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US4209580A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted 1-phenyl-3-pyrazolidinone electron transfer agents

Assignee: Eastman Kodak Co
•
Filing: 1978-10-02
•
Granted: 1980-06-24
•
Expires: 1998-10-02
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Abstract

Abstract Photographic elements, film units, processes and alkaline processing compositions are described wherein certain subsituted 1-phenyl-3-pyrazolidinones are employed as electron transfer agents in color image transfer materials. The silver halide electron transfer agents or precursors thereof have the following formula: <IMAGE> wherein: R is hydrogen or a hydrolyzable moiety; R1 is hydrogen or a hydroxy group; R2, R3 and R4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, -NHSO2R5, -O(CH2)nOR6, -(CH2)nOR6, -O(CH2)nC6H5, -(CH2)nR7, or -O(CH2)nR7; R5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R6 is hydrogen or a methyl group; R7 is NHSO2R5 or SO2NHR5; and n is a positive integer of 1 to 2; with the proviso that at least one of R2, R3 and R4 must be one of the groups other than hydrogen.

Inventors

  • 👤 Michael D. McCreary
  • 👤 William C. Farley
  • 👤 Wayne F. Erickson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:28
CPC Classifications
C; C07; C07C; C07C243/00; H; H10; H10D; H10D30/00; H10D30/60; H10D30/64; H10D30/66; C07D; C07D231/00; C07D231/02; C07D231/06; C07D231/08; G; G03; G03C; G03C5/00; G03C5/26; G03C5/29; G03C5/30; G03C5/3028; G03C5/3035; G03C5/305; G03C7/00; G03C7/30; G03C7/392; G03C7/39208; G03C7/3924; G03C7/39244; G03C7/39252; G03C7/407; G03C7/413; G03C8/00; G03C8/02; G03C8/08; G03C8/32; G03C8/36

