US20130189200A1 - Oral Composition For Removing Tooth Stain - Google Patents

Oral Composition For Removing Tooth Stain Download PDF

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Publication number
US20130189200A1
US20130189200A1 US13/825,555 US201113825555A US2013189200A1 US 20130189200 A1 US20130189200 A1 US 20130189200A1 US 201113825555 A US201113825555 A US 201113825555A US 2013189200 A1 US2013189200 A1 US 2013189200A1
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Prior art keywords
oral composition
ultraphosphate
ultra
peroxide
stain
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Abandoned
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US13/825,555
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English (en)
Inventor
Toshikazu Shiba
Yumi Kawazoe
Shinichi Kato
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RegeneTiss Inc
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RegeneTiss Inc
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Assigned to REGENETISS, INC. reassignment REGENETISS, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KATO, SHINICHI, KAWAZOE, YUMI, SHIBA, TOSHIKAZU
Publication of US20130189200A1 publication Critical patent/US20130189200A1/en
Abandoned legal-status Critical Current

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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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
    • A61C19/00—Dental auxiliary appliances
    • A61C19/06—Implements for therapeutic treatment
    • A61C19/063—Medicament applicators for teeth or gums, e.g. treatment with fluorides
    • A61C19/066—Bleaching devices; Whitening agent applicators for teeth, e.g. trays or strips
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24—Phosphorous; Compounds 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • 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
    • A61K8/42—Amides
    • 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
    • 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
    • A61N—ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N5/00—Radiation therapy
    • A61N5/06—Radiation therapy using light
    • A61N5/0613—Apparatus adapted for a specific treatment
    • A61N5/062—Photodynamic therapy, i.e. excitation of an agent
    • 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
    • A61K2800/74—Biological properties of particular ingredients
    • A61K2800/75—Anti-irritant
    • 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
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/81—Preparation or application process involves irradiation

