IP Library Granted Patent US 8,758,738
Granted Patent B2
US 8,758,738 · App. 14/069,438 · Granted Jun 24, 2014

Methods for sealing wounds with a sterilized composition of a cyanoacrylate monomer and a poloxamer

Inventors: Sheng Zhang (Hickory, NC); Rafael Ruiz, Sr. (Hudson, NC)
Assignee: Adhezion Biomedical, LLC
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Quick Facts
Patent No.
US 8,758,738
App. No.
14/069,438
Granted
Jun 24, 2014
Kind
B2
Abstract

The present invention relates to compositions of cyanoacrylate monomer, a method of improving the viscosity and the curing speed with a single additive and a process of providing sterilized cyanoacrylate adhesive compositions for application in the medical field.

Claims (20)

1. A method for sealing a wound, comprising applying a radiation-sterilized cyanoacrylate adhesive composition over a wound and allowing the composition to cure over the wound, thereby sealing the wound, wherein the radiation-sterilized cyanoacrylate adhesive composition comprises a cyanoacrylate monomer stabilized with about 2000 to about 15,000 parts per million of the cyanoacrylate monomer of butylated hydroxyl anisole and about 10 to about 200 parts per million of the cyanoacrylate monomer of sulfur dioxide, homogenously mixed together with about 0.04% to about 0.5% by weight of the composition of a poloxamer, and wherein the radiation-sterilized cyanoacrylate adhesive composition has a viscosity between about 20 centipoise to about 2000 centipoise.

2. The method of claim 1 , wherein the viscosity of the composition is between about 20 and about 1000 centipoise.

3. The method of claim 1 , wherein the viscosity of the composition is between about 20 and about 200 centipoise.

4. The method of claim 1 , wherein the viscosity of the composition is between about 500 and about 2000 centipoise.

5. The method of claim 1 , wherein the viscosity of the composition is between about 1000 and about 2000 centipoise.

6. The method of claim 1 , wherein the poloxamer is selected from the group consisting of poloxamer 238, poloxamer 188, poloxamer 108, poloxamer 338, poloxamer 407, and mixtures thereof.

7. The method of claim 1 , wherein the poloxamer is poloxamer 407 in an amount of about 0.04 to about 0.22% by weight of the composition.

8. The method of claim 1 , wherein the poloxamer is poloxamer 238 in an amount of 0.16% to 0.45% by weight of the composition.

9. The method of claim 1 , wherein the poloxamer is poloxamer 108 in an amount of 0.1% to 0.2% by weight of the composition.

10. The method of claim 1 , wherein the poloxamer is poloxamer 188 in an amount of 0.06% to 0.4% by weight of the composition.

11. The method of claim 1 , wherein the poloxamer is poloxamer 338 in an amount of 0.1% to 0.5% by weight of the composition.

12. The method of claim 1 , wherein the cyanoacrylate monomer comprises a 2-cyanoacrylate ester selected from the group consisting of an alkyl cyanoacrylate ester, an alkoxyl cyanoacrylate ester, a cycloalkyl cyanoacrylate ester, and an alkylalkoxyl cyanoacrylate ester.

13. The method of claim 1 , wherein the cyanoacrylate monomer comprises 2-octyl cyanoacrylate monomer.

14. A method for sealing a wound, comprising applying a radiation-sterilized cyanoacrylate adhesive composition over a wound and allowing the composition to cure over the wound, thereby sealing the wound, wherein the radiation-sterilized cyanoacrylate adhesive composition comprises a cyanoacrylate monomer stabilized with about 2000 to about 15,000 parts per million of the cyanoacrylate monomer of butylated hydroxyl anisole and about 10 to about 200 parts per million of the cyanoacrylate monomer of sulfur dioxide, and homogenously mixed together with about 0.04% to about 0.5% by weight of the composition of a poloxamer, and wherein the radiation-sterilized cyanoacrylate adhesive composition is a viscous gel that does not exceed 3000 cp in viscosity when the sterilized composition is stored at 80° C. for 12 days.

15. The method of claim 14 , wherein the poloxamer is selected from the group consisting of poloxamer 238, poloxamer 188, poloxamer 108, poloxamer 338, poloxamer 407, and mixtures thereof.

16. The method of claim 14 , wherein the poloxamer is poloxamer 407 in an amount of about 0.04% to about 0.22% by weight of the composition.

17. The method of claim 14 , wherein the poloxamer is poloxamer 108 in an amount of 0.1% to 0.2% by weight of the composition.

18. The method of claim 14 , wherein the poloxamer is poloxamer 188 in an amount of 0.06% to 0.4% by weight of the composition.

19. The method of claim 14 , wherein the cyanoacrylate monomer comprises a 2-cyanoacrylate ester selected from the group consisting of an alkyl cyanoacrylate ester, an alkoxyl cyanoacrylate ester, a cycloalkyl cyanoacrylate ester, and an alkylalkoxyl cyanoacrylate ester.

20. The method of claim 14 , wherein the cyanoacrylate monomer comprises 2-octyl cyanoacrylate monomer.

Assignments (2)
CHANGE OF NAME Recorded Jul 23, 2024
From: ADHEZION BIOMEDICAL, LLC
To: H.B. FULLER MEDICAL ADHESIVE TECHNOLOGIES, LLC.
Reel/Frame 068506/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2018
From: ZHANG, SHENG; RUIZ, RAFAEL, SR.
To: ADHEZION BIOMEDICAL, LLC
Reel/Frame 046613/0068 →
Continuity (3)
Continuation 13477172 · May 22, 2012
Division 12214794 · Jun 20, 2008
Related Publication 20140056839A1 · Feb 27, 2014