WO2009091949A2 - Fil dentaire amélioré - Google Patents

Fil dentaire amélioré Download PDF

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Publication number
WO2009091949A2
WO2009091949A2 PCT/US2009/031209 US2009031209W WO2009091949A2 WO 2009091949 A2 WO2009091949 A2 WO 2009091949A2 US 2009031209 W US2009031209 W US 2009031209W WO 2009091949 A2 WO2009091949 A2 WO 2009091949A2
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WO
WIPO (PCT)
Prior art keywords
dental floss
microparticles
polymeric microparticles
copolymer
loaded
Prior art date
Application number
PCT/US2009/031209
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English (en)
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WO2009091949A3 (fr
Inventor
Ralph Spindler
Stephen J. Urbanec
Original Assignee
Amcol International Corporation
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Publication date
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Publication of WO2009091949A2 publication Critical patent/WO2009091949A2/fr
Publication of WO2009091949A3 publication Critical patent/WO2009091949A3/fr

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Classifications

    • 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
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/8141—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the present invention relates to an improved delivery system for active agents incorporated onto a dental floss.
  • Tooth decay and dental disease can be caused by bacterial action resulting from the formation of plaque about the teeth and/or food particles trapped between the teeth.
  • the removal of plaque and trapped food particles reduces the incidence of caries, gingivitis, and mouth odors, as well as generally improving oral hygiene.
  • Conventional brushing is inadequate for removing all trapped food particles and plaque. Therefore, to supplement brushing, dental flosses have been long recommended.
  • Dental floss is a thin thread or plastic ribbon used to remove food and dental plaque from between teeth.
  • the term "dental floss”, as used herein, includes dental flosses, dental tapes, dental ribbons, and any similar article.
  • Dental flosses prepared from multiple filaments twisted to form a thread and coated with a microcrystalline wax to prevent fraying during manufacture and use are well known. Active agents have been applied to dental flosses to provide interproximal and sublingual benefits, such as whitening.
  • flavors have been added to a dental floss. This is accomplished using starch-based encapsulates where the problems can be a very low loading of the flavor (25% or less) and the fragile nature of the encapsulate, which makes it difficult to the process the final dental floss without prematurely bursting the capsule. This approach also is limited to hydrophobic active agents. Finally, there is little that can be done to either modify the release characteristics of the capsules or improve the stability of the active agent incorporated into the capsule.
  • the manufacture of such dental flosses therefore has proved difficult because of active agent losses during manufacture of the floss, or during storage of the floss.
  • An effective delivery of the active agent between the teeth also has proven elusive.
  • the present invention is directed to a dental floss having a delivery system for an active ingredient that is easy and economical to manufacture, and achieves improved results in the flossing of teeth.
  • the present invention is directed to the use of a microparticle delivery system to effectively position active agents and esthetic agents between the teeth from a dental floss, and to extend the release of active agents and esthetic agents between the teeth.
  • a microparticle delivery system is the ability to incorporate hydrophobic and/or hydrophilic actives into a dental floss product.
  • the microparticle delivery system can be deposited onto the surface of the tooth and gum tissue during application of the dental floss, and thereby act as a reservoir for the active agent, e.g. a flavor, present in the microparticle delivery system. Improved efficacy results because the active agent resides in the oral cavity for a longer time.
  • microparticle delivery system improves the stability of the active agent both during the process of incorporating the active agent into the dental floss and during storage of the dental floss. This is especially important for volatile ingredients, where a microparticle delivery system has been shown to increase the time the active agent remains in the microparticle.
  • active agents that can be incorporated into a dental floss in accordance with the present invention are antibacterial agents, such as triclosan, cetyl pyridinium chloride, and sodium chlorite; tooth whitening agents, such as hydrogen peroxide, sodium percarbonate, and sodium perborate; antiplaque deposition aides, such as silicone polymers; flavors, including flavors that are incompatible with oral care formulations; carries prophylactics, like sodium fluoride, stannous, fluoride, and sodium monofluorophosphate; and other active agents that can improve overall oral cavity health.