Definitions

  • the present invention relates to an oral composition for removing tooth stain.
  • the present invention relates to an oral composition which can remove tooth stain effectively by containing peroxides and phosphate polymers at a predetermined concentration.
  • Patent Document 1 discloses an oral stain remover containing ultraphosphate.
  • the pH of this oral stain remover is 5 to 6.5 (see paragraph [0024] and [0033] of the document).
  • Patent Document 2 discloses a dental whitening agent containing hydrogen peroxide or carbamide peroxide as a radical promoter.
  • Patent Document 3 discloses a chewing gum composition for removing stain from dental surface, which includes peroxides and polyphosphates.
  • Patent Document 4 discloses a composition for removing stain from tooth surface, which includes peroxides and polyphosphates.
  • Patent Document 5 discloses a liquid composition for oral cavity containing a salt of polyphosphates, acyl taurine salt and polyethylene glycol, the average molecular weight of which is 600, and having pH 7 to 9.
  • Patent Document 1 International Publication WO 2007/145287
  • Patent Document 2 Japanese Unexamined Patent Publication No. 2009-126819
  • Patent Document 3 Japanese Unexamined Patent Publication No. 2009-024009
  • Patent Document 4 Japanese Unexamined Patent Publication (Translation of PCT Application) No. 2006-504776
  • Patent Document 5 Japanese Unexamined Patent Publication No. 2009-51734
  • the object of the present invention is to provide an oral composition, which can remove tooth stain effectively.
  • the oral stain remover of Patent Document 1 may damage teeth and gums, because it can remove tooth stain only under acidic conditions. Besides, peroxide also causes great damage to teeth and gums. Therefore, the object of the present invention is to provide an oral composition, which scarcely damages teeth and gums and can be easily applied.
  • Another object of the present invention is to provide an oral composition, which prevents dissolution of tooth enamel.
  • the present invention is on the basis of the findings that tooth stain can be removed effectively by containing peroxide and phosphate polymers (in particular ultraphosphate) or its salt at a predetermined concentration.
  • the present invention is also on the basis of the findings that tooth stain can be removed effectively even in neutral pH condition by containing peroxide and the salt of phosphate polymers at a predetermined concentration.
  • a first aspect of the present invention relates to an oral composition for removing tooth stain.
  • This oral composition comprises 3.5 to 30% by weight of peroxide and 5 to 20% by weight of phosphate polymers (preferably ultraphosphate).
  • the average chain length of polymerization of the ultraphosphate is preferably 10 to 30.
  • the oral composition realizes dramatically high removal effect compared to the cases of using peroxide or ultraphosphate individually as substantiated in examples.
  • the use of ultraphosphate also realizes very high removal effect compared to the case of the other phosphate polymers.
  • the oral composition has high biocompatibility and high usability, because it works well under neutral pH condition.
  • peroxide examples include hydrogen peroxide, carbamide peroxide or calcium peroxide.
  • the oral composition also works well in a neutral region of pH 6.5 to 8 (or pH 6.9 to 7.5).
  • the oral composition further comprises an infrared heating substance, and is irradiated by infrared during use.
  • An example of the infrared heating substance is charcoal.
  • the oral composition can be heated by irradiation of infrared, visible light including infrared or infrared laser to the charcoal.
  • Examples of the charcoal are bamboo charcoal, eggplant charcoal and activated charcoal.
  • the eggplant charcoal is preferable because it has high biocompatibility and realizes high whitening effect by synergy effect with peroxide and ultraphosphate.
  • the oral composition is used at 37 to 50° C.
  • the oral composition cleans more effectively in this temperature range because of increase of the peroxide activity.
  • 37 to 45° C. is more preferable temperature range not to hurt lips, dental pulp and gums by heating.
  • the oral composition further comprises polyethylene glycol, as substantiated in the examples.
  • An example of the average molecular weight of the polyethylene glycol is 4000 to 10000.
  • the concentration of the polyethylene glycol is 0.25 to 2% by weight.
  • the present invention can provide an oral composition which can remove tooth stain effectively by containing peroxide and phosphate polymers (ultraphosphate) at a predetermined concentration.
  • containing phosphate polymers in particular, the salt of, ultraphosphate
  • the oral composition of the present invention also works well in neutral pH region. Therefore the oral composition of the present invention scarcely damages organism, and tooth cleaning operation can be easily performed by using the oral composition.
  • the oral composition containing ultraphosphate prevents dissolution of calcium phosphate by peroxide. Therefore, the oral composition of the present invention effectively prevents dissolution of tooth enamel.
  • FIG. 1A shows photographs of a tooth, which was treated with 3.5% H 2 O 2 in alkaline condition (pH 10) at 42° C. for each period of time.
  • FIG. 1B shows photographs of a tooth, which was treated with 3.5% H 2 O 2 in alkaline condition (pH 10) at 42° C. for each period of time.
  • FIG. 2A shows photographs of a tooth, which was treated with 3.5% H 2 O 2 and 10% sodium ultraphosphate (pH 7) at 42° C. for each period of time.
  • FIG. 2B shows photographs of a tooth, which was treated with 3.5% H 2 O 2 and 10% sodium ultraphosphate (pH 7) at 42° C. for each period of time.
  • FIG. 3 shows photographs of a tooth, which was treated with 5% H 2 O 2 (pH 10) at 42° C. for each period of time.
  • FIG. 4 shows photographs of a tooth, which was treated with 5% H 2 O 2 and 10% sodium ultraphosphate (pH 7) at 42° C. for each period of time.
  • FIG. 5 shows whitening effect on the same detached teeth which was coated with 10% H 2 O 2 under alkaline condition and polymers including 10% H 2 O 2 and 10% sodium ultraphosphate under neutral pH condition.
