CN1139962A - Disposable toothbrush having mint flavored toothpaste composition bonded to bristles thereof - Google Patents
Disposable toothbrush having mint flavored toothpaste composition bonded to bristles thereof Download PDFInfo
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- CN1139962A CN1139962A CN94194706A CN94194706A CN1139962A CN 1139962 A CN1139962 A CN 1139962A CN 94194706 A CN94194706 A CN 94194706A CN 94194706 A CN94194706 A CN 94194706A CN 1139962 A CN1139962 A CN 1139962A
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- Prior art keywords
- bristles
- prepolymer
- substrate
- toothbrush
- monomer
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Classifications
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
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- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
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- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46B—BRUSHES
- A46B11/00—Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water
- A46B11/0003—Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water containing only one dose of substance, e.g. single-use toothbrushes
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- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46D—MANUFACTURE OF BRUSHES
- A46D1/00—Bristles; Selection of materials for bristles
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- 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
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- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46B—BRUSHES
- A46B2200/00—Brushes characterized by their functions, uses or applications
- A46B2200/10—For human or animal care
- A46B2200/1066—Toothbrush for cleaning the teeth or dentures
-
- 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
Abstract
A flavored toothpaste composition is bonded to the bristles of a disposable toothbrush by a process which involves the chemical grafting and polymerizing of selected monomers and prepolymers to the bristles via a free radical mechanism. This process locks in the flavor until the product can be utilized. When the toothpaste is brought into contact with an aqueous medium, (such as saliva in the oral cavity), the toothpaste dissolves thereby releasing the desired flavor to the teeth and oral cavity.
Description
Background
To accommodate the busy and often distressing needs of travelers, toothbrushes have been designed which are disposable at a distance from home (e.g. during travel) or which may be supplied for use by restaurant and restaurant hospitality customers, for example. The disposable toothbrush eliminates the need to carry a separate tube of toothpaste and apply a sufficient amount of scented toothpaste to the toothbrush during brushing, the flavoring being intended to promote oral hygiene. Many of these prior art single use toothbrushes are complex and/or expensive, such as a mechanism for applying toothpaste to the bristles of the toothbrush prior to use. In other prior art single use toothbrushes, where toothpaste is pre-applied to the bristles, such toothbrushes have proven unstable because the toothpaste flavor has disappeared over a relatively short period of time, which is not practical from a commercial standpoint because of the reasonable shelf life required by the business. Thus, prior art single use toothbrushes have proven largely unsuccessful commercially, primarily because known prior art single use toothbrushes have proven to fail to meet the various requirements associated with the elimination of a toothpaste dispensing mechanism, reasonable shelf life, and low manufacturing costs. With respect to manufacturing costs, it is well known that the service industry, such as restaurants, will not offer its customers disposable items beyond what was originally justified.
Of course, hospitals also provide their patients with toothbrushes, typically by providing a toothbrush and a single tube of toothpaste, typically containing a sufficient amount of toothpaste for a limited number of uses. However, this creates two problems, firstly a risk of infection, especially when the patient places his/her toothbrush in a sink or the like. Secondly, patients who have only one arm movable or sometimes patients have difficulty in applying toothpaste to the bristles of the toothbrush when they are treated by intravenous injection.
For the foregoing reasons, there is a need for an individually packaged and inexpensive disposable toothbrush having a uniform coating of a dentifrice composition on the bristles thereof and wherein the flavor does not dissipate during a reasonable shelf life.
Objects and summary of the invention
It is therefore an object of the present invention to provide a scented toothpaste composition bonded to a toothbrush wherein the scent is stable and long lasting.
It is a further object of the present invention to provide a disposable toothbrush having a sufficient amount of toothpaste applied thereto for one brushing stroke so that it can be disposed of after initial use.
It is another object of the present invention to provide a method of making a single use toothbrush and toothpaste product having a durable, stable flavor.
It is yet another object of the present invention to provide a disposable toothbrush and toothpaste product that is inexpensive to produce.
