WO2022034846A1 - Oral cavity composition - Google Patents

Oral cavity composition Download PDF

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Publication number
WO2022034846A1
WO2022034846A1 PCT/JP2021/029059 JP2021029059W WO2022034846A1 WO 2022034846 A1 WO2022034846 A1 WO 2022034846A1 JP 2021029059 W JP2021029059 W JP 2021029059W WO 2022034846 A1 WO2022034846 A1 WO 2022034846A1
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Prior art keywords
salt
mass
component
oral composition
oil
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PCT/JP2021/029059
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French (fr)
Japanese (ja)
Inventor
夏芽 萩森
侑季 塩崎
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ライオン株式会社
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Priority to JP2022542825A priority Critical patent/JPWO2022034846A1/ja
Publication of WO2022034846A1 publication Critical patent/WO2022034846A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/20Halogens; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23Sulfur; Selenium; Tellurium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24Phosphorous; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362Polycarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention relates to an oral composition that masks unpleasant tastes and irritation caused by metal salts and the like, has a natural and deep unique refreshing sensation (natural mint sensation), and is excellent in usability.
  • compositions in which a plurality of active ingredients are combined have been developed.
  • Typical ingredients include potassium nitrate, which is an active ingredient with an inhibitory effect on hypersensitivity, and has a nerve blunting effect, aluminum lactate, which is a polyvalent metal salt having an ivory tubule blockage effect, and copper salt, zinc salt, and tin.
  • potassium nitrate which is an active ingredient with an inhibitory effect on hypersensitivity
  • aluminum lactate which is a polyvalent metal salt having an ivory tubule blockage effect
  • copper salt, zinc salt, and tin There are other polyvalent metal salts such as salts, condensed phosphates known to have an effect of suppressing stain adhesion on teeth, etc., but these have a metallic taste and irritation.
  • Patent Document 1 Japanese Patent Laid-Open No. 2006-96696
  • Patent Document 2 Japanese Unexamined Patent Publication No.
  • Patent Document 3 Japanese Unexamined Patent Publication No. 2017-141178
  • potassium nitrate and / or aluminum lactate is blended with ⁇ -olefin sulfonate and sucralose in combination to provide excellent hypersensitivity suppressing effect and foaming performance.
  • Patent Document 4 Japanese Unexamined Patent Publication No. 2003-137755 proposes a technique for suppressing metallic taste by using a menthol derivative.
  • oral care preparations are preferably given a refreshing sensation
  • the oral composition often contains a mint flavor containing menthol or carboxylic as a fragrance component, and as a mint flavor
  • a mint flavor containing menthol or carboxylic as a fragrance component
  • natural essential oils such as menthol-based peppermint oil, peppermint oil, and carboxylic-based sparemint oil may be used, and these mint-based flavors are effective in improving flavor. Is.
  • the present invention has been made in view of the above circumstances, and is used for the oral cavity, which has a unique refreshing sensation that is natural, deep and has a unique refreshing sensation that is masked and suppressed from unpleasant tastes and irritation caused by metal salts and the like. It is an object of the present invention to provide a composition.
  • the present inventors have added cariophyllene as a mint flavor to an oral composition containing a specific amount of a specific component such as a specific metal salt having an unpleasant taste or irritation. , Germaclen and bilidiflorol, and one or more selected from menthol and carvone in combination in a specific amount ratio, which is unpleasant derived from the specific component such as the specific metal salt.
  • the taste and irritation are masked, the bitterness and irritation associated with them are suppressed and improved, and the refreshing sensation due to the mint flavor is not impaired, and the refreshing sensation is noticeably expressed. It was found that it is possible to give a feeling) and give an excellent feeling of use.
  • At least one selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20 mass%, (B) Condensed phosphate 0.1 to 2% by mass, and (C) Anionic surfactant 0.1 to 5% by mass.
  • A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20 mass%
  • B Condensed phosphate 0.1 to 2% by mass
  • C Anionic surfactant 0.1 to 5% by mass.
  • an oral composition containing one or more components selected from, (D) two or three selected from cariophyllene, germacrene and viridiflorol, and (E) one or more selected from menthol and carvone.
  • the content of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass, so that the unpleasantness derived from the components (A), (B) and (C) is caused. It has been found that the taste and irritation are masked and suppressed, the natural and deep unique refreshing sensation is obtained, and the feeling of use is excellent, and the present invention has been made.
  • the combination system and the component (E) are combined and blended in a specific amount ratio to form (A), (B) and.
  • a unique, natural and deep refreshing sensation (sharp scent, taste and thickness). It is possible to give a unique and natural refreshing sensation that is different from the refreshing sensation without a scent.
  • a natural refreshing sensation it may be abbreviated as a natural refreshing sensation), and it is possible to give a remarkably excellent feeling of use.
  • the oral composition of the present invention shown in the examples is excellent in both no bitterness and irritation during use and a natural refreshing sensation, unpleasant taste and irritation are suppressed, and is natural and deep. It had a certain refreshing feeling.
  • the present invention provides the following oral compositions.
  • One or more selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20% by mass, (B) Condensed phosphate 0.1 to 2% by mass, and (C) Anionic surfactant 0.1 to 5% by mass.
  • A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20% by mass
  • B Condensed phosphate 0.1 to 2% by mass
  • C Anionic surfactant 0.1 to 5% by mass.
  • D Two or three species selected from caryophyllene, germacrene and viridiflorol
  • E An oral composition containing one or more selected from menthol and carvone, and the content of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass of the component (E).
  • the water-soluble polyvalent metal salt (A-2) is selected from a copper salt, a zinc salt, an aluminum salt and a tin salt.
  • the water-soluble polyvalent metal salt (A-2) is selected from the chlorides, citrates, lactates, gluconates, malonates, malates and sulfates of polyvalent metals [1].
  • the anionic surfactant is an acyl taurine salt, an acyl amino acid salt, an ⁇ -olefin sulfonate, an alkyl sulfo acetate, an alkenyl sulfo acetate, a polyoxyethylene alkyl ether phosphate and a polyoxyethylene alkenyl ether phosphorus.
  • the unpleasant taste and irritation derived from the components (A), (B) and (C) are masked and improved, and a natural, deep and unique refreshing sensation is obtained. It is possible to provide an excellent oral composition.
  • the medicinal effects of the components (A), (B) and (C) can be given under an excellent feeling of use accompanied by a unique refreshing sensation of the mint system, and hypersensitivity. It is effective for prevention or suppression of oral diseases such as periodontal disease.
  • the oral composition of the present invention is one or more selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2).
  • the component (A) is one or more selected from the potassium salt (A-1) and the water-soluble polyvalent metal salt (A-2), and the potassium salt (A-1) is particularly preferable.
  • the blending amount of the component (A) is adjusted according to the substance type used, but can be 0.01 to 20% (mass%, the same applies hereinafter) with respect to the entire composition.
  • Potassium salt (A-1) has a nerve blunting effect and is effective in preventing hyperesthesia.
  • the potassium salt include potassium nitrate, potassium citrate, potassium chloride, potassium sulfate and the like, and these can be used alone or in combination of two or more. Of these, potassium nitrate is preferable.
  • the potassium nitrate for example, a commercially available product manufactured by Otsuka Chemical Co., Ltd. can be used.
  • the blending amount of the potassium salt is preferably 0.1 to 15%, more preferably 0.5 to 10%, still more preferably 1 to 8% of the whole composition.
  • the larger the blending amount the higher the hypersensitivity suppressing effect, but even if the blending exceeds 15%, the increase in the hypersensitivity suppressing effect corresponding to the increase in the blending amount cannot be expected, but rather a strong metallic taste is generated.
  • the water-soluble polyvalent metal salt (A-2) is preferably an aluminum salt, a copper salt, a zinc salt, or a tin salt, and the salt is a polyvalent metal citrate, lactate, gluconate, or malonate. , Apple salt, sulfate, chloride and the like. These can be used alone or in combination of two or more.
  • the water-soluble polyvalent metal salt has an action depending on the substance type, for example, an action of imparting a tightening feeling to the gingiva, an action of suppressing bad breath and the like.
  • the total component (A-2) is 0.01 to 5% with respect to the entire composition. In particular, it is preferable to blend in the range of 0.03 to 3%.
  • the aluminum salt examples include aluminum lactate, aluminum gluconate, aluminum malonate, aluminum malate and the like.
  • the blending amount of the aluminum salt is preferably 0.01 to 5%, more preferably 0.03 to 3% of the entire composition. In the above range, the ivory capillary tube blocking action and the like can be sufficiently obtained, and the suppression of metallic taste is particularly good.
  • potassium aluminum sulfate can also be used, and potassium aluminum sulfate has an effect of imparting a tightening feeling to the gingiva, and from the viewpoint of suppressing the tightening feeling of the gingiva and the metallic taste, the blending amount thereof is the entire composition. 0.01 to 5% is preferable, and 0.03 to 3% is more preferable.
  • the copper salt examples include water-soluble copper salts such as copper gluconate, copper citrate, and copper sulfate
  • examples of the zinc salt include zinc citrate, zinc lactate, zinc gluconate, zinc chloride, and the like, and tin salts. Examples thereof include tin citrate, tin lactate, tin gluconate, tin chloride and the like.
  • the blending amount of the copper salt, zinc salt and tin salt is preferably 0.01 to 3%, more preferably 0.03 to 2% of the total composition. In the above range, the action of suppressing bad breath or the feeling of tightening of the gingiva can be sufficiently obtained, and the suppression of metallic taste is particularly good.
  • Condensed phosphate has a stain adhesion suppressing effect.
  • the condensed phosphate include linear polyphosphates such as pyrophosphate, tripolyphosphate and tetrapolyphosphate, and cyclic polyphosphates such as trimetaphosphate, tetramethaphosphate and hexametaphosphate, and the salts include sodium salt and potassium. Salt is mentioned. These can be used alone or in combination of two or more.
  • pyrrophosphate, tripolyphosphate and hexametaphosphate are preferable, and sodium pyrophosphate, potassium pyrophosphate, sodium tripolyphosphate, potassium tripolyphosphate, sodium hexametaphosphate and potassium hexametaphosphate are particularly preferable.
  • condensed phosphate commercially available products such as sodium pyrophosphate and sodium tripolyphosphate manufactured by Taihei Kagaku Sangyo Co., Ltd. can be used.
  • the blending amount of (B) condensed phosphate is preferably 0.1 to 2%, more preferably 0.2 to 2%, and even more preferably 0.5 to 1.2% of the entire composition.
  • the larger the blending amount the more the effect of suppressing stain adhesion is sufficiently exhibited, but when the blending amount exceeds 2%, the irritation of itself becomes too strong and masking cannot be performed, and the usability is inferior.
  • the anionic surfactant is a surfactant effective for ensuring foaming.
  • the anionic surfactant include acyl amino acid salts, acyl taurine salts, ⁇ -olefin sulfonates, alkyl sulfoacetates, alkenyl sulfo acetates, polyoxyethylene alkyl ether phosphates, polyoxyethylene alkenyl ether phosphates and the like. These can be used alone or in combination of two or more.
  • the alkyl group, alkenyl group, and acyl group of the above substance preferably have 10 to 18 carbon atoms, respectively.
  • the salt examples include alkali metal salts and ammonium salts, and sodium salts and potassium salts are preferable. Specific examples thereof include, but are not limited to, lauroyl glutamate, N-lauroyl sarcosine salt, lauroyl methyl taurine salt, tetradecene sulfonate, lauryl sulfoacetate, and polyoxyethylene oleyl ether phosphate.
  • the blending amount of the (C) anionic surfactant is preferably 0.1 to 5%, more preferably 0.1 to 2%, and particularly preferably 0.1 to 0.5% of the entire composition.
  • the blending amount is 0.1% or more, sufficient foaming can be obtained, but when it exceeds 5%, the bitterness and irritation of itself become too strong and masking cannot be performed, and the usability is inferior.
  • the above-mentioned components (A), (B), and (C) can be blended alone or in combination of two or more components, and can also be blended in combination of three components. In the present invention, even if the three components (A), (B) and (C) are blended at the same time, the bitterness and irritation are masked and improved, and an excellent usability can be given.
  • the component (A) may overlap with the component (B) or (C). In that case, a substance other than the component (B) or (C) may be used as the component (A). can.
  • the component (D) is 2 or 3 selected from caryophyllene, germacrene and viridiflorol, and it is preferable to use 3 in combination.
  • the component (D) masks and suppresses the bitterness and irritation derived from the components (A), (B), and (C), and imparts a natural, deep and unique refreshing sensation (natural mint sensation). It works.
  • Examples of caryophyllene include ⁇ -caryophyllene.
  • caryophyllene, germacrene, and viridiflorol can be blended as a single fragrance material, but can also be blended as an extract of an essential oil or the like containing each substance.
  • one obtained by chemical synthesis may be used, one obtained by extracting from a natural product (extract from a natural product) may be used, or one obtained from a natural product.
  • extract from a natural product extract from a natural product
  • the obtained product and the product obtained by chemical synthesis may be used in combination, or a commercially available product may be used.
  • the component (D) is preferably blended in the amount ratio shown below, and when it is within the following range, bitterness and irritation can be further suppressed and a more natural refreshing sensation can be imparted.
  • the caryophyllene: germacrene (mass ratio) is preferably 1: 0.2 to 1: 2.5, more preferably 1: 1 to 1: 2.5.
  • the caryophyllene: viridiflorol (mass ratio) is preferably 1: 0.3 to 1: 5, and more preferably 1: 1 to 1: 5.
  • the caryophyllene: germacrene: viridiflorol (mass ratio) is preferably 1: (0.2 to 2.5) :( 0.3 to 5), more preferably 1: (1). ⁇ 2.5): (1 ⁇ 5).
