WO2017094582A1 - Oral composition - Google Patents

Oral composition Download PDF

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Publication number
WO2017094582A1
WO2017094582A1 PCT/JP2016/084780 JP2016084780W WO2017094582A1 WO 2017094582 A1 WO2017094582 A1 WO 2017094582A1 JP 2016084780 W JP2016084780 W JP 2016084780W WO 2017094582 A1 WO2017094582 A1 WO 2017094582A1
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WIPO (PCT)
Prior art keywords
component
composition
flavor
oil
oral cavity
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PCT/JP2016/084780
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French (fr)
Japanese (ja)
Inventor
徹也 川口
夏芽 萩森
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ライオン株式会社
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Application filed by ライオン株式会社 filed Critical ライオン株式会社
Priority to KR1020187001421A priority Critical patent/KR20180083300A/en
Priority to CN201680070044.9A priority patent/CN108366950B/en
Priority to JP2017553803A priority patent/JP6766823B2/en
Priority to MYPI2018701582A priority patent/MY191149A/en
Publication of WO2017094582A1 publication Critical patent/WO2017094582A1/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
    • A61K8/30Cosmetics 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
    • A61K8/35Ketones, e.g. benzophenone
    • 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
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • 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 a composition for oral cavity in which the bitterness due to ⁇ -olefin sulfonate is continuously suppressed and the flavor stability over time is excellent.
  • Patent Document 1 Japanese Patent Laid-Open No. 2013-151444 discloses an oral composition containing an ⁇ -olefin sulfonate, an acylamino acid salt and / or arginine
  • Patent Document 2 Japanese Patent Laid-Open No. 2015-20970. Includes an oral composition containing an ⁇ -olefin sulfonate and an acylamino acid salt and / or arginine
  • Patent Document 3 International Publication No.
  • 2015/008823 includes an ⁇ -olefin sulfonate and condensed phosphorus.
  • Oral compositions containing acid salts and / or amphoteric surfactants have been proposed. These have an excellent oral biofilm removal effect and have reduced bitterness during use.
  • JP 2013-151474 A Japanese Patent Laying-Open No. 2015-20970 International Publication No. 2015/008823
  • the present invention has been made in view of the above circumstances, and an object thereof is to provide a composition for oral cavity in which the bitterness due to ⁇ -olefin sulfonate is continuously suppressed and the flavor stability over time is excellent.
  • the combination of the fragrances of the component (B) and the component (C) acts specifically on the component (A), and the component (A) Masks the bitter taste continuously and prevents the flavor of the preparation from deteriorating over time due to the component (A) without causing deterioration odor or base odor, without changing the flavor at the time of preparation. It can be stably maintained over a long period of time. In this case, as can be seen from the results of Comparative Examples described later, when the lactone and aldehyde fragrances are used in combination with the component (A), the flavor changes over time, and the deterioration odor and substrate odor are strongly felt.
  • the bitterness due to the ingredients can be continuously suppressed.
  • the bitterness is suppressed not only after use in the oral cavity but also after use, specifically after being brushed, and after several minutes have passed, Even if the prepared preparation is stored at 50 ° C. for 3 months, the fragrance and flavor are not changed, and excellent flavor stability is exhibited in which neither a deteriorated odor nor a substrate odor is felt.
  • the composition for oral cavity of the present invention can effectively exhibit the action of removing the oral biofilm by the ⁇ -olefin sulfonate, and is suitable for the suppression of oral biofilm.
  • the present invention provides the following oral composition.
  • a composition for oral cavity comprising one or more selected from the group consisting of (C-1) / (C-2) in a mass ratio of 20 to 1,000,000.
  • the component (C-1) is one or more selected from ⁇ -hexalactone, ⁇ -heptalactone, ⁇ -octalactone, ⁇ -nonalactone, ⁇ -decalactone, ⁇ -undecalactone and ⁇ -dodecalactone.
  • [5] The composition for oral cavity according to any one of [1] to [4], containing 0.1 to 1% by mass of component (A) and 0.0001 to 1% by mass of component (B).
  • [6] The oral composition according to any one of [1] to [5], wherein (C) / (A) is 0.002 to 10 as a mass ratio.
  • (7] The oral composition according to any one of [1] to [6], wherein (C) / (B) is 0.004 to 334 as a mass ratio.
  • [8] The oral composition according to any one of [1] to [7], which is a dentifrice.
  • composition for oral cavity in which the bitterness due to the ⁇ -olefin sulfonate is continuously suppressed, and the flavor deterioration of the preparation over time is prevented and the flavor stability is excellent.
  • the composition for oral cavity of the present invention can be suitably used for oral biofilm suppression.
  • composition for oral cavity of the present invention comprises (A) ⁇ -olefin sulfonate, (B) peppermint oil, (C) (C-1) a lactone having 6 to 12 carbon atoms and (C-2) having 8 to 8 carbon atoms. Contains 12 aldehydes.
  • alkali metal salts such as sodium salt and potassium salt of ⁇ -olefin sulfonic acid having 14 to 16 carbon atoms can be used, and preferably ⁇ -olefin having 14 carbon atoms.
  • Sulfonates especially sodium salts (generic name; sodium tetradecene sulfonate).
  • Commercially available products that can be used for oral preparations can be obtained. For example, “K Liporan PJ-400CJ” manufactured by Lion Specialty Chemicals Co., Ltd. can be used.
  • the blending amount of the component (A) ⁇ -olefin sulfonate is preferably 0.1 to 1% (mass%, the same applies hereinafter) of the whole composition, more preferably 0.2 to 0.4%. .
  • the amount of oral biofilm removal increases as the amount added increases, but if too much is added, bitterness may be strongly expressed. If it is 1% or less, bitterness can be masked sufficiently and the flavor is sufficiently stabilized. it can.
  • Peppermint oil can use commercial items, such as an essential oil by Takasago Fragrance Industrial Co., Ltd., for example.
  • the amount of peppermint oil is preferably 0.0001 to 1%, more preferably 0.003 to 0.7% of the entire composition.
  • the bitterness can be masked and the flavor can be stabilized.
  • the content is 0.0001% or more, the bitterness is sufficiently suppressed and the flavor stability is excellent.
  • a satisfactory refreshing feeling can be imparted.
  • it is 1% or less, it is possible to sufficiently prevent the stimulation from becoming strong.
  • the component (C) is (C-1) a lactone having 6 to 12 carbon atoms and (C-2) an aldehyde having 8 to 12 carbon atoms.
  • the component (C-1) When the component (C-1) is lacking, the bitterness cannot be continuously suppressed, and the component (C-2) When lacking, the bitterness at the time of use cannot be suppressed. Further, if the component (C-1) or (C-2) is absent, the flavor stability of the preparation is inferior even if the component (B) is contained, and the object of the present invention is not achieved.
  • lactone having 6 to 12 carbon atoms include hexalactone, heptalactone, octalactone, nonalactone, decalactone, undecalactone, and dodecalactone.
  • One of these may be used alone or 2 A combination of more than one species can be used.
  • octalactone, nonalactone, decalactone, and undecalactone can be suitably used from the viewpoint of being particularly effective in sustaining bitterness suppression, and all of them are particularly preferably ⁇ -form.
  • these lactones commercially available products such as those manufactured by Iwata Fragrance Co., Ltd. and Takasago Fragrance Industry Co., Ltd. can be used.
  • the amount of the lactone component (C-1) is preferably 0.002 to 1%, more preferably 0.01 to 1.0%, still more preferably 0.01 to 0.3% of the total composition. is there. The greater the amount, the more the bitterness can be masked and the flavor can be stabilized. If it is 0.002% or more, a sufficient bitterness suppressing effect and flavor stability can be obtained. If it is 1% or less, it is possible to sufficiently prevent the taste of the product itself from developing strongly.
  • aldehyde having 8 to 12 carbon atoms include linear octanal, nonanal, decanal, undecanal, and dodecanal, and one of these may be used alone or in combination of two or more. Can be used. Of these, octanal and nonanal can be preferably used because they are particularly effective for suppressing bitterness during use. Further, the aldehyde of the component (C-2) is excellent in the effect particularly in terms of suppressing the bitterness during use. As these aldehydes, commercially available products such as those manufactured by Inoue Fragrance Co., Ltd. can be used.