  • antibacterial agents such as triclosan, cetyl pyridinium chloride, and sodium chlorite
  • tooth whitening agents such as hydrogen peroxide, sodium percarbonate, and sodium perborate
  • antiplaque deposition aides such as silicone polymers
  • flavors including flavors that are incompatible with oral care formulations
  • carries prophylactics like sodium fluoride, stannous, fluoride, and sodium monofluorophosphate
  • One aspect of the present invention therefore is to provide a dental floss product comprising a substrate prepared from one or more filament having a microparticle delivery system applied thereto.
  • the polymeric microparticles contain an active agent that can perform its intended function upon application to tooth and gum surfaces, and/or the microparticles are deposited on tooth and gum surfaces to perform an intended function for extended time periods by a slow release of the active agent from the microparticles.
  • a dental floss of the present invention comprises a substrate material having a polymeric microparticle delivery system applied thereto.
  • the polymeric microparticles are loaded with an active agent, such as a flavor, tooth whitener, or antibacterial, prior to application of the microparticles onto the substrate.
  • active agent such as a flavor, tooth whitener, or antibacterial
  • dental floss as used herein means dental flosses, dental tapes, dental ribbons, and similar articles.
  • a dental floss of the present invention comprises a substrate, typically in the form of a thread prepared from one or more filament.
  • the substrate can be fabricated from either natural or synthetic sources, examples of which include, but are not limited to, filaments or yarns of high and normal tenacity polymers, nylons, polyolefins, polyethylenes, polypropylenes, fluorocarbon compounds, polytetrafluoroethylenes, rayons, dacrons, acrylics, acetate polymers, and other plastics, alone or in combination.
  • Natural substances include, but are not limited to, cotton, wool, silk, linen, and other staple fibres, alone or in combination. Blends of synthetic and natural fibres can also be used.
  • Synthetic filaments are preferred because they are more durable, stronger, generally less expensive, and easier to work and procure.
  • Preferred substrates are nylon, prepared from filaments being twisted or otherwise woven together to provide a non-fraying end.
  • the length, diameter, structure, and design of the substrate is not limited to any specific size, shape, arrangement, or configuration, and thus, can be fabricated to suit any specific intention.
  • the substrate can, for example, comprise a plurality of individual filaments that have been formed together to give a larger thread having a sufficiently small diameter to permit insertion between the teeth. It also can comprise a composite multifilament yarn bonded to an extruded monofilament or to another multifilament yarn. A single circular, square, or rectangular shaped monofilament thread is also useful. Other variations are well known in the art, and are also useable in the invention disclosed herein.
  • a present dental floss has an active agent applied thereto using a polymeric microparticle delivery system.
  • the active agent is loaded onto the polymeric microparticles prior to application of the polymeric microparticles to the substrate, typically with the assistance of a binding agent.
  • Absorbent polymeric microparticles useful in the present invention have an ability to absorb several times their weight of a liquid compound, such as an oral care compound.
  • a liquid compound such as an oral care compound.
  • One preferred class of adsorbent microparticles is prepared by a suspension polymerization technique, as set forth in U.S. Patent Nos. 5,677,407; 5,712,358; 5,777,054; 5,830,967; 5,834,577, 5,955,552; and 6,107,429, each incorporated herein by reference (available commercially under the tradename of POLY-PORE ® E200, INCI name, allyl methacrylate copolymer, from AMCOL International, Hoffman Estates, IL).
  • adsorbent microparticles is prepared by a precipitation polymerization technique, as set forth in U.S. Patent Nos. 5,830,960; 5,837,790, 6,248,849; and 6,387,995, each incorporated herein by reference (sold under the tradename of POLY-PORE* L200 by AMCOL International, Hoffman Estates, IL).
