Microbiocidal properties of poly-substituted guanidinium salts

Abstract

This patent discloses the use of poly-substituted isothiouronium salts (T1 where R 1 , R 2 , R 3 , R 4 =hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, heteroaryl, etc. and X − =Cl − , Br − , NO 3 − , CH 3 CO 2 − , or any other common anion), poly-substituted guanidinium salts (G1 where R 1 , R 2 , R 3 , R 5 , R 6 =hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, heteroaryl, etc. and X − =Cl − , Br, NO 3 − , CH 3 CO 2 − , or any other common anion), or mixtures of two or more of the above compounds, as the biocidal component of microbiocidal or anti-fouling formulations.

We claim:  
     
         1 . A composition comprising a compound selected from the group consisting of compounds having a first formula  
       
         
           
           
               
               
           
         
       
       where R 4  and at least one of the other R 1 , R 2  or R 3  groups are selected independently from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, and heteroaryl other than phthalocyanine, the remaining R 1 , R 2  or R 3  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, and heteroaryl, and X −  is an anion; 
 compounds having a second formula  
                     
 where R 4  and at least one of the other R 1 , R 2  or R 3  groups are independently selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, and heteroaryl other than phthalocyanine, and the remaining R 1 , R 2  or R 3  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, and heteroaryl;  
 compounds having a third formula  
                     
 where R 1 , R 2 , R 3 , R 5 , and R 6  are selected such that at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, and X is an anion;  
 compounds having a fourth formula  
                     
 where R 1 , R 2 , R 3 , R 5 , and R 6  are selected such that at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl and the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl; and  
 mixtures thereof.  
 
     
     
         2 . The composition according to  claim 1  where X −  is selected from the group consisting of halide, nitrate, and acetate.  
     
     
         3 . The composition according to  claim 1  where the total number of carbon atoms in selected compounds is between about 8 and about 30.  
     
     
         4 . A compound selected from the group consisting of compounds having a first formula  
       
         
           
           
               
               
           
         
       
       where at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, and X −  is an anion; and 
 compounds having a second formula  
                     
 where at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl and the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl; and  
 mixtures thereof.  
 
     
     
         5 . The compound according to  claim 4  where X −  is selected from the group consisting of halide, nitrate, and acetate.  
     
     
         6 . The compound according to  claim 4  where the total number of carbon atoms in selected compounds is between about 8 and about 30.  
     
     
         7 . A composition comprising a compound selected from the group consisting of compounds having a first formula  
       
         
           
           
               
               
           
         
       
       where R 1 , R 2 , R 3 , R 5 , and R 6  are selected such that at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl, and X −  is an anion; 
 compounds having a second formula  
                     
 where R 1 , R 2 , R 3 , R 5 , and R 6  are selected such that at least two of the R 1 , R 2 , R 3 , R 5  or R 6  groups are selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl and the remaining R 1 , R 2 , R 3 , R 5  or R 6  groups are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, and heteroaryl; and  
 mixtures thereof.  
 
     
     
         8 . The compound according to  claim 7  where X −  is selected from the group consisting of halide, nitrate, and acetate.  
     
     
         9 . The compound according to  claim 7  where the total number of carbon atoms in selected compounds is between about 8 and about 30.