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US4548888A Expired / Lapsed US ⏱️ 0.0 years remaining

Photographic products employing novel nondiffusible hydrazone dye-releasing compounds

Assignee: Eastman Kodak Co
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Filing: 1984-11-07
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Granted: 1985-10-22
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Expires: 2004-11-07
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Abstract

Abstract Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible hydrazone compound capable of releasing at least one diffusible yellow dye or dye precursor thereof having the formula: ##STR1## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR represents a ballasted carrier moiety capable of releasing the diffusible yellow dye moiety or precursor thereof as a function of development; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR, and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.

Inventors

  • 👤 Michael W. Crawley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 22:40
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/73; C07D213/61; C07D213/62; C07D213/63; C07D213/64; C07D213/70; C07D213/71; C07D213/76; C07D213/77; C09; C09B; C09B26/00; C09B26/02; G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 174 words
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 capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR30## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 2
Dependent Claim 174 words
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 capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR30## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 3
Dependent Claim 24 words
The photographic element of claim 1 wherein said dye image-providing material comprises a coordination complex of said nondiffusible compound and a polyvalent metal ion.
Claim 4
Dependent Claim 31 words
The photographic element of claim 1 wherein Z 1 and Z 2 each independently represents the atoms necessary to complete a substituted or unsubstituted pyridine, quinoline, benzothiazole, pyrimidine or quinoxaline ring.
Claim 5
Dependent Claim 24 words
The photographic element of claim 1 wherein R represents hydrogen, methyl, ethyl, substituted propyl, butyl, phenyl, substituted phenyl, pyridine, substituted pyridine, pyrimidine or benzothiazole.
Claim 6
Dependent Claim 26 words
The photographic element of claim 1 wherein Z 1 and Z 2 each independently represents the atoms necessary to complete a pyridine or substituted pyridine ring.
Claim 7
Dependent Claim 28 words
The photographic element of claim 5 wherein R represents hydrogen, methyl, or pyridine, n is 1 and CAR is attached to the pyridine ring of Z 1 .
Claim 8
Dependent Claim 89 words
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 moiety or precursor thereof.
Claim 9
Dependent Claim 42 words
The photographic element 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 137 words
The photographic element of claim 1 wherein CAR is a group having the formula: ##STR31## 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 11
Dependent Claim 19 words
The photographic element of claim 9 wherein D is OH, j is 2 and Y is a naphthalene nucleus.
Claim 12
Dependent Claim 14 words
The photographic element of claim 1 wherein said nondiffusible compound is: ##STR32## wherein ##STR33##
Claim 13
Dependent Claim 200 words
In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver hailde 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 capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR34## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 14
Dependent Claim 200 words
In a photographic assemblage comprising: (i) a support having thereon at least one photosensitive silver hailde 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 capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR34## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 15
Dependent Claim 31 words
The photographic assemblage of claim 12 wherein Z 1 and Z 2 each independently represents the atoms necessary to complete a substituted or unsubstituted pyridine, quinoline, benzothiazole, pyrimidine or quinoxaline ring.
Claim 16
Dependent Claim 24 words
The photographic assemblage of claim 12 wherein R represents hydrogen, methyl, ethyl, substituted propyl, butyl, phenyl, substituted phenyl, pyridine, substituted pyridine, pyrimidine or benzothiazole.
Claim 17
Dependent Claim 26 words
The photographic assemblage of claim 12 wherein Z 1 and Z 2 each independently represents the atoms necessary to complete a pyridine or substituted pyridine ring.
Claim 18
Dependent Claim 28 words
The photographic assemblage of claim 15 wherein R represents hydrogen, methyl, or pyridine, n is 1 and CAR is attached to the pyridine ring of Z 1 .
Claim 19
Dependent Claim 19 words
The photographic assemblage of claim 12 wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 20
Dependent Claim 40 words
The photographic assemblage of claim 17 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 21
Dependent Claim 21 words
The photographic assemblage of claim 18 wherein said cover sheet has thereon, in sequence, a neutralizing layer and a timing layer.
Claim 22
Dependent Claim 60 words
The photographic assemblage of claim 19 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 23
Dependent Claim 40 words
The photographic assemblage of claim 17 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 24
Dependent Claim 25 words
The photographic assemblage of claim 21 wherein said transparent support has thereon, in sequence, a neutralizing layer, a timing layer and said dye image-receiving layer.
Claim 25
Dependent Claim 311 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 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 is a nondiffusible compound capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR35## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 26
Dependent Claim 311 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 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 is a nondiffusible compound capable of releasing at least one diffusible yellow dye moiety or precursor thereof having the formula: ##STR35## wherein: (a) Z 1 and Z 2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring; (b) CAR 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; (c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR; and (d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
Claim 27
Dependent Claim 19 words
The photographic assemblage of claim 23 wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.

References Cited (Backward Citations)

US3628952A Cited
US3736136A Cited
US3953211A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-10-21 1989-04-22 1989-10-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-10-21 1993-04-22 1993-10-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-10-21 1997-04-22 1997-10-22 $7700.00 Window Closed / Lapsed

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