  • caryophyllene is caryophyllene-BE (manufactured by Inoue Perfum Manufacturing Co., Ltd.), germacrene is Germacrene D (manufactured by Toronto Research), and viridiflorol is viridiflorol (manufactured by Toronto Research).
  • Commercial products such as can be used.
  • extract such as essential oils
  • the extract such as essential oils
  • peppermint oil containing cariophyllene, germaneclen and bilidiflorol Japanese mint oil containing cariophyllene and germanacren
  • spearmint oil containing cariophyllene and bilidiflorol spearmint oil containing cariophyllene and bilidiflorol
  • artificial mint containing cariophyllene, germaneclen and bilidiflorol.
  • Oils and the like can be used, and these can be extracted from plants of the genus Mentha of the Labiatae family by a known method, and may be commercially available products.
  • the essential oil produced by the following production method can be preferably used as the extract from the natural product (see Japanese Patent Application No. 2020-87507).
  • the raw material is a Labiatae Menta plant, and as the Labiatae Menta plant, peppermint, mint, and spearmint can be used, and the essential oil obtained by known distillation can be preferably used.
  • the above Labiatae plant-derived oil (raw essential oil) is 40 to 0.05 bar, preferably 0.002 to 0.04 bar, more preferably 0.004 to 0.03 bar, at a pressure of 0.00001 to 0.05 bar.
  • Precision distillation is performed at 250 ° C., preferably 60 to 180 ° C., more preferably 80 to 140 ° C., and 75 to 97%, preferably 92 to 96% of the total amount of the Labiatae plant-derived oil is used as the volatile part A. It is recovered to obtain a distillation residue consisting of the non-volatile part A of 3 to 25%, preferably 4 to 8% of the total amount of the oil derived from the Labiatae plant.
  • the conditions for precision distillation are preferably such that the pressure is 0.002 to 0.04 bar and 60 to 180 ° C, and more preferably the pressure is 0.004 to 0.03 bar and 80 to 140 ° C. By precision distillation under such conditions, the component (D) can be concentrated in the distillation residue.
  • the distillation residue (nonvolatile part A) is thin-film distilled, and a volatile fraction (first volatile fraction) consisting of a volatile part B of 5 to 50%, preferably 10 to 30% of the total amount of the distillation residue.
  • the essential oil thus obtained can be used as the essential oil containing the component (D).
  • the distillation conditions for obtaining the volatile fraction (first volatile fraction) are preferably 90 to 180 ° C. and a pressure of 0.00001 to 0.01 bar, preferably 140 to 160 ° C. More preferably, the pressure is 0.002 to 0.008 bar.
  • the second volatile fraction which is obtained by further thin-film distillation of the volatile portion B and consists of the volatile portion C of 50 to 95%, preferably 60 to 95%, more preferably 60 to 90% of the total amount of the volatile portion B. , A more preferable (D) component-containing essential oil.
  • the distillation conditions for obtaining the second volatile fraction are preferably 90 to 180 ° C. and a pressure of 0.00001 to 0.01 bar, and 140 to 160 ° C. and a pressure of 0.002 to 0.008. More preferably done in a bar.
  • the second volatile fraction is particularly preferable in terms of exhibiting the effects of the present invention, because components such as tar that contribute more to the unpleasant taste are removed from the second volatile fraction as compared with the first volatile fraction.
  • the essential oil containing the component (D) thus obtained contains two or more substances selected from ⁇ -caryophyllene, germacrene D and viridiflorol in a total of 15 to 50%, preferably 20 to 40%, more preferably. It contains 30 to 40% and is suitable as the component (D).
  • the blending amount of the component (D) is adjusted so that the amount ratio with the component (E) is in an appropriate range, but it is preferably 0.0002 to 0.3% of the whole composition, and more preferably 0.0004. It is ⁇ 0.3%.
  • the blending amount is 0.0002% or more, a natural and deep refreshing sensation is sufficiently obtained, and when it is 0.3% or less, the taste derived from the component (D) has little influence on the flavor.
  • the component (E) is one or two selected from menthol and carvone. These are refreshing sensation-imparting agents and are also the main components of mint flavors.
  • the component (E) can also be blended as an essential oil containing menthol (L-menthol) and / or carvone.
  • menthol menthol
  • / or carvone an essential oil containing menthol (L-menthol) and / or carvone.
  • peppermint oil, spearmint oil, Japanese mentha oil, and artificial mint oil obtained by a known method can be used.
  • a commercially available product can also be used.
  • L-menthol manufactured by Takasago International Corporation
  • carvone manufactured by Shiono Koryo Kaisha
  • the blending amount of the component (E) is preferably 0.05 to 2%, more preferably 0.1 to 1.5% of the entire composition.
  • the blending amount is 0.05% or more, a natural and deep refreshing sensation is sufficiently obtained, and when it is 2% or less, the stimulus derived from the component (E) does not deteriorate the usability.
  • each of the essential oils when essential oils such as peppermint oil, spearmint oil, Japanese mint oil, artificial mint oil, and essential oils from the above natural products are blended as the components (D) and (E), each of the essential oils ( There is a possibility that the components D) and (E) may be contained, but in that case, the components in each essential oil are added up and totaled, and treated as the total amount of the components (D) and the total amount of the components (E).
  • the ratio (amount ratio) of the component (D) to the component (E) is such that the amount of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass of the component (E). It is preferably 0.05 to 10 parts by mass, more preferably 0.1 to 2.5 parts by mass, and most preferably 0.4 to 2.5 parts by mass. Within the above range of the amount ratio, the bitterness and irritation derived from the components (A), (B) and (C) are masked and improved, and a natural and deep refreshing sensation is obtained. It will be a feeling of use. If the component (D) is less than 0.01 parts by mass with respect to 100 parts by mass of the component (E), the bitterness and no irritation are inferior, and if it exceeds 50 parts by mass, the natural refreshing feeling is inferior.
  • the oral composition of the present invention can be used as a dentifrice, a mouthwash, a mouth spray, a coating agent, a patch, and the like.
  • dentifrices and mouthwashes are preferable, and dentifrices are particularly preferable, in terms of exhibiting the effects of the present invention.
  • the form can be liquid, liquid, paste, etc., and the dentifrice can be prepared as a dentifrice, a liquid dentifrice, a liquid dentifrice, a dentifrice, etc., especially as a dentifrice. preferable.
  • other optional components depending on the intended use, dosage form, etc. can be appropriately blended as long as the effects of the present invention are not impaired.
  • a surfactant an abrasive, a thickening agent, a binder, and if necessary, a sweetening agent, a preservative, a pigment, a fragrance, various active ingredients and the like can be blended.
  • a nonionic surfactant and an amphoteric surfactant can be blended.
  • the nonionic surfactant include polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ethers, mono-lauric acid or diethanolamides, and sorbitan fatty acid esters.
  • polyoxyethylene hydrogenated castor oil particularly those having an addition molar number of 10 to 30 of ethylene oxide
  • polyoxyethylene alkyl ether especially those having an addition mole number of ethylene oxide of 3 to 5 and an alkyl moiety carbon. (Chain lengths of 16 to 18) are preferable from the viewpoint of solubilization.
  • Amphoteric tensides include N-alkyldiaminoethylglycine such as N-lauryldiaminoethylglycine and N-myristyldiaminoethylglycine, N-alkyl-N-carboxymethylammonium betaine, and 2-alkyl-1-hydroxyethylimidazoline betaine sodium. Can be mentioned.
  • the blending amount of these surfactants is preferably 0.1 to 5%, particularly 0.1 to 4% of the entire composition.
  • the abrasives are silica-based abrasives such as crystalline silica, amorphous silica, silica gel, and aluminosilicate, zeolite, calcium hydrogen phosphate anhydrous, calcium hydrogen phosphate dihydrate, calcium pyrophosphate, calcium carbonate, and water.
  • silica-based abrasives such as crystalline silica, amorphous silica, silica gel, and aluminosilicate, zeolite, calcium hydrogen phosphate anhydrous, calcium hydrogen phosphate dihydrate, calcium pyrophosphate, calcium carbonate, and water.
  • Examples thereof include aluminum oxide, alumina, magnesium carbonate, magnesium tertiary phosphate, zirconium silicate, calcium tertiary phosphate, hydroxyapatite, calcium tetraphosphate, and synthetic resin-based abrasives.
  • the blending amount of the abrasive is usually 5 to 70%, particularly 10 to 50% of
  • the viscous agent examples include sugar alcohols such as sorbitol, xylit and erythritol, and polyhydric alcohols such as propylene glycol, butylene glycol, glycerin and polyethylene glycol.
  • the blending amount of the thickener is usually 0 to 70% of the whole composition, particularly 3 to 50%.
  • an organic binder or an inorganic binder can be used as the binder. Examples thereof include organic binders such as xanthan gum and sodium carboxymethyl cellulose, and inorganic binders such as thickening silica and thickening aluminum silica.
  • the blending amount of the binder is usually 0.1 to 10%, particularly 0.1 to 8% of the whole composition.
  • sweetening agent examples include saccharin sodium and the like.
  • preservative examples include benzoates such as sodium benzoate and paraoxybenzoic acid esters such as methylparaben, ethylparaben and butylparaben.
  • dye examples include brilliant blue, which is an edible dye, tartrazine, and titanium oxide, which is a pigment.
  • Optional fragrances include, for example, anis oil, eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, cardamon oil, coriander oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil.
  • Natural fragrances such as oil, paracress oil, iris concrete, rose absolute, orange flower absolute, vanilla absolute, lavender absolute, patchuriabsolute, and processing of these natural fragrances (front reservoir cut, rear reservoir cut, distilling, liquid) Liquid extraction, essence, powdered fragrance, etc.), limonen, pinen, butanol, isoamyl alcohol, hexenol, linalol, anator, timol, eugenol, menton, pregon, fencon, cineole, hexanal, octanal, anisaldehyde, synamic Alaldehyde, ethyl acetate, ethyl butyrate, allylcycl
  • fragrance materials used in oral compositions such as compounded fragrances such as rose flavor and tea flavor, can be used in combination.
  • the blending amount of these fragrance materials is not particularly limited, but it is preferable to use 0.000001 to 1% in the composition. Further, it is preferable to use 0.1 to 2.0% of the perfume for perfume using the above perfume material in the composition.
  • any fragrance contains the components (D) and / or (E), it can be used within the range of the blending amount of the components (D) and / or (E) described above.
  • the active ingredient is a bactericidal or antibacterial agent such as chlorohexidine, triclosan, isopropylmethylphenol, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, a tooth stone preventive agent such as ethanehydroxydiphosphonate, tranexamic acid, glycyrrhizin. Acids or salts thereof, enzyme agents such as dextranase, mutanase, lysoteam chloride, vitamins such as ascorbic acid and tocopherol acetate, astringent agents such as sodium chloride, fluorides such as sodium fluoride and sodium monofluorophosphate, etc. , Can be used within a pharmaceutically acceptable range.
  • bactericidal or antibacterial agent such as chlorohexidine, triclosan, isopropylmethylphenol, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride,
  • Examples, comparative examples Oral compositions (dentifrices) having the compositions shown in Tables 1 to 6 were prepared by a conventional method, and the usability was evaluated by the following method. The results are also shown in the table.
  • Judgment criteria Average score 3.5 points or more and 4.0 points or less ⁇ : Average score 3.0 points or more and less than 3.5 points ⁇ : Average score 2.0 points or more and less than 3.0 points ⁇ : Average score 2. Less than 0 points
  • (D) Ingredients Caryophyllene (D1): Caryophyllene-BE (manufactured by Inoue Perfum) Germacrene (D2): Germacrene D (manufactured by Toronto Research) Viridiflorol (D3): Viridiflorol (manufactured by Toronto Research)
  • the component (E) may be blended as a fragrance 1 (mint flavor), but the fragrance 1 may contain the component (D).
  • the following peppermint oil, spearmint oil, Japanese mentha oil, and artificial mint oil were used in the fragrance 1.
  • Peppermint oil (made by ADM): (D) component is 3.4% (caryophyllene (D1) 2%, germacrene ( D2) Contains 1.2%, Viridiflorol (D3) 0.2%) (E) Contains 42% menthol Japanese menthol oil (manufactured by Toyo Mentha Industries): (D) Contains 1.03% (caryophyllene (D1) 1%, germacrene (D2) 0.03%) (E) contains 42% menthol Spearmint oil (manufactured by ADM): (D) Contains 0.8% (caryophyllene (D1) 0.5%, germaneclin (D2) 0.3%) (E) contains 60% carvone Artificial mint oil (manufactured by Takasago International Corporation): (D) component is 3.2% (caryophyllene (D1) 2%, germacrene ( D2) Contains 1%, Viridiflorol (D3) 0.2%) (E) Contains 42% menthol Fra
  • Free Answer Example 1 There is no bitterness or irritation, and a natural, deep and unique refreshing feeling is felt.
  • Comparative Example 1 There is no bitterness or irritation, but the odor of the single ingredient is strong, and it lacks the naturalness of a refreshing feeling.
  • Comparative Example 2 Bitterness and irritation are slightly suppressed. It lacks the naturalness of a slightly refreshing feeling.
