Patent US4183752A successfully refreshed from Google Patents.
US4183752A
Expired / Lapsed
US
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Light-sensitive photographic material
Assignee: Agfa Gevaert AG
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Filing: 1978-02-16
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Granted: 1980-01-15
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Expires: 1998-02-16
Abstract
Abstract Development inhibitor releasing compounds are thioether compounds capable of releasing on reaction with color developer oxidation products, a diffusible mercaptan that inhibits further development of silver halide. Useful DIR compounds correspond to the formula ##STR1## R 1 represents hydrocarbyl Y represents --S-- or --NR 2 -- R 2 represents hydrogen, hydrocarbyl or an electron-attracting substituent. X in its preferred embodiment represents a heteroaromatic group that when split of together with the sulfur atoms forms a silver halide development inhibiting mercaptane.
Inventors
- 👤 Karl Kuffner
- 👤 Wolfgang Lassig
- 👤 Ernst Meier
- 👤 Erwin Ranz
- 👤 Karl-Wilhelm Schranz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 22:03
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/86; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/36; G; G03; G03C; G03C7/00; G03C7/30; G03C7/305; G03C7/30511; Y; Y10; Y10S; Y10S430/00; Y10S430/156; Y10S430/158
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
211 words
A process of development in which an imagewise exposed light-sensitive color photographic material comprising at least one light-sensitive silver halide emulsion layer is developed with a color developer agent containing a primary aromatic amino group in the presence of a color coupler or color providing compound to form an image dye and in the presence of a thioether compound associated with the material and capable of releasing, on reaction with color developer oxidation products, a diffusible silver halide development inhibitor, wherein the improvement comprises said thioether compound is of the following formula I or of its tautomeric form I a: ##STR49## wherein R 1 represents a hydrocarbyl group, Y represents --S-- or --NR 2 -- wherein R 2 represents hydrogen, a hydrocarbyl group, a heterocyclic group attached through a ring carbon atom, or an electron-attracting substituent, selected from the group consisting of -CN, alkoxycarbonyl, carbamoyl, sulfamoyl, alkylsulfonyl, arylsulfonyl, an acyl group derived from an alkyl carbocyclic acid and aroyl, and X represents an aliphatic group, an aromatic group, or a 5- or 6-membered heterocyclic aromatic group having at least one nitrogen atom such that when it is split off together with the sulfur atom of the thioether bridge, it forms a diffusible mercapto compound which inhibits development of the silver halide.
Claim 2
Dependent Claim
211 words
A process of development in which an imagewise exposed light-sensitive color photographic material comprising at least one light-sensitive silver halide emulsion layer is developed with a color developer agent containing a primary aromatic amino group in the presence of a color coupler or color providing compound to form an image dye and in the presence of a thioether compound associated with the material and capable of releasing, on reaction with color developer oxidation products, a diffusible silver halide development inhibitor, wherein the improvement comprises said thioether compound is of the following formula I or of its tautomeric form I a: ##STR49## wherein R 1 represents a hydrocarbyl group, Y represents --S-- or --NR 2 -- wherein R 2 represents hydrogen, a hydrocarbyl group, a heterocyclic group attached through a ring carbon atom, or an electron-attracting substituent, selected from the group consisting of -CN, alkoxycarbonyl, carbamoyl, sulfamoyl, alkylsulfonyl, arylsulfonyl, an acyl group derived from an alkyl carbocyclic acid and aroyl, and X represents an aliphatic group, an aromatic group, or a 5- or 6-membered heterocyclic aromatic group having at least one nitrogen atom such that when it is split off together with the sulfur atom of the thioether bridge, it forms a diffusible mercapto compound which inhibits development of the silver halide.
Claim 3
Dependent Claim
14 words
The process as claimed in claim 1, wherein R 1 represents a phenyl group.
Claim 4
Dependent Claim
21 words
The process as claimed in claim 1, wherein R 1 represents an alkyl group having from 1 to 18 C atoms.
Claim 5
Dependent Claim
226 words
Color photographic material comprising at least one light sensitive silver halide emulsion layer the material being such that reaction with the oxidation product of a primary aromatic amino silver halide developer forms an image and containing in said light sensitive layer or in a non-light-sensitive binder layer associated therewith at least one non-diffusing thioether compound capable of releasing, on reaction with color developer oxidation products, a diffusible silver halide development inhibitor, wherein the improvement comprises said thioether compound is of the following formula I or of its tautomeric form Ia: ##STR50## wherein R 1 represents a hydrocarbyl group, Y represents --S-- or --NR 2 -- wherein R 2 represents hydrogen, a hydrocarbyl group, a heterocyclic group attached through a ring carbon atom, or an electron-attracting substituent, selected from the group consisting of -CN, alkoxycarbonyl, carbamoyl, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkoyl and aroyl, and X represents an aliphatic group, an aromatic group of a 5- or 6-membered heterocyclic aromatic group such having at least at least one nitrogen atom that when it is split off together with the sulfur atom of the thioether bridge, it forms a dissusible mercapto compound which inhibits development of the silver halide at least one of R 1 and R 2 substituents containing a photographically inert group providing the thioether compound with a diffusion-fast property in a hydrocyclic colloid of the photographic material.
Claim 6
Dependent Claim
226 words
Color photographic material comprising at least one light sensitive silver halide emulsion layer the material being such that reaction with the oxidation product of a primary aromatic amino silver halide developer forms an image and containing in said light sensitive layer or in a non-light-sensitive binder layer associated therewith at least one non-diffusing thioether compound capable of releasing, on reaction with color developer oxidation products, a diffusible silver halide development inhibitor, wherein the improvement comprises said thioether compound is of the following formula I or of its tautomeric form Ia: ##STR50## wherein R 1 represents a hydrocarbyl group, Y represents --S-- or --NR 2 -- wherein R 2 represents hydrogen, a hydrocarbyl group, a heterocyclic group attached through a ring carbon atom, or an electron-attracting substituent, selected from the group consisting of -CN, alkoxycarbonyl, carbamoyl, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkoyl and aroyl, and X represents an aliphatic group, an aromatic group of a 5- or 6-membered heterocyclic aromatic group such having at least at least one nitrogen atom that when it is split off together with the sulfur atom of the thioether bridge, it forms a dissusible mercapto compound which inhibits development of the silver halide at least one of R 1 and R 2 substituents containing a photographically inert group providing the thioether compound with a diffusion-fast property in a hydrocyclic colloid of the photographic material.
Claim 7
Dependent Claim
13 words
Material as claimed in claim 4, wherein R 1 represents a phenyl group.
Claim 8
Dependent Claim
20 words
Material as claimed in claim 4, wherein R 1 represents an alkyl group having from 1 to 18 C atoms.
Claim 9
Dependent Claim
22 words
Material as claimed in claim 4, wherein X represents a 5 membered or 6-membered heteroaromatic group having at least one nitrogen atom.
Claim 10
Dependent Claim
28 words
Material as claimed in claim 4, wherein a layer associated with the light-sensitive silver halide emulsion layer contains a non-diffusing color coupler or a non-diffusing color providing compound.
References Cited (Backward Citations)
US4052213A
Cited
US4088491A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-14 | 1983-07-16 | 1984-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-14 | 1987-07-16 | 1988-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-14 | 1991-07-16 | 1992-01-15 | $7700.00 | Window Closed / Lapsed |