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EP0733133A1 - Brosse a dents jetable dont les poils sont enduits d'une composition dentifrice aromatisee a la menthe - Google Patents

Brosse a dents jetable dont les poils sont enduits d'une composition dentifrice aromatisee a la menthe

Info

Publication number
EP0733133A1
EP0733133A1 EP95902572A EP95902572A EP0733133A1 EP 0733133 A1 EP0733133 A1 EP 0733133A1 EP 95902572 A EP95902572 A EP 95902572A EP 95902572 A EP95902572 A EP 95902572A EP 0733133 A1 EP0733133 A1 EP 0733133A1
Authority
EP
European Patent Office
Prior art keywords
bristles
substrate
prepolymer
toothbrush
graft
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP95902572A
Other languages
German (de)
English (en)
Other versions
EP0733133A4 (fr
Inventor
Mohan L. Sanduja
Kenneth Sugathan
Carl Horowitz
Lina Zilberman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GMZ Holding Co
Original Assignee
GMZ Holding Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GMZ Holding Co filed Critical GMZ Holding Co
Publication of EP0733133A1 publication Critical patent/EP0733133A1/fr
Publication of EP0733133A4 publication Critical patent/EP0733133A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • A—HUMAN NECESSITIES
    • A46—BRUSHWARE
    • A46D—MANUFACTURE OF BRUSHES
    • A46D1/00—Bristles; Selection of materials for bristles
    • 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
    • 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

