WO2005004823A1 - 漂白組成物 - Google Patents

漂白組成物 Download PDF

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Publication number
WO2005004823A1
WO2005004823A1 PCT/JP2004/010277 JP2004010277W WO2005004823A1 WO 2005004823 A1 WO2005004823 A1 WO 2005004823A1 JP 2004010277 W JP2004010277 W JP 2004010277W WO 2005004823 A1 WO2005004823 A1 WO 2005004823A1
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WO
WIPO (PCT)
Prior art keywords
bleaching composition
composition according
weight
visible light
bleaching
Prior art date
Application number
PCT/JP2004/010277
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English (en)
French (fr)
Japanese (ja)
Inventor
Hidenari Sakaguchi
Original Assignee
Showa Yakuhin Kako Co., Ltd.
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 Showa Yakuhin Kako Co., Ltd. filed Critical Showa Yakuhin Kako Co., Ltd.
Publication of WO2005004823A1 publication Critical patent/WO2005004823A1/ja

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/395Bleaching agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/02Inorganic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/02Inorganic compounds
    • C11D7/20Water-insoluble oxides

Definitions

  • the present invention relates to a bleaching agent which exerts its effects by being exposed to light without using irritating hydrogen peroxide or urea peroxide.
  • Teeth are discolored or colored due to the deposition of colored substances of luxury items such as tobacco or coffee and the propagation of pigment-producing bacteria.
  • the discoloration of teeth includes extrinsic discoloration due to the influence of metallic materials and the like in the oral cavity.
  • endogenous tooth discoloration occurs, for example, due to aging, metabolic abnormalities, hereditary conditions, and tooth disorders. Bleaching treatment is performed for such extrinsic discoloration and intrinsic discoloration.
  • a method for bleaching teeth a method using a peroxide, such as hydrogen peroxide or urea peroxide, a reducing agent, an acid, or an alcohol is used.To promote these bleaching effects, heating or Light irradiation may be used together. It is also known to formulate a small amount of hydrogen peroxide to titanium oxide to express its oxidizing ability. In addition, direct bleaching of light from above the object is a common technique for bleaching, but can also cause damage due to heat generation. Disclosure of the invention
  • An object of the present invention is to solve the above-mentioned problems of the conventional technology. That is, according to the present invention, there is no need to actively irradiate light, or by irradiating light for a short time before use, bleaching can be performed safely and simply without heat generation. Providing goods was an issue to be solved.
  • the inventors of the present invention have conducted intensive studies to solve the above-mentioned problems. As a result, a bleaching composition comprising a visible light type titanium oxide and a bio-chemiluminescent agent called cold luminescence is self-luminous or externally irradiated with light. As a result, they have found that they show bleaching activity, and have completed the present invention.
  • a bleaching composition containing visible light-type titanium oxide and a bio-chemiluminescent agent containing visible light-type titanium oxide and a bio-chemiluminescent agent.
  • chemiluminescent agent is luminol luminescence, luciferin luminescence, ataridinium luminescence, ataridinium fluorosulfonate luminescence, thiazolyl group compound luminescence, or a luminous agent.
  • (11) further containing any one or more of apatites, calcium phosphates, fluorine compounds, dodecyl sulfate ammonium, ion exchange resins, or cellulose;
  • the bleaching composition according to any one of (1) to (10).
  • Figure 1 shows the results of experiments confirming the decolorizing effect of a combination of strontium borate and titania.
  • FIG. 2 shows the results of experiments confirming the decolorizing effect of the gelled paste formulation.
  • Figure 3 shows the results of experiments confirming the bleaching effect of a combination of titania and a biochemiluminescent agent (other than strontium borate).
  • FIG. 4 shows an absorption curve of the visible light reactive photocatalyst titanium used in Example 2.
  • Figure 5 shows the results of measurements of decolorization and oxidative degradation of discolored minocycline by a phosphorescent agent and a surfactant.
  • Figure 6 shows the results of an experiment confirming the bleaching effect of a phosphorescent agent and a surfactant.
  • the bleaching composition of the present invention is characterized by containing a visible light type titanium oxide and a biochemiluminescent agent, and can be preferably used for bleaching teeth.
  • the visible light type titanium oxide is a titanium oxide which is active in light in a visible light region of about 400 to 900 nm, and preferably, the absorption amount at 420 nm is 10% of the absorption amount at 350 nm. %, Particularly preferably the absorption at 420 nm is at least 20% of the absorption at 350 nm.
