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EP0345839A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Magenta dye-releasing compounds

Assignee: Agfa Gevaert NV
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Filing: 1989-05-12
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Granted: —
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Expires: 2009-05-12
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Abstract

Abstract In a dye diffusion transfer process the use of a photographic silver halide element incorporating a hydroquinone-type or quinone-type dye-releasing compound that is capable of releasing as a result of development and a redox-reaction a magenta azomethine dye comprising a substituted or unsubstituted anellated heterocyclic group selected from the class of the pyrazolo-azoles and imidazo-azoles.

Inventors

  • 👤 Wilhelmus Janssens
  • 👤 Luc Jerome Vanmaele
  • 👤 Immo Boie

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 04:52
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 419 words
Process for the production of diffusion transfer images comprising the steps of: (1) applying an alkaline aqueous processing liquid to an image-wise exposed photographic element comprising at least one photosensitive alkali-permeable hydrophilic colloid silver halide emulsion layer and in operative association therewith at least one non-diffusible dye-releasing compound that can split off a diffusible magenta azomethine dye, (2) providing a silver halide developing agent, which is present in said photographic element at least during application of said alkaline aqueous processing liquid to effect - as a function of the development of said silver halide emulsion layer and a redox reaction - the image-wise release of said diffusible magenta azomethine dye, and (3) allowing diffusion of said released magenta azomethine dye into an image-receiving layer held in water-permeable relationship with said silver halide emulsion layer, characterized in that said dye-releasing compound corresponds to the following general formula I: wherein: CAR represents an organic carrier moiety capable of undergoing a redox reaction, which moiety may contain a ballasting group rendering said dye-releasing compound non-diffusing in a hydrophilic colloid medium in wet alkaline conditions, L¹ represents a chemical group cleavable or releasable from the carrier moiety as a function of a redox reaction taking place in the development of said silver halide emulsion layer under wet alkaline conditions, G represents a bivalent organic linking group comprising at least one aromatic nucleus or a substituted bivalent organic linking group comprising at least one aromatic nucleus, R¹ is hydrogen, an alkyl group, or an aryl group, R² is hydrogen or a monovalent organic group, L² represents a bivalent organic linking group comprising at least 2 carbon atoms, Z and Y together represent the atoms necessary to complete a substituted or unsubstituted anellated heterocyclic system selected from the group of the pyrazolo-azoles and imidazo-azoles R³ is hydrogen, a halogen atom, an alkyl group, an alkoxy group, an acylamino group, or an aryl group, as well as a substituent in ortho-position to the group NR⁴R⁵, which substituent together with R⁴ completes a cyclic amino group, and R⁴ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, a substituent that together with R³ completes a cyclic amino group, or a substituent that together with R⁵ completes a cyclic amino group, R⁵ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, or a substituent that together with R⁴ completes a cyclic amino group, and R⁶ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, an aryl group, or a substituted aryl group.
Claim 2
Dependent Claim 419 words
Process for the production of diffusion transfer images comprising the steps of: (1) applying an alkaline aqueous processing liquid to an image-wise exposed photographic element comprising at least one photosensitive alkali-permeable hydrophilic colloid silver halide emulsion layer and in operative association therewith at least one non-diffusible dye-releasing compound that can split off a diffusible magenta azomethine dye, (2) providing a silver halide developing agent, which is present in said photographic element at least during application of said alkaline aqueous processing liquid to effect - as a function of the development of said silver halide emulsion layer and a redox reaction - the image-wise release of said diffusible magenta azomethine dye, and (3) allowing diffusion of said released magenta azomethine dye into an image-receiving layer held in water-permeable relationship with said silver halide emulsion layer, characterized in that said dye-releasing compound corresponds to the following general