WO2019049988A1 - Agent d'élimination du biofilm buccal et composition pour cavité buccale le comprenant - Google Patents

Agent d'élimination du biofilm buccal et composition pour cavité buccale le comprenant Download PDF

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WO2019049988A1
WO2019049988A1 PCT/JP2018/033208 JP2018033208W WO2019049988A1 WO 2019049988 A1 WO2019049988 A1 WO 2019049988A1 JP 2018033208 W JP2018033208 W JP 2018033208W WO 2019049988 A1 WO2019049988 A1 WO 2019049988A1
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composition
oral
oral cavity
component
polyoxyethylene
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PCT/JP2018/033208
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English (en)
Japanese (ja)
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妥治 加藤
希和 久米
龍二 岡部
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ライオン株式会社
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Priority claimed from JP2017227407A external-priority patent/JP2019094311A/ja
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Publication of WO2019049988A1 publication Critical patent/WO2019049988A1/fr

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    • 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
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • 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

Definitions

  • the present invention relates to an oral biofilm remover that provides an excellent oral biofilm removal effect, and an oral composition containing the same.
  • the present applicant has focused attention on the permeation sterilization action to biofilms such as isopropyl methyl phenol which is a non-ionic bactericidal agent, and has a composition for liquid oral cavity which is excellent in the penetration sterilization power to biofilms as patent documents 2 to 5 (Japanese Patent Application Laid-Open No. 2009-256228, International Publication No. 2007/148551, Japanese Patent Application Laid-Open No. 2006-182663, International Publication No. 2006/067967).
  • a biofilm may be formed in the periodontal pocket deep part which is hard to remove, the further improvement of the biofilm removal effect was desired.
  • nonionic surfactants are generally used as surfactants, and polyoxyethylene hydrogenated castor oil having a relatively good taste and high solubilizing power is generally used. Toothpaste contains various nonionic surfactants, but when it is added to a liquid oral composition, it gives unpleasant taste and smell, and some have insufficient solubility in water. Such nonionic surfactants tend to be avoided in particular to be actively adopted in a mouthwash and their use has been limited.
  • Patent documents 9, 10 are nonionic interfaces selected from propylene glycol alginate and isopropyl methyl phenol, and a specific polyoxyethylene hydrogenated castor oil and polyoxyethylene alkyl ether.
  • the composition for oral cavity which has the tooth surface adhesion inhibitory effect and the bactericidal effect of the periodontopathogenic bacteria which mix
  • a specific composition example is toothpaste
  • Patent Document 10 shows an example of a liquid preparation, wherein the polyoxyethylene alkyl ether has 16 or more carbon atoms of an alkyl group and an average added mole of ethylene oxide. More than 20 are used.
  • Patent Document 11 Japanese Patent Publication 2009-520802 proposes an oral care composition in which an undesirable taste of an essential oil containing menthol is masked by an alginic acid derivative of seaweed extract, and is a polyoxyacid having a nonionic surfactant.
  • a mouthwash formulated with an ethylene polyoxypropylene block copolymer is described in the examples.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide an oral biofilm removal agent which provides an excellent oral biofilm removal effect, and an oral composition containing the same.
  • the inventors of the present invention conducted intensive studies to achieve the above object, and as a first invention, when a specific nonionic surfactant is used in combination with a specific anionic surfactant in a specific ratio, an oral biofilm is produced. It has been found that the excellent action and effect of dispersing and removing the pigment is exhibited, and by combining the combination system of the above-mentioned specific surfactants in the composition for oral cavity, it is possible to impart an excellent effect of removing the oral biofilm. Completed the invention.
  • the present inventors combined a specific anionic surfactant with a specific nonionic surfactant (specific polyoxyethylene alkyl ether and polyoxyethylene hydrogenated castor oil). Then, in the composition for oral cavity, in particular, the composition for oral cavity for liquid, it has been found that the excellent effect of dispersing and removing the oral biofilm is exhibited, and the appearance stability can be well maintained. I came to make an invention.
  • Anionic surfactant alone does not have a sufficient biofilm removing effect, and the biofilm removing action by the acyl sarcosine salt or the acyl taurine salt of the anionic surfactant is at a very weak level. Moreover, the biofilm removal effect is hardly recognized in the nonionic surfactant, and generally, when the nonionic surfactant is used in combination with the anionic surfactant, the biofilm of the anionic surfactant etc. is obtained. It was thought that there was a tendency for the effects of
  • the average addition mole number of (A) ethylene oxide is 10 to 25 moles
  • the average addition mole number of polyoxyethylene lauryl ether and ethylene oxide is 7 to 17 moles
  • the carbon number of the alkyl group is
  • (A) / (A) In the range of 0.1 to 3 as a mass ratio of B), surprisingly, the two surfactants act synergistically to peel off the biofilm attached to the tooth surface, particularly the periodontal pathogenic biofilm.
  • the combination of the specific nonionic surfactant and the anionic surfactant which are the components (A) and (B), exhibits a particularly remarkable action and effect.
  • the composition for oral cavity comprises (A) polyoxyethylene lauryl ether having an average addition mole number of 10 to 25 moles of ethylene oxide and 7 to 17 mol of an average addition mole number of ethylene oxide.
  • polyoxyethylene alkyl ethers having 14 to 16 carbon atoms in the alkyl group
  • an acyl sarcosine salt and an acyl taurine salt Surprisingly, when the (A) / (B) ratio is formulated in combination within the specified range, the above-mentioned surfactants act synergistically to form a biofilm attached to the tooth surface, particularly periodontal pathogenicity.