  • Comparative Example 3 There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
  • Comparative Example 4 There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
  • Comparative Example 5 There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
  • Example 32 (A) Potassium nitrate 5 (B) Sodium tripolyphosphate 1 (C) Sodium lauroylmethyl taurine 0.4 (D) Peppermint essential oil C (*) 0.006 (E) Menthol 0.5 Xanthan gum 1.6 Coconut oil fatty acid amide propyl betaine 0.6 Mica Titanium 0.7 Sorbitol 28 Propylene glycol 4 Abrasive silica 10 Viscous silica 5 Sodium fluoride 0.32 Saccharin sodium 0.17 Methyl paraoxybenzoate 0.18 Fragrance 2 0.5 Purified water residue 100% in total (*); Peppermint essential oil C 500 kg of peppermint oil (manufactured by ADM) is used as crude oil and distilled under reduced pressure (temperature 80 to 140 ° C., pressure 0.01 to 0.02 bar) to obtain a volatile part A and a non-volatile part A of 28.9 kg.
  • ADM Potassium nitrate 5
  • C Sodium lauroylmethyl taurine
  • the obtained non-volatile part A was subjected to thin film distillation (heat medium temperature 150 ° C., pressure 0.0040 bar) to obtain a volatile part B and a 23.1 kg non-volatile part B.
  • the obtained volatile part B was further subjected to thin film distillation (heat medium temperature 150 ° C., pressure 0.0040 bar) to obtain 4.6 kg of volatile part C.
  • the amount of (D) component (contents of (D1), (D2), (D3) component) in the obtained volatile part C was ⁇ -caryophyllene 7%, germacrene 13%, viridiflorol 17%. Met.

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Abstract

Provided is an oral cavity composition that is configured such that unpleasant taste and irritation resulting from component (A), (B) or (C) are masked and suppressed, that provides a natural, deep, and unique refreshing feeling, and that has an excellent feeling of use. The oral cavity composition comprises: at least one component selected from among (A)-(C), (A) at least one selected from potassium salt (A-1) and a water-soluble multivalent metal salt (A-2) at 0.01-20 mass%, (B) condensed phosphate at 0.1-2 mass%, and (C) an anionic surfactant at 0.1-5 mass%; (D) two or three selected from among caryophyllene, germacrene, and viridiflorol; and (E) one or more selected from menthol and carvone. The content of component (D) is 0.01-50 parts by mass with respect to 100 parts by mass of component (E).

Description

口腔用組成物Oral composition
 本発明は、金属塩等による不快な味及び刺激がマスキングされ、かつ、ナチュラルで深みのある独特な清涼感(ナチュラルなミント感)を有し、使用感に優れる口腔用組成物に関する。 The present invention relates to an oral composition that masks unpleasant tastes and irritation caused by metal salts and the like, has a natural and deep unique refreshing sensation (natural mint sensation), and is excellent in usability.
 近年、マルチ機能を有するオーラルケア製剤が好まれ、複数の有効成分が組み合わされた組成が開発されているが、口腔用組成物に配合される成分には、口腔内への刺激や不快な味を有し、口腔用組成物の使用感を損ねるものが多く存在する。
 代表的な成分として、知覚過敏抑制効果のある有効成分であり、神経鈍麻作用を有する硝酸カリウムや、象牙細管封鎖作用を有する多価金属塩である乳酸アルミニウム、更には、銅塩、亜鉛塩、スズ塩等の他の多価金属塩、歯牙のステイン付着抑制効果を奏することが知られている縮合リン酸塩などがあるが、これらは金属味や刺激を有する。また、口腔用組成物に一般的に配合され、泡立ちを豊かにするアニオン性界面活性剤には、苦味や刺激を有するものがある。このため、上記成分のうちのいずれかを配合すると、これら自体に由来する不快な味に加え、口腔内への刺激が著しく強まり、使用感が悪くなることがあり、これらを同時に配合すると使用感のより一層の悪化を招く傾向にあった。
 不快な味等のマスキングに関して、特許文献1(特開2006-96696号公報)では、硝酸カリウム及び水溶性ポリリン酸塩の特定割合での併用系に、多価アルコールを比較的多く配合することで、味の改善が図られている。特許文献2(特開2017-210454号公報)では、カリウム塩及び/又はアルミニウム塩に、塩化ナトリウムとアリルフェノキシアセテート等の特定の香料成分とを組み合わせることで、金属味や刺激が抑制され、かつ使用後にサッパリ感を与えることに成功している。特許文献3(特開2017-141178号公報)では、硝酸カリウム及び/又は乳酸アルミニウムに、α-オレフィンスルホン酸塩及びスクラロースを組み合わせて配合することで、優れた知覚過敏抑制効果及び発泡性能を与え、かつ全般的な味の改善に成功している。また、特許文献4(特開2003-137755号公報)では、メントール誘導体による金属味の抑制技術が提案されている。
In recent years, multi-functional oral care preparations have been preferred, and compositions in which a plurality of active ingredients are combined have been developed. There are many substances that impair the usability of the oral composition.
Typical ingredients include potassium nitrate, which is an active ingredient with an inhibitory effect on hypersensitivity, and has a nerve blunting effect, aluminum lactate, which is a polyvalent metal salt having an ivory tubule blockage effect, and copper salt, zinc salt, and tin. There are other polyvalent metal salts such as salts, condensed phosphates known to have an effect of suppressing stain adhesion on teeth, etc., but these have a metallic taste and irritation. In addition, some anionic surfactants, which are generally blended in oral compositions and enhance foaming, have a bitter taste and irritation. Therefore, if any of the above ingredients is blended, in addition to the unpleasant taste derived from these components, the irritation to the oral cavity may be remarkably increased and the usability may be deteriorated. Tends to cause further deterioration of.
Regarding masking of unpleasant tastes, etc., in Patent Document 1 (Japanese Patent Laid-Open No. 2006-96696), a relatively large amount of polyhydric alcohol is blended in a combination system of potassium nitrate and a water-soluble polyphosphate in a specific ratio. The taste has been improved. In Patent Document 2 (Japanese Unexamined Patent Publication No. 2017-210454), by combining a potassium salt and / or an aluminum salt with a specific fragrance component such as sodium chloride and allylphenoxyacetate, metallic taste and irritation are suppressed, and the metal taste and irritation are suppressed. It has succeeded in giving a refreshing feeling after use. In Patent Document 3 (Japanese Unexamined Patent Publication No. 2017-141178), potassium nitrate and / or aluminum lactate is blended with α-olefin sulfonate and sucralose in combination to provide excellent hypersensitivity suppressing effect and foaming performance. Moreover, it has succeeded in improving the overall taste. Further, Patent Document 4 (Japanese Unexamined Patent Publication No. 2003-137755) proposes a technique for suppressing metallic taste by using a menthol derivative.
 一方、オーラルケア製剤は、清涼感を付与することが好まれ、口腔用組成物には、香料成分として、メントールやカルボンを含有するミント系フレーバーが配合されることが多く、ミント系フレーバーとして、例えば、人工ミントフレーバーの他、メントールを主成分とするペパーミント油やハッカ油、カルボンを主成分とするスペアミント油等の天然精油を使用する場合もあり、これらミント系フレーバーは、風味改善に効果的である。 On the other hand, oral care preparations are preferably given a refreshing sensation, and the oral composition often contains a mint flavor containing menthol or carboxylic as a fragrance component, and as a mint flavor, For example, in addition to artificial mint flavors, natural essential oils such as menthol-based peppermint oil, peppermint oil, and carboxylic-based sparemint oil may be used, and these mint-based flavors are effective in improving flavor. Is.
特開2006-96696号公報Japanese Unexamined Patent Publication No. 2006-96696 特開2017-210454号公報Japanese Unexamined Patent Publication No. 2017-210454 特開2017-141178号公報Japanese Unexamined Patent Publication No. 2017-141178 特開2003-137755号公報Japanese Patent Application Laid-Open No. 2003-137755
 しかしながら、口腔用組成物において、これまで金属塩、縮合リン酸塩又はアニオン性界面活性剤に由来する不快な味や刺激を、特定成分でマスキングすることで使用感を改善する技術は存在したが、これら成分と共にミント系フレーバー配合の口腔用組成物では、そのミント系の風味に改善の余地があり、使用感の改善が課題となっていた。 However, in oral compositions, there has been a technique for improving the usability by masking unpleasant tastes and irritation derived from metal salts, condensed phosphates or anionic surfactants with specific components. In the oral composition containing a mint-based flavor together with these components, there is room for improvement in the mint-based flavor, and improvement in usability has been an issue.
 本発明は、上記事情に鑑みなされたもので、金属塩等による不快な味及び刺激がマスキングされて抑えられ、かつ、ナチュラルで深みのある独特な清涼感を有し、使用感に優れる口腔用組成物を提供することを目的とする。 The present invention has been made in view of the above circumstances, and is used for the oral cavity, which has a unique refreshing sensation that is natural, deep and has a unique refreshing sensation that is masked and suppressed from unpleasant tastes and irritation caused by metal salts and the like. It is an object of the present invention to provide a composition.
 本発明者らは、上記目的を達成するため鋭意検討を行った結果、不快な味や刺激がある特定金属塩等の特定成分を特定量配合した口腔用組成物に、ミント系フレーバーとして、カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種以上の併用系と、メントール及びカルボンから選ばれる1種以上とを特定量比で組み合わせて配合することで、上記特定金属塩等の特定成分に由来する不快な味や刺激がマスキングされ、これらに伴う苦味及び刺激が抑えられて改善し、かつミント系フレーバーによる清涼感が損なわれることなく顕著に発現し、ナチュラルで深みのある独特な清涼感(ナチュラルなミント感)を与え、優れた使用感を付与することができることを見出した。即ち、本発明では、下記に示す(A)~(C)成分
 (A)カリウム塩(A-1)及び水溶性多価金属塩(A-2)から選ばれる1種以上0.01~20質量%、
 (B)縮合リン酸塩0.1~2質量%、並びに
 (C)アニオン性界面活性剤0.1~5質量%
から選ばれる1種以上の成分が配合された口腔用組成物に、(D)カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種又は3種と、(E)メントール及びカルボンから選ばれる1種以上とを、(E)成分100質量部に対して(D)成分の含有量が0.01~50質量部の割合で配合することによって、(A)、(B)、(C)成分に由来する不快な味及び刺激がマスキングされて抑えられ、かつ、ナチュラルで深みのある独特な清涼感を有し、使用感に優れることを知見し、本発明をなすに至った。
As a result of diligent studies to achieve the above object, the present inventors have added cariophyllene as a mint flavor to an oral composition containing a specific amount of a specific component such as a specific metal salt having an unpleasant taste or irritation. , Germaclen and bilidiflorol, and one or more selected from menthol and carvone in combination in a specific amount ratio, which is unpleasant derived from the specific component such as the specific metal salt. The taste and irritation are masked, the bitterness and irritation associated with them are suppressed and improved, and the refreshing sensation due to the mint flavor is not impaired, and the refreshing sensation is noticeably expressed. It was found that it is possible to give a feeling) and give an excellent feeling of use. That is, in the present invention, at least one selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20 mass%,
(B) Condensed phosphate 0.1 to 2% by mass, and (C) Anionic surfactant 0.1 to 5% by mass.
In an oral composition containing one or more components selected from, (D) two or three selected from cariophyllene, germacrene and viridiflorol, and (E) one or more selected from menthol and carvone. , (E) The content of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass, so that the unpleasantness derived from the components (A), (B) and (C) is caused. It has been found that the taste and irritation are masked and suppressed, the natural and deep unique refreshing sensation is obtained, and the feeling of use is excellent, and the present invention has been made.
 本発明では、(D)成分として2種又は3種の特定物質を併用し、この併用系と(E)成分とを特定量比で組み合わせて配合することで、(A)、(B)及び(C)成分の三成分が配合された口腔用組成物であってもこれらの不快な味及び刺激が抑えられ、しかも、ナチュラルで深みのある独特な清涼感(香り立ちがシャープで味わいや厚みのない清涼感とは異なる、ナチュラルで深みのある独特な清涼感。以下、ナチュラルな清涼感と略記することもある)を与えることができ、顕著に優れた使用感を与えることができる。
 後述の比較例にも示すように、ミント系フレーバーが配合されていても、(D)成分の物質が1種であると、使用中の苦味・刺激のなさ及びナチュラルな清涼感が劣り(比較例3~5)、また、(D)成分として2種又は3種の物質が配合されていても、(D)成分と(E)成分の量比が不適切であると、ナチュラルな清涼感が劣り(比較例1、2)、量比が小さすぎる比較例2は、使用中の苦味・刺激のなさも劣った。これに対して、実施例に示す本発明の口腔用組成物は、使用中の苦味・刺激のなさ及びナチュラルな清涼感が共に優れ、不快な味及び刺激が抑制され、かつ、ナチュラルで深みのある清涼感を有するものであった。
In the present invention, two or three specific substances are used in combination as the component (D), and the combination system and the component (E) are combined and blended in a specific amount ratio to form (A), (B) and. Even in an oral composition containing the three components of (C), these unpleasant tastes and irritation are suppressed, and a unique, natural and deep refreshing sensation (sharp scent, taste and thickness). It is possible to give a unique and natural refreshing sensation that is different from the refreshing sensation without a scent. Hereinafter, it may be abbreviated as a natural refreshing sensation), and it is possible to give a remarkably excellent feeling of use.
As shown in the comparative example described later, even if a mint flavor is blended, if the substance of the component (D) is one kind, the bitterness / irritation during use and the natural refreshing feeling are inferior (comparison). Examples 3 to 5), and even if two or three substances are blended as the component (D), if the amount ratio of the component (D) and the component (E) is inappropriate, a natural refreshing sensation is obtained. (Comparative Examples 1 and 2), and Comparative Example 2 in which the amount ratio was too small was also inferior in bitterness and no irritation during use. On the other hand, the oral composition of the present invention shown in the examples is excellent in both no bitterness and irritation during use and a natural refreshing sensation, unpleasant taste and irritation are suppressed, and is natural and deep. It had a certain refreshing feeling.
