Adhesive compositions including polyvinylpyrrolidone acrylic acid polymers, and polyamines

• US 5,645,855 A
• Filed: 03/13/1996
• Issued: 07/08/1997
• Est. Priority Date: 03/13/1996
• Status: Expired due to Fees

• Current Assignee: Ridge Scientific Enterprises, Inc.
• Original Assignee: Ridge Scientific Enterprises, Inc.
• Inventors: Lorenz, Donald H.
• Primary Examiner(s): Webman, Edward J.
• Application Number:
  US08/615,624
• Time in Patent Office: 482 Days
• Field of Search: 424/448, 424/449, 424/487, 514/944, 602/52, 602/54, 156/331.2, 252/315.4
• US Class Current: 424/449
• CPC Class Codes: A61K 9/7053 obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
• CPC Class Codes: A61K 9/7061 Polyacrylates
• 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 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 33/064 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
• CPC Class Codes: C08L 39/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08L 79/02 Polyamines
• CPC Class Codes: C09J 139/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: Y10S 206/813 Adhesive

Abstract

A composition comprising a cross-linked salt of (a) a polyvinylpyrrolidone having ring opened pyrrolidone groups; (b) at least one acrylic acid-containing or methacrylic acid-containing polymer; and (c) an amine-containing polymer. The composition may be used as a pressure-sensitive adhesive, has good tack, and may be peeled from the body or from an object without causing damage or injury to the body or object.

Claims

1. A composition comprising a cross-linked salt of:

(a) a polyvinylpyrrolidone having ring opened pyrrolidone groups;

(b) at least one acrylic acid-containing or methacrylic acid containing polymer; and

(c) an amine-containing polymer, wherein said polyvinylpyrrolidone and said amine-containing polymer are present in said composition at a weight ratio of polyvinylpyrrolidone to amine-containing polymer of from about 40;

1 to about 150;

1, and said acrylic acid-containing polymer or methacrylic acid-containing polymer is present in said composition at a weight ratio of polyvinylpyrrolidone to acrylic acid-containing polymer or methacrylic acid-containing polymer of from about 8;

1 to about 16;

1.

2. The composition of claim 1 wherein said polyvinylpyrrolidone has ring opened pyrrolidone groups which provide at least 1.5×

10^-2 milliequivalents of carboxylic acid groups per gram of polymer.

3. The composition of claim 1 wherein said amine-containing polymer is selected from the group consisting of polyethyleneimine, amine-terminated polyethylene oxide, amine-terminated polyethylene/polypropylene oxide, polymers of dimethyl amino ethyl methacrylate, and copolymers of dimethyl amino ethyl methacrylate and vinyl pyrrolidone.

4. The composition of claim 3 wherein said amine-containing polymer is polyethyleneimine.

5. The composition of claim 1 wherein said polyvinylpyrrolidone has a K-value of at least 50.

6. The composition of claim 1 wherein said at least one acrylic acid-containing polymer or methacrylic acid-containing polymer is a terpolymer including acrylic acid and acrylic acid esters or a terpolymer including methacrylic acid and methacrylic acid esters.

7. The composition of claim 6 wherein said terpolymer is a terpolymer of acrylic acid, butyl acrylate, and 2-ethyl hexyl acrylate.

8. The composition of claim 1 wherein said at least one acrylic acid-containing polymer or methacrylic acid-containing polymer is a terpolymer of acrylic acid or methacrylic acid, butadiene, and styrene.

9. The composition of claim 1 and further comprising a plasticizer.

10. The composition of claim 9 wherein said plasticizer is selected from the group consisting of polyalkylene glycols and glycerine.

11. The composition of claim 10 wherein said plasticizer is polyethylene glycol.

12. The composition of claim 11, and further comprising a water soluble tackifying agent.

13. The composition of claim 12 wherein said tackifying agent is polymethylvinylether.

14. A hydrogel pressure sensitive adhesive for attaching a wound dressing to skin including the composition of claim 13.

15. A transdermal drug delivery system, said system including:

(a) a hydrogel pressure sensitive adhesive including the composition of claim 13; and

(b) at least one drug.

16. The composition of claim 12 wherein said tackifying agent is a polyvinylpyrrolidone having no ring opened pyrrolidone groups.

17. The composition of claim 1 and further comprising an electrolyte salt.

18. The composition of claim 17 wherein said electrolyte salt is selected from the group consisting of potassium chloride, sodium chloride, sodium acetate, and magnesium acetate.

19. The composition of claim 18 wherein said electrolyte salt is sodium acetate.

20. A conductive hydrogel pressure sensitive adhesive for closure strips employed in the packaging of electronic components, said adhesive including the composition of claim 18.

21. A conductive hydrogel pressure sensitive adhesive for attaching an electrode to skin including the composition of claim 18.

22. A conductive hydrogel pressure sensitive adhesive for a dirt removal mat for clean room use, said adhesive including the composition of claim 18.

23. A conductive hydrogel pressure sensitive adhesive for iontophoretic drug delivery devices including the composition of claim 18, and further including at least one bioeffective drug.

24. In a system for adhesion to an animal body or an object, wherein said system includes an adhesive, the improvement wherein said adhesive comprises the composition of claim 1.

25. The composition of claim 1 wherein said polyvinylpyrrolidone and said amine-containing polymer are present in said composition at a weight ratio of polyvinylpyrrolidone to amine-containing polymer of from about 60:

1 to about 80;

1.

26. The composition of claim 1 wherein said polyvinylpyrrolidone and said acrylic acid-containing polymer or said methacrylic acid-containing polymer are present in said composition at a weight ratio of polyvinylpyrrolidone to acrylic acid-containing polymer or methacrylic acid-containing polymer of from about 10:

1 to about 16;

1.