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US4142891A Expired / Lapsed US ⏱️ 0.0 years remaining

Photographic products and processes employing nondiffusible azo dye-releasing compounds

Assignee: Eastman Kodak Co
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Filing: 1977-08-05
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Granted: 1979-03-06
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Expires: 1997-08-05
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Abstract

Abstract Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable azo dye moiety such as an arylazo-pyrazolotriazole or arylazo-pyridinol. The compound contains: (a) a nitrogen atom in a metal chelating location in at least one of the rings attached to the azo group; (b) in the ortho position of the arylazo moiety a metal chelating group (or a salt thereof or a hydrolyzable precursor thereof), and (c) a ballasted carrier moiety which is capable of releasing the diffusible azo dye under alkaline conditions. The dye is transferred imagewise to an image-receiving layer where it is contacted with metal ions to form a metal-complexed azo dye transfer image of excellent stability.

Inventors

  • 👤 Brian D. Baigrie
  • 👤 Joseph Bailey
  • 👤 Linda G. Johnston
  • 👤 Miroslav V. Mijovic

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 17:01
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10

Claims Analysis

Total Claims: 74
Claim 1
Independent Claim 180 words
A 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 a releasable azo dye moiety, said compound having the following formula: ##STR27## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 2
Dependent Claim 180 words
A 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 a releasable azo dye moiety, said compound having the following formula: ##STR27## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 3
Dependent Claim 23 words
The photographic element of claim 1 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyrazolotriazole nucleus.
Claim 4
Dependent Claim 23 words
The photographic element of claim 1 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyridinol nucleus.
Claim 5
Dependent Claim 89 words
The photographic element of claim 1 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms, or a group which together with ##STR28## is said ballasted carrier moiety, said ballasted carrier moiety being attached to said Z nucleus through the oxygen of said ##STR29## group.
Claim 6
Dependent Claim 84 words
The photographic element of claim 1 wherein said ballasted carrier moiety 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 azo dye.
Claim 7
Dependent Claim 42 words
The photographic element of claim 5 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 8
Dependent Claim 334 words
The photographic element of claim 1 wherein said ballasted carrier moiety is a group having the formula: ##STR30## 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L n '--R p 5 -- where each R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 or 2.
Claim 9
Dependent Claim 22 words
The photographic element of claim 7 wherein D is OH, j is 2, Y is a naphthalene nucleus, and G is OH.
Claim 10
Dependent Claim 29 words
The photographic element of claim 1 wherein said diffusible azo dye is released as an inverse function of said development of said silver halide emulsion layer under alkaline conditions.
Claim 11
Dependent Claim 119 words
The photographic element of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR31## 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 quinone nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms.
Claim 12
Dependent Claim 75 words
The photographic element of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR32## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 13
Dependent Claim 75 words
The photographic element of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR33## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 14
Dependent Claim 127 words
The photographic element of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR34## 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 benzene nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.
Claim 15
Dependent Claim 85 words
A 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 a releasable 7 arylazo-pyrazolotriazole dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible arylazo-pyrazolotriazole dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 16
Dependent Claim 85 words
A 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 a releasable 7 arylazo-pyrazolotriazole dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible arylazo-pyrazolotriazole dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 17
Dependent Claim 82 words
The photographic element of claim 14 wherein said compound has the formula: ##STR35## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; or a group which together with ##STR36## is CAR, said CAR group being attached to the phenyl group through the oxygen of said ##STR37## CAR represents said ballasted carrier moiety; and s is 1 to 2 except when G is a group which together with ##STR38## is CAR, in which case s is 0.
Claim 18
Dependent Claim 61 words
The photographic element of claim 15 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; or a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms.
Claim 19
Dependent Claim 81 words
The photographic element of claim 15 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 arylazo-pyrazolotriazole dye.
Claim 20
Dependent Claim 42 words
The photographic element of claim 17 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 21
