WO2019107340A1 - Composition pour utilisation par voie orale - Google Patents

Composition pour utilisation par voie orale Download PDF

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Publication number
WO2019107340A1
WO2019107340A1 PCT/JP2018/043523 JP2018043523W WO2019107340A1 WO 2019107340 A1 WO2019107340 A1 WO 2019107340A1 JP 2018043523 W JP2018043523 W JP 2018043523W WO 2019107340 A1 WO2019107340 A1 WO 2019107340A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
component
aftertaste
oil
feeling
Prior art date
Application number
PCT/JP2018/043523
Other languages
English (en)
Japanese (ja)
Inventor
美妃 宮越
Original Assignee
ライオン株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ライオン株式会社 filed Critical ライオン株式会社
Priority to KR1020207001291A priority Critical patent/KR20200094723A/ko
Priority to CN201880071235.6A priority patent/CN111315351B/zh
Publication of WO2019107340A1 publication Critical patent/WO2019107340A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants

Definitions

  • the present invention relates to an oral composition containing a polyacrylate having a specific molecular weight, which suppresses aftertaste irritation and provides a refreshing feeling of use.
  • composition for oral cavity having a good aftertaste when used in the oral cavity enhances the will to use and also leads to continuous use.
  • various flavor components are added to the composition for oral cavity, and menthol is generally added as a flavor component to give a refreshing feeling of use. Since various components are blended, the aftertaste may be deteriorated due to a feeling of stimulation derived from the blended components, etc., and proposals for solving the problem have been made.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide a polyacrylate-containing composition for a specific molecular weight, which suppresses aftertaste irritation and gives a refreshing good feeling of use. .
  • the inventor of the present invention combines the polyacrylate having a weight average molecular weight of a specific value or less with menthol and a specific fragrant substance and mixes it into the composition for oral cavity. We found that the stimulation of the after taste derived from polyacrylate was suppressed, and a clean and comfortable feeling of use was obtained.
  • Mw weight average molecular weight
  • (B) menthol, and (C) linalool oxide, cis-3-hexenol, methyl dihydrojas An oral composition which suppresses the sensation of aftertaste and gives a refreshing, good feeling of use by blending one or more flavor components selected from monate, linalool, linalyl acetate, geraniol and methyl jasmonate It has been found that the present invention is obtained.
  • the applicant can obtain an oral biofilm removal effect by combining a polyacrylate having a weight average molecular weight of 1,000 to 20,000 with an anionic surfactant or an amphoteric surfactant.
  • an anionic surfactant or an amphoteric surfactant Although it was proposed in PCT / JP 2018/016062, the feeling of use in an oral preparation containing the above-mentioned polyacrylate having a relatively low molecular weight was not examined and was unclear.
  • the inventor further studied the application of the polyacrylic acid salt of the specific molecular weight used in the PCT / JP2018 / 016062 proposed by the applicant.
  • components (B) and (C) when components (B) and (C) are combined with component (A), components (B) and (C) are irritated despite the fact that component (B) itself is irritating.
  • the combination system of the ingredients could suppress the stimulation of the aftertaste without impairing the refreshing feeling, and gave a good after-use good feeling of using after refreshing.
  • the present invention provides the following composition for oral cavity.
  • An oral composition comprising (B) menthol and (C) linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geranylol and methyl jasmonate selected from one or more kinds. object.
  • the component (C) is selected from linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.
  • an oral composition containing a polyacrylate having a specific molecular weight which suppresses aftertaste irritation and gives a refreshing good feeling in use.