  • FIG. 6A shows photographs of a tooth, which was treated with 20% H 2 O 2 (pH 10) at 42° C. for each period of time.
  • FIG. 6B shows photographs of a tooth, which was treated with 20% 11202 (pH 10) at 42° C. for each period of time.
  • FIG. 7A shows photographs of a tooth, which was treated with 20% H 2 O 2 and 10% sodium ultraphosphate (pH 7) at 42° C. for each period of time.
  • FIG. 7B shows photographs of a tooth, which was treated with 20% H 2 O 2 and 10% sodium ultraphosphate (pH 7) at 42° C. for each period of time.
  • the oral composition of the present invention is an oral composition for removing tooth stain.
  • the oral composition is mainly used in oral cavity to remove tooth stain.
  • the oral composition of the present invention can be also used to clean a denture or full denture.
  • An example of the oral composition is stain remover.
  • This oral composition may be included in toothpaste or mouse wash and dental rinse. Further, this oral composition may be liquid or gel form. Furthermore, it may be used in whitening performed by dentists.
  • This oral composition comprises 3.5 to 30% by weight of peroxide and 5 to 20% by weight of phosphate polymers (preferably ultraphosphate) or its salt.
  • the peroxide examples include hydrogen peroxide, calcium peroxide, carbamide peroxide and calcium peroxide.
  • concentration of the peroxide is preferably 3.5 to 20% by weight or 3.5 to 15% by weight, more preferably 3.5 to 10% by weight, and may be 5 to 10% by weight. Because the cleaning effect of the oral composition of the present invention becomes higher in these temperature ranges as shown in examples.
  • the oral composition of the present invention comprises phosphate polymers.
  • An example of the polymers is polyphosphate.
  • ultraphosphate is preferable. Examples of ultraphosphate are disclosed in Patent Document 1.
  • a preferable example of ultraphosphate is ultraphosphate with an average chain length of which is 10 to 30 phosphate residues. Further, the average chain length of ultraphosphate may be 15 to 30, and also may be 15 to 25. In particular, when the average chain length is 15 or more, high whitening effect can be observed by synergy effect with peroxide.
  • the concentration of phosphate polymers is preferably 3.5 to 20% by weight, preferably 3.5 to 15% by weight, more preferably 7.5 to 12.5% by weight, more preferably 3.5 to 10% by weight, and may be also 5 to 10% by weight.
  • the polyphosphate may be added into the composition as a salt.
  • An example of the salt of polyphosphate is a salt of polyphosphate and alkali metal including sodium polyphosphate and potassium polyphosphate.
  • This oral composition works well under neutral condition of pH 6.5 to 8 (or pH 6.9 to 7.5).
  • the oral composition further comprises an infrared heating substance, and is irradiated by infrared during use.
  • An example of the infrared heating substance is charcoal.
  • Other examples of the infrared healing substance are titanium oxide, aluminum, gold and silver.
  • infrared laser or other light for whitening use are widely equipped in dental clinics. Further, infrared laser is less harmful than ultraviolet laser for organism. Irradiation of infrared, visible light including infrared or infrared laser causes heating of the charcoal, and then the oral composition including charcoal itself is heated. Therefore whitening effect of the oral composition is increased.
  • the oral composition of the present invention can be used effectively in dental clinic.
  • the infrared heating substance means a substance, which generates heat by irradiation of infrared.
  • Examples of the wavelengths of the infrared may be 750 to 2000 nm, 800 to 1500 nm, 800 to 1300 nm and 850 to 1050 nm.
  • the present invention also provides an oral composition, which bleaches tooth by being applied to the target tooth and irradiated by infrared.
  • the intensity of the infrared may be 1 to 50 W, 3 to 20 W and 5 to 10 W.
  • the oral composition of the present invention can also increase its whitening effect by irradiation of infrared even if the oral composition does not contain the infrared heating substance.
  • the present invention also provides an oral composition, which contains peroxide at a certain concentration and bleaches tooth by being applied to the target tooth and irradiated by infrared.
  • this oral composition is used at 37 to 50° C. 37 to 45° C. is more preferable temperature range not to hurt tooth and gums by heating.
  • the oral composition cleans more effectively in this temperature range because of increase of the peroxide activity.
  • the oral composition further comprises polyethylene glycol, as substantiated in the examples.
  • polyethylene glycol as substantiated in the examples.
  • Tables 6 and 10 which will be mentioned below, an example of the average molecular weight (number average molecular weight) of the polyethylene glycol is 4000 to 10000.
  • the residual ratio of the stain can be reduced when the average molecular weight is 4000 or more.
  • the average molecular weight of the polyethylene glycol is 6000 or more.
  • the residual ratio of the slain can be dramatically reduced when peroxide, polyphosphate and PEG exist, because of high degree of synergy effect.
  • the concentration of the polyethylene glycol is 0.25 to 2% by weight.
  • the concentration of the polyethylene glycol may be 0.5 to 1.5% by weight or 0.75 to 1.25% by weight.
  • the oral composition may further comprise other compositions used in general oral composition.
  • the oral composition may comprise glycerin, fragrances, coloring agents, flavoring agents and binders.
  • Paste form oral composition can be produced by kneading and mixing of ingredients.
  • liquid form oral composition may be produced by dissolving to solution including water or saline solution.
  • hydroxyapatite Biogel-HTP, Bio-Rad Laboratories, Inc.
  • 20 mL of protein solution 1%, IXOS SCP5000, Nitta Gelatin Inc.
  • the mixture was left to stand for 10 to 15 minutes, and then the mixture was separated by centrifugation at 3,000 ⁇ g for 2 minutes to remove a supernatant.
  • 20 mL of stain solution 5 g of instant coffee, two tea bags and two green tea bags were put into 110 mL of water, and the mixture was heated by a microwave oven for 2 minutes. Then the mixture was cooled down at room temperature with shaking for 3 hours to one night.
