US3880658A
Expired / Lapsed
US
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Photographic elements containing oxichromic compounds with reduced azomethine linkages
Assignee: Eastman Kodak Co
•
Filing: 1972-11-22
•
Granted: 1975-04-29
•
Expires: 1992-11-22
Abstract
Abstract Oxichromic compounds are disclosed, along with photographic compositions and photographic elements containing oxichromic compounds. In one aspect, the oxichromic compounds are those compounds which undergo chromogenic oxidation to form the chromophore of an imine image dye. In another aspect, photographic elements are disclosed which contain a photosensitive composition having associated therewith an oxichromic developer; preferably, the photographic elements are used in image transfer film units. In another aspect, photographic elements are disclosed which contain a photosensitive composition having associated therewith a nondiffusible compound containing an oxichromix moiety which splits off to form a diffusible oxichromic moiety when contacted with an oxidized silver halide developer.
Inventors
- 👤 Gregory James Lestina
- 👤 Walter Monroe Bush
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 07:33
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10; Y; Y10; Y10S; Y10S430/00; Y10S430/156
Claims Analysis
Total Claims: 88
Claim 1
Independent Claim
46 words
A PHOTOGRAPHIC ELEMENT COMPRISING A SUPPORT AND AT LEAST ONE LAYER THEREON CONTAINING A PHOTOGRAPHIC SILVER HALIDE COMPOSITION HAVING ASSOCIATED THEREWITH 1) AN OXICHROMIC COMPOUND WHICH IS DIFFUSIBLE IN AN ALKALINE PROCESSING MEDIUM THROUGH ORGANIC COLLOID LAYERS OF SAID ELEMENT AND SAID COMPOUND HAS THE FORMULA:
Claim 2
Dependent Claim
46 words
A PHOTOGRAPHIC ELEMENT COMPRISING A SUPPORT AND AT LEAST ONE LAYER THEREON CONTAINING A PHOTOGRAPHIC SILVER HALIDE COMPOSITION HAVING ASSOCIATED THEREWITH 1) AN OXICHROMIC COMPOUND WHICH IS DIFFUSIBLE IN AN ALKALINE PROCESSING MEDIUM THROUGH ORGANIC COLLOID LAYERS OF SAID ELEMENT AND SAID COMPOUND HAS THE FORMULA:
Claim 3
Dependent Claim
13 words
A photographic element according to claim 1 wherein X is an hydroxy group.
Claim 4
Dependent Claim
8 words
an alkaline solution-permeable, substantially opaque, light-reflective layer and
Claim 5
Dependent Claim
8 words
an alkaline solution-permeable, substantially opaque, light-reflective layer and
Claim 6
Dependent Claim
164 words
layers comprising a red-sensitive silver halide composition layer having associated therewith a cyan dye-providing material, a green-sensitive silver halide composition layer having associated therewith a magenta dye-providing material, and a blue-sensitive silver halide composition layer having associated therewith a yellow dye-providing material; b. a transparent cover sheet superposed over said layers containing a silver halide composition; and c. means containing an alkaline processing composition having therein an opacifying agent, said means positioned to discharge said processing composition between said cover sheet and said layers containing silver halide compositions; the improvement wherein each of said cyan, magenta and yellow dye-providing materials is an oxichromic compound which is diffusible in an alkaline processing medium through organic colloid layers of said element and said compound has the formula: D-(OC) or 2) an oxichromic compound of the formula: (OC)-LINK-(COUP2-BALL)n wherein D is an aromatic group which is a silver halide developer; (OC) is a group which upon oxidation will form an imine dye chromophore and has the structure:
Claim 7
Dependent Claim
164 words
layers comprising a red-sensitive silver halide composition layer having associated therewith a cyan dye-providing material, a green-sensitive silver halide composition layer having associated therewith a magenta dye-providing material, and a blue-sensitive silver halide composition layer having associated therewith a yellow dye-providing material; b. a transparent cover sheet superposed over said layers containing a silver halide composition; and c. means containing an alkaline processing composition having therein an opacifying agent, said means positioned to discharge said processing composition between said cover sheet and said layers containing silver halide compositions; the improvement wherein each of said cyan, magenta and yellow dye-providing materials is an oxichromic compound which is diffusible in an alkaline processing medium through organic colloid layers of said element and said compound has the formula: D-(OC) or 2) an oxichromic compound of the formula: (OC)-LINK-(COUP2-BALL)n wherein D is an aromatic group which is a silver halide developer; (OC) is a group which upon oxidation will form an imine dye chromophore and has the structure:
Claim 8
Dependent Claim
32 words
A photographic element according to claim 2 wherein X is an hydroxy group and said element comprises at least one layer containing an ''onium salt in water-permeable association with said oxichromic compound.