  • the composition for oral cavity can also be expected to have an oral biofilm removal effect.
  • composition for oral cavity of the present invention comprises (A) a polyacrylate having a weight average molecular weight of 1,000 to 20,000, (B) menthol, (C) linalool oxide, cis-3-hexenol, methyl And at least one selected from dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate.
  • the polyacrylate of component (A) has a weight average molecular weight (Mw) of 1,000 or more and 20,000 or less, particularly 10,000 or less, particularly 8,000 or less, which is stimulated by component (B) It is excellent in suppression of feeling and particularly suitable for giving the effects of the present invention. When the weight average molecular weight exceeds 20,000, the feeling in use may be impaired.
  • the measurement of the said weight average molecular weight was performed by the method and measurement conditions which were described in patent 5740859 by GPC (gel permeation chromatography method). Specifically, it is shown below (same below). Measuring method of weight average molecular weight; The weight average molecular weight is a value measured using a gel permeation chromatograph / multi-angle laser light scattering detector (GPC-MALLS), and the conditions are as follows. Mobile phase: 0.3 M NaClO 4 NaN 3 aqueous solution column: TSK gel ⁇ -M 2 pre-column: TSKguard column ⁇ Reference material: polyethylene glycol
  • the polyacrylate of component (A) is preferably a linear polyacrylate from the viewpoint of suppressing the stimulation of the aftertaste.
  • the salt is preferably a monovalent salt, more preferably an alkali metal salt or an ammonium salt, still more preferably an alkali metal salt, and examples thereof include a sodium salt and a potassium salt, and a sodium salt is particularly preferable.
  • commercially available products sold by Polyscience and Toagosei Co., Ltd. can be used.
  • AC-10NP, AC-10NPD, aron T-50 sodium polyacrylate (Mw: 8,000); linear, manufactured by Polyscience, sodium polyacrylate (Mw: 20,000); linear , Aon A-20UN, etc. manufactured by Toagosei Co., Ltd. can be used.
  • the blending amount of the component (A) is preferably 0.01 to 2% (% by mass, hereinafter the same) of the whole composition, more preferably 0.01 to 1%, still more preferably 0.05 to 0.5% It is. When it is 0.01% or more, a sufficient blending effect can be obtained. If too much is blended, the aftertaste irritation may become strong and may not be sufficiently suppressed, and if it is 2% or less, the aftertaste irritation can be sufficiently suppressed.
  • Menthol is a refreshing agent.
  • L-menthol can be used, and an essential oil containing L-menthol may be used, and commercially available products can be used.
  • the blending amount of menthol (B) is preferably 0.01 to 2%, more preferably 0.1 to 1% of the whole composition. If the compounding amount is 0.01% or more, refreshing feel can be sufficiently obtained. If it is 2% or less, its own bitter taste and irritating feeling are sufficiently suppressed, and a good feeling of use can be obtained.
  • the component (C) is selected from linalool oxide, cis-3-hexenol, methyl dihydro jasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate.
  • the component (C) exerts an inhibitory effect on the stimulation of the aftertaste derived from the component (A). These may be used alone or in combination of two or more in view of the effects. Among them, linalool oxide, cis-3-hexenol and methyl dihydrojasmonate are preferable as the component (C).
  • the component (C) When two or more kinds of the component (C) are used in combination, it is preferable to contain at least one or more kinds selected from linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.
  • essential oils containing these can also be used, such as lavender oil, coriander oil, neroli oil (orange flower oil), rose oil, jasmine oil and the like.
  • commercial products manufactured by Takasago Perfume & Co., Ltd. can be used.
  • the blending amount of the component (C) is preferably 0.00001 to 0.3%, more preferably 0.0001 to 0.1% of the whole composition.
  • the compounding amount is 0.00001% or more, sufficient aftertaste suppression can be obtained. If it is 0.3% or less, its own aroma and taste do not become too strong, and a refreshing feel can be obtained sufficiently.
