US4368153A
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Photographic products and processes employing novel nondiffusible 2-(2-pyridylazo)-4,5-bis(tertiary amino)phenol black dye-releasing compounds and precursors thereof
Assignee: Eastman Kodak Co
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Filing: 1982-03-05
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Granted: 1983-01-11
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Expires: 2002-03-05
Abstract
Abstract Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable, 2-(2-pyridylazo)-4,5-bis(tertiary amino)phenol black dye moiety or precursor thereof, such as: ##STR1## wherein: (a) R represents hydrogen, a hydrolyzable moiety or CAR; (b) R 1 and R 2 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen atom to which they are attached to complete a 5- or 6-membered heterocyclic ring; (c) R 3 and R 4 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring; (d) CAR represents a ballasted carrier moiety capable of releasing the diffusible black dye moiety or precursor thereof under alkaline conditions; and (e) n is 0, 1 or 2, with the proviso that when n is 0, then a least one of R, R 1 , R 2 , R 3 , or R 4 is CAR.
Inventors
- 👤 Norman W. Kalenda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 04:25
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10; C; C09; C09B; C09B29/00; C09B29/0025; C09B29/0029; C09B29/0048; C09B29/24; C09B29/26
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
167 words
A nondiffusible compound having a releasable black dye moiety or precursor thereof, said compound having the formula: ##STR20## wherein: (a) R represents hydrogen, a hydrolyzable moiety or CAR; (b) R 1 and R 2 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring; (c) R 3 and R 4 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring; (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible black dye moiety or precursor thereof under alkaline conditions; and (e) n is 0, 1 or 2, with the proviso that when n is 0, then at least one of R, R 1 , R 2 , R 3 , or R 4 is CAR.
Claim 2
Dependent Claim
167 words
A nondiffusible compound having a releasable black dye moiety or precursor thereof, said compound having the formula: ##STR20## wherein: (a) R represents hydrogen, a hydrolyzable moiety or CAR; (b) R 1 and R 2 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring; (c) R 3 and R 4 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring; (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible black dye moiety or precursor thereof under alkaline conditions; and (e) n is 0, 1 or 2, with the proviso that when n is 0, then at least one of R, R 1 , R 2 , R 3 , or R 4 is CAR.
Claim 3
Dependent Claim
27 words
The compound of claim 1 wherein R represents hydrogen, R 1 , R 2 , R 3 and R 4 each represent methyl, and n is 1.
Claim 4
Dependent Claim
33 words
The compound of claim 1 wherein R represents hydrogen, R 1 and R 2 complete a 6-membered heterocyclic ring, R 3 and R 4 complete a 6-membered heterocyclic ring, and n is 1.
Claim 5
Dependent Claim
43 words
The compound of claim 1 wherein R represents hydrogen, R 1 and R 2 complete a morpholino ring, R 3 and R 4 complete a morpholino ring, n is 1, and the pyridine ring is substituted in the 5-position with a sulfonamide group.
Claim 6
Dependent Claim
18 words
The compound of claim 1 wherein the pyridine ring is substituted in the 5-position with a sulfonamide group.
Claim 7
Dependent Claim
79 words
The compound 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 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 8
Dependent Claim
40 words
The compound of claim 6 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 9
Dependent Claim
137 words
The compound of claim 1 wherein CAR is a group having the formula: ##STR21## 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) D is OR 5 or NHR 6 wherein R 5 is hydrogen or a hydrolyzable moiety and R 6 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 5 or when R 6 is hydrogen or an alkyl group of less than 8 carbon atoms.
Claim 10
Dependent Claim
18 words
The compound of claim 8 wherein D is OH, j is 2 and Y is a naphthalene nucleus.
Claim 11
Dependent Claim
37 words
The compound of claim 1 wherein said CAR is capable of releasing said diffusible 2-(2-pyridylazo)-4,5-bis(tertiary amino)phenol black dye moiety or precursor thereof as an inverse function of development of a silver halide emulsion layer under alkaline conditions.
Claim 12
Dependent Claim
117 words
The compound of claim 10 wherein said CAR is a group having the formula: ##STR22## 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 7 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 7 is a radical of less than 8 carbon atoms.
Claim 13
Dependent Claim
73 words
The compound of claim 10 wherein said CAR is a group having the formula: ##STR23## 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 8 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 14
Dependent Claim
73 words
The compound of claim 10 wherein said CAR is a group having the formula: ##STR24## 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 8 is an alkyl radical having 1 to about 4 carbon atoms.
Claim 15
Dependent Claim
125 words
The compound of claim 10 wherein said CAR is a group having the formula: ##STR25## 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 7 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 7 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.
Claim 16
Dependent Claim
11 words
The compound of claim 1 wherein said dye-releasing compound is: ##STR26##
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) | 1986-01-10 | 1986-07-12 | 1987-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-10 | 1990-07-12 | 1991-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-10 | 1994-07-12 | 1995-01-11 | $7700.00 | Window Closed / Lapsed |