IP Library Granted Patent US 8,980,947
Granted Patent B2
US 8,980,947 · App. 14/230,351 · Granted Mar 17, 2015

Curing accelerator and method of making

Inventors: Sheng Zhang (Hickory, NC); Rafael Ruiz, Sr. (Hudson, NC); Max Azevedo (Alpharetta, GA)
Assignee: Adhezion Biomedical, LLC
A61L24/06A61L24/0015
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Quick Facts
Patent No.
US 8,980,947
App. No.
14/230,351
Granted
Mar 17, 2015
Kind
B2
Abstract

A sterilized cyanoacrylate adhesive composition including a cyanoacrylate composition and a cure speed enhancer, wherein the sterilized cyanoacrylate adhesive composition does not cure upon sterilization. A kit for applying the sterilized cyanoacrylate adhesive composition, including the cyanoacrylate adhesive composition and an applicator. A method of making the sterilized cyanoacrylate adhesive composition, by adding a cure speed enhancer to a cyanoacrylate adhesive composition and sterilizing the composition. A method of applying the sterilized cyanoacrylate adhesive composition to tissue by applying the sterilized cyanoacrylate adhesive composition as a liquid, and quickly curing the sterilized cyanoacrylate adhesive composition. A method of sealing tissue by applying the sterilized cyanoacrylate adhesive composition as a liquid to tissue to be sealed, quickly curing the sterilized cyanoacrylate adhesive composition, and sealing the tissue.

Claims (31)

1. A sterilized cyanoacrylate adhesive composition comprising

99% or more by weight, based on the weight of the adhesive composition, of 2-octyl cyanoacrylate, mixed together with

100 to 1000 parts per million, based on the weight of the adhesive composition, of a 18-crown-6 ether,

a free radical stabilizer, and

an anionic vapor phase stabilizer;

wherein the composition is sterilized by irradiation, and the viscosity of the sterilized composition is 5 to 70 cp following storage for twelve days at 80° C.

2. The sterilized cyanoacrylate adhesive composition of claim 1 , wherein the sterilized composition has a viscosity of 5 to 30 cp following storage for twelve days at 80° C.

3. The sterilized cyanoacrylate adhesive composition of claim 1 , wherein the composition has been treated with a particulate agent selected from the group consisting of vinyl pyrrolidone polymers and co-polymers.

4. The sterilized cyanoacrylate adhesive composition of claim 1 , wherein the anionic vapor phase stabilizer is present in the composition at a concentration of less than 20 parts per million.

5. The sterilized cyanoacrylate adhesive composition of claim 3 , wherein the free radical stabilizer is butylated hydroxyl anisole and the anionic vapor phase stabilizer is sulfur dioxide.

6. The sterilized cyanoacrylate adhesive composition of claim 1 , further comprising therapeutic-loaded nanoparticles.

7. The sterilized cyanoacrylate adhesive composition of claim 1 , wherein the irradiation is gamma irradiation, electron beam irradiation, microwave irradiation, or ultraviolet radiation.

8. A kit, comprising the sterilized cyanoacrylate adhesive composition of claim 1 and an applicator.

9. The kit of claim 8 , wherein said sterilized cyanoacrylate adhesive composition has been treated with a particulate agent selected from the group consisting of vinyl pyrrolidone polymers and co-polymers.

10. The kit of claim 8 , wherein the anionic vapor phase stabilizer is present in the composition at a concentration of less than 20 parts per million.

11. The kit of claim 9 , wherein the free radical stabilizer is butylated hydroxyl anisole and the anionic vapor phase stabilizer is sulfur dioxide.

12. The kit of claim 8 , wherein the sterilized cyanoacrylate adhesive composition further comprises therapeutic-loaded nanoparticles.

13. A method of making the sterilized cyanoacrylate adhesive composition of claim 1 , comprising

mixing 99% or more by weight, based on the weight of the adhesive composition, of 2-octyl cyanoacrylate with a free radical stabilizer, an anionic vapor phase stabilizer, and 100 to 1000 parts per million, based on the weight of the adhesive composition, of a 18-crown-6 crown ether to form a cyanoacrylate adhesive composition, and

sterilizing the composition by irradiating the composition,

wherein the sterilized composition has a viscosity of 5 to 70 cp following storage for twelve days at 80° C.

14. The method of claim 13 , wherein the sterilized composition has a viscosity of 5 to 30 cp following storage for twelve days at 80° C.

15. The method of claim 13 , further comprising treating the composition with a particulate agent selected from the group consisting of vinyl pyrrolidone polymers and co-polymers.

16. The method of claim 13 , wherein the anionic vapor phase stabilizer is present in the composition at a concentration of less than 20 parts per million.

17. The method of claim 15 , wherein the free radical stabilizer is butylated hydroxyl anisole and the anionic vapor phase stabilizer is sulfur dioxide.

18. The method of claim 13 , further comprising mixing therapeutic-loaded nanoparticles together with the cyanoacrylate adhesive composition.

19. The method of claim 13 , wherein the sterilizing comprises irradiating the composition with gamma irradiation, electron beam irradiation, microwave irradiation, or ultraviolet radiation.

20. The method of claim 13 , wherein the sterilizing comprises gamma irradiation.

21. A method of sealing tissue, comprising

applying the sterilized cyanoacrylate adhesive composition of claim 1 to a patient's tissue, and

allowing the sterilized composition to cure.

Assignments (1)
CHANGE OF NAME Recorded Jul 23, 2024
From: ADHEZION BIOMEDICAL, LLC
To: H.B. FULLER MEDICAL ADHESIVE TECHNOLOGIES, LLC.
Reel/Frame 068506/0455 →
Continuity (2)
Continuation 11767565 · Jun 25, 2007
Related Publication 20140328788A1 · Nov 6, 2014