Pressure-sensitive poly(n-vinyl lactam) adhesive composition and skin covering articles using same

• US 5,389,376 A
• Filed: 10/15/1993
• Issued: 02/14/1995
• Est. Priority Date: 11/15/1991
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Asmus, Robert A., Duan, Daniel C., Benson, Olester Jr., Dietz, Timothy M., Uy, Rosa
• Primary Examiner(s): Phelan, D. Gabrielle
• Application Number:
  US08/139,516
• Time in Patent Office: 487 Days
• Field of Search: 424/449, 424/448
• US Class Current: 424/448
• CPC Class Codes: A61K 9/703 characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
• 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 15/58 Adhesives
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 2666/28 Non-macromolecular organic substances
• CPC Class Codes: C08L 39/04 Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
• CPC Class Codes: C09J 139/04 Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
• CPC Class Codes: H01R 2201/12 for medicine and surgery
• CPC Class Codes: H01R 4/04 using electrically conductive adhesives
• CPC Class Codes: Y10S 522/912 Polymer derived from ethylenic monomers only
• CPC Class Codes: Y10S 526/931 Pressure sensitive adhesive

Abstract

A hydrophilic, pressure-sensitive adhesive composition prepared by irradiating solid poly(N-vinyl lactam) with ionizing radiation to crosslink the poly(N-vinyl lactam) and thereafter mixing the radiation-crosslinked poly(N-vinyl lactam) with essentially unirradiated plasticizer in an amount sufficient to form a cohesive, pressure-sensitive adhesive composition. The composition is useful as a biomedical adhesive for transmitting or receiving electrical signals as a component of a biomedical electrode. The composition is also useful as a drug delivery device to deliver pharmaceuticals or other active ingredients to or through mammalian skin. The composition is also useful as a component in a skin covering for protecting mammalian skin or mammalian skin openings with antimicrobial agents. A method of preparation of the composition is also disclosed.

Claims

1. A mammalian skin covering comprising:

an adhesive layer for contacting mammalian skin and backing layer, the adhesive layer adhered to the backing layer and comprising a hydrophilic, pressure-sensitive adhesive composition of swellable, solid poly(N-vinyl lactam) radiation-crosslinked and an essentially unirradiated plasticizer present in an amount sufficient to form a cohesive, pressure-sensitive adhesive composition.

2. The mammalian skin covering according to claim 1, wherein the adhesive layer further comprises an antimicrobial agent.

3. The mammalian skin covering according to claim 1, wherein the backing layer comprises a film, substrate, or elastic, porous or breathable woven or nonwoven material.

4. The mammalian skin covering according to claim 1, further comprising a continuous pressure-sensitive adhesive matrix in which the pressure-sensitive adhesive composition is dispersed as discrete swollen gel particles in order to form a two phase composite adhesive layer.

5. The mammalian skin covering according to claim 1, wherein the covering comprises a medical tape, a wound dressing, a bandage or a medical skin covering.

6. A pharmaceutical delivery device comprising:

an adhesive layer for contacting mammalian skin and a backing layer, the adhesive layer adhered to the backing layer and comprising a hydrophilic, pressure-sensitive adhesive composition of swellable, solid poly(N-vinyl lactam) radiation-crosslinked and an essentially unirradiated plasticizer present in an amount sufficient to form a cohesive, pressure-sensitive adhesive composition.

7. The pharmaceutical delivery device according to claim 6, wherein the adhesive layer further comprises a topical, transdermal, or iontophoretic therapeutic agent.

8. The pharmaceutical delivery device according to claim 7, wherein the adhesive layer further comprises an excipient, a solvent, or a penetration enhancing agent.

9. A hydrophilic, pressure-sensitive adhesive composition comprising:

poly(N-vinyl lactam) radiation-crosslinked while in a solid form, an essentially unirradiated plasticizer present in an amount sufficient to form a cohesive, pressure-sensitive adhesive composition, and an anti-microbial agent.

10. The composition according to claim 9, wherein the amount of the essentially unirradiated plasticizer ranges from about 50 to about 90 weight percent of the composition.

