WO2014092735A1 - Peroxide-stable oral care compositions - Google Patents
Peroxide-stable oral care compositions Download PDFInfo
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- WO2014092735A1 WO2014092735A1 PCT/US2012/069867 US2012069867W WO2014092735A1 WO 2014092735 A1 WO2014092735 A1 WO 2014092735A1 US 2012069867 W US2012069867 W US 2012069867W WO 2014092735 A1 WO2014092735 A1 WO 2014092735A1
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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
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/25—Silicon; 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
- A61K8/33—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
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—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
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/57—Compounds covalently linked to a(n inert) carrier molecule, e.g. conjugates, pro-fragrances
Definitions
- Dentifrice formulations comprising peroxide are known and useful for cleaning and whitening teeth.
- the peroxide can bleach the teeth, remove stains, and kill cariogenic bacteria.
- peroxide compounds are highly reactive, and consequently difficult to formulate.
- hydrogen peroxide can spontaneously decompose to form oxygen gas (0 2 ) and water, so that on storage, the dentifrice containers may bloat, burst or leak, and the remaining formulation will not have enough peroxide remaining to clean and whiten teeth effectively.
- Some initially comprise very high levels of peroxide, which decomposes over time, so that the exact amount of peroxide delivered on application is variable and largely depends on how long and under what conditions the dentifrice has been stored.
- the peroxide may be present as hydrogen peroxide or as a source of bound hydrogen peroxide.
- Sources of bound hydrogen peroxide include PVP-H 2 0 2 complexes, urea peroxide, calcium peroxide and sodium percarbonate.
- Single phase whitening dentifrice compositions are described, for example, in the Applicant's earlier WO-A-2012/102750, WO-A-2011/079167 and WO-A-2007/037961, and in US-A-2006/0062744, the contents of which are incorporated herein by reference.
- Those compositions are not acidic and comprise PVP-H 2 0 2 complexes which stabilize the hydrogen peroxide in the composition, which has a low water content or is substantially anhydrous.
- PVP-H 2 0 2 dissociates into individual species (PVP polymer and H 2 0 2 ).
- the PVP-H 2 0 2 complex is generally comprised of about 80% by weight polyvinyl pyrrolidone and 20% by weight H 2 0 2 . It has also been demonstrated in WO-A-2012/102750 that the careful selection of a calcium abrasive and an ethylene oxide, propylene oxide block co-polymer of a specific molecular weight can also be used to improve the stability of bound hydrogen peroxide in dentifrice.
- known whitening dentifrice compositions including peroxide may exhibit an unacceptable level of peroxide decomposition and loss of whitening efficacy as a result of being stored prior to sale or by the user.
- Some known whitening dentifrice compositions including peroxide may exhibit a significant level of phase separation, which is unacceptable to the user.
- the invention at least partly aims to meet either or both of those needs.
- the invention also aims to provide a single phase whitening oral care composition, which exhibits cosmetic chemical stability of the peroxide and physical stability of the composition, and so is chemically and physically stable for long-term storage and is suitable for everyday consumer use, and remains effective to clean and whiten teeth.
- the invention further aims to provide a single phase whitening oral care composition, which exhibits acceptable pH during use, for example greater than pH 6, and sufficiently low viscosity to be extrudable by the consumer and pumpable during manufacture.
- the invention provides an oral care composition
- a peroxide whitening agent comprising a whitening complex of crosslinked polyvinylpyrrolidone complexed with hydrogen peroxide, (ii) sodium acid pyrophosphate (Na 2 H 2 P207) in an amount of from 0.05 wt % to 5 wt % based on the weight of the composition, and (iii) less than 3 wt % water based on the weight of the composition.
- the sodium acid pyrophosphate (Na 2 H 2 P 2 0v) is present in an amount of from 0.1 wt % to 5 wt % based on the weight of the composition, further optionally from 0.1 wt % to 3 wt % based on the weight of the composition.