Dependent Claim 331 words
The photographic element of claim 15 wherein CAR is a group having the formula: ##STR39## 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L n '--R p 5 -- where each R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 or 2.
Claim 22
Dependent Claim 22 words
The photographic element of claim 19 wherein D is OH, j is 2, Y is a naphthalene nucleus, and G is OH.
Claim 23
Dependent Claim 29 words
The photographic element of claim 15 wherein said diffusible arylazo-pyrazolotriazole dye is released as an inverse function of said development of said silver halide emulsion layer under alkaline conditions.
Claim 24
Dependent Claim 117 words
The photographic element of claim 21 wherein said CAR is a group having the formula: ##STR40## 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 quinone nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms.
Claim 25
Dependent Claim 73 words
The photographic element of claim 21 wherein said CAR is a group having the formula: ##STR41## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 26
Dependent Claim 73 words
The photographic element of claim 21 wherein said CAR is a group having the formula: ##STR42## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 27
Dependent Claim 125 words
The photographic element of claim 21 wherein said CAR is a group having the formula: ##STR43## 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 benzene nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.
Claim 28
Dependent Claim 12 words
The photographic element of claim 14 wherein said dye-releasing compound is: ##STR44##
Claim 29
Dependent Claim 84 words
A 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 a releasable 6-arylazo-3-pyridinol dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible 6-arylazo-3-pyridinol dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 30
Dependent Claim 84 words
A 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 a releasable 6-arylazo-3-pyridinol dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible 6-arylazo-3-pyridinol dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 31
Dependent Claim 44 words
The photographic element of claim 27 wherein said compound has the formula: ##STR45## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; Car represents said ballasted carrier moiety; and t is a positive integer of 1 to 2.
Claim 32
Dependent Claim 42 words
The photographic element of claim 28 wherein the phenyl group is substituted with a nitro group para to the azo linkage, said CAR is attached to the pyridine ring, and the pyridine ring is substituted in the 2-position with an amino group.
Claim 33
Dependent Claim 61 words
The photographic element of claim 28 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; or a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms.
Claim 34
Dependent Claim 82 words
The photographic element of claim 28 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 6-arylazo-3-pyridinol dye.
Claim 35
Dependent Claim 42 words
The photographic element of claim 31 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 36
Dependent Claim 331 words
The photographic element of claim 28 wherein CAR is a group having the formula: ##STR46## 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L' n --R p 5 -- where each R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 or 2.
Claim 37
Dependent Claim 55 words
The photographic element of claim 33 wherein D is OH, j is 2, Y is a naphthalene nucleus, G is OH, CAR is attached to the pyridine ring, the phenyl group is substituted with a nitro group para to the azo linkage, and the pyridine ring is substituted in the 2-position with an amino group.
Claim 38
Dependent Claim 29 words
The photographic element of claim 28 wherein said diffusible 6-arylazo-3-pyridinol dye is released as an inverse function of said development of said silver halide emulsion layer under alkaline conditions.
Claim 39
Dependent Claim 117 words
The photographic element of claim 35 wherein said CAR is a group having the formula: ##STR47## 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 quinone nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms.
Claim 40
Dependent Claim 73 words
The photographic element of claim 35 wherein said CAR is a group having the formula: ##STR48## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 41
Dependent Claim 73 words
The photographic element of claim 35 wherein said CAR is a group having the formula: ##STR49## 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 benzene nucleus; and R 7 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 42
Dependent Claim 125 words
The photographic element of claim 35 wherein said CAR is a group having the formula: ##STR50## 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 benzene nucleus; r is a positive integer of 1 or 2; R 6 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 6 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.
Claim 43
Dependent Claim 12 words
The photographic element of claim 27 wherein said dye-releasing compound is: ##STR51##
Claim 44
Dependent Claim 12 words
The photographic element of claim 27 wherein said dye-releasing compound is: ##STR52##
Claim 45
Dependent Claim 218 words
In a photographic assemblage comprising: (a) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means for discharging same within said assemblage; said assemblage containing a silver halide developing agent, the improvement wherein said dye image-providing material is a nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR53## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 46
Dependent Claim 218 words