It is yet another object of the present invention to provide a disposable toothbrush which is safe and convenient for use in hospitals and the like.
The present invention is thus directed to making a disposable toothbrush and toothpaste product which employs a process comprising chemically grafting and polymerizing selected monomers and prepolymers onto the bristles of the toothbrush. In particular, the method of the present invention comprises the step of contacting the bristles of a toothbrush (hereinafter generally referredto as the "substrate") with a composition comprising a ferrous salt as a grafting initiator, a monomer/prepolymer and a catalyst for ferrous ion-activated polymerization, whereby the ferrous ions are reduced by the substrate and free radicals are formed on the substrate. The monomers and prepolymers attach themselves to these free radical sites, thus forming an intrinsic covalent bond with the substrate. The toothbrush containing the toothpaste composition is then dried to complete the graft bonding of the toothpaste to the substrate.
The resulting bond strength is adjustable so that the flavored toothpaste is immediately activated upon contact with typical oral fluids, i.e., water and saliva, and is released by the brushing action of the bristles on the teeth, thereby delivering the desired flavor to the user's teeth and oral cavity.
Description of The Preferred Embodiment
Mechanism of chemical grafting
A. Applied to natural and polymeric substrates
Chemical grafting involves activation of the substrate. Once the substrate has been activated, monomer chains attached by carbon-carbon bonds grow on the substrate, bonding to the substrate without destroying its inherent characteristics. Many substrates, both naturally occurring and synthetic, have active hydrogens that are more reactive than the "bulk hydrogens" (tertiary hydrogens) in, for example, polypropylene.
The grafting initiator (G.I.) has the ability to remove these active hydrogens and concomitantly initiate the growth of polymer chains at the sites where the active hydrogens are removed, which in the case of polypropylene can be expressed as follows: 
in the above reaction scheme, (°) represents a radical, an anion or a cation, depending on g.i. to remove hydrogen, one electron, no electron or two electrons, respectively. CH (CH)2CHx represents a vinyl monomer unit, where "x" dominates the properties or properties obtained. In most cases, monomer mixtures are used so that a plurality of property changes can be achieved in one process step. These polymer chains, of controllable chain length, are firmly attached to the substrate. The bond between the graft polymer and the substrate is a covalent bond, so that the graft polymer does not leach from the substrate. Essentially, chemical grafting is the growth of polymer chains on the backbone of the substrate. The graft polymer chain is formed from a vinyl monomer or a monomer containing a corresponding functional group such as a hydroxyl group, a carboxyl group, an epoxy group, an amide group, an amine group, an anhydride, and the like.
B. Chemical grafting for application to nylon, polypropylene or polyester based toothbrushes
For nylon, polypropylene or polyester based toothbrush bristles, the chemical grafting is carried out by reacting-CONH-group (nylon) with a grafting initiator,Hydrogen atom in (A) is abstracted to form a radical, which is then reacted with aThe monomer or prepolymer solution reacts to begin graft polymerization. The reaction steps for chemically attaching the monomer or prepolymer to the toothbrush substrate are considered to be in the following order:
the graft polymerization reaction shown in steps (1) to (4) can be terminated by radical bonding as follows:the above reaction takes place in the presence of a peroxide and at the same time the grafting initiator is regenerated to form free radicals as shown in reaction step (4). (6) Peroxides and their use in the preparation of pharmaceutical preparationsEquation (1) illustrates that the radical sites are provided on an exemplary substrate (S-H) which is converted to a free radical by reduction of the grafting initiator and oxidation of the substrate. Equation (2) illustrates grafting of an exemplary monomer onto an activated substrate (S) free radical site to form a grafted polymer free radical on the substrate. Followed by the propagation reaction shown in reaction step (3), equation (4) illustrates the formation of a menthol radical (e.g., from a mint compound). Equation (5) illustrates a chain termination reaction by the menthol radical in combination with the activated matrix polymer formed in equation (3), with the result that the monomer or prepolymer is chemically attached to the surface of the toothbrush bristle. Equation (6) illustrates the regeneration reaction of the grafting initiator by the presence of peroxide in the monomer solution.