Claim 9
Dependent Claim
23 words
A photographic element according to claim 1 wherein said oxichromic compound is diffusible in an alkaline processing composition and has said formula: D-(OC)
Claim 10
Dependent Claim
31 words
A photographic element according to claim 4 wherein D comprises an aromatic nucleus which contains at least two substituents thereon from the class of hydroxy groups, amine groups or alkylamine groups.
Claim 11
Dependent Claim
13 words
A photographic element according to claim 4 wherein D is a hydroquinone group.
Claim 12
Dependent Claim
13 words
A photographic element according to claim 4 wherein (OC) is a reduced indophenol.
Claim 13
Dependent Claim
24 words
A photographic element according to claim 4 wherein (OC) is a stabilized oxichromic moiety containing O- or N- atoms having an acyl group thereon.
Claim 14
Dependent Claim
24 words
A photographic element according to claim 8 wherein said oxichromic group is N-stabilized by having a hydrolyzable acyl group attached to said N- atom.
Claim 15
Dependent Claim
24 words
A photographic element according to claim 8 wherein said oxichromic group is O-stabilized by having a hydrolyzable acyl group attached to said O- atom.
Claim 16
Dependent Claim
15 words
A photographic element according to claim 1 wherein said oxichromic compound has said formula: (OC)-LINK-(COUP-BALL)n
Claim 17
Dependent Claim
13 words
A photographic element according to claim 11 wherein (OC) contains water-solubilizing groups thereon.
Claim 18
Dependent Claim
22 words
A photographic element according to claim 11 wherein (OC) is an oxichromic group which is O- or N-stabilized with an acyl group.
Claim 19
Dependent Claim
29 words
A photographic element according to claim 1 wherein said element comprises at least two separate layers containing a silver halide emulsion, each having a different oxichromic compound associated therewith.
Claim 20
Dependent Claim
50 words
A photographic element according to claim 1 wherein said element comprises a blue-sensitive silver halide emulsion layer having associated therewith a yellow-forming oxichromic compound, a green-sensitive silver halide emulsion layer having associated therewith a magneta-forming oxichromic compound, and a red-sensitive silver halide emulsion having associated therewith a cyan-forming oxichromic compound.
Claim 21
Dependent Claim
34 words
A photographic element according to claim 15 wherein said cyan-Forming oxichromic compound, said magenta-forming oxichromic compound and said yellow-forming oxichromic compound are each of said formula: D-(OC) and said element contains an image-receiving layer.
Claim 22
Dependent Claim
18 words
A photographic element according to claim 15 wherein said oxichromic compounds comprise an OC group having the formula:
Claim 23
Dependent Claim
23 words
A photographic element according to claim 17 wherein Ar is a phenylene group and said OH group is para to said nitrogen atom.
