Benzotriazole Compositions

Abstract

The invention relates to novel (benzo)triazole compositions comprising mixtures of benzotriazoles and N-substituted benzotriazoles in functional liquids, e.g. mineral oil. The mixtures can be prepared from readily obtainable starting materials, such as tolutriazole (TTA), alkyl aldehydes and cycloalkanols. The invention furthermore relates to a process for protecting metals, which are in contact with functional liquids comprising the mixtures.

1 . A composition comprising
 A) A mixture consisting essentially of:
 a) A benzotriazole compound: 
   
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or C 1 -C 4 alkyl; 
           R 2  represents a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl and C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl; and 
           R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl, C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl, phenyl, phenyl-C 1 -C 4 alkyl, (C 1 -C 4 alkyl) 1-3 phenyl and (C 1 -C 4 alkyl) 1-3 phenyl-C 1 -C 4 alkyl; 
         
         b) A benzotriazole compound: 
       
     
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or C 1 -C 4 alkyl; and, optionally, 
         
         c) A triazole compound: 
       
     
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or C 1 -C 4 alkyl; 
           R 2  represents a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl and C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl; and 
           R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl, C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl, phenyl, phenyl-C 1 -C 4 alkyl, (C 1 -C 4 alkyl) 1-3 phenyl and (C 1 -C 4 alkyl) 1-3 phenyl-C 1 -C 4 alkyl; and 
         
       
       B) A functional fluid selected from the group consisting of lubricants, hydraulic agents, metal working fluids and coating agents. 
     
   
   
       2 . A composition comprising
 A) A mixture consisting essentially of
 a) A benzotriazole compound: 
   
     
       
         
         
             
             
         
       
       
         Wherein 
         R 1  represents hydrogen or methyl; 
         R 2  represents C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl; 
         R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 8 alkyl, C 5 -C 7 cycloalkyl and phenyl or an isomer of the compound (I′); and 
         b) A benzotriazole compound: 
       
     
     
       
         
         
             
             
         
       
       
         Wherein R 1  represents hydrogen or methyl; and 
       
       C) A functional fluid selected from the group consisting of lubricants, hydraulic agents, metal working fluids and coating agents. 
     
   
   
       3 . A composition according to  claim 1  comprising
 A) A mixture consisting essentially of
 a) A benzotriazole compound: 
   
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or methyl; 
           R 2  represents a C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl; and 
           R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 8 alkyl, C 5 -C 7 cycloalkyl and phenyl or an isomer of the compound (I′); 
         
         b) A benzotriazole compound: 
       
     
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or methyl; and 
         
         c) A triazole compound: 
       
     
     
       
         
         
             
             
         
       
       
         
           Wherein R 1  represents hydrogen or methyl; 
           R 2  represents a C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl; and 
           R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl and phenyl or an isomer of the compound (III′); and 
         
       
       B) A functional fluid selected from the group consisting of lubricants, hydraulic agents, metal working fluids and coating agents. 
     
   
   
       4 . A composition according to  claim 2  comprising
 A) A mixture consisting essentially of
 a) A benzotriazole compound (I′), wherein
 R 1  represents hydrogen or methyl; 
 R 2  represents C 5 -C 7 cycloalkyl; and 
 R 3  represents C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl or an isomer of the compound (I′); and 
 
 b) A benzotriazole compound (II), wherein
 R 1  represents hydrogen or methyl; and 
 
   B) A functional fluid selected from the group consisting of lubricants, hydraulic agents, metal working fluids and coating agents.   
   
   
       5 . A composition according to  claim 1  comprising
 A) A mixture consisting essentially of
 a) A benzotriazole compound (I′), wherein
 R 1  represents hydrogen or methyl; 
 R 2  represents C 5 -C 7 cycloalkyl; and 
 R 3  represents C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl or an isomer of the compound (I′); 
 
 b) A benzotriazole compound (II), wherein
 R 1  represents hydrogen or methyl; and 
 
 c) A triazole compound (III′), wherein
 R 1  represents hydrogen or methyl; 
 R 2  represents C 5 -C 7 cycloalkyl; and 
 R 3  represents C 1 -C 8 alkyl or C 5 -C 7 cycloalkyl or an isomer of the compound (I′); and 
 
   B) A functional fluid selected from the group consisting of lubricants, hydraulic agents, metal working fluids and coating agents.   
   
   
       6 . A composition according to  claim 1 , which comprises additional additives selected from the group consisting of metal deactivators, antioxidants, rust inhibitors, viscosity index improvers, pour-point depressants, dispersants, surfactants, extreme-pressure additives and antiwear additives. 
   
   
       7 . A mixture comprising
 a) A benzotriazole compound (I), wherein
 R 1  represents hydrogen or C 1 -C 4 alkyl; 
 R 2  represents a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl and C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl; and 
 R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl, C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl, phenyl, phenyl-C 1 -C 4 alkyl, (C 1 -C 4 alkyl) 1-3 phenyl and (C 1 -C 4 alkyl) 1-3 phenyl-C 1 -C 4 alkyl; 
   b) A benzotriazole compound (II), wherein
 R 1  represents hydrogen or C 1 -C 4 alkyl; and, optionally, 
   c) A triazole compound (III′), wherein
 R 1  represents hydrogen or C 1 -C 4 alkyl; 
 R 2  represents a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl and C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl; and 
 R 3  represents hydrogen or a substituent selected from the group consisting of C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, (C 1 -C 4 alkyl) 1-3 C 5 -C 7 cycloalkyl, C 5 -C 7 cycloalkyl-C 1 -C 4 alkyl, phenyl, phenyl-C 1 -C 4 alkyl, (C 1 -C 4 alkyl) 1-3 phenyl and (C 1 -C 4 alkyl) 1-3 phenyl-C 1 -C 4 alkyl. 
   
   
   
       8 . A method for improving the functional properties of lubricants, hydraulic or metal-working fluids or coating compositions, which comprises adding to a functional fluid the mixture according to  claim 7  and, optionally, further additives.