Preparation method of mint-flavored toothpaste
The present invention is directed to the preparation of a polymeric toothpaste composition that can be chemically grafted onto the bristles of a toothbrush to form a long term, strong adhesion to the bristles. As previously mentioned, chemical grafting involves the use of monomers/prepolymers, catalysts, grafting initiators, and other excipients in the composition.
The monomers and prepolymers are vinyl monomers and acrylic and vinyl prepolymers that are chemically bonded to the bristles through a free radical reaction system. Preferably, the monomers and prepolymers are acrylic monomers containing one or more hydroxyl and carboxyl groups. Some of these monomers and prepolymers are polyvinyl alcohol, acrylic acid, polyacrylic acid, methacrylic acid, ethyl acrylate, ethyl methacrylate, isobutyl methacrylate and methyl acrylate. Mixtures of two or more monomers may also be used. Preferred monomers are polyvinyl alcohol, acrylic acid and polyacrylic acid.
The toothpaste is prepared by weighing the components in the order shown by the examples or any other conventional order.
For the desired grafting of the monomers/prepolymers onto the bristles, ferrous ions are preferably used as grafting initiators, but it is also possible to use, for example, Ag+Ions or other metal ions that are safe for use in the oral cavity.
A small amount of peroxide (preferably hydrogen peroxide) catalyst is present during the preparation to aid in the regeneration of the grafting initiator system and thereby provide free radicals for further chain-branching polymerization reactions.
The amount of reactants used is not critical to the present invention and from an economic standpoint, small amounts of monomer/prepolymer, grafting initiator and catalyst are employed in the system to complete the reaction as described previously. The monomers and prepolymers are generally employed in amounts ranging from about 0.0001% to about 2% by weight of the composition, with amounts ranging from about 0.0001% to about 0.2% by weight being preferred. The grafting initiator is used in an amount ranging from about 0.00001% to about 0.01% by weight, and preferably in an amount ranging from about 0.00001% to about 0.001% by weight. The amount of peroxide catalyst employed is generally in the range of about 0.001% to about 1% by weight, preferably in the range of about 0.001% to about 0.5% by weight.
Suitable materials for use as perfumes are those which are perceived by the user as thick and interesting while also allowing a satisfactory product appearance to be retained. Fragrances may be natural or synthetic origins. These flavors include peppermint, spearmint, wintergreen, cinnamon, and the like; fruit flavors such as cherry, strawberry, lime, etc., preferred flavors for use in toothpaste are peppermint and spearmint.
Examples of auxiliary vehicles used in the present invention include fillers, surfactants, buffers, and pigments.
The toothpaste formulations of the present invention have several advantages, the first of which eliminates the need for complex and expensive single use products. Secondly eliminating the need for packaging the toothbrush and toothpaste tube when traveling. Third, the formation of a strong bond when such toothpaste is applied to the bristles determines its long-term freshness and flavor.
In a preferred embodiment of the present invention, the bristles of the toothbrush are immersed in a dentifrice containing monomers, prepolymers, grafting initiator ions, peroxide ions and other excipients of the composition, and then dried at room temperature for about 30 to 40 minutes, whereby the hydroxyl and carboxyl groups of the monomers/prepolymers in the dentifrice polymerize to form a strong adhesive force to the bristles of the toothbrush.
When such a toothpaste is applied as a single layer to bristles, the toothpaste formulation essentially comprises the monomer/prepolymer, catalyst, grafting initiator, pigment, flavor and other auxiliary excipients. The required amounts of each filler, calcium carbonate, sodium bicarbonate, sodium lauryl sulfate, potassium tripolyphosphate, and sodium fluoride, were added together in a container and mixed to a homogeneous mixture. Similarly, the desired weight of monomer/prepolymer, grafting initiator and pigment are added to a vessel and mixed with stirring to form a homogeneous solution, the filler mixture is then added to the homogeneous solution in small increments with continuous stirring, the polyacrylic acid is then added, followed by the mint flavor compound, and the mixture is then compounded to form a homogeneous paste. Finally, adding hydrogen peroxide and mixing the paste uniformly. The prepared paste can be applied to a toothbrush by dipping the toothbrush therein. If necessary, the soaked product is dried in a room for 30-40 minutes to complete the grafting and bonding process. If desired, the impregnation may also be followed by heating at about 212F to 300F for 1-2 minutes to accelerate the drying process.