 従って、本発明は、下記の口腔用組成物を提供する。
〔1〕
 下記に示す(A)~(C)成分
 (A)カリウム塩(A-1)及び水溶性多価金属塩(A-2)から選ばれる1種以上0.01~20質量%、
 (B)縮合リン酸塩0.1~2質量%、並びに
 (C)アニオン性界面活性剤0.1~5質量%
から選ばれる1種以上の成分と、
(D)カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種又は3種と、
(E)メントール及びカルボンから選ばれる1種以上と
を含有し、(E)成分100質量部に対して(D)成分の含有量が0.01~50質量部である口腔用組成物。
〔2〕
 カリウム塩(A-1)が、硝酸カリウム、クエン酸カリウム、塩化カリウム及び硫酸カリウムから選ばれるものである〔1〕記載の口腔用組成物。
〔3〕
 水溶性多価金属塩(A-2)が、銅塩、亜鉛塩、アルミニウム塩及びスズ塩から選ばれるものである〔1〕又は〔2〕記載の口腔用組成物。
〔4〕
 水溶性多価金属塩(A-2)が、多価金属の塩化物、クエン酸塩、乳酸塩、グルコン酸塩、マロン酸塩、リンゴ酸塩及び硫酸塩から選ばれるものである〔1〕~〔3〕のいずれかに記載の口腔用組成物。
〔5〕
 (B)縮合リン酸塩が、トリポリリン酸塩、ピロリン酸塩及びヘキサメタリン酸塩から選ばれる1種以上である〔1〕~〔4〕のいずれかに記載の口腔用組成物。
〔6〕
 (C)アニオン性界面活性剤が、アシルタウリン塩、アシルアミノ酸塩、α-オレフィンスルホン酸塩、アルキルスルホ酢酸塩、アルケニルスルホ酢酸塩、ポリオキシエチレンアルキルエーテルリン酸塩及びポリオキシエチレンアルケニルエーテルリン酸塩から選ばれる1種以上である〔1〕~〔5〕のいずれかに記載の口腔用組成物。
〔7〕
 (D)成分を0.0002~0.3質量%含有する〔1〕~〔6〕のいずれかに記載の口腔用組成物。
〔8〕
 歯磨剤、洗口剤、マウススプレー剤、塗布剤又は貼付剤である〔1〕~〔7〕のいずれかに記載の口腔用組成物。
Therefore, the present invention provides the following oral compositions.
[1]
One or more selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20% by mass,
(B) Condensed phosphate 0.1 to 2% by mass, and (C) Anionic surfactant 0.1 to 5% by mass.
With one or more ingredients selected from
(D) Two or three species selected from caryophyllene, germacrene and viridiflorol, and
(E) An oral composition containing one or more selected from menthol and carvone, and the content of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass of the component (E).
[2]
The oral composition according to [1], wherein the potassium salt (A-1) is selected from potassium nitrate, potassium citrate, potassium chloride and potassium sulfate.
[3]
The oral composition according to [1] or [2], wherein the water-soluble polyvalent metal salt (A-2) is selected from a copper salt, a zinc salt, an aluminum salt and a tin salt.
[4]
The water-soluble polyvalent metal salt (A-2) is selected from the chlorides, citrates, lactates, gluconates, malonates, malates and sulfates of polyvalent metals [1]. The oral composition according to any one of [3].
[5]
(B) The oral composition according to any one of [1] to [4], wherein the condensed phosphate is one or more selected from tripolyphosphate, pyrophosphate and hexametaphosphate.
[6]
(C) The anionic surfactant is an acyl taurine salt, an acyl amino acid salt, an α-olefin sulfonate, an alkyl sulfo acetate, an alkenyl sulfo acetate, a polyoxyethylene alkyl ether phosphate and a polyoxyethylene alkenyl ether phosphorus. The oral composition according to any one of [1] to [5], which is one or more selected from the acid salts.
[7]
(D) The oral composition according to any one of [1] to [6], which contains 0.0002 to 0.3% by mass of the component.
[8]
The oral composition according to any one of [1] to [7], which is a dentifrice, a mouthwash, a mouth spray, a coating agent or a patch.
 本発明によれば、(A)、(B)、(C)成分に由来する不快な味及び刺激がマスキングされて改善し、かつ、ナチュラルで深みのある独特な清涼感を有し、使用感に優れる口腔用組成物を提供できる。本発明の口腔用組成物では、ミント系の独特な清涼感を伴う優れた使用感のもとで、(A)、(B)及び(C)成分による薬効を与えることもでき、知覚過敏症、歯周病等の口腔疾患の予防又は抑制用として有効である。 According to the present invention, the unpleasant taste and irritation derived from the components (A), (B) and (C) are masked and improved, and a natural, deep and unique refreshing sensation is obtained. It is possible to provide an excellent oral composition. In the oral composition of the present invention, the medicinal effects of the components (A), (B) and (C) can be given under an excellent feeling of use accompanied by a unique refreshing sensation of the mint system, and hypersensitivity. It is effective for prevention or suppression of oral diseases such as periodontal disease.
 以下、本発明につき更に詳述する。本発明の口腔用組成物は、下記に示す(A)~(C)成分
 (A)カリウム塩(A-1)及び水溶性多価金属塩(A-2)から選ばれる1種以上、
 (B)縮合リン酸塩、並びに
 (C)アニオン性界面活性剤
から選ばれる1種以上の成分と、(D)カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種又は3種と、(E)メントール及びカルボンから選ばれる1種以上とを含有する。
Hereinafter, the present invention will be described in more detail. The oral composition of the present invention is one or more selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2).
One or more components selected from (B) condensed phosphate and (C) anionic surfactant, two or three selected from (D) caryophyllene, germacrene and bilidiflorol, (E) menthol and Contains one or more selected from carboxylic acids.
 (A)成分は、カリウム塩(A-1)及び水溶性多価金属塩(A-2)から選ばれる1種以上であり、特にカリウム塩(A-1)が好適である。
 (A)成分の配合量は、使用する物質種に応じて調整されるが、組成物全体に対して0.01~20%(質量%、以下同様)とすることができる。
The component (A) is one or more selected from the potassium salt (A-1) and the water-soluble polyvalent metal salt (A-2), and the potassium salt (A-1) is particularly preferable.
The blending amount of the component (A) is adjusted according to the substance type used, but can be 0.01 to 20% (mass%, the same applies hereinafter) with respect to the entire composition.
 カリウム塩(A-1)は、神経鈍麻作用を有し、知覚過敏予防に有効である。
 カリウム塩としては、硝酸カリウム、クエン酸カリウム、塩化カリウム、硫酸カリウム等が挙げられ、これらは1種単独で又は2種以上を組み合わせて用いることができる。中でも、硝酸カリウムが好ましい。
 硝酸カリウムとしては、例えば、大塚化学(株)製の市販品を使用できる。
Potassium salt (A-1) has a nerve blunting effect and is effective in preventing hyperesthesia.
Examples of the potassium salt include potassium nitrate, potassium citrate, potassium chloride, potassium sulfate and the like, and these can be used alone or in combination of two or more. Of these, potassium nitrate is preferable.
As the potassium nitrate, for example, a commercially available product manufactured by Otsuka Chemical Co., Ltd. can be used.
 カリウム塩の配合量は、組成物全体の0.1~15%が好ましく、より好ましくは0.5~10%、更に好ましくは1~8%である。配合量が15%を超えると、これら自身の金属味に伴う不快な味が、苦味や刺激として強く感じられ、マスキングできなくなり、使用感が悪くなる。配合量が多いほど、知覚過敏抑制効果は高まるが、15%を超えて配合しても、配合量の増加に見合った知覚過敏抑制効果の増大が期待できず、むしろ金属味が強く生じる。 The blending amount of the potassium salt is preferably 0.1 to 15%, more preferably 0.5 to 10%, still more preferably 1 to 8% of the whole composition. When the blending amount exceeds 15%, the unpleasant taste associated with these own metallic tastes is strongly felt as bitterness and irritation, masking cannot be performed, and the usability deteriorates. The larger the blending amount, the higher the hypersensitivity suppressing effect, but even if the blending exceeds 15%, the increase in the hypersensitivity suppressing effect corresponding to the increase in the blending amount cannot be expected, but rather a strong metallic taste is generated.
 水溶性多価金属塩(A-2)としては、アルミニウム塩、銅塩、亜鉛塩、スズ塩が好ましく、塩としては、多価金属のクエン酸塩、乳酸塩、グルコン酸塩、マロン酸塩、リンゴ酸塩、硫酸塩、塩化物等が挙げられる。これらは、1種単独で又は2種以上を組み合わせて用いることができる。上記水溶性多価金属塩は、物質種に応じた作用、例えば歯肉への引き締め感付与作用、口臭抑制作用等を有する。
(A-2)成分は、合計で、組成物全体に対して0.01~5%。特に0.03~3%の範囲で配合することが好ましい。
The water-soluble polyvalent metal salt (A-2) is preferably an aluminum salt, a copper salt, a zinc salt, or a tin salt, and the salt is a polyvalent metal citrate, lactate, gluconate, or malonate. , Apple salt, sulfate, chloride and the like. These can be used alone or in combination of two or more. The water-soluble polyvalent metal salt has an action depending on the substance type, for example, an action of imparting a tightening feeling to the gingiva, an action of suppressing bad breath and the like.
The total component (A-2) is 0.01 to 5% with respect to the entire composition. In particular, it is preferable to blend in the range of 0.03 to 3%.
 アルミニウム塩としては、乳酸アルミニウム、グルコン酸アルミニウム、マロン酸アルミニウム、リンゴ酸アルミニウム等が挙げられる。
 アルミニウム塩の配合量は、組成物全体の0.01~5%が好ましく、0.03~3%がより好ましい。前記範囲で、象牙細管封鎖作用等が十分に得られると共に、金属味の抑制が特に良好である。
 また、硫酸アルミニウムカリウムを使用することもでき、硫酸アルミニウムカリウムは、歯肉の引き締め感を付与する効果を有し、歯肉の引き締め感及び金属味の抑制の点から、その配合量は、組成物全体の0.01~5%が好ましく、0.03~3%がより好ましい。
 銅塩としては、グルコン酸銅、クエン酸銅、硫酸銅等の水溶性銅塩が挙げられ、亜鉛塩としては、クエン酸亜鉛、乳酸亜鉛、グルコン酸亜鉛、塩化亜鉛等が挙げられ、スズ塩としては、クエン酸スズ、乳酸スズ、グルコン酸スズ、塩化スズ等が挙げられる。
 銅塩、亜鉛塩、スズ塩の配合量は、それぞれ組成物全体の0.01~3%が好ましく、より好ましくは0.03~2%である。前記範囲で、口臭抑制作用又は歯肉の引き締め感等が十分に得られると共に、金属味の抑制が特に良好である。
Examples of the aluminum salt include aluminum lactate, aluminum gluconate, aluminum malonate, aluminum malate and the like.
The blending amount of the aluminum salt is preferably 0.01 to 5%, more preferably 0.03 to 3% of the entire composition. In the above range, the ivory capillary tube blocking action and the like can be sufficiently obtained, and the suppression of metallic taste is particularly good.
Further, potassium aluminum sulfate can also be used, and potassium aluminum sulfate has an effect of imparting a tightening feeling to the gingiva, and from the viewpoint of suppressing the tightening feeling of the gingiva and the metallic taste, the blending amount thereof is the entire composition. 0.01 to 5% is preferable, and 0.03 to 3% is more preferable.
Examples of the copper salt include water-soluble copper salts such as copper gluconate, copper citrate, and copper sulfate, and examples of the zinc salt include zinc citrate, zinc lactate, zinc gluconate, zinc chloride, and the like, and tin salts. Examples thereof include tin citrate, tin lactate, tin gluconate, tin chloride and the like.
The blending amount of the copper salt, zinc salt and tin salt is preferably 0.01 to 3%, more preferably 0.03 to 2% of the total composition. In the above range, the action of suppressing bad breath or the feeling of tightening of the gingiva can be sufficiently obtained, and the suppression of metallic taste is particularly good.
 (B)縮合リン酸塩は、ステイン付着抑制効果を有する。
 縮合リン酸塩としては、ピロリン酸、トリポリリン酸、テトラポリリン酸等の直鎖状ポリリン酸塩、トリメタリン酸、テトラメタリン酸、ヘキサメタリン酸等の環状ポリリン酸塩が挙げられ、塩はナトリウム塩、カリウム塩が挙げられる。これらは、1種単独で又は2種以上を組み合わせて用いることができる。中でも、ピロリン酸塩、トリポリリン酸塩、ヘキサメタリン酸塩が好ましく、とりわけピロリン酸ナトリウム、ピロリン酸カリウム、トリポリリン酸ナトリウム、トリポリリン酸カリウム、ヘキサメタリン酸ナトリウム、ヘキサメタリン酸カリウムが好ましい。
 縮合リン酸塩としては、太平化学産業(株)製のピロリン酸ナトリウム、トリポリリン酸ナトリウム等の市販品を使用できる。
(B) Condensed phosphate has a stain adhesion suppressing effect.
Examples of the condensed phosphate include linear polyphosphates such as pyrophosphate, tripolyphosphate and tetrapolyphosphate, and cyclic polyphosphates such as trimetaphosphate, tetramethaphosphate and hexametaphosphate, and the salts include sodium salt and potassium. Salt is mentioned. These can be used alone or in combination of two or more. Among them, pyrrophosphate, tripolyphosphate and hexametaphosphate are preferable, and sodium pyrophosphate, potassium pyrophosphate, sodium tripolyphosphate, potassium tripolyphosphate, sodium hexametaphosphate and potassium hexametaphosphate are particularly preferable.
