Cyanoacrylate tissue adhesives with desirable permeability and tensile strength

Abstract

A sterilized cyanoacrylate adhesive composition including a cyanoacrylate composition and a cure speed enhancer, wherein said sterilized cyanoacrylate adhesive composition does not cure upon sterilization, and wherein the composition when cured to form a film on a patient's tissue has water vapor transmission rate from about 950 to about 3000 g/m 2 /day.

1 . A sterilized cyanoacrylate adhesive composition including a cyanoacrylate composition and a cure speed enhancer, wherein said sterilized cyanoacrylate adhesive composition does not cure upon sterilization, and wherein the composition when cured to form a film on a patient's tissue has water vapor transmission rate from about 950 to about 3000 g/m 2 /day. 
     
     
         2 . The sterilized cyanoacrylate adhesive composition of  claim 1 , wherein said cure speed enhancer is a crown ether. 
     
     
         3 . The sterilized cyanoacrylate adhesive composition of  claim 2 , wherein said crown ether is 18-crown-6. 
     
     
         4 . The sterilized cyanoacrylate adhesive composition of  claim 3 , wherein said 18-crown-6 is present in the amount of 2 to 3200 ppm. 
     
     
         5 . The sterilized cyanoacrylate adhesive composition of  claim 3 , wherein said 18-crown-6 is present in the amount of 40 to 1600 ppm. 
     
     
         6 . The sterilized cyanoacrylate adhesive composition of  claim 1 , wherein said cyanoacrylate composition includes 99% 2-octyl cyanoacrylate. 
     
     
         7 . The sterilized cyanoacrylate adhesive composition of  claim 1  having a viscosity of 2.5 to 70 cp. 
     
     
         8 . The sterilized cyanoacrylate adhesive composition of  claim 1  having a viscosity of 5 to 30 cp. 
     
     
         9 . The sterilized cyanoacrylate adhesive composition of  claim 1 , further including a free radical stabilizer and an anionic vapor phase stabilizer. 
     
     
         10 . The sterilized cyanoacrylate adhesive composition of  claim 9 , wherein said free radical stabilizer is butylated hydroxyl anisole and said anionic vapor phase stabilizer is sulfur dioxide. 
     
     
         11 . The sterilized cyanoacrylate adhesive composition of  claim 9 , further including a particulate agent chosen from the group consisting of vinyl pyrrolidone polymers and co-polymers. 
     
     
         12 . The adhesive composition of  claim 1  wherein the water vapor transmission rate is from about 1000 to about 2500 g/m 2 /day. 
     
     
         13 . The adhesive composition of  claim 12  wherein the Water Vapor Transmission Rate is from about 1500 to about 2200 g/m 2 /day. 
     
     
         14 . The adhesive composition of  claim 1  wherein the film has a T-peel loading value of from about 34 to about 48 lbs. 
     
     
         15 . The adhesive composition of  claim 1  wherein the film has a lap-shear tensile strength of from about 12 to about 18 lbs/in 2 . 
     
     
         16 . The adhesive composition of  claim 1  wherein the film has a tension loading strength of from about 12 to about 16 lbs/in 2 . 
     
     
         17 . The adhesive composition of  claim 1  wherein the film has a wound closure strength of from about 2 to about 4 lbs. 
     
     
         18 . A method of sealing tissue, including the steps of:
 applying the sterilized cyanoacrylate adhesive composition as a liquid to a patient's tissue to be sealed; and   curing the sterilized cyanoacrylate adhesive composition to seal the patient's tissue, wherein the composition when cured to form a film on the patient's tissue has water vapor transmission rate of from about 950 to about 3000 g/m 2 /day.   
     
     
         19 . The method of  claim 18  wherein the water vapor transmission rate is from about 1000 to about 2500 g/m 2 /day. 
     
     
         20 . The method of  claim 19  wherein the water vapor transmission rate is from about 1500 to about 2200 g/m 2 /day. 
     
     
         21 . The method of  claim 18  wherein the composition further comprises a polymerization accelerator. 
     
     
         22 . The method of  claim 21  wherein the accelerator is 18-crown-6 ether. 
     
     
         23 . The method of  claim 22  wherein the composition further comprises a free radical polymerization inhibitor and an anionic polymerization inhibitor. 
     
     
         24 . The method of  claim 23  wherein the free radical polymerization inhibitor is BHA and the anionic polymerization inhibitor is SO 2 .