  • an oil-soluble component for example, a bactericidal agent such as isopropylmethylphenol having penetration bactericidal activity to biofilms, or generally Even when the oral flavor (e.g. menthol, etc.) is blended, the appearance stability can be well maintained without generating nuggets over time. Therefore, in the second aspect of the invention, the combination of the specific nonionic surfactant and the anionic surfactant, which are the components (A), (B) and (C), exerts a particularly remarkable action and effect.
  • a bactericidal agent such as isopropylmethylphenol having penetration bactericidal activity to biofilms, or generally Even when the oral flavor (e.g. menthol, etc.) is blended, the appearance stability can be well maintained without generating nuggets over time. Therefore, in the second aspect of the invention, the combination of the specific nonionic surfactant and the anionic surfactant, which are the components (A), (B) and (C), exerts a particularly remarkable action and effect.
  • patent document 12 (Unexamined-Japanese-Patent No. 2003-292426) is an improvement of the antimicrobial effect by suppression of container adsorption of a nonionic antimicrobial agent
  • the toothpaste or liquid toothpaste of the Example Only contains lauroyl sarcosine sodium and polyoxyethylene alkyl ether together with a non-ionic antimicrobial agent.
  • the present invention is the removal of the oral biofilm by the combined use system of the surfactant, and the composition for the liquid oral cavity containing no abrasive and no nonionic antibacterial agent or bactericidal agent. Also, an excellent biofilm removal effect can be obtained (see Examples described later).
  • component (A) when the above-mentioned specific nonionic surfactant, particularly component (A), is simply blended into a liquid preparation such as a mouthwash, a peculiar off-tasting odor is felt after use in the oral cavity. Although the feeling in use may be impaired, the component (A) can be added by further adding the component (E) to the components (A) and (B), or the components (A), (B) and (C). The peculiar off-flavor and off-flavor were sufficiently suppressed, and a liquid preparation with a better feeling in use could be obtained.
  • the polyoxyethylene alkyl ether tends to have poor solubility in water as the average addition mole number of ethylene oxide or carbon number of the alkyl group decreases, and the increase of propylene glycol alginate causes insufficient dissolution.
  • the liquid formulation is prevented from generating occurrences even after storage for 1 month at high temperature (50 ° C.), and while maintaining the appearance stability well, It was also possible to give the above-mentioned excellent usability.
  • Propylene glycol alginate is known as a caking additive for toothpastes, but in the present invention, particularly in the composition for liquid oral cavity, it is said that the component (E) specifically suppresses the offensive off-flavor from the component (A).
  • it exerts an unexpected effect, for example, exerts an exceptional effect which can not be obtained when sodium carboxymethylcellulose known as a cellulose-based binder is used in place of the component (E). it can.
  • the present invention provides the following oral biofilm removal agent and an oral composition containing the same.
  • composition for oral cavity as described in [7] or [8] which contains (D) oil-soluble component by 1 mass% or less.
  • (D) The composition for oral cavity as described in [9] whose oil-soluble component is 1 type, or 2 or more types chosen from an oil-soluble medicinal ingredient and a fragrance
  • (11] The composition for oral cavity according to any one of [6] to [10], wherein the component (B) is selected from an acyl sarcosine salt and an acyl taurine salt in which an acyl group has 10 to 18 carbon atoms.
  • the composition for oral cavity according to [13] which contains 3 to 15% by mass of one or more selected from (F) glycerin and a sugar alcohol.
  • the oral cavity composition according to any one of [6] to [15] which is a liquid oral cavity composition.
  • the first and second inventions are as follows.
  • First invention [1-1] (A) Polyoxyethylene lauryl ether having an average addition mole number of ethylene oxide of 10 to 25 mol and polyoxyethylene having an average addition mole number of ethylene oxide of 7 to 17 mol and an alkyl group having 14 to 16 carbon atoms One or more selected from alkyl ethers, (B) An oral biofilm remover comprising an acyl sarcosine salt and one or more selected from an acyl taurine salt, wherein (A) / (B) has a mass ratio of 0.1 to 3. [1-2] The oral biofilm remover according to [1-1], wherein (A) / (B) is a mass ratio of 0.1 to 2.
  • Component (A) is selected from polyoxyethylene lauryl ether in which the average addition mole number of ethylene oxide is 15 to 25 moles and polyoxyethylene cetyl ether in which the average addition mole number of ethylene oxide is 10 to 15 moles [1.
  • the oral biofilm removal agent as described in -1] or [1-2].
  • the oral biofilm remover according to any one of [1-1] to [1-3], wherein the component (B) is selected from an acyl sarcosine salt and an acyl taurine salt in which an acyl group has 10 to 18 carbon atoms.
  • An oral composition comprising the oral biofilm remover according to any one of [1-1] to [1-4].
  • composition for oral cavity as described in [1-5] which contains 0.05 to 0.6% by mass of the component (A) and 0.05 to 0.5% by mass of the component (B).
  • composition for oral cavity as described in [1-5] or [1-6] which contains (E) alginic acid propylene glycol ester in an amount of 0.05 to 0.5% by mass.
  • composition for oral cavity according to [1-7] which contains 3 to 15% by mass of one or more selected from (F) glycerin and a sugar alcohol.
  • composition for oral cavity as described in [1-9] which is a mouthwash.
  • Second invention [2-1] Polyoxyethylene lauryl ether having an average addition mole number of ethylene oxide of 10 to 25 mol and polyoxyethylene having an average addition mole number of ethylene oxide of 7 to 17 mol and an alkyl group having 14 to 16 carbon atoms One or more selected from alkyl ethers, (C) one or more selected from acyl sarcosine salts and acyl taurine salts and (C) polyoxyethylene hydrogenated castor oil having an average added mole number of ethylene oxide of 40 to 100 moles, (C) A liquid oral composition characterized in that the content of the component is 0.1 to 0.4% by mass.