- the whitening complex of crosslinked polyvinylpyrrolidone complexed with hydrogen peroxide is present in an amount of from 3 wt % to 15 wt %, further optionally from 5 wt % to 12 wt %, based on the weight of the composition.
- the whitening complex contains 10-30 wt% hydrogen peroxide and 5-15 wt% total nitrogen, based on the weight of the whitening complex.
- the total amount of hydrogen peroxide is from 0.5 wt% to 3 wt% based on the weight of the composition.
- the composition further comprises a tartar control agent selected from tetrasodium pyrophosphate and sodium tripolyphosphate or a mixture thereof.
- a tartar control agent selected from tetrasodium pyrophosphate and sodium tripolyphosphate or a mixture thereof.
- the tartar control agent comprises from 1 to 2 wt% tetrasodium pyrophosphate based on the weight of the composition.
- the composition further comprises an abrasive selected from at least one of calcined alumina, silica, zirconium oxide, calcium pyrophosphate, dicalcium phosphate and precipitated calcium carbonate, or any mixture of two or more thereof.
- the abrasive is present in an amount of from 5 wt % to 40 wt % based on the weight of the composition.
- the abrasive is calcium pyrophosphate present in an amount of from 12 wt % to 37 wt % based on the weight of the composition.
- the composition further comprises at least one humectant selected from glycerin and propylene glycol, or a mixture thereof.
- the at least one humectant is present in an amount of from 25 wt % to 60 wt % based on the weight of the composition, further optionally from 25 wt % to 45 wt % based on the weight of the composition.
- the composition comprises propylene glycol in an amount of from 15 wt % to 30 wt % based on the weight of the composition.
- the composition comprises glycerin in an amount of from 5 wt % to 20 wt % based on the weight of the composition.
- the composition further comprises an ethylene oxide, propylene oxide block co-polymer of average molecular weight greater than 5000 Da, being substantially free of an ethylene oxide, propylene oxide block co-polymer of average molecular weight less than 5000 Da.
- the ethylene oxide, propylene oxide block co-polymer comprises (ethylene oxide) x -(propylene oxide) y wherein x is an integer of 80-150 and y is an integer 30-80.
- the ethylene oxide, propylene oxide block co-polymer is present in an amount of from 5 wt % to 12 wt % based on the weight of the composition.
- the composition further comprises polyethylene glycol of average molecular weight 400 to 800 Da.
- the polyethylene glycol is present in an amount of from 5 wt % to 15 wt % based on the weight of the composition.
- the composition further comprises a thickening agent selected from crosslinked polyvinylpyrrolidone and fumed silica or a mixture thereof.
- a thickening agent selected from crosslinked polyvinylpyrrolidone and fumed silica or a mixture thereof.
- the thickening agent is present in an amount of from 1 wt % to 5 wt % based on the weight of the composition.
- the composition contains less than 1 wt% water based on the weight of the composition.
- the composition is a single phase composition.
- the composition further comprises an anionic surfactant in an amount of from 0.5 to 3 wt% based on the weight of the composition.
- the oral care compositions are chemically and physically stable during long term storage and remain effective to clean and whiten teeth, with good cosmetic stability during manufacture and use of the compositions.
- sodium acid pyrophosphate Na 2 H 2 P 2 0 7
- SAPP disodium pyrophosphate
- the amount of the sodium acid pyrophosphate may be controlled so as not excessively to decrease the pH of the composition when used in an aqueous solution to brush the teeth and so as not excessively to increase the viscosity of the dentifrice so as to make it difficult to extrude from a package such as a tube or to pump during manufacture.
- the invention also provides a method of tooth whitening comprising applying the composition of the invention to the surface of a mammalian tooth.
- ranges are used as shorthand for describing each and every value that is within the range. Any value within the range can be selected as the terminus of the range.
