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EP-4736839-A2 - ORAL CARE COMPOSITIONS

EP4736839A2EP 4736839 A2EP4736839 A2EP 4736839A2EP-4736839-A2

Abstract

Provided are compositions comprising an orally-acceptable carrier and an anionic copolymer derived from the polymerization of n-vinyl pyrrolidone (VP) with an anionic monomer compound containing phosphorus. Also provided are uses of such compounds in the oral cavity to inhibit demineralization of a tooth.

Inventors

  • QUEIROZ, DANIEL
  • TESTER, Chantel
  • GIANO, MICHAEL C.
  • CHEN, REBECCA
  • GAMBOGI, ROBERT J.

Assignees

  • Kenvue Brands LLC

Dates

Publication Date
20260506
Application Date
20181129

Claims (15)

  1. A composition comprising an orally-acceptable carrier and an anionic copolymer derived from the polymerization of n-vinyl pyrrolidone (VP) with an anionic monomer compound containing phosphorus or phosphonate functional groups.
  2. The composition of claim 1 wherein said anionic copolymer is described by Formula I below: wherein x, y, and z are integers and the ratio of "x" to "y+z" is from about 1:99 to about 99:1; R 1 is a repeat unit containing an anionic phosphonate or phosphate group; and R 2 is a repeat unit hydroxyethyl acrylate.
  3. The composition of claim 2 wherein z is zero and R 1 is a repeat unit containing an anionic phosphonate group, optionally wherein R 1 is derived from a monomer compound selected from the group consisting of vinyl phosphonic acid, vinyl phosphonic acid (VPA), dimethyl vinylphosphonate, allylphosphonic acid, diethyl allylphosphate, diethyl vinylphosphonate, and the like, further optionally wherein R 1 is derived from vinyl phosphonic acid
  4. The composition of claim 2 wherein R 1 is a repeat unit containing an anionic phosphate group.
  5. The composition of claim 4 wherein R 1 is derived from a monomer compound selected from the group consisting of methacryloxyethyl phosphate, Bis(2-methacryloxyethyl) phosphate, allyl phosphate compounds and the like.
  6. The composition of claim 5 wherein R 1 is derived from methacryloxyethyl phosphate, optionally wherein z is non-zero and R 2 is derived from HEA.
  7. The composition of claim 4 wherein z is non-zero and R 2 is derived from a monomer selected from the group consisting of HEA, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 2-Hydroxyethyl methacrylate, Hydroxypolyethoxy allyl ether, 3-Phenoxy 2 hydroxy propyl methacrylate, glycerol monomethyacrylate, N-(2-Hydroxypropyl)methacrylamide, and the like.
  8. The composition of claim 1 (i) comprising from about 0.01 to about 2% of said anionic copolymer; or (ii) further comprising fluoride.
  9. The composition of claim 1 wherein said composition is in a form selected form the group consisting of a mouthwash, mouth rinse, mouth spray, toothpaste, tooth gel, sub-gingival gel, mousse, foam, denture care product, dentifrice, lozenge, concentrate and chewable tablet.
  10. The composition of claim 9 wherein said composition is a mouthwash comprising water, and at least one surfactant selected from the group consiting of anionic, cationic, non-ionic, zwitterionic surfactants and combinations of two or more thereof, optionally further comprising at least one essential oil selected from the group consiting of menthol, thymol, eucalyptol, methyl salicylate, and combinations of two or more thereof, further optionally further comprising fluoride.
  11. The composition of claim 1 wherein said copolymer has a weight average molecular weight of from about 10,000 to about 1,000,000.
  12. The composition of claim 5 wherein said copolymer has a weight average molecular weight of from about 10,000 to about 1,000,000, optionally wherein said copolymer has a weight average molecular weight of from about 10,000 to about 500,000.
  13. The composition of claim 7 wherein said copolymer has a weight average molecular weight of from about 10,000 to about 1,000,000, optionally wherein said copolymer has a weight average molecular weight of from about 10,000 to about 500,000.
  14. The composition of any preceding claim for use in therapy.
  15. The composition of any of claims 1 to 13 for use in a method of inhbiting demineralization of a tooth by contacting a tooth surface with said composition.

Description

FIELD OF THE INVENTION The present invention relates to compositions comprising anionic PVP copolymers for use in oral care composition to prevent demineralization. In certain embodiments, the present invention relates to phosphorous-containing copolymers of vinyl pyrrolidone used to deliver demineralization prevention benefits. BACKGROUND OF THE INVENTION Caries is one of the most prevalent diseases affecting individuals globally. It is caused by the complex relationship between dental biofilms (plaque), the host and fermentation of dietary sugars to organic acids. Essentially, the acids produced effectively decrease the pH of the microenvironment below 5.5 resulting in enamel dissolution or demineralization. Rapid adjustment to near neutral pH occurs due to the high buffer capacity of saliva resulting in remineralization at the surface of enamel. An imbalance in de- and remineralization cycles, with more time spent in the demineralization, result in caries. Fluoride, renowned for prevention and repair of tooth decay, has been considered as a possible solution to regulated dental erosion. Recently, different types of micro-/nanoparticles (hydroxyapatite, bioglass, silica particles, etc.) have also been explored for their anti-erosion properties. Some divalent cations, such as calcium, zinc and stannous, have also been used to prevent demineralization. While fluoride has been widely used in consumer products, almost half of the population still suffers from caries. Micro-/nanoparticles show some efficacy in remineralization, but they are very challenging to formulate in mouth rinse and the efficacy highly depends on the retention time on enamel surface. For example, bioglass, such as that trademarked under the name NOVAMIN, (Novamin, etc.) can only be prepared in anhydrous formulations. Divalent cations also have limitations in either formulation or consumer experience, for example, zinc has a bitter after taste and stannous is known for causing teeth staining issue. Preventing the demineralization of teeth is rapidly gaining attention as a valid strategy to reduce occurrence and/or progression of dental decay. Hence, there is always a need to develop oral care compositions to prevent demineralization. SUMMARY OF THE INVENTION One aspect of the invention relates to compositions comprising an orally-acceptable carrier and an anionic copolymer derived from the polymerization of n-vinyl pyrrolidone (VP) with an anionic monomer compound containing phosphorus. Another aspect relates to uses of such compounds in the oral cavity to inhibit demineralization of a tooth. DETAILED DESCRIPTION OF THE INVENTION The compositions of the present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well any of the additional or optional ingredients, components, or limitations described herein. The term "comprising" (and its grammatical variations) as used herein is used in the inclusive sense of "having" or "including" and not in the exclusive sense of "consisting only of." The terms "a" and "the" as used herein are understood to encompass the plural as well as the singular. Unless otherwise indicated, all documents cited are, in relevant part, incorporated herein by reference; the citation of any document is not to be construed as an admission that it is prior art with response to the present invention. Furthermore, all documents incorporated herein by reference in their entirety are only incorporated herein to the extent that they are not inconsistent with this specification. All percentages listed in this specification are percentages of solids/active amounts by weight (wt%), unless otherwise specifically mentioned. The present invention relates to anionic copolymers of vinyl pyrrolidone used to deliver mineralization and anti-erosion benefits in oral care formulations. In certain embodiments, the anionic copolymers used in the present invention are described by the formula I: R1 is a repeat unit containing an anionic phosphonate or phosphate group; andR2 is a repeat unit to improve co-polymerization and solubility.Wherein "x" represents the number of VP units and is an integer; "y" represents the number of R1 units and is an integer; "z" represents the number of R2 units and is an integer; and the ratio of "x" to "y+z" is from about 1:99 to about 99:1; The anionic copolymers of vinyl pyrrolidone (Anionic PVP-copolymers) are prepared via copolymerization of n-vinyl pyrrolidone (VP) monomers with anionic monomers containing phosphorus. Examples of suitable anionic monomers containing phosphorus include monomers comprising phosphonate groups, such as, for example, vinyl phosphonic acid (VPA), dimethyl vinylphosphonate, allylphosphonic acid, diethyl allylphosphate, diethyl vinylphosphonate, and the like, as well as, monomer compounds comprising phosphate groups, such as, for example, methacryloxyethyl phosphate (MOEP), Bis(2-methacryloxye