  • the mass ratio of (A) / (C) can be 0.03 to 200,000, but is preferably 0.5 to 10,000 in terms of suppressing the aftertaste sensation. More preferably, it is 1 to 5,000, especially 1 to 500. Within this range, the stimulation of the aftertaste is further suppressed without deteriorating the refreshing feeling during use, and the feeling of use is further improved.
  • the mass ratio of (C) / (B) can be 0.000005 to 30, but is preferably 0.00001 to 1, and more preferably 0.001 to 1. Within this range, the stimulation of the aftertaste is further suppressed without deteriorating the refreshing feeling during use, and the feeling of use is further improved.
  • the composition for oral cavity of the present invention is particularly suitable as a toothpaste such as toothpaste, liquid toothpaste, moistened toothpaste, liquid toothpaste and the like, especially toothpaste, and can be prepared by an ordinary method.
  • a toothpaste such as toothpaste, liquid toothpaste, moistened toothpaste, liquid toothpaste and the like, especially toothpaste
  • the well-known additive other than these can be mix
  • surfactants, abrasives, thickeners, binders, sweeteners, preservatives, colorants, active ingredients, pH adjusters, flavors, etc. can be blended, and these ingredients are mixed with water to produce be able to.
  • the surfactant may, for example, be an anionic surfactant, a nonionic surfactant, a cationic surfactant or an amphoteric surfactant. Specifically, those shown below can be used.
  • surfactants are irritative
  • surfactants generally used for dentifrices for example, alkyl sulfates such as lauryl sulfate, and further nonionic surfactants. Even if polyoxyethylene hydrogenated castor oil or the like is blended, it is possible to give a good after-taste feel and a refreshing feeling during use, and a good feeling of use.
  • Abrasives include silica, silica gel, aluminosilicate, zirconosilicate, dibasic calcium phosphate anhydrate, dibasic calcium phosphate dihydrate, calcium pyrophosphate, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate Insoluble calcium metaphosphate, calcium carbonate, magnesium carbonate, tribasic magnesium phosphate, zeolite, tribasic calcium phosphate, tetrabasic calcium phosphate, octabasic calcium phosphate, hydroxyapatite, fluoroapatite, synthetic resin abrasives and the like.
  • the blending amount of these abrasives is preferably 2 to 60%, particularly 10 to 55% of the whole composition.
  • Thickeners include sugar alcohols such as Sorbit, reduced starch saccharides, propylene glycol, polyethylene glycols having an average molecular weight of 200 to 6,000 (average molecular weight described in Quasi-drug raw material standard 2006), polyhydric alcohols such as ethylene glycol (The compounding amount is usually 5 to 70% of the whole composition).
  • binder examples include xanthan gum, sodium alginate, propylene glycol alginate, carboxymethylcellulose sodium, hydroxyethyl cellulose, carbopol, guar gum, gelatin, Avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, polyvinyl pyrrolidone and the like. , Usually 0.3-10% of the total composition).
  • saccharin sodium As the sweetening agent, saccharin sodium, aspartame, stevioside, stevia extract, neohesperidyl dihydrochalcone, perillartine and the like can be mentioned.
  • preservatives include p-hydroxybenzoic acid esters such as butylparaben and ethylparaben, benzoic acids such as sodium benzoate, and salts thereof.
  • the coloring agents include Blue No. 1, Yellow No. 4 and Green No. 3 and can be blended in usual amounts.
  • a fluorine-containing compound As the active ingredient, a fluorine-containing compound, a bactericidal agent, an anti-inflammatory agent, an enzyme, a plant extract, an anti-calculus agent, an anti-plaque agent, etc., which are usually blended into the composition for oral cavity, are within the scope of the present invention Can be formulated with effective amounts.