- the present invention provides an oral care composition
- a peroxide whitening agent comprising a whitening complex of crosslinked polyvinylpyrrolidone complexed with hydrogen peroxide,
- sodium acid pyrophosphate Na 2 H 2 P 2 0 7
- an oral care composition comprising (i) a peroxide whitening agent comprising a whitening complex of crosslinked polyvinylpyrrolidone complexed with hydrogen peroxide, (ii) sodium acid pyrophosphate (Na 2 H 2 P 2 0 7 ) in an amount of from 0.05 wt % to 5 wt % based on the weight of the composition, and (iii) less than 3 wt % water based on the weight of the composition.
- the oral care composition typically is a single phase composition, for example a toothpaste.
- the whitening agent comprises a peroxide whitening complex which acts as a source of bound hydrogen peroxide, particular a PVP-H 2 O 2 complex.
- the crosslinked polyvinylpyrrolidone complexed with hydrogen peroxide is present in an amount of from 3 wt % to 15 wt %, typically 5 wt % to 12 wt %, based on the weight of the composition.
- the whitening complex contains 10-30 wt% hydrogen peroxide and 5-15 wt% total nitrogen, based on the weight of the whitening complex.
- the total amount of hydrogen peroxide is from 0.5 wt% to 3 wt% based on the weight of the composition, e.g., 0.75 -1.5 wt%, e.g. about 1 wt%.
- the whitening complex contains about 15-25%, for example about 17-22% of hydrogen peroxide by weight, and about 7-12% total nitrogen by weight; for example, having substantially the same specification as Polyplasdone® XL- 10, e.g., Polyplasdone® XL-10F, e.g., available from International Specialty Products (Wayne, NJ).
- Polyplasdone® XL- 10 e.g., Polyplasdone® XL-10F, e.g., available from International Specialty Products (Wayne, NJ).
- sodium acid pyrophosphate (Na 2 H 2 P 2 0v) is present in an amount of from 0.05 wt % to 5 wt % based on the weight of the composition, and has been found to act as both a peroxide stabilizer and a phase stabilizer.
- the whitening agent has reduced chemical decomposition.
- the composition has reduced tendency to separate into solid and liquid phases.
- the sodium acid pyrophosphate Na 2 H 2 P 2 0v
- the sodium acid pyrophosphate is present in an amount of from 0.1 wt % to 5 wt % based on the weight of the composition, typically from 0.1 wt % to 3 wt % based on the weight of the composition.
- the composition includes a thickening system in which a thickening agent, such as crosslinked polyvinylpyrrolidone and/or fumed silica, is provided which thickens the composition to enable the composition to be extruded by a user from a container such as a tube to enable the composition to be used as a toothpaste or gel, and to be readily manufactured, in particular so as to be pumpable.
- a thickening agent such as crosslinked polyvinylpyrrolidone and/or fumed silica
- the crosslinked polyvinylpyrrolidone and/or fumed silica thickening agent is present in an amount of from 1 wt % to 5 wt %, based on the weight of the composition.
- compositions of the invention may optionally comprise an additional orally acceptable thickening agent, selected from one or more of, without limitation, carbomers, also known as carboxyvinyl polymers, carrageenans, also known as Irish moss and more particularly carrageenan (iota-carrageenan), high molecular weight polyethylene glycols (such as
- CARBOWAX® available from The Dow Chemical Company
- cellulosic polymers such as hydroxyethylcellulose, carboxymethylcellulose (CMC) and salts thereof, e.g., CMC sodium, natural gums such as karaya, xanthan, gum arabic and tragacanth, and colloidal magnesium aluminum silicate and mixtures of the same.
- CMC carboxymethylcellulose
- additional thickening agents are present in a total amount of about 0.1 wt% to about 50 wt%, for example about 0.1 wt% to about 35 wt% or about 1 wt% to about 15 wt%, based on the weight of the composition.
- the composition further comprises polymer thickeners selected from (i) polyethylene glycol, (ii) polyethylene glycol - polypropylene glycol block co-polymers having a molecular weight of at least 5000, and (iii) combinations thereof.
