Two-phase, water-absorbent bioadhesive composition

• US 8,753,669 B2
• Filed: 08/20/2007
• Issued: 06/17/2014
• Est. Priority Date: 05/01/2001
• Status: Active Grant

• Current Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium, Inc.
• Original Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium International, Inc.
• Inventors: Cleary, Gary W., Feldstein, Mikhail M., Kulichikhin, Valery G., Bairamov, Danir F.
• Primary Examiner(s): ROGERS, JAMES WILLIAM
• Application Number:
  US11/894,647
• Publication Number:
  US 20080161492A1
• Time in Patent Office: 2,493 Days
• Field of Search: 424/443
• US Class Current: 424/443
• CPC Class Codes: A61K 9/7053 obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
• CPC Class Codes: A61L 15/44 Medicaments
• CPC Class Codes: A61L 15/46 Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
• CPC Class Codes: A61L 15/585 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: C08L 23/22 Copolymers of isobutene; Butyl rubber ; Homo- or copolymers of other iso-olefins
• CPC Class Codes: C08L 2312/00 Crosslinking
• CPC Class Codes: C08L 2666/20 Macromolecular compounds having nitrogen in the main chain according to C08L75/00 - C08L79/00; Derivatives thereof
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C08L 71/00 Compositions of polyethers obtained by reactions forming an ether link in the main chain of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 77/00 Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain of polyhydrazides C08L79/06; of polyamideimides or polyamide acids C08L79/08; Compositions of derivatives of such polymers
• CPC Class Codes: C09J 123/22 Copolymers of isobutene; Butyl rubber ; Homo- or copolymers of other iso-olefines

Abstract

An adhesive composition is provided that contains both a hydrophobic phase and a hydrophilic phase, wherein the hydrophobic phase is composed of a hydrophobic polymer composition and the hydrophilic phase is a water-absorbent blend of a hydrophilic polymer and a complementary oligomer capable of crosslinking the hydrophilic polymer through hydrogen bonding, ionic bonding, and/or covalent bonding. The composition is useful as a bioadhesive, for affixing drug delivery systems, wound dressings, bandages, cushions, or the like to a body surface such as skin or mucosal tissue.

Claims

1. A bioadhesive composition formed by mixing

a hydrophobic phase and a liquid hydrophilic phase, wherein the hydrophobic phase is a hydrophobic pressure sensitive adhesive comprising a mixture of a butyl rubber and a polyisobutylene and the liquid hydrophilic phase is dispersed in the hydrophobic phase and comprises a poly(N-vinyl lactam) polymer and a polyethylene glycol oligomer admixed to form a miscible hydrophilic blend, wherein the poly(N-vinyl lactam) and polyethylene glycol are noncovalently crosslinked, and the composition exhibits no substantial loss in adhesion of the hydrophobic phase upon mixing with the hydrophilic phase.

2. The bioadhesive composition of claim 1, wherein the hydrophobic phase comprises a mixture of 40% polyisobutylene and 60% butyl rubber.

3. The bioadhesive composition of claim 2, wherein the butyl rubber contains between about 0.5-3 weight percent isoprene.

4. The bioadhesive composition of claim 1, wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone (PVP) or poly(N-vinyl caprolactam) (PVCap).

5. The bioadhesive composition of claim 4, wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone (PVP).

6. The bioadhesive composition of claim 5, wherein the polyethylene glycol oligomer has a molecular weight in a range from 300-600.

7. The bioadhesive composition of claim 1, wherein the hydrophobic phase comprises a polyisobutylene/butyl rubber blend and the hydrophilic phase comprises a blend of a polyvinyl pyrrolidone (PVP) and polyethylene glycol.

8. The bioadhesive composition of claim 1, wherein the hydrophobic phase further comprises a curing or crosslinking agent and the butyl rubber is crosslinked.

9. The bioadhesive composition of claim 1, wherein the poly(N-vinyl lactam) is non-crosslinked prior to admixing with the polyethylene glycol oligomer.

10. The bioadhesive composition of claim 1, wherein the polyethylene glycol represents about 30 weight percent to about 60 weight percent of the hydrophilic blend.