  • Component (A) is selected from polyoxyethylene lauryl ether in which the average addition mole number of ethylene oxide is 15 to 25 moles and polyoxyethylene cetyl ether in which the average addition mole number of ethylene oxide is 10 to 15 moles
  • Component (B) is selected from an acyl sarcosine salt and an acyl taurine salt in which an acyl group has 10 to 18 carbon atoms.
  • Component (B) is selected from polyoxyethylene lauryl ether in which the average addition mole number of ethylene oxide is 15 to 25 moles and polyoxyethylene cetyl ether in which the average addition mole number of ethylene oxide is 10 to 15 moles
  • component (B) is selected from an acyl sarcosine salt and an acyl taurine salt in which an acyl group has 10 to 18 carbon atoms.
  • Component (B) is selected from polyoxyethylene lauryl ether in which the average addition mole number of ethylene oxide is 15 to 25 moles and polyoxyethylene cet
  • [2-5] The liquid oral cavity according to any one of [2-1] to [2-4], containing 0.05 to 0.4% by mass of the component (A) and 0.1 to 0.5% by mass of the component (B) Composition.
  • the liquid oral cavity composition according to any one of [2-1] to [2-5] which contains (D) an oil-soluble component at 1% by mass or less.
  • the oil-soluble component is one or more selected from oil-soluble medicinal ingredients and perfumes.
  • the liquid oral cavity composition according to any one of [2-1] to [2-7] which contains (E) alginic acid propylene glycol ester in an amount of 0.05 to 0.5% by mass.
  • liquid oral cavity composition according to any one of the above [2-8], which contains 3 to 15% by mass of one or more selected from (F) glycerin and a sugar alcohol.
  • the first aspect of the present invention it is possible to provide an oral biofilm removal agent which provides an excellent oral biofilm removal effect, and an oral composition containing the same.
  • an oral composition containing the same it is possible to provide a liquid oral composition which has an excellent oral biofilm removal effect and also has good appearance stability.
  • the oral biofilm remover according to the first invention comprises (A) polyoxyethylene lauryl ether having an average added mole number of ethylene oxide (hereinafter abbreviated as E.O.) of 10 to 25 moles, and E. O. And one or more selected from polyoxyethylene alkyl ethers having 7 to 17 moles of an alkyl group and having 14 to 16 carbon atoms, and (B) one or two selected from an acyl sarcosine salt and an acyl taurine salt
  • E.O. average added mole number of ethylene oxide
  • E.O. average added mole number of ethylene oxide
  • E.O. average added mole number of ethylene oxide
  • the component (A) is E.I. O. Polyoxyethylene lauryl ether having a molar ratio of 10 to 25; O. Is selected from polyoxyethylene alkyl ethers having 7 to 17 moles and an alkyl group having 14 to 16 carbon atoms. As the above-mentioned polyoxyethylene alkyl ether having 14 to 16 carbon atoms in the alkyl group, polyoxyethylene cetyl ether and polyoxyethylene myristyl ether can be used. These can be used singly or in combination of two or more.
  • the polyoxyethylene lauryl ether E.I. O.
  • BF removal effect Is 10 to 25 moles, preferably 15 to 20 moles, from the viewpoint of the oral biofilm removal effect (hereinafter abbreviated as BF removal effect).
  • E.I. O. Is 7 to 17 moles, preferably 10 to 15 moles, more preferably 15 moles from the viewpoint of the BF removal effect.
  • E. O. The BF removal effect is excellent when each is in the above range, and the BF removal effect is inferior when the lower limit value is not satisfied or when the upper limit value is exceeded.
  • the component (A) is particularly selected from E. O. Polyoxyethylene lauryl ether and polyoxyethylene cetyl ether, particularly polyoxyethylene cetyl ether, from the viewpoint of tastelessness when contained in the mouth.
  • EMALEX 710, 712, 715, 720, 725, 107, 110, 112, 115, 117 and the like manufactured by Nippon Emulsion Co., Ltd. can be used.
  • Component (B) is selected from acyl sarcosine salts and acyl taurine salts of anionic surfactants, and one or more may be used.
  • the acyl group of the acyl sarcosine salt preferably has 10 to 18 carbon atoms, more preferably 10 to 14 carbon atoms.
  • the acyl group of the acyl taurine salt preferably has 10 to 18 carbon atoms, more preferably 10 to 14 carbon atoms.
  • These salts include alkali metal salts such as sodium and potassium, alkaline earth metal salts, organic amine salts and the like.
  • acyl sarcosine salt lauroyl sarcosine sodium, cocoyl sarcosine sodium, myristoyl sarcosine sodium, palmitoyl sarcosine sodium, stearoyl sarcosine sodium, etc.
  • acyl taurine salt lauroyl methyl taurine sodium, cocoyl methyl taurine sodium, myristoyl methyl taurine sodium , Palmitoyl methyl taurine sodium, stearoyl methyl taurine sodium and the like.
  • sodium lauroyl sarcosine and sodium lauroyl methyl taurine are preferable, and sodium lauroyl sarcosine is particularly preferable from the viewpoint of no taste.
  • component (B) for example, Sialpon SLP (Lauroyl Sarcosine sodium) manufactured by Kawaken Fine Chemicals Co., Ltd. for acyl sarcosine salt, NIKKOL LMT (Lauroyl methyl taurine sodium) manufactured by Nikko Chemicals Co., Ltd. for acyl taurine salt, etc. It can be used.