- the composition comprises an ethylene oxide, propylene oxide block co-polymer of formula (ethylene oxide) x -(propylene oxide) y wherein x is an integer of 80- 150, e.g. 100-130, e.g. about 118, and y is an integer 30-80, e.g. about 60-70, e.g. about 66, having an average molecular weight of greater than 5000, e.g., 8000 - 13000 Da, e.g. about 9800;
- the composition comprises an ethylene oxide, propylene oxide block co-polymer of average molecular weight greater than 5000 Da, being substantially free of an ethylene oxide, propylene oxide block co-polymer of average molecular weight less than 5000 Da.
- the ethylene oxide, propylene oxide block co-polymer is present in an amount of from 5 wt % to 12 wt % based on the weight of the composition.
- Block copolymers of ethylene oxide / propylene oxide are useful, but higher molecular weight, e.g., > 5000Da are preferred, e.g. including PLURACARE® L1220 (available from BASF, Wyandotte, Mich., United States of America).
- the composition further comprises polyethylene glycol of average molecular weight 400 to 800 Da, e.g., about 600 Da.
- Low or medium molecular weight polyethylene glycol e.g., PEG 400, PEG 600, PEG 800, PEG 1000 and mixtures thereof are useful in the compositions of some embodiments of the invention.
- the polyethylene glycol may be present in an amount of from 5 wt % to 15 wt % based on the weight of the composition.
- the oral care compositions may additionally comprise a stabilizing amount of an additional linear polyvinylpyrrolidone.
- compositions of the invention may also comprise various dentifrice ingredients to adjust the rheology and feel of the composition such as humectants, surface active agents, or gelling agents, etc.
- the oral care composition comprises a vehicle for the active components.
- vehicle may comprise humectants, e.g. selected from glycerin, propylene glycol or a combination thereof.
- the oral care composition comprises from about 25 to about 60 wt%, optionally from about 25 to about 45 wt% humectant based on the weight of the
- the composition further comprises propylene glycol in an amount of from 15 wt % to 30 wt % based on the weight of the composition.
- the composition further comprises glycerin in an amount of from 5 wt % to 20 wt % based on the weight of the composition.
- Typical compositions of the invention have a "low water” content, meaning that a total concentration of water, including any free water and all water contained in any ingredients, is less than about 5 wt%, preferably less than 3 wt%, preferably less than 2 wt% water.
- the composition contains less than 3 wt% water based on the weight of the composition.
- the oral care composition contains less than 2 wt% water, e.g., less than 1 wt% water.
- the composition is substantially anhydrous.
- the vehicle ingredients in particular provide a dentifrice with a viscosity of about 10,000 CPS to about 700,000 CPS, preferably about 30,000 CPS to about 300,000 CPS.
- the oral compositions of the invention optionally include other materials, such as for example, anti-caries agents, desensitizing agents, viscosity modifiers, diluents, surface active agents, such as surfactants, emulsifiers, and foam modulators, pH modifying agents, abrasives, in addition to those listed above, humectants, mouth feel agents, sweetening agents, flavor agents, colorants, preservatives, and combinations thereof.
- the carrier is selected for compatibility with other ingredients of the composition.
- Flavorants, sweeteners, colorants, foam modulators, mouth-feel agents and others additively may be included if desired, in the composition.
- compositions of the present invention may comprise a surface active agent
- surfactant include without limitation water-soluble salts of Cg_2o alkyl sulfates, sulfonated monoglycerides of Cg-20 fatty acids, sarcosinates, taurates, sodium lauryl sulfate, sodium cocoyl monoglyceride sulfonate, sodium lauryl sarcosinate, sodium lauryl isoethionate, sodium laureth carboxylate and sodium dodecyl benzenesulfonate, and
- the composition may additionally comprise an anionic surfactant, e.g., sodium lauryl sulfate (SLS).
- an anionic surfactant e.g., sodium lauryl sulfate (SLS).
- the composition further comprises an anionic surfactant in an amount of from 0.5 to 3 wt% based on the weight of the composition.
- the oral care composition may comprise an abrasive in the form of particles.