  • the stain liquid was obtained like this.) was mixed with the precipitated apatite, and the mixture was left to stand for 10 to 15 minutes, and then the mixture was separated by centrifugation (2,500 rpm, 2 minutes) to remove a supernatant. Then, after centrifugation, 20 mL of artificial saliva (20 mM HEPES-KOH pH 7.0, 1.5 mM CaCl 2 and 0.9 mM KH 2 PO 4 ) was added into the precipitated apatite, and the mixture was left to stand for 10 to 15 minutes, and then the mixture was separated by centrifugation (2,500 rpm, 2 minutes). After removal of a supernatant from the mixture, the precipitated apatite was dried.
  • Table 1 shows the results relating to improvement of whitening effect of hydrogen peroxide by various phosphate polymers.
  • Table 1 shows the result of comparison of improvement ability of whitening effect of hydrogen peroxide by sodium polyphosphate (average chain length is 80 phosphate residues; manufactured by Regenetiss Inc.) and sodium ultraphosphate (manufactured by MITEJIMA CHEMICAL Co., LTD.).
  • Sodium ultraphosphate has twice or more improvement ability of whitening effect than sodium polyphosphate.
  • Table 5 suggested that, when the concentration of hydrogen peroxide is 3.5%, higher temperature brings higher enhancement of whitening effect under both concentration conditions of ultraphosphate (5% and 10%), and the effect was dramatically enhanced at 45° C. Further when the concentration of hydrogen peroxide is 5%, higher effect was obtained at 45° C. than the effect at 37° C.
  • Whitening effect is evaluated under conditions where various polyethylene glycols, which have different molecular weight (200, 1000, 4000, 6000 and 20000), were added to a mixture of hydrogen peroxide and ultraphosphate so as to have a final concentration of 1%.
  • Other conditions are as follows. (i) ultraphosphate: 10%, (ii) hydrogen peroxide: 0 or 5%, (iii) treatment time: 10 minutes, (iv) treatment temperature: 45° C., and (v) pH 7.0. Further, evaluations of whitening effect of ultraphosphate alone and whitening effect under the condition where ultraphosphate was combined only with hydrogen peroxide were also performed as comparison groups, and the results are shown in Table 6.
  • Whitening effect is evaluated under conditions where various polyethylene glycols (the molecular weight of 6000), which have different concentrations (0 to 15%), were added to a mixture of hydrogen peroxide and ultraphosphate, and the result is shown in Table 7. Other conditions are as follows. (i) ultraphosphate: 10%, (ii) hydrogen peroxide: 5%, (iii) treatment time: 10 minutes, (iv) treatment temperature: 42° C., and (v) pH 7.0. Further, under the same conditions, comparison of whitening effect, when various polyethylene glycol, which have different molecular weights, were added so as to have different concentrations (0 to 1%), is shown in Table 8.
  • whitening effect was compared under conditions where 1% or less polyethylene glycol was added.
  • concentration dependence of whitening effect was observed because residual ratio of stain became lower according to increase of concentration.
  • the polyethylene glycol has molecular weight of 4000, similar residual ratio of stain (about 30%), to the ratio in the condition where polyethylene glycol was not added, was observed in every concentration condition, namely no concentration dependence of whitening effect was observed.
  • Whitening effect is evaluated under conditions where polyethylene glycol, which has the molecular weight of 6000, was added to a mixture of hydrogen peroxide and ultraphosphate so as to have a final concentration of 1%, and the result is shown in Table 9.
  • Other conditions are as follows. (i) ultraphosphate: 0 to 20%, (ii) hydrogen peroxide: 5%, (iii) treatment time: 10 minutes, (iv) treatment temperature: 42° C., and (v) pH 7.0. Further, under the same condition, the evaluation of whitening effect was performed under conditions where each polyethylene glycol was added, which has different molecular weight, so as to have a final concentration of 1%, and the concentration of ultraphosphate was fixed at 0%. The result is shown in Table 10.
  • FIGS. 1A and 1B show photographs of a tooth, which was treated with 3.5% H 2 O 2 alkaline condition (pH 10) at 42° C. for each period of time (Control Experiment).
  • FIGS. 2A and 2B show photographs of a tooth, which was treated with 3.5% H 2 O 2 , and 10% ultraphosphate (pH 7) at 42° C. for each period of time (Example 1). From comparison between these figures, it is suggested that the combination of 10% ultraphosphate and hydrogen peroxide solution under neutral pH condition brings higher whitening effect than the case of using hydrogen peroxide solution under alkaline condition.
  • FIG. 3 shows photographs of a tooth, which was treated with 5% H 2 O 2 (pH 10) at 42° C. for each period of time.
  • FIG. 4 shows photographs of a tooth, which was treated with 5% H 2 O 2 and 10% ultraphosphate (pH 7) at 42° C. for each period of time.
  • FIG. 5 shows whitening effect on the same detached teeth which was coated with 10% H 2 O 2 , under alkaline condition and polymers including 10% H 2 O 2 with 10% ultraphosphate under neutral pH condition.
  • the case of the polymers including 10% H 2 O 2 and 10% ultraphosphate under neutral pH condition gave higher whitening effect than the case of 10% H 2 O 2 (the right side).
  • FIGS. 6A and 6B show photographs of teeth, which were treated with 20% H 2 O 2 (pH 10) at 42° C. for each period of time.
  • FIGS. 7A and 7B show photographs of teeth, which were treated with 20% H 2 O 2 and 10% ultraphosphate (pH 7) at 42° C. for each period of time.
  • the oral compositions of above-mentioned examples were applied to teeth, and the applied areas were irradiated by a laser diode for 30 seconds to 5 minutes.
  • Ezlase registered trademark
  • the output wavelength and output intensity of this laser diode were 940 nm and 7 W respectively.
  • the oral composition to which 1 to 10% by weight of charcoal was added, was applied to teeth, and irradiation was performed in the same way. Then higher whitening effect was confirmed.
  • the present invention can be utilized in the industry relating to an oral composition.