  • the visible light type titanium oxide that can be used in the present invention is known to those skilled in the art, and is described, for example, in JP-A-2003-124332.
  • the visible light (visible light responsive) titanium oxide that can be used in the present invention is, for example, a photocatalyst activated by the action of light having a wavelength of 420 nm or more, and more preferably a wavelength of 450 nm. ⁇ It is activated by the action of light of m or more.
  • the visible light responsive titanium oxide used in the present invention is, for example, a visible photocatalyst comprising a stable oxygen-deficient titanium dioxide described in WO00 / 10706 or WO002 / 068576, Various visible light responsive materials described below may be used.
  • the ESR spectrum of a visible-type photocatalyst described in WO000 / 10706 or WO002 / 068576 has a g-value of 2.003 in ESR measured in vacuum at 77K: in the dark. It has only a signal of ⁇ 2.004.
  • visible light responsive titanium oxide are titanium oxides containing anatase-type titanium oxide as a main component and containing amorphous titanium oxide in addition to anatase-type titanium oxide or rutile-type titanium oxide. It is titanium oxide as a component, and may contain amorphous titanium oxide in addition to rutile-type titanium oxide.
  • the titanium oxide constituting the visible light responsive material composed of titanium oxide containing anatase-type titanium oxide as a main component can have a nonstoichiometric ratio of titanium to oxygen. The amount may be less than the stoichiometric ratio in titanium dioxide (theoretical 2.00).
  • the titanium oxide in the visible light responsive material has, for example, a molar ratio of oxygen to titanium of less than 2.00, for example, 1.00 to 1.99, or 1.50 to 1.95.
  • the molar ratio of oxygen to titanium in the titanium oxide in the visible light responsive material can be measured using, for example, X-ray photoelectron spectroscopy.
  • the visible light responsive material may or may not contain nitrogen and a compound derived from nitrogen.
  • the visible light responsive titanium oxide as described above is produced using amorphous or imperfect crystalline titanium oxide (including hydrous titanium oxide) and Z or titanium hydroxide as a raw material, for example, as disclosed in JP-A-2003-12432. It can be manufactured according to the method described in Japanese Patent Publication No.
  • the content of visible light type titanium oxide in the bleaching composition of the present invention is not particularly limited. 1 Generally, it is about 1 to 80% by weight, preferably about 10 to 70% by weight, and more preferably 10 to 50% by weight. % By weight.
  • the biochemiluminescent agent used in the present invention include luminol luminescence, luciferin luminescence, ataridinium luminescence, acridinium fluorosulfonate luminescence, thiazolyl group compound luminescence, and a luminous agent.
  • biological and chemiluminescent agents include:
  • Luminescence using hydrogen peroxide, urea peroxide, hypoxanthine, and superoxide luminol, luciferin, lucigenin, MPEC, peroxyester, aryoxalate, trichloro oxalate phenyl luminescence, ataridinium luminescence, acrylidium ⁇ Fluorosulfonate emission, thiazolyl group compound emission, etc.
  • a bio / chemiluminescent agent can be used, particularly at a brightness of 500 light or more (Luminescence Sensor PSN), preferably 100,000 light or more.
  • the content of the bio'chemiluminescent agent in the bleaching composition of the present invention is not particularly limited, but is generally about 1 to 80% by weight, preferably about 5 to 70% by weight, and more preferably about 5 to 70% by weight. It is about 5 to 50% by weight.
  • the bleached yarn composition of the present invention may further contain quinones, particularly vitamin K, naphthoquinone, anthraquinone, benzoquinone and camphorquinone.
  • quinones particularly vitamin K, naphthoquinone, anthraquinone, benzoquinone and camphorquinone.
  • the content of quinones in the bleaching composition of the present invention is not particularly limited, but is generally about 0 to 20% by weight, preferably about 0 to 15% by weight.
  • the bleached yarn composition of the present invention may further contain a base.
  • the base used in the present invention include agar, gelled hydrocarbons, celluloses, silica compounds, petrolatum, wax, and acrylate monomers.These may be used alone, or two or more types may be used. Agents may be used in combination.
  • the content of the base in the bleached yarn composition of the present invention is not particularly limited, but is generally about 0 to 70% by weight, preferably about 0 to 60% by weight.
  • the bleaching composition of the present invention can further include a buffer.
  • the buffer used in the present invention include a phosphate buffer, a borate buffer, a Tris buffer, and a goods buffer. These may be used alone, or two or more buffers may be used. They may be used in combination.
