Flavored cyanoacrylate compositions

Abstract

A sterile or non-sterile flavored monomeric adhesive composition includes a flavoring additive and a monomer. The composition can be applied, for example, to skin or the inside of the mouth. A method of making a sterile, flavored adhesive composition includes placing a mixture of a polymerizable adhesive monomer and a flavoring additive in a container, sealing the container, and sterilizing the mixture and the container. The flavored adhesive composition is particularly useful as a medical adhesive and can include 1,1-disubstituted ethylene monomers, such as α-cyanoacrylates.

What is claimed is:  
     
         1 . The monomeric adhesive composition comprising a polymerizable 1,1-disubstituted ethylene monomer and at least one of methyl salicylate and menthol.  
     
     
         2 . The monomeric adhesive composition according to  claim 1 , wherein the composition comprises a polymerizable 1,1-disubstituted ethylene monomer and methyl salicylate.  
     
     
         3 . A monomeric adhesive composition according to  claim 1 , wherein the composition comprises a polymerizable 1,1-disubstituted ethylene monomer and menthol.  
     
     
         4 . The monomeric adhesive composition of  claim 1 , wherein the 1,1-disubstituted ethylene monomer is an α-cyanoacrylate monomer.  
     
     
         5 . The monomeric adhesive composition of  claim 1 , wherein said monomer is at least one member selected from the group consisting of n-butyl cyanoacrylate, 2-octyl cyanoacrylate, and ethyl cyanoacrylate.  
     
     
         6 . The monomeric adhesive composition of  claim 1 , wherein said flavoring additive is contained in the composition in an amount of from about 0.001-25% by weight of the composition.  
     
     
         7 . The monomeric adhesive composition of  claim 1 , wherein said flavoring additive is contained in the composition in an amount of from about 0.2-10.0% by weight of the composition.  
     
     
         8 . The monomeric adhesive composition of  claim 1 , wherein said flavoring additive is contained in the composition in an amount of from about 0.5-5.0% by weight of the composition.  
     
     
         9 . The monomeric adhesive composition of  claim 1 , wherein the flavoring additive is soluble in said monomer at room temperature.  
     
     
         10 . The monomeric adhesive composition of  claim 1 , wherein said composition has a viscosity of about 1-5000 centipoise at 25° C.  
     
     
         11 . The monomeric adhesive composition of  claim 1 , wherein said composition has a viscosity of about 3-600 centipoise at 25° C.  
     
     
         12 . The monomeric adhesive composition of  claim 1 , wherein said composition has a viscosity of about 4-50 or 100-250 centipoise at 25° C.  
     
     
         13 . The monomeric adhesive composition of  claim 1 , wherein said composition is a gel.  
     
     
         14 . The monomeric adhesive composition of  claim 1 , wherein said composition further comprises a stabilizing agent.  
     
     
         15 . The monomeric adhesive composition of  claim 1 , wherein said composition further comprises a plurality of stabilizing agents.  
     
     
         16 . The monomeric adhesive composition of  claim 1 , wherein said composition further comprises a plasticizing agent.  
     
     
         17 . The monomeric adhesive composition of  claim 1 , wherein said composition is sterile.  
     
     
         18 . A monomeric adhesive composition comprising a polymerizable 1,1-disubstituted ethylene monomer and a flavoring additive, wherein the flavoring additive is selected from the group consisting of anethole, banana distillate, benzaldehyde, cold pressed grapefruit oil, cold pressed lemon oil, cucumber distillate, honey distillate, menthol, alkyl salicylate, monosodium glutamate, peppermint oil, peppermint spirit, rose water, and oil of wintergreen.  
     
     
         19 . The monomeric adhesive composition according to  claim 18 , wherein the flavoring additive is oil of wintergreen.  
     
     
         20 . The monomeric adhesive composition according to  claim 18 , wherein the flavoring additive is menthol.  
     
     
         21 . A method of making a monomeric adhesive composition, comprising mixing an additive with a polymerizable 1,1-disubstituted ethylene monomer, wherein the additive is selected from the group consisting of anethole, banana distillate, benzaldehyde, cold pressed grapefruit oil, cold pressed lemon oil, cucumber distillate, honey distillate, menthol, alkyl salicylate, monosodium glutamate, peppermint oil, peppermint spirit, rose water, and oil of wintergreen.  
     
     
         22 . The method of making a monomeric adhesive composition according to  claim 21 , wherein the additive is oil of wintergreen.  
     
     
         23 . The method of making a monomeric adhesive composition according to  claim 21 , wherein the additive is menthol.  
     
     
         24 . A method of making a sterile adhesive composition comprising: 
 placing a mixture of a polymerizable 1,1-disubstituted ethylene monomer and an additive in a container,    sealing said container, and    sterilizing the mixture in the container,    wherein said additive is selected from the group consisting of anethole, banana distillate, benzaldehyde, cold pressed grapefruit oil, cold pressed lemon oil, cucumber distillate, honey distillate, menthol, alkyl salicylate, monosodium glutamate, peppermint oil, peppermint spirit, rose water, and oil of wintergreen.    
     
     
         25 . The method of making a sterile monomeric adhesive composition according to  claim 24 , wherein the additive is oil of wintergreen.  
     
     
         26 . The method of making a sterile monomeric adhesive composition according to  claim 24 , wherein the additive is menthol.  
     
     
         27 . The method of  claim 24 , wherein said sterilizing is performed by dry heat, gamma irradiation, electron beam irradiation, or microwave irradiation.  
     
     
         28 . The method of  claim 27 , wherein said sterilizing is performed by dry heat.  
     
     
         29 . The method of  claim 27 , wherein said sterilizing is performed by gamma irradiation.  
     
     
         30 . The method of  claim 27 , wherein said sterilizing is performed by electron beam irradiation.  
     
     
         31 . The method of  claim 24 , wherein said container is made from at least one material selected from the group consisting of glass, plastic, and metal.  
     
     
         32 . The method of  claim 31 , wherein said container is made from plastic.  
     
     
         33 . The method of  claim 31 , wherein said container is made from glass.  
     
     
         34 . The method of  claim 24 , wherein said mixture further comprises at least one stabilizer.  
     
     
         35 . A method of using the composition of  claim 1 , comprising: 
 applying the composition to oral tissue or intact or compromised skin, and allowing the composition to polymerize.