  • (A) / (B) indicating the blending ratio of the component (A) to the component (B) is 0.1 to 3 as a mass ratio, preferably 0.1 to 2, and more preferably 0.1 to 2. It is 1.
  • the mass ratio of (A) / (B) is in the above range, an excellent BF removal effect can be obtained. In the case of less than 0.1 and in the case of more than 3, the effect of removing BF is inferior in any case.
  • the oral biofilm remover according to the first aspect of the present invention can be added to the composition for oral cavity, but in particular, since the biofilm removal effect can be obtained regardless of the abrasive, it is necessary to reduce the content of the abrasive or It can mix
  • the liquid oral composition can be prepared and applied to a mouthwash, liquid dentifrice, mouth freshener and the like, but a mouthwash is particularly preferable.
  • the component (A) can be blended in an amount such that the mass ratio of (A) / (B) falls within the above range.
  • the preferable blending amount of the component (A) is 0.05% (% by mass, the same applies hereinafter) or more, particularly 0.1% or more of the whole composition, and 0.6% or less, particularly 0.5% or less Is good. If it is 0.05% or more, the BF removal effect is sufficiently excellent, and if it is 0.6% or less, the synergetic effect on the BF removal of both components (A) and (B) is sufficiently exhibited.
  • the preferable blending amount of the component (B) is 0.05% or more, particularly 0.1% or more, and preferably 0.5% or less, particularly 0.3% or less of the whole composition. If it is 0.05% or more, the BF removal effect is sufficiently excellent, and if it is 0.5% or less, irritation and off-flavor in the oral cavity can be suppressed and a good feeling of use can be maintained.
  • surfactants other than the above particularly nonionic surfactants other than the component (A), such as sucrose fatty acid ester, polyglycerin fatty acid ester, alkyl glycosides, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid Esters, alkyldimethylamine oxides, and anionic surfactants other than the component (B), for example, water-soluble salts of higher alkyl sulfuric acid esters such as sodium lauryl sulfate, and higher fatty acid monoglyceride sulfone having a fatty acid group having 10 to 18 carbon atoms
  • the water-soluble salt of acid and paraffin sulfonic acid may be blended in the range which does not affect the BF removal effect, they may not be blended and may be 0%.
  • the blending amount is preferably such that the total blended amount of the nonionic surfactant including the component (A) is 1% or less of the entire composition. . From the viewpoint of the BF removal effect, it is preferable not to mix (0%).
  • the total amount of the anionic surfactant including the component (B) is 2% or less, particularly 1% or less of the entire composition. The range is good. From the viewpoint of the BF removal effect, it is preferable not to mix (0%).
  • the compounding quantity of anionic surfactant other than (B) component less than the same quantity of the compounding quantity of (B) component is preferable.
  • Alginic acid propylene glycol ester can be further added to the composition for oral cavity of the first invention.
  • the off-flavors and off-flavors peculiar to the above-mentioned nonionic surfactants can be further suppressed, and the appearance stability can be further improved.
  • Alginic acid propylene glycol ester when combined with the (A) component, acts as an inhibitor of off-flavors and off-flavors derived from the (A) component.
  • Alginic acid propylene glycol ester is an ester made by introducing a propylene glycol group to a carboxyl group to increase the acid resistance and salt resistance of a natural polysaccharide alginic acid unique to brown algae represented by kelp and wakame. What is commercialized under trade names such as Duck Lloyd of Food Chemifa, Kimiroid of Kimica Co., Ltd., and Kelp acid can be used.
  • the alginic acid skeleton of alginic acid propylene glycol ester consists of D-mannuronic acid [M] which is ⁇ -1,4 linked and L-guluronic acid [G] which is ⁇ -1,4 linked.
  • the quantitative ratio (M / G ratio, molar ratio) of D-mannuronic acid to L-guluronic acid is preferably more than 1.0 from the viewpoint of the appearance stability after storage at high temperature, and the upper limit is 2 or less It is. When the M / G ratio is 1.0 or less, negoli may occur during high temperature storage, and the appearance stability may not be secured, and those exceeding 2 are not commercially available.
  • the degree of substitution of the carboxyl group ie, the degree of esterification
  • the degree of esterification of the carboxyl group is preferably 70% or more, and more preferably 70 to 95%.
  • An esterification degree of 70% or more is particularly preferable in terms of appearance stability. No esterification degree of more than 95% is commercially available.
  • the viscosity of a 1% aqueous solution at 20 ° C. is 10 to 150 mPa ⁇ s, particularly 10 to 60 mPa ⁇ s, from the viewpoint of appearance stability. It is preferably in the range of s. Those less than 10 mPa ⁇ s are not commercially available. When the viscosity is 150 mPa ⁇ s or less, the appearance stability can be satisfactorily secured.
  • the said viscosity is a value measured by BL type
  • Viscosity measurement method Kimiloid and kelp acid manufactured by Kimica Co., Ltd.
  • a 300 mL tall beaker 297 g of purified water is taken, and 3.0 g of propylene glycol alginate is added to dissolve completely while stirring with a stirrer or three one motor.
  • the viscosity after 1 minute is accurately measured using a BL type viscometer.
  • Viscosity meter Tokyo Keiki Co., Ltd., BL type viscometer measurement conditions ⁇ When 1% aqueous solution viscosity is 10 to 80 mPa ⁇ s: Rotor No. 1, 60 rpm ⁇ When the viscosity of a 1% aqueous solution exceeds 80 mPa ⁇ s and is 160 mPa ⁇ s or less: 1, 30 rpm ⁇ When the 1% aqueous solution viscosity exceeds 160 mPa ⁇ s and is 400 mPa ⁇ s or less: Rotor No.
