Adhesive composition

• US 9,242,021 B2
• Filed: 08/04/2005
• Issued: 01/26/2016
• Est. Priority Date: 08/05/2004
• Status: Active Grant

• Current Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium Pharma Solutions, Inc.
• Original Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium International, Inc.
• Inventors: Singh, Parminder, Cleary, Gary W., Kulichikhin, Valery G., Antonov, Sergey
• Primary Examiner(s): GULLEDGE, BRIAN M
• Application Number:
  US11/198,468
• Publication Number:
  US 20060034905A1
• Time in Patent Office: 3,827 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A61K 47/02 Inorganic compounds
• CPC Class Codes: A61K 9/006 Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
• CPC Class Codes: A61K 9/06 Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels composition of ointments, creams or gels A61K47/00
• CPC Class Codes: A61K 9/7007 Drug-containing films, membranes or sheets A61K9/0041, A61K9/0043, A61K9/006, A61K9/0063 take precedence
• 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 15/585 Mixtures of macromolecular compounds
• CPC Class Codes: A61P 1/02 Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
• CPC Class Codes: A61P 17/02 for treating wounds, ulcers, burns, scars, keloids, or the like
• CPC Class Codes: C08K 3/346 Clay
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 2666/24 Graft or block copolymers according to groups C08L51/00, C08L53/00 or C08L55/02; Derivatives thereof
• CPC Class Codes: C08L 53/02 of vinyl-aromatic monomers and conjugated dienes
• CPC Class Codes: C08L 71/02 Polyalkylene oxides
• CPC Class Codes: C09J 139/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C09J 153/02 Vinyl aromatic monomers and conjugated dienes
• CPC Class Codes: C09J 155/02 ABS [Acrylonitrile-Butadiene-Styrene] polymers

Abstract

An adhesive composition is described which has improved initial tack, long-term adhesion, water uptake and translucency characteristics and may be prepared by melt extrusion. Uses of these compositions are also described, for example, their use as blister pads and wound dressings.

Claims

1. An adhesive composition comprising:

a hydrophobic polymer selected from polyisobutylenes, butyl rubbers, natural rubber adhesives, vinyl ether polymers, polysiloxanes, polyisoprenes, styrene-isoprene-styrene block copolymers, styrene-butadiene-styrene block copolymers, isobutylene-isoprene copolymers, butadiene acrylonitrile rubber, polychloroprenes, ethylene-propylene-diene terpolymers, acrylates, and combinations thereof;

an elastomeric plasticizer;

a tackifying resin;

a hydrophilic polymer selected from poly(N-vinyl lactams), poly(N-vinyl amides), poly(N-vinyl acrylamides), poly(N-alkylacrylamides), polyacrylic acids, polymethacrylic acids, polyvinyl alcohol, polyvinyl amine, and copolymers and blends thereof;

a third polymer capable of hydrogen bonding to the hydrophilic polymer, and clay particles comprised of a water-swellable clay mineral.

2. The composition of claim 1, wherein the hydrophobic polymer is selected from polyisoprenes, butyl rubbers styrene-isoprene-styrene block copolymers, and styrene-butadiene-styrene block copolymers.

3. The composition of claim 1, wherein the elastomeric plasticizer is selected from styrene-based plasticizers, polyisobutylenes with molecular weight 20,000-100,000, polyisoprene rubbers with molecular weight 20,000-100,000, and combinations thereof.

4. The composition of claim 3, wherein the styrene-based plasticizer is selected from styrene-butadiene block copolymers, styrene-isoprene block copolymers, and combinations thereof.

5. The composition of claim 1, wherein the hydrophilic polymer is selected from poly(N-vinyl lactams), poly(N-vinyl amides), poly(N-alkylacrylamides), and copolymers and blends thereof.

6. The composition of claim 1, wherein the third polymer is an oligomer having a molecular weight in the range from 45 to 800 selected from polyalkylene glycols, polyalcohols, monomeric and oligomeric alkylene glycols, ether alcohols, carbonic diacids, and alkane diols.

7. The composition of claim 6, wherein the oligomer is a polyalkylene glycol.

8. The composition of claim 1, wherein the clay particles have an average diameter of <

15μ

.

9. The composition of claim 1, which comprises about 1-40 wt % hydrophobic polymer;

about 1-30 wt % elastomeric plasticizer;

about 1-30 wt % tackifying resin;

about 1-50 wt % hydrophilic polymer;

about 1-30 wt % third polymer, and about 1-30 wt % clay particles, percentages being with respect to the entire composition.

10. The composition of claim 9, which comprises about 15-25 wt % hydrophobic polymer;

about 10-20 wt % elastomeric plasticizer;

about 13-20 wt % tackifying resin;

about 20-30 wt % hydrophilic polymer;

about 8-18 wt % third polymer; and

about 8-15 wt % clay particles.

11. The composition of claim 1, which further comprises an active agent.

12. The composition of claim 11, wherein the active agent is selected from antibiotics, antifungal agents, antiinflammatory agents, bacteriostatic and bactericidal compounds, caustic agents, keratolytic agents, pain relieving agents, proteolytic enzymes, tissue-healing enhancing agents, vasodilators, vessicants, and combinations thereof, and is present in a therapeutically effective amount.

13. The composition of claim 11, which further comprises a permeation enhancer.

14. The composition of claim 1, which further comprises at least one additive selected from the group consisting of adhesive agents, antioxidants, crosslinking or curing agents, pH regulators, pigments, dyes, refractive particles, conductive species and antimicrobial agents.

22. An adhesive cushion for application to the skin, comprising:

a skin-contacting layer of the adhesive composition of claim 1, and a backing layer.

23. A wound dressing comprising a laminated composite of a body facing layer having a body-contacting surface, and an outwardly facing non-occlusive backing layer, wherein at least a portion of the body-contacting surface is comprised of the adhesive composition of claim 1.

24. A transdermal drug delivery device comprised of a drug reservoir containing a therapeutically effective amount of an active agent, an outwardly facing backing layer, and a means for affixing the device to a body surface comprising the adhesive composition of claim 1.

25. An oral care product for application to the teeth, comprising:

a tooth contacting layer of the adhesive composition of claim 1, and a backing layer.

26. An oral care product for application to the oral mucosa, comprising:

a mucosal-contacting layer of the adhesive composition of claim 1, and a backing layer.

27. The composition of claim 1, wherein the clay particles are comprised of phyllosilicate.

28. The composition of claim 27, wherein the phyllosilicate is montmorillonite.

29. The composition of claim 1, wherein the tackifying resin is a terpene resin.

30. The composition of claim 1, wherein the tackifying resin is a hydrogenated hydrocarbon resin.

31. The composition of claim 1, wherein the tackifying resin is a hydrocarbon resin.

15. An adhesive composition comprising:

a hydrophobic polymer selected from polyisoprenes, butyl rubbers styrene-isoprene-styrene block copolymers, and styrene-butadiene-styrene block copolymers;

an elastomeric plasticizer selected from styrene-based plasticizers, low molecular weight polyisobutylenes, low molecular weight polyisoprene rubbers, and combinations thereof;

a tackifying resin selected from hydrogenated hydrocarbon resins, hydrocarbon resins and synthetic polyterpene resins;

a hydrophilic polymer selected from poly(N-vinyl lactams), poly(N-vinyl amides), poly(N-vinyl acrylamides), poly(N-alkylacrylamides), polyacrylic acids, polymethacrylic acids, polyvinyl alcohol, polyvinylamine, cellulose derivatives, polysaccharides, and copolymers and blends thereof;

a third polymer selected from low molecular weight polyalkylene glycols, low molecular weight polyalcohols, monomeric and oligomeric alkylene glycols, ether alcohols, carbonic diacids, and alkane diols; and

phyllosilicate particles comprised of a clay mineral that swells in the presence of water.

16. The composition of claim 15, wherein the hydrophobic polymer is a styrene-isoprene-styrene block copolymer.

17. The composition of claim 15, wherein the elastomeric plasticizer is a low molecular weight polyisoprene rubber.

18. The composition of claim 15, wherein the tackifying resin is a hydrogenated hydrocarbon resin.

19. The composition of claim 15, wherein the hydrophilic polymer is selected from poly(N-vinyl lactams), poly(N-vinyl amides), poly(N-alkylacrylamides), and copolymers and blends thereof.

20. The composition of claim 15, wherein the third polymer is a low molecular weight polyalkylene glycol.

21. The composition of claim 15, wherein the phyllosilicate is montmorillonite.