Non-electrically conductive hydrogel composition

• US 9,259,504 B2
• Filed: 05/10/2013
• Issued: 02/16/2016
• 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:
  US13/892,232
• Publication Number:
  US 20130261526A1
• Time in Patent Office: 1,012 Days
• US Class Current: 1/1
• 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 comprised of a discontinuous hydrophobic phase and a continuous hydrophilic phase, wherein:

(a) the discontinuous hydrophobic phase comprises (i) a butyl rubber, (ii) a plasticizer, (iii) a tackifying resin, and (iv) an optional antioxidant; and

(b) the continuous hydrophilic phase comprises (i) a water-swellable cellulosic ester that is insoluble in water at a pH of less than 8.5, (ii) a blend of a poly(N-vinyllactam) and a complementary oligomer capable of hydrogen bonding thereto, where the complementary oligomer is either a polyalkylene glycol or a carboxyl-terminated polyalkylene glycol, and (iii) an optionally added low molecular weight plasticizer,

wherein the butyl rubber represents about 5 wt. % to 15 wt. % of the composition, the water-swellable cellulosic ester represents approximately 2 wt. % to approximately 15 wt. % of the composition, the poly(N-vinyllactam) and the complementary oligomer together represent approximately 17.5 wt. % to approximately 45 wt. % of the composition, the low molecular weight plasticizer, when present, represents approximately 2.5 wt. % to approximately 5.0 wt. % of the hydrogel composition, the weight ratio of the poly(N-vinyllactam) to the complementary oligomer is in a range of about 70;

30 to about 40;

60, and the composition is non-electrically conductive.

2. The hydrogel composition of claim 1, wherein the cellulosic ester is a cellulosic polymer containing unesterified cellulose units, cellulose acetate units, and either cellulose butyrate units or cellulose propionate units.

3. The hydrogel composition of claim 2, wherein the cellulosic polymer is cellulose acetate butyrate.

4. The hydrogel composition of claim 2, wherein the cellulosic polymer is cellulose acetate propionate.

5. The hydrogel composition of claim 1, wherein the cellulosic ester comprises a mixture of cellulose acetate butyrate and cellulose acetate propionate.

6. The hydrogel composition of claim 1, wherein the poly(N-vinyllactam) is a non-crosslinked poly(N-vinyllactam) homopolymer.

7. The hydrogel composition of claim 1, wherein the poly(N-vinyllactam) is selected from the group consisting of polyvinylpyrrolidone, non-crosslinked polyvinyl caprolactam, and blends thereof.

8. The hydrogel composition of claim 7, wherein the poly(N-vinyllactam) is non-crosslinked polyvinylpyrrolidone.

9. The hydrogel composition of claim 7, wherein the poly(N-vinyllactam) is non-crosslinked polyvinyl caprolactam.

10. The hydrogel composition of claim 1, wherein the poly(N-vinyllactam) has a number average molecular weight in the range of approximately 100,000 to 2,000,000.

11. The hydrogel composition of claim 10, wherein the poly(N-vinyllactam) has a number average molecular weight in the range of approximately 500,000 to 1,500,000.

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

13. The hydrogel composition of claim 12, wherein the complementary oligomer has a molecular weight in the range of about 45 to 600.

14. The hydrogel composition of claim 12, wherein the complementary oligomer has a molecular weight in the range of about 300 to 600.

15. The hydrogel composition of claim 1, wherein the complementary oligomer is either polyethylene glycol or carboxyl-terminated polyethylene glycol.

16. The hydrogel composition of claim 1, wherein the complementary oligomer is polyethylene glycol.

17. The hydrogel composition of claim 16, wherein the complementary oligomer is polyethylene glycol 400.

18. The hydrogel composition of claim 1, wherein the optional antioxidant is present.

19. The hydrogel composition of claim 18, wherein the antioxidant is a sterically hindered phenol.

20. The hydrogel composition of claim 1, wherein the butyl rubber is a crosslinked.

21. The hydrogel composition of claim 20, wherein the crosslinked butyl rubber has a Mooney viscosity at 25°

C. of in a range of 25 cps to 80 cps.

22. The hydrogel composition of claim 1, wherein the plasticizer is an elastomeric polymer.

23. The hydrogel composition of claim 22, wherein the elastomeric polymer is a styrene-based plasticizer selected from the group consisting of styrene-isoprene block copolymers, styrene-butadiene block copolymers, styrene-isoprene-styrene block copolymers, styrene-butadiene-styrene block copolymers, and combinations thereof.

24. The hydrogel composition of claim 1, further including an active agent.

25. The hydrogel composition of claim 1, further including at least one additive selected from the group consisting of fillers, preservatives, pH regulators, softeners, thickeners, pigments, dyes, refractive particles, stabilizers, toughening agents and detackifiers.

26. The hydrogel composition of claim 1, wherein the composition is translucent.