  • rotation speed 60rpm When the 1% aqueous solution viscosity exceeds 400 mPa ⁇ s and is 800 mPa ⁇ s or less: Rotor No. 1 2, rotation speed 30rpm ⁇ When the 1% aqueous solution viscosity exceeds 800 mPa ⁇ s and is 1,600 mPa ⁇ s or less: 3, rotation speed 60rpm Measurement time: 1 minute viscosity measurement method (Duck Lloyd manufactured by Food Chemifa Co., Ltd.) 4 g of propylene glycol alginate is collected and placed in a 600 mL beaker, and 396 g of purified water is added little by little while stirring with a stir bar.
  • 1 minute viscosity measurement method Digi Lloyd manufactured by Food Chemifa Co., Ltd.
  • the content of propylene glycol alginate is 0.05 to 0.5% of the whole composition, preferably 0.07 to 0.3%, from the viewpoint of the suppressing effect on the off-flavor and off-flavors and the appearance stability. It is. If the content is less than 0.05%, the effect of suppressing off-flavors and offensive odors is poor. If it exceeds 0.5%, the stability of the appearance is deteriorated due to the insufficient dissolution of the component (E).
  • the component (A) is the same as above, but as the above-mentioned polyoxyethylene alkyl ether having 14 to 16 carbon atoms, polyoxyethylene cetyl ether, Polyoxyethylene myristyl ether can be used.
  • the component (A) may be used singly or in combination of two or more.
  • the polyoxyethylene alkyl ether is 7 to 17 moles and the alkyl group has 14 to 16 carbon atoms, with polyoxyethylene cetyl ether being more preferred.
  • the above-mentioned polyoxyethylene lauryl ether E.I. O. Is 10 to 25 moles, preferably 15 to 25 moles.
  • the compounding amount of the component (A) is preferably from 0.05 to 0.3%, more preferably from 0.07 to 0.25%, of the whole composition in terms of the suppressing effect on the off-flavor and off-flavor and the appearance stability. . Appearance stability is more excellent in it being 0.05% or more. If it is 0.3% or less, the off-flavors and off-flavors after the discharge are sufficiently suppressed, and the feeling of use is further improved.
  • one or more selected from (F) glycerin and a sugar alcohol can be further blended.
  • the component (F) is blended together with the component (E), the effect of suppressing the off-flavor and the offensive odor by the component (E) is further improved.
  • glycerin, xylitol as a sugar alcohol, erythritol, maltitol, sorbitol and mannitol can be mentioned.
  • glycerin and xylitol are preferable from the viewpoint of the improvement of the inhibitory effect on the off-flavor and off-flavor. These can be used alone or in combination of two or more in view of the effects.
  • a commercial item can be used for (F) component.
  • the blending amount of the component (F) is preferably 3 to 15% of the whole composition. Within this range, the suppressing effect of the off-flavor and off-flavor is more excellent.
  • the blending amount of glycerin is preferably 2 to 10% of the whole composition, and when at least a sugar alcohol, particularly xylitol is blended, the sugar alcohol The blending amount is preferably 1 to 5% of the whole composition. It is particularly preferable to use glycerin and a sugar alcohol in combination.
  • appropriate known components can be blended as needed in addition to the above components, depending on the formulation of the composition for oral cavity and purpose of use.
  • a wetting agent, a thickening agent, a preservative, a preservative, a sweetener, a coloring agent, a pH adjuster, a flavor, an active ingredient and the like are blended.
  • the content of the abrasive in the composition is preferably 0 to 10%, and more preferably 0 to 5%, because it is preferable to use a low content or no content of the abrasive.
  • Abrasives are usually not formulated into mouthrinses.
  • a wetting agent sugar alcohols such as sorbitol, xylitol, erythritol, etc., glycerin, ethylene glycol, polyethylene glycol having an average molecular weight of 100 to 500, preferably 190 to 420 (average molecular weight described in quasi-drug raw material standard 2006, hereinafter the same) And other polyhydric alcohols.
  • the component (F) also acts as a wetting agent. Therefore, it is not necessary to blend the wetting agent other than the component (F). It is also possible to blend a polyhydric alcohol such as propylene glycol, ethylene glycol and polyethylene glycol having the above-mentioned specific average molecular weight.
  • the total content of wetting agents is usually from 1 to 50%, in particular from 3 to 50%.
  • the thickener examples include those other than the component (E), for example, cellulose-based compounds such as sodium carboxymethylcellulose and gums such as xanthan gum.
  • the compounding amount is usually 0 to 3%.
  • preservatives include p-oxybenzoic acid esters, benzoic acid or sodium salts thereof.
  • sweetening agent sodium saccharin, stevioside and the like can be mentioned.
  • colorant include water-soluble dyes having high safety such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 and the like.
  • the pH at 25 ° C. to 5.5 to 8.0, and sodium dihydrogen phosphate and sodium monohydrogen phosphate as a pH adjuster in this vicinity are used in combination, or citric acid and citric acid Sodium acid can also be added in combination.
  • menthol carvone, anethole, cineole, methyl salicylate, cinnamic aldehyde, eugenol, 3-1-mentoxypropane-1,2-diol, thymol, linalool, linalyl acetate, limonene, menthone, menthyl acetate, N- Substituted-paramenthane-3-carboxamide, pinene, octylaldehyde, citral, plegon, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexane propionate, methyl anthranilate, ethyl methyl phenyl glycidate, vanillin, Undecalactone, hexanal, isoamyl alcohol, hexen
  • a nonionic bactericidal agent such as isopropylmethylphenol, a cationic bactericidal agent such as cetyl pyridinium chloride, an anti-inflammatory agent, a fluorine-containing compound, an enzyme, vitamins and the like can be used within the scope of the present invention.