In a photographic assemblage comprising: (a) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means for discharging same within said assemblage; said assemblage containing a silver halide developing agent, the improvement wherein said dye image-providing material is a nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR53## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 47
Dependent Claim 23 words
The photographic assemblage of claim 42 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyrazolotriazole nucleus.
Claim 48
Dependent Claim 23 words
The photographic assemblage of claim 42 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyridinol nucleus.
Claim 49
Dependent Claim 89 words
The photographic assemblage of claim 42 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms, or a group which together with ##STR54## is said ballasted carrier moiety, said ballasted carrier moiety being attached to said Z nucleus through the oxygen of said ##STR55## group.
Claim 50
Dependent Claim 84 words
The photographic assemblage of claim 42 wherein said ballasted carrier moiety 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 assemblage 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 51
Dependent Claim 42 words
The photographic assemblage of claim 46 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 52
Dependent Claim 19 words
The photographic assemblage of claim 42 wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 53
Dependent Claim 40 words
The photographic assemblage of claim 48 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 54
Dependent Claim 21 words
The photographic assemblage of claim 49 wherein said cover sheet has thereon, in sequence, a neutralizing layer and a timing layer.
Claim 55
Dependent Claim 60 words
The photographic assemblage of claim 50 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 56
Dependent Claim 40 words
The photographic assemblage of claim 48 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 57
Dependent Claim 25 words
The photographic assemblage of claim 52 wherein said transparent support has thereon, in sequence, a neutralizing layer, a timing layer, and said dye image-receiving layer.
Claim 58
Dependent Claim 75 words
The photographic assemblage of claim 48 wherein said dye image-providing material is a nondiffusible compound having a releasable 7 arylazo-pyrazolotriazole dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible arylazo-pyrazolotriazole dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 59
Dependent Claim 82 words
The photographic assemblage of claim 54 wherein said compound has the formula: ##STR56## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; or a group which together with ##STR57## is CAR, said CAR group being attached to the phenyl group through the oxygen of said ##STR58## CAR represents said ballasted carrier moiety; and s is 1 to 2 except when G is a group which together with ##STR59## is CAR, in which case s is 0.
Claim 60
Dependent Claim 74 words
The photographic assemblage of claim 48 wherein said dye image-providing material is a nondiffusible compound having a releasable 6-arylazo-3-pyridinol dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a ballasted carrier moiety which is capable of releasing said diffusible 6-arylazo-3-pyridinol dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 61
Dependent Claim 44 words
The photographic assemblage of claim 56 wherein said compound has the formula: ##STR60## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; Car represents said ballasted carrier moiety; and t is a positive integer of 1 to 2.
Claim 62
Dependent Claim 42 words
The photographic assemblage of claim 57 wherein the phenyl group is substituted with a nitro group para to the azo linkage, said CAR is attached to the pyridine ring, and the pyridine ring is substituted in the 2-position with an amino group.
Claim 63
Dependent Claim 333 words
In an integral photographic assemblage comprising: (a) 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; (b) 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 (c) a rupturable container containing an alkaline processing composition and an opacifying agent which is 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 said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein one of said ballasted dye releasers is a nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR61## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring having of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 64
Dependent Claim 333 words
In an integral photographic assemblage comprising: (a) 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; (b) 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 (c) a rupturable container containing an alkaline processing composition and an opacifying agent which is 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 said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein one of said ballasted dye releasers is a nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR61## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring having of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions.
Claim 65
Dependent Claim 19 words
The photographic assemblage of claim 59 wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 66
Dependent Claim 291 words
