Inherently antimicrobial quaternary amine hydrogel wound dressings

• US 6,039,940 A
• Filed: 09/01/1998
• Issued: 03/21/2000
• Est. Priority Date: 10/28/1996
• Status: Expired due to Term

• Current Assignee: Avent Incorporated (Avanos Medical, Inc.)
• Original Assignee: Ballard Medical Products (Kimberly-Clark Corporation)
• Inventors: Rouns, Cameron G., Perrault, James J.
• Primary Examiner(s): Harrison, Robert H.
• Application Number:
  US09/144,727
• Time in Patent Office: 567 Days
• Field of Search: 424/443, 424/445, 424/78.06, 424/78.07, 424/78.08, 424/78.35, 424/78.37
• US Class Current: 424/78.06
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/10 Macromolecular compounds
• CPC Class Codes: A01N 33/12 Quaternary ammonium compounds
• CPC Class Codes: A01N 37/12 containing the group , wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
• CPC Class Codes: A01N 37/20 containing the group , wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
• CPC Class Codes: A61B 5/259 using conductive adhesive means, e.g. gels
• CPC Class Codes: A61K 31/785 Polymers containing nitrogen
• CPC Class Codes: A61K 47/32 Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers , poly(meth)acrylates, or polyvinyl pyrrolidone
• CPC Class Codes: A61K 9/0009 involving or responsive to electricity, magnetism or acoustic waves; Galenical aspects of sonophoresis, iontophoresis, electroporation or electroosmosis microelectromechanical systems A61K9/0097
• CPC Class Codes: A61K 9/0014 Skin, i.e. galenical aspects of topical compositions non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00
• CPC Class Codes: A61L 15/46 Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: A61L 2300/208 Quaternary ammonium compounds
• CPC Class Codes: A61L 2300/404 Biocides, antimicrobial agents, antiseptic agents
• CPC Class Codes: C08F 20/34 Esters containing nitrogen , e.g. N,N-dimethylaminoethyl (meth)acrylate
• CPC Class Codes: C08F 20/60 containing nitrogen in addition to the carbonamido nitrogen
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: H01B 1/122 Ionic conductors

Abstract

A composition and method for treating a wound with an inherently antimicrobial dressing. The dressing is a hydrogel containing from about 15 to 95 percent, and preferably from about 61 to 90 percent, by weight of a cationic quaternary amine acrylate polymer prepared by the polymerization of acryloyloxyethyl(or propyl)-trialkyl(or aryl)-substituted ammonium salts or acrylamidoethyl(or propyl)-trialkyl(or aryl)-substituted ammonium salts. The antimicrobial hydrogels are non-irritating to the wound, absorb wound exudate, and, due to the inherently antimicrobial properties, enhance the sterile environment around the wound. The hydrogels have sufficient adhesive properties that loose contact with the wound is assured but can also be removed without leaving any gel residue on the wound. The wound dressings are preferably formed on a substrate, such as a web or patch, for ease in application to and removal from the wound. If desired, additional antimicrobial or other pharmaceutically active agents can also be incorporated into the hydrogel structure.

Claims

1. A method for treating a wound with an inherently antimicrobial dressing comprising the steps of:

(a) providing a hydrogel containing from about 15 to 95 percent by weight of an inherently antimicrobial cationic quaternary amine acrylate polymer of the formula;

##STR7## wherein n is an integer of 2 to 3;

R'"'"', R" and R'"'"'" are independently selected from the group consisting of H, C₁ to C₁₆ alkyl, aryl, arylamine, alkylamine, alkaryl and aralkyl;

X is selected from the group consisting of O and NH;

Y^- is an acceptable anionic counterion to the N⁺ of the quaternary amine and m is an integer greater than 50,000 in a form suitable to cover the wound;

(b) applying said wound dressing to said wound whereby said dressing enhances the serility of the wound environment, absorbs exudate from said wound and retains said wound in a moist condition.

2. A method according to claim 1 wherein said wound dressing is affixed to device for the dressing of wounds.

3. A method according to claim 2 wherein said device comprising a substrate of a fibrous sheet material embedded in said hydrogel and wherein said hydrogel has opposing surfaces at least one of which is adapted to cover and be in contact with a wound.

4. A method according to claim 2 wherein said device is an occlusive structure and wherein said hydrogel has opposing surfaces such that one surface of said hydrogel is affixed to one surface of said occlusive structure with said opposing surface being adapted to cover and be in contact with a wound.

5. A method according to claim 3 or 4 wherein, in the polymer forming the hydrogel, R'"'"', R" and R'"'"'" are independently selected from the group consisting of H, C₁ to C₈ alkyl, phenyl, tolyl and benzyl.

6. A method according to claim 5 wherein, in the polymer, R'"'"', R" are methyl and R'"'"'" is benzyl.

7. A method according to claim 5 wherein, in the polymer, R'"'"', R" and R'"'"'" are methyl.

8. A method according to claim 7 wherein, in the polymer, X is O.

9. A method according to claim 7 wherein, in the polymer, X is NH.

10. A method according to claim 7 wherein, in the polymer, Y^- is a member selected from the group consisting of Cl^-, Br^-, HSO₄^-, and CH₃ SO₄^-.

11. A method according to claim 10 wherein, in the polymer, Y^- is Cl^-.

12. A method according to claim 7 wherein, in the polymer, n is 2.

13. A method according to claim 7 wherein, in the polymer, n is 3.

14. A method according to claim 2 wherein the hydrogel contains between about 61 and 90% by weight of said cationic quaternary amine polyacrylate polymer.

15. A method according to claim 14 wherein the hydrogel contains between about 65 and 75% by weight of said cationic quaternary amine polyacrylate polymer.