  • the amount of the aldehyde component is preferably 0.00000001 to 0.003%, more preferably 0.0000003 to 0.003% of the total composition. As the blending amount increases, the bitterness can be masked and the flavor can be stabilized, and when it is 0.00000001% or more, a sufficient bitterness suppressing effect and flavor stability can be obtained. If it is 0.003% or less, it is possible to sufficiently prevent the strong taste of itself.
  • (C-1) / (C-2) indicating the blending ratio of the components (C-1) and (C-2) is 20 to 1,000,000 as a mass ratio, preferably 100 to 1,000. 2,000, more preferably 2,000 to 300,000.
  • the bitterness suppressing effect and flavor stability are more excellent. If it is less than 20, the bitterness suppressing effect and its sustainability cannot be satisfactorily exhibited. If it exceeds 1,000,000, the effect of suppressing bitterness will not be satisfactorily exhibited, and a better feeling of use will not be obtained.
  • (C) / (A) indicating the blending ratio of component (A) and component (C) (components (C-1) and (C-2)) is 0.002 as a mass ratio.
  • 0.03 to 10, particularly 0.03 to 4 is preferable.
  • the bitterness suppressing effect and flavor stability are more excellent. If less than 0.002, the bitterness suppressing effect and its sustainability may not be satisfactorily exhibited.
  • (C) / (B) indicating the blending ratio of the component (B) and the component (C) (the components (C-1) and (C-2)) is preferably 0.004 to 334 as a mass ratio. More preferably, it is 0.01 to 100, particularly 0.01 to 4. Within this range, the bitterness suppressing effect and flavor stability are more excellent.
  • (A) component is relatively large and 0.1% or more, particularly 0.3 to 1%
  • (B) component is 0.2% or more
  • (C-1) component Is preferably 0.01% or more and the component (C-2) is preferably 0.000001% or more.
  • the component (C-1) is preferably decalactone and / or undecalactone
  • the component (C-2) is preferably n-octanal or n-nonanal.
  • the oral composition of the present invention can be prepared in various dosage forms such as dentifrice, mouthwash, etc. in the form of liquid, liquid, paste, etc., but especially toothpaste, liquid toothpaste, liquid toothpaste, moisturized toothpaste, etc. Suitable as a dentifrice composition.
  • the components (C) ((C-1) and (C-2)) and the component (B) are first specified as a fragrance, and both components are mixed. After the preparation, it is preferable to add this to the component (A), and further to the mixture of optional addition components described later. In particular, the total amount of the components (C-1), (C-2) and (B) is very small.
  • component (A) If it is difficult to mix, it is preferable to dilute and adjust to an arbitrary concentration with a trace amount of ethanol, and then add this to the mixture of component (A) and further optional components described below.
  • other optional components according to the dosage form and the like can be appropriately blended within a range that does not hinder the effects of the present invention.
  • surfactants, abrasives, thickeners, binders, sweeteners, preservatives, colorants, active ingredients, fragrances, and the like can be blended, and these ingredients are mixed with water. be able to.
  • anionic surfactants other than ⁇ -olefin sulfonates, nonionic surfactants, and zwitterionic surfactants can be used.
  • anionic surfactant include alkyl sulfates such as sodium lauryl sulfate, sodium N-lauroyl sarcosinate, sodium lauryl sulfoacetate and the like. Particularly, alkyl sulfates such as sodium lauryl sulfate are solubilized. Can be preferably used.
  • nonionic surfactant examples include polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, lauric acid mono- or diethanolamide, sorbitan fatty acid ester and the like.
  • polyoxyethylene hydrogenated castor oil especially average addition mole number of ethylene oxide 10-30
  • polyoxyethylene alkyl ether especially average addition mole number of ethylene oxide 3-5, alkyl group carbon number 16-18
  • zwitterionic surfactants include N-alkyldiaminoethylglycine such as N-lauryldiaminoethylglycine and N-myristyldiaminoethylglycine, N-alkylN-carboxymethylammonium betaine, 2-alkyl-1-hydroxyethylimidazoline betaine Sodium etc. are mentioned.
  • These surfactants can be used alone or in combination of two or more, and the blending amount thereof is preferably 0.1 to 5%, particularly preferably 0.1 to 4% of the whole composition.
  • abrasives examples include silica-based abrasives such as anhydrous silicic acid, silica gel, aluminosilicate, zirconosilicate, anhydrous calcium phosphate and dihydrate, tertiary calcium phosphate, tetracalcium phosphate, and eighth calcium phosphate.
  • a silica-based abrasive is preferred.
  • the blending amount of the abrasive is preferably 2 to 50%, particularly 10 to 40% of the whole composition.
  • thickener examples include sorbitol, propylene glycol, polyethylene glycol having a molecular weight of 200 to 6,000, ethylene glycol, sugar alcohols such as reduced starch saccharified products, and polyhydric alcohols. The amount is usually 5 to 50% of the entire composition.
  • binder examples include xanthan gum, sodium polyacrylate, sodium alginate, propylene glycol alginate, sodium carboxymethylcellulose, hydroxyethylcellulose, carbopol, guar gum, gelatin, avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, polyvinylpyrrolidone and the like. Can be mentioned.
  • the compounding amount of the binder is preferably 0.1 to 5% of the entire composition.
  • Sweeteners include sodium saccharin, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, perilartine, etc., and preservatives include paraoxybenzoates such as butylparaben and ethylparaben, sodium benzoate, etc.
  • Examples of the colorant include Blue No. 1, Yellow No. 4, Green No. 3, and the like.
  • fluorides such as sodium fluoride, potassium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, water-soluble phosphate compounds such as potassium salt and sodium salt of orthophosphoric acid, Chelating phosphoric acid such as tranexamic acid, epsilon aminocaproic acid, dl-tocophenol acetate, ⁇ -bisabolol, dihydrocholesterol, chlorohexidine salts, azulene, glycyrrhetin, glycyrrhetinic acid, glycyrrhizic acid and salts thereof, copper chlorophyllin sodium, chlorophyll, glycerophosphate, etc.
  • copper compounds such as copper gluconate, aluminum lactate, strontium chloride, potassium nitrate, hydroxamic acid and its derivatives, sodium tripolyphosphate, methoxyethylene, epidihydrocholesterin, Of benzethonium, allantoin aluminum chlorohydrate, ascorbic acid, lysozyme chloride, isopropyl methyl phenol, cetylpyridinium chloride, trichlorocarbanilide, zinc citrate, cork tree bark extract, and the like.
  • the compounding quantity of these active ingredients can be made into an effective quantity in the range which does not prevent the effect of this invention.
  • fragrance other known fragrances can be added in addition to peppermint oil, the lactone of the component (C-1), and the aldehyde of the component (C-2).
  • anise oil eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, cardamom oil, coriander oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil, coconut oil, lavender oil , Rosemary oil, laurel oil, perilla oil, camomil oil, spearmint oil, Japanese-style light cargo oil, caraway oil, marjoram oil, celery oil, bay oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil , Patchouli oil, paracres oil, iris concrete, rose absolute, orange flower absolute, vanilla absolute, patchouli absolute, and other natural fragrances, and processing of these natural fragrances (front reservoir cut, rear reservoir cut, fractional distillation, liquid liquid Extraction, essence, powder
  • fragrance materials used in oral compositions such as blended fragrances.
  • the blending amount of these fragrance materials is not particularly limited, but 0.000001 to 1% is preferably used in the composition.
  • a flavoring fragrance using the above fragrance material it is preferable to use 0.1 to 2% in the composition.
  • the above fragrances can be used within the above ranges of the blending amounts of the components (B), (C-1), and (C-2).
  • the composition of the present invention may contain menthol.
  • the blending amount is preferably 0.1 to 0.8%, more preferably 0.3 to 0.7% of the entire composition.
  • the total amount of menthol including menthol in peppermint oil is within the above range. When it is 0.1% or more, a sufficient refreshing feeling is exhibited, and further, a refreshing feeling can be exhibited. It is suitable for preventing irritation
  • Oral compositions (dentifrice compositions) having the compositions shown in Tables 1 to 5 were prepared by a conventional method and evaluated by the following methods.
  • the component (C) (components (C-1) and (C-2)) and the component (B) are specified as the fragrance and prepared by mixing both components. It added to the mixture of the component and also the optional addition component mentioned later. The results are shown in the table.
  • the average score of 10 people was calculated and determined from the average score according to the following evaluation criteria.
