Polyurea systems, processes for preparing the same and use thereof for postoperative adhesion barriers

Abstract

Polyurea systems comprising: (a) an amino-functional aspartic ester of the general formula (I) wherein X represents an n-valent organic radical derived from a corresponding n-functional primary amine X(NH 2 ) n , R 1 and R 2 each independently represent an organic radical having no Zerevitinov active hydrogens and n represents an integer of at least 2; and (b) an isocyanate functional prepolymer having a residual monomer content of less than 1% by weight, the prepolymer prepared by reacting: (b1) an aliphatic isocyante; and (b2) a polyol component having a number average molecular weight of ≥400 g/mol and an average OH functionality of 2 to 6, wherein the polyol component comprises one or more constituents selected from the group consisting of polyester polyols, polyester-polyether polyols and mixtures thereof; processes for making the same; postoperative adhesions barriers prepared therewith and dispensing systems for such polyurea systems.

1 - 20 . (canceled) 
     
     
         21 . A polyurea system comprising:
 (a) an amino-functional aspartic ester of the general formula (I)   
       
         
           
           
               
               
           
         
       
       wherein X represents an n-valent organic radical derived from a corresponding n-functional primary amine X(NH 2 ) n , R 1  and R 2  each independently represent an organic radical having no Zerevitinov active hydrogens and n represents an integer of at least 2; and
 (b) an isocyanate functional prepolymer having a residual monomer content of less than 1% by weight, the prepolymer prepared by reacting:
 (b1) an aliphatic isocyante; and 
 (b2) a polyol component having a number average molecular weight of ≥400 g/mol and an average OH functionality of 2 to 6, wherein the polyol component comprises one or more constituents selected from the group consisting of polyester polyols, polyester-polyether polyols and mixtures thereof; the polyurea system further comprising: 
 
 (d) a reaction product of an isocyanate functional prepolymer according to (b) and an amino-functional aspartic ester according to (a). 
 
     
     
         22 . The polyurea system according to  claim 21 , further comprising: (c) an organic filler having a DIN 53019 viscosity at 23° C. of 10 to 6000 mPas. 
     
     
         23 . The polyurea system according to  claim 21 , wherein (d) is a reaction product of an isocyanate functional prepolymer according to (b); an amino-functional aspartic ester according to (a); and (c) an organic filler having a DIN 53019 viscosity at 23° C. of 10 to 6000 mPas. 
     
     
         24 . The polyurea system according to  claim 22 , wherein (d) is a reaction product of an isocyanate functional prepolymer according to (b); an amino-functional aspartic ester according to (a); and (c) an organic filler having a DIN 53019 viscosity at 23° C. of 10 to 6000 mPas. 
     
     
         25 . The polyurea system according to  claim 21 , wherein the polyol component has a hydroxyl number of 30 to 140 mg KOH/g, an acid number of 0.05 to 10 mg KOH/g and a DIN 53019 shear viscosity at 23° C. of 200 to 8000 mPas. 
     
     
         26 . The polyurea system according to  claim 21 , wherein the polyol component comprises polyether polyols having a number average molecular weight of 100 to 2000 g/mol and having at least some of ether groups therein derived from ethylene oxide. 
     
     
         27 . The polyurea system according to  claim 21 , wherein the polyol component comprises ≤50% by weight of polyether polyols based on the polyol component. 
     
     
         28 . The polyurea system according to  claim 21 , wherein the polyol component has an ester group concentrations of 0.5 to 5.5 moles per kg. 
     
     
         29 . The polyurea system according to  claim 22 , wherein the organic filler comprises a hydroxy-functional polyether polyol compound. 
     
     
         30 . The polyurea system according to  claim 21 , further comprising: (c) an organic filler having a DIN 53019 viscosity at 23° C. of 10 to 6000 mPas; wherein the polyol component has a hydroxyl number of 30 to 140 mg KOH/g, an acid number of 0.05 to 10 mg KOH/g and a DIN 53019 shear viscosity at 23° C. of 200 to 8000 mPas; wherein the polyol component comprises ≤50% by weight of polyether polyols based on the polyol component; and wherein the organic filler comprises a hydroxyl-functional polyether polyol compound. 
     
     
         31 . A process for preparing a polyurea system, the process comprising:
 (i) providing (a) an amino-functional aspartic ester of the general formula (I)   
       
         
           
           
               
               
           
         
       
       wherein X represents an n-valent organic radical derived from a corresponding n-functional primary amine X(NH 2 ) n , R 1  and R 2  each independently represent an organic radical having no Zerevitinov active hydrogens and n represents an integer of at least 2;
 (ii) providing (b) an isocyanate functional prepolymer having a residual monomer content of less than 1% by weight, the prepolymer prepared by reacting:
 (b1) an aliphatic isocyante; and 
 (b2) a polyol component having a number average molecular weight of ≥400 g/mol and an average OH functionality of 2 to 6, wherein the polyol component comprises one or more constituents selected from the group consisting of polyester polyols, polyester-polyether polyols and mixtures thereof; and 
 
 (iv) mixing the (a) amino-functional aspartic ester and the (b) isocyanate functional prepolymer in a ratio of free or blocked amino groups to free NCO groups of 1:1; thus producing a polyurea system comprising the amino-functional aspartic ester of formula (I), the isocyanate functional prepolymer, and (d) a reaction product of an isocyanate functional prepolymer according to (b) and an amino-functional aspartic ester according to (a). 
 
     
     
         32 . The process according to  claim 31 , further comprising: (iii) providing (c) an organic filler having a DIN 53019 viscosity at 23° C. of 10 to 6000 mPas; and wherein the (c) organic filler is mixed with the (a) amino-functional aspartic ester and the (b) isocyanate functional prepolymer at a weight ratio of organic filler to amino-functional aspartic ester of 0:1 to 20:1. 
     
     
         33 . A polyurea system prepared according to the process of  claim 31 . 
     
     
         34 . A polyurea system prepared according to the process of  claim 32 . 
     
     
         35 . A method comprising:
 (i) providing cell tissue to be treated;   (ii) providing the polyurea system according to  claim 21 ; and   (iii) contacting the cell tissue to be treated with the polyurea system.   
     
     
         36 . A post operative adhesion barrier comprising the polyurea system according to  claim 21 . 
     
     
         37 . A film comprising the polyurea system according to  claim 21 .