The following examples illustrate formulations that can be used in the present invention: example 1
The components by weight portion are 1, calcium carbonate 500.002, sodium bicarbonate 20.003, sodium dodecyl sulfate 15.004, potassium tripolyphosphate 2.505, sodium fluoride 1.006, glycerin (solvent) 250.007, acrylic acid, 0.1 percent glycerin solution 0.10 (monomer) 8, GRAPHTOL GREEN 5884-2 (pigment) 0.109, ferrous ammonium sulfate, 0.1 percent solution 0.01
(the ingredients of items 6, 7, 8 and 9 are blended together in a premix). 10. Polyacrylic acid, 1% solution 0.10
(prepolymer) 11 peppermint oil 20.0012 Hydrogen peroxide, 0.1% solution 0.01
The components 1-5 (all solids) are blended together until a homogeneous mixture is obtained, then the mixture is poured into the glycerol premix of components 6-9 under continuous stirring and the resulting blend is remixed to a homogeneous paste, the polyacrylic acid is added, followed by the peppermint oil and the paste is blended until a homogeneous mixture is obtained. Adding hydrogen peroxide and mixing the pastes to obtain a paste for later use.
The bristle portion of the toothbrush is immersed directly into the toothpaste and lifted, the amount of the paste on the toothbrush is adjusted by controlling the depth of immersion of the bristles into the paste, and the paste is then dried in air. Example 2
The components by weight portion are 1 calcium carbonate 500.002, sodium bicarbonate 20.003, sodium dodecyl sulfate 15.004, potassium tripolyphosphate 2.505, sodium fluoride 1.006, glycerin 250.007, acrylic acid, 0.1 percent of glycerin solution 0.108, GRAPHTOL GREEN 585H-20.109, ferrous ammonium sulfate, 0.1 percent of solution 0.01 (the components of 6, 7, 8 and 9 are blended together to form a premix) 10 polyacrylic acid, 1 percent of solution 0.1011, spearmint oil 20.0012, hydrogen peroxide and 0.1 percent of solution 0.01
The formulation of example 2 was formulated exactly as in example 1, with only spearmint oil replacing the peppermint oil of example 1. The same procedure was used to apply the paste to the toothbrush. Example 3
The composition comprises, by weight, 1.calcium carbonate 500.002, sodium bicarbonate 20.003, sodium dodecyl sulfate 15.004, potassium tripolyphosphate 2.505, sodium fluoride 1.006, glycerin 250.007, acrylic acid, 0.1% glycerin solution 0.108, GRAPHTOL GREEN 5884-20.109, ferrous ammonium sulfate, and 0.1% solution 0.01 (6, 7, 8 and 9 components are blended together to form a premix). 10. Polyacrylic acid, 1% solution 0.1011, peppermint oil 20.0012, hydrogen peroxide, 0.1% solution 0.0113, deionized water 80.90
The formulation of example 3 was exactly the same as example 1, but the first 12 components were first blended, then water was added slowly with stirring, and the resulting mixture was then blended to a uniform consistency. The bristles are dipped into the paste and allowed to dry after removal. Example 4
The composition comprises, by weight, 1 part of calcium carbonate 500.002, 20.003 parts of sodium bicarbonate, 15.004 parts of sodium dodecyl sulfate, 2.505parts of potassium tripolyphosphate, 1.006 parts of sodium fluoride, 250.007 parts of glycerol, 0.1% of acrylic acid, 0.108 parts of 0.1% of glycerol solution, GRAPHTOL GREEN 5854-20.109 parts of ferrous ammonium sulfate and 0.1% of 0.01 parts of solution (6, 7, 8 and 9 parts of components are blended together to form a premix). 10. Polyacrylic acid, 1% solution 0.1011, spearmint oil 20.0012, hydrogen peroxide, 0.1% solution 0.0113, deionized water 80.90
The formulation of example 4 was prepared in the same manner as example 3 except that spearmint oil was used in place of the peppermint oil of example 3. The bristles are immersed in the paste and dried and ready for packaging.