As the condensed phosphate, commercially available products such as sodium pyrophosphate and sodium tripolyphosphate manufactured by Taihei Kagaku Sangyo Co., Ltd. can be used.
 (B)縮合リン酸塩の配合量は、組成全体の0.1~2%が好ましく、より好ましくは0.2~2%、更に好ましくは0.5~1.2%である。配合量が多いほど、ステイン付着抑制効果が十分に発揮されるが、配合量が2%を超えると、それ自身の刺激が強くなりすぎてマスキングできなくなり、使用感が劣る。 The blending amount of (B) condensed phosphate is preferably 0.1 to 2%, more preferably 0.2 to 2%, and even more preferably 0.5 to 1.2% of the entire composition. The larger the blending amount, the more the effect of suppressing stain adhesion is sufficiently exhibited, but when the blending amount exceeds 2%, the irritation of itself becomes too strong and masking cannot be performed, and the usability is inferior.
 (C)アニオン性界面活性剤は、泡立ち確保に有効な界面活性剤である。
 アニオン性界面活性剤としては、アシルアミノ酸塩、アシルタウリン塩、α-オレフィンスルホン酸塩、アルキルスルホ酢酸塩、アルケニルスルホ酢酸塩、ポリオキシエチレンアルキルエーテルリン酸、ポリオキシエチレンアルケニルエーテルリン酸等が挙げられ、これらは1種単独で又は2種以上を組み合わせて用いることができる。上記物質のアルキル基、アルケニル基、アシル基は、それぞれ炭素数10~18であることが好ましい。塩は、アルカリ金属塩、アンモニウム塩が挙げられ、ナトリウム塩、カリウム塩が好ましい。
 具体的には、ラウロイルグルタミン酸塩、N-ラウロイルサルコシン塩、ラウロイルメチルタウリン塩、テトラデセンスルホン酸塩、ラウリルスルホ酢酸塩、ポリオキシエチレンオレイルエーテルリン酸塩等が挙げられるが、これらに限定されない。
(C) The anionic surfactant is a surfactant effective for ensuring foaming.
Examples of the anionic surfactant include acyl amino acid salts, acyl taurine salts, α-olefin sulfonates, alkyl sulfoacetates, alkenyl sulfo acetates, polyoxyethylene alkyl ether phosphates, polyoxyethylene alkenyl ether phosphates and the like. These can be used alone or in combination of two or more. The alkyl group, alkenyl group, and acyl group of the above substance preferably have 10 to 18 carbon atoms, respectively. Examples of the salt include alkali metal salts and ammonium salts, and sodium salts and potassium salts are preferable.
Specific examples thereof include, but are not limited to, lauroyl glutamate, N-lauroyl sarcosine salt, lauroyl methyl taurine salt, tetradecene sulfonate, lauryl sulfoacetate, and polyoxyethylene oleyl ether phosphate.
 (C)アニオン性界面活性剤の配合量は、組成物全体の0.1~5%が好ましく、0.1~2%、特に0.1~0.5%がより好ましい。配合量が0.1%以上であると、十分な泡立ちが得られるが、5%を超えると、それ自身の苦味や刺激が強くなりすぎてマスキングできなくなり、使用感が劣る。 The blending amount of the (C) anionic surfactant is preferably 0.1 to 5%, more preferably 0.1 to 2%, and particularly preferably 0.1 to 0.5% of the entire composition. When the blending amount is 0.1% or more, sufficient foaming can be obtained, but when it exceeds 5%, the bitterness and irritation of itself become too strong and masking cannot be performed, and the usability is inferior.
 上記(A)、(B)、(C)成分は、一成分単独で又は二成分以上を配合することができ、三成分を組み合わせて配合することもできる。本発明においては、(A)、(B)及び(C)成分の三成分を同時に配合しても、苦味・刺激がマスキングされて改善し、優れた使用感を与えることができる。
 なお、(A)成分は、(B)又は(C)成分と重複する可能性があるが、その場合は、(B)又は(C)成分以外の物質を(A)成分として使用することができる。
The above-mentioned components (A), (B), and (C) can be blended alone or in combination of two or more components, and can also be blended in combination of three components. In the present invention, even if the three components (A), (B) and (C) are blended at the same time, the bitterness and irritation are masked and improved, and an excellent usability can be given.
The component (A) may overlap with the component (B) or (C). In that case, a substance other than the component (B) or (C) may be used as the component (A). can.
 (D)成分は、カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種又は3種であり、3種を組み合わせて使用することが好ましい。
 (D)成分は、(A)、(B)、(C)成分に由来する苦味・刺激をマスキングして抑制し、かつナチュラルで深みのある独特な清涼感(ナチュラルなミント感)を付与する作用を奏する。
 カリオフィレンは、β-カリオフィレン等が挙げられる。
 (D)成分は、カリオフィレン、ゲルマクレン、ビリジフロロールを単独香料素材として配合することができるが、各物質を含有する精油等の抽出物として配合することもできる。
 (D)成分は、化学合成して得られたものを用いてもよいし、天然物から抽出して得られたもの(天然物からの抽出物)を用いてもよく、あるいは天然物から得られたものと化学合成により得られたものとを併用してもよく、市販品を用いることもできる。
The component (D) is 2 or 3 selected from caryophyllene, germacrene and viridiflorol, and it is preferable to use 3 in combination.
The component (D) masks and suppresses the bitterness and irritation derived from the components (A), (B), and (C), and imparts a natural, deep and unique refreshing sensation (natural mint sensation). It works.
Examples of caryophyllene include β-caryophyllene.
As the component (D), caryophyllene, germacrene, and viridiflorol can be blended as a single fragrance material, but can also be blended as an extract of an essential oil or the like containing each substance.
As the component (D), one obtained by chemical synthesis may be used, one obtained by extracting from a natural product (extract from a natural product) may be used, or one obtained from a natural product. The obtained product and the product obtained by chemical synthesis may be used in combination, or a commercially available product may be used.
 (D)成分は、下記に示す量比で配合することが好ましく、下記範囲内であると、苦味・刺激がより抑制され、かつ一層ナチュラルな清涼感を付与することができる。
 カリオフィレン及びゲルマクレンを配合する場合、カリオフィレン:ゲルマクレン(質量比)は、好ましくは1:0.2~1:2.5、より好ましくは1:1~1:2.5である。
 カリオフィレン及びビリジフロロールを配合する場合、カリオフィレン:ビリジフロロール(質量比)は、好ましくは1:0.3~1:5、より好ましくは1:1~1:5である。
 カリオフィレン、ゲルマクレン及びビリジフロロールを配合する場合、カリオフィレン:ゲルマクレン:ビリジフロロール(質量比)は、好ましくは1:(0.2~2.5):(0.3~5)、より好ましくは1:(1~2.5):(1~5)である。
The component (D) is preferably blended in the amount ratio shown below, and when it is within the following range, bitterness and irritation can be further suppressed and a more natural refreshing sensation can be imparted.
When caryophyllene and germacrene are blended, the caryophyllene: germacrene (mass ratio) is preferably 1: 0.2 to 1: 2.5, more preferably 1: 1 to 1: 2.5.
When caryophyllene and viridiflorol are blended, the caryophyllene: viridiflorol (mass ratio) is preferably 1: 0.3 to 1: 5, and more preferably 1: 1 to 1: 5.
When caryophyllene, germacrene and viridiflorol are blended, the caryophyllene: germacrene: viridiflorol (mass ratio) is preferably 1: (0.2 to 2.5) :( 0.3 to 5), more preferably 1: (1). ~ 2.5): (1 ~ 5).
 このような(D)成分として、具体的には、カリオフィレンは、カリオフィレン-BE(井上香料製造所製)、ゲルマクレンは、ゲルマクレンD(Toronto Research社製)、ビリジフロロールは、ビリジフロロール(Toronto Research社製)等の市販品を使用できる。
 また、精油等の抽出物として具体的には、カリオフィレン、ゲルマクレン及びビリジフロロールを含むペパーミント油、カリオフィレン及びゲルマクレンを含む和種薄荷油、カリオフィレン及びビリジフロロールを含むスペアミント油、カリオフィレン、ゲルマクレン及びビリジフロロールを含む人工ミント油等を使用でき、これらは、シソ科メンタ属植物から公知の方法で抽出したものを用いることができ、市販品でもよい。
Specifically, as such a component (D), caryophyllene is caryophyllene-BE (manufactured by Inoue Perfum Manufacturing Co., Ltd.), germacrene is Germacrene D (manufactured by Toronto Research), and viridiflorol is viridiflorol (manufactured by Toronto Research). Commercial products such as can be used.
Specific examples of the extract such as essential oils include peppermint oil containing cariophyllene, germaneclen and bilidiflorol, Japanese mint oil containing cariophyllene and germanacren, spearmint oil containing cariophyllene and bilidiflorol, and artificial mint containing cariophyllene, germaneclen and bilidiflorol. Oils and the like can be used, and these can be extracted from plants of the genus Mentha of the Labiatae family by a known method, and may be commercially available products.
 更に、(D)成分として、天然物からの抽出物としては、以下の製法で製造した精油((D)成分含有精油)を好ましく使用できる(特願2020-87507号参照)。
 原料は、シソ科メンタ属植物であり、シソ科メンタ属植物としては、ペパーミント、ハッカ、スペアミントを使用することができ、公知の蒸留により得られた精油を好ましく用いることができる。
 上記シソ科メンタ属植物由来オイル(原精油)を、圧力0.00001~0.05バール、好ましくは0.002~0.04バール、より好ましくは0.004~0.03バールで、40~250℃、好ましくは60~180℃、より好ましくは80~140℃の条件で精密蒸留して、シソ科メンタ属植物由来オイル全量の75~97%、好ましくは92~96%を揮発部Aとして回収して、シソ科メンタ属植物由来オイル全量の3~25%、好ましくは4~8%の不揮発部Aからなる蒸留残渣を得る。精密蒸留の条件は、圧力0.002~0.04バール、60~180℃で行われることが好ましく、圧力0.004~0.03バール、80~140℃で行われることがより好ましく、このような条件による精密蒸留によって、(D)成分を蒸留残渣中に濃縮させることができる。
 次に、前記蒸留残渣(不揮発部A)を薄膜蒸留し、蒸留残渣全量の5~50%、好ましくは10~30%の揮発部Bからなる揮発性画分(第一の揮発性画分)を得る。このようにして得られた精油を、(D)成分含有精油として使用することができる。なお、揮発性画分(第一の揮発性画分)を得る際の蒸留の条件は、90~180℃で圧力0.00001~0.01バールで行われることが好ましく、140~160℃で圧力0.002~0.008バールで行われることがより好ましい。
 揮発部Bを更に薄膜蒸留して得られる、揮発部B全量の50~95%、好ましくは60~95%、より好ましくは60~90%の揮発部Cからなる第二の揮発性画分は、より好ましい(D)成分含有精油である。第二の揮発性画分を得る際の蒸留の条件は、90~180℃で圧力0.00001~0.01バールで行われることが好ましく、140~160℃で圧力0.002~0.008バールで行われることがより好ましい。第二の揮発性画分は、第一の揮発性画分と比較して、より雑味に寄与するヤニ等の成分が除かれるため、本発明の効果発現の点で、特に好ましい。
 このようにして得られた(D)成分含有精油は、β-カリオフィレン、ゲルマクレンD及びビリジフロロールから選ばれる2種以上の物質を、合計で15~50%、好ましくは20~40%、より好ましくは30~40%含み、(D)成分として好適である。
Further, as the component (D), the essential oil produced by the following production method (essential oil containing the component (D)) can be preferably used as the extract from the natural product (see Japanese Patent Application No. 2020-87507).
The raw material is a Labiatae Menta plant, and as the Labiatae Menta plant, peppermint, mint, and spearmint can be used, and the essential oil obtained by known distillation can be preferably used.
The above Labiatae plant-derived oil (raw essential oil) is 40 to 0.05 bar, preferably 0.002 to 0.04 bar, more preferably 0.004 to 0.03 bar, at a pressure of 0.00001 to 0.05 bar. Precision distillation is performed at 250 ° C., preferably 60 to 180 ° C., more preferably 80 to 140 ° C., and 75 to 97%, preferably 92 to 96% of the total amount of the Labiatae plant-derived oil is used as the volatile part A. It is recovered to obtain a distillation residue consisting of the non-volatile part A of 3 to 25%, preferably 4 to 8% of the total amount of the oil derived from the Labiatae plant. The conditions for precision distillation are preferably such that the pressure is 0.002 to 0.04 bar and 60 to 180 ° C, and more preferably the pressure is 0.004 to 0.03 bar and 80 to 140 ° C. By precision distillation under such conditions, the component (D) can be concentrated in the distillation residue.
Next, the distillation residue (nonvolatile part A) is thin-film distilled, and a volatile fraction (first volatile fraction) consisting of a volatile part B of 5 to 50%, preferably 10 to 30% of the total amount of the distillation residue. To get. The essential oil thus obtained can be used as the essential oil containing the component (D). The distillation conditions for obtaining the volatile fraction (first volatile fraction) are preferably 90 to 180 ° C. and a pressure of 0.00001 to 0.01 bar, preferably 140 to 160 ° C. More preferably, the pressure is 0.002 to 0.008 bar.
The second volatile fraction, which is obtained by further thin-film distillation of the volatile portion B and consists of the volatile portion C of 50 to 95%, preferably 60 to 95%, more preferably 60 to 90% of the total amount of the volatile portion B. , A more preferable (D) component-containing essential oil. The distillation conditions for obtaining the second volatile fraction are preferably 90 to 180 ° C. and a pressure of 0.00001 to 0.01 bar, and 140 to 160 ° C. and a pressure of 0.002 to 0.008. More preferably done in a bar. The second volatile fraction is particularly preferable in terms of exhibiting the effects of the present invention, because components such as tar that contribute more to the unpleasant taste are removed from the second volatile fraction as compared with the first volatile fraction.