- the abrasive is typically selected from at least one of calcined alumina, silica, zirconium oxide, calcium phosphate, calcium pyrophosphate, dicalcium phosphate dicalcium
- the coated abrasive is present in an amount of from 5 wt % to 40 wt %, more typically from 12 wt % to 37 wt % when the abrasive is calcium pyrophosphate, based on the weight of the composition.
- the average abrasive particle size is generally about 0.1 to about 30 microns, for example about 1 to about 20 microns or about 5 to about 15 microns.
- compositions of the present invention optionally comprise one or more further active material(s), which is or are operable for the prevention or treatment of a condition or disorder of hard or soft tissue of the oral cavity, the prevention or treatment of a physiological disorder or condition, or to provide a cosmetic benefit.
- the oral composition comprises an anticalculus (tartar control) agent.
- tartar control agents are categorized as being incompatible with some whitening agents, but embodiments of the present invention incorporate tartar control agents and whitening agents in a single phase whitening composition.
- Suitable anticalculus agents include without limitation phosphates and polyphosphates (for example pyrophosphates), polyaminopropanesulfonic acid (AMPS), hexametaphosphate salts, zinc citrate trihydrate, polypeptides, polyolefm sulfonates, polyolefin phosphates, diphosphonates.
- the anticalculus agent is present at about 0.1% to about 30 wt% based on the weight of the composition.
- the oral composition may include a mixture of different anticalculus agents.
- the composition additionally comprises a tartar control agent, e.g., selected from tetrasodium pyrophosphate (TSPP) and sodium tripolyphosphate (STPP).
- a tartar control agent e.g., selected from tetrasodium pyrophosphate (TSPP) and sodium tripolyphosphate (STPP).
- tetrasodium pyrophosphate (TSPP) and/or sodium tripolyphosphate (STPP) are used.
- the anticalculus agent may comprise TSPP at about 1 -2% and/or STPP at about 7% to about 10%>, each based on the weight of the composition.
- the oral care composition can optionally include at least one orally acceptable source of fluoride ions. Any known or to be developed in the art may be used. Suitable sources of fluoride ions include fluoride, monofluorophosphate and fluorosilicate salts. One or more fluoride ion- releasing compound is optionally present in an amount providing a total of about 100 to about 20,000 ppm, about 200 to about 5,000 ppm, or about 500 to about 2,500 ppm, fluoride ions, each based on the weight of the composition. [0071] The compositions may include a stannous ion or a stannous ion source.
- Suitable stannous ion sources include without limitation stannous fluoride, other stannous halides such as stannous chloride dihydrate, stannous pyrophosphate, organic stannous carboxylate salts such as stannous formate, acetate, gluconate, lactate, tartrate, oxalate, malonate and citrate, stannous ethylene glyoxide and the like.
- stannous fluoride other stannous halides
- stannous chloride dihydrate such as stannous chloride dihydrate, stannous pyrophosphate
- organic stannous carboxylate salts such as stannous formate, acetate, gluconate, lactate, tartrate, oxalate, malonate and citrate
- stannous ethylene glyoxide and the like include without limitation stannous fluoride, other stannous halides such as stannous chloride dihydrate, stannous pyrophosphate, organic stannous carboxylate salts such as
- compositions of the invention optionally comprise an antimicrobial (e.g., antibacterial) agent, e.g., triclosan.
- an antimicrobial agent e.g., antibacterial
- triclosan e.g., triclosan
- an antimicrobial agent e.g., antibacterial
- One or more antimicrobial agents are optionally present in an antimicrobial effective total amount, typically about 0.05% to about 10%), for example about 0.1 % to about 3%, each based on the weight of the composition.
- compositions of the invention optionally comprise an antioxidant.
- an antioxidant can be used, including butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), vitamin A, carotenoids, vitamin E, flavonoids, polyphenols, ascorbic acid, herbal antioxidants, chlorophyll, melatonin, and mixtures thereof.