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 a releasable azo dye moiety, said compound having the following formula: ##STR62## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions, said process comprising: (1) 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; (2) said dye-releasing compound then releasing said diffusible azo dye imagewise as a function of said development of each of said silver halide emulsion layers; (3) at least a portion of said imagewise distribution of said azo dye diffusing to a dye image-receiving layer; and (4) contacting said imagewise distribution of said azo dye with metal ions, thereby forming a metal-complexed, azo dye transfer image.
Claim 67
Dependent Claim 291 words
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 a releasable azo dye moiety, said compound having the following formula: ##STR62## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions, said process comprising: (1) 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; (2) said dye-releasing compound then releasing said diffusible azo dye imagewise as a function of said development of each of said silver halide emulsion layers; (3) at least a portion of said imagewise distribution of said azo dye diffusing to a dye image-receiving layer; and (4) contacting said imagewise distribution of said azo dye with metal ions, thereby forming a metal-complexed, azo dye transfer image.
Claim 68
Dependent Claim 81 words
The process of claim 61 wherein said compound has the formula: ##STR63## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; or a group which together with ##STR64## is CAR, said CAR group being attached to the phenyl group through the oxygen of said ##STR65## CAR represents said ballasted carrier moiety; and s is 1 to 2 except when G is a group which together with ##STR66## is CAR, in which case s is 0.
Claim 69
Dependent Claim 43 words
The process of claim 61 wherein said compound has the formula: ##STR67## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; Car represents said ballasted carrier moiety; and t is a positive integer of 1 to 2.
Claim 70
Dependent Claim 41 words
The process of claim 63 wherein the phenyl group is substituted with a nitro group para to the azo linkage, said CAR is attached to the pyridine ring, and the pyridine ring is substituted in the 2-position with an amino group.
Claim 71
Dependent Claim 643 words
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 a releasable azo dye moiety, said compound having the following formula: ##STR68## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (A) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (B) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions, said ballasted carrier moiety being a group having the formula: ##STR69## 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L' n --R 5 p -- where such R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 or 2, said process comprising: (1) 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, thereby oxidizing said developing agent; (2) said oxidized developing agent thereby cross-oxidizing said dye-releasing compound; (3) said cross-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis to release said diffusible azo dye imagewise as a function of said imagewise exposure of each of said silver halide emulsion layers; (4) at least a portion of said imagewise distribution of said azo dye diffusing to a dye image-receiving layer; and (5) contacting said imagewise distribution of said azo dye with metal ions, thereby forming a metal-complexed, azo dye transfer image.
Claim 72
Dependent Claim 643 words
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 a releasable azo dye moiety, said compound having the following formula: ##STR68## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (A) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (B) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a ballasted carrier moiety capable of releasing said diffusible azo dye as a function of development of said silver halide emulsion layer under alkaline conditions, said ballasted carrier moiety being a group having the formula: ##STR69## 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L' n --R 5 p -- where such R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 or 2, said process comprising: (1) 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, thereby oxidizing said developing agent; (2) said oxidized developing agent thereby cross-oxidizing said dye-releasing compound; (3) said cross-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis to release said diffusible azo dye imagewise as a function of said imagewise exposure of each of said silver halide emulsion layers; (4) at least a portion of said imagewise distribution of said azo dye diffusing to a dye image-receiving layer; and (5) contacting said imagewise distribution of said azo dye with metal ions, thereby forming a metal-complexed, azo dye transfer image.
Claim 73
Dependent Claim 81 words
The process of claim 65 wherein said compound has the formula: ##STR70## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; or a group which together with ##STR71## is CAR, said CAR group being attached to the phenyl group through the oxygen of said ##STR72## CAR represents said ballasted carrier moiety; and s is 1 to 2 except when G is a group which together with ##STR73## is CAR, in which case s is 0.
Claim 74
Dependent Claim 43 words
The process of claim 65 wherein said compound has the formula: ##STR74## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; Car represents said ballasted carrier moiety; and t is a positive integer of 1 to 2.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-03-05 1982-09-04 1983-03-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-03-05 1986-09-04 1987-03-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-03-05 1990-09-04 1991-03-06 $7700.00 Window Closed / Lapsed

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