When the toothpaste is applied to bristles in two layers, the bottom layer consists essentially of the flavor and prepolymer, while the top layer consists of the monomer, catalyst, grafting initiator, pigment and other auxiliary excipients. The desired amount of fragrance is mixed with the prepolymer and dip coated onto the bristles, which are then cured at 200 ℃ F. for 4-5 minutes. The required amounts of each filler of calcium carbonate, sodium bicarbonate, sodium lauryl sulfate and potassium tripolyphosphate are mixed in a vessel to form a homogeneous mixture, the prepared pigment solution is added to the homogeneous mixture and mixed until a homogeneous blend is obtained, and then the required amounts of monomer, grafting initiator and catalyst are added to the blend and mixed well. The resulting paste can be used as a top layer paste on a bottom layer by dipping a fragrance treated toothbrush into the top layer paste and curing at 300 ° F for 2 minutes.
The following example illustrates one formulation that may be used in the present invention. Example 5
The weight portions of the components
Use of the bottom layer
1. 5238% aqueous solution of polyvinyl alcohol 200.00
2. Peppermint oil (polar) 30.00
Top layer use
3. Calcium carbonate 1000.00
4. Sodium bicarbonate 50.00
5. Sodium dodecyl sulfate 34.00
6. Potassium tripolyphosphate 5.00
7. Deionized water 162.00
8.MX439 PYLA-Cert Green 0.20
9. Glycerol 500.00
10. Acrylic acid, 0.1% Glycerol solution 0.20
11. Ferrous ammonium sulfate, 0.1% solution 0.02
12. Hydrogen peroxide, 0.1% solution 0.02
Component 1 was prepared by gradually adding polyvinyl alcohol to deionized water with continuous stirring until all particles were wetted. The solution was heated to 185 ° F-205 ° F (85 ℃ -96 ℃) for 30 minutes, then allowed to cool to room temperature, peppermint oil was added and mixed, and the resulting solution was used as a base coat for bristles by dipping, and then cured at 200 ° F for 4-5 minutes. Next, components 3, 4, 5 and 6 are blended together until a homogeneous mixture is formed (component A), after components 7 and 8 are mixed, component 9 is added and then mixed homogeneously (component B). Component B was then mixed into component A until a homogeneous blend (component C) was formed, and then components 10, 11 and 12 were added to component C and mixed thoroughly for 1-2 minutes. The resulting paste was used as a top coat over a fragrance-containing base coat. The topcoat was applied to the treated bristles by dipping and then cured at 300F for 2 minutes.
It should be understood that the preferred embodiments and examples described herein are illustrative only and are not intended to limit the scope of the invention. With a true scope of the invention being indicated by the following claims.
Claims (60)
1. A toothbrush and scented toothpaste combination comprising:
(a) a cluster of bristles is formed from a plurality of bristles,
(b) a polymer which is chemically bonded to bristles,
(c) a fragrance chemically bonded to the polymer.
2. A combination as claimed in claim 1 wherein the bristles contain active hydrogens on their molecular structure which can be abstracted to effect graft polymerization at their vacant hydrogen sites.
3. The combination of claim 2 wherein the bristles are selected from the group consisting of nylon, polypropylene and polyester bristles.
4. The combination of claim 1 wherein a polymer is chemically grafted to said bristles.
5. The combination of claim 3 wherein the polymer is chemically grafted to said bristles.
6. A combination as claimed in claim 4, wherein the polymer is selected from monomers and prepolymers containing one or more carboxyl and hydroxyl groups.
7. The combination of claim 6 wherein the monomers and prepolymers are acrylic acid, polyacrylic acid and polyvinyl alcohol.