- compositions of the invention may optionally comprise a sialagogue or saliva- stimulating agent, an antiplaque agent, an anti-inflammatory agent, and/or a desensitizing agent.
- ingredients are sometimes identified herein by category, e.g., humectant, antioxidant, thickener, etc., this identification is for convenience and clarity, but is not intended to be limiting. All of the ingredients in the compositions may have functions in addition to their primary function, and may contribute to the overall properties of the composition, including its stability, efficacy, consistency, mouthfeel, taste, odor and so forth.
- Methods are provided to whiten an oral surface in a human or animal subject comprising storing in stable form a composition of the invention, and contacting said composition with the oral surface.
- animal subject includes higher order non-human mammals such as canines, felines, and horses.
- the oral care composition is contacted with an oral surface of the mammalian subject to thereby whiten teeth in a highly efficacious manner, without any negative interaction between the whitening agent, the peroxide incompatible abrasive, and other ingredients.
- it is preferred that the oral care composition is applied and contacted with the oral surface.
- the dentifrice, prepared in accordance with particular embodiments of the invention is preferably applied regularly to an oral surface, preferably on a daily basis, at least one time daily for multiple days, but alternately every second or third day.
- the oral composition is applied to the oral surfaces from 1 to 3 times daily, for at least 2 weeks up to 8 weeks, from four months to three years, or more up to lifetime.
- Dentifrice compositions were prepared according to each of Example 1 and Comparative Example 1.
- the compositions had the following ingredients as specified in Table 1 , in which the amounts are in wt%:
- the dentifrice of Comparative Example 1 comprised a peroxide whitening agent comprising a complex of crosslinked polyvinylpyrrolidone and hydrogen peroxide.
- the hydrogen peroxide comprised about 1 wt% of the total weight of the dentifrice.
- the dentifrice comprised a substantially anhydrous vehicle comprising PEGii8/PPG 6 6 co-polymer (Pluracare L1220F), glycerin, propylene glycol and PEG 600. Fumed silica was present as a thickener and viscosity modifying agent.
- the abrasive comprised calcium pyrophosphate.
- the dentifrice of Example 1 additionally comprised sodium acid pyrophosphate in an amount of 0.1 wt%.
- One testing protocol evaluated the chemical stability of hydrogen peroxide in the dentifrice and in particular evaluated the bloating of the packaging containing the dentifrice comprising the hydrogen peroxide.
- the other testing protocol evaluated the physical stability of the dentifrice and in particular evaluated the phase separation of the dentifrice comprising the hydrogen peroxide.
- Hydrogen peroxide chemically decomposes into the decomposition products of water and oxygen gas, with two moles of hydrogen peroxide producing one mole of oxygen.
- one mole of oxygen gas takes up more volume than 2 moles of hydrogen peroxide and so significant pressure can build up in a closed tube of dentifrice as hydrogen peroxide chemically degrades.
- Example 1 In the testing of Example 1 and Comparative Example 1, a conventional flexible polymer toothpaste tube having a shoulder width of 38 mm and a length of 125 mm was filled with 110 g of the respective dentifrice and the tube was closed with a conventional closure.
- the width of the tube was measured using calipers to determine the amount of tube expansion as a result of bloating.
- the tube width was measured the day after dentifrice preparation and packaging (as a baseline measurement), and after twenty one days of 60 °C accelerated aging.
- Table 2 shows the increase in bloating as a function of time at 60 °C for the image analysis and caliper tests.
- Sodium acid pyrophosphate can provide additional benefits in a dentifrice composition, for example reduced tooth surface staining, and in particular enhanced extrinsic stain prevention efficacy and stain removal efficacy.
- Example 2 comprised 3 wt% sodium acid pyrophosphate
- Example 3 comprised 5 wt% sodium acid pyrophosphate.
- Examples 2 and 3 comprised similar compositions to the dentifrice of Example 1 except that in Examples 2 and 3 the thickener and viscosity modifier was crosslinked polyvinyl pyrrolidone rather than fumed silica and also there was a reduced amount of the calcium pyrophosphate abrasive. Furthermore, there was no phosphoric acid. Table 4
- the dentifrices of Examples 2 and 3 had acceptable viscosity, in particular a Brookfield viscosity value of less than 65 Bku, which provides that these compositions are readily pumpable and extrudable.