  • An effective amount may be added.
  • the composition for oral cavity of the present invention purified water is used as a solvent, and a lower monohydric alcohol such as ethanol may be blended.
  • the content of the lower monohydric alcohol, particularly ethanol may be 10% or less, particularly 5% or less of the whole composition, or 0% without blending.
  • the liquid oral composition having a low ethanol concentration and substantially containing no ethanol has good appearance stability.
  • the oral composition of the second invention comprises (A) E.I. O. Polyoxyethylene lauryl ether having a molar ratio of 10 to 25 and an E.I. O. 1 or 2 or more selected from polyoxyethylene alkyl ethers having 7 to 17 moles of an alkyl group and having 14 to 16 carbon atoms, (B) 1 or 2 types selected from an acyl sarcosine salt and an acyl taurine salt The above, and (C) E.I. O. Contains 40 to 100 moles of polyoxyethylene hydrogenated castor oil.
  • each of the components (A) and (B) are all the same as those described in relation to the first invention, and the materials that can be used as each component, the ratio of each component and the entire composition It is preferable that the compounding quantity etc. of each component of are also the same.
  • the blending amount of the component (A) is preferably 0.05 to 0.4%, more preferably 0.1 to 0.4% of the whole composition.
  • BF removal effect is fully exhibited as it is 0.05% or more. If too much component (A) is incorporated, the BF removal effect may be reduced, and if it is 0.4% or less, the BF removal effect is sufficiently excellent, and the appearance stability can be sufficiently maintained. .
  • the blending amount of the component (B) is preferably 0.1 to 0.5%, more preferably 0.2 to 0.3%, of the whole composition. If it is 0.1% or more, the BF removal effect is sufficiently obtained. The appearance stability can be sufficiently maintained at 0.5% or less.
  • the mass ratio of (A) / (B), which indicates the mixing ratio of the component (A) to the component (B), is preferably 0.1 to 3, more preferably 0.4 to 2, and still more preferably 0.4. It is -1.5. Within this range, the BF removal effect is more excellent, and the appearance stability can be sufficiently maintained.
  • the component (C) is E.I. O. Is 40 to 100 moles, preferably 60 to 100 moles of polyoxyethylene hydrogenated castor oil.
  • the blending amount of the component (C) is 0.1 to 0.4%, preferably 0.2 to 0.3%, of the whole composition. If it is less than 0.1%, the appearance stability is poor. If it exceeds 0.4%, the BF removal effect becomes worse.
  • the total blending amount of the (A) and (C) components which are nonionic surfactants can be 0.15 to 0.8% of the whole composition, but preferably 0.2 to 0.5%. It is. Within this range is more preferable in terms of the BF removal effect and the appearance stability. If it is less than 0.15%, the appearance stability may be impaired, and if it exceeds 0.8%, the BF removal effect may be reduced.
  • ((A) + (C)) / (B), which indicates the ratio of the total blending amount of the (A) and (C) components to the blending amount of the (B) component is not particularly limited. 0.5 to 5 is preferable, more preferably 0.8 to 4 and still more preferably 1 to 2. Within this range, the BF removal effect is more excellent, and the appearance stability can be further improved.
  • surfactants other than those described above particularly nonionic surfactants other than the components (A) and (C), such as sucrose fatty acid ester, polyglycerin fatty acid ester, alkyl glycosides, sorbitan fatty acid ester, poly
  • the oxyethylene sorbitan fatty acid ester and the alkyldimethylamine oxide may be blended within a range that does not affect the BF removal effect, but they may not be blended and may be 0%.
  • the nonionic surfactant other than the components (A) and (C) is blended, the total amount of the nonionic surfactant including the components (A) and (C) is a bactericide etc.
  • the range of 1% or less, particularly 0.8% or less, particularly 0.5% or less of the whole composition is preferable. From the viewpoint of the BF removal effect, it is preferable not to mix (0%).
  • anionic surfactants other than the component (B) for example, water-soluble salts of higher alkyl sulfuric acid esters such as sodium lauryl sulfate, water-soluble salts of higher fatty acid monoglyceride sulfonic acid having 10 to 18 carbon atoms of the fatty acid group, Although paraffin sulfonic acid etc. may be mix
  • the blending amount thereof is the composition of the total blending amount of the anionic surfactant including the component (B) from the viewpoint of appearance stability and stimulation.
  • a range of 1% or less, particularly 0.5% or less, particularly 0.3% or less of the whole is preferable. From the viewpoint of biofilm removal effect, it is preferable not to mix (0%). Moreover, as for the compounding quantity of anionic surfactant other than (B) component, less than the same quantity of the compounding quantity of (B) component is preferable.
  • the (D) oil-soluble component can be further blended.
  • the oil-soluble component (D) is not particularly limited as long as it is known as a blending component of the composition for oral cavity.
  • oil-soluble medicinal ingredients, perfumes and the like can be mentioned.
  • oil-soluble medicinal ingredients include nonionic bactericidal agents such as isopropyl methyl phenol, vitamins such as vitamin E, and anti-inflammatory agents such as ⁇ -glycyrrhetinic acid.
  • menthol carvone, anethole, cineole, methyl salicylate, cinnamic aldehyde, eugenol, 3-1-mentoxypropane-1,2-diol, thymol, linalool, linalyl acetate, limonene, menthone, menthyl acetate, N- Substituted-paramenthane-3-carboxamide, pinene, octylaldehyde, citral, plegon, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexane propionate, methyl anthranilate, ethyl methyl phenyl glycidate, vanillin, Undecalactone, hexanal, isoamyl alcohol, hexen
  • the appearance stability can be favorably maintained and the BF removal effect is achieved. Further improvements are also possible.
  • a medicinal ingredient effective for biofilm removal such as isopropyl methyl phenol as a bactericidal agent, or menthol, which is commonly used as a fragrance
  • the appearance stability can be favorably maintained and the BF removal effect is achieved. Further improvements are also possible.
  • the components (A) and (B) and menthol are blended without blending the component (C)
  • precipitates may be generated due to the effect of menthol to generate nuggoli, and the biofilm removal effect may be reduced.
  • the blending amount of the oil-soluble component (D) is preferably 1% or less of the whole composition, more preferably 0.01 to 1%, and still more preferably 0.1 to 0.8%. It is suitable for maintenance of appearance stability that it is 1% or less.
  • the effective amount of the oil-soluble medicinal ingredient is preferably within the above range, and the amount of the flavoring agent, especially menthol, is 0.01 to 1% of the whole composition, particularly 0.1 to 0. 8% is good.
  • (E) Alginic acid propylene glycol ester can be further added to the composition for oral cavity of the second invention.
  • the component (E) is added, the off-flavors and off-flavors peculiar to the above-mentioned nonionic surfactants can be further suppressed, and the appearance stability can be further improved.
  • the details of the component (E) are all the same as those described in the first invention, and the substances which can be used, the physical properties thereof, the compounding amount to the whole composition and the like are preferably the same.
  • blending (E) component it is preferable that the detail about (A) component is also the same as that of the description regarding said 1st invention altogether.
  • one or more selected from (F) glycerin and a sugar alcohol can be further blended.
  • the component (F) is blended together with the component (E), the effect of suppressing the off-flavor and the offensive odor by the component (E) is further improved.
  • the details of the component (F) are all the same as those described in the first aspect of the invention, and it is preferable that the substances that can be used, the compounding amount to the whole composition, etc.
  • a lower monohydric alcohol such as ethanol
  • the content of ethanol is preferably 10% or less, particularly preferably 5% or less, of the whole composition from the viewpoint of suppression of irritation, and may be 0% without blending.
  • a formulation substantially free of lower monohydric alcohol, particularly ethanol is suitable as a low irritation type formulation.
  • the appearance of the preparation is stabilized even in the case of a liquid oral composition which has a low ethanol concentration and does not substantially contain ethanol, and the BF removal effect is excellent.
  • the composition for oral cavity of the second invention is preferably a composition for oral cavity for liquid, and can be prepared and applied as a mouthwash, liquid dentifrice, mouth freshener and the like, but a mouthwash is particularly preferable.
  • appropriate known components can be blended as necessary depending on the formulation and purpose of use. Specifically, wetting agents, thickeners, preservatives, sweeteners, coloring agents, pH adjusters, active ingredients and the like are blended.
  • polishing agent are not normally mix
  • wetting agent thickening agent, preservative, sweetening agent, coloring agent, pH adjusting agent, pH adjusting agent and the like are the same as those described in relation to the first aspect of the present invention, respectively, and can be used in the same manner.
  • the optional active ingredient examples include medicinal ingredients other than oil-soluble medicinal ingredients shown as the component (D), such as allantoin, water-soluble vitamin, water-soluble anti-inflammatory agent, fluorine-containing compound and the like. These addition amounts are effective amounts in the range which does not prevent the effect of this invention.
  • the average addition mole number of (A) ethylene oxide is 10 to 25 moles
  • the average addition mole number of polyoxyethylene lauryl ether and ethylene oxide is 7 to 17 moles
  • the carbon number of the alkyl group is Polyoxyethylene hydrogenated castor oil wherein one or more kinds selected from polyoxyethylene alkyl ethers of 14 to 16 and (B) ethylene oxide added with an average added mole number of 40 to 100 moles;
  • (C) acyl The oral biofilm removal agent which consists of 1 type, or 2 or more types chosen from sarcosine salt and an acyl taurine salt is provided.
  • Example I Comparative Example I Liquid oral compositions (mouthwashing agents) having the compositions shown in Tables I-1 to I-3 were prepared by a conventional method, and these were used as test compositions and evaluated by the following methods. The results are shown in Tables I-1 to I-3.
  • POE is an abbreviation of polyoxyethylene
  • the numbers in parentheses are the average added mole number of ethylene oxide (the same applies hereinafter).
  • the treated medium is used as a model biofilm preparation carrier, and the culture solution is prepared by dissolving 30 g of Trypticase Soy Broth (manufactured by Difco) in 1 L of purified water, 5 mg / L of hemin (manufactured by Sigma), vitamin K What added 1 mg / L (made by Wako Pure Chemical Industries, Ltd.) was used.
  • the oral bacteria used for preparation of the model biofilm were all purchased from the American Type Culture Collection (ATCC), and Streptococcus gordonii strain ATCC 51656 and Actinomyces naes Landi strain ATCC 51655 as oral bacteria, porphys as pathogenic bacteria. Lomonas gingivalis strain ATCC 33277 was used. These three bacterial strains are each inoculated into the above-mentioned culture solution at 2 ⁇ 10 7 cfu / mL (clony forming units / mL), and together with the saliva-treated HA carrier at 37 ° C. under anaerobic conditions (80 vol% nitrogen, 10 vol Continuous culture (the replacement rate of the culture solution was 10 vol%) was carried out with% carbon dioxide and 10 vol% hydrogen to form a model biofilm of a mixture of three species on the HA surface.
  • ATCC American Type Culture Collection
  • the turbidity (OD) at a wavelength of 550 nm of this dispersion was measured, and the amount of remaining biofilm not dispersed in the sample was measured.
  • PBS was used as a control.
  • Biofilm dispersion rate (%) ⁇ (Control turbidity-test composition treatment turbidity) / Control turbidity ⁇ ⁇ 100 Judgment criteria of biofilm dispersion effect ⁇ : biofilm dispersion rate of 50% or more ⁇ : biofilm dispersion rate of 35% to less than 50% ⁇ : biofilm dispersion rate of 20% to 35% ⁇ : biofilm dispersion rate Less than 20%
  • Example II Comparative Example II An oil phase solution prepared by adding a nonionic surfactant and a perfume to a mixed solution of a solvent and water to a liquid oral cavity composition (mouthwash) having the composition shown in Tables II-1 to II-4 Prepared by Using these as test compositions, the periodontal pathogenic biofilm dispersion effect (BF removal effect) was evaluated by the same method as described above, and the appearance stability was evaluated by the following method. The results are shown in Tables II-1 to II-4. The POE in the table and the numbers in parentheses are the same as above.
  • Example III The liquid oral cavity composition (mouthwashing agent) having the composition shown in Table III-1 and III-2 is prepared by a conventional method, the appearance stability is evaluated by the same method as described above, and the suppressing effect of the offensive off-flavor by the following method Was evaluated. The results are shown in Tables III-1 and III-2.
  • the liquid oral cavity compositions shown in Tables III-1 and III-2 were evaluated by the same method as described above, and were excellent in the BF removal effect.
  • component (E) used The details of the component (E) used are shown below.
  • Formulation Example 2 Mouthwash (A) POE (15) Cetyl Ether 0.1% (B) lauroyl sarcosine sodium 0.1 (C) POE (60) hydrogenated castor oil 0.3 (D) isopropyl methyl phenol 0.05 Glycerin 2.0 Propylene glycol 4.0 Polyethylene glycol 400 5.0 Citric acid 0.05 Sodium citrate 0.3 Purified water 100% in total (A) / (B) mass ratio; 1
  • Formulation 3 Mouthwash (A) POE (15) cetyl ether 0.1% (B) lauroyl sarcosine sodium 0.1 (C) POE (60) hydrogenated castor oil 0.3 (D) isopropyl methyl phenol 0.05 Glycerin 4.0 Xylitol 2.0 Propylene glycol 2.0 Ethanol 5.0 Citric acid 0.05 Sodium citrate 0.3 Purified water 100% in total (A) / (B) mass ratio; 1
  • Mouthwash A) polyoxyethylene (15) myristyl ether 0.1% (B) lauroyl sarcosine sodium 0.1 (C) Polyoxyethylene (60) hydrogenated castor oil 0.3 (D) Perfume 0.2 (E) Alginic acid propylene glycol ester (APG1) 0.1 (F) Glycerin 2.0 Xylitol 4.0 Propylene glycol 2.0 Ethanol 4.0 Citric acid 0.05 Sodium citrate 0.3 Purified water 100% in total (A) / (B) mass ratio; 1

Abstract

L'invention concerne : un agent d'élimination du biofilm buccal qui présente un excellent effet d'élimination du biofilm buccal; et une composition pour cavité buccale, qui contient cet agent d'élimination du biofilm buccal. Un agent d'élimination du biofilm buccal qui est composé de (A) un ou plusieurs composés choisis parmi les polyoxyéthylène lauryl éthers ayant un nombre moyen de moles d'oxydes d'éthylène ajoutés (E. O.) de 10 à 25 moles et les polyoxyéthylène alkyl éthers ayant un E. O. de 7 à 17 moles et un groupe alkyle en C14-16, et (B) un ou plusieurs sels choisis parmi les sels d'acyle sarcosine et les sels d'acyle taurine, le rapport en masse (A)/(B) étant de 0,1 à 3; et une composition pour cavité buccale, qui contient cet agent d'élimination du biofilm buccal. La composition pour cavité buccale contient en outre (E) un ester d'alginate de propylène glycol. Un agent d'élimination du biofilm buccal qui est composé des composants (A) et (B), et (C) une huile de ricin durcie par polyoxyéthylène ayant un E. O. de 40 à 100 moles; et une composition pour cavité buccale, qui contient cet agent d'élimination du biofilm buccal. La composition pour cavité buccale contient en outre le composant (E).
PCT/JP2018/033208 2017-09-11 2018-09-07 Agent d'élimination du biofilm buccal et composition pour cavité buccale le comprenant WO2019049988A1 (fr)

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JP2017-174167 2017-09-11
JP2017174167 2017-09-11
JP2017-174180 2017-09-11
JP2017174180 2017-09-11
JP2017227407A JP2019094311A (ja) 2017-11-28 2017-11-28 液体口腔用組成物
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003292426A (ja) * 2002-01-29 2003-10-15 Lion Corp 歯磨剤組成物
JP2012131769A (ja) * 2010-11-30 2012-07-12 Lion Corp 口腔用組成物
WO2017002891A1 (fr) * 2015-06-30 2017-01-05 日油株式会社 Agent aromatisant et composition pour cavité buccale le comprenant
WO2017110582A1 (fr) * 2015-12-25 2017-06-29 ライオン株式会社 Composition à usage buccal

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003292426A (ja) * 2002-01-29 2003-10-15 Lion Corp 歯磨剤組成物
JP2012131769A (ja) * 2010-11-30 2012-07-12 Lion Corp 口腔用組成物
WO2017002891A1 (fr) * 2015-06-30 2017-01-05 日油株式会社 Agent aromatisant et composition pour cavité buccale le comprenant
WO2017110582A1 (fr) * 2015-12-25 2017-06-29 ライオン株式会社 Composition à usage buccal

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