Definitions

  • disposable toothbrushes To accommodate the busy and often harried traveler, disposable toothbrushes have been designed that can be used away from home, for example on a trip, or that can be offered for single use in establishments receiving the public, such as hotels and restaurants. These disposable toothbrushes have eliminated the need for a separate tube of toothpaste by incorporating in or on the brush a sufficient dose of a flavored toothpaste for brushing the teeth, the flavor being added to encourage oral hygiene practices. Many such prior art disposable toothbrushes are complex and/or expensive, as where a mechanism is included for distributing the toothpaste onto the bristles just prior to use.
  • prior art disposable toothbrushes In other prior art disposable toothbrushes, the toothpaste is preapplied to the bristles, but such toothbrushes have proved unstable, in that the flavoring dissipates after a relatively short period of time, which is impractical as commercial considerations require a reasonable shelf life.
  • prior art disposable toothbrushes have, for the most part, not proved commercially successful, primarily because no known prior art disposable toothbrush has satisfied the multiple criteria of a preapplied toothpaste thereby eliminating the need for a distribution mechanism, a reasonable shelf life, and a low manufacturing cost.
  • manufacturing costs it is well known that service establishments, such as hotels, will not provide to their patrons disposable items which exceed a preestablished cost. Hospitals, of course, also provide toothbrushes to their patients.
  • hospitals provide a toothbrush and a separate tube of toothpaste, the tube typically including sufficient toothpaste for a limited number of uses.
  • This poses two problems. First, there is a risk of transmission of infectious disease, as when a patient places his/her toothbrush on a sink, etc. Secondly, in the case of a patient having use of only one arm, as is sometimes the case when patients are treated intravenously, it is difficult for the patient to manipulate the toothpaste onto the bristles of the toothbrush.
  • the present invention is thus directed to a disposable toothbrush and toothpaste product obtained by a process which involves the chemical grafting and polymerization of selected monomers and prepolymers to the bristles of the toothbrush. More particularly, the process of the present invention comprises the steps of contacting the bristles of the toothbrush (in general hereinafter being referred to as "the substrate") with a composition containing a ferrous salt as the graft initiator, a monomer/prepolymer, and a catalyst which activates polymerization by the ferrous ion, whereby the .ferrous ions are reduced by the substrate with free radicals being formed as a result on the substrate. The monomer/prepolymer attaches itself to these free radical sites, thus forming an intimate 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 strength of the resulting bond can be adjusted so that the flavored toothpaste is immediately activated when brought into contact with normal mouth fluids, i.e., water and saliva, and is released by the scrubbing action of the bristles against the teeth, imparting a desirable flavor to the teeth and mouth of the user thereof.
  • normal mouth fluids i.e., water and saliva
  • Chemical grafting involves activation of a substrate. Once the substrate has been activated, chains of monomers linked by carbon-carbon bonds grow on the substrate, bonding to the substrate without damaging any of the existing positive characteristics of the materials involved. Many materials, both naturally occurring and synthetic, possess active hydrogens which are more reactive than the "bulk hydrogens," the tertiary hydrogen in polypropylene for example.
  • graft initiators have the capacity of removing these active hydrogens and concomitantly initiating the growth of polymer chains at the site from where the active hydrogen was removed.
  • polypropylene this can be represented as follows :
  • (°) can represent either a free radical, anion or cation, depending on whether the G.I. removes a hydrogen and one electron, no electrons or two electrons, respectively.
  • CH 2 CHx represents a unit of vinyl monomer where "x" governs the property or properties obtained. In many instances a mixture of monomers is employed and often more than one property can be altered in one processing step.
  • These polymer chains, whose length can be controlled, are strongly attached to the substrate. The linkage between the graft polymer and the substrate is covalent in nature, and therefore, the graft polymer cannot be leached from the substrate. In essence, chemical grafting is a matter of growing polymer chains on the backbone chain of a substrate.
  • the graft polymer chains are formed from vinyl monomers or monomers containing appropriate functionality, e.g., groups such as hydroxyl, carboxyl, epoxy, amide, amine, anhydride.
  • the graft polymerization shown in steps (1) - (4) may be terminated by radical combination which may occur as : (CH 2 - CH) n - CH 2 - CH° + R-O c I I x x
  • reaction step (4) The foregoing reactions take place in the presence of a peroxide which concurrently regenerates the graft initiator forming a free radical as shown in reaction step (4) .
  • Reaction (1) provides a radical site on an exemplary substrate (S-H) by the reduction of the graft initiator and oxidation of the substrate to transform the substrate into a free radical .
  • Reaction (2) illustrates the grafting of an exemplary monomer to the activated substrate (S°) at the free radical site to form a graft polymer radical on the substrate. This is followed by propagation in reaction (3) .
  • Reaction (4) illustrates the formation of a menthol radical, e.g., from a peppermint compound.
  • Reaction (5) illustrates chain termination via combination of the menthol radical with the activated substrate graft polymer formed in step (3) , the end result being the chemical attachment of a monomer mint prepolymer to the surface of the toothbrush bristles.
  • Reaction (6) illustrates the regeneration of the graft initiator ion by the presence of peroxide in the monomer solution.
  • the present invention is directed to a polymeric toothpaste composition that is chemically grafted to the bristles of a toothbrush to form a strong adhesion to the bristles over an extended period of time.
  • chemical grafting involves the use of monomers/prepolymers, a catalyst, and a graft initiator along with other excipients in the composition.
  • the monomers and prepolymers are vinyl monomers and acrylic and vinyl prepolymers which chemically bond to the bristles via a free radical system.
  • the monomers and prepolymers are preferably acrylic monomers having one or more hydroxyl and carboxyl groups.