The essential oil containing the component (D) thus obtained contains two or more substances selected from β-caryophyllene, germacrene D and viridiflorol in a total of 15 to 50%, preferably 20 to 40%, more preferably. It contains 30 to 40% and is suitable as the component (D).
 (D)成分の配合量は、(E)成分との量比が適切範囲になるように調整されるが、組成物全体の0.0002~0.3%が好ましく、より好ましくは0.0004~0.3%である。配合量が0.0002%以上であると、ナチュラルで深みのある清涼感が十分に得られ、0.3%以下であると、(D)成分由来の味による、香味への影響も少ない。 The blending amount of the component (D) is adjusted so that the amount ratio with the component (E) is in an appropriate range, but it is preferably 0.0002 to 0.3% of the whole composition, and more preferably 0.0004. It is ~ 0.3%. When the blending amount is 0.0002% or more, a natural and deep refreshing sensation is sufficiently obtained, and when it is 0.3% or less, the taste derived from the component (D) has little influence on the flavor.
 (E)成分は、メントール及びカルボンから選ばれる1種又は2種である。これらは、清涼感付与剤であり、また、ミント系フレーバーの主成分でもある。
 (E)成分は、メントール(L-メントール)及び/又はカルボンを含む精油として配合することもできる。具体的には、公知の方法で得られたペパーミント油、スペアミント油、和種薄荷油、人工ミント油を使用することができる。
 また、市販品を用いることもできる。例えば、L-メントール(高砂香料工業社製)、カルボン(塩野香料社製)等を使用できる。
The component (E) is one or two selected from menthol and carvone. These are refreshing sensation-imparting agents and are also the main components of mint flavors.
The component (E) can also be blended as an essential oil containing menthol (L-menthol) and / or carvone. Specifically, peppermint oil, spearmint oil, Japanese mentha oil, and artificial mint oil obtained by a known method can be used.
Further, a commercially available product can also be used. For example, L-menthol (manufactured by Takasago International Corporation), carvone (manufactured by Shiono Koryo Kaisha) and the like can be used.
 (E)成分の配合量は、組成物全体の0.05~2%が好ましく、より好ましくは0.1~1.5%である。配合量が0.05%以上であると、ナチュラルで深みのある清涼感が十分に得られ、2%以下であると、(E)成分由来の刺激で使用感が悪くなることもない。 The blending amount of the component (E) is preferably 0.05 to 2%, more preferably 0.1 to 1.5% of the entire composition. When the blending amount is 0.05% or more, a natural and deep refreshing sensation is sufficiently obtained, and when it is 2% or less, the stimulus derived from the component (E) does not deteriorate the usability.
 なお、本発明において、(D)、(E)成分として精油、例えばペパーミント油、スペアミント油、和種薄荷油、人工ミント油、上記天然物からの精油等を配合する場合、各々の精油に(D)、(E)成分を含む可能性があるが、その場合は、各々の精油中の各成分を合算して合計し、(D)成分の総量、(E)成分の総量として扱う。 In the present invention, when essential oils such as peppermint oil, spearmint oil, Japanese mint oil, artificial mint oil, and essential oils from the above natural products are blended as the components (D) and (E), each of the essential oils ( There is a possibility that the components D) and (E) may be contained, but in that case, the components in each essential oil are added up and totaled, and treated as the total amount of the components (D) and the total amount of the components (E).
 (D)成分と(E)成分との割合(量比)は、(E)成分の配合量100質量部に対して、(D)成分の配合量が0.01~50質量部であり、好ましくは0.05~10質量部、更に好ましくは0.1~2.5質量部、最も好ましくは0.4~2.5質量部である。量比が上記範囲内において、(A)、(B)、(C)成分に由来する苦味及び刺激がマスキングされて改善し、かつナチュラルで深みのある清涼感が得られ、嗜好性の高い優れた使用感となる。(E)成分100質量部に対して(D)成分が0.01質量部に満たないと、苦味及び刺激のなさが劣り、50質量部を超えると、ナチュラルな清涼感が劣る。 The ratio (amount ratio) of the component (D) to the component (E) is such that the amount of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass of the component (E). It is preferably 0.05 to 10 parts by mass, more preferably 0.1 to 2.5 parts by mass, and most preferably 0.4 to 2.5 parts by mass. Within the above range of the amount ratio, the bitterness and irritation derived from the components (A), (B) and (C) are masked and improved, and a natural and deep refreshing sensation is obtained. It will be a feeling of use. If the component (D) is less than 0.01 parts by mass with respect to 100 parts by mass of the component (E), the bitterness and no irritation are inferior, and if it exceeds 50 parts by mass, the natural refreshing feeling is inferior.
 本発明の口腔用組成物は、歯磨剤、洗口剤、マウススプレー剤、塗布剤、貼付剤等として使用することができる。中でも、本発明の効果発現の点で、歯磨剤、洗口剤が好ましく、歯磨剤が特に好ましい。形態は、液体、液状、ペースト状等とすることが可能であり、歯磨剤では、練歯磨剤、液体歯磨剤、液状歯磨剤、潤製歯磨剤等として、特に練歯磨剤として調製することが好ましい。この場合、上記成分に加えて、用途、剤型等に応じたその他の任意成分を、本発明の効果を妨げない範囲で適宜配合できる。具体的に練歯磨剤では、界面活性剤、研磨剤、粘稠剤、粘結剤、更に必要により甘味剤、防腐剤、色素、香料、各種有効成分等を配合し得る。 The oral composition of the present invention can be used as a dentifrice, a mouthwash, a mouth spray, a coating agent, a patch, and the like. Of these, dentifrices and mouthwashes are preferable, and dentifrices are particularly preferable, in terms of exhibiting the effects of the present invention. The form can be liquid, liquid, paste, etc., and the dentifrice can be prepared as a dentifrice, a liquid dentifrice, a liquid dentifrice, a dentifrice, etc., especially as a dentifrice. preferable. In this case, in addition to the above components, other optional components depending on the intended use, dosage form, etc. can be appropriately blended as long as the effects of the present invention are not impaired. Specifically, in the dentifrice, a surfactant, an abrasive, a thickening agent, a binder, and if necessary, a sweetening agent, a preservative, a pigment, a fragrance, various active ingredients and the like can be blended.
 界面活性剤としては、上記成分に加えて、ノニオン性界面活性剤、両性界面活性剤を配合することができる。
 ノニオン性界面活性剤は、ポリオキシエチレン硬化ヒマシ油等のポリオキシエチレン脂肪酸エステル、ポリオキシエチレンアルキルエーテル、ラウリン酸モノ又はジエタノールアミド、ソルビタン脂肪酸エステルが挙げられる。これらの中でも、特に、ポリオキシエチレン硬化ヒマシ油(とりわけ酸化エチレンの付加モル数が10~30のもの)やポリオキシエチレンアルキルエーテル(とりわけエチレンオキサイドの付加モル数が3~5、アルキル部分の炭素鎖長が16~18のもの)が、可溶化の点から好適である。
 両性界面活性剤は、N-ラウリルジアミノエチルグリシン、N-ミリスチルジアミノエチルグリシン等のN-アルキルジアミノエチルグリシン、N-アルキル-N-カルボキシメチルアンモニウムベタイン、2-アルキル-1-ヒドロキシエチルイミダゾリンベタインナトリウムが挙げられる。
 これら界面活性剤の配合量は、組成物全体の0.1~5%、特に0.1~4%が好ましい。
As the surfactant, in addition to the above components, a nonionic surfactant and an amphoteric surfactant can be blended.
Examples of the nonionic surfactant include polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ethers, mono-lauric acid or diethanolamides, and sorbitan fatty acid esters. Among these, in particular, polyoxyethylene hydrogenated castor oil (particularly those having an addition molar number of 10 to 30 of ethylene oxide) and polyoxyethylene alkyl ether (especially those having an addition mole number of ethylene oxide of 3 to 5 and an alkyl moiety carbon). (Chain lengths of 16 to 18) are preferable from the viewpoint of solubilization.
Amphoteric tensides include N-alkyldiaminoethylglycine such as N-lauryldiaminoethylglycine and N-myristyldiaminoethylglycine, N-alkyl-N-carboxymethylammonium betaine, and 2-alkyl-1-hydroxyethylimidazoline betaine sodium. Can be mentioned.
The blending amount of these surfactants is preferably 0.1 to 5%, particularly 0.1 to 4% of the entire composition.
 研磨剤は、結晶性シリカ、非晶性シリカ、シリカゲル、アルミノシリケート等のシリカ系研磨剤、ゼオライト、リン酸水素カルシウム無水和物、リン酸水素カルシウム2水和物、ピロリン酸カルシウム、炭酸カルシウム、水酸化アルミニウム、アルミナ、炭酸マグネシウム、第3リン酸マグネシウム、ケイ酸ジルコニウム、第3リン酸カルシウム、ハイドロキシアパタイト、第4リン酸カルシウム、合成樹脂系研磨剤が挙げられる。研磨剤の配合量は、通常、組成物全体の5~70%、特に10~50%である。 The abrasives are silica-based abrasives such as crystalline silica, amorphous silica, silica gel, and aluminosilicate, zeolite, calcium hydrogen phosphate anhydrous, calcium hydrogen phosphate dihydrate, calcium pyrophosphate, calcium carbonate, and water. Examples thereof include aluminum oxide, alumina, magnesium carbonate, magnesium tertiary phosphate, zirconium silicate, calcium tertiary phosphate, hydroxyapatite, calcium tetraphosphate, and synthetic resin-based abrasives. The blending amount of the abrasive is usually 5 to 70%, particularly 10 to 50% of the whole composition.
 粘稠剤は、ソルビット、キシリット、エリスリトール等の糖アルコール、プロピレングリコール、ブチレングリコール、グリセリン、ポリエチレングリコール等の多価アルコールが挙げられる。粘稠剤の配合量は、通常、組成物全体の0~70%、特に3~50%である。
 粘結剤は、有機粘結剤又は無機粘結剤を用いることができる。例えば、キサンタンガム、カルボキシメチルセルロースナトリウム等の有機粘結剤、増粘性シリカ、増粘性アルミニウムシリカ等の無機粘結剤が挙げられる。粘結剤の配合量は、通常、組成物全体の0.1~10%、特に0.1~8%である。
Examples of the viscous agent include sugar alcohols such as sorbitol, xylit and erythritol, and polyhydric alcohols such as propylene glycol, butylene glycol, glycerin and polyethylene glycol. The blending amount of the thickener is usually 0 to 70% of the whole composition, particularly 3 to 50%.
As the binder, an organic binder or an inorganic binder can be used. Examples thereof include organic binders such as xanthan gum and sodium carboxymethyl cellulose, and inorganic binders such as thickening silica and thickening aluminum silica. The blending amount of the binder is usually 0.1 to 10%, particularly 0.1 to 8% of the whole composition.
 甘味剤は、サッカリンナトリウム等が挙げられる。
 防腐剤は、安息香酸ナトリウム等の安息香酸塩、メチルパラベン、エチルパラベン、ブチルパラベン等のパラオキシ安息香酸エステルが挙げられる。
 色素は、食用色素であるブリリアントブルー、タートラジン、顔料の酸化チタン等が挙げられる。
Examples of the sweetening agent include saccharin sodium and the like.
Examples of the preservative include benzoates such as sodium benzoate and paraoxybenzoic acid esters such as methylparaben, ethylparaben and butylparaben.
Examples of the dye include brilliant blue, which is an edible dye, tartrazine, and titanium oxide, which is a pigment.