formula I: wherein: CAR represents an organic carrier moiety capable of undergoing a redox reaction, which moiety may contain a ballasting group rendering said dye-releasing compound non-diffusing in a hydrophilic colloid medium in wet alkaline conditions, L¹ represents a chemical group cleavable or releasable from the carrier moiety as a function of a redox reaction taking place in the development of said silver halide emulsion layer under wet alkaline conditions, G represents a bivalent organic linking group comprising at least one aromatic nucleus or a substituted bivalent organic linking group comprising at least one aromatic nucleus, R¹ is hydrogen, an alkyl group, or an aryl group, R² is hydrogen or a monovalent organic group, L² represents a bivalent organic linking group comprising at least 2 carbon atoms, Z and Y together represent the atoms necessary to complete a substituted or unsubstituted anellated heterocyclic system selected from the group of the pyrazolo-azoles and imidazo-azoles R³ is hydrogen, a halogen atom, an alkyl group, an alkoxy group, an acylamino group, or an aryl group, as well as a substituent in ortho-position to the group NR⁴R⁵, which substituent together with R⁴ completes a cyclic amino group, and R⁴ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, a substituent that together with R³ completes a cyclic amino group, or a substituent that together with R⁵ completes a cyclic amino group, R⁵ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, or a substituent that together with R⁴ completes a cyclic amino group, and R⁶ is hydrogen, a C¹-C⁴ alkyl group, a substituted C¹-C⁴ alkyl group, an aryl group, or a substituted aryl group.
Claim 3
Dependent Claim 33 words
A process according to claim 1, characterized in that said substituted or unsubstituted anellated heterocyclic system is chosen from the following group of heterocyclic systems corresponding to the structural formulae II to XII,
Claim 4
Dependent Claim 18 words
A process according to claim 1 or 2, characterized in that said dye-releasing compound is a quinone-type IHR-compound.
Claim 5
Dependent Claim 44 words
Photographic element comprising a support carrying at least one photosensitive alkali-permeable hydrophilic colloid silver halide emulsion layer and in operative association therewith at least one dye-releasing compound, characterized in that said dye-releasing compound corresponds to the general formula I set out in claim 1.
Claim 6
Dependent Claim 216 words
A photographic element according to claim 4, characterized in that it comprises a support carrying: - a red-sensitive silver halide emulsion layer having operatively associated therewith a dye-releasing compound that initially is non-diffusing in an alkali-permeable colloid medium and from which, inversely proportional to the development of the image-wise exposed silver halide by a silver halide developing agent in alkaline conditions and a redox-reaction, a cyan dye is split off in diffusible state, - a green-sensitive silver halide emulsion layer having operatively associated therewith a dye-releasing compound, which dye-releasing compound is initially non-diffusing in an alkali-permeable colloid medium and from which, inversely proportional to the development of the image-wise exposed silver halide by a silver halide developing agent in alkaline conditions and a redox-reaction, a magenta azomethine dye is split off in diffusible state, and - a blue-sensitive silver halide emulsion layer having operatively associated therewith at least one dye-releasing compound that initially is non-diffusing in an alkali-permeable colloid medium and from which, inversely proportional to the development of the image-wise exposed silver halide by a silver halide developing agent in alkaline conditions and a redox-reaction, a yellow dye is split off in diffusible state, the dye-releasing compound that splits off a magenta azomethine dye corresponding to the general formula I set out in claim 1.
Claim 7
Dependent Claim 52 words
A photographic element according to claim 4 or 5, characterized in that Z and Y in the formula of said dye-releasing compound together represent the atoms necessary to complete a heterocyclic system chosen from the group of heterocyclic systems corresponding to the structural formulae II to XII set out in claim 2.
Claim 8
Dependent Claim 24 words
A photographic element according to any of claims 4 to 6, characterized in that said silver halide emulsion layer is of the negative-working type.
Claim 9
Dependent Claim 12 words
Compound corresponding to the general formula I set out in claim 1.

References Cited (Backward Citations)

US3698897A Cited
US4183753A Cited
EP0012908A2 Cited
GB2061537A Cited
JPS59231539A Cited

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