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US4468450A Expired / Lapsed US ⏱️ 0.0 years remaining

Photographic products and processes

Assignee: Polaroid Corp
•
Filing: 1983-06-02
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Granted: 1984-08-28
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Expires: 2003-06-02
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Abstract

Abstract This invention relates to photographic processes and products for forming an image in dye from a colorless precursor of a preformed image dye which is substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage imagewise in the presence of an imagewise distribution of silver ion and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, which moiety maintains the precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage. In a further embodiment, this sequence of reactions is used to release an imagewise distribution of a photographically useful reagent which reagent may be, for example, a photographically active reagent.

Inventors

  • 👤 Frank A. Meneghini
  • 👤 Paul S. Palumbo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 19:01
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; C; C07; C07D; C07D277/00; C07D277/02; C07D277/04; C07D277/06; G03C8/04; G03C8/045; Y; Y10; Y10S; Y10S430/00; Y10S430/156; Y10S430/159

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 173 words
A photographic color process which provides a dye image, said process comprising photoexposing a photosensitive element containing a silver halide emulsion, said silver halide emulsion having associated therewith a colorless precursor of a preformed image dye; developing said exposed silver halide emulsion to form an image in developed silver and an imagewise distribution of silver ions and/or soluble silver complex in the partially developed and undeveloped areas of said emulsion; and forming as a function of said development a color image in dye from said colorless precursor, said colorless precursor of a preformed image dye being substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of said silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, said moiety maintaining said precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage.
Claim 2
Dependent Claim 173 words
A photographic color process which provides a dye image, said process comprising photoexposing a photosensitive element containing a silver halide emulsion, said silver halide emulsion having associated therewith a colorless precursor of a preformed image dye; developing said exposed silver halide emulsion to form an image in developed silver and an imagewise distribution of silver ions and/or soluble silver complex in the partially developed and undeveloped areas of said emulsion; and forming as a function of said development a color image in dye from said colorless precursor, said colorless precursor of a preformed image dye being substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of said silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, said moiety maintaining said precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage.
Claim 3
Dependent Claim 25 words
A process as defined in claim 1 wherein said image dye is substantially non-diffusible from the layer in which it is positioned during said photoexposure.
Claim 4
Dependent Claim 25 words
A process as defined in claim 1 wherein said colorless precursor is substantially non-diffusible from the layer in which it is positioned during said photoexposure.
Claim 5
Dependent Claim 20 words
A process as defined in claim 3 wherein said colorless precursor is positioned in said silver halide emulsion during photoexposure.
Claim 6
Dependent Claim 41 words
A process as defined in claim 1 wherein said image dye provided by said colorless precursor is diffusible, said process including the step of transferring said diffusible image dye to an image-receiving layer in superposed relationship with said silver halide emulsion.
Claim 7
Dependent Claim 51 words
A process as defined in claim 5 wherein a light-reflecting layer is provided between said silver halide emulsion and said image-receiving layer, whereby said dye image may be viewed against said light-reflecting layer, said light-reflecting layer being effective to mask said developed silver halide emulsion from one viewing said dye image.
Claim 8
Dependent Claim 32 words
A process as defined in claim 1 wherein said silver halide emulsion is a negative working silver halide emulsion whereby a positive color image is formed as a function of said development.
Claim 9
Dependent Claim 36 words
A process as defined in claim 1 wherein said substituent in the 2-position of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction which effects cleavage of an amide group.
Claim 10
Dependent Claim 125 words
A photographic product comprising a photosensitive element comprising a plurality of layers including a support; a silver halide emulsion in a layer on said support; and in a layer on the same side of said support as said silver halide emulsion, a colorless precursor of a preformed image dye substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, said moiety maintaