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WO2016153144A1 - Composition orale efficace pour inhiber la formation de tartre - Google Patents

Composition orale efficace pour inhiber la formation de tartre Download PDF

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Publication number
WO2016153144A1
WO2016153144A1 PCT/KR2015/012470 KR2015012470W WO2016153144A1 WO 2016153144 A1 WO2016153144 A1 WO 2016153144A1 KR 2015012470 W KR2015012470 W KR 2015012470W WO 2016153144 A1 WO2016153144 A1 WO 2016153144A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
metal ion
cationic polymer
oral
anionic metal
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/KR2015/012470
Other languages
English (en)
Korean (ko)
Inventor
김찬호
이현기
변경희
박상철
이병렬
김기정
김유진
김대경
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Amorepacific Corp
Original Assignee
Amorepacific Corp
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 Amorepacific Corp filed Critical Amorepacific Corp
Priority to CN201580075837.5A priority Critical patent/CN107205892B/zh
Priority claimed from KR1020150162289A external-priority patent/KR102406001B1/ko
Publication of WO2016153144A1 publication Critical patent/WO2016153144A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • A61K8/30—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
    • A61K8/41—Amines
    • 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
    • A61K8/55—Phosphorus compounds
    • 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

Definitions

  • the present invention relates to an oral composition for inhibiting tartar formation containing an anionic metal ion sequestrant and a cationic polymer. More specifically, the phosphate anionic metal ion sequestrant and a polyquaternium cationic polymer are used to treat coacetate.
  • the present invention relates to a composition for oral cavity which is adhered to the tooth surface to form an anionic metal ion sequestrant that inhibits tartar formation and remains in the oral cavity even after rinsing.
  • oral diseases are caused by various bacteria living in the oral cavity, and harmful oral bacteria eat and remnant such as food from the obtained film to proliferate to form plaques, and plaques are metal ions such as calcium and magnesium in saliva or blood. In combination with calcified calculus.
  • plaque and tartar cause gum diseases such as gingivitis and periodontitis, and further damage the teeth.
  • Regular brushing helps prevent the rapid formation of these deposits, but even regular brushing is not enough to remove all the stone deposits attached to the teeth. Therefore, in order to suppress plaque and tartar formation, an abrasive is physically used, and an antibacterial agent and a metal ion blocking agent are used chemically.
  • Abrasives used in oral products include polymer materials such as calcium carbonate, silica, aluminum hydroxide, calcium phosphate, baking soda, polyethylene and polyvinyl chloride, and antibacterial agents used in oral products include cetylpyridinium chloride and hexahalonium chloride.
  • Benzalkonium chloride, decarinium chloride, chlorohexidine, triclosan, thymol, isopropylmethylphenol and alkyldiaminoethylglycolic acid, and metal ion sequestrants include pyrophosphate, polyphosphate and polyphosphate. Phosphates and the like.
  • metal ion sequestrants have been mainly used to suppress tartar formation, but when the metal ion sequestrants are used alone, they do not remain in the oral cavity when brushing and rinsing. In addition, when an excessive amount of the metal ion blocking agent is added to increase the removal efficiency of tartar, irritation may occur, and the usability may be deteriorated due to inferior taste.
  • the present inventors have made diligent efforts to find a method for retaining the metal ion sequestrant in the oral cavity even after rinsing the toothpaste, resulting in the composition of the oral composition containing a cationic polymer together with the existing anionic metal ion sequestrant.
  • the coacervate is formed by the precipitation reaction of the anion and the cation to confirm that it is effective in inhibiting tartar formation by leaving a larger amount of anionic metal ion blocker in the teeth, to complete the present invention.
  • An object of the present invention is to provide an oral composition which contains an anionic metal ion sequestrant and a cationic polymer to induce coacervation thereof, thereby inhibiting tartar formation by remaining an anionic metal ion sequestrant on the tooth surface.
  • the present invention provides an oral composition for inhibiting tartar formation containing an anionic metal ion sequestrant and a cationic polymer as an active ingredient.
  • Oral composition for inhibiting tartar formation of the present invention can effectively prevent tartar formation on the surface of the tooth, and at the same time maintain the flavor of the toothpaste and improve the foaming force.
  • the anionic metal ion sequestrant and the cationic polymer remained on the tooth surface in the form of coacetate. As a result, it was confirmed that the remaining anionic metal ion blocking agent exhibits an effect of suppressing tartar formation.
  • the present invention relates to an oral composition for inhibiting tartar formation containing an anionic metal ion sequestrant and a cationic polymer as an active ingredient, and the anionic metal ion sequestrant and the cationic polymer react with each other. It can be characterized in that to form coacervate on the tooth surface.
  • the composition may be characterized in that it further contains a surfactant.
  • Coacervation refers to a phenomenon in which a colloidal sol concentrated in a dispersion medium is separated from a hydrophilic colloidal solution by a decrease in hydration of the colloidal particles and an electrostatic factor. The colloid concentration is high and the other liquid phase is lower in the colloid concentration.
  • Coacervate refers to a colloidal material formed due to coacervation phenomena when anionic polymer electrolyte and cationic polymer electrolyte are mixed under certain conditions.
  • the anionic metal ion sequestrant contained in the composition for oral cavity of the present invention forms coacervates by ionic bonding with the cationic polymer to precipitate, and the formed coacervates may have a metal ion sequestrant having an effect of inhibiting tartar formation on the tooth surface for a long time.
  • the anionic metal ion blocking agent may be characterized in that the phosphate compound.
  • Anionic metal ion sequestrant is a substance that inhibits tartar formation by chelating metal ions which have an important effect on tartar formation.
  • Phosphoric acid-based compounds are preferred, and hexametaphosphate and pyrophosphate.
  • Polyphosphate, and salts thereof may be one or more selected from the group consisting of.
  • the salt may be in the form of a combination of 1 to 4 alkali metal cations and an anionic phosphate-based compound, and specific examples thereof include sodium phosphate, monosodium phosphate, disodium phosphate, and tree.
  • the cationic polymer may be a polyquaternium-based compound.
  • the polyquaternium-based compound refers to a polymer compound (polymer) in which quaternary ammonium ions are present at the center, and preferably one selected from the group consisting of polyquaternium-10, polyquaternium-6, and polyquaternium-11 It may be more than, but is not necessarily limited thereto.
  • the composition for oral cavity may further comprise a surfactant, in addition to the anionic metal ion blocking agent and the cationic polymer.
  • a surfactant include anionic surfactants such as glycinate, sulfate, sulfosuccinate, sacosinate, phosphate, isethionate, glutamate, and taurate, and betaine.
  • Amphoteric surfactants such as, steine, ampoacetate, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene (cured) castor oil, glycerin fatty acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, alkylolamide, alkylglucose
  • Nonionic surfactants such as seeds, cationic surfactants such as N-alkyldiamino ethylglycine, and the like, preferably sodium lauryl sulfate and sodium methyl cocoyl taurate , And disodium lauryl sulfosuccinate, but may be one or more selected from the group consisting of It is not limited to this.
  • the anionic metal ion sequestrant may be contained in 0.1 to 10.0% by weight relative to the total weight of the composition, preferably 1.0 to 7.0% by weight, more preferably 3.0 to 5.0% by weight It may be contained. If the content of the anionic metal ion blocker is less than 0.1% by weight, no coacervate is formed. If the content of the anionic metal ion blocker is greater than 10.0% by weight, the flavor and foaming power may be lowered and the irritation may be increased. have.
  • the cationic polymer may be contained in an amount of 0.01 to 0.50% by weight based on the total weight of the composition, preferably 0.05 to 0.50% by weight, more preferably 0.10 to 0.50% by weight. If the content of the cationic polymer is less than 0.01% by weight coacetate is not formed, if the content exceeds 0.50% by weight it may be inconvenient to use the high viscosity in the toothpaste.
  • the anionic metal ion blocking agent and the cationic polymer may be mixed and contained in a weight ratio of 0.2: 1 to 1000: 1, preferably 10: 1 to 100: 1, more preferably May be mixed in a weight ratio of 30: 1 to 50: 1. Since the molecular weight of the anionic metal ion blocking agent is relatively small, it is preferable to mix at a higher ratio than the cationic polymer. If the mixing ratio of the anionic metal ion blocking agent and the cationic polymer is less than 0.2: 1 or more than 1000: 1, coacervate may be difficult to form.
  • composition for oral cavity of this invention is not specifically limited in the formulation, For example, Toothpaste, Oral detergent, Oral detergent, Chewing gum, Candy, Oral spray, Oral toothpaste, A tooth whitening agent, etc. can be provided. .
  • composition for oral cavity of the present invention may contain abrasives, wetting agents, auxiliary foaming agents, binders, sweeteners, pH adjusting agents, preservatives, active ingredients, fragrances, brighteners, pigments, solvents and the like which are commonly used according to the formulation and purpose of use. .
  • abrasive precipitated silica, silica gel, zirconium silicate, calcium monohydrogen phosphate, calcium monohydrogen phosphate, hydrous alumina, hard calcium carbonate, heavy calcium carbonate, calcium pyrophosphate, insoluble methphosphate, aluminum silicate and the like can be used.
  • wetting agent concentrated glycerin, glycerin, aqueous sorbitol solution, amorphous sorbitol aqueous solution, polyethylene glycols, propylene glycol and the like can be used.
  • anionic and nonionic surfactants such as sodium alkyl sulfate, sodium lauryl sulfate, sucrose fatty acid ester, and sorbitan fatty acid ester may be used.
  • the binder is sodium carboxymethyl cellulose, carrageenan, xanthan gum, hydroxyethyl cellulose, hydroxypropylmethylcellulose, hydroxypropyl cellulose, guar gum, gellan gum, carbomer, pectin, polyvinylpyrrolidone, carboxyvinyl polymer Sodium alginate, laponite, sodium carboxymethylcellulose, xanthan gum and the like can be used.
  • sweetener examples include saccharin sodium, sucralose, maltitol, aspartame, erythritol, xylitol, licorice acid, saccharin, and the like.
  • the preservatives include benzoic acid, methylparaben, propylparaben, sodium benzoate, paraoxybenzoic acid ester, and the like.
  • the fragrance may be used alone or mixed with peppermint oil, spearmint oil, menthol, etc.
  • the pH adjuster may be used sodium phosphate, disodium phosphate, citric acid, triethanolamine and the like.
  • purified water in order to test the degree of coacervate formation and residual degree of the oral composition of the present invention, purified water, anionic metal ion blocker (sodium hexametaphosphate, tetrasodium pyrophosphate, sodium tripolyphosphate), cationic polymer (polyquaternium -10, polyquaternium-6, polyquaternium-11), surfactant (sodium lauryl sulfate, sodium methyl cocoyl taurate, dissonium lauryl sulfosuccinate) as the main components, Examples 1 to 9, and Comparative Examples 1 to 3, respectively, were prepared to have a total weight of 100 g as in the configuration.
  • anionic metal ion blocker sodium hexametaphosphate, tetrasodium pyrophosphate, sodium tripolyphosphate
  • cationic polymer polyquaternium -10, polyquaternium-6, polyquaternium-11
  • surfactant sodium lauryl sulfate, sodium
  • Example 4 Example 5
  • Example 6 Example 7
  • Example 8 Example 9 Purified water To 100 To 100 To 100 To100 To100 To100 To100 To100 To100 To100 To100 Sodium hexametaphosphate 3 0.5 7 3 3 - - 3 3 3 5 Tetrasodium pyrophosphate - - - - - 3 - - - - - - - Sodium tripolyphosphate - - - - - - - - - Polyquaternium-10 - 0.1 0.1 0.1 0.1 0.1 - - 0.1 0.1 0.1 - - 0.1 0.1 0.1 Polyquaternium-6 - - - - - - - - - - - Polyquaternium-11 - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -
  • Example 1 containing a cationic polymer together with an anionic metal ion sequestrant, but no surfactant.
  • the dilution conditions showed a difference in the degree of coacervate production.
  • the solution containing the anionic metal ion sequestrant, the cationic polymer, and the surfactant was diluted, more coacetate was formed, and it was confirmed that coacervate was not formed again after a certain point. From this, it could be confirmed that the proper dilution ratio is important for coacervate formation.
  • the type of cationic polymer (compare Examples 2, 5, 6), anionic It was confirmed that there was a difference in the degree of coacervate production depending on the type of the metal ion blocking agent (compare Examples 2, 3, 4) or the type of the surfactant (compare Examples 2, 7, 8), and anionic metal ion According to the content of the blocking agent (compare Examples 2, 9) it was confirmed that the difference in the degree of coacetate production.
  • the mixing ratio (weight ratio) of the anionic metal ion sequestering agent and the cationic polymer is 30: 1 in Comparative Example 2 lower than 30: 1, or in Comparative Example 3 higher than 50: 1, It was found that coacervates were not produced well compared to Examples 1 to 9 in the range of ⁇ 50: 1.
  • Example 1 after confirming that coacervate is formed in a solution containing an anionic metal ion sequestrant, a cationic polymer, and a surfactant, an in vitro test is performed to determine how much coacervate formed remains on the tooth surface. Measured through.
  • V-8 cross brushing machine which is an automatic brushing machine on hydroxyapatite disk (Clarkson Chromatography Products) Brushing was performed using (V-8 Cross Brushing Machine®, Sabri, USA). Four disks were used to reduce the error between the hydroxyapatite disks, and the diluted solution was brushed with a brushing machine for 5 minutes, and then washed five times.
  • Examples 10 to 11 and Comparative Example 4 in which a coacervate solution containing an anionic metal ion blocking agent and a cationic polymer were included in a paste formulation in the form of a toothpaste were prepared as shown in Table 4 below.
  • Example 11 solvent Purified water To 100 To 100 To 100 Metal Ion Blocker Sodium hexametaphosphate 3 3 5 Cationic polymer Polyquaternium-10 - 0.1 0.1 Active ingredient Sodium monofluorophosphate 0.76 0.76 0.76 Humectant Sorbitol Liquid (70%) 50 50 50 Sweetener Sodium saccharin 0.4 0.4 0.4 abrasive Silica 10 10 10 Thickener Hydroxymethylcellulose 1.5 1.5 1.5 Spices Combination spices One One One Foam Sodium lauryl sulfate 2 2 2 2 2 2
  • the sanded glass rod was immersed in a solution added with saliva and sugar obtained from the panel, and then aged at 35 degrees for 2 days. After forming plaque on the surface of the glass rod, the glass rod was immersed in a crystallization solution consisting of 25% toothpaste slurry solution (Comparative Examples 4, 10 and 11) and calcium chloride (1.5 mM) and stored overnight for 5 seconds. After washing the glass rod, it was stored again in the toothpaste slurry solution and crystallization solution. The tartar formed by repeating this for two weeks was dissolved in strong acid (1M HCl) and strong base (1M KOH) and analyzed by calcium content using ion chromatography (Ion chromatography, Metrohm). The results are shown in Table 5 below. It was judged that the lower the calcium content, the better the ability to inhibit tartar formation.
  • Example 10 Based on the measurement results of calculus formation inhibitory power of Test Example 3, the feeling of use of the toothpaste was evaluated.
  • Example 10, Example 11, and Comparative Example 4 were used by 20 people, and after two weeks of use, a survey was conducted to evaluate flavor, foaming power, stimulus, and overall satisfaction, and the results are shown in Table 6 below. Indicated.
  • Example 10 Flavor 3.5 3.3 3.6 Bubble 3.7 4.2 4.0 Irritation 4.0 3.9 3.9 Total satisfaction 3.5 3.7 3.6
  • composition containing the cationic polymer did not significantly affect the flavor and irritation of the toothpaste, and rather helped in foaming power.

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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)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition orale pour inhiber la formation de tartre, contenant un agent séquestrant anionique et un polymère cationique, et plus spécifiquement une composition orale dans laquelle un agent séquestrant anionique à base de phosphate et un polymère cationique à base de polyquaternium forment un coacervat pendant le brossage de dents, de telle sorte que le coacervat adhère à la surface des dents, ce qui permet à l'agent séquestrant anionique, qui est un ingrédient inhibant la formation de tartre, de rester dans la bouche pendant longtemps même après le rinçage. La composition orale pour inhiber la formation de tartre de la présente invention peut empêcher efficacement la formation de tartre sur la surface de dents et peut améliorer simultanément l'aptitude au moussage tout en conservant la saveur d'une pâte dentifrice.
PCT/KR2015/012470 2015-03-20 2015-11-19 Composition orale efficace pour inhiber la formation de tartre Ceased WO2016153144A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201580075837.5A CN107205892B (zh) 2015-03-20 2015-11-19 有效抑制牙石形成的口腔用组合物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20150038730 2015-03-20
KR10-2015-0038730 2015-03-20
KR1020150162289A KR102406001B1 (ko) 2015-03-20 2015-11-19 치석 형성 억제에 효과적인 구강용 조성물
KR10-2015-0162289 2015-11-19

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WO2016153144A1 true WO2016153144A1 (fr) 2016-09-29

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11576947B2 (en) * 2019-03-25 2023-02-14 Kunming Lanchie Dental Hospital, Ltd. Oral composition and method

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994016673A1 (fr) * 1993-01-19 1994-08-04 The Gillette Company Bain de bouche
US20050196354A1 (en) * 2004-03-03 2005-09-08 Andre Soshinsky Film compositions
US20090214628A1 (en) * 2004-09-27 2009-08-27 De Rijk Jan Methods and compositions for treatment of skin
EP2476406A2 (fr) * 2010-12-08 2012-07-18 Henkel AG & Co. KGaA Produit de nettoyage et d'entretien de la bouche et des dents ayant un effet antibactérien amélioré II
US20150071977A1 (en) * 2010-04-28 2015-03-12 The Procter & Gamble Company Delivery Particle

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994016673A1 (fr) * 1993-01-19 1994-08-04 The Gillette Company Bain de bouche
US20050196354A1 (en) * 2004-03-03 2005-09-08 Andre Soshinsky Film compositions
US20090214628A1 (en) * 2004-09-27 2009-08-27 De Rijk Jan Methods and compositions for treatment of skin
US20150071977A1 (en) * 2010-04-28 2015-03-12 The Procter & Gamble Company Delivery Particle
EP2476406A2 (fr) * 2010-12-08 2012-07-18 Henkel AG & Co. KGaA Produit de nettoyage et d'entretien de la bouche et des dents ayant un effet antibactérien amélioré II

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11576947B2 (en) * 2019-03-25 2023-02-14 Kunming Lanchie Dental Hospital, Ltd. Oral composition and method

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