  • the pH of the buffer is preferably from 4 to 10. Further, the buffer may contain sodium carbonate.
  • the content of the buffer in the bleaching composition of the present invention is not particularly limited, but is generally about 0 to 90% by weight.
  • the bleaching composition of the present invention may further contain, if desired, any one or more of apatites, calcium phosphates, fluorine compounds, ammonium dodecyl sulfate, ion exchange resins, cellulose, visible light reflective compounds, or pigments. it can. Hydroxyapatite, calcium phosphates and fluorine compounds are all commonly used components for strengthening and protecting teeth in the dental field, and the addition of these components can prevent dental caries.
  • the ion exchange resin include an anion exchange resin (for example, a resin containing a quaternary ammonium as a functional group), a cation exchange resin (for example, a resin containing so 3 — as a functional group), and a resin for concentrating organic substances.
  • the compound having visible light reflectivity that can be used in the present invention include titania compounds, silica compounds, aluminum compounds, hydroxyapatite, tricalcium phosphate, and cholesterol.
  • the pigment include Rhodamine B, Food Blue No. 1, Blue No. 4, Yellow No. 5, and green tea powder.
  • the content of the above optional components in the bleached yarn composition of the present invention is not particularly limited. Generally, it is about 0 to 20% by weight, preferably about 0 to 10% by weight. Further, the bleaching composition of the present invention may further contain a fatty acid or a fatty acid ester compound, if desired. Examples of the fatty acid or fatty acid ester compound that can be used in the present invention include the following.
  • Sorbitan fatty acid ester polyoxyethylene sorbitan monooleate, glycerin monostearate, glyceryl monooleate, glycerin fatty acid ester, diethanolamide laurate, nonion (Nippon Yushi), monodari (Nippon Yushi), Stahome (Nippon Yushi)
  • Oleic acid caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid
  • the content of the fatty acid or fatty acid ester compound in the bleaching composition of the present invention is not particularly limited, but is generally about 0 to 50% by weight, preferably about 0 to 30% by weight, and more preferably about 0 to 30% by weight. Is about 5 to 20% by weight.
  • the above-described bleaching composition of the present invention can be in the form of a solid, a solution, a gel, or the like.
  • the bleaching composition of the present invention may further contain a gel, water, a solvent, a fragrance, a stabilizer and the like in addition to the above-mentioned components.
  • the bleaching composition of the present invention is used particularly for bleaching teeth, but can also be used for bleaching other articles.
  • the present invention will be described more specifically with reference to the following examples, but the present invention is not limited to the examples. Example
  • Example 1 Decolorization effect by combination of strontium aluminate borate and titania
  • Samples (1) to (4) shown below were prepared on a scale of 10 g in total.
  • the present invention 50% by weight of gelled hydrocarbon, 25% by weight of strontium aluminate borate, 25% by weight of titania
  • hydrocarbon gel 4 0 wt%, CQ 1 0 wt%, boric acid aluminate strike strontium 2 5 wt 0/0, titania 2 5 weight 0 /.
  • Example 1 The components used in Example 1 are as follows.
  • Example 2 Decolorization effect by gelled paste formulation
  • Samples (1) to (4) shown below were prepared on a scale of 10 g in total.
  • Kei acid 1 light anhydrous Kei acid 6% by weight, CQ 2 wt%, boric acid aluminate strontium lithium 2 7 wt% titania 1 5 wt 0/0, polyethylene glycol 1 0 wt 0/0, distilled water 4 0 wt %
  • the present invention 10% by weight of HPMC, 35% by weight of strontium aluminate borate, 25% by weight of titanium, 30% by weight of distilled water
  • the present invention 0.8% by weight of CVP, 30% by weight of strontium aluminate borate, 15% by weight of titania, 1.2% by weight of NaOH, 53% by weight of distilled water
  • the present invention 5% by weight of PVA, 35% by weight of strontium aluminate borate, 20% by weight of titania, 40% by weight of distilled water
  • the present invention 40% by weight of petrolatum, 35% by weight of strontium aluminate borate. / 0 , Chitayua 25 wt%
  • Example 2 The components used in Example 2 are as follows. Titayua: Visible light-reactive photocatalyst titanium (purchased from Eco Devices, plotting absorption curve
  • Polyethylene glycol polyethylene glycol # 20000
  • HPMC Hydroxypropyl methylcellulose
  • PVA Polyvinyl / Real Cornole
  • the sample was irradiated for 40 seconds with a dental visible light irradiator.
  • Example 3 Decolorization effect by combination of titania and a biochemiluminescent agent other than strontium aluminate borate