 任意の香料としては、例えば、アニス油、ユーカリ油、ウィンターグリーン油、カシア油、クローブ油、タイム油、セージ油、カルダモン油、コリアンダー油、オレンジ油、レモン油、マンダリン油、ライム油、グレープフルーツ油、柚子油、ラベンダー油、ローズマリー油、ローレル油、シソ油、カモミル油、キャラウェイ油、マジョラム油、セロリ油、ベイ油、オリガナム油、パインニードル油、ネロリ油、ローズ油、ジャスミン油、パチュリ油、パラクレス油、イリスコンクリート、ローズアブソリュート、オレンジフラワーアブソリュート、バニラアブソリュート、ラベンダーアブソリュート、パチュリアブソリュート等の天然香料や、これら天然香料の加工処理(前溜部カット、後溜部カット、分留、液液抽出、エッセンス化、粉末香料化等)した香料、リモネン、ピネン、ブタノール、イソアミルアルコール、ヘキセノール、リナロール、アネトール、チモール、オイゲノール、メントン、プレゴン、フェンコン、シネオール、ヘキサナール、オクタナール、アニスアルデヒド、シンナミックアルデヒド、エチルアセテート、エチルブチレート、アリルシクロヘキサンプロピオネート、リナリルアセテート、メンチルアセテート、カルビールアセテート、フェノキシエチルイソブチレート、メチルエピジャスモネート、サリチル酸メチル、サリチル酸エチル、メチルアンスラニレート、エチルメチルフェニルグリシデート、エチルラクテート、バニリン、マルトール、炭素数4~12のガンマ又はデルタラクトン、アンブレットリド、ジメチルサルファイド、トリメチルピラジン、エチルチオアセテート、バニリルブチルエーテル、ピペリン、カプサイシン、ジンゲロール、スピラントール等の単品香料、更に、ストロベリーフレーバー、アップルフレーバー、バナナフレーバー、パイナップルフレーバー、グレープフレーバー、マンゴーフレーバー、ウメフレーバー、オレンジフレーバー、レモンフレーバー、ユズフレーバー、グレープフルーツフレーバー、バターフレーバー、ミルクフレーバー、ホワイトフローラルフレーバー、ガーデニアフレーバー、ローズフレーバー、紅茶フレーバー等の調合香料といった、口腔用組成物に用いられる公知の香料素材を組み合わせて使用することができる。これらの香料素材の配合量は特に限定されないが、組成物中に0.000001~1%使用するのが好ましい。また、上記香料素材を使用した賦香用香料は、組成物中に0.1~2.0%使用するのが好ましい。
 なお、任意の香料が、(D)及び/又は(E)成分を含む場合は、上述した(D)及び/又は(E)成分の配合量の範囲内で使用することができる。
Optional fragrances include, for example, anis oil, eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, cardamon oil, coriander oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil. , Yuzu oil, lavender oil, rosemary oil, laurel oil, perilla oil, camomill oil, caraway oil, majorum oil, celery oil, bay oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, patchouli Natural fragrances such as oil, paracress oil, iris concrete, rose absolute, orange flower absolute, vanilla absolute, lavender absolute, patchuriabsolute, and processing of these natural fragrances (front reservoir cut, rear reservoir cut, distilling, liquid) Liquid extraction, essence, powdered fragrance, etc.), limonen, pinen, butanol, isoamyl alcohol, hexenol, linalol, anator, timol, eugenol, menton, pregon, fencon, cineole, hexanal, octanal, anisaldehyde, synamic Alaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexanepropionate, linaryl acetate, menthyl acetate, calvier acetate, phenoxyethyl isobutyrate, methyl epijasmonate, methyl salicylate, ethyl salicylate, methyl anthranilate, ethyl methyl Single item such as phenylglycidate, ethyllactate, vanillin, maltol, gamma or deltalactone having 4 to 12 carbon atoms, ambretlide, dimethylsulfide, trimethylpyrazine, ethylthioacetate, vanillylbutyl ether, piperin, capsaicin, zingerol, spirantol, etc. Fragrances, Strawberry Flavor, Apple Flavor, Banana Flavor, Pineapple Flavor, Grape Flavor, Mango Flavor, Ume Flavor, Orange Flavor, Lemon Flavor, Yuz Flavor, Grapefruit Flavor, Butter Flavor, Milk Flavor, White Floral Flavor, Gardenia Flavor, Known fragrance materials used in oral compositions, such as compounded fragrances such as rose flavor and tea flavor, can be used in combination. The blending amount of these fragrance materials is not particularly limited, but it is preferable to use 0.000001 to 1% in the composition. Further, it is preferable to use 0.1 to 2.0% of the perfume for perfume using the above perfume material in the composition.
When any fragrance contains the components (D) and / or (E), it can be used within the range of the blending amount of the components (D) and / or (E) described above.
 有効成分(薬用成分)は、クロロヘキシジン、トリクロサン、イソプロピルメチルフェノール、塩化セチルピリジニウム、塩化ベンゼトニウム、塩化ベンザルコニウム等の殺菌又は抗菌剤、エタンヒドロキシジホスフォネート等の歯石予防剤、トラネキサム酸、グリチルリチン酸又はその塩類、デキストラナーゼ、ムタナーゼ、塩化リゾチーム等の酵素剤、アスコルビン酸、酢酸トコフェロール等のビタミン類、塩化ナトリウム等の収斂剤、フッ化ナトリウム、モノフルオロリン酸ナトリウム等のフッ化物などを、薬剤学的に許容できる範囲で使用することができる。 The active ingredient (medicinal ingredient) is a bactericidal or antibacterial agent such as chlorohexidine, triclosan, isopropylmethylphenol, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, a tooth stone preventive agent such as ethanehydroxydiphosphonate, tranexamic acid, glycyrrhizin. Acids or salts thereof, enzyme agents such as dextranase, mutanase, lysoteam chloride, vitamins such as ascorbic acid and tocopherol acetate, astringent agents such as sodium chloride, fluorides such as sodium fluoride and sodium monofluorophosphate, etc. , Can be used within a pharmaceutically acceptable range.
 以下、実施例及び比較例を示し、本発明を具体的に説明するが、本発明は下記の実施例に制限されるものではない。なお、下記の例において%は特に断らない限りいずれも質量%を示す。 Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. In the following examples,% indicates mass% unless otherwise specified.
 [実施例、比較例]
 表1~6に示す組成の口腔用組成物(歯磨剤)を常法によって調製し、下記方法で使用感を評価した。結果を表に併記した。
[Examples, comparative examples]
Oral compositions (dentifrices) having the compositions shown in Tables 1 to 6 were prepared by a conventional method, and the usability was evaluated by the following method. The results are also shown in the table.
使用感の評価方法
 10人の被験者モニタが、口腔用組成物(歯磨剤)を歯ブラシにのせ、通常の方法で歯磨きして口腔内を洗浄した際の使用感(使用中の苦味・刺激のなさ、ナチュラルな清涼感)を下記の評価基準によって評価した。10人の評価点を平均し、下記の判定基準によって判定した。
 ここで、ナチュラルな清涼感とは、香り立ちがシャープで味わいや厚みのない清涼感とは異なる、ナチュラルで深みのある独特な清涼感である。
(i)使用中の苦味・刺激のなさ
 評価基準
  4点:口腔内で苦味・刺激を感じない。
  3点:口腔内でやや苦味・刺激を感じる。
  2点:口腔内で苦味・刺激を感じる。
  1点:口腔内で非常に苦味・刺激を感じる。
 判定基準
  ◎:平均点3.5点以上4.0点以下
  ○:平均点3.0点以上3.5点未満
  △:平均点2.0点以上3.0点未満
  ×:平均点2.0点未満
(ii)ナチュラルな清涼感
 評価基準
  4点:ナチュラルで深みのある清涼感を非常に感じる。
  3点:ナチュラルで深みのある清涼感を感じる。
  2点:ナチュラルで深みのある清涼感をやや感じる。
  1点:ナチュラルで深みのある清涼感を感じない。
 判定基準
  ◎:平均点3.5点以上4.0点以下
  ○:平均点3.0点以上3.5点未満
  △:平均点2.0点以上3.0点未満
  ×:平均点2.0点未満
Evaluation method of usability When 10 subject monitors put the oral composition (dentifrice) on a toothbrush and brushed their teeth by the usual method to clean the oral cavity, the usability (no bitterness or irritation during use). , Natural refreshing feeling) was evaluated according to the following evaluation criteria. The evaluation points of 10 people were averaged and judged according to the following criteria.
Here, the natural refreshing sensation is a unique refreshing sensation that is natural and deep, which is different from the refreshing sensation that has a sharp scent and no taste or thickness.
(I) No bitterness / irritation during use Evaluation criteria 4 points: No bitterness / irritation is felt in the oral cavity.
3 points: I feel a little bitterness and irritation in the oral cavity.
2 points: I feel bitterness and irritation in the oral cavity.
1 point: Very bitter and irritating in the oral cavity.
Judgment criteria ◎: Average score 3.5 points or more and 4.0 points or less ○: Average score 3.0 points or more and less than 3.5 points △: Average score 2.0 points or more and less than 3.0 points ×: Average score 2. Less than 0 points (ii) Natural refreshing feeling Evaluation criteria 4 points: I feel a very natural and deep refreshing feeling.
3 points: Feel a natural and deep refreshing feeling.
2 points: I feel a little natural and deep refreshing feeling.
1 point: I do not feel a natural and deep refreshing feeling.
Judgment criteria ◎: Average score 3.5 points or more and 4.0 points or less ○: Average score 3.0 points or more and less than 3.5 points △: Average score 2.0 points or more and less than 3.0 points ×: Average score 2. Less than 0 points
 使用原料の詳細について下記に示す。
(D)成分
 カリオフィレン(D1):カリオフィレン-BE(井上香料製造所製)
 ゲルマクレン(D2):ゲルマクレンD(Toronto Research社製)
 ビリジフロロール(D3):ビリジフロロール(Toronto Research社製)
 (E)成分は、香料1(ミント系フレーバー)として配合したものもあるが、香料1には(D)成分が含まれるものもある。香料1中のペパーミント油、スペアミント油、和種薄荷油、人工ミント油としては、下記のものを使用した。
 ペパーミント油(ADM社製):
  (D)成分を3.4%(カリオフィレン(D1)2%、ゲルマクレン(
   D2)1.2%、ビリジフロロール(D3)0.2%)含有
  (E)メントールを42%含有
 和種薄荷油(東洋薄荷工業社製):
  (D)成分を1.03%(カリオフィレン(D1)1%、ゲルマクレン
   (D2)0.03%)含有
  (E)メントールを42%含有
 スペアミント油(ADM社製):
  (D)成分を0.8%(カリオフィレン(D1)0.5%、ゲルマクレ
   ン(D2)0.3%)含有
  (E)カルボンを60%含有
 人工ミント油(高砂香料工業社製):
  (D)成分を3.2%(カリオフィレン(D1)2%、ゲルマクレン(
   D2)1%、ビリジフロロール(D3)0.2%)含有
  (E)メントールを42%含有
 香料2は、下記組成(ミント系以外の香料成分)である。
 香料2の組成:
  アネトール        10
  クローブ油         0.4
  コリアンダー油       2
  タイム油          0.4
  紅茶フレーバー      10
  ラベンダー油        1
  ジャスミン油        1
  フルーツフレーバー     1
  エタノール        74.2
   計          100%
Details of the raw materials used are shown below.
(D) Ingredients Caryophyllene (D1): Caryophyllene-BE (manufactured by Inoue Perfum)
Germacrene (D2): Germacrene D (manufactured by Toronto Research)
Viridiflorol (D3): Viridiflorol (manufactured by Toronto Research)
The component (E) may be blended as a fragrance 1 (mint flavor), but the fragrance 1 may contain the component (D). The following peppermint oil, spearmint oil, Japanese mentha oil, and artificial mint oil were used in the fragrance 1.
Peppermint oil (made by ADM):
(D) component is 3.4% (caryophyllene (D1) 2%, germacrene (
D2) Contains 1.2%, Viridiflorol (D3) 0.2%) (E) Contains 42% menthol Japanese menthol oil (manufactured by Toyo Mentha Industries):
(D) Contains 1.03% (caryophyllene (D1) 1%, germacrene (D2) 0.03%) (E) contains 42% menthol Spearmint oil (manufactured by ADM):
(D) Contains 0.8% (caryophyllene (D1) 0.5%, germaneclin (D2) 0.3%) (E) contains 60% carvone Artificial mint oil (manufactured by Takasago International Corporation):
(D) component is 3.2% (caryophyllene (D1) 2%, germacrene (
D2) Contains 1%, Viridiflorol (D3) 0.2%) (E) Contains 42% menthol Fragrance 2 has the following composition (fragrance component other than mint).
Composition of fragrance 2:
Anethole 10
Clove oil 0.4
Coriander oil 2
Thyme oil 0.4
Black tea flavor 10
Lavender oil 1
Jasmine oil 1
Fruit flavor 1
Ethanol 74.2
100% in total
Figure JPOXMLDOC01-appb-T000001

*;香料1に含まれる(D)成分量も合算した、(D)成分の合計量((D1)+(D2)+(D3))。
**;香料1に含まれるカリオフィレン(D1)、ゲルマクレン(D2)、ビリジフロロール(D3)もそれぞれ合算し、算出した(D1):(D2):(D3)(質量比)。
***;(E)成分は、香料1として配合した。
Figure JPOXMLDOC01-appb-T000001

*; The total amount of the (D) component ((D1) + (D2) + (D3)), which is the sum of the amounts of the (D) component contained in the fragrance 1.
**; Caryophyllene (D1), germacrene (D2), and bilidiflorol (D3) contained in perfume 1 were also added up and calculated (D1) :( D2) :( D3) (mass ratio).
***; The component (E) was blended as perfume 1.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
フリーアンサー
実施例1:苦味や刺激がなく、ナチュラルで深みのある独特な清涼感が感じ
     られる。
比較例1:苦味や刺激はないが、単品成分のにおいが強くでており、やや清
     涼感のナチュラルさに欠ける。
比較例2:苦味や刺激がやや抑えられる。やや清涼感のナチュラルさに欠け
     る。
比較例3:苦味や刺激があり、シャープで味わいや厚みのない清涼感が感じ
     られる。
比較例4:苦味や刺激があり、シャープで味わいや厚みのない清涼感が感じ
     られる。
比較例5:苦味や刺激があり、シャープで味わいや厚みのない清涼感が感じ
     られる。
Free Answer Example 1: There is no bitterness or irritation, and a natural, deep and unique refreshing feeling is felt.
Comparative Example 1: There is no bitterness or irritation, but the odor of the single ingredient is strong, and it lacks the naturalness of a refreshing feeling.
Comparative Example 2: Bitterness and irritation are slightly suppressed. It lacks the naturalness of a slightly refreshing feeling.
Comparative Example 3: There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
Comparative Example 4: There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
Comparative Example 5: There is bitterness and irritation, and a sharp, tasteless and refreshing feeling is felt.
