Light-sensitive silver halide color photographic material

Claim 2

A light-sensitive silver halide color photographic material having at least one light-sensitive silver halide emulsion layer on a support, characterized in that said light-sensitive silver halide emulsion layer contains a cyan coupler represented by formula (I) shown below, and wherein at least one of said light-sensitive silver halide emulsion layer and a layer contiguous to said light-sensitive silver halide emulsion layer contains a timing DIR compound represented by the formula (II): ##STR46## wherein X represents a hydrogen atom or a group which is capable of being eliminated by a coupling reaction with an oxidized product of an aromatic primary amine color developing agent; R 1 is an aryl group; or a heterocyclic group; and R 2 is a ballast group necessary for imparting diffusion resistance to a cyan coupler represented by formula (I) and a cyan dye to be formed from said cyan coupler, ##STR47## wherein Cp represents a coupling component which is reactive with an oxidized product of an aromatic primary amine color developing agent, TIME represents a timing group which releases Z after the coupling reaction of Cp and Z represents a development inhibitor; and TIME is a group represented by the following formulae (IV), (V) or (VI): ##STR48## wherein B represents a group of atoms necessary for completion of a benzene ring or a naphthalene ring; Y represents --O--, --S--, or ##STR49## which is bonded to the active site of Cp; R 5 , R 6 and R 7 each represent a hydrogen atom, an alkyl group or an aryl group; and the group ##STR50## is substituted at an ortho position or a para position relative to Y and bonded to a hetero atom included in Z; ##STR51## wherein Y, R 5 and R 6 have the same meanings as defined in formula (IV); R 8 is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, an acyl group, a sulfone group, an alkoxycarbonyl group and a heterocyclic ring residue; and R 9 is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, a heterocyclic ring residue, an alkoxy group, an amino group, an acid amide group, a sulfonamide group, a carboxylic group, an alkoxycarbonyl group, a carbamoyl group and a cyano group, said timing group being bonded through Y to the active site of Cp through ##STR52## group to a hetero atom in Z; or ##STR53## wherein Nu is a nucleophilic group having an oxygen, sulfur or nitrogen atom enriched in electrons and bonded to the coupling position of Cp; E is an electrophilic group having a carbonyl group, a thiocarbonyl group, a phosphinyl group or a thiophosphinyl group and bonded to a hetero atom in Z; and A is a steric correlation between Nu and E, and wherein A is a bonding group which is subject to an intramolecular nucleophilic reaction accompanied with the formation of a three-membered ring to a seven-membered ring after Nu has been released from Cp and can release Z through said nucleophilic reaction.

Claim 3

A light-sensitive silver halide color photographic material having at least one light-sensitive silver halide emulsion layer on a support, characterized in that said light-sensitive silver halide emulsion layer contains a cyan coupler represented by formula (I) shown below, and wherein at least one of said light-sensitive silver halide emulsion layer and a layer contiguous to said light-sensitive silver halide emulsion layer contains a timing DIR compound represented by formula (II) shown below and a non-timing type DIR compound: ##STR54## wherein X represents a hydrogen atom or a group which is capable of being eliminated by a coupling reaction with an oxidized product of an aromatic primary amine color developing agent; R 1 is an aryl group, or a heterocyclic group; and R 2 is a ballast group necessary for imparting diffusion resistance to a cyan coupler represented by formula (I) and a cyan dye to be formed from said cyan coupler, ##STR55## wherein Cp represents a coupling component which is reactive with an oxidized product of an aromatic primary amine color developing agent, TIME represents a timing group which releases Z after the coupling reaction of Cp and Z represents a development inhibitor; and TIME is a group represented by the following formulae (IV), (V), or (VI): ##STR56## wherein B represents a group of atoms necessary for completion of a benzene ring or a naphthalene ring; Y represents --O--, --S--, or ##STR57## which is bonded to the active site of Cp; R 5 , R 6 and R 7 each represent a hydrogen atom, an alkyl group or an aryl group; and the group ##STR58## is substituted at an ortho position or a para position relative to Y and bonded to a hetero atom in Z; ##STR59## wherein Y, R 5 and R 6 have the same meanings as defined in the formula (IV); R 8 is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, an acyl group, a sulfone group, an alkoxycarbonyl group and a heterocyclic ring residue; and R g is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, a heterocyclic ring residue, an alkoxy group, an amino group, an acid amide group, a sulfonamide group, a carboxylic group, an alkoxycarbonyl group, a carbamoyl group and a cyano group, said timing group being bonded through Y to the active site of Cp and through ##STR60## group to a hetero atom in Z; or ##STR61## wherein Nu is a nucleophilic group having an oxygen, sulfur or nitrogen atom enriched in electrons and bonded to the coupling position of Cp; E is an electrophilic group having a carbonyl group, a thiocarbonyl group, a phosphinyl group or a thiophosphinyl group and bonded to a hetero atom in Z; and A is a steric correlation between Nu and E, and wherein A is a bonding group which is subject to an intramolecular nucleophilic reaction accompanied with formation of a three-membered ring to a seven-membered ring after Nu has been released from Cp and can release Z through said nucleophilic reaction.