  • These adsorbent microparticles also can be modified after the incorporation of an active compound to modify the rate of release of such a compound, as set forth in U.S. Patent No. 6,491,953, incorporated herein by reference.
  • adsorbent polymers include, for example, MICROS PONGE* (a copolymer of methyl methacrylate and ethylene glycol dimethacrylate), available from AMCOL International and PoIy-HlPE polymers (e.g., a copolymer of 2- ethylhexyl acrylate, styrene, and divinylbenzene) available from Biopore Corporation, Mountain View, California.
  • MICROS PONGE* a copolymer of methyl methacrylate and ethylene glycol dimethacrylate
  • AMCOL International AMCOL International
  • PoIy-HlPE polymers e.g., a copolymer of 2- ethylhexyl acrylate, styrene, and divinylbenzene
  • the adsorbent polymer microparticles prepared by the suspension polymerization technique are a highly porous and highly crosslinked polymer in the form of open (i.e., broken) spheres and sphere sections characterized by a mean unit particle size of about 0.5 to about 3,000 microns, preferably about 0.5 to about 300 microns, more preferably about 0.5 to about 100 microns, and most preferably about 0.5 to about 80 microns. A significant portion of the spheres is about 20 microns in diameter.
  • the polymeric microparticles are oil and water adsorbent, and have an extremely low bulk density of about 0.008 gm/cc to about 0.1 gm/cc, preferably about 0.009 gm/cc to about 0.07 gm/cc, and more preferably about 0.0095 gm/cc to about 0.04-0.05 gm/cc.
  • the microparticles are capable of holding and releasing oleophilic (i.e., oil soluble or dispersible), as well as hydrophilic (i.e., water soluble or dispersible), active agents, individually, or both oleophilic and hydrophilic compounds simultaneously.
  • the adsorbent polymer microparticles prepared by the suspension polymerization technique include at least two polyunsaturated monomers, preferably allyl methacrylate and an ethylene glycol dimethacrylate, and, optionally, monounsaturated monomers.
  • the microparticles are characterized by being open to their interior, due either to particle fracture upon removal of a porogen after polymerization or to subsequent milling.
  • the microparticles have a mean unit diameter of less than about 50 microns, preferably less than about 25 microns, and have a total adsorption capacity for organic liquids, e.g., mineral oil, that is at least about 72% by weight, preferably at least about 93% by weight, and an adsorption capacity for hydrophilic compounds and aqueous solutions of about 70% to about 89% by weight, preferably about 75% to about 89% by weight, calculated as weight of material adsorbed divided by total weight of material adsorbed plus dry weight of polymer.
  • the broken sphere microparticles are characterized by a mean unit diameter of about 1 to about 50 microns, more preferably of about 1 to about 25 microns, most preferably, of about 1 to about 20 microns.
  • Preferred polymeric microparticle delivery systems comprise a copolymer of allyl methacrylate and ethylene glycol dimethacrylate, a copolymer of ethylene glycol dimethacrylate and lauryl methacrylate, a copolymer of methyl methacrylate and ethylene glycol dimethacrylate, a copolymer of 2-ethylhexyl acrylate, styrene, and divinylbenzene, and mixtures thereof.
  • Specific polymeric microparticles useful in the present invention can be the previously described POLY- PORE ® E200, POLY-PORE ® L200, POLYTRAP, M1CROSPONGE, or PoIy-HIPE particles, for example.
  • the active agent is incorporated loaded onto and/or entrapped in the microparticles. This can be accomplished by spraying or adding the active agent either directly to the microparticles in such a manner that an essentially homogeneous distribution of the active agent is achieved on all the microparticles.
  • the active agent is a crystalline material
  • the active agent is first dissolved in a suitable volatile solvent, the resulting solution is added to the microparticles, then the volatile solvent is removed under vacuum with gentle heating.
