Magenta toner containing compound having azo skeleton

Abstract

A toner comprising toner particles, each of which contains a binder resin, a compound in which a polymer portion is bound to an azo skeleton structure, and a magenta pigment.

What is claimed is: 
     
         1 . A magenta toner comprising toner particles, each of which contains
 a binder resin;   a compound and   a magenta pigment   the compound has a structure, a polymer portion of which has a monomer unit represented by formula (2) and is bound to a structure represented by formula (5);   
       
         
           
           
               
               
           
         
       
       where, in formula (5), 
       each R 1  independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a trifluoromethyl group, a cyano group, or a hydroxyl group; R 9  and R 10  each independently represent an alkyl group, a phenyl group, an OR 4  group, or an NR 5 R 6  group; R 4  to R 6  independently represent a hydrogen atom, an alkyl group, a phenyl group, or an aralkyl group; 
       R 26  to R 30  independently represent a hydrogen atom, a COOR 21  group, a CONR 22 R 23  group, a NHCOR 24  group, or an OR 25  group; 
       R 21  to R 25  independently represent a hydrogen atom, an alkyl group, an aryl group, or an aralkyl group; 
       l represents 4; and 
       L represents a divalent linking group that binds to the polymer portion, 
       
         
           
           
               
               
           
         
       
       where, in formula (2), 
       R 7  represents a hydrogen atom or an alkyl group; and 
       R 8  represents a phenyl group, a carboxyl group, a carboxylic acid ester group, or a carboxylic acid amide group. 
     
     
         2 . The magenta toner according to  claim 1 , where at least one of R 26  to R 30  in formula (5) represents a COOR 21  group or a CONR 22 R 23  group; R 21  to R 23  independently represent a hydrogen atom, an alkyl group, an aryl group, or an aralkyl group; and R 1  represents a hydrogen atom. 
     
     
         3 . The magenta toner according to  claim 1 , wherein the structure represented by formula (5) is a structure represented by formula (7) below 
       
         
           
           
               
               
           
         
         where, in formula (7), 
         each R 1  independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a trifluoromethyl group, a cyano group, or a hydroxyl group; 
         each R 9  independently represents an alkyl group, a phenyl group, an OR 4  group, or an NR 5 R 6  group; R 4  to R 6  each independently represent a hydrogen atom, an alkyl group, a phenyl group, or an aralkyl group; 
         p represents an integer of 2 or 3; 
         q represents an integer of 3 or 4; 
         p+q=6; and 
         L represents a divalent linking group that binds to the polymer portion. 
       
     
     
         4 . The magenta toner according to  claim 3 , where R 1  in formula (7) represents a hydrogen atom and q represents 3 or 4. 
     
     
         5 . The magenta toner according to  claim 1 , wherein the magenta pigment is a pigment represented by formula (8): 
       
         
           
           
               
               
           
         
       
       where, in formula (8), R 31  to R 38  independently represent a hydrogen atom, a chlorine atom, or a methyl group. 
     
     
         6 . The magenta toner according to  claim 1 , wherein the magenta pigment is a pigment represented by formula (9): 
       
         
           
           
               
               
           
         
       
       where, in formula (9), R 39  to R 44  independently represent a hydrogen atom, a chlorine atom, a tert-butyl group, a cyano group, or a phenyl group. 
     
     
         7 . The magenta toner according to  claim 1 , wherein the toner particles are prepared by a suspension polymerization method or a suspension granulation method.