Claim 24
Dependent Claim
180 words
A photographic film unit comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide composition and having associated therewith an oxichromic compound of the formula: (OC)-LINK-(COUP-BALL)n wherein (OC) is a group containing a reduced azomethine linkage; LINK is a connecting radical which is an azo radical, a mercuri radical, an oxy radical, an alkylidene radical, a thio radical, a dithio radical, an azoxy radical, a sulfonamido radical, an aminoalkyl radical, a sulfonyl radical, a sulfonyloxy radical, an acyloxy radical or an imido radical; COUP is a coupler radical which is a 5-pyrazolone coupler radical, a pyrazolotriazole coupler radical, a phenolic coupler radical or an open-chain ketomethylene coupler radical, said COUP being substituted in the coupling position with said LINK; BALL is a photographically inert organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible during development in an alkaline processing composition; and n is an integer of 1 to 2; b. a dye image-receiving layer; and c. a means for discharging an alkaline processing composition within said film unit.
Claim 25
Dependent Claim
180 words
A photographic film unit comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide composition and having associated therewith an oxichromic compound of the formula: (OC)-LINK-(COUP-BALL)n wherein (OC) is a group containing a reduced azomethine linkage; LINK is a connecting radical which is an azo radical, a mercuri radical, an oxy radical, an alkylidene radical, a thio radical, a dithio radical, an azoxy radical, a sulfonamido radical, an aminoalkyl radical, a sulfonyl radical, a sulfonyloxy radical, an acyloxy radical or an imido radical; COUP is a coupler radical which is a 5-pyrazolone coupler radical, a pyrazolotriazole coupler radical, a phenolic coupler radical or an open-chain ketomethylene coupler radical, said COUP being substituted in the coupling position with said LINK; BALL is a photographically inert organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible during development in an alkaline processing composition; and n is an integer of 1 to 2; b. a dye image-receiving layer; and c. a means for discharging an alkaline processing composition within said film unit.
Claim 26
Dependent Claim
19 words
A photographic film unit according to claim 19 wherein said silver halide composition is a direct-positive silver halide emulsion.
Claim 27
Dependent Claim
101 words
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure-applying members comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide composition and having associated therewith an oxichromic developer which is diffusible in alkaline processing media through organic colloid layers of said element and said developer has the formula: D-(OC) wherein D is an aromatic group which is a silver halide developer and (OC) is a group containing a reduced imine linkage which undergoes oxidation to form an imine dye chromophore and has the structure:
Claim 28
Dependent Claim
101 words
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure-applying members comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide composition and having associated therewith an oxichromic developer which is diffusible in alkaline processing media through organic colloid layers of said element and said developer has the formula: D-(OC) wherein D is an aromatic group which is a silver halide developer and (OC) is a group containing a reduced imine linkage which undergoes oxidation to form an imine dye chromophore and has the structure:
Claim 29
Dependent Claim
25 words
The film unit of claim 21 wherein said image-receiving layer is located in said photosensitive element between said support and said silver halide composition layer.
Claim 30
Dependent Claim
33 words
A film unit according to claim 21 containing an ''onium salt in liquid-permeable association with said oxichromic developer and which is sequestered from said oxichromic developer until contact with said liquid processing composition.
Claim 31
Dependent Claim
58 words
The film unit of claim 21 wherein said photosensitive element comprises a support having thereon: a. a red-sensitive silver halide emulsion layer having associated therewith a cyan-forming oxichromic developer; b. a green-sensitive silver halide emulsion layer having associated therewith a magenta-forming oxichromic developer; and c. a blue-sensitive silver halide emulsion layer having associated therewith a yellow-forming oxichromic developer.
Claim 32
Dependent Claim
24 words
A film unit according to claim 24 wherein said oxichromic developer contains a reduced indophenol moiety and said image-rEceiving layer comprises an ''onium compound.
Claim 33
Dependent Claim
31 words
A film unit according to claim 24 wherein said dye image-receiving layer is coated on a separate support and is adapted to be superposed on said photosensitive element after exposure thereof.
Claim 34
Dependent Claim
33 words
A film unit according to claim 24 wherein said image-receiving layer is coated adjacent said silver halide emulsion layers with an opaque layer between said silver halide emulsion layers and said image-receiving layer.
