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US4426326A
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Nondiffusible metal-complexed azo dye-releasing compounds
Assignee: Eastman Kodak Co
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Filing: 1982-06-28
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Granted: 1984-01-17
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Expires: 2002-06-28
Abstract
Abstract Nondiffusible compounds having a releasable azo dye moiety have the formula: ##STR1## wherein: (a) each Z and Z 1 completes an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; (b) G is a metal chelating group; (c) each CAR is a ballasted carrier moiety; (d) Me is a polyvalent, hexacoordinate metal ion; and (e) each n is 0 or 1, with the proviso that at least one n is 1. These compounds are useful as dye-releasers in photographic elements.
Inventors
- 👤 Joseph Bailey
- 👤 David Clarke
- 👤 Linda G. Johnston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 04:19
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
173 words
A nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR32## wherein: (a) each Z independently represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; (b) each Z' independently represents 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 (i) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (ii) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; (c) G is a metal chelating group; (d) each CAR independently represents a ballasted carrier moiety which will release said diffusible azo dye under alkaline conditions; (e) Me is a polyvalent, hexacoordinate metal ion; and (f) each n is 0 or 1, with the proviso that at least one n is 1.
Claim 2
Dependent Claim
173 words
A nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR32## wherein: (a) each Z independently represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; (b) each Z' independently represents 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 (i) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (ii) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site; (c) G is a metal chelating group; (d) each CAR independently represents a ballasted carrier moiety which will release said diffusible azo dye under alkaline conditions; (e) Me is a polyvalent, hexacoordinate metal ion; and (f) each n is 0 or 1, with the proviso that at least one n is 1.
Claim 3
Dependent Claim
24 words
The compound of claim 1 wherein each Z represents the atoms necessary to complete a naphthyl nucleus and each Z' represents a pyridine nucleus.
Claim 4
Dependent Claim
21 words
The compound of claim 1 wherein each Z and each Z' independently represents the atoms necessary to complete a pyrazole nucleus.
Claim 5
Dependent Claim
20 words
The compound of claim 1 wherein G is amino, alkylthio or the conjugate base of hydroxy, carboxy, sulfonamido or sulfamoyl.
Claim 6
Dependent Claim
30 words
The compound of claim 1 wherein said polyvalent, hexacoordinate metal ion is either copper (II), zinc (II), platinum (II), palladium (II), cobalt (II), cobalt (III), chromium (III), or nickel (II).
Claim 7
Dependent Claim
14 words
The compound of claim 1 wherein said polyvalent, hexacoordinate metal ion is nickel (II).
Claim 8
Dependent Claim
80 words
The compound of claim 1 wherein said 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 a 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 9
Dependent Claim
40 words
The compound of claim 7 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 10
Dependent Claim
136 words
The compound of claim 1 wherein said CAR is a group having the formula: ##STR33## wherein: (a) Ballast is organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a 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 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 alklyl group of less than 8 carbon atoms.
Claim 11
Dependent Claim
18 words
The compound of claim 9 wherein D is OH, J is 2 and Y is a naphthalene nucleus.
Claim 12
Dependent Claim
30 words
The compound of claim 1 wherein said CAR will release said diffusible azo dye moiety as an inverse function of development of a silver halide emulsion layer under alkaline conditions.
Claim 13
Dependent Claim
111 words
The compound of claim 11 wherein said CAR 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 a photographic element during said 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 4 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms; and k is a positive integer of 1 to 2 and is 2 when R 4 has of less than 8 carbon atoms.
Claim 14
Dependent Claim
71 words
The compound of claim 11 wherein said CAR is a group having the formula: ##STR35## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition: W 2 represents at least the atoms necessary to complete a benzene nucleus; and R 3 is alkyl having 1 to about 4 carbon atoms.
Claim 15
Dependent Claim
71 words
The compound of claim 11 wherein said CAR is a group having the formula: ##STR36## wherein: Ballast is organic ballasting of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition; W 2 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 16
Dependent Claim
118 words
The compound of claim 11 wherein said CAR is a group having the formula: ##STR37## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said 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 4 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms; k is a positive integer of 1 to 2 and is 2 when R 4 has less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.
Claim 17
Dependent Claim
10 words
The compound of claim 1 which has the formula: ##STR38##
Claim 18
Dependent Claim
10 words
The compound of claim 1 which has the formula: ##STR39##
Claim 19
Dependent Claim
10 words
The compound of claim 1 which has the formula: ##STR40##
Claim 20
Dependent Claim
10 words
The compound of claim 1 which has the formula: ##STR41##
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-16 | 1987-07-18 | 1988-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-16 | 1991-07-18 | 1992-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-16 | 1995-07-18 | 1996-01-17 | $7700.00 | Window Closed / Lapsed |