  • Some of the monomers and prepolymers of this type are the following: polyvinyl alcohol, acrylic acid, polyacrylic acid, methacrylic acid, ethyl acrylate, ethyl methacrylate, isobutylmethacrylate, and methyl acrylate. Also, mixtures of two or more monomers can be used. Polyvinyl alcohol, acrylic acid and polyacrylic acid are preferred.
  • the formulation is prepared by taking the ingredients in the order as indicated in the examples or any other convenient order.
  • Ferrous ions are preferred as graft initiators for the grafting of desired monomers/prepolymers onto the bristles, but other metal ions such as Ag + ions could also be used or any other metal ion which is safe for mouth application.
  • a peroxide catalyst preferably hydrogen peroxide
  • Other representative peroxides include peracetic acid and urea peroxide.
  • the amounts of the reactants employed is not a critical feature of the invention.
  • the amounts of monomer/prepolymer, graft initiator and catalyst employed in the system will be the minimum amounts necessary to complete the reaction as previously described herein.
  • the amounts of monomer and prepolymer employed will normally range from about 0.0001% to about 2% by weight of the composition, though the preferred concentration ranges from about 0.0001% to about 0.2% by weight.
  • the amount of graft initiator ranges from about 0.00001% to about 0.01% by weight, preferably from about 0.00001% to about 0.001%.
  • the amount of peroxide catalyst employed will normally range from about 0.001% to about 1% by weight, preferably from about 0.001% to about 0.5%.
  • Suitable materials for use as flavors are those which allow the user to detect a strong, noticeable flavor while permitting maintenance of an acceptable product appearance.
  • the flavors may be of natural or synthetic origin. Such flavors include peppermint, spearmint, wintergreen, cinnamon, and the like; fruit flavors such as cherry, strawberry, lime, and the like.
  • Preferred flavors for use in toothpaste include peppermint and spearmint.
  • auxiliary excipients utilized in the present invention include fillers, surfactants, buffers and-pigments.
  • the formulation described herein has several advantages. First, it eliminates the need for a complex and expensive article that is intended to be used only once. Second, it eliminates, when traveling, the need for packing both a toothbrush and a tube of toothpaste. And finally, the intimate bond that is formed when the toothpaste is applied to the bristles locks in the freshness and flavor for a long period of time.
  • the bristles of the toothbrush are dipped into a toothpaste that contains monomers, prepolymers, graft initiator ions, peroxide ions and other excipients of the composition.
  • the coated samples are then air dried at room temperature for approximately 30 to 40 minutes, whereby the hydroxyl and carboxyl groups from the monomers/prepolymers in the toothpaste polymerize to form a strong adhesion to the bristles of the toothbrush.
  • the formulation consists basically of the monomer/prepolymer, catalyst, graft initiator, pigment, flavoring and other auxiliary excipients.
  • the desired amounts of each filler namely calcium carbonate, sodium hydrogen carbonate, sodium lauryl sulfate, potassium tripolyphosphate and sodium fluoride are combined in a container and mixed until a homogeneous mixture is obtained.
  • the desired amounts of the monomer/prepolymer, graft initiator and pigment are combined in a container and stirred until the solution is uniform. The mixture of fillers is then added in small increments with continuous stirring to the uniform solution.
  • the polyacrylic acid is then added, followed by the mint flavored compound, and the contents are blended to a smooth paste.
  • the hydrogen peroxide is finally added and the paste is mixed again until uniform.
  • the prepared reactive formulation may then be applied to the toothbrush by dipping the toothbrush into the toothpaste and then, if necessary, the product may be exposed to air drying for 30 to 40 minutes to complete the graft bonding. If desired, the drying process may be accelerated by subjecting the product to heat, e.g., at a temperature of about 212°F to 300°F for 1 to 2 minutes.
  • the bristle part of the toothbrush was dipped directly into the toothpaste and lifted up.
  • the amount of paste on the brush was adjusted by controlling the depth the bristles sink into the paste.
  • the paste was then air dried.
  • Example 2 The formulation in Example 2 was made exactly the same as in Example 1, the only difference being that spearmint oil was substituted for the peppermint oil.
  • the paste was applied to the brush also by the same method.
  • Example 3 was made exactly as Example 1 but after the first 12 ingredients were blended, water was slowly added with continuous mixing, the resulting mix blended to a smooth consistency. The bristles were dipped into the formulation and allowed to dry.
  • Example 4 was made the same way as Example 3 except for the substitution of spearmint oil for peppermint oil .
  • the bristles were dipped into the paste and were ready for packing when dry.
  • the prime coat consists basically of the flavoring and the prepolymer
  • the top coat consists of the monomer, catalyst, graft initiator, pigment and other auxiliary excipients.
  • the desired amount of flavor is mixed with the prepolymer and applied to the bristles by dipping, then curing at 200°F for 4-5 minutes.
  • the desired amounts of each filler namely calcium carbonate, sodium hydrogen carbonate, sodium lauryl sulfate and potassium tripolyphosphate are combined in a container and mixed until a uniform mix is obtained.
  • a solution of the pigment is prepared, added to the uniform mix, and mixed until a uniform blend is obtained.
  • the desired amounts of the monomer, graft initiator and catalyst are then added to the blend and the contents are mixed well .
  • the prepared formulation may then be applied as a top coat over the prime coat by dipping the already flavor-treated toothbrush into the top coat and curing at 300°F for 2 minutes.
  • Ingredient 1 was prepared by adding small increments of polyvinyl alcohol to deionized water with continuous stirring until all particles were wetted out. The solution was heated to 185°F - 205°F (85°C - 96°C) for 30 minutes and then allowed to cool to room temperature. The peppermint was then added to this solution, mixed and applied as a prime coat to the bristles by dipping. The product was then cured at 200°F for 4-5 minutes. Next, ingredients 3, 4, 5 and 6 were blended together until a uniform mix was obtained (Part A) . Ingredients 7 and 8 were mixed well, ingredient 9 was added, and the contents mixed again (Part B) . Part B was then mixed into Part A until a uniform blend was obtained (Part C) .

