Antimicrobial polymeric compositions

Abstract

A compound having the formula: wherein n, y, R 1 and R 2 are defined herein, and others, methods of making of and using, and compositions made thereby which have an antimicrobial resistance effect are described.

1 . A compound having the formula: 
       
         
           
           
               
               
           
         
         wherein n is 0 to 1; 
         wherein y is an integer of 1-1000; and 
         wherein R 1  and R 2  are not identical and are each independently —OCH 2 CF 2 H, —OCH 2 CF 2 CF 2 H, —OCH 2 CF 2 CF 2 CF 2 H, —Br, —(OC 2 H 4 ) x —O—CH 3 , wherein x is 0-11, alkoxy, fluoroalkoxy, alkoxycycloalkyl, or a group having one of the following formulas: 
       
       
         
           
           
               
               
           
         
         wherein a is 5-15; 
         wherein b is 0-5 
         wherein X is Cl, Br, I, OH, or NO 3 ; and 
         wherein A is —CO 2  or —SO 3 . 
       
     
     
         2 . The compound of  claim 1 , having one of the following formulas: 
       
         
           
           
               
               
           
         
       
     
     
         3 . A polymer, comprising a polymerization product of:
 (A) the compound of  claim 1 ;   (B) one or more of an isocyanate, diisocyanate, or combination thereof;   (C) optionally, a diol or diamine chain extender; and   (D) optionally, a diol selected from the group polydimethylsiloxane diol, polytetramethylene oxide diol, polypropylene oxide diol, polyethylene oxide diol, polybutadiene diol, polyisobutylene diol, perfluorinated diol or a combination of two or more thereof.   
     
     
         4 . A method, comprising:
 reacting the compound of  claim 1  with one or more isocyanates having the formula:   
       
         
           
           
               
               
           
         
         to produce a compound having the formula: 
       
       formula: 
       
         
           
           
               
               
           
         
         wherein n is 0 to 1; 
         wherein y is an integer of 1-1000; and 
         wherein R 1  and R 2  are not identical and are each independently —OCH 2 CF 2 H, —OCH 2 CF 2 CF 2 H, —OCH 2 CF 2 CF 2 CF 2 H, —Br, —(OC 2 H 4 ) x —O—CH 3 , wherein x is 0-11, alkoxy, fluoroalkoxy, alkoxycycloalkyl, or a group having one of the following formulas: 
       
       
         
           
           
               
               
           
         
         wherein a is 5-15; 
         wherein b is 0-5 
         wherein X is Cl, Br, I, OH, or NO 3 ; and 
         wherein A is —CO 2  or —SO 3 . 
       
     
     
         5 - 31 . (canceled)