  • Score standard for flavor stability 5 No change in fragrance and flavor. 4: A slight change in fragrance and flavor is felt. 3: I feel a change in fragrance and flavor. 2: A considerable change in fragrance and flavor is felt, and a deteriorated odor and a base odor are slightly felt. 1: Strong change in fragrance and flavor is felt, and a deterioration odor and base odor are felt.
  • Evaluation criteria for flavor stability ⁇ : Average score is 3.5 or more and 5.0 or less ⁇ : Average score is 3.0 or more and less than 3.5 ⁇ : Average score is 2.0 or more and 3.0 Less than ⁇ : Average score is less than 2.0
  • ⁇ -nonalactone, ⁇ -decalactone manufactured by Takasago International Corporation (C-2) n-octanal, n-nonanal, decanal, undecanal, dodecanal; manufactured by Inoue Fragrance Co., Ltd.

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  • Life Sciences & Earth Sciences (AREA)
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Abstract

Provided is an oral composition comprising (A) an α-olefin sulfonic acid salt, (B) peppermint oil and (C) components (C-1) and (C-2) shown below, wherein the (C-1)/(C-2) content ratio is 20 to 1,000,000 by mass: (C-1) at least one component selected from lactones each having 6 to 12 carbon atoms; and (C-2) at least one component selected from aldehydes each having 8 to 12 carbon atoms. The oral composition is sustainably reduced in bitterness coming from the α-olefin sulfonic acid salt and has excellent and long-lasting flavor stability.

Description

口腔用組成物Oral composition
 本発明は、α-オレフィンスルホン酸塩による苦味が持続的に抑えられ、経時での香味安定性が優れる口腔用組成物に関する。 The present invention relates to a composition for oral cavity in which the bitterness due to α-olefin sulfonate is continuously suppressed and the flavor stability over time is excellent.
 一般的に、う蝕バイオフィルムは、細菌同士の凝集体であることが知られている。そのため、う蝕バイオフィルムを除去するためには、細菌同士の凝集体を分散させることが重要である。 Generally, it is known that a carious biofilm is an aggregate of bacteria. Therefore, in order to remove the caries biofilm, it is important to disperse the aggregates of bacteria.
 これまでに出願人は、口腔バイオフィルムの分散、除去に有効な成分として、テトラデセンスルホン酸ナトリウム等のα-オレフィンスルホン酸塩に着目し、これを含む口腔用組成物を提案してきた。特許文献1(特開2013-151474号公報)には、α-オレフィンスルホン酸塩とアシルアミノ酸塩及び/又はアルギニンとを含有する口腔用組成物、特許文献2(特開2015-20970号公報)には、α-オレフィンスルホン酸塩とアシルアミノ酸塩及び/又はアルギニンとを含有する口腔用組成物、特許文献3(国際公開第2015/008823号)には、α-オレフィンスルホン酸塩と縮合リン酸塩及び/又は両性界面活性剤とを含有する口腔用組成物が提案されている。これらは口腔バイオフィルム除去効果が優れ、使用時の苦味が低減されている。 The applicant has so far focused on α-olefin sulfonates such as sodium tetradecenesulfonate as an effective component for dispersing and removing oral biofilms, and has proposed oral compositions containing the same. Patent Document 1 (Japanese Patent Laid-Open No. 2013-151474) discloses an oral composition containing an α-olefin sulfonate, an acylamino acid salt and / or arginine, and Patent Document 2 (Japanese Patent Laid-Open No. 2015-20970). Includes an oral composition containing an α-olefin sulfonate and an acylamino acid salt and / or arginine; Patent Document 3 (International Publication No. 2015/008823) includes an α-olefin sulfonate and condensed phosphorus. Oral compositions containing acid salts and / or amphoteric surfactants have been proposed. These have an excellent oral biofilm removal effect and have reduced bitterness during use.
特開2013-151474号公報JP 2013-151474 A 特開2015-20970号公報Japanese Patent Laying-Open No. 2015-20970 国際公開第2015/008823号International Publication No. 2015/008823
 しかしながら、α-オレフィンスルホン酸塩を配合した口腔用組成物の苦味抑制に関しては未だ改善の余地があり、経時における香味安定性も必ずしも十分とは言えなかった。 However, there is still room for improvement regarding the bitterness control of the oral composition containing the α-olefin sulfonate, and the flavor stability over time has not always been sufficient.
 本発明は上記事情に鑑みなされたもので、α-オレフィンスルホン酸塩による苦味が持続的に抑えられ、かつ経時における香味安定性が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 an object thereof is to provide a composition for oral cavity in which the bitterness due to α-olefin sulfonate is continuously suppressed and the flavor stability over time is excellent.
 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、α-オレフィンスルホン酸塩にペパーミント油と特定香料とを組み合わせることで、上記課題に対して顕著な効果を発現できることを見出した。即ち、(A)α-オレフィンスルホン酸塩を配合した口腔用組成物に、(B)ペパーミント油と、(C)(C-1)炭素数6~12のラクトン及び(C-2)炭素数8~12のアルデヒドとを配合し、(C-1)/(C-2)が質量比として20~1,000,000であることによって、α-オレフィンスルホン酸塩による苦味が使用後も持続的に抑制され、かつ経時における製剤の香味劣化が防止されて優れた香味安定性を与えることを知見し、本発明をなすに至った。 As a result of intensive studies to achieve the above-mentioned object, the present inventors have found that a remarkable effect can be exhibited with respect to the above-mentioned problems by combining an α-olefin sulfonate with peppermint oil and a specific fragrance. It was. That is, (A) an oral composition containing α-olefin sulfonate, (B) peppermint oil, (C) (C-1) a lactone having 6 to 12 carbon atoms and (C-2) carbon number 8-12 aldehydes are blended, and (C-1) / (C-2) has a mass ratio of 20-1,000,000, so that the bitterness due to α-olefin sulfonate persists even after use. It has been found that the present invention has been suppressed and deterioration of the flavor of the preparation over time has been prevented to give excellent flavor stability, and the present invention has been made.
 本発明では、(B)成分と(C)成分((C-1)及び(C-2)成分)との香料の組み合わせが、(A)成分に特異的に作用し、(A)成分の苦味をマスキングして持続的に抑制し、また、(A)成分によって製剤の香味が経時で劣化して劣化臭や基剤臭が発生するのを防止し、調製時の香味を変化することなく長期間に亘って安定的に維持できる。この場合、後述する比較例の結果からもわかるように、(A)成分にラクトン系及びアルデヒド系の香料を併用すると、経時で香味が変化して劣化臭や基材臭が強く感じられるが、(C-1)及び(C-2)成分を適切割合で併用して(B)成分と組み合わせると、意外にも、上記のような香味変化を生じさせることなく香味を安定に保って(A)成分による苦味を持続的に抑制できる。
 これにより、本発明によれば、後述する実施例に示すように、口腔内で使用時のみならず使用後、具体的には歯磨き後に吐き出すなどして数分間経過後も苦味が抑制され、また、調製した製剤を50℃で3ヶ月間保存しても香りや香味が変化したり、劣化臭や基材臭が感じられることもない優れた香味安定性を奏する。
 本発明においては、一般的な口腔用香料の単なる添加だけでは達成し得ない飛躍的に向上した香味安定性を付与し、上記格別顕著な作用効果を与える。更に、本発明の口腔用組成物は、α-オレフィンスルホン酸塩による口腔バイオフィルム除去作用の効果的な発現も可能となり、口腔バイオフィルム抑制用として好適である。
In the present invention, the combination of the fragrances of the component (B) and the component (C) (the components (C-1) and (C-2)) acts specifically on the component (A), and the component (A) Masks the bitter taste continuously and prevents the flavor of the preparation from deteriorating over time due to the component (A) without causing deterioration odor or base odor, without changing the flavor at the time of preparation. It can be stably maintained over a long period of time. In this case, as can be seen from the results of Comparative Examples described later, when the lactone and aldehyde fragrances are used in combination with the component (A), the flavor changes over time, and the deterioration odor and substrate odor are strongly felt. Surprisingly, when the components (C-1) and (C-2) are combined in an appropriate ratio and combined with the component (B), the flavor is kept stable without causing the above-described flavor change (A ) The bitterness due to the ingredients can be continuously suppressed.
Thereby, according to the present invention, as shown in the examples described later, the bitterness is suppressed not only after use in the oral cavity but also after use, specifically after being brushed, and after several minutes have passed, Even if the prepared preparation is stored at 50 ° C. for 3 months, the fragrance and flavor are not changed, and excellent flavor stability is exhibited in which neither a deteriorated odor nor a substrate odor is felt.
