition was prepared in the same manner as in Example 1 except for the above.
  • the content of NH 4 Cl in the oral composition was 0.13% by weight, and the content of cations of NH 4 Cl (NH 4 + ) was 0.025 mol/L.
  • the pH of the oral cavity composition at 25°C was 5.9.
  • Example 5 NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was treated with calcium lactate ((CH 3 C(OH)COO) 2 Ca, Taihei Kagaku Sangyo Co., Ltd. under similar cation concentration conditions.
  • a composition for oral cavity was prepared in the same manner as in Example 1, except that the composition was changed to The content of calcium lactate in the oral composition was 0.54% by weight, and the content of calcium lactate cations (Ca 2+ ) was 0.025 mol/L. In addition, the pH of the oral cavity composition at 25°C was 5.1.
  • Example 6 Except that NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was changed to CaCl 2 (calcium chloride manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) under the same cation concentration conditions.
  • CaCl 2 calcium chloride manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
  • Example 7 Except that NaH 2 PO 4 (Monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was changed to MgCl 2 (magnesium chloride manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) under the same cation concentration conditions.
  • MgCl 2 magnesium chloride manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
  • Example 1 An oral composition was prepared in the same manner as in Example 1, except that NaH 2 PO 4 (monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV) was not added. In addition, the pH of the oral cavity composition at 25°C was 8.4.
  • NaH 2 PO 4 monosodium phosphate anhydrous, FG (MSP A FG) manufactured by Univar BV
  • a cation exchanger (0.1 g other than gum arabic, 0.2 g for gum arabic) was weighed into a container, added with 100 mL of ultrapure water, and dissolved by heating while flowing nitrogen gas. Then, after adding 0.58 g of sodium chloride (NaCl) to dissolve the cation exchanger to obtain a solution, the temperature of the solution was adjusted to 37 ⁇ 1° C., and 6 mL of 0.1 mol/L hydrochloric acid was added. , and titrated with 0.1 mol/L sodium hydroxide solution.
  • NaCl sodium chloride
  • the inflection point of the titration curve was calculated to determine the equivalence point. Then, the ion exchange capacity was obtained from the sodium hydroxide solution titer obtained by subtracting 6 ml of 0.1 mol/L sodium hydroxide solution for neutralizing 6 mL of 0.1 mol/L hydrochloric acid.
  • [Nicotine replacement amount] The nicotine exchange amount per 1 g of the cation exchanger in the composition was calculated using the ion exchange capacity obtained by the above evaluation and the following formula (1).
  • (Nicotine exchange amount per 1 g of cation exchanger in the composition: g/g) (Ion exchange capacity per 1 g of cation exchanger in the composition: mol/g) x (molecular weight of nicotine: 162.23 g /mol) (1)
  • the dissolution rate was calculated from the following formula.
  • the oral composition containing a cation donor has a nicotine elution rate by cation exchange (hereinafter simply referred to as "nicotine elution rate" ) exceeded 50%, whereas the nicotine elution rate was found to be less than 10% in oral compositions containing no cation donor.
  • the nicotine elution rate increases in the order of Na + , K + ⁇ NH 4 + ⁇ Mg 2+ , Ca 2+ . Regarding this tendency, the present inventors presume as follows.
  • the strength of cation retention in a cation exchanger such as a weak cation ion exchange resin (polacrylex) differs depending on the type of ion due to the action of electrostatic interaction (Coulombic force).
  • the index of the strength of adsorption is called selectivity.
  • selectivity The greater the valence of an ion (the stronger the adsorption of divalent ions than the singly charged ions), the greater the periodicity of the same group of the periodic table. ), the greater the selectivity.
  • the magnitude of the period is as follows.
  • Example 2 Materials were blended according to Table 3, and these materials were mixed with stirring to prepare an oral composition. After putting the above composition into a non-woven fabric (manufactured by BFF technical fabrics, basis weight: 27.0 g/m 2 ) so as to be 0.65 g/piece, the pouch product is formed by sealing with heat sealing. made. Nicotine Polacrilex 20% manufactured by Contraf nicotex was used as the nicotine ion exchange resin in this experiment. Both compositions of Examples 1 and 2 were prepared to have a pH of 8.5.
  • the dissolution amount of nicotine was measured using a dissolution tester to evaluate the dissolution rate.
  • BIO-DIS Reciprocating Cylinder Apparatus (USP Apparatus 3 compliant) manufactured by Agilent was used.
  • the test conditions were a temperature of 37° C., a reciprocating Dip speed of 6 DPM (Dip perminute), and a moving distance of 10 cm.
  • Eight pouches were set in one inner tube, and 240 mL of the artificial saliva described above was used as the test liquid. Sampling times of the eluate were 0.1, 2, 5, 7.5, 10, 20, 40 and 60 minutes. The results are shown in FIG.
  • the nicotine elution rates of Examples 8 and 9 were 96.25% and 94.18%, respectively.
  • the above artificial saliva was prepared by the following procedure. (1) Prepare 1000 mL of distilled water. (2) Add 2 mL of concentrated sulfuric acid to lower the pH to 2.5 or less. (3) Measure out a predetermined amount of the following reagent and dissolve it in the above solution. K2HPO4.H2O 0.68 g NaCl (anhydrous) 0.33 g CaCl2.2H2O 0.15 g KCl (anhydrous) 0.75 g K2CO3 ( anhydrous ) 0.53g 0.17 g of MgCl2.6H2O (4) Adjust the pH of the solution (25° C.) to 6.8 ⁇ 0.1 using 5N NaOH.
  • each oral composition was prepared by mixing, and each oral composition was coated with a nonwoven fabric (BFF technical fabrics, basis weight 27
  • BFF technical fabrics, basis weight 27 Each oral pouch product was made by dosing to 0.0 g/m 2 ) and then heat-sealing and sealing.
  • Table 4 summarizes the properties of each oral pouch product.
  • the pectin and gellan gum shown in Table 4 are the same as the pectin and gellan gum used in Experiment 3 described later.
  • the nicotine elution amount of these oral pouch products was also evaluated in the same manner as in Experiment 1 above. The results are shown in FIGS. 4-6.
  • ⁇ Experiment 3> Each material shown below was used as a cation exchanger, and the equivalence point, the ion exchange capacity, and the amount of nicotine exchanged per 1 g of the cation exchanger were evaluated. These evaluation results are shown in Table 5.
  • ⁇ Polacrilex resin The following materials are anionic polymers. ⁇ Pectin (low methoxy) ⁇ Tragacanth gum ⁇ Gellan gum (deacylated type (LA)) ⁇ Xanthan gum ⁇ Gum arabic ⁇ Sodium alginate ⁇ Carrageenan ( ⁇ -carrageenan)
  • a cation exchanger (0.1 g other than gum arabic, 0.2 g for gum arabic) was weighed into a container, added with 100 mL of ultrapure water, and dissolved by heating while flowing nitrogen gas. Then, after adding 0.58 g of sodium chloride (NaCl) to dissolve the cation exchanger to obtain a solution, the temperature of the solution was adjusted to 37 ⁇ 1° C., and 6 mL of 0.1 mol/L hydrochloric acid was added. , and titrated with 0.1 mol/L sodium hydroxide solution.
  • NaCl sodium chloride
  • the obtained titration curve for neutralization titration is shown in FIG.
  • the lower diagram in FIG. 7 is an enlarged view of the dashed line area shown in the upper diagram in FIG. From this titration curve, the inflection point of the titration curve was calculated to determine the equivalence point. Then, the ion exchange capacity was obtained from the sodium hydroxide solution titer obtained by subtracting 6 ml of 0.1 mol/L sodium hydroxide solution for neutralizing 6 mL of 0.1 mol/L hydrochloric acid.
  • the ion exchange capacity of the cation exchanger has the following relationship: ion exchange resin > pectin (low methoxy), tragacanth gum > gellan gum (deacylated type) ⁇ xanthan gum ⁇ gum arabic. Furthermore, it was found that sodium alginate further decreased the ion-exchange capacity, and carrageenan had no ion-exchange capacity.
  • the present inventors have found that oral compositions manufactured using materials with a large nicotine exchange amount can control nicotine in the product without blending a large amount of nicotine carrier. We presume that this is advantageous for improving the degree of freedom in design.
  • Nicotine ion exchange resin (Nicotine Polacrilex 20% manufactured by Contraf nicotex) is added to 30 mL of ultrapure water so that it becomes 1.0 mg / mL, and HCl (hydrochloric acid manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) is added so that the proton concentration is It added so that it might become the value of following Table 6, and it stirred for 60 minutes at 200 rpm, and obtained each composition for oral cavity.
  • the content of the nicotine exchange resin, which is an ion exchanger, in the oral cavity composition was 0.1% by weight. Since the composition for oral cavity contained no nicotine other than nicotine derived from polacrilex, the content of nicotine in the composition for oral cavity was found to be 0.02% by weight.
  • the pH and nicotine elution rate of the oral composition were measured by the same method as in Experiment 1.