- Comparative Example 2 The composition of Comparative Example 2 is also shown in Table 4, and included 7 wt % sodium acid pyrophosphate.
- Brookfield viscosity of greater than 100, which meant that the composition was too viscous for the Brookfield viscometer to be able to test the composition.
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| PCT/US2012/069867 WO2014092735A1 (en) | 2012-12-14 | 2012-12-14 | Peroxide-stable oral care compositions |
| US14/651,655 US10052270B2 (en) | 2012-12-14 | 2012-12-14 | Peroxide-stable oral care compositions |
| RU2015122722A RU2639492C2 (ru) | 2012-12-14 | 2012-12-14 | Композиции для ухода за полостью рта со стабильным пероксидом |
| HK16103337.8A HK1215379A1 (zh) | 2012-12-14 | 2012-12-14 | 過氧化物穩定的口腔護理組合物 |
| AU2012396803A AU2012396803B2 (en) | 2012-12-14 | 2012-12-14 | Peroxide-stable oral care compositions |
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| PH12015501126A PH12015501126B1 (en) | 2012-12-14 | 2015-05-20 | Peroxide-stable oral care compositions |
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| IL239126A IL239126A0 (en) | 2012-12-14 | 2015-06-01 | Preparations for oral care with stable superoxide |
| US16/053,916 US10507171B2 (en) | 2012-12-14 | 2018-08-03 | Peroxide-stable oral care compositions |
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| US16/053,916 Continuation US10507171B2 (en) | 2012-12-14 | 2018-08-03 | Peroxide-stable oral care compositions |
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Cited By (7)
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| WO2016065076A1 (en) * | 2014-10-23 | 2016-04-28 | Colgate-Palmolive Company | Oral care compositions comprising zinc compounds and peroxide compounds |
| WO2019108202A1 (en) * | 2017-11-30 | 2019-06-06 | Colgate-Palmolive Company | Whitening compositions and methods for increasing stability of the same |
| US10517804B2 (en) | 2017-11-30 | 2019-12-31 | Colgate-Palmolive Company | Whitening compositions and methods for increasing stability of the same |
| US11324677B1 (en) | 2020-11-06 | 2022-05-10 | Colgate-Palmolive Company | Oral care whitening compositions |
| US11540996B2 (en) | 2010-12-22 | 2023-01-03 | Colgate-Palmolive Company | Oral care compositions |
| US12048854B2 (en) | 2009-12-23 | 2024-07-30 | Colgate-Palmolive Company | Oral care compositions |
| US12053536B2 (en) | 2021-04-08 | 2024-08-06 | Colgate-Palmolive Company | Oral care compositions |
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| KR101812291B1 (ko) * | 2016-01-20 | 2017-12-26 | (주)네이처젠 | 패치형 치아 미백 제품 |
| WO2017126760A1 (ko) * | 2016-01-20 | 2017-07-27 | 주식회사 네이처젠 | 점성이 있는 과산화물 배합물 |
| KR102384594B1 (ko) * | 2016-06-08 | 2022-04-08 | 동우 화인켐 주식회사 | 표시장치용 어레이 기판의 제조방법 |
| EP3723710B1 (en) * | 2017-12-13 | 2024-10-30 | Colgate-Palmolive Company | Oral care compositions and methods for increasing stability of the same |
| GB201813229D0 (en) * | 2018-08-14 | 2018-09-26 | Ocutec Ltd | Formulation |
| SI25540A (sl) * | 2019-01-14 | 2019-05-31 | Tompa Majcen Dominika | Formulacije s spojinami aktivnega kisika in pripomočki za njihovo aplikacijo |
| CN111616971B (zh) * | 2020-06-29 | 2022-11-08 | 博纳格科技(北京)有限公司 | 一种稳态活性氧络合物及口腔护理产品 |