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 246 words
In a photographic assemblage to be processed by an alkaline processing composition, said assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; and (b) a dye image-receiving layer; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR13## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 2
Dependent Claim 246 words
In a photographic assemblage to be processed by an alkaline processing composition, said assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; and (b) a dye image-receiving layer; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR13## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 3
Dependent Claim 250 words
In a photographic assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means containing same for discharge within said assemblage; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR14## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 4
Dependent Claim 250 words
In a photographic assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means containing same for discharge within said assemblage; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR14## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 5
Dependent Claim 27 words
The assemblage of claim 2 wherein R is a hydrolyzable moiety, R 1 is hydrogen, and said electron transfer agent precursor is located in said photographic element.
Claim 6
Dependent Claim 27 words
The assemblage of claim 3 wherein R 2 is hydrogen, R 3 is an alkyl group of 1 to 3 carbon atoms, and R 4 is hydrogen.
Claim 7
Dependent Claim 12 words
The assemblage of claim 4 wherein R 3 is a methyl group.
Claim 8
Dependent Claim 25 words
The assemblage of claim 2 wherein R is hydrogen, R 1 is hydrogen, and said electron transfer agent is located in said alkaline processing composition.
Claim 9
Dependent Claim 27 words
The assemblage of claim 6 wherein R 2 is hydrogen, R 3 is an alkyl group of 1 to 3 carbon atoms, and R 4 is hydrogen.
Claim 10
Dependent Claim 12 words
The assemblage of claim 7 wherein R 3 is a methyl group.
Claim 11
Dependent Claim 58 words
The photographic assemblage of claim 2 wherein said photographic element comprises a support having thereon a red-sensitive silver halide emulsion layer having associated therewith a cyan dye image-providing material, a green-sensitive silver halide emulsion layer having associated therewith a magenta dye image-providing material, and a blue-sensitive silver halide emulsion layer having associated therewith a yellow dye image-providing material.
Claim 12
Dependent Claim 40 words
The photographic assemblage of claim 2 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 13
Dependent Claim 21 words
The photographic assemblage of claim 10 wherein said cover sheet has thereon, in sequence, a neutralizing layer and a timing layer.
Claim 14
Dependent Claim 60 words
The photographic assemblage of claim 11 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 15
Dependent Claim 40 words
The photographic assemblage of claim 2 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 16
Dependent Claim 25 words
The photographic assemblage of claim 13 wherein said transparent support has thereon, in sequence, a neutralizing layer, a timing layer and said dye image-receiving layer.
Claim 17
Dependent Claim 363 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 associated therewith a cyan dye image-providing material, a green-sensitive silver halide emulsion layer having associated therewith a magenta dye image-providing material, and a blue-sensitive silver halide emulsion layer having associated therwith a yellow dye image-providing material, each of said dye image-providing materials comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; (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 a 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; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR15## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 18
Dependent Claim 363 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 associated therewith a cyan dye image-providing material, a green-sensitive silver halide emulsion layer having associated therewith a magenta dye image-providing material, and a blue-sensitive silver halide emulsion layer having associated therwith a yellow dye image-providing material, each of said dye image-providing materials comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent; (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 a 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; the improvement wherein said assemblage contains as said silver halide electron transfer agent or precursor thereof a compound having the following formula: ##STR15## wherein: R is hydrogen or a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 19
Dependent Claim 291 words
In a process for producing a photographic image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent, said process comprising: treating said element with an alkaline processing composition in the presence of a silver halide electron transfer agent to effect development of each exposed silver halide emulsion layer, whereby: (a) an imagewise distribution of said dye is formed as a function of said development of said silver halide emulsion layer; and (b) at least a portion of said imagewise distribution of said dye diffuses out of said element, the improvement wherein said silver halide electron transfer agent has the following formula: ##STR16## wherein: R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 20
Dependent Claim 291 words
In a process for producing a photographic image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent, said process comprising: treating said element with an alkaline processing composition in the presence of a silver halide electron transfer agent to effect development of each exposed silver halide emulsion layer, whereby: (a) an imagewise distribution of said dye is formed as a function of said development of said silver halide emulsion layer; and (b) at least a portion of said imagewise distribution of said dye diffuses out of said element, the improvement wherein said silver halide electron transfer agent has the following formula: ##STR16## wherein: R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 21
Dependent Claim 31 words
The process of claim 16 wherein R 1 is hydrogen R 2 is hydrogen, R 3 is an alkyl group of 1 to 3 carbon atoms, and R 4 is hydrogen.
Claim 22
Dependent Claim 12 words
The process of claim 17 wherein R 3 is a methyl group.
Claim 23
Dependent Claim 18 words
The process of claim 16 wherein said imagewise distribution of said dye diffuses to a dye image-receiving layer.
Claim 24
Dependent Claim 57 words
The process of claim 16 wherein said photographic element comprises a support having thereon a red-sensitive silver halide emulsion layer having a cyan dye image-providing material associated therewith, a green-sensitive silver halide emulsion layer having a magenta dye image-providing material associated therewith, and a blue-sensitive silver halide emulsion layer having a yellow dye image-providing material associated therewith.
Claim 25
Dependent Claim 223 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent, the improvement wherein said element contains a precursor of said silver halide electron transfer agent comprising a compound having the following formula: ##STR17## wherein: R is a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 26
Dependent Claim 223 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material comprising a ballasted, redox-dye-releasing compound capable of being oxidized by a silver halide electron transfer agent, the improvement wherein said element contains a precursor of said silver halide electron transfer agent comprising a compound having the following formula: ##STR17## wherein: R is a hydrolyzable moiety; R 1 is hydrogen or a hydroxy group; R 2 , R 3 and R 4 each represent hydrogen, hydroxy, an alkyl group of 1 to 3 carbon atoms, an alkoxy group of 1 to 3 carbon atoms, a phenyl group, --NHSO 2 R 5 , --O(CH 2 ) n OR 6 , --(CH 2 ) n OR 6 , --O(CH 2 ) n C 6 H 5 , --(CH 2 ) n R 7 or --O(CH 2 ) n R 7 ; R 5 is hydrogen or an alkyl group of 1 to 3 carbon atoms; R 6 is hydrogen or a methyl group; R 7 is NHSO 2 R 5 or SO 2 NHR 5 ; and n is a positive integer of 1 to 2; with the proviso that at least one of said R 2 , R 3 and R 4 must be one of said groups other than hydrogen.
Claim 27
Dependent Claim 32 words
The photographic element of claim 21 wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is an alkyl group of 1 to 3 carbon atoms, and R 4 is hydrogen.
Claim 28
Dependent Claim 13 words
The photographic element of claim 22 wherein R 3 is a methyl group.
Claim 29
Dependent Claim 58 words
The photographic element of claim 21 wherein said photographic element comprises a support having thereon a red-sensitive silver halide emulsion layer having associated therewith a cyan dye image-providing material, a green-sensitive silver halide emulsion layer having associated therewith a magenta dye image-providing material, and a blue-sensitive silver halide emulsion layer having associated therewith a yellow dye image-providing material.

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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) 1983-06-24 1983-12-24 1984-06-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-06-24 1987-12-24 1988-06-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-06-24 1991-12-24 1992-06-24 $7700.00 Window Closed / Lapsed

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