  • fluorine-containing compounds such as sodium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, sodium salt of orthophosphoric acid, tranexamic acid, epsilon aminocaproic acid, tocopherol acetate, ⁇ - Bisabolol, dihydrocholesterol, chlorhexidine salts, azulene, glycyrrhetin, glycyrrhetinic acid, glycyrrhizinic acid or salts thereof, copper compounds such as sodium copper chlorophyllin, chlorophyll, copper gluconate, chelating phosphoric acid compounds such as glycerophosphate, hydroxamic acid or the like Derivative, sodium tripolyphosphate, methoxyethylene, epidihydrocholesterin, isopropylmethylphenol, benzethonium chloride, cetylpyridinium chloride, allantoin chlorhydro Shi aluminum, ascorbic
  • fragrance you may mix
  • anise oil eucalyptus oil, cassia oil, clove oil, wintergreen oil, thyme oil, sage oil, cardamom oil, rosemary oil, laurel oil, camomile oil, caraway oil, marjoram oil, lemongrass oil, origanum oil Processing of natural flavors such as pine needle oil, iris concrete, orange oil, lemon oil, mandarin oil, grapefruit oil, coconut oil, lime oil, etc.
  • flavor containing (B) or (C) component can be mix
  • the pH (25.degree. C.) of the composition for oral cavity may be in the normal range, preferably pH 5-9, particularly 6-8.
  • the pH may be adjusted by adding a known pH adjuster.
  • pH adjusters include organic acids such as citric acid, lactic acid and malic acid or salts thereof, phosphoric acid or salts thereof, and inorganic compounds such as hydrochloric acid, sodium hydroxide and potassium hydroxide.
  • Example, Comparative Example The dentifrice composition (toothpaste) having the composition shown in Tables 1 to 5 was prepared by the following method, filled into a container (aluminum laminated tube), and evaluated by the following method. The results are shown in the table. Also, it was confirmed that the dentifrice compositions (toothpaste) having the compositions shown in Tables 1 to 4 all have an oral biofilm removal effect.
  • ⁇ Preparation method> (1) The component (A), the other water-soluble component and the viscosity modifier were mixed and dissolved in purified water at normal temperature (mixture X). (2) A binder was dispersed in propylene glycol at normal temperature (mixture Y), and mixture Y was added to and mixed with mixture X under stirring to prepare mixture Z.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition pour une utilisation par voie orale, qui donne une sensation agréable et rafraîchissante, un arrière-goût irritant étant supprimé, et qui contient un sel de poly(acide acrylique) possédant un poids moléculaire spécifique. La composition pour une utilisation par voie orale contient (A) un sel de poly(acide acrylique) possédant un poids moléculaire moyen en poids de 1 000 à 20 000, (B) du menthol et (C) au moins une sélection parmi l'oxyde de linalol, le cis-3-hexénol, le dihydrojasmonate de méthyle, le linalol, l'acétate de linalyle, le géraniol et le jasmonate de méthyle.
PCT/JP2018/043523 2017-11-30 2018-11-27 Composition pour utilisation par voie orale WO2019107340A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1020207001291A KR20200094723A (ko) 2017-11-30 2018-11-27 구강용 조성물
CN201880071235.6A CN111315351B (zh) 2017-11-30 2018-11-27 口腔用组合物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2017230399A JP7172028B2 (ja) 2017-11-30 2017-11-30 口腔用組成物
JP2017-230399 2017-11-30

Publications (1)

Publication Number Publication Date
WO2019107340A1 true WO2019107340A1 (fr) 2019-06-06

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PCT/JP2018/043523 WO2019107340A1 (fr) 2017-11-30 2018-11-27 Composition pour utilisation par voie orale

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Country Link
JP (1) JP7172028B2 (fr)
KR (1) KR20200094723A (fr)
CN (1) CN111315351B (fr)
WO (1) WO2019107340A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114867455A (zh) * 2019-12-24 2022-08-05 狮王株式会社 口腔用组合物

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JP2011098919A (ja) * 2009-11-06 2011-05-19 Lion Corp イソプロピルメチルフェノール含有液体口腔用組成物
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114867455A (zh) * 2019-12-24 2022-08-05 狮王株式会社 口腔用组合物
CN114867455B (zh) * 2019-12-24 2024-03-29 狮王株式会社 口腔用组合物

Also Published As

Publication number Publication date
JP2019099483A (ja) 2019-06-24
KR20200094723A (ko) 2020-08-07
CN111315351A (zh) 2020-06-19
JP7172028B2 (ja) 2022-11-16
CN111315351B (zh) 2023-02-03

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