Claim 4

A light-sensitive silver halide color photographic material having at least one light-sensitive silver halide emulsion layer on a support, characterized in that said light-sensitive silver halide emulsion layer contains a cyan coupler represented by formula (I) shown below, and wherein at least one of said light-sensitive silver halide emulsion layer and a layer contiguous to said light-sensitive silver halide emulsion layer contains a timing DIR compound represented by formula (II) shown below and a non-timing type DIR compound: ##STR54## wherein X represents a hydrogen atom or a group which is capable of being eliminated by a coupling reaction with an oxidized product of an aromatic primary amine color developing agent; R 1 is an aryl group, or a heterocyclic group; and R 2 is a ballast group necessary for imparting diffusion resistance to a cyan coupler represented by formula (I) and a cyan dye to be formed from said cyan coupler, ##STR55## wherein Cp represents a coupling component which is reactive with an oxidized product of an aromatic primary amine color developing agent, TIME represents a timing group which releases Z after the coupling reaction of Cp and Z represents a development inhibitor; and TIME is a group represented by the following formulae (IV), (V), or (VI): ##STR56## wherein B represents a group of atoms necessary for completion of a benzene ring or a naphthalene ring; Y represents --O--, --S--, or ##STR57## which is bonded to the active site of Cp; R 5 , R 6 and R 7 each represent a hydrogen atom, an alkyl group or an aryl group; and the group ##STR58## is substituted at an ortho position or a para position relative to Y and bonded to a hetero atom in Z; ##STR59## wherein Y, R 5 and R 6 have the same meanings as defined in the formula (IV); R 8 is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, an acyl group, a sulfone group, an alkoxycarbonyl group and a heterocyclic ring residue; and R g is selected from the group consisting of a hydrogen atom, an alkyl group, an aryl group, a heterocyclic ring residue, an alkoxy group, an amino group, an acid amide group, a sulfonamide group, a carboxylic group, an alkoxycarbonyl group, a carbamoyl group and a cyano group, said timing group being bonded through Y to the active site of Cp and through ##STR60## group to a hetero atom in Z; or ##STR61## wherein Nu is a nucleophilic group having an oxygen, sulfur or nitrogen atom enriched in electrons and bonded to the coupling position of Cp; E is an electrophilic group having a carbonyl group, a thiocarbonyl group, a phosphinyl group or a thiophosphinyl group and bonded to a hetero atom in Z; and A is a steric correlation between Nu and E, and wherein A is a bonding group which is subject to an intramolecular nucleophilic reaction accompanied with formation of a three-membered ring to a seven-membered ring after Nu has been released from Cp and can release Z through said nucleophilic reaction.