In the present invention, the flavor stability that has been dramatically improved, which cannot be achieved simply by the addition of a general fragrance for oral cavity, is imparted, and the above-mentioned remarkable effects are provided. Furthermore, the composition for oral cavity of the present invention can effectively exhibit the action of removing the oral biofilm by the α-olefin sulfonate, and is suitable for the suppression of oral biofilm.
 従って、本発明は、下記の口腔用組成物を提供する。
〔1〕
 (A)α-オレフィンスルホン酸塩と、
(B)ペパーミント油と、
(C)下記の(C-1)及び(C-2)成分
 (C-1)炭素数6~12のラクトンから選ばれる1種又は2種以上
 (C-2)炭素数8~12のアルデヒドから選ばれる1種又は2種以上
とを含有し、(C-1)/(C-2)が質量比として20~1,000,000であることを特徴とする口腔用組成物。
〔2〕
 (A)成分が、炭素数14~16のα-オレフィンスルホン酸ナトリウムである〔1〕記載の口腔用組成物。
〔3〕
 (C-1)成分が、γ-ヘキサラクトン、γ-ヘプタラクトン、γ-オクタラクトン、γ-ノナラクトン、γ-デカラクトン、γ-ウンデカラクトン及びγ-ドデカラクトンから選ばれる1種又は2種以上のγ-ラクトンであり、(C-2)成分が、直鎖状のオクタナール、ノナナール、デカナール、ウンデカナール及びドデカナールから選ばれる1種又は2種以上である〔1〕又は〔2〕記載の口腔用組成物。
〔4〕
 (C-1)成分を0.002~1質量%、(C-2)成分を0.00000001~0.003質量%含有する〔1〕~〔3〕のいずれかに記載の口腔用組成物。
〔5〕
 (A)成分を0.1~1質量%、(B)成分を0.0001~1質量%含有する〔1〕~〔4〕のいずれかに記載の口腔用組成物。
〔6〕
 更に、(C)/(A)が質量比として0.002~10である〔1〕~〔5〕のいずれかに記載の口腔用組成物。
〔7〕
 更に、(C)/(B)が質量比として0.004~334である〔1〕~〔6〕のいずれかに記載の口腔用組成物。
〔8〕
 歯磨剤である〔1〕~〔7〕のいずれかに記載の口腔用組成物。
Accordingly, the present invention provides the following oral composition.
[1]
(A) an α-olefin sulfonate;
(B) peppermint oil;
(C) the following components (C-1) and (C-2): (C-1) one or more selected from lactones having 6 to 12 carbon atoms (C-2) aldehydes having 8 to 12 carbon atoms A composition for oral cavity comprising one or more selected from the group consisting of (C-1) / (C-2) in a mass ratio of 20 to 1,000,000.
[2]
The composition for oral cavity according to [1], wherein the component (A) is sodium α-olefin sulfonate having 14 to 16 carbon atoms.
[3]
The component (C-1) is one or more selected from γ-hexalactone, γ-heptalactone, γ-octalactone, γ-nonalactone, γ-decalactone, γ-undecalactone and γ-dodecalactone. The oral cavity according to [1] or [2], wherein the component (C-2) is one or more selected from linear octanal, nonanal, decanal, undecanal and dodecanal Composition.
[4]
The composition for oral cavity according to any one of [1] to [3], containing 0.002 to 1% by mass of component (C-1) and 0.00000001 to 0.003% by mass of component (C-2) .
[5]
The composition for oral cavity according to any one of [1] to [4], containing 0.1 to 1% by mass of component (A) and 0.0001 to 1% by mass of component (B).
[6]
The oral composition according to any one of [1] to [5], wherein (C) / (A) is 0.002 to 10 as a mass ratio.
[7]
The oral composition according to any one of [1] to [6], wherein (C) / (B) is 0.004 to 334 as a mass ratio.
[8]
The oral composition according to any one of [1] to [7], which is a dentifrice.
 本発明によれば、α-オレフィンスルホン酸塩による苦味が持続的に抑えられ、かつ経時における製剤の香味劣化を防止して香味安定性が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は、口腔バイオフィルム抑制用として好適に使用できる。 According to the present invention, it is possible to provide a composition for oral cavity in which the bitterness due to the α-olefin sulfonate is continuously suppressed, and the flavor deterioration of the preparation over time is prevented and the flavor stability is excellent. The composition for oral cavity of the present invention can be suitably used for oral biofilm suppression.
 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、(A)α-オレフィンスルホン酸塩、(B)ペパーミント油、(C)(C-1)炭素数6~12のラクトン及び(C-2)炭素数8~12のアルデヒドを含有する。 Hereinafter, the present invention will be described in further detail. The composition for oral cavity of the present invention comprises (A) α-olefin sulfonate, (B) peppermint oil, (C) (C-1) a lactone having 6 to 12 carbon atoms and (C-2) having 8 to 8 carbon atoms. Contains 12 aldehydes.
 (A)α-オレフィンスルホン酸塩としては、炭素数が14~16のα-オレフィンスルホン酸のナトリウム塩、カリウム塩等のアルカリ金属塩を用いることができ、好ましくは炭素数14のα-オレフィンスルホン酸塩、特にナトリウム塩(一般名;テトラデセンスルホン酸ナトリウム)である。これらは口腔用製剤に使用可能な市販品を入手することができ、例えばライオン・スペシャリティ・ケミカルズ(株)製の商品名「KリポランPJ-400CJ」を使用し得る。 (A) As the α-olefin sulfonate, alkali metal salts such as sodium salt and potassium salt of α-olefin sulfonic acid having 14 to 16 carbon atoms can be used, and preferably α-olefin having 14 carbon atoms. Sulfonates, especially sodium salts (generic name; sodium tetradecene sulfonate). Commercially available products that can be used for oral preparations can be obtained. For example, “K Liporan PJ-400CJ” manufactured by Lion Specialty Chemicals Co., Ltd. can be used.
 (A)成分のα-オレフィンスルホン酸塩の配合量は、組成物全体の0.1~1%(質量%、以下同様。)が好ましく、より好ましくは0.2~0.4%である。配合量が多いほど口腔バイオフィルム除去効果は高まるが、多く配合し過ぎると苦味が強く発現する場合があり、1%以下であると、苦味を十分にマスキングでき、また、香味を十分に安定化できる。 The blending amount of the component (A) α-olefin sulfonate is preferably 0.1 to 1% (mass%, the same applies hereinafter) of the whole composition, more preferably 0.2 to 0.4%. . The amount of oral biofilm removal increases as the amount added increases, but if too much is added, bitterness may be strongly expressed. If it is 1% or less, bitterness can be masked sufficiently and the flavor is sufficiently stabilized. it can.
 (B)ペパーミント油は、例えば高砂香料工業(株)製の精油などの市販品を使用できる。
 ペパーミント油の配合量は、組成物全体の0.0001~1%が好ましく、より好ましくは0.003~0.7%である。配合量が多いほど苦味をマスキングし、香味を安定化することができ、0.0001%以上であると、十分に苦味が抑制され、香味安定性が優れる。更に、満足な清涼感を付与することもできる。1%以下であると、刺激が強くなるのを十分に防止できる。
(B) Peppermint oil can use commercial items, such as an essential oil by Takasago Fragrance Industrial Co., Ltd., for example.
The amount of peppermint oil is preferably 0.0001 to 1%, more preferably 0.003 to 0.7% of the entire composition. As the blending amount increases, the bitterness can be masked and the flavor can be stabilized. When the content is 0.0001% or more, the bitterness is sufficiently suppressed and the flavor stability is excellent. Furthermore, a satisfactory refreshing feeling can be imparted. When it is 1% or less, it is possible to sufficiently prevent the stimulation from becoming strong.
 (C)成分は、(C-1)炭素数6~12のラクトン及び(C-2)炭素数8~12のアルデヒドである。本発明では、(C-1)及び(C-2)成分を併用することが重要であり、(C-1)成分を欠く場合は苦味を持続的に抑制できず、(C-2)成分を欠く場合は使用時の苦味を抑制できない。また、(C-1)又は(C-2)成分を欠くと、(B)成分を含んでいても製剤の香味安定性が劣り、本発明の目的は達成されない。 The component (C) is (C-1) a lactone having 6 to 12 carbon atoms and (C-2) an aldehyde having 8 to 12 carbon atoms. In the present invention, it is important to use the components (C-1) and (C-2) together. When the component (C-1) is lacking, the bitterness cannot be continuously suppressed, and the component (C-2) When lacking, the bitterness at the time of use cannot be suppressed. Further, if the component (C-1) or (C-2) is absent, the flavor stability of the preparation is inferior even if the component (B) is contained, and the object of the present invention is not achieved.