Claim 35
Dependent Claim
17 words
A film unit according to claim 21 having at least one layer containing a development inhibitor-releasing compound.
Claim 36
Dependent Claim
61 words
A film unit according to claim 21 wherein said discharging means comprises a rupturable container and is so positioned during processing of said film unit that a compressive force applied to said container by pressure-applying members will effect a discharge of the container''s contents between said dye image-receiving layer and the layer most remote from the support of said photosensitive element.
Claim 37
Dependent Claim
65 words
A film unit according to claim 21 wherein said discharging means comprises a rupturable container and is so positioned during processing of said film unit that a compressive force applied to said container by pressure-applying members will effect a discharge of the container''s contents between the layer most remote from the support of said photosensitive element and a cover sheet superposed on said photosensitive element.
Claim 38
Dependent Claim
69 words
A process for producing a photographic transfer image comprising: a. imagewise-exposing a photosensitive element comprising a support having thereon a silver halide composition layer having associated therewith an oxichromic developer which is diffusible in an alkaline processing composition through organic colloid layers and said developer has the formula: D-(OC) wherein D is an aromatic group which is a silver halide developer and (OC) is a group having the structure:
Claim 39
Dependent Claim
69 words
A process for producing a photographic transfer image comprising: a. imagewise-exposing a photosensitive element comprising a support having thereon a silver halide composition layer having associated therewith an oxichromic developer which is diffusible in an alkaline processing composition through organic colloid layers and said developer has the formula: D-(OC) wherein D is an aromatic group which is a silver halide developer and (OC) is a group having the structure:
Claim 40
Dependent Claim
19 words
A process according to claim 31 wherein said oxichromic developer is contacted with an ''onium compound after imagewise exposure.
Claim 41
Dependent Claim
14 words
A process according to claim 31 wherein said image-receiving layer contains an ''onium compound.
Claim 42
Dependent Claim
84 words
The process of claim 31 wherein said treatment step b) is effected by: a. superposing over the layer outermost from the support of said photosensitive element said image-receiving layer coated on a support; b. positioning a rupturable container containing said alkaline processing composition between said exposed photosensitive element and said dye image-receiving layer; and c. applying a compressive force to said container to effect a discharge of the container''s contents between said outermost layer of said exposed photosensitive element and said dye image-receiving layer.
Claim 43
Dependent Claim
68 words
The process of claim 31 wherein said support is transparent and said image-receiving layer is located between said support and said silver halide composition layer, and said treatment is effected by applying a compressive force to a rupturable container located between the outermost layer of said photosensitive element and a transparent superposed cover sheet wherein said container an alkaline processing composition which is discharged by said compresSive force.
Claim 44
Dependent Claim
20 words
A process according to claim 31 wherein at least one layer of said photographic element contains a development inhibitor-releasing compound.
Claim 45
Dependent Claim
20 words
A process according to claim 36 wherein said development inhibitor-releasing compound is a mercaptan development inhibitor thio-substituted on a hydroquinone.
Claim 46
Dependent Claim
26 words
A process according to claim 31 wherein development of said exposed silver halide composition layer is carried out with an auxiliary developer present in said layer.
Claim 47
Dependent Claim
57 words
A photographic element comprising 1) a support and 2) at least one layer thereon containing a silver halide emulsion having associated therewith an oxichromic indophenol compound having a reduced azomethine linkage, which linkage is N- or O-stabilized with an acyl group by having a hydrolyzable acyl group attached to an O- or N- atom of said indophenol.
Claim 48
Dependent Claim
57 words
A photographic element comprising 1) a support and 2) at least one layer thereon containing a silver halide emulsion having associated therewith an oxichromic indophenol compound having a reduced azomethine linkage, which linkage is N- or O-stabilized with an acyl group by having a hydrolyzable acyl group attached to an O- or N- atom of said indophenol.