  • Another method for loading a crystalline active agent that is not readably soluble in an appropriate volatile solvent is to first disperse the agent in a suitable carrier, such as polyether or polyol, and then add the dispersion directly to the microparticle delivery system. In some cases, these processes are repeated several times to achieve a loading level of the active agent on the polymeric microparticles that is desired.
  • a suitable carrier such as polyether or polyol
  • the load of active agent, as 100% active agent, added to the polymeric microparticles is about 1 to about 67 wt.% (by weight of the loaded polymeric microparticles), in a preferred amount of about 5 to about 50 wt.%, or in a more preferred amount of about 10 to about 37.5 wt.%.
  • the active agent is further protected by adding a second material, usually a liquid or waxy material as a barrier layer, to the microparticle after the active agent has been entrapped, or loaded, onto the microparticle.
  • a second material usually a liquid or waxy material as a barrier layer
  • a barrier layer i.e., a secondary entrapment or loading
  • the melting point of the barrier layer can be selected such that it melts higher than the highest temperature that the dental floss will be exposed to either during storage of the dental floss or during accelerated aging of the dental floss.
  • Examples of materials that can be used as a barrier layer or a secondary entrapment include, but are not limited to, low melting alcohols (Cg through C 20 ) and fatty alcohols ethoxylated with one to three moles of ethylene oxide.
  • Examples of fatty alcohols and alkoxylated fatty alcohols include, but are not limited to, behenyl alcohol, caprylic alcohol, cetyl alcohol, cetaryl alcohol, decyl alcohol, lauryl alcohol, isocetyl alcohol, myristyl alcohol, oleyl alcohol, stearyl alcohol, tallow alcohol, stearety-2, ceteth-1, cetearth-3, and laureth-2. Additional fatty alcohols and alkoxylated alcohols are listed in the International Cosmetic Ingredient Dictionary and Handbook, Tenth Edition, Volume 3, pages 2127 and pages 2067-2073 (2006), incorporated herein by reference,
  • barrier layer Another class of materials that can be used a barrier layer is the C 8 to
  • C 12 fatty acids including, but not limited to, stearic acid, capric acid, behenic acid, caprylic acid, lauric acid, myristic acid, tallow acid, oleic acid, palmitic acid, isostearic acid and additional fatty acids listed in the International Cosmetic Ingredient Dictionary and Handbook, Tenth Edition, Volume 3, page 2126-2127, incorporated herein by reference.
  • the barrier material also can be a hydrocarbon, like mineral oil, 1 - decene dimer, polydecene, paraffin, petrolatum, vegetable-derived petrolatum or isoparafln.
  • a hydrocarbon like mineral oil, 1 - decene dimer, polydecene, paraffin, petrolatum, vegetable-derived petrolatum or isoparafln.
  • Another class of barrier materials is waxes, like mink wax, carnauba wax, and candelilla wax, for example, and synthetic waxes, like silicone waxes, polyethylene, and polypropylene.
  • Fats and oils can be useful barrier material agents, which include, for example, but are not limited to, lanolin oil, linseed oil, coconut oil, olive oil, menhaden oil, castor oil, soybean oil, tall oil, rapeseed oil, palm oil, and neatsfoot oil, and additional fats and oils listed in the International Cosmetic Ingredient Dictionary and Handbook, Tenth Edition, Volume 3, pages 2124-2126.
  • Other useful classes of barrier materials include a water-insoluble ester having at least 10 carbon atoms, and preferable 10 to about 32 carbon atoms. Numerous esters are listed in International Cosmetic Ingredient Dictionary and Handbook, Tenth Edition, pages 21 15-2123.
  • an active agent can be admixed with a molten waxy material, then entrapped in a microparticle delivery system.
  • waxy materials disclosed above as barrier materials also can be used as an additive for thickening the liquid active agents, and thereby helping to minimize premature diffusion of the active agent from the microparticle.
  • the range of the waxy material to the delivery system is from about 10 to about 67 wt. %, based on the final weight of the loaded polymeric microparticles. In a more preferred embodiment, the range of waxy material to the loaded polymeric microparticles can be about 25 to about 50 wt.%, based on the final weight of the loaded polymeric microparticles.