8. The combination of claim 1, wherein the chemical bond is a covalent bond.
9. The combination of claim 5, wherein the chemical bond is a covalent bond.
10. The combination of claim 6 further comprising a grafting initiator of the metal ion type for abstracting active hydrogens and converting the abstracted sites to free radical sites for attachment of the monomer/prepolymer to obtain a covalent bond of the monomer/prepolymer to the bristles.
11. A method of bonding a flavored toothpaste composition to a substrate comprising:
(a) there is provided a toothbrush comprising the substrate bristles described above,
(b) the substrate is activated with a grafting initiator,
(c) bonding the monomer/prepolymer to the activated substrate,
(d) polymerizing the monomer/prepolymer to form a grafted polymer chain,
(e) chemically bonding a perfume to the polymer chain, (b) to (e) are carried out in the presence of a catalyst,
(f) the perfumed toothpaste composition is dried to complete the graft polymerization reaction, thereby maintaining the perfume until the toothbrush and perfumed toothpaste composition are used.
12. The method of claim 11 wherein said (a) comprises providing a toothbrush having toothbrush bristles with active hydrogen groups in the molecular structure thereof, said active hydrogen groups being abstracted to graft polymerize onto their vacant hydrogen sites.
13. The method of claim 11 wherein said (a) comprises providing a toothbrush having nylon, polypropylene or polyester bristles.
14. The method of claim 11 wherein (b) comprises activating the substrate with a metal ion type grafting initiator which abstracts active hydrogens and changes the abstracted sites to free radical sites for monomer/prepolymer attachment resulting in a covalent bond of monomer/prepolymer to the bristles.
15. The method of claim 14, wherein (b) comprises activating the substrate with a ferrous ion type grafting initiator.
16. The method of claim 11, wherein (b) further comprises graft initiator reduction and substrate oxidation to render the substrate a free radical.
17. The method of claim 11 wherein (c) further comprises grafting the monomer/prepolymer onto the activated substrate to form a graft polymer radical on the substrate.
18. The method of claim 11, wherein (d) further comprises growth of polymer chains on the substrate.
19. The method of claim 11, wherein (e) further comprises:
(i) form a menthol free radical
(ii) The menthol radicals combine with the activated graft polymer matrix formed in (d) to provide a covalent bond of the flavor to the surface of the toothbrush bristles.
20. The method of claim 11 further comprising the step of curing the toothbrush containing the flavored toothpaste composition at a temperature of about 212 ° F to about 300 ° F for about 1 to about 2 minutes.
21. A method according to claim 11, wherein (e) comprises chemically bonding the perfume to the polymer chains in the presence of a peroxide catalyst.
22. The method of claim 21, wherein (e) comprises chemically bonding the flavorant to the polymer chains in the presence of hydrogen peroxide.
23. The method of claim 11 wherein (c) comprises bonding acrylic acid and polyacrylic acid to the activated substrate.
24. A method of bonding a scented toothpaste composition to a substrate, the substrate being bristles of a toothbrush, the method comprising the steps of: (a) coating a base coat on bristles of a toothbrush, the base coat comprising a fragrance and a prepolymer,
(b) the base coat is cured and the cured coating is cured,
(c) applying a top coat over the base coat, the top coat comprising a monomer, a catalyst, a grafting initiator, and auxiliary excipients,
(d) the top coat is cured.
25. The method of claim 24, wherein step (a) comprises:
(i) the substrate is activated with a grafting initiator,
(ii) bonding the prepolymer to the activated substrate,
(iii) (ii) chemically bonding the perfume to the prepolymer, the (i) to (iii) being carried out in the presence of a catalyst.
26. The method of claim 24 wherein said step (c) comprises applying a topcoat layer containing a metal ion type grafting initiator which serves to abstract active hydrogens and to change the abstracted sites to free radical sites for monomer/prepolymer attachment resulting in covalent bonding of a monomer/prepolymer to the toothbrush bristles.
27. The method of claim 26, wherein step (c) comprises applying a topcoat layer comprising a ferrous ion type grafting initiator.