Claim 49
Dependent Claim
27 words
A photographic element according to claim 39 wherein said oxichromic compound is O-stabilized by having a hydrolyzable acyl group attached to an O- atom of said indophenol.
Claim 50
Dependent Claim
29 words
A photographic element according to claim 39 wherein said oxichromic compound is N-stabilized by having a hydrolyzable acyl group attached to the N- atom in said reduced azomethine linkage.
Claim 51
Dependent Claim
20 words
A photographic element according to claim 39 wherein said oxichromic compound is stabilized with an acyl group of the formula:
Claim 52
Dependent Claim
17 words
A photographic element according to claim 39 wherein said oxichromic compound is N-stabilized with a trifluoroacetate group.
Claim 53
Dependent Claim
35 words
In a photographic element comprising 1) a support and 2) at least one layer thereon containing a silver halide emulsion having associated therewith an oxichromic compound, the improvement wherein said oxichromic compound contains the group:
Claim 54
Dependent Claim
35 words
In a photographic element comprising 1) a support and 2) at least one layer thereon containing a silver halide emulsion having associated therewith an oxichromic compound, the improvement wherein said oxichromic compound contains the group:
Claim 55
Dependent Claim
17 words
A photographic element according to claim 44 wherein said acyl group is a group of the formula:
Claim 56
Dependent Claim
12 words
A photographic element according to claim 44 wherein said oxichromic compound is:
Claim 57
Dependent Claim
12 words
A photographic element according to claim 44 wherein said oxichromic compound is:
Claim 58
Dependent Claim
16 words
A photographic element according to claim 44 wherein said COUP is an open-chain ketomethylene coupler radical.
Claim 59
Dependent Claim
15 words
A photographic element according to claim 44 wherein said COUP is a 5-pyrazolone coupler radical.
Claim 60
Dependent Claim
14 words
A photographic element according to claim 44 wherein said COUP is a pyrazolotriazole radical.
Claim 61
Dependent Claim
15 words
A photographic element according to claim 44 wherein said COUP is a phenolic coupler radical.
Claim 62
Dependent Claim
23 words
A photographic element according to claim 44 comprising an image-receiving layer located between said support and said layer containing said silver halide emulsion.
Claim 63
Dependent Claim
39 words
A film unit comprising a photographic element according to claim 52, a transparent cover sheet superposed on the outermost silver halide layer and a means for discharging an aqueous processing composition between said cover sheet and said photographic element.
Claim 64
Dependent Claim
49 words
A photographic element according to claim 44 which contains a red-sensitive silver halide emulsion layer having associated therewith a cyan-forming oxichromic compound, a green-sensitive silver halide emulsion layer having associated therewith a magenta-forming oxichromic compound, and a blue-sensitive silver halide emulsion layer havinG associated therewith a yellow-forming oxichromic compound.
Claim 65
Dependent Claim
18 words
A photographic element according to claim 44 which contains at least one layer containing a development inhibitor-releasing compound.
Claim 66
Dependent Claim
20 words
In a photographic film unit comprising: a. a photosensitive element comprising a transparent film support having coated thereon, in order:
Claim 67
Dependent Claim
20 words
In a photographic film unit comprising: a. a photosensitive element comprising a transparent film support having coated thereon, in order:
Claim 68
Dependent Claim
49 words
A film unit according to claim 56 wherein said layers of said photosensitive element are coated to position said blue-sensitive silver halide emulsion having associated therewith said yellow-forming oxichromic compound farther from said image-receiving layer than said green-sensitive silver halide composition layer or said red-sensitive silver halide composition layer.
Claim 69
Dependent Claim
71 words
A photographic film unit according to claim 56 wherein said dye-providing materials are oxichromic developers which are diffusible in said alkaline processing composition through organic colloid layers of said film unit and have the formula: D-(OC) wherein D is an aromatic group which is a silver halide developer and (OC) is a group containing a reduced azomethine linkage which upon oxidation will provide an imine dye chromophore and has the formula:
Claim 70
Dependent Claim
25 words
A photographic film unit according to claim 58 wherein said group containing said reduced azomethine linkage is O- or N-stabilized with a hydrolyzable acyl group.
