Succinic acid semi-amides as anti-corrosives agents

Abstract

The invention relates to improved compositions based on lubricants and comprising succinic acid semi-amides and to the use of those lubricant compositions in improving the use properties of lubricants, such as hydraulic or metal-working fluids, greases, gear oils or engine oils.

1 . A composition comprising 
 a) At least one compound of formula                          Wherein 
 R 1  is a substituent selected from the group consisting of C 1 -C 22 alkyl, C 2 -C 22 alkyl substituted by hydroxy, C 2 -C 22 alkyl interrupted by —C(═O)—, —O—C(═O)— or by —NR a —C(═O)—, C 3 -C 22 alkyl interrupted by —O—, —S—, —NR a —, —C(═O)—O— or by C(═O)—NR a —, wherein R a  denotes hydrogen or C 1 -C 22 alkyl, phenyl, benzyl, 1- or 2-phenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylmethyl, cyclohexyl, cyclohexylmethyl and isobomyl;  
 R 2  and R 3  are hydrogen, or one of R 2  and R 3  is hydrogen and the other is methyl; and  
 X is carboxy or carboxylate and Y +  is a salt-forming cation suitable for lubricant compositions; or  
 X is derivatised carboxy selected from the group consisting of cyano, carboxy esterified by C 1 -C 22 alkyl, carboxy esterified by hydroxy-C 2 -C 22 alkyl, carboxy esterified by C 2 -C 22 alkyl interrupted by —C(═O)—, —C(═O)—O— or by —C(═O)—NR a —, carboxy esterified by C 3 -C 22 alkyl interrupted by —O—, —S—, —NR a —, —O—C(═O)— or by —NR a —(C═O)—, wherein R a  denotes hydrogen or C 1 -C 22 alkyl, carboxy esterified by phenyl, benzyl, 1- or 2-phenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylmethyl, cyclohexyl, cyclohexylmethyl, isobornyl, and carbamoyl of the partial formula  
                     Wherein R b  and R c  are each independently of the other hydrogen, C 1 -C 22 alkyl or 2-hydroxyethyl, or R b  and R c  together are C 2 -C 22 alkylene, C 2 -C 8 alkenylene, C 2 -C 8 alkadienylene or C 2 -C 8 alkylene, C 2 -C 8 alkenylene or C 2 -C 8 alkadienylene interrupted by —O— or by —NR a —, with R a  being as defined; and    Y +  is a hydrogen ion or is a salt-forming cation suitable for lubricant compositions; and    
   b) A base oil of lubricating viscosity.    
   
   
       2 . A composition according to  claim 1 , comprising 
 a) At least one compound (I), wherein 
 R 1  is a substituent selected from the group consisting of C 1 -C 2 alkyl, C 2 -C 22 alkyl substituted by hydroxy, C 2 -C 22 alkyl interrupted by —C(═O)—, —O—C(═O)— or by —NR a —C(═O)—, C 3 -C 22 alkyl interrupted by —O—, —S—, —NR a —, —C(═O)—O— or by —C(═O)—NR a —, wherein R a  denotes hydrogen or C 1 -C 22 alkyl, phenyl, benzyl, 1- or 2-phenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylmethyl, cyclohexyl, cyclohexylmethyl, and isobornyl;  
 R 2  and R 3  are hydrogen, or one of R 2  and R 3  is hydrogen and the other is methyl;  
 X is derivatised carboxy selected from the group consisting of cyano, carboxy esterified by C 1 -C 22 alkyl, carboxy esterified by hydroxy-C 2 -C 22 alkyl, carboxy esterified by C 2 -C 22 alkyl interrupted by —C(═O)—, —C(═O)—O— or by —C(═O)—NR a —, carboxy esterified by C 3 -C 22 alkyl interrupted by —O—, —S—, NR a —, —O—C(═O)— or by —NR a —(C═O)—, wherein R a  denotes hydrogen or C 1 -C 22 alkyl, carboxy esterified by phenyl, benzyl, 1- or 2-phenylethyl, 2-phenoxyethyl, furfuryl, 1-naphthyl, 1-naphthylmethyl, cyclohexyl, cyclohexylmethyl, isobornyl, and carbamoyl of the partial formula (A), wherein R b  and R c  are each independently of the other hydrogen, C 1 -C 22 alkyl, or 2-hydroxyethyl, or R b  and R c  together are C 2 -C 8 alkylene, C 2 -C 8 alkenylene, C 2 -C 8 alkadienylene or C 2 -C 8 alkylene, C 2 -C 8 alkenylene or C 2 -C 8 alkadienylene interrupted by —O— or by —NR a —, with R a  being as defined; and  
 Y +  is a hydrogen ion or is a salt-forming cation suitable for lubricant compositions; and  
   b) A base oil of lubricating viscosity.    
   