 (C-1)炭素数6~12のラクトンとしては、具体的にヘキサラクトン、ヘプタラクトン、オクタラクトン、ノナラクトン、デカラクトン、ウンデカラクトン、ドデカラクトンが挙げられ、これらの1種を単独で又は2種以上を組み合わせて用いることができる。特に、オクタラクトン、ノナラクトン、デカラクトン、ウンデカラクトンが、苦味抑制の持続性に特に効果的である点で、好適に使用でき、いずれもγ体であることが特に好ましい。
 これらラクトンは、曽田香料(株)製、高砂香料工業(株)製などの市販品を使用し得る。
(C-1) Specific examples of the lactone having 6 to 12 carbon atoms include hexalactone, heptalactone, octalactone, nonalactone, decalactone, undecalactone, and dodecalactone. One of these may be used alone or 2 A combination of more than one species can be used. In particular, octalactone, nonalactone, decalactone, and undecalactone can be suitably used from the viewpoint of being particularly effective in sustaining bitterness suppression, and all of them are particularly preferably γ-form.
As these lactones, commercially available products such as those manufactured by Iwata Fragrance Co., Ltd. and Takasago Fragrance Industry Co., Ltd. can be used.
 (C-1)成分のラクトンの配合量は、組成物全体の0.002~1%が好ましく、0.01~1.0%がより好ましく、更に好ましくは0.01~0.3%である。配合量が多いほど苦味をマスキングし、香味を安定化でき、0.002%以上であると、十分な苦味抑制効果及び香味安定性が得られる。1%以下であると、そのもの自体の味が強く発現するのを十分に防止できる。 The amount of the lactone component (C-1) is preferably 0.002 to 1%, more preferably 0.01 to 1.0%, still more preferably 0.01 to 0.3% of the total composition. is there. The greater the amount, the more the bitterness can be masked and the flavor can be stabilized. If it is 0.002% or more, a sufficient bitterness suppressing effect and flavor stability can be obtained. If it is 1% or less, it is possible to sufficiently prevent the taste of the product itself from developing strongly.
 (C-2)炭素数8~12のアルデヒドとしては、具体的に、直鎖状のオクタナール、ノナナール、デカナール、ウンデカナール、ドデカナールが挙げられ、これらの1種を単独で又は2種以上を組み合わせて用いることができる。中でもオクタナール、ノナナールが、使用中の苦味抑制に特に効果的である点で、好適に使用できる。また、(C-2)成分のアルデヒドは、特に使用中の苦味抑制の点で、効果に優れる。
 これらアルデヒドは、(株)井上香料製造所製などの市販品を使用し得る。
(C-2) Specific examples of the aldehyde having 8 to 12 carbon atoms include linear octanal, nonanal, decanal, undecanal, and dodecanal, and one of these may be used alone or in combination of two or more. Can be used. Of these, octanal and nonanal can be preferably used because they are particularly effective for suppressing bitterness during use. Further, the aldehyde of the component (C-2) is excellent in the effect particularly in terms of suppressing the bitterness during use.
As these aldehydes, commercially available products such as those manufactured by Inoue Fragrance Co., Ltd. can be used.
 (C-2)成分のアルデヒドの配合量は、組成物全体の0.00000001~0.003%が好ましく、0.0000003~0.003%がより好ましい。配合量が多いほど苦味をマスキングし、香味を安定化でき、0.00000001%以上であると、十分な苦味抑制効果及び香味安定性が得られる。0.003%以下であると、そのもの自体の味が強く発現するのを十分に防止できる。 (C-2) The amount of the aldehyde component is preferably 0.00000001 to 0.003%, more preferably 0.0000003 to 0.003% of the total composition. As the blending amount increases, the bitterness can be masked and the flavor can be stabilized, and when it is 0.00000001% or more, a sufficient bitterness suppressing effect and flavor stability can be obtained. If it is 0.003% or less, it is possible to sufficiently prevent the strong taste of itself.
 (C-1)、(C-2)成分の配合割合を示す(C-1)/(C-2)は、質量比として20~1,000,000であり、好ましくは100~1,000,000、より好ましくは2,000~300,000である。上記範囲内であると、苦味抑制効果及び香味安定性がより優れる。20に満たないと苦味の抑制効果とその持続性が満足に発揮されない。1,000,000を超えると、苦味の抑制効果が満足に発揮されず、更に良好な使用感を得られない。 (C-1) / (C-2) indicating the blending ratio of the components (C-1) and (C-2) is 20 to 1,000,000 as a mass ratio, preferably 100 to 1,000. 2,000, more preferably 2,000 to 300,000. Within the above range, the bitterness suppressing effect and flavor stability are more excellent. If it is less than 20, the bitterness suppressing effect and its sustainability cannot be satisfactorily exhibited. If it exceeds 1,000,000, the effect of suppressing bitterness will not be satisfactorily exhibited, and a better feeling of use will not be obtained.
 更に、本発明では、(A)成分と(C)成分((C-1)及び(C-2)成分)との配合割合を示す(C)/(A)は、質量比として0.002以上、特に0.03~10、とりわけ0.03~4であることが好ましい。上記範囲内であると、苦味抑制効果及び香味安定性がより優れる。0.002に満たないと苦味の抑制効果とその持続性が満足に発揮されない場合がある。 Furthermore, in the present invention, (C) / (A) indicating the blending ratio of component (A) and component (C) (components (C-1) and (C-2)) is 0.002 as a mass ratio. In particular, 0.03 to 10, particularly 0.03 to 4 is preferable. Within the above range, the bitterness suppressing effect and flavor stability are more excellent. If less than 0.002, the bitterness suppressing effect and its sustainability may not be satisfactorily exhibited.
 また、(B)成分と(C)成分((C-1)及び(C-2)成分)との配合割合を示す(C)/(B)は、質量比として0.004~334が好ましく、より好ましくは0.01~100、特に0.01~4である。この範囲内であると、苦味抑制効果及び香味安定性がより優れる。 In addition, (C) / (B) indicating the blending ratio of the component (B) and the component (C) (the components (C-1) and (C-2)) is preferably 0.004 to 334 as a mass ratio. More preferably, it is 0.01 to 100, particularly 0.01 to 4. Within this range, the bitterness suppressing effect and flavor stability are more excellent.
 なお、本発明においては、(A)成分を比較的多く0.1%以上、特に0.3~1%配合する場合は、(B)成分を0.2%以上、(C-1)成分を0.01%以上、(C-2)成分を0.000001%以上配合することが好ましい。更にこの場合、(C-1)成分はデカラクトン及び/又はウンデカラクトン、(C-2)成分はn-オクタナール、n-ノナナールが好ましい。 In the present invention, when (A) component is relatively large and 0.1% or more, particularly 0.3 to 1%, (B) component is 0.2% or more, and (C-1) component Is preferably 0.01% or more and the component (C-2) is preferably 0.000001% or more. In this case, the component (C-1) is preferably decalactone and / or undecalactone, and the component (C-2) is preferably n-octanal or n-nonanal.
 本発明の口腔用組成物は、液体、液状、ペースト状等の形態で歯磨剤、洗口剤などの各種剤型に調製できるが、特に練歯磨、液体歯磨、液状歯磨、潤製歯磨等の歯磨剤組成物として好適である。
 なお、調製は常法を採用し得るが、先に香料として(C)成分((C-1)、(C-2)成分)、(B)成分の配合量を特定して両成分を混合して調製後、これを(A)成分、更には後述の任意添加成分の混合物に添加することが好ましく、特に、(C-1)、(C-2)、(B)成分の合計が微量にて混合困難な場合は、微量のエタノールにて任意の濃度に希釈、調整後、これを(A)成分、更には後述の任意添加成分の混合物に添加することが好ましい。
 また、この場合、上記成分に加えて、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。練歯磨剤では、例えば界面活性剤、研磨剤、粘稠剤、粘結剤、甘味剤、防腐剤、着色剤、有効成分、香料等を配合でき、これら成分と水とを混合して製造することができる。
The oral composition of the present invention can be prepared in various dosage forms such as dentifrice, mouthwash, etc. in the form of liquid, liquid, paste, etc., but especially toothpaste, liquid toothpaste, liquid toothpaste, moisturized toothpaste, etc. Suitable as a dentifrice composition.