Claim 71
Dependent Claim
24 words
A photographic film unit according to claim 56 which comprises at least one layer in said photosensitive element which contains a development inhibitor-releasing compound.
Claim 72
Dependent Claim
53 words
A film unit according to claim 56 wherein said alkaline solution-permeable, substantially opaque, light-reflective layer is a combination of a coating of titanium dioxide dispersed in a binder and a coating of carbon black dispersed in a binder with the titanium dioxide coating between the image-receiving layer and said coating containing carbon black.
Claim 73
Dependent Claim
17 words
A film unit according to claim 56 wherein said image-receiving layer has associated therewith an oxidizing agent.
Claim 74
Dependent Claim
37 words
A film unit according to claim 56 wherein said dye-providing materials have the formula: D-(OC) wherein D is an aromatic nucleus which contains at least two hydroxy groups, and (OC) is an oxichromic group having the formula:
Claim 75
Dependent Claim
19 words
A film unit according to claim 63 wherein at least one of R1 and R2 is said carbonyl-containing group.
Claim 76
Dependent Claim
17 words
A film unit according to claim 56 wherein said image-receiving layer has an ''onium compound associated therewith.
Claim 77
Dependent Claim
27 words
A photographic element comprising a support having thereon at least one layer containing a silver halide emulsion having associated therewith a stabilized oxichromic developer having the formula:
Claim 78
Dependent Claim
27 words
A photographic element comprising a support having thereon at least one layer containing a silver halide emulsion having associated therewith a stabilized oxichromic developer having the formula:
Claim 79
Dependent Claim
28 words
A photographic element according to claim 66 comprising at least three separate layers containing silver halide emulsions which each have associated therewith an oxichromic developer of said formula.
Claim 80
Dependent Claim
14 words
A photographic element according to claim 66 wherein R1 or R2 are trifluoroacetyl groups.
Claim 81
Dependent Claim
48 words
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure-applying members comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide emulsion having associated therewith a stabilized oxichromic developer having the formula:
Claim 82
Dependent Claim
48 words
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure-applying members comprising: a. a photosensitive element comprising a support having thereon a layer containing a silver halide emulsion having associated therewith a stabilized oxichromic developer having the formula:
Claim 83
Dependent Claim
68 words
A photographic film unit according to claim 69 wherein said photosensitive element comprises 1) a layer containing a blue-sensitive silver halide emulsion having associated therewith an oxichromic developer of said formula, 2) a layer containing a green-sensitive silver halide emulsion having associated therewith an oxichromic developer of said formula and 3) a layEr containing a red-sensitive silver halide emulsion having associated therewith an oxichromic developer of said formula.
Claim 84
Dependent Claim
16 words
A photographic film unit according to claim 69 wherein said image-receiving layer comprises an ''onium salt.
Claim 85
Dependent Claim
28 words
A photographic film unit according to claim 69 wherein said image-receiving layer is located in said photosensitive element between said support and any said silver halide composition layer.
Claim 86
Dependent Claim
27 words
A film unit according to claim 69 wherein said image-receiving layer is located on a separate support and is adapted to be superposed on said photosensitive element.
Claim 87
Dependent Claim
24 words
A film unit according to claim 69 wherein COUP is a pyrazolone coupler, a pyrazolotriazole coupler, an open-chain ketomethylene coupler or a phenolic coupler.
Claim 88
Dependent Claim
9 words
A film unit according to claim 69 wherein said
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-04-28 | 1978-10-28 | 1979-04-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-04-28 | 1982-10-28 | 1983-04-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-04-28 | 1986-10-28 | 1987-04-29 | $7700.00 | Window Closed / Lapsed |