| US20230201092A1 (en) * | 2021-08-13 | 2023-06-29 | Colgate-Palmolive Company | Oral Care Compositions |
| WO2024123555A2 (en) * | 2022-12-05 | 2024-06-13 | Isp Investments Llc | Anhydrous oral care compositions of adducts of alkali metal pyrophosphates and peroxides |
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- 2012-12-14 BR BR112015014006-8A patent/BR112015014006B1/pt active IP Right Grant
- 2012-12-14 CA CA2891921A patent/CA2891921C/en active Active
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- 2012-12-14 RU RU2015122722A patent/RU2639492C2/ru active
- 2012-12-14 JP JP2015547908A patent/JP5976952B2/ja not_active Expired - Fee Related
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- 2012-12-14 EP EP12815892.0A patent/EP2931220B1/en active Active
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2013
- 2013-11-26 TW TW105109619A patent/TW201701857A/zh unknown
- 2013-11-26 TW TW102142913A patent/TWI584820B/zh not_active IP Right Cessation
- 2013-12-13 AR ARP130104730A patent/AR094012A1/es unknown
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2015
- 2015-05-20 PH PH12015501126A patent/PH12015501126B1/en unknown
- 2015-05-22 ZA ZA2015/03648A patent/ZA201503648B/en unknown
- 2015-06-01 IL IL239126A patent/IL239126A0/en unknown
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2018
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| US10517804B2 (en) | 2017-11-30 | 2019-12-31 | Colgate-Palmolive Company | Whitening compositions and methods for increasing stability of the same |
| AU2017441064B2 (en) * | 2017-11-30 | 2021-04-22 | Colgate-Palmolive Company | Whitening compositions and methods for increasing stability of the same |
| US11324677B1 (en) | 2020-11-06 | 2022-05-10 | Colgate-Palmolive Company | Oral care whitening compositions |
| US11701312B2 (en) | 2020-11-06 | 2023-07-18 | Colgate-Palmolive Company | Oral care whitening compositions |
| US12053536B2 (en) | 2021-04-08 | 2024-08-06 | Colgate-Palmolive Company | Oral care compositions |
Also Published As
| Publication number | Publication date |
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| JP5976952B2 (ja) | 2016-08-24 |
| PH12015501126B1 (en) | 2021-06-23 |
| TWI584820B (zh) | 2017-06-01 |
| HK1215379A1 (zh) | 2016-09-30 |
| IL239126A0 (en) | 2015-07-30 |
| AU2012396803B2 (en) | 2015-09-17 |
| CA2891921C (en) | 2021-05-18 |
| AU2012396803A1 (en) | 2015-06-11 |
| RU2015122722A (ru) | 2017-01-18 |
| TW201427704A (zh) | 2014-07-16 |
| JP2016503019A (ja) | 2016-02-01 |
| US20180344595A1 (en) | 2018-12-06 |
| CN104837470B (zh) | 2017-07-04 |
| RU2639492C2 (ru) | 2017-12-21 |
| ZA201503648B (en) | 2019-12-18 |
| MX356308B (es) | 2018-05-23 |
| MX2015007514A (es) | 2015-10-20 |
| US10507171B2 (en) | 2019-12-17 |
| TW201701857A (zh) | 2017-01-16 |
| CA2891921A1 (en) | 2014-06-19 |
| US20150366766A1 (en) | 2015-12-24 |
| KR20150092749A (ko) | 2015-08-13 |
| AR094012A1 (es) | 2015-07-01 |
| PH12015501126A1 (en) | 2015-08-03 |
| BR112015014006B1 (pt) | 2019-03-19 |
| CN104837470A (zh) | 2015-08-12 |
| BR112015014006A2 (pt) | 2017-07-11 |
| US10052270B2 (en) | 2018-08-21 |
| EP2931220B1 (en) | 2017-09-13 |
| EP2931220A1 (en) | 2015-10-21 |
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