US 3,930,866 AGranted

Silver halide color photographic materials containing 3-anilino-5-pyrazolone couplers

AssigneeFuji Photo Film Co., Ltd.

InventorsYasushi Oishi, Minoru Yamada, Hiroyuki Amano, Tokio Nishimura

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Abstract

A color photographic material having at least one silver halide emulsion layer containing a 3-anilino-5-pyrazolone type magenta dye forming coupler and a phenolic compound for improving the light fastness of the magenta dye formed by the coupling reaction of the magenta dye forming coupler with the oxidation product of a color developing agent in combination with a nucleus-substituted hydroquinone, in which the reduction of the coupling reactivity of the magenta dye forming coupler during the storage of the color photographic material caused by the presence of the phenolic compound is prevented efficiently.

Claims22

Dependent claims

A color photographic material comprising at least one silver halide emulsion layer containing a magenta dye forming coupler comprising a 3-anilino-5-pyrazolone type coupler having a hydrophobic ballast group on the aromatic nucleus of the anilino group contained in combination with a phenolic compound containing an ether bond at the 4-position and having the ability to improve the light fastness of the magenta dye image formed by the coupling reaction of said magenta dye forming coupler with the oxidation produce of an aromatic primary amine color developing agent and a nucleus-substituted hydroquinone, wherein said magenta dye forming coupler is represented by the general formula (I) ##SPC30##

wherein X represents an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an N-substituted amino group, an amido group, a halogen atom, a hydroxyl group, a cyano group, or a nitro group;
Y represents an aryl group or a heterocyclic group;
Z represents a hydrogen atom or a coupling releasable group which is releasable from the active carbon at the coupling position of said coupler when the coupler couples with the oxidation product of an aromatic primary amine color developing agent;
W represents a hydrophobic ballast group;
and V represents a hydrogen atom or a group as defined for X or W;
and wherein said phenolic compound is represented by the general formulae (III-a), (III-b) or (III-c):
##SPC31##
wherein R.sub.1 represents an alkyl group, an aryl group, an aralkyl group, or a terpenyl group;
and R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
##SPC32##
wherein R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
and A represents the non-metallic atoms necessary for forming a 5-membered ring or a 6-membered ring together with the ##EQU8## moiety;
or ##SPC33##
wherein R.sub.2 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom.

11 more elements

A color photographic material comprising a support having thereon at least one silver halide emulsion layer containing

a. A 3-anilino-5-pyrazolone type magenta dye forming coupler having a hydrophoblic ballast group on the aromatic nucleus of the anilino group,
b. a phenolic compound having an ether bond at the 4-position and having the ability to improve the light fastness of the magenta dye image formed by the coupling of said magenta dye forming coupler with the oxidation product of an aromatic primary amine color developing agent, and
c. a nucleus-substituted hydroquinone, wherein said magenta dye forming coupler is represented by the general formula ##SPC34##
wherein X represents an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an N-substituted amino group, an amido group a halogen atom, a hydroxyl group, a cyano group, or a nitro group;
Y represents an aryl group or a heterocyclic group;
Z represents a hydrogen atom or a coupling releasable group which is releasable from the active carbon at the coupling position of said coupler when the coupler couples with the oxidation product of an aromatic primary amino color developing agent;
W represents a hydrophobic ballast group;
and V represents a hydrogen atom or a group as defined for X or W;
wherein said phenolic compound is represented by the general formulae (III-a), (III-b) or (III-c):
##SPC35##
wherein R.sub.1 represents an alkyl group, an aryl group, an aralkyl group, or a terpenyl group;
and R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
##SPC36##
wherein R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
and A represents the non-metallic atoms necessary for forming a 5-membered ring or a 6-membered ring together with the ##EQU9## moiety;
or ##SPC37##
wherein R.sub.2 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom and wherein said nucleus-substituted hydroquinone is represented by the general formula (IV) ##SPC38##
wherein R.sub.5 represents an alkyl group, an aryl group, and alkoxy group, an aryloxy group, a carbamoyl group, a sulfamoyl group, an acyl group, an alkoxycarbonyl group, or an aryloxycarbonyl group;
Q represents a hydrogen atom or a halogen atom;
and n is an integer of 1 to 4.

17 more elements

Dependencies are inferred from the claim text.

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Abstract

wherein X represents an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an N-substituted amino group, an amido group, a halogen atom, a hydroxyl group, a cyano group, or a nitro group;
Y represents an aryl group or a heterocyclic group;
Z represents a hydrogen atom or a coupling releasable group which is releasable from the active carbon at the coupling position of said coupler when the coupler couples with the oxidation product of an aromatic primary amine color developing agent;
W represents a hydrophobic ballast group;
and V represents a hydrogen atom or a group as defined for X or W;
and wherein said phenolic compound is represented by the general formulae (III-a), (III-b) or (III-c):
##SPC31##
wherein R.sub.1 represents an alkyl group, an aryl group, an aralkyl group, or a terpenyl group;
and R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
##SPC32##
wherein R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom;
and A represents the non-metallic atoms necessary for forming a 5-membered ring or a 6-membered ring together with the ##EQU8## moiety;
or ##SPC33##
wherein R.sub.2 and R.sub.4, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkoxy group, an alkenyl group, an alkenoxy group, an acylamino group, or a halogen atom.

11 more elements