28. The method of claim 25, wherein (i) further comprises reduction of the grafting initiator and oxidation of the bristles to render the bristles into a free radical.
29. The method of claim 25, wherein (ii) further comprises grafting the prepolymer onto the activated substrate such that a grafted prepolymer radical is formed on the substrate.
30. The method of claim 25, wherein (iii) further comprises: (a) a menthol radical is formed.
(b) (iii) the menthol free radicals combine with the activated graft prepolymer matrix formed in (ii) to provide a covalent bonding of the flavor to the surface of the toothbrush bristles.
31. The method of claim 24, wherein the applying of the top coat comprises:
(i) grafting a monomer onto the activated substrate,
(ii) the monomer is polymerized to form a graft polymer chain, both (i) and (ii) being carried out in the presence of a catalyst.
32. The method of claim 24, wherein step (b) is performed at a temperature of about 200 ° F for about 4-5 minutes.
33. The method of claim 24, wherein step (d) is performed at a temperature of about 300 ° F for about 2 minutes.
34. A method as described in claim 24 wherein said step (c) comprises applying a top coat comprising a peroxide catalyst.
35. The method of claim 34 wherein step (c) comprises applying a topcoat layer comprising a hydrogen peroxide catalyst.
36. A process according to claim 31 wherein (i) and (ii) are both carried out in the presence of a peroxide catalyst.
37. The process of claim 36, wherein (i) and (ii) are both accomplished in the presence of a hydrogen peroxide catalyst.
38. The method of claim 24 wherein said step (a) comprises applying a primer layer comprising a polyvinyl alcohol prepolymer and wherein said step (c) comprises applying a topcoat layer comprising an acrylic monomer.
39. The method of claim 24, wherein the top coat also comprises a pigment.
40. The method as set forth in claim 26 wherein the top coat also includes a pigment.
41. The method as set forth in claim 27 wherein the top coat also includes a pigment.
42. A method of bonding a scented toothpaste composition to a substrate, the substrate being bristles of a toothbrush, comprising the steps of:
(a) a single-coat dentifrice composition is applied to the bristles of a toothbrush and contains a monomer/prepolymer, catalyst, grafting initiator, flavor and other auxiliary excipients.
(b) Air drying a toothbrush containing a flavored toothpaste composition.
43. The method of claim 42, wherein the single coating further comprises a pigment.
44. The method of claim 42, wherein step (a) comprises.
(i) The substrate is activated with a grafting initiator,
(ii) bonding the monomer/prepolymer to the activated substrate,
(iii) polymerizing the monomer/prepolymer to form a graft polymer chain, and
(iv) (iii) chemically bonding the perfume to the polymer chain, all of (i) to (iv) being carried out in the presence of a catalyst.
45. The method of claim 42 wherein said step (a) comprises applying a monolayer of a grafting initiator containing a metal ion type, said grafting initiator being adapted to abstract active hydrogens and to change the abstracted sites to free radical sites for attachment of monomer/prepolymer, resulting in covalent bonding of monomer/prepolymer to the toothbrush bristles.
46. The method of claim 45, wherein step (a) comprises applying a single layer of a coating comprising the ferric ion type grafting initiator.
47. The method of claim 45, wherein the single coating also comprises a pigment.
48. The method of claim 46, wherein the single coating also comprises a pigment.
49. The method of claim 44, wherein (i) further comprises reduction of the grafting initiator and oxidation of the bristles to render the bristles into a free radical.
50. The method of claim 44, wherein (ii) further comprises grafting the prepolymer onto the activated substrate such that a grafted prepolymer radical is formed on the substrate.
51. The method of claim 44, wherein (iii) further comprises propagation of polymer chains on the substrate.
52. The method of claim 44, wherein (iv) further comprises: (a) form a menthol radical, and
(b) (iii) the menthol free radicals combine with the activated graft prepolymer matrix formed in (ii) to provide a covalent bonding of the flavor to the surface of the toothbrush bristles.