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Mechanical Engineering (AREA)
  • Textile Engineering (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Brushes (AREA)
  • Graft Or Block Polymers (AREA)

Abstract

L'invention concerne une composition dentifrice aromatisée fixée sur les poils d'une brosse à dents jetable par un procédé qui consiste à greffer et à polymériser chimiquement des monomères et des prépolymères sélectionnés sur les poils par un mécanisme à radicaux libres. Ce procédé permet de bloquer l'arôme jusqu'à ce que le produit soit utilisé. Lorsque la pâte dentifrice est mise en contact avec un milieu aqueux tel que la salive dans la cavité buccale, la pâte dentifrice libère en se dissolvant l'arôme voulu sur les dents et dans ladite cavité buccale.
EP95902572A 1993-11-10 1994-11-10 Brosse a dents jetable dont les poils sont enduits d'une composition dentifrice aromatisee a la menthe Withdrawn EP0733133A4 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US15059993A 1993-11-10 1993-11-10
US150599 1993-11-10
PCT/US1994/013208 WO1995013412A1 (fr) 1993-11-10 1994-11-10 Brosse a dents jetable dont les poils sont enduits d'une composition dentifrice aromatisee a la menthe

Publications (2)

Publication Number Publication Date
EP0733133A1 true EP0733133A1 (fr) 1996-09-25
EP0733133A4 EP0733133A4 (fr) 1999-06-30

Family

ID=22535240

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95902572A Withdrawn EP0733133A4 (fr) 1993-11-10 1994-11-10 Brosse a dents jetable dont les poils sont enduits d'une composition dentifrice aromatisee a la menthe

Country Status (8)

Country Link
EP (1) EP0733133A4 (fr)
JP (1) JPH09505217A (fr)
KR (1) KR960705972A (fr)
CN (1) CN1139962A (fr)
AU (1) AU1179995A (fr)
CA (1) CA2176003C (fr)
IL (1) IL111595A (fr)
WO (1) WO1995013412A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102551897A (zh) * 2010-12-27 2012-07-11 吴铭远 抛弃式手持牙科器具
KR101415267B1 (ko) * 2012-11-27 2014-07-04 기순종 치약이 도포된 일회용 칫솔 제조 장치
CN105726407B (zh) * 2016-03-28 2018-06-01 两面针（江苏）实业有限公司 一种刷牙组合的制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE310646B (fr) * 1964-10-30 1969-05-12 A Poppelman
US3378870A (en) * 1967-03-22 1968-04-23 Matsunaga Kenji Toothbrush

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
No further relevant documents disclosed *
See also references of WO9513412A1 *

Also Published As

Publication number Publication date
WO1995013412A1 (fr) 1995-05-18
CN1139962A (zh) 1997-01-08
AU1179995A (en) 1995-05-29
JPH09505217A (ja) 1997-05-27
CA2176003A1 (fr) 1995-05-18
IL111595A (en) 1999-11-30
IL111595A0 (en) 1994-11-10
CA2176003C (fr) 2002-01-08
KR960705972A (ko) 1996-11-08
EP0733133A4 (fr) 1999-06-30

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