Medical adhesive and methods of tissue adhesion

Abstract

An adhesive including a mixture of isocyanate capped molecules formed by reacting multi-isocyanate functional molecules with multi-functional precursor molecules including terminal functional groups selected from the group consisting of a hydroxyl group, a primary amino group and a secondary amino group. Preferably, the functional groups are hydroxyl groups. The multi-functional precursor compounds are biocompatible. Multi-amine functional precursors of the multi-isocyanate functional molecules are also biocompatible. As discussed, above, the mixture of molecules preferably has an average isocyanate functionality of at least 2.1 and, more preferably, has an average isocyanate functionality of at least 2.5. As also described above, the mixture of molecules preferably has a viscosity in the range of approximately 1 to approximately 100 centipoise. The mixture of molecules forms a crosslinked polymer network upon contact with the organic tissue in the presence of water. The crosslinked polymer network is biocompatible and biodegradable. The crosslinked polymer network degrades into degradation products including the precursor molecules and the multi-amine functional precursors.

1 - 31 . (canceled)  
   
   
       32 . A compound formed by reacting a precursor compound selected from the group consisting of a saccharide, glycerol or ascorbic acid with at least a stoichiometric amount of multi-isocyanate functional compounds formed from multi-amino functional amino acid precursors.  
   
   
       33 . The compound of  claim 32  wherein the precursor compound is a saccharide or glycerol.  
   
   
       34 . The compound of  claim 32  wherein the precursor compound is glycerol.  
   
   
       35 . The compound of  claim 32  wherein the precursor compound is glucose.  
   
   
       36 . The compound of claims  32  wherein the amino acid precursor is lysine.  
   
   
       37 . The compound of claims  32  wherein the multi-isocyante functional compounds are lysine diisocyanate, a derivative of lysine diisocyanate, lysine triisocyanate, or mixtures thereof.  
   
   
       38 . The compound of claims  37  wherein the multi-isocyante functional compounds are lysine diisocyanate, lysine diisocyanate ethyl ester, lysine triisocyanate, or mixtures thereof.  
   
   
       39 . The compound of  claim 38  wherein the precursor compound is glycerol.  
   
   
       40 . The compound of  claim 38  wherein the precursor compound is glucose.  
   
   
       41 . A method comprising applying a moisture-curable, isocyanate-functional adhesive to tissue, the adhesive comprising a compound which is the reaction product of a precursor compound selected from the group consisting of a saccharide, glycerol or ascorbic acid with at least a stoichiometric amount of multi-isocyanate functional compounds formed from multi-amino functional amino acid precursors.  
   
   
       42 . The method of  claim 41  wherein the precursor compound is a saccharide or glycerol.  
   
   
       43 . The method of  claim 41  wherein the precursor compound is glycerol.  
   
   
       44 . The method of  claim 41  wherein the precursor compound is glucose.  
   
   
       45 . The method of  claim 41  wherein the amino acid precursor is lysine.  
   
   
       46 . The method of claims  41  wherein the multi-isocyante functional compounds are lysine diisocyanate, a derivative of lysine diisocyanate, lysine triisocyanate, or mixtures thereof.  
   
   
       47 . The method of claims  46  wherein the multi-isocyante functional compounds are lysine diisocyanate, lysine diisocyanate ethyl ester, lysine triisocyanate, or mixtures thereof.  
   
   
       48 . The method of  claim 47  wherein the precursor compound is glycerol.  
   
   
       49 . The method of  claim 47  wherein the precursor compound is glucose.  
   
   
       50 . A method comprising applying a moisture-curable, isocyanate-functional adhesive to tissue, the adhesive comprising a compound which is the reaction product of a precursor compound selected from the group consisting of a saccharide, a polysaccharide, a steroid, glycerol, ascorbic acid, or an amino acid with at least a stoichiometric amount of a multifunctional isocyanate compound formed from a multi-amino functional amino acid precursor.