Dye-forming coupler, silver halide photographic light-sensitive material, and azomethine dye compound

Abstract

A dye-forming coupler of formula (I), a silver halide photographic light-sensitive material containing the coupler, and an azomethine dye compound derived from the coupler: wherein Q is a residue that forms, together with the —N—C═N— moiety, a nitrogen-containing 6-membered ring; R A is a certain alkyl group having at least 7 carbon atoms, or -L-R 1 ; X is an aryl group; Y is a hydrogen atom, or a group capable of being split-off upon a coupling reaction; wherein, when R A is -L-R 1 , L is a divalent linking group, and R 1 is a substituent; and -L-R 1 does not represent an alkyl, alkenyl, alkynyl, or aryl group, and -L-R 1 does not represent a heterocyclic group that bonds, with a carbon atom therein, to the nitrogen atom of the nitrogen-containing 6-membered ring formed by Q and the —N—C═N— moiety.

1 . An azomethine dye compound represented by formula (II): 
       
         
           
           
               
               
           
         
         wherein Q represents a residue that forms, together with the —N—C═N— moiety, a nitrogen-containing 6-membered ring; R A  represents an alkyl group having at least 7 carbon atoms, which may be substituted with another substituent, or an -L-R 1  group; X represents an aryl group; R 5  and R 6  each independently represent a hydrogen atom or a substituent; or R 5  and R 6  may bond with each other to form a ring; R 7  represents a hydrogen atom or a substituent; n represents 0 (zero) or an integer of 1 to 4; with the proviso that R 7s  may be the same or different, or R 7s  may bond with each other to form a condensed ring, when n is 2 to 4; or R 7  may bond with R 5  or R 6  to form a condensed ring, when n is 1 or more; 
       
       wherein,
 when R A  represents an -L-R 1  group, L represents a divalent linking group, and R 1  represents a substituent; and the 
 -L-R 1 , group does not represent an alkyl group, an alkenyl group, an alkynyl group, or an aryl group, and the -L-R 1  group does not represent a heterocyclic group that bonds, with a carbon atom therein, to the nitrogen atom of the nitrogen-containing 6-membered ring that is formed with Q and the —N—C═N— moiety. 
 
     
     
         2 . The azomethine dye compound as claimed in  claim 1 , wherein the azomethine dye compound represented by formula (II) is an azomethine dye compound represented by formula (IIA): 
       
         
           
           
               
               
           
         
       
       wherein Q represents a residue that forms, together with the —N—C═N— moiety, a nitrogen-containing 6-membered ring; L represents a divalent linking group; R 1  represents a substituent; X represents an aryl group; R 5  and R 6  each independently represent a hydrogen atom or a substituent; or R 5  and R 6  may bond with each other to form a ring; R 7  represents a hydrogen atom or a substituent; n represents 0 (zero) or an integer of 1 to 4; with the proviso that R 7s  may be the same or different, or R 7s  may bond with each other to form a condensed ring, when n is 2 to 4; or R 7  may bond with R 5  or R 6  to form a condensed ring, when n is 1 or more; and the -L-R 1  group does not represent an alkyl group, an alkenyl group, an alkynyl group, or an aryl group, and the -L-R 1  group does not represent a heterocyclic group that bonds, with a carbon atom therein, to the nitrogen atom of the nitrogen-containing 6-membered ring that is formed with Q and the —N—C═N— moiety. 
     
     
         3 . The azomethine dye compound as claimed in  claim 2 , wherein, in the azomethine dye compound represented by formula (IIA), Q is a residue that forms, together with the —N—C═N— moiety, a 4-pyrimidone ring. 
     
     
         4 . The azomethine dye compound as claimed in  claim 1 , wherein the azomethine dye compound represented by formula (II) is an azomethine dye compound represented by formula (IIB): 
       
         
           
           
               
               
           
         
       
       wherein Q represents a residue that forms, together with the —N—C═N— moiety, a nitrogen-containing 6-membered ring; R 11  represents an alkyl group having at least 7 carbon atoms, which may be substituted with another substituent; X represents an aryl group; R 5  and R 6  each independently represent a hydrogen atom or a substituent; or R 5  and R 6  may bond with each other to form a ring; R 7  represents a hydrogen atom or a substituent; n represents 0 (zero) or an integer of 1 to 4; with the proviso that R 7s  may be the same or different, or R 7s  may bond with each other to form a condensed ring, when n is 2 to 4; or R 7  may bond with R 5  or R 6  to form a condensed ring, when n is 1 or more. 
     
     
         5 . The azomethine dye compound as claimed in  claim 4 , wherein, in the azomethine dye compound represented by formula (IIB), Q is a residue that forms, together with the —N—C═N— moiety, a 4-pyrimidone ring. 
     
     
         6 . The azomethine dye compound as claimed in claim  4 , wherein, in the azomethine dye compound represented by formula (IIB), R 11  represents a straight-chain alkyl group having at least 7 carbon atoms.