Hydrogel Compositions

• US 8,728,445 B2
• Filed: 05/01/2002
• Issued: 05/20/2014
• Est. Priority Date: 05/01/2001
• Status: Expired due to Term

• Current Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium LLC
• Original Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium International, Inc.
• Inventors: Cleary, Gary W., Parandoosh, Shoreh, Feldstein, Mikhail M., Chalykh, Anatoly E., Plat, Nicolai A., Kulichikhin, Valery G.
• Primary Examiner(s): GHALI, ISIS A D
• Application Number:
  US10/137,664
• Publication Number:
  US 20030170308A1
• Time in Patent Office: 4,402 Days
• Field of Search: 424/449, 424/443
• US Class Current: 424/49
• 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 8/0208 Tissues; Wipes; Patches
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/22 Peroxides; Oxygen; Ozone
• CPC Class Codes: A61K 8/73 Polysaccharides
• 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 15/24 Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof A61L15/225 takes precedence
• CPC Class Codes: A61L 15/26 Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof A61L15/225 takes precedence
• CPC Class Codes: A61L 15/28 Polysaccharides or their derivatives A61L15/225 takes precedence
• CPC Class Codes: A61L 15/44 Medicaments
• CPC Class Codes: A61L 15/58 Adhesives
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: A61L 26/0052 Mixtures of macromolecular compounds
• 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: B05D 5/00 : Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
• 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

Abstract

Hydrogel compositions are provided (a) that have a continuous hydrophobic phase and a discontinuous hydrophilic phase, (b) that have a discontinuous hydrophilic phase and a continuous hydrophilic phase, or (c) that are entirely composed of a continuous hydrophilic phase. The hydrophobic phase, if present, is composed of a hydrophobic polymer, particularly a hydrophobic pressure-sensitive adhesive (PSA), a plasticizing elastomer, a tackifying resin, and an optional antioxidant. The discontinuous hydrophilic phase, if present, is composed of a crosslinked hydrophilic polymer, particularly a crosslinked cellulosic polymer such as crosslinked sodium carboxymethylcellulose. For those hydrogel compositions containing a continuous hydrophilic phase, the components of the phase include a cellulose ester composition or an acrylate polymer or copolymer, and a blend of a hydrophilic polymer and a complementary oligomer capable of hydrogen bonding thereto. Films prepared from hydrogel compositions containing or entirely composed of the aforementioned continuous hydrophilic phase can be made translucent, and may be prepared using either melt extrusion or solution casting. A preferred use of the hydrogel compositions is in wound dressings, although numerous other uses are possible as well.

Claims

1. A hydrogel composition entirely comprised of a single continuous hydrophilic phase, the composition comprising:

(a) a water-swellable acrylate copolymer comprising subunits selected from the group consisting of acrylic acid, methacrylic acid, methyl acrylate, ethyl acrylate, methyl methacrylate, and ethyl methacrylate; and

(b) a poly(N-vinyl lactam) in admixture with a complementary oligomer capable of hydrogen bonding thereto,

wherein the water-swellable acrylate copolymer represents 2 wt. % solids to 15 wt. % solids of the composition and has a ratio of free carboxyl groups to ester groups in a range of about 1;

1 to 1;

2.

2. The hydrogel composition of claim 1, wherein the water-swellable acrylate copolymer is a methacrylic acid and methyl methacrylate copolymer.

3. The hydrogel composition of claim 1, characterized by a water uptake of 400% to 1500% upon immersion in water.

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

5. The hydrogel composition of claim 1, wherein the composition is not covalently crosslinked.

6. The hydrogel composition of claim 4, wherein the active agent is hydrogen peroxide.

7. The hydrogel composition of claim 1, wherein the complementary oligomer represents 25 wt. % to 75 wt. % of the admixture.

8. The hydrogel composition of claim 1, wherein the water-swellable acrylate copolymer represents between 4.91 wt. % solids and about 15 wt. % solids of the composition.

9. The hydrogel composition of claim 1, wherein the water-swellable acrylate copolymer is a methacrylic acid-ethyl acrylate copolymer.

10. The hydrogel composition of claim 1, wherein the poly(N-vinyl lactam) comprises monomer subunits selected from the group consisting of N-vinyl-2-pyrrolidone, N-vinyl-2-valerolactam, and N-vinyl-2-caprolactam.

11. The hydrogel composition of claim 10, where the poly(N-vinyl lactam) is a non-crosslinked homopolymer.

12. The hydrogel composition of claim 10, where the poly(N-vinyl lactam) is a non-crosslinked copolymer.

13. The hydrogel composition of claim 10, wherein the poly(N-vinyl lactam) comprises monomers of N-vinyl-2-pyrrolidone.

14. The hydrogel composition of claim 13, wherein the poly(N-vinyl lactam) is poly(vinylpyrrolidone).

15. The hydrogel composition of claim 10, wherein the molecular weight of the poly(N-vinyl lactam) ranges from about 100,000 to about 1,500,000.

16. The hydrogel composition of claim 1, wherein the complementary oligomer is selected from the group consisting of polyalcohols, oligoalkylene glycols, ether alcohols, and alkane-diols.

17. The hydrogel composition of claim 1, wherein the complementary oligomer has a molecular weight ranging from about 45 to 600.

18. The hydrogel composition of claim 17, wherein the complementary oligomer is a polyethylene glycol.

19. The hydrogel composition of claim 18, wherein the polyethylene glycol has a molecular weight ranging from 300 to 600.

20. The hydrogel composition of claim 19, wherein the polyethylene glycol is polyethylene glycol 400.

21. The hydrogel composition of claim 1, capable of being reversibly dried.

22. The hydrogel composition of claim 4, comprised within a monolithic delivery system.

23. The hydrogel composition of claim 1, formed by melt extrusion.

24. The hydrogel composition of claim 1 cast upon a backing layer.

25. The hydrogel composition of claim 6, comprising:

(a) 2 to 15 dry weight percent of a methacrylic acid-ethyl acrylate or a methacrylic acid-methyl methacrylate copolymer; and

(b) an admixture of poly(vinylpyrrolidone) and polyethylene glycol 400, wherein the polyethylene glycol 400 represents from 30 weight percent to 60 weight percent of the admixture.

26. The hydrogel composition of claim 25 comprised within a monolithic delivery system.

27. The hydrogel composition of claim 1, wherein the water-swellable acrylate copolymer has a ratio of free carboxyl groups to ester groups of about 1:

1.

28. The hydrogel composition of claim 1, wherein the water-swellable acrylate copolymer has a ratio of free carboxyl groups to ester groups of about 1:

2.