  • Samples (1) to (4) shown below were prepared on a scale of 10 g in total.
  • I I solution 5% by weight of hydrogen peroxide, 20% by weight of titania, 75% by weight of light caustic anhydride
  • Solution I Aequorin 5% by weight, Light caffeic anhydride 34% by weight, HPC 1% by weight, Distilled water 60% by weight
  • Liquid II calcium fluoride 5% by weight, titania 30% by weight, light anhydrous silicic acid 65% by weight
  • I solution Luminol 3 wt%, NaOH 2% by weight, Hou acid buffer 4 0 wt%, light anhydrous Kei acid 4 3 wt%, CQ 2 weight 0/0, DMAEMA 3 weight 0/0, potassium ferricyanide 7 by weight 0/0
  • Solution I aequorin 5% by weight, gelled hydrocarbon 50% by weight, strontium aluminate borate 45% by weight 0 /.
  • I solution hydrocarbon gel 4 0 wt%, 2 wt% light anhydrous Kei acid, TCP0 1 wt%, titania 2 5 wt%, Rei_0 3 wt%, boric acid strontium aluminate 2 5 wt 0/0, Anthracene 1 weight. / 0, dimethyl phthalate 2 wt 0/0, Rhodamine B 2 wt 0/0 II solution ... hydrogen peroxide 7 wt%, light anhydrous Kei acid 7 5 wt%, Chitayua 8 wt%, boric acid Anoremin strontium 1 0 weight 0/0
  • Example 3 The components used in Example 3 are as follows.
  • Strontium borate borate Ultra-gloss, manufactured by Nichia-Dagaku Kogyo Co., Ltd. ⁇ Usage of luminous body and sample ⁇ shows the use of thyristor luminescence and luminous body.
  • Samples (1) to (4) obtained by mixing Solution I and Solution I were irradiated for 40 seconds with a dental visible light irradiator.
  • Visible light titania Vehicle light-reactive photocatalyst titanium described in Example 2 (purchased from Eco Devices, absorption curve is shown in Fig. 4)) 7% by weight, Luminover V-300 (Regular Specialty Chemical) 30% by weight, 15% by weight of stearic acid (Nippon Oil & Fats Co., Ltd.), 1% by weight of jar, and 47% by weight of purified water were stirred to obtain TiD.
  • Visible light titania Visible light-reactive photocatalyst titanium described in Example 2 (purchased from Eco Devices, absorption curve is shown in Fig. 4)) 8% by weight, Luminoper V-300 (Nagoya Specialty Chemicals) 34.5% by weight %, Aerosil 1.5% by weight and purified water 56% by weight were stirred to obtain Ti.
  • Ti-3 a sample in which Ti was placed in a screw vial and kept at 60 ° C and 70% RH for 3 months was designated as Ti-3
  • Ti D a sample in which Ti D was placed in a screw vial and kept at 60 ° C and 70% RH for 3 months.
  • Visible 'light titaurea Visible light-reactive photocatalyst titanium described in Example 2 (purchased from Ecodepais, absorption curve is shown in Fig. 4)
  • Visible 'light titaurea Vehicle light-reactive photocatalyst titanium described in Example 2 (purchased from Ecodepais, absorption curve is shown in Fig. 4)
  • NP 2810 Naichia Chemical
  • sorbitan fatty acid ester NOF Corporation
  • carboxymethyl Bulle polymer 2 wt 0/0 and PB S (pH7. 5) 58 wt 0/0 was stirred and a T i D.
  • Visible light titania Vehicle light-reactive photocatalyst titanium described in Example 2 (purchased from Eco Devices, absorption curve is shown in FIG. 4)
  • NP 2810 Natural light-reactive photocatalyst titanium described in Example 2 (purchased from Eco Devices, absorption curve is shown in FIG. 4)
  • NP 2810 Natural light-reactive photocatalyst titanium described in Example 2 (purchased from Eco Devices, absorption curve is shown in FIG. 4)
  • NP 2810 Naichia Ridaku
  • carboxyvinyl polymer 2% by weight of carboxyvinyl polymer and 64% by weight of PBS were stirred to obtain T i +.
  • Visible light titania Visible light-reactive photocatalyst titanium described in Example 2 (purchased from Ecodepais Co., Ltd., absorption curve shown in Fig. 4)) 21 weight. /.
  • the carboxyl polymer 15% by weight
  • PBS 77% by weight
  • a solution of 2,500 ppm of minocytaline hydrochloride was allowed to stand at room temperature for 303 hours to obtain a discolored minocycline solution.
  • a filter paper having a diameter of 6 mm was added to the discolored minocycline solution, allowed to stand overnight, and then dried to obtain a discolored filter paper.
  • the surface of the filter paper was measured with a spectral colorimeter (Nippon Denshoku Industries), and the initial values (a * l, b * l, L * l) were used.
  • the sample prepared in the above (1) was applied to the surface of 10 sheets of discolored filter paper, irradiated with a blue LED for 15 minutes, left for 15 minutes, and then washed again in 50 OmL of purified water for 15 minutes. After washing, the filter paper was dried at 40 ° C for 1 hour, and the surface of the filter paper was measured with a spectral colorimeter (Nippon Denshoku Industries Co., Ltd.) to obtain measured values (a * 2, b * 2, L * 2). In addition, ⁇ a *, Ab *, and AL *, which were measured values and initial values, were each squared, and the added value was rooted to obtain ⁇ E.
  • Fig. 6 shows the results. As shown in Fig. 6, by applying each sample, the ⁇ value of the discolored filter paper was high and turned white. In particular, the effect became stronger in the order of T i ⁇ T i + and T i + D. Industrial applicability