   
       3 . A composition according to  claim 1 , comprising 
 a) At least one compound (I), wherein 
 R 1  is a substituent selected from the group consisting of C 1 -C 22 alkyl, C 2 -C 22 alkyl Interrupted by —C(═O)— or by —O—C(═O)—, C 3 -C 22 alkyl interrupted by —O—, —S— or by —C(═O)—O—, phenyl and benzyl;  
 R 2  and R 3  are hydrogen;  
 X is derivatised carboxy selected from the group consisting of cyano, carboxy esterified by C 1 -C 22 alkyl, carboxy esterified by hydroxy-C 2 -C 22 alkyl, carboxy esterified by C 2 -C 22 alkyl interrupted by —C(═O)— or by —C(═O)—O—, carboxy esterified by C 3 -C 22 alkyl interrupted by —O—, —S— or by —O—C(═O)—, and carbamoyl of the partial formula (A) defined as heterocyclylcarbonyl; and  
 Y +  is a hydrogen ion, ammonium, (C 1 -C 4 alkyl) 1-4 ammonium or (2-hydroxyethyl) 1-4 ammonium; and  
   b) A base oil of lubricating viscosity.    
   
   
       4 . A composition according to  claim 1 , comprising 
 a) At least one compound (I), wherein 
 R 1  is a substituent selected from the group consisting of C 1 -C 2 alkyl, C 3 -C 22 alkyl interrupted by —O—, phenyl, and benzyl;  
 R 2  and R 3  are hydrogen;  
 X is derivatised carboxy selected from the group consisting of cyano, carboxy esterified by C 1 -C 22 alkyl, carboxy esterified by C 3 -C 22 alkyl interrupted by —O—, and carbamoyl of the partial formula (A) defined as piperidinocarbonyl, piperazinylcarbonyl or morpholinocarbonyl; and  
 Y +  is a hydrogen ion, ammonium, (C 1 -C 4 alkyl) 1-4 ammonium or (2-hydroxyethyl) 1-4 ammonium; and  
   b) A base oil of lubricating viscosity.    
   
   
       5 . A composition according to  claim 1 , comprising 
 a) At least one compound (I), wherein 
 R 1  is a substituent selected from the group consisting of C 1 -C 18 alkyl, C 3 -C 18 alkyl interrupted by —O—, phenyl and benzyl;  
 R 2  and R 3  are hydrogen;  
 X is carboxy and Y is ammonium, (C 1 -C 4 alkyl) 1-4 ammonium or (2-hydroxyethyl) 1-4 ammonium; or  
 X is carboxylate or derivatised carboxy selected from the group consisting of cyano, carboxy esterified by C 1 -C 18 alkyl, carboxy esterified by C 3 -C 18 alkyl interrupted by —O—, and morpholinocarbamoyl; and  
 Y is hydrogen, ammonium, (C 1 -C 4 alkyl) 1-4 ammonium or (2-hydroxyethyl) 1-4 ammonium; and  
   b) A base oil of lubricating viscosity.    
   
   
       6 . A composition according to  claim 1 , comprising 
 b) A base oil of lubricating viscosity which is used for hydraulic or metal-working fluids, greases, gear oils or engine oils.    
   
   
       7 . A concentrate comprising at least one compound (I) wherein R 1 , R 2 , R 3 , X and Y are as defined in  claim 1 .  
   
   
       8 . A method of improving the use properties of lubricants, which comprises adding to the lubricants at least one composition according to  claim 1.