Hydrogel compositions demonstrating phase separation on contact with aqueous media

• US 8,541,021 B2
• Filed: 05/17/2004
• Issued: 09/24/2013
• Est. Priority Date: 05/01/2001
• Status: Expired due to Term

• Current Assignee: AV Topchiev Institute of Petrochemical Synthesis, Corium Pharma Solutions, Inc.
• Original Assignee: AV Topchiev Institute of Petrochemical Synthesis, Corium International, Inc.
• Inventors: Singh, Parminder, Cleary, Gary W., Mudumba, Sri, Feldstein, Mikhail M., Bairamov, Danir R.
• Primary Examiner(s): Gulledge, Brian
• Assistant Examiner(s): Maewall, Snigdha
• Application Number:
  US10/848,538
• Publication Number:
  US 20040258723A1
• Time in Patent Office: 3,417 Days
• Field of Search: 424/449, 424/443
• US Class Current: 424/443
• CPC Class Codes: A61C 19/063 Medicament applicators for teeth or gums, e.g. treatment with fluorides
• CPC Class Codes: A61C 19/066 Bleaching devices; Whitening agent applicators for teeth, e.g. trays or strips
• CPC Class Codes: A61K 2800/262 Transparent; Translucent
• CPC Class Codes: A61K 2800/54 Polymers characterized by specific structures/properties
• CPC Class Codes: A61K 2800/5422 nonionic
• CPC Class Codes: A61K 2800/5424 anionic
• CPC Class Codes: A61K 6/30 Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
• CPC Class Codes: A61K 6/69 Medicaments
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/22 Peroxides; Oxygen; Ozone
• CPC Class Codes: A61K 8/731 Cellulose; Quaternized cellulose derivatives
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/817 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• CPC Class Codes: A61K 8/8176 Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/86 Polyethers
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: A61Q 11/00 Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: C08L 1/12 Cellulose acetate
• CPC Class Codes: C08L 1/14 Mixed esters, e.g. cellulose acetate-butyrate
• CPC Class Codes: C08L 1/28 Alkyl ethers
• CPC Class Codes: C08L 1/286 : substituted with acid radicals, e.g. carboxymethyl cellulose [CMC] C08L1/282 takes precedence
• CPC Class Codes: C08L 23/16 : Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers
• CPC Class Codes: C08L 23/20 : having four to nine carbon atoms
• CPC Class Codes: C08L 29/04 : Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
• CPC Class Codes: C08L 29/10 : Homopolymers or copolymers of unsaturated ethers C08L35/08 takes precedence
• CPC Class Codes: C08L 33/08 : Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C08L 33/10 : Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C08L 33/12 : Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C08L 33/26 : Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: C08L 39/06 : Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08L 53/00 : Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 55/04 : Polyadducts obtained by the diene synthesis
• CPC Class Codes: C08L 7/00 : Compositions of natural rubber
• CPC Class Codes: C08L 83/04 : Polysiloxanes

Abstract

A composition is provided, wherein the composition comprises a water-swellable, water-insoluble polymer or a water-soluble polymer, a blend of a hydrophilic polymer and a complementary oligomer capable of hydrogen bonding to the hydrophilic polymer. The composition also includes a second water-swellable, water-insoluble polymer that provides for a phase separating film forming composition. Active ingredients, such as a whitening agent, may be included. The composition finds utility as an oral dressing, for example, a tooth whitening composition that is applied to the teeth in need of whitening, and removed when the degree of whitening has been achieved. In certain embodiments, the composition is translucent. Methods for preparing and using the compositions are also disclosed.

Claims

1. A body surface contacting composition comprising:

(a) a first water-swellable acrylate-based polymer having a pH-dependent solubility and insoluble in water at a pH less than about 5.5,

(b) a blend of a poly(N-vinyl lactam) and a complementary oligomer capable of hydrogen bonding to the poly(N-vinyl lactam); and

(c) a second water-swellable acrylate-based polymer that is insoluble in water independent of pH;

in a solvent or mixture of solvents,

wherein the weight ratio of the first to second water-swellable acrylate-based polymers is in a range of about 1.5;

1 to 2;

1 and the poly(N-vinyl lactam) represents about 1-30 weight percent of the composition, such that when the composition is placed in an aqueous environment at a pH of from about 6-8, the second water-swellable acrylate-based polymer forms a film over the remainder of the composition.

2. The composition of claim 1, wherein the first water-swellable, acrylate-based polymer includes acrylate-based polymers and copolymers.

3. The composition of claim 2, wherein the first acrylate-based polymer or copolymer is selected from polymers and copolymers of acrylic acid, methacrylic acid, methyl acrylate, ethyl acrylate, methyl methacrylate, or ethyl methacrylate.

4. The composition of claim 3, wherein the first acrylate-based copolymer is a copolymer of methacrylic acid and methyl methacrylate.

5. The composition of claim 1, further comprising an active agent.

6. The composition of claim 1, wherein the second water-swellable acrylate-based polymer includes acrylate-based polymers and copolymers.

7. The composition of claim 6, wherein the second acrylate-based polymer or copolymer is selected from polymers and copolymers of acrylic acid, methacrylic add, methyl acrylate, ethyl acrylate, methyl methacrylate, and ethyl methacrylate.

8. The composition of claim 7, wherein the second acrylate-based copolymer is a copolymer of methacrylic acid and methyl methacrylate.

9. The composition of claim 1, wherein the poly(N-vinyl lactam) is a poly(N-vinyl lactam) homopolymer.

10. The composition of claim 1, wherein the of poly(N-vinyl lactam) is selected from the group consisting of polyvinyl pyrrolidone, polyvinyl caprolactam, and blends thereof.

11. The composition of claim 10, wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone.

12. The composition of claim 10, wherein the poly(N-vinyl lactam) has a number average molecular weight in the range of approximately 10,000 to 2,000,000.

13. The composition of claim 1, wherein the complementary oligomer has a molecular weight in the range of about 45 to 800.

14. The composition of claim 13, wherein the complementary oligomer has a molecular weight in the range of about 45 to 600.

15. The composition of claim 13, wherein the complementary oligomer is selected from the group consisting of polyalcohols, alkylene glycols, polyalkylene glycols, carboxyl-terminated polyalkylene glycols, amino-terminated polyalkylene glycols, ether alcohols, alkane dials and carbonic diacids.

16. The composition of claim 15, wherein the complementary oligomer is selected from the group consisting of polyalkylene glycols and carboxyl-terminated polyalkylene glycols.

17. The composition of claim 16, wherein the complementary oligomer is selected from the group consisting of polyethylene glycol and carboxyl-terminated polyethylene glycol.

18. The composition of claim 16, wherein the complementary oligomer is polyethylene glycol.

19. The composition of claim 5, wherein the active agent is a whitening agent selected from the group consisting of peroxides, metal chlorites, perborates, percarbonates, peroxyacids, and combinations thereof.

20. The composition of claim 19, wherein the whitening agent comprises a peroxide selected from the group consisting of hydrogen peroxide, calcium peroxide, carbamide peroxide, and mixtures thereof.

21. The composition of claim 19, wherein the whitening agent comprises a peroxide selected from the group consisting of dialkyl peroxides, diacyl peroxides, peresters, perdicarbonates, ketone peroxides, and hydroperoxides.

22. The composition of claim 19, wherein the metal chlorite is selected from the group consisting of calcium chlorite, barium chlorite, magnesium chlorite, lithium chlorite, sodium chlorite, and potassium chlorite.

23. The composition of claim 1, further comprising at least one additive selected from the group consisting of fillers, preservatives, pH regulators, softeners, thickeners, colorants, pigments, dyes, refractive particles, flavorants, sweeteners, stabilizers, toughening agents, detackifiers, and permeation enhancers.

24. The composition of claim 1, wherein the composition is translucent.

25. The composition of claim 5, which comprises about 0.1-60 wt % of an active agent.

26. The composition of claim 1, which comprises about 0.1-20 wt % of the first water-swellable acrylate-based polymer and the second water-swellable acrylate-based polymer.

27. The composition of claim 26, wherein the complementary oligomer represents about 1-85 wt % of the poly(N-vinyl lactam)/complementary oligomer blend.

28. The composition of claim 1, which comprises about 1-30 wt % of the first water-swellable acrylate-based polymer and the second water-swellable acrylate-based polymer;

and about 0.1-20 wt % of the poly(N-vinyl lactam).

29. The composition of claim 28, wherein the complementary oligomer represents about 1-85 wt % of the poly(N-vinyl lactam)/complementary oligomer blend.

30. The composition of claim 1, which comprises about 1-20 wt % of the first water-swellable acrylate-based polymer and the second water-swellable acrylate-based polymer;

and about 5-25 wt % of the poly(N-vinyl lactam).

31. The composition of claim 30, wherein the complementary oligomer represents about 10-80 wt % of the poly(N-vinyl lactam)/complementary oligomer blend.

32. The composition of claim 1, which comprises about 4-15% wt % of the first water-swellable acrylate-based polymer and the second water-swellable acrylate-based polymer;

and about 5-25 wt % of the per poly(N-vinyl lactam).

33. The composition of claim 32, wherein the complementary oligomer represents about 10-80 wt % of the poly(N-vinyl lactam)/complementary oligomer blend.

34. A method for whitening teeth comprising:

applying the composition of claim 19 to at least a portion of the surface of one or more teeth such that upon exposure to the aqueous environment of the oral cavity, phase separation occurs, resulting in formation of an outer water-insoluble film layer;

maintaining the composition on the surface of the one or more teeth for a period of time to thereby achieve a desired degree of whitening, and

removing the composition.

35. The method of claim 34, wherein the desired degree of whitening is achieved after a predetermined period of time.

36. The method of claim 35, wherein the predetermined period of time is from about 10 minutes to about 24 hours.

37. The method of claim 36, wherein the predetermined period of time is from about 10 minutes to about 8 hours.

38. The method of claim 37, wherein the predetermined period of time is about 30 minutes to 1 hour.

39. The composition of claim 1, which comprises about 1-25 wt % of the first water-swellable acrylate-based polymer and the second water-swellable acrylate-based polymer;

and about 5-25 wt % of the poly(N-vinyl lactam).

40. The composition of claim 1, wherein the mixture of solvents comprises ethanol and water.

43. The composition of claim 6, wherein the second acrylate-based polymer is a copolymer of ethyl acrylate, methyl methacrylate, and trimethylammonioethyl methacrylate chloride.

41. A method of manufacturing a composition, comprising admixing in a mixture of solvents:

(a) a first water-swellable acrylate-based polymer having a pH dependent solubility and insoluble in water at a pH less than about 5.5,

(b) poly(N-vinyl lactam),

(c) a complementary oligomer capable of hydrogen bonding to the poly(N-vinyl lactam),

(d) a second water-swellable acrylate-based polymer that is insoluble in water independent of pH, and

(e) an active agent;

wherein the weight ratio of the first to second water-swellable acrylate-based polymers is in a range of about 1.5;

1 to 2;

1, the poly(N-vinyl lactam) represents about 1-30 weight percent of the composition and the active agent represents about 1-40 weight percent of the composition including the solvents, to thereby form a liquid composition which, upon contact with a moist body surface, undergoes phase separation such that the second water swellable acrylate-based polymer forms a film over the remainder of the composition.

42. The composition of claim 41, wherein the active agent is a tooth whitening agent.