 [実施例32]
(A)硝酸カリウム                5
(B)トリポリリン酸ナトリウム          1
(C)ラウロイルメチルタウリンナトリウム     0.4
(D)ペパーミント精油C(*)            0.006
(E)メントール                 0.5
キサンタンガム                  1.6
ヤシ油脂肪酸アミドプロピルベタイン        0.6
雲母チタン                    0.7
ソルビット                   28
プロピレングリコール               4
研磨性シリカ                  10
増粘性シリカ                   5
フッ化ナトリウム                 0.32
サッカリンナトリウム               0.17
パラオキシ安息香酸メチル             0.18
香料2                      0.5
精製水                      残    
 合計                     100%
(*);ペパーミント精油C
 ペパーミントオイル(ADM社製)500kgを原油とし、これを減圧蒸留(温度80~140℃、圧力0.01~0.02バール)して、揮発部Aと、28.9kgの不揮発部Aを得た。次に、得られた不揮発部Aを薄膜蒸留(熱媒温度150℃、圧力0.0040バール)して、揮発部Bと、23.1kgの不揮発部Bを得た。得られた揮発部Bを、更に薄膜蒸留(熱媒温度150℃、圧力0.0040バール)し、4.6kgの揮発部Cを得た。得られた揮発部C(ペパーミント精油C)中の(D)成分量((D1)、(D2)、(D3)成分の含有量)は、β-カリオフィレン7%、ゲルマクレン13%、ビリジフロロール17%であった。
組成物中の(D)成分量
 (D1)0.00042%、(D2)0.00078%、(D3)0.0010%
 (D)成分の合計量((D1)+(D2)+(D3));0.0022
(D1):(D2):(D3)(質量比);1:1.85:2.38
(E)成分100質量部に対する(D)成分の合計量(質量部);0.44
 実施例32の歯磨剤を上記実施例と同様にして調製し、評価したところ、
 使用中の苦味・刺激のなさ ◎
 ナチュラルな清涼感    ◎
であった。
[Example 32]
(A) Potassium nitrate 5
(B) Sodium tripolyphosphate 1
(C) Sodium lauroylmethyl taurine 0.4
(D) Peppermint essential oil C (*) 0.006
(E) Menthol 0.5
Xanthan gum 1.6
Coconut oil fatty acid amide propyl betaine 0.6
Mica Titanium 0.7
Sorbitol 28
Propylene glycol 4
Abrasive silica 10
Viscous silica 5
Sodium fluoride 0.32
Saccharin sodium 0.17
Methyl paraoxybenzoate 0.18
Fragrance 2 0.5
Purified water residue
100% in total
(*); Peppermint essential oil C
500 kg of peppermint oil (manufactured by ADM) is used as crude oil and distilled under reduced pressure (temperature 80 to 140 ° C., pressure 0.01 to 0.02 bar) to obtain a volatile part A and a non-volatile part A of 28.9 kg. rice field. Next, the obtained non-volatile part A was subjected to thin film distillation (heat medium temperature 150 ° C., pressure 0.0040 bar) to obtain a volatile part B and a 23.1 kg non-volatile part B. The obtained volatile part B was further subjected to thin film distillation (heat medium temperature 150 ° C., pressure 0.0040 bar) to obtain 4.6 kg of volatile part C. The amount of (D) component (contents of (D1), (D2), (D3) component) in the obtained volatile part C (peppermint essential oil C) was β-caryophyllene 7%, germacrene 13%, viridiflorol 17%. Met.
Amount of (D) component in composition (D1) 0.00042%, (D2) 0.00078%, (D3) 0.0010%
(D) Total amount of components ((D1) + (D2) + (D3)); 0.0022
(D1) :( D2) :( D3) (mass ratio); 1: 1.85: 2.38
(E) Total amount of component (D) with respect to 100 parts by mass (parts by mass); 0.44
When the dentifrice of Example 32 was prepared and evaluated in the same manner as in the above-mentioned Example, it was evaluated.
No bitterness or irritation during use ◎
Natural refreshing feeling ◎
Met.
 [実施例33]歯磨剤
(A)グルコン酸銅                0.1
(B)トリポリリン酸ナトリウム          1
(C)ラウロイルメチルタウリンナトリウム     1
(D)カリオフィレン(D1)           0.000426
(D)ゲルマクレン(D2)            0.000786
(D)ビリジフロロール(D3)          0.001000
(E)メントール                 0.53
研磨性シリカ                  12
増粘性シリカ                   3
グリセリン(85%)              40
プロピレングリコール               3
クエン酸ナトリウム                0.2
モノフルオロリン酸ナトリウム           0.7
カルボキシメチルセルロースナトリウム       1
キサンタンガム                  0.3
サッカリンナトリウム               0.1
酸化チタン                    0.5
香料                       0.5
精製水                      残       
 合計                     100%
(D)成分の合計量((D1)+(D2)+(D3));0.002212
(D1):(D2):(D3)(質量比);1:1.85:2.35
(E)成分100質量部に対する(D)成分の合計量(質量部);0.41736
[Example 33] Toothpaste (A) Copper gluconate 0.1
(B) Sodium tripolyphosphate 1
(C) Sodium lauroylmethyl taurine 1
(D) Caryophyllene (D1) 0.000426
(D) Germacrene (D2) 0.000786
(D) Viridiflorol (D3) 0.001000
(E) Menthol 0.53
Abrasive silica 12
Viscous silica 3
Glycerin (85%) 40
Propylene glycol 3
Sodium citrate 0.2
Sodium monofluorophosphate 0.7
Sodium Carboxymethyl Cellulose 1
Xanthan gum 0.3
Saccharin sodium 0.1
Titanium oxide 0.5
Fragrance 0.5
Purified water residue
100% in total
(D) Total amount of components ((D1) + (D2) + (D3)); 0.002212
(D1) :( D2): (D3) (mass ratio); 1: 1.85: 2.35
(E) Total amount of component (D) with respect to 100 parts by mass (parts by mass); 0.41736
 [実施例34]歯磨剤
(A)硝酸カリウム                 5
(A)フッ化第一スズ                0.4
(B)ヘキサメタリン酸ナトリウム          1.0
(C)ラウリル硫酸ナトリウム            1.2
(C)テトラデセンスルホン酸ナトリウム       0.3
(D)ペパーミント精油C(*)             0.006
(E)メントール                  0.5
研磨性シリカ                   15
増粘性シリカ                    3
ソルビット                    35
プロピレングリコール                3
クエン酸ナトリウム                 0.2
モノフルオロリン酸ナトリウム            0.38
カルボキシメチルセルロースナトリウム        1
キサンタンガム                   0.3
サッカリンナトリウム                0.1
酸化チタン                     0.5
水酸化ナトリウム                  0.2
香料                        0.5
精製水                       残     
 合計                     100%
組成物中の(D)成分量
 (D1)0.00042%、(D2)0.00078%、(D3)0.0010%
 (D)成分の合計量((D1)+(D2)+(D3));0.0022
(D1):(D2):(D3)(質量比);1:1.85:2.38
(E)成分100質量部に対する(D)成分の合計量(質量部);0.44
[Example 34] Toothpaste (A) Potassium nitrate 5
(A) Stannous fluoride 0.4
(B) Sodium hexametaphosphate 1.0
(C) Sodium lauryl sulfate 1.2
(C) Sodium tetradecene sulfonate 0.3
(D) Peppermint essential oil C (*) 0.006
(E) Menthol 0.5
Abrasive silica 15
Viscous silica 3
Sorbitol 35
Propylene glycol 3
Sodium citrate 0.2
Sodium monofluorophosphate 0.38
Sodium Carboxymethyl Cellulose 1
Xanthan gum 0.3
Saccharin sodium 0.1
Titanium oxide 0.5
Sodium hydroxide 0.2
Fragrance 0.5
Purified water residue
100% in total
Amount of (D) component in composition (D1) 0.00042%, (D2) 0.00078%, (D3) 0.0010%
(D) Total amount of components ((D1) + (D2) + (D3)); 0.0022
(D1) :( D2) :( D3) (mass ratio); 1: 1.85: 2.38
(E) Total amount of component (D) with respect to 100 parts by mass (parts by mass); 0.44
 [実施例35]歯磨剤
(A)硝酸カリウム                 5
(A)乳酸アルミニウム               2
(B)ピロリン酸カリウム              1.2
(C)ラウリル硫酸ナトリウム            1.2
(C)ラウロイルグルタミン酸ナトリウム       0.3
(D)ペパーミント精油C(*)             0.006
(E)メントール                  0.5
研磨性シリカ                   16
増粘性シリカ                    3
ソルビット                    20
グリセリン(80%)               10
プロピレングリコール                3
モノフルオロリン酸ナトリウム            1.1
カルボキシメチルセルロースナトリウム        1
キサンタンガム                   0.3
サッカリンナトリウム                0.1
酸化チタン                     0.5
水酸化ナトリウム                  0.2
香料                        0.5
精製水                       残     
 合計                     100%
組成物中の(D)成分量
 (D1)0.00042%、(D2)0.00078%、(D3)0.0010%
 (D)成分の合計量((D1)+(D2)+(D3));0.0022
(D1):(D2):(D3)(質量比);1:1.85:2.38
(E)成分100質量部に対する(D)成分の合計量(質量部);0.44
[Example 35] Toothpaste (A) Potassium nitrate 5
(A) Aluminum lactate 2
(B) Potassium pyrophosphate 1.2
(C) Sodium lauryl sulfate 1.2
(C) Sodium lauroyl glutamate 0.3
(D) Peppermint essential oil C (*) 0.006
(E) Menthol 0.5
Abrasive silica 16
Viscous silica 3
Sorbitol 20
Glycerin (80%) 10
Propylene glycol 3
Sodium monofluorophosphate 1.1
Sodium Carboxymethyl Cellulose 1
Xanthan gum 0.3
Saccharin sodium 0.1
Titanium oxide 0.5
Sodium hydroxide 0.2
Fragrance 0.5
Purified water residue
100% in total
Amount of (D) component in composition (D1) 0.00042%, (D2) 0.00078%, (D3) 0.0010%
(D) Total amount of components ((D1) + (D2) + (D3)); 0.0022
(D1) :( D2) :( D3) (mass ratio); 1: 1.85: 2.38
(E) Total amount of component (D) with respect to 100 parts by mass (parts by mass); 0.44

Claims (8)

  1.  下記に示す(A)~(C)成分
     (A)カリウム塩(A-1)及び水溶性多価金属塩(A-2)から選ばれる1種以上0.01~20質量%、
     (B)縮合リン酸塩0.1~2質量%、並びに
     (C)アニオン性界面活性剤0.1~5質量%
    から選ばれる1種以上の成分と、
    (D)カリオフィレン、ゲルマクレン及びビリジフロロールから選ばれる2種又は3種と、
    (E)メントール及びカルボンから選ばれる1種以上と
    を含有し、(E)成分100質量部に対して(D)成分の含有量が0.01~50質量部である口腔用組成物。
    One or more selected from the following components (A) to (C) (A) potassium salt (A-1) and water-soluble polyvalent metal salt (A-2) 0.01 to 20% by mass,
    (B) Condensed phosphate 0.1 to 2% by mass, and (C) Anionic surfactant 0.1 to 5% by mass.
    With one or more ingredients selected from
    (D) Two or three species selected from caryophyllene, germacrene and viridiflorol, and
    (E) An oral composition containing one or more selected from menthol and carvone, and the content of the component (D) is 0.01 to 50 parts by mass with respect to 100 parts by mass of the component (E).
  2.  カリウム塩(A-1)が、硝酸カリウム、クエン酸カリウム、塩化カリウム及び硫酸カリウムから選ばれるものである請求項1記載の口腔用組成物。 The oral composition according to claim 1, wherein the potassium salt (A-1) is selected from potassium nitrate, potassium citrate, potassium chloride and potassium sulfate.
  3.  水溶性多価金属塩(A-2)が、銅塩、亜鉛塩、アルミニウム塩及びスズ塩から選ばれるものである請求項1又は2記載の口腔用組成物。 The oral composition according to claim 1 or 2, wherein the water-soluble polyvalent metal salt (A-2) is selected from a copper salt, a zinc salt, an aluminum salt and a tin salt.
  4.  水溶性多価金属塩(A-2)が、多価金属の塩化物、クエン酸塩、乳酸塩、グルコン酸塩、マロン酸塩、リンゴ酸塩及び硫酸塩から選ばれるものである請求項1~3のいずれか1項記載の口腔用組成物。 Claim 1 in which the water-soluble polyvalent metal salt (A-2) is selected from the chloride, citrate, lactate, gluconate, malonate, malate and sulfate of the polyvalent metal. The oral composition according to any one of 3 to 3.
  5.  (B)縮合リン酸塩が、トリポリリン酸塩、ピロリン酸塩及びヘキサメタリン酸塩から選ばれる1種以上である請求項1~4のいずれか1項記載の口腔用組成物。 (B) The oral composition according to any one of claims 1 to 4, wherein the condensed phosphate is at least one selected from tripolyphosphate, pyrophosphate and hexametaphosphate.
  6.  (C)アニオン性界面活性剤が、アシルタウリン塩、アシルアミノ酸塩、α-オレフィンスルホン酸塩、アルキルスルホ酢酸塩、アルケニルスルホ酢酸塩、ポリオキシエチレンアルキルエーテルリン酸塩及びポリオキシエチレンアルケニルエーテルリン酸塩から選ばれる1種以上である請求項1~5のいずれか1項記載の口腔用組成物。 (C) The anionic surfactant is an acyl taurine salt, an acyl amino acid salt, an α-olefin sulfonate, an alkyl sulfo acetate, an alkenyl sulfo acetate, a polyoxyethylene alkyl ether phosphate and a polyoxyethylene alkenyl ether phosphorus. The oral composition according to any one of claims 1 to 5, which is one or more selected from the acid salts.
  7.  (D)成分を0.0002~0.3質量%含有する請求項1~6のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 6, which contains 0.0002 to 0.3% by mass of the component (D).
  8.  歯磨剤、洗口剤、マウススプレー剤、塗布剤又は貼付剤である請求項1~7のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 7, which is a dentifrice, a mouthwash, a mouth spray, a coating agent or a patch.
PCT/JP2021/029059 2020-08-11 2021-08-05 Oral cavity composition WO2022034846A1 (en)

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Citations (5)

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