11. The composition according to claim 9, wherein the amount of the essentially unirradiated plasticizer ranges from about 60 to about 80 weight percent of the composition.

12. The composition according to claim 9, wherein the poly(N-vinyl lactam) is poly(N-vinyl pyrrolidone) and the amount of the plasticizer ranges from about 60 to about 80 weight percent of the composition.

13. The composition according to claim 9, wherein the poly(N-vinyl lactam) is poly(N-vinyl-2-pyrrolidone) homopolymer.

14. The composition according to claim 9, wherein the poly(N-vinyl lactam) is a copolymer of N-vinyl-2-pyrrolidone monomer and a non-N-vinyl lactam comonomer selected from the group consisting of N,N-dimethylacrylamide, acrylic acid, methacrylic acid, hydroxyethylmethacrylate, acrylamide, vinyl acetate, and 2-acrylamido-2-methyl-l-propane sulfonic acid or its salt;

the copolymer comprising N-vinyl-2-pyrrolidone monomeric units in an amount no less than about 50 weight percent of the poly(N-vinyl lactam).

15. The composition according to claim 14, wherein the copolymer comprises N-vinyl-2-pyrrolidone monomeric units in an amount from about 70 to about 100 weight percent of the poly(N-vinyl lactam).

16. The composition according to claim 9, wherein the radiation-crosslinked poly(N-vinyl lactam) has a Swelling Capacity of at least 15 milliliters of water per gram of the radiation-crosslinked poly(N-vinyl lactam).

17. The composition according to claim 9, wherein the plasticizer comprises a monohydric alcohol, a polyhydric alcohol, an ether alcohol, water, or combinations thereof.

18. The composition according to claim 17, wherein the plasticizer comprises water in an amount from about 20 to about 100 weight percent of the plasticizer.

19. A hydrophilic, pressure-sensitive adhesive composition comprising poly(N-vinyl lactam) radiation-crosslinked while in solid form, an essentially unirradiated plasticizer present in an amount sufficient to form a cohesive, pressure-sensitive adhesive composition, and a therapeutic agent.

20. The composition according to claim 19, wherein the amount of the essentially unirradiated plasticizer ranges from about 50 to about 90 weight percent of the composition.

21. The composition according to claim 19, wherein the amount of the essentially unirradiated plasticizer ranges from about 60 to about 80 weight percent of the composition.

22. The composition according to claim 19, wherein the poly(N-vinyl lactam) is poly(N-vinyl pyrrolidone) and the amount of the plasticizer ranges from about 60 to about 80 weight percent of the compos it ion.

23. The composition according to claim 19, wherein the poly(N-vinyl lactam) is poly(N-vinyl-2-pyrrolidone) homopolymer.

24. The composition according to claim 19, wherein the poly(N-vinyl lactam) is a copolymer of N-vinyl-2-pyrrolidone monomer and a non-N-vinyl lactam comonomer selected from the group consisting of N,N-dimethylacrylamide, acrylic acid, methacrylic acid, hydroxyethylmethacrylate, acrylamide, vinyl acetate, and 2-acrylamido-2-methyl-l-propane sulfonic acid or its salt;

the copolymer comprising N-vinyl-2-pyrrolidone monomeric units in an amount no less than about 50 weight percent of the poly(N-vinyl lactam).

25. The composition according to claim 24, wherein the copolymer comprises N-vinyl-2-pyrrolidone monomeric units in an amount from about 70 to about 100 weight percent of the poly(N-vinyl lactam).

26. The composition according to claim 19, wherein the radiation-crosslinked poly(N-vinyl lactam) has a Swelling Capacity of at least 15 milliliters of water per gram of the radiation-crosslinked poly(N-vinyl lactam) .

27. The composition according to claim 19, wherein the plasticizer comprises a monohydric alcohol, a polyhydric alcohol, an ether alcohol, water, or combinations thereof.

28. The composition according to claim 27, wherein the plasticizer comprises water in an amount from about 20 to about 100 weight percent of the plasticizer.