53. The method of claim 42, wherein step (b) is performed at room temperature for about 30-40 minutes.
54. The method of claim 42 further comprising the optional step (c) of curing the toothbrush containing the flavored toothpaste composition.
55. The method of claim 54, wherein step (c) is performed at a temperature of about 212 ° F to 300 ° F for about 1 to 2 minutes.
56. The method defined in claim 42, wherein step (a) comprises applying a single coating comprising the peroxide catalyst.
57. The method defined in claim 56, wherein step (a) includes applyinga single coating that includes the hydrogen peroxide catalyst.
58. A process as in claim 44, wherein (i) to (iv) are all accomplished in the presence of a peroxide catalyst.
59. A process as set forth in claim 58 wherein (i) through (iv) are all accomplished in the presence of a hydrogen peroxide catalyst.
60. The method of claim 42, wherein step (a) comprises applying a single coating comprising an acrylic monomer and a polyacrylic acid prepolymer.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15059993A | 1993-11-10 | 1993-11-10 | |
| US08/150,599 | 1993-11-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1139962A true CN1139962A (en) | 1997-01-08 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN94194706A Pending CN1139962A (en) | 1993-11-10 | 1994-11-10 | Disposable toothbrush having mint flavored toothpaste composition bonded to bristles thereof |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0733133A4 (en) |
| JP (1) | JPH09505217A (en) |
| KR (1) | KR960705972A (en) |
| CN (1) | CN1139962A (en) |
| AU (1) | AU1179995A (en) |
| CA (1) | CA2176003C (en) |
| IL (1) | IL111595A (en) |
| WO (1) | WO1995013412A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102551897A (en) * | 2010-12-27 | 2012-07-11 | 吴铭远 | Disposal handheld dental device |
| CN105726407A (en) * | 2016-03-28 | 2016-07-06 | 两面针（江苏）实业有限公司 | Tooth-bushing assembly and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101415267B1 (en) * | 2012-11-27 | 2014-07-04 | 기순종 | Disposable tooth brush with toorh powder manufacture device |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE310646B (en) * | 1964-10-30 | 1969-05-12 | A Poppelman | |
| US3378870A (en) * | 1967-03-22 | 1968-04-23 | Matsunaga Kenji | Toothbrush |
-
1994
- 1994-11-10 IL IL11159594A patent/IL111595A/en not_active IP Right Cessation
- 1994-11-10 WO PCT/US1994/013208 patent/WO1995013412A1/en not_active Application Discontinuation
- 1994-11-10 AU AU11799/95A patent/AU1179995A/en not_active Abandoned
- 1994-11-10 JP JP7514075A patent/JPH09505217A/en active Pending
- 1994-11-10 EP EP95902572A patent/EP0733133A4/en not_active Withdrawn
- 1994-11-10 KR KR1019960702434A patent/KR960705972A/en not_active Application Discontinuation
- 1994-11-10 CN CN94194706A patent/CN1139962A/en active Pending
- 1994-11-10 CA CA002176003A patent/CA2176003C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102551897A (en) * | 2010-12-27 | 2012-07-11 | 吴铭远 | Disposal handheld dental device |
| CN105726407A (en) * | 2016-03-28 | 2016-07-06 | 两面针（江苏）实业有限公司 | Tooth-bushing assembly and preparation method thereof |
| CN105726407B (en) * | 2016-03-28 | 2018-06-01 | 两面针（江苏）实业有限公司 | A kind of preparation method for combination of brushing teeth |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH09505217A (en) | 1997-05-27 |
| EP0733133A4 (en) | 1999-06-30 |
| WO1995013412A1 (en) | 1995-05-18 |
| KR960705972A (en) | 1996-11-08 |
| IL111595A0 (en) | 1994-11-10 |
| CA2176003C (en) | 2002-01-08 |
| EP0733133A1 (en) | 1996-09-25 |
| IL111595A (en) | 1999-11-30 |
| CA2176003A1 (en) | 1995-05-18 |
| AU1179995A (en) | 1995-05-29 |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |