Photographic products and processes employing nondiffusible yellow azo metal complexed dye-releasing compounds and precursors thereof

Claim 2

In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a dye image-providing material, the improvement wherein said dye image-providing material is a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR22## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR23## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 3

The photographic element of claim 1 wherein said Me is either zinc(II), nickel(II), copper(II), cobalt(II), cobalt(III), platinum(II), palladium(II) or chromium(III).

Claim 4

The photographic element of claim 1 wherein said Me is nickel(II).

Claim 5

The photographic element of claim 1 wherein said Lig is selected from the group consisting of o-(2-aminoethylamino)phenol, o-(2-pyridylmethylamino)phenol, N-(2-aminoethyl)glycine, N-(2-pyridylmethylamino)glycine, N-(3-hydroxyl-2-pyridylmethylamino)glycine, 2-aminomethyl-1-methyl-4-imidazolecarboxylic acid, and tridentate dye moieties.

Claim 6

The photographic element of claim 1 wherein said Lig is a monomeric tridentate dye moiety such that the resulting nondiffusible compound has the following formula: ##STR24## wherein each X, Z, R, CAR, n, and Me is defined as in claim 1.

Claim 7

The photographic element of claim 1 wherein X represents the atoms necessary to complete a quinoline, quinoxaline or benzimidazole ring.

Claim 8

The photographic element of claim 1 wherein X represents the atoms necessary to complete a quinoline ring, Z is alkyl and R is CN.

Claim 9

The photographic element of claim 7 wherein a CAR is attached to the 5-position of the quinoline ring.

Claim 10

The photographic element of claim 1 wherein CAR is a group having the formula: (Ballast--Carrier--Link)-- wherein: (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition; (b) Carrier is an oxidizable acyclic, carbocyclic or heterocyclic moiety; and (c) Link represents a group which, upon oxidation of said carrier moiety, is capable of being hydrolytically cleaved to release said diffusible dye.

Claim 11

The photographic element of claim 9 wherein the carrier moiety contains atoms according to the following configuration: a(--C═C).sub.b -- wherein: b is a positive integer of 1 to 2; and a represents the radicals OH, SH, NH--, or hydrolyzable precursors thereof.

Claim 12

The photographic element of claim 1 wherein CAR is a group having the formula: ##STR25## wherein: (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition; (b) D is OR 1 or NHR 2 wherein R 1 is hydrogen or a hydrolyzable moiety and R 2 is hydrogen or a substituted or unsubstituted alkyl group of 1 to 22 carbon atoms; (c) Y represents the atoms necessary to complete a benzene nucleus, a naphthalene nucleus, or a 5 to 7 membered heterocyclic ring; and (d) j is a positive integer of 1 to 2 and is 2 when D is OR 1 or when R 2 is hydrogen or an alkyl group of less than 8 carbon atoms.

Claim 13

The photographic element of claim 11 wherein D is OH, j is 2 and Y is a naphthalene nucleus.

Claim 14

The photographic element of claim 1 wherein said diffusible yellow dye moiety or precursor thereof is released from said nondiffusible compound as an inverse function of said development of said silver halide emulsion layer under alkaline conditions.

Claim 15

The photographic element of claim 13 wherein said ballasted carrier moiety is a group having the formula: ##STR26## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition;

Claim 16

W 1 represents at least the atoms necessary to complete a benzene nucleus; and R 3 is an alkyl radical having 1 to about 4 carbon atoms.

Claim 17

W 1 represents at least the atoms necessary to complete a benzene nucleus; and R 3 is an alkyl radical having 1 to about 4 carbon atoms.

Claim 18

The photographic element of claim 13 wherein said ballasted carrier moiety is a group having the formula: ##STR27## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition; W 2 represents at least the atoms necessary to complete a quinone nucleus; r is a positive integer of 1 or 2; R 4 is an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms; and k is a positive integer of 1 to 2 and is 2 when R 4 is a radical of less than 8 carbon atoms.

Claim 19

The photographic element of claim 13 wherein said ballasted carrier moiety is a group having the formula: ##STR28## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition; W 1 represents at least the atoms necessary to complete a benzene nucleus; and R 3 is an alkyl radical having 1 to about 4 carbon atoms.

Claim 20

The photographic element of claim 13 wherein said ballasted carrier moiety is a group having the formula: ##STR29## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in said photographic element during development in an alkaline processing composition; W 1 represents at least the atoms necessary to complete a benzene nucleus; r is a positive integer of 1 or 2; R 4 is an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms; k is a positive integer of 1 to 2 and is 2 when R 4 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.

Claim 21

The photographic element of claim 1 wherein said nondiffusible compound comprises: ##STR30##

Claim 22

The photographic element of claim 1 wherein said nondiffusible compound comprises: ##STR31##

Claim 23

In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; and (ii) a dye image-receiving layer; the improvement wherein said dye image-providing material is a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR32## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR33## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 24

In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; and (ii) a dye image-receiving layer; the improvement wherein said dye image-providing material is a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR32## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR33## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 25

In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; (ii) a dye image-receiving layer; and (iii) an alkaline processing composition and means containing same for discharge within said assemblage; said assemblage containing a silver halide developing agent; the improvement wherein said dye image-providing material is a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR34## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR35## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 26

In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; (ii) a dye image-receiving layer; and (iii) an alkaline processing composition and means containing same for discharge within said assemblage; said assemblage containing a silver halide developing agent; the improvement wherein said dye image-providing material is a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR34## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR35## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 27

The photographic assemblage of claim 21 wherein said Me is either zinc(II), nickel(II), copper(II), cobalt(II), cobalt(III), platinum(II), palladium(II) or chromium(III).

Claim 28

The photographic assemblage of claim 21 wherein said Me is nickel(II).

Claim 29

The photographic assemblage of claim 21 wherein said Lig is selected from the group consisting of o-(2-aminoethylamino)phenol, o-(2-pyridylmethylamino)phenol, N-(2-aminoethyl)glycine, N-(2-pyridylmethylamino)glycine, N-(3-hydroxyl-2-pyridylmethylamino)glycine, 2-aminomethyl-1-methyl-4-imidazolecarboxylic acid, and tridentate dye moieties.

Claim 30

The photographic assemblage of claim 21 wherein said Lig is a monomeric tridentate dye moiety such that the resulting nondiffusible compound has the following formula: ##STR36## wherein each X, Z, R, CAR, n and Me is defined as in claim 21.

Claim 31

The photographic assemblage of claim 21 wherein X represents the atoms necessary to complete a quinoline, quinoxaline or benzimidazole ring.

Claim 32

The photographic assemblage of claim 21 wherein X represents the atoms necessary to complete a quinoline ring, Z is alkyl and R is CN.

Claim 33

The photographic assemblage of claim 27 wherein a CAR is attached to the 5-position of the quinoline ring.

Claim 34

The photographic assemblage of claim 21 wherein: (a) said dye image-receiving layer is located between said support and said silver halide emulsion layer; and (b) said assemblage also includes a transparent cover sheet over the layer outermost from said support.

Claim 35

The photographic assemblage of claim 29 wherein said cover sheet has thereon, in sequence, a neutralizing layer and a timing layer.

Claim 36

The photographic assemblage of claim 30 wherein said discharging means is a rupturable container containing said alkaline processing composition and an opacifying agent, said container being so positioned during processing of said assemblage that a compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and the layer outermost from said support.

Claim 37

The photographic assemblage of claim 21 wherein said support having thereon said photosensitive silver halide emulsion layer is opaque and said dye image-receiving layer is located on a separate transparent support superposed over the layer outermost from said opaque support.

Claim 38

The photographic assemblage of claim 32 wherein said transparent support has thereon, in sequence, a neutralizing layer, a timing layer and said dye image-receiving layer.

Claim 39

In an integral photographic assemblage comprising: (i) a photosensitive element comprising a transparent support having thereon the following layers in sequence: a dye image-receiving layer, an alkaline solution-permeable, light-reflective layer, an alkaline solution-permeable, opaque layer, a red-sensitive silver halide emulsion layer having a ballasted cyan dye releaser associated therewith, a green-sensitive silver halide emulsion layer having a ballasted magenta dye releaser associated therewith, and a blue-sensitive silver halide emulsion layer having a ballasted yellow dye releaser associated therewith; (ii) a transparent sheet superposed over said blue-sensitive silver halide emulsion layer and comprising a transparent support having thereon, in sequence, a neutralizing layer and a timing layer; and (iii) a rupturable container containing an alkaline processing composition and an opacifying agent which is so positioned during processing of said assemblage that compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein said ballasted yellow dye releaser has the formula: ##STR37## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR38## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 40

In an integral photographic assemblage comprising: (i) a photosensitive element comprising a transparent support having thereon the following layers in sequence: a dye image-receiving layer, an alkaline solution-permeable, light-reflective layer, an alkaline solution-permeable, opaque layer, a red-sensitive silver halide emulsion layer having a ballasted cyan dye releaser associated therewith, a green-sensitive silver halide emulsion layer having a ballasted magenta dye releaser associated therewith, and a blue-sensitive silver halide emulsion layer having a ballasted yellow dye releaser associated therewith; (ii) a transparent sheet superposed over said blue-sensitive silver halide emulsion layer and comprising a transparent support having thereon, in sequence, a neutralizing layer and a timing layer; and (iii) a rupturable container containing an alkaline processing composition and an opacifying agent which is so positioned during processing of said assemblage that compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein said ballasted yellow dye releaser has the formula: ##STR37## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR38## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion.

Claim 41

A process for producing a photographic transfer image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR39## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR40## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion, said process comprising: (i) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of each of the exposed silver halide emulsion layers; (ii) said dye-releasing compound then releasing said diffusible yellow dye or precursor thereof imagewise as a function of said development of each of said silver halide emulsion layers; and (iii) at least a portion of said imagewise distribution of said yellow dye or precursor thereof diffusing to a dye image-receiving layer to form a metal-complexed, yellow dye transfer image.

Claim 42

A process for producing a photographic transfer image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a nondiffusible compound having at least one releasable yellow dye moiety or precursor thereof, said compound having the formula: ##STR39## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring; (b) Z represents alkyl, substituted alkyl, aryl or substituted aryl; (c) R represents CN or J--L; (d) J represents a bivalent ##STR40## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring; (f) Z 1 represents the same groups as Z; (g) each CAR independently represents a ballasted carrier moiety capable of releasing said diffusible yellow dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions; (h) each n is 0 or 1, with the proviso that at least one n is 1; (i) Lig is a monoanionic tridentate ligand; and (j) Me is a polyvalent, hexacoordinate metal ion, said process comprising: (i) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of each of the exposed silver halide emulsion layers; (ii) said dye-releasing compound then releasing said diffusible yellow dye or precursor thereof imagewise as a function of said development of each of said silver halide emulsion layers; and (iii) at least a portion of said imagewise distribution of said yellow dye or precursor thereof diffusing to a dye image-receiving layer to form a metal-complexed, yellow dye transfer image.

Claim 43

The process of claim 35 wherein X represents the atoms necessary to complete a quinoline, quinoxaline or benzimidazole ring.

Claim 44

The process of claim 35 wherein X represents the atoms necessary to complete a quinoline ring, Z is alkyl and R is CN.

Claim 45

The process of claim 37 wherein CAR is attached to the 5-position of the quinoline ring.