In addition, although the usual method can be adopted, the components (C) ((C-1) and (C-2)) and the component (B) are first specified as a fragrance, and both components are mixed. After the preparation, it is preferable to add this to the component (A), and further to the mixture of optional addition components described later. In particular, the total amount of the components (C-1), (C-2) and (B) is very small. If it is difficult to mix, it is preferable to dilute and adjust to an arbitrary concentration with a trace amount of ethanol, and then add this to the mixture of component (A) and further optional components described below.
In this case, in addition to the above-mentioned components, other optional components according to the dosage form and the like can be appropriately blended within a range that does not hinder the effects of the present invention. For toothpastes, for example, surfactants, abrasives, thickeners, binders, sweeteners, preservatives, colorants, active ingredients, fragrances, and the like can be blended, and these ingredients are mixed with water. be able to.
 界面活性剤としては、α-オレフィンスルホン酸塩以外の陰イオン性界面活性剤、ノニオン性界面活性剤、両性イオン界面活性剤を使用できる。
 陰イオン性界面活性剤としては、例えばラウリル硫酸ナトリウム等のアルキル硫酸塩、N-ラウロイルサルコシン酸ナトリウム、ラウリルスルホ酢酸ナトリウム等が挙げられ、特にラウリル硫酸ナトリウム等のアルキル硫酸塩が、可溶化の点から好適に使用し得る。
 ノニオン性界面活性剤としては、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などが挙げられる。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平均付加モル数10~30)やポリオキシエチレンアルキルエーテル(とりわけ酸化エチレンの平均付加モル数3~5、アルキル基の炭素数16~18)が、可溶化の点から好適に使用できる。
 両性イオン界面活性剤としては、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などが挙げられる。
 これら界面活性剤は1種又は2種以上使用でき、そ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, anionic surfactants other than α-olefin sulfonates, nonionic surfactants, and zwitterionic surfactants can be used.
Examples of the anionic surfactant include alkyl sulfates such as sodium lauryl sulfate, sodium N-lauroyl sarcosinate, sodium lauryl sulfoacetate and the like. Particularly, alkyl sulfates such as sodium lauryl sulfate are solubilized. Can be preferably used.
Examples of the nonionic surfactant include polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, lauric acid mono- or diethanolamide, sorbitan fatty acid ester and the like. In particular, polyoxyethylene hydrogenated castor oil (especially average addition mole number of ethylene oxide 10-30) and polyoxyethylene alkyl ether (especially average addition mole number of ethylene oxide 3-5, alkyl group carbon number 16-18) From the viewpoint of solubilization, it can be preferably used.
Examples of zwitterionic surfactants include N-alkyldiaminoethylglycine such as N-lauryldiaminoethylglycine and N-myristyldiaminoethylglycine, N-alkylN-carboxymethylammonium betaine, 2-alkyl-1-hydroxyethylimidazoline betaine Sodium etc. are mentioned.
These surfactants can be used alone or in combination of two or more, and the blending amount thereof is preferably 0.1 to 5%, particularly preferably 0.1 to 4% of the whole composition.
 研磨剤としては、無水ケイ酸、シリカゲル、アルミノシリケート、ジルコノシリケート等のシリカ系研磨剤、第2リン酸カルシウムの無水和物や2水和物、第3リン酸カルシウム、第4リン酸カルシウム、第8リン酸カルシウム等のリン酸カルシウム系研磨剤、炭酸カルシウム、ピロリン酸カルシウム、水酸化アルミニウム、アルミナ、二酸化チタン、結晶性ジルコニウムシリケート、ポリメチルメタアクリレート、不溶性メタリン酸カルシウム、炭酸マグネシウム、第3リン酸マグネシウム、ゼオライト、ハイドロキシアパタイト、フルオロアパタイト、合成樹脂系研磨剤等が挙げられる。中でも、シリカ系研磨剤が好適である。研磨剤の配合量は、組成物全体の2~50%、特に10~40%が好ましい。 Examples of abrasives include silica-based abrasives such as anhydrous silicic acid, silica gel, aluminosilicate, zirconosilicate, anhydrous calcium phosphate and dihydrate, tertiary calcium phosphate, tetracalcium phosphate, and eighth calcium phosphate. Calcium phosphate abrasive, calcium carbonate, calcium pyrophosphate, aluminum hydroxide, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate, insoluble calcium metaphosphate, magnesium carbonate, tribasic magnesium phosphate, zeolite, hydroxyapatite, fluoroapatite And synthetic resin abrasives. Of these, a silica-based abrasive is preferred. The blending amount of the abrasive is preferably 2 to 50%, particularly 10 to 40% of the whole composition.
 粘稠剤としては、ソルビット、プロピレングリコール、分子量200~6,000のポリエチレングリコール、エチレングリコール、還元でんぷん糖化物等の糖アルコール、多価アルコールが挙げられる。配合量は、通常、組成物全体の5~50%である。 Examples of the thickener include sorbitol, propylene glycol, polyethylene glycol having a molecular weight of 200 to 6,000, ethylene glycol, sugar alcohols such as reduced starch saccharified products, and polyhydric alcohols. The amount is usually 5 to 50% of the entire composition.
 粘結剤としては、キサンタンガム、ポリアクリル酸ナトリウム、アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル、カルボキシメチルセルロースナトリウム、ヒドロキシエチルセルロース、カルボポール、グアガム、ゼラチン、アビセル、モンモリロナイト、カオリン、ベントナイト、ポリビニルアルコール、ポリビニルピロリドン等が挙げられる。粘結剤の配合量は、組成物全体の0.1~5%が好ましい。 Examples of the binder include xanthan gum, sodium polyacrylate, sodium alginate, propylene glycol alginate, sodium carboxymethylcellulose, hydroxyethylcellulose, carbopol, guar gum, gelatin, avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, polyvinylpyrrolidone and the like. Can be mentioned. The compounding amount of the binder is preferably 0.1 to 5% of the entire composition.
 甘味剤としては、サッカリンナトリウム、アスパルテーム、ステビオサイド、ステビアエキス、パラメトキシシンナミックアルデヒド、ネオヘスペリジルジヒドロカルコン、ペリラルチン等、防腐剤としては、ブチルパラベン、エチルパラベン等のパラオキシ安息香酸エステル、安息香酸ナトリウム等、着色剤としては、青色1号、黄色4号、緑色3号等が挙げられる。 Sweeteners include sodium saccharin, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, perilartine, etc., and preservatives include paraoxybenzoates such as butylparaben and ethylparaben, sodium benzoate, etc. Examples of the colorant include Blue No. 1, Yellow No. 4, Green No. 3, and the like.
 有効成分としては、フッ化ナトリウム、フッ化カリウム、フッ化第1錫、フッ化ストロンチウム、モノフルオロリン酸ナトリウム等のフッ化物、正リン酸のカリウム塩、ナトリウム塩等の水溶性リン酸化合物、トラネキサム酸、イプシロンアミノカプロン酸、酢酸dl-トコフェノール、α-ビサボロール、ジヒドロコレステロール、クロロヘキシジン塩類、アズレン、グリチルレチン、グリチルレチン酸、グリチルリチン酸及びその塩類、銅クロロフィリンナトリウム、クロロフィル、グリセロホスフェート等のキレート性リン酸化合物、グルコン酸銅等の銅化合物、乳酸アルミニウム、塩化ストロンチウム、硝酸カリウム、ヒドロキサム酸及びその誘導体、トリポリリン酸ナトリウム、メトキシエチレン、エピジヒドロコレステリン、塩化ベンゼトニウム、アラントインクロルヒドロキシアルミニウム、アスコルビン酸、塩化リゾチーム、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、トリクロロカルバニリド、クエン酸亜鉛、オウバクエキス等が挙げられる。なお、これら有効成分の配合量は、本発明の効果を妨げない範囲で有効量とすることができる。 As active ingredients, fluorides such as sodium fluoride, potassium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, water-soluble phosphate compounds such as potassium salt and sodium salt of orthophosphoric acid, Chelating phosphoric acid such as tranexamic acid, epsilon aminocaproic acid, dl-tocophenol acetate, α-bisabolol, dihydrocholesterol, chlorohexidine salts, azulene, glycyrrhetin, glycyrrhetinic acid, glycyrrhizic acid and salts thereof, copper chlorophyllin sodium, chlorophyll, glycerophosphate, etc. Compounds, copper compounds such as copper gluconate, aluminum lactate, strontium chloride, potassium nitrate, hydroxamic acid and its derivatives, sodium tripolyphosphate, methoxyethylene, epidihydrocholesterin, Of benzethonium, allantoin aluminum chlorohydrate, ascorbic acid, lysozyme chloride, isopropyl methyl phenol, cetylpyridinium chloride, trichlorocarbanilide, zinc citrate, cork tree bark extract, and the like. In addition, the compounding quantity of these active ingredients can be made into an effective quantity in the range which does not prevent the effect of this invention.