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JP2010-212949 2010-09-23
JP2010212949 2010-09-23
PCT/JP2011/071601 WO2012039452A1 (ja) 2010-09-23 2011-09-22 歯の汚れを除去するための口腔用組成物

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WO2017079963A1 (en) * 2015-11-13 2017-05-18 The Procter & Gamble Company Dentifrice compositions with whitening benefits
US10918753B2 (en) * 2014-12-01 2021-02-16 Colgate-Palmolive Company Use of ozone to control bioburden in precipitated calcium carbonate slurry (PCC)

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ITMI20131151A1 (it) * 2013-07-09 2015-01-10 Gianluigi Caccianiga Composizione e relativo kit di trattamento parodontale, implantologico e endodontico ad azione antisettica e rigenerativa ottimizzata
WO2017109889A1 (ja) * 2015-12-24 2017-06-29 リジェンティス株式会社 歯牙漂白用組成物及び歯牙の漂白方法
MX2019004739A (es) 2016-10-26 2019-09-26 Procter & Gamble Fuente de radiacion electromagnetica y composicion bucal de fases multiples para usar en el cuidado bucal.
US10744226B2 (en) 2017-12-08 2020-08-18 Johnson & Johnson Consumer Inc. High-throughput method for detecting tooth stain prevention and removal

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WO2012039452A1 (ja) 2012-03-29
SG188631A1 (en) 2013-04-30
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