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US3938995A Expired / Lapsed US ⏱️ 0.0 years remaining

Silver halide color photographic element and process containing leuco dyes

Assignee: Eastman Kodak Co
•
Filing: 1974-07-10
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Granted: 1976-02-17
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Expires: 1994-07-10
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Abstract

Abstract Color photographic elements, compositions and processes for producing color negative images are described which employ a leuco dye comprising the reaction product of a color forming coupler and a N,N-dialkyl-p-phenylenediamine having an electronegative group attached to the benzene ring. The leuco dye is stable against aerial oxidation and can be developed to its corresponding dye with certain black and white developing compositions.

Inventors

  • 👤 Thomas Edward Gompf
  • 👤 William Henry Faul

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 13:18
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/26

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 93 words
A color photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye represented by the following general formula: ##SPC7## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during development; R 1 and R 2 -- each represent an alkyl group of one to six carbon atoms; and X -- is selected from the group consisting of --CF 3 , --SO 2 C 6 H 5 , and --CONH 2 .
Claim 2
Dependent Claim 93 words
A color photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye represented by the following general formula: ##SPC7## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during development; R 1 and R 2 -- each represent an alkyl group of one to six carbon atoms; and X -- is selected from the group consisting of --CF 3 , --SO 2 C 6 H 5 , and --CONH 2 .
Claim 3
Dependent Claim 15 words
The color photosensitive element of claim 1, wherein the stabilized ballasted leuco dye is ##SPC8##
Claim 4
Dependent Claim 15 words
The color photosensitive element of claim 1 wherein the stabilized ballasted leuco dye is ##SPC9##
Claim 5
Dependent Claim 15 words
The color photosensitive element of claim 1 wherein the stabilized ballasted leuco dye is ##SPC10##
Claim 6
Independent Claim 127 words
A method of forming a negative color image which comprises: 1. concurrently developing a silver and a dye image in the imagewise exposed areas of a photosensitive photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye which comprises the reaction product of a cyan color-forming coupler and a N,N-dialkyl-p-phenylenediamine having an electronegative group attached to the benzene ring, said electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation; and 2. removing developed silver and residual silver halide to leave a cyan dye image in the imagewise exposed areas of said layer without oxidizing the leuco dye molecules in the non-exposed areas of said layer.
Claim 7
Independent Claim 127 words
A method of forming a negative color image which comprises: 1. concurrently developing a silver and a dye image in the imagewise exposed areas of a photosensitive photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye which comprises the reaction product of a cyan color-forming coupler and a N,N-dialkyl-p-phenylenediamine having an electronegative group attached to the benzene ring, said electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation; and 2. removing developed silver and residual silver halide to leave a cyan dye image in the imagewise exposed areas of said layer without oxidizing the leuco dye molecules in the non-exposed areas of said layer.
Claim 8
Dependent Claim 85 words
The method of claim 5 wherein the stabilized ballasted leuco dye is of the formula: ##SPC11## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during storage and development R 1 and R 2 -- each represent a lower alkyl group or a substituted lower alkyl group; and X -- represents at least one electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation.
Claim 9
Dependent Claim 64 words
The method of claim 5 wherein the stabilized ballasted leuco dye is of the formula: ##SPC12## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during storage and development; and X -- is selected from the group consisting of --CF 3 , --SO 2 C 6 H 5 , and --CONH 2 .
Claim 10
Dependent Claim 16 words
The method of claim 5 wherein the stabilized ballasted leuco dye is of the formula: ##SPC13##
Claim 11
Dependent Claim 16 words
The method of claim 5 wherein the stabilized ballasted leuco dye is of the formula: ##SPC14##
Claim 12
Dependent Claim 16 words
The method of claim 5 wherein the stabilized ballasted leuco dye is of the formula: ##SPC15##
Claim 13
Independent Claim 139 words
A method of forming a negative color image which comprises: 1. forming a silver and dye image in the imagewise exposed areas of a photosensitive photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye which comprises the reaction product of a cyan color-forming coupler and a N,N-dialkyl-p-phenylenediamine having an electronegative group attached to the benzene ring, said electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation by contacting said exposed element with a developing composition containing a developing agent selected from the group consisting of 1-phenyl-3-pyrazolidone, 4-phenyl-4,4-dimethyl-3-pyrazolidone and 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone; and 2. removing developed silver and residual silver halide with a bleach-fix solution to leave a cyan dye image in the imagewise exposed areas of said layer.
Claim 14
Independent Claim 139 words
A method of forming a negative color image which comprises: 1. forming a silver and dye image in the imagewise exposed areas of a photosensitive photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer containing a stabilized ballasted leuco dye which comprises the reaction product of a cyan color-forming coupler and a N,N-dialkyl-p-phenylenediamine having an electronegative group attached to the benzene ring, said electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation by contacting said exposed element with a developing composition containing a developing agent selected from the group consisting of 1-phenyl-3-pyrazolidone, 4-phenyl-4,4-dimethyl-3-pyrazolidone and 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone; and 2. removing developed silver and residual silver halide with a bleach-fix solution to leave a cyan dye image in the imagewise exposed areas of said layer.
Claim 15
Dependent Claim 85 words
The method of claim 11 wherein the stabilized ballasted leuco dye is of the formula: ##SPC16## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during storage and development R 1 and R 2 -- each represent a lower alkyl group or a substituted lower alkyl group; and X -- represents at least one electronegative group having the capability of deactivating the p-phenylenediamine group sufficiently to stabilize the leuco dye molecule against aerial oxidation.
Claim 16
Dependent Claim 64 words
The method of claim 11 wherein the stabilized ballasted leuco dye is of the formula: ##SPC17## where Ballast -- represents an organic radical of such molecular size and configuration as to render said leuco dye nondiffusible during storage and development; and X -- is selected from the group consisting of --CF 3 , --SO 2 C 6 H 5 , and --CONH 2 .
Claim 17
Dependent Claim 16 words
The method of claim 11 wherein the stabilized ballasted leuco dye is of the formula: ##SPC18##
Claim 18
Dependent Claim 16 words
The method of claim 11 wherein the stabilized ballasted leuco dye is of the formula: ##SPC19##
Claim 19
Dependent Claim 16 words
The method of claim 11 wherein the stabilized ballasted leuco dye is of the formula: ##SPC20##

References Cited (Backward Citations)

US1102028A Cited
US2227981A Cited
US3185567A Cited
US3342597A Cited
US3723117A Cited
US3770437A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-16 1979-08-18 1980-02-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-16 1983-08-18 1984-02-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-16 1987-08-18 1988-02-17 $7700.00 Window Closed / Lapsed

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