 香料としては、ペパーミント油、(C-1)成分のラクトン、(C-2)成分のアルデヒドに加えて、その他の公知の香料を添加できる。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、スペアミント油、和種薄荷油、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、パチュリアブソリュート等の天然香料及び、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、及び、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、カルボン、メントン、プレゴン、フェンコン、シネオール、ヘキサナール、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、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、グレープフルーツフレーバー、バターフレーバー、ミルクフレーバー等の調合香料等、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としては、組成物中に0.1~2%使用するのが好ましい。
 なお、上記香料は、(B)、(C-1)、(C-2)成分の配合量がそれぞれ上記範囲内において使用できる。
As the fragrance, other known fragrances can be added in addition to peppermint oil, the lactone of the component (C-1), and the aldehyde of the component (C-2). For example, anise oil, eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, cardamom oil, coriander oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil, coconut oil, lavender oil , Rosemary oil, laurel oil, perilla oil, camomil oil, spearmint oil, Japanese-style light cargo oil, caraway oil, marjoram oil, celery oil, bay oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil , Patchouli oil, paracres oil, iris concrete, rose absolute, orange flower absolute, vanilla absolute, patchouli absolute, and other natural fragrances, and processing of these natural fragrances (front reservoir cut, rear reservoir cut, fractional distillation, liquid liquid Extraction, essence, powder fragrance, etc.) And limonene, pinene, butanol, isoamyl alcohol, hexenol, linalool, anethole, thymol, eugenol, carvone, menthone, pregon, foncon, cineol, hexanal, anisaldehyde, cinnamic aldehyde, ethyl acetate, ethyl butyrate, allyl Cyclohexane propionate, linalyl acetate, menthyl acetate, carbyl acetate, phenoxyethyl isobutyrate, methyl epijasmonate, methyl salicylate, ethyl salicylate, methyl anthranilate, ethyl methyl phenylglycidate, ethyl lactate, vanillin, maltol , Ambretlide, dimethyl sulfide, trimethylpyrazine, ethylthioacetate, vanillyl butyl ether Single flavors such as piperine, capsaicin, gingerol, spirantol, strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, ume flavor, orange flavor, lemon flavor, grapefruit flavor, butter flavor, milk flavor, etc. It is possible to use a combination of known fragrance materials used in oral compositions such as blended fragrances.
The blending amount of these fragrance materials is not particularly limited, but 0.000001 to 1% is preferably used in the composition. Further, as a flavoring fragrance using the above fragrance material, it is preferable to use 0.1 to 2% in the composition.
The above fragrances can be used within the above ranges of the blending amounts of the components (B), (C-1), and (C-2).
 本発明組成物は、メントールを含有していてもよい。メントールを配合する場合、その配合量は、組成物全体の0.1~0.8%が好ましく、0.3~0.7%がより好ましい。(B)ペパーミント油中のメントールを含めたメントールの総量が上記範囲内であることが、特に好ましい。0.1%以上であると十分なさっぱり感が発現し、更には清涼感を発現させることもできる。0.8%以下であることが、刺激が強くなるのを防止するには好適である。 The composition of the present invention may contain menthol. When menthol is blended, the blending amount is preferably 0.1 to 0.8%, more preferably 0.3 to 0.7% of the entire composition. (B) It is particularly preferable that the total amount of menthol including menthol in peppermint oil is within the above range. When it is 0.1% or more, a sufficient refreshing feeling is exhibited, and further, a refreshing feeling can be exhibited. It is suitable for preventing irritation | stimulation that it is 0.8% or less.
 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, although an Example and a comparative example are shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example. In the following examples, “%” means “% by mass” unless otherwise specified.
 [実施例、比較例]
 表1~5に示す組成の口腔用組成物(歯磨剤組成物)を常法によって調製し、下記方法で評価した。なお、先に香料として(C)成分((C-1)、(C-2)成分)、(B)成分の配合量を特定して両成分を混合して調製後、これを(A)成分、更には後述の任意添加成分の混合物に添加した。
 結果を表に併記した。
[Examples and Comparative Examples]
Oral compositions (dentifrice compositions) having the compositions shown in Tables 1 to 5 were prepared by a conventional method and evaluated by the following methods. The component (C) (components (C-1) and (C-2)) and the component (B) are specified as the fragrance and prepared by mixing both components. It added to the mixture of the component and also the optional addition component mentioned later.
The results are shown in the table.
(1)使用性の評価方法
 10人のモニタが、歯磨剤組成物を歯ブラシに載せ、口腔内を洗浄した際の使用感(苦味のなさ)を下記評点基準により判定した。更に、口腔内を水で漱いで3分間経過後の使用感(苦味抑制の持続性)を下記評点基準に基づき判定した。
 それぞれの判定結果について、10人の平均点を求め、平均点から下記評価基準に基づき判定した。
(1) Usability evaluation method Ten monitors determined the feeling of use (no bitterness) when the dentifrice composition was placed on a toothbrush and the oral cavity was washed, based on the following rating criteria. Furthermore, the feeling of use (sustainability of bitterness suppression) after elapse of 3 minutes after rinsing the oral cavity with water was determined based on the following criteria.
About each determination result, the average score of 10 persons was calculated | required and it determined based on the following evaluation criteria from the average score.
 使用中の苦味のなさ評点基準
  4点:口腔内で苦味を感じない。
  3点:口腔内でやや苦味を感じる。
  2点:口腔内で苦味を感じる。
  1点:口腔内で非常に苦味を感じる。
 使用中の苦味のなさの評価基準
  ◎:平均点が3.5点以上4.0点以下
  ○:平均点が3.0点以上3.5点未満
  △:平均点が2.0点以上3.0点未満
  ×:平均点が2.0点未満
Bitterness rating criteria during use 4 points: No bitterness is felt in the oral cavity.
3 points: A bitter taste is felt in the oral cavity.
2 points: Bitter taste is felt in the oral cavity.
1 point: Feels very bitter in the oral cavity.
Evaluation criteria for lack of bitterness in use ◎: Average score is 3.5 or more and 4.0 or less ○: Average score is 3.0 or more and less than 3.5 △: Average score is 2.0 or more 3 Less than 0 x: Average score is less than 2.0
 苦味抑制の持続性の評点基準
  4点:口腔内で苦味を感じない。
  3点:口腔内でやや苦味を感じる。
  2点:口腔内で苦味を感じる。
  1点:口腔内で非常に苦味を感じる。
 苦味抑制の持続性の評価基準
  ◎:平均点が3.5点以上4.0点以下
  ○:平均点が3.0点以上3.5点未満
  △:平均点が2.0点以上3.0点未満
  ×:平均点が2.0点未満
Score standard for sustainability of bitterness suppression 4 points: No bitterness is felt in the oral cavity.
3 points: A bitter taste is felt in the oral cavity.
2 points: Bitter taste is felt in the oral cavity.
1 point: Feels very bitter in the oral cavity.
Evaluation criteria for sustainability of bitterness control ◎: Average score is 3.5 or more and 4.0 or less ○: Average score is 3.0 or more and less than 3.5 △: Average score is 2.0 or more 3. Less than 0 x: Average score is less than 2.0
(2)香味安定性の評価方法
 調香専門技術者10人によって、下記方法で評価した。
 調製した歯磨剤組成物をラミネートチューブに充填し、-5℃と50℃の各条件で1ヶ月間保存した。その後、常温に戻した歯磨剤組成物をわら半紙の上に押し出し、50℃保存品の香り、香味を、-5℃保存品と比較して下記評点基準に基づき香味安定性を判定した。
 更に、歯磨剤組成物を歯ブラシに載せ、歯磨きして口腔内を洗浄した際の50℃保存品の香り、香味を、-5℃保存品と比較して下記評点基準に基づき判定した。
 10人の平均点を求め、平均点から下記評価基準によって判定した。
 香味安定性の評点基準
  5:香り、香味とも変化がない。
  4:香り、香味の変化を僅かに感じる。
  3:香り、香味の変化を感じる。
  2:香り、香味の変化をかなり感じ、劣化臭や基剤臭がやや感じられる
    。
  1:香り、香味の変化を強く感じ、劣化臭や基剤臭が感じられる。
 香味安定性の評価基準
  ◎:平均点が3.5点以上5.0点以下
  ○:平均点が3.0点以上3.5点未満
  △:平均点が2.0点以上3.0点未満
  ×:平均点が2.0点未満
(2) Evaluation method of flavor stability Evaluation was performed by the following methods by 10 incense experts.