  • Active agents loaded onto the microparticles include flavors, tooth whitening agents, and antibacterial agents, for example.
  • the dental floss can contain more than one active agent, either with microparticles containing one or more of the active ingredients, or different microparticles each containing a different active agent, or any combination thereof.
  • a present dental floss can contain one or more flavor.
  • a flavor incorporated into a polymeric microparticle can comprise essential oils, synthetic flavors, or mixtures thereof, including, but not limited to, oils derived from plants and fruits, such as citrus oils, fruit essences, mint, peppermint oil, spearmint oil, clove oil, oil of wintergreen, anise, sassafras, sage, saccharin, thymol, menthol, eucalyptus, marjoram, cinnamon, lemon, orange, banana, cherry, apple, pineapple, grape, strawberry, blueberry, tutti frutti, methyl salicylate, and the like.
  • a present dental floss comprises a polymeric microparticle delivery system having an antibacterial agent incorporated therein.
  • the antibacterial agent can be one or more of triclosan, cetyl pyridinium chloride, a halogenated diphenyl ether, sodium tripolyphosphate, a halogenated salicylanilide, a halogenated carbanilide, benzalkonium chloride, hexachlorophene, and stannous pyrophosphate, and sodium chlorate, for example.
  • the dental floss comprises a polymer microparticle delivery system having a tooth whitening agent incorporated therein.
  • the tooth whitening agent can be, for example, one or more peroxide based compound, such as, but not limited to, hydrogen peroxide, calcium peroxide, sodium perborate, sodium carbamate peroxide, potassium peroxydiphosphate, organic peracids, and sodium carbonate peroxide.
  • peroxide based compounds are alkaline in nature, and therefore help facilitate the neutralization of oral acids.
  • the active agent also can be an antiplaque deposition aid, such as a silicone polymer; or a caries prophylactic, such as sodium fluoride, stannous fluoride, or sodium monofluorophosphate,
  • the microparticles including the active agent loaded onto the microparticles and any optional protective coating materials, are formed into a coating solution, which then is applied to the dental floss.
  • the coating solution can be a molten waxy material or volatile solvent that contains the loaded microparticles, as well as a suitable binding agent such that when the solvent is evaporated, the microparticle remains attached or adhered to the surface of the dental floss.
  • Binding agents include, but are not limited to film-forming polymers, such as polyvinyl alcohol, polyvinylpyrrolidone, and cellulose ethers, such as carboxymethylcellulose. Additional binders include, but are not limited to acrylates copolymer, aery lic/acry late copolymer, agar, algin, alginic acid, ammonium acrylates copolymer, ammonium alginate, ammonium vinyl acetate/acrylates copolymer, beeswax, behenyl alcohol, butyl ester of ethylene/maleic anhydride copolymer, candelilla wax, carboxymethyl hydroxyethylcellulose, carnauba, carrageenan, cellulose gum, ceresin, collodion, corn flour, corn starch, dextran, dextrin, dihydroabietyl alcohol, distarch phosphate, ethylcellulose, ethylene/acrylate copolymer
  • methylcellulose methylcellulose, microcrystalline wax, montan acid wax, montan wax, oleostearine, ouricury wax, ozokerite, pectin, PEG-75, PEG-150, PEG-350, PEG-2M PEG-5M, PEG-7M, PEG9M, PEG-14M, PEG-20M, PEG-23M, PEG-45M, PEG-90M, PEG-115M, polyacrylamide, polyacrylic acid, polybutene, polydipentene, polyethylacrylate, polyethylene, polyisobutene, polyvinyl acetate, polyvinyl butyral, polyvinyl laurate, polyvinyl methyl ether, potassium alginate, potassium carrageenan, potato starch, PPG-20 methyl glucose ether, propylene glycol alginate, PVM/MA copolymer.