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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cosmetics (AREA)

Abstract

La composition pour cavité buccale comprend un donneur de cations et un échangeur de cations qui transporte de la nicotine et a une capacité d'échange de cations d'au moins 0,06 mmol/g.
PCT/JP2022/045495 2021-12-09 2022-12-09 Composition pour cavité buccale et produit en sachet pour cavité buccale WO2023106407A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS473749A (fr) * 1970-07-22 1972-02-23
US3901248A (en) * 1970-07-22 1975-08-26 Leo Ab Chewable smoking substitute composition
US20140274940A1 (en) * 2013-03-15 2014-09-18 Altria Client Services Inc. Use of pectin or other anionic polymers in the stabilization and controlled release of nicotine in oral sensorial tobacco products or nicotine containing non-tobacco oral sensorial products
WO2020157280A1 (fr) * 2019-02-01 2020-08-06 Swedish Match North Europe Ab Produit oral à base de nicotine comprenant un agent d'ajustement du ph
WO2021220898A1 (fr) * 2020-04-28 2021-11-04 日本たばこ産業株式会社 Produit en sachet pour administration orale de nicotine et son procédé de fabrication
WO2022100805A1 (fr) * 2020-11-16 2022-05-19 Ncp Nextgen A/S Composition de sachet de nicotine

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS473749A (fr) * 1970-07-22 1972-02-23
US3901248A (en) * 1970-07-22 1975-08-26 Leo Ab Chewable smoking substitute composition
US20140274940A1 (en) * 2013-03-15 2014-09-18 Altria Client Services Inc. Use of pectin or other anionic polymers in the stabilization and controlled release of nicotine in oral sensorial tobacco products or nicotine containing non-tobacco oral sensorial products
WO2020157280A1 (fr) * 2019-02-01 2020-08-06 Swedish Match North Europe Ab Produit oral à base de nicotine comprenant un agent d'ajustement du ph
WO2021220898A1 (fr) * 2020-04-28 2021-11-04 日本たばこ産業株式会社 Produit en sachet pour administration orale de nicotine et son procédé de fabrication
WO2022100805A1 (fr) * 2020-11-16 2022-05-19 Ncp Nextgen A/S Composition de sachet de nicotine

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