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
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PCT/JP2004/010277 2003-07-14 2004-07-13 漂白組成物 WO2005004823A1 (ja)

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JP2003196446 2003-07-14

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006030755A1 (ja) * 2004-09-13 2006-03-23 Showa Yakuhin Kako Co., Ltd. 漂白組成物
CN115096682A (zh) * 2022-08-26 2022-09-23 北京肿瘤医院(北京大学肿瘤医院) 一种恶性黑色素瘤进行脱色素的方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999040870A1 (en) * 1998-02-13 1999-08-19 Britesmile, Inc. Light-activated tooth whitening composition and method of using same
WO2001001943A1 (fr) * 1999-07-02 2001-01-11 Mitsubishi Gas Chemical Company, Inc. Compositions pour le blanchiment des dents et methode de blanchiment de dents decolorees
WO2002068576A1 (fr) * 2001-02-27 2002-09-06 Ecodevice Laboratory Co., Ltd. Produit de blanchiment et procédé de blanchiment dentaire
WO2002088290A1 (fr) * 2001-04-27 2002-11-07 Shinichi Sugihara Composition de blanchiment et methode de blanchiment des dents

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999040870A1 (en) * 1998-02-13 1999-08-19 Britesmile, Inc. Light-activated tooth whitening composition and method of using same
WO2001001943A1 (fr) * 1999-07-02 2001-01-11 Mitsubishi Gas Chemical Company, Inc. Compositions pour le blanchiment des dents et methode de blanchiment de dents decolorees
WO2002068576A1 (fr) * 2001-02-27 2002-09-06 Ecodevice Laboratory Co., Ltd. Produit de blanchiment et procédé de blanchiment dentaire
WO2002088290A1 (fr) * 2001-04-27 2002-11-07 Shinichi Sugihara Composition de blanchiment et methode de blanchiment des dents

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006030755A1 (ja) * 2004-09-13 2006-03-23 Showa Yakuhin Kako Co., Ltd. 漂白組成物
CN115096682A (zh) * 2022-08-26 2022-09-23 北京肿瘤医院(北京大学肿瘤医院) 一种恶性黑色素瘤进行脱色素的方法

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