The prepared dentifrice composition was filled into a laminate tube and stored at -5 ° C and 50 ° C for 1 month. Thereafter, the dentifrice composition returned to room temperature was extruded onto a straw half paper, and the fragrance and flavor of the product stored at 50 ° C. were compared with the product stored at −5 ° C. to determine the flavor stability based on the following rating criteria.
Furthermore, when the dentifrice composition was placed on a toothbrush, brushed and washed in the oral cavity, the fragrance and flavor of the 50 ° C. preserved product were determined based on the following criteria as compared to the −5 ° C. preserved product.
The average score of 10 people was calculated and determined from the average score according to the following evaluation criteria.
Score standard for flavor stability 5: No change in fragrance and flavor.
4: A slight change in fragrance and flavor is felt.
3: I feel a change in fragrance and flavor.
2: A considerable change in fragrance and flavor is felt, and a deteriorated odor and a base odor are slightly felt.
1: Strong change in fragrance and flavor is felt, and a deterioration odor and base odor are felt.
Evaluation criteria for flavor stability ◎: Average score is 3.5 or more and 5.0 or less ○: Average score is 3.0 or more and less than 3.5 △: Average score is 2.0 or more and 3.0 Less than ×: Average score is less than 2.0
 使用原料の詳細を下記に示す。
(A)テトラデセンスルホン酸ナトリウム;ライオン・スペシャリティ・ケ
   ミカルズ(株)製、商品名「KリポランPJ-400CJ」
(B)ペパーミント油;高砂香料工業(株)製
(C-1)γ-ヘキサラクトン、γ-ヘプタラクトン、γ-オクタラクトン
     、γ-ウンデカラクトン、γ-ドデカラクトン;曽田香料(株)
     製
     γ-ノナラクトン、γ-デカラクトン;高砂香料工業(株)製
(C-2)n-オクタナール、n-ノナナール、デカナール、ウンデカナー
     ル、ドデカナール;(株)井上香料製造所製
Details of the raw materials used are shown below.
(A) Sodium tetradecenesulfonate; manufactured by Lion Specialty Chemicals Co., Ltd., trade name “K Lipolane PJ-400CJ”
(B) Peppermint oil; manufactured by Takasago International Corporation (C-1) γ-hexalactone, γ-heptalactone, γ-octalactone, γ-undecalactone, γ-dodecalactone; Kamata Fragrance Co., Ltd.
Γ-nonalactone, γ-decalactone; manufactured by Takasago International Corporation (C-2) n-octanal, n-nonanal, decanal, undecanal, dodecanal; manufactured by Inoue Fragrance Co., Ltd.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
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

Claims (8)

  1.  (A)α-オレフィンスルホン酸塩と、
    (B)ペパーミント油と、
    (C)下記の(C-1)及び(C-2)成分
     (C-1)炭素数6~12のラクトンから選ばれる1種又は2種以上
     (C-2)炭素数8~12のアルデヒドから選ばれる1種又は2種以上
    とを含有し、(C-1)/(C-2)が質量比として20~1,000,000であることを特徴とする口腔用組成物。
    (A) an α-olefin sulfonate;
    (B) peppermint oil;
    (C) the following components (C-1) and (C-2): (C-1) one or more selected from lactones having 6 to 12 carbon atoms (C-2) aldehydes having 8 to 12 carbon atoms A composition for oral cavity comprising one or more selected from the group consisting of (C-1) / (C-2) in a mass ratio of 20 to 1,000,000.
  2.  (A)成分が、炭素数14~16のα-オレフィンスルホン酸ナトリウムである請求項1記載の口腔用組成物。 The composition for oral cavity according to claim 1, wherein the component (A) is sodium α-olefin sulfonate having 14 to 16 carbon atoms.
  3.  (C-1)成分が、γ-ヘキサラクトン、γ-ヘプタラクトン、γ-オクタラクトン、γ-ノナラクトン、γ-デカラクトン、γ-ウンデカラクトン及びγ-ドデカラクトンから選ばれる1種又は2種以上のγ-ラクトンであり、(C-2)成分が、直鎖状のオクタナール、ノナナール、デカナール、ウンデカナール及びドデカナールから選ばれる1種又は2種以上である請求項1又は2記載の口腔用組成物。 The component (C-1) is one or more selected from γ-hexalactone, γ-heptalactone, γ-octalactone, γ-nonalactone, γ-decalactone, γ-undecalactone and γ-dodecalactone. The composition for oral cavity according to claim 1 or 2, wherein the component (C-2) is one or more selected from linear octanal, nonanal, decanal, undecanal and dodecanal. object.
  4.  (C-1)成分を0.002~1質量%、(C-2)成分を0.00000001~0.003質量%含有する請求項1~3のいずれか1項記載の口腔用組成物。 The composition for oral cavity according to any one of claims 1 to 3, comprising 0.002 to 1% by mass of component (C-1) and 0.00000001 to 0.003% by mass of component (C-2).
  5.  (A)成分を0.1~1質量%、(B)成分を0.0001~1質量%含有する請求項1~4のいずれか1項記載の口腔用組成物。 The composition for oral cavity according to any one of claims 1 to 4, comprising 0.1 to 1% by mass of component (A) and 0.0001 to 1% by mass of component (B).
  6.  更に、(C)/(A)が質量比として0.002~10である請求項1~5のいずれか1項記載の口腔用組成物。 Furthermore, the composition for oral cavity according to any one of claims 1 to 5, wherein (C) / (A) is 0.002 to 10 as a mass ratio.
  7.  更に、(C)/(B)が質量比として0.004~334である請求項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, wherein (C) / (B) is a mass ratio of 0.004 to 334.
  8.  歯磨剤である請求項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.
PCT/JP2016/084780 2015-11-30 2016-11-24 Oral composition WO2017094582A1 (en)

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WO2019107168A1 (en) * 2017-11-29 2019-06-06 ライオン株式会社 Dentifrice composition
WO2020067748A1 (en) * 2018-09-28 2020-04-02 Industry-Academic Cooperation Foundation, Yonsei University Composition having anti-stress, anti-depressant or anxiolytic effect comprising at least one compound selected from the group consisting of undecanal, dodecanal, and pharmaceutically acceptable salts thereof as active ingredient
KR20200141442A (en) 2018-04-06 2020-12-18 라이온 가부시키가이샤 Oral composition and bitter taste improver of α-olefin sulfonate

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JP2004018431A (en) * 2002-06-14 2004-01-22 Kiyomitsu Kawasaki Perfume composition for oral cavity and oral cavity composition containing the same
JP2007045786A (en) * 2005-08-12 2007-02-22 Lion Corp Tooth paste composition
JP2012136504A (en) * 2010-12-08 2012-07-19 Lion Corp Composition for oral cavity and oral cavity biofilm fungicide

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Publication number Priority date Publication date Assignee Title
WO2019107168A1 (en) * 2017-11-29 2019-06-06 ライオン株式会社 Dentifrice composition
JP2019099470A (en) * 2017-11-29 2019-06-24 ライオン株式会社 Dentifrice composition
JP7031253B2 (en) 2017-11-29 2022-03-08 ライオン株式会社 Toothpaste composition
KR20200141442A (en) 2018-04-06 2020-12-18 라이온 가부시키가이샤 Oral composition and bitter taste improver of α-olefin sulfonate
WO2020067748A1 (en) * 2018-09-28 2020-04-02 Industry-Academic Cooperation Foundation, Yonsei University Composition having anti-stress, anti-depressant or anxiolytic effect comprising at least one compound selected from the group consisting of undecanal, dodecanal, and pharmaceutically acceptable salts thereof as active ingredient

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