  • PVP PVP/dimethylaminoethylmethacrylate copolymer, PVP/eicosene copolymer, PVP/eicosene copolymer, PVP/ethyl methacrylate/methacrylic acid copolymer, PVP/hexadecane copolymer, PVP/VA copolymer, PVP/vinyl acetate/itaconic acid copolymer, rice bran wax, rosin, shellac, shellac wax, sodium acrylate/vinyl alcohol copolymer, sodium C4-12 olefin/maleic acid copolymer, sodium carboxymethyl dextran, sodium carrageenan, sodium cellulose sulfate, sodium magnesium fluorosilicate, sodium magnesium silicate, sodium polymethacrylate, styrene/maleic anhydride copolymer, synthetic beeswax, synthetic wax, tallow glyceride, tallow glycerides,
  • Example 1 Loading of Triclosan. To 37.5 g of isopropyl alcohol was added 12.5 g of triclosan (IRGACARE MP, Ciba). The solution was stirred until the triclosan was completely solubilized. The loading solution was added slowly to 50 g of POLYTRAP with sufficient stirring and for an extended period of time to ensure that the loading was homogeneous. The loaded POLYTRAP was placed in a vacuum oven at 45°C and dried until the isopropyl alcohol was essentially completely removed. This loading process was repeated three additional times until the final load of triclosan in the POLYTRAP was equal to weight of the polymer resulting in a 1 :1 load of triclosan in POLYTRAP.
  • IRGACARE MP IRGACARE MP, Ciba
  • Example 2 To 25 g of the 1 :1 loaded triclosan described in Example 1 was added 37.5 g of shea butter that first was melted at 80 0 C, then cooled to 45°C, before addition to the loaded POLYTRAP in a stepwise process which provided a final composition containing 20% triclosan, 20% POLYTRAP and 60% shea butter, by weight.
  • Example 3 To 15 g of the triclosan loading described in Example 1 was added 30 g of a solution containing 1 :1 blend of dimethicone (60,000 cst) and hexanes. The solution was added in stepwise process with sufficient agitation to provide a homogeneous loading. The resulting loaded microparticles then were placed in a vacuum oven at 40 0 C overnight to give a final composition containing 25% POLYTRAP, 25% triclosan, and 50% dimethicone, by weight. [0041] Example 4 A solution containing 10 g sodium tripolyphosphate was added to 100 g of deionized (DI) water, then the resulting solution was stirred until homogeneous.
  • DI deionized
  • the solution was added to 100 g of POLY-PORE® E200 microparticles in a stepwise process with sufficient stirring to ensure that the loading solution was homogeneously distributed.
  • the resulting product was placed in a vacuum oven at 50 0 C, then the material was dried until essentially all the water was removed.
  • a second loading solution was prepared containing the same ratios of sodium tripolyphosphate and water as above, and this solution was added to the dried loaded POLY-PORE® E200 particles in a similar stepwise process.
  • the resulting loaded microparticles were placed in the vacuum oven at 50 0 C, then dried until the water was essentially completely removed.
  • the final composition contained 16.7% sodium tripolyphosphate and 83.3% POLY-PORE® E200, by weight.
  • Example s A dispersion of sodium percarbonate in polyethylene glycol (PEG, MW ca. 400) was prepared by adding 125.25 g of sodium percarbonate to 254.29 g of PEG. The components were mixed with a dispersion blade at sufficient speed to ensure that the sodium percarbonate was uniformly admixed with the PEG. To 91.4 g of POLYTRAP was added 365.5 g of the sodium percarbonate dispersion. The dispersion was slowly added in a stepwise process with sufficient mixing to
  • the final composition contained 26% sodium percarbonate, 54% PEG. and 20% POLYTRAP, by weight.
  • Example 6 A cetyl pyridinium chloride loading was prepared by first dissolving 60 g of cetyl pyridinium chloride in 240 g of denatured ethanol, then stirring the mixture until the cetyl pyridinium chloride was completely dissolved. The resulting solution then was added to 100 g of POLY-PORE® E200 in a stepwise fashion with sufficient mixing to ensure that the loading solution was completed dispersed onto the polymer. The resulting loaded delivery system was placed in a vacuum oven and dried at 50 0 C under vacuum until essentially all the solvent was removed. The final composition contained 37.5% cetyl pyridinium chloride and 62.5% POLY-PORE® E200, by weight. Similar loaded microparticles were prepared by substituting POLY-PORE® E200 with POLYTRAP.
  • Example 7 To 10 g of a loading of 37.5% cetyl pyridinium chloride on POLYTRAP was added 10 g of stearyl alcohol that first was heated to 80 0 C. The stearyl alcohol was added to the loaded POLYTRAP in a stepwise process using sufficient stirring to ensure that the microparticles were uniformly coated. The final composition contained 18.7% cetyl pyridinium chloride, 50% stearyl alcohol, and 31.3% POLYTRAP, by weight. A similar loading was prepared wherein the final composition contained 12.4% cetyl pyridinium chloride, 67% stearyl alcohol, and 20.6% POLYTRAP, by weight.
  • Example 8 To 72 g of a 37.5% loading of cetyl pyridinium chloride on POLYTRAP was added 144 g of shea butter that first was melted at 80 0 C, then added in a stepwise process with sufficient stirring to homogeneously incorporate the shea butter throughout the loaded POLYTRAP. The final composition contained 12.4% cetyl pyridinium chloride, 67% shea butter, and 20.6% POLYTRAP, by weight.
  • Example 9 A loading of dimethicone (50 cst) in POLYTRAP was prepared by directly adding 400 g of dimethicone to 100 g of POLYTRAP to provide a composition that contained 80% dimethicone and 20% POLYTRAP, by weight.
  • Example 10 A loading of peppermint flavor on POLY-PORE® E200 was prepared by adding 140.5 g of peppermint flavor (Bell Flavors & Fragrances) to 46.8 g of POLY-PORE®. The oil was added in a stepwise process with sufficient mixing to ensure that a homogeneous loading of the oil on the microparticles.
  • Obviously, many modification and variations of the invention as hereinbefore set forth can be made without department from the spirit and scope thereof and, therefore, only such limitations should be imposed as are indicated by the appended claims.

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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)
  • Dental Preparations (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne un fil dentaire incorporant un agent actif chargé sur des microparticules polymères.
PCT/US2009/031209 2008-01-18 2009-01-16 Fil dentaire amélioré WO2009091949A2 (fr)

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US2195208P 2008-01-18 2008-01-18
US61/021,952 2008-01-18

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20200138682A1 (en) * 2018-11-02 2020-05-07 Colgate-Palmolive Company Oral Care Composition

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US5252577A (en) * 1992-03-06 1993-10-12 Gillette Canada, Inc. Methods of desensitizing teeth
WO1998055043A1 (fr) * 1997-06-03 1998-12-10 Gillette Canada Inc. Article d'hygiene dentaire
WO1998057617A1 (fr) * 1997-06-17 1998-12-23 Gillette Canada Inc. Fil dentaire renfermant une composition aromatique encapsulee
US20070134171A1 (en) * 2005-12-02 2007-06-14 Dodds Michael W Vehicles for oral care with magnolia bark extract
WO2007114904A2 (fr) * 2006-04-04 2007-10-11 Amcol International Corporation Produits cosmetiques et therapeutiques en baton

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5252577A (en) * 1992-03-06 1993-10-12 Gillette Canada, Inc. Methods of desensitizing teeth
WO1998055043A1 (fr) * 1997-06-03 1998-12-10 Gillette Canada Inc. Article d'hygiene dentaire
WO1998057617A1 (fr) * 1997-06-17 1998-12-23 Gillette Canada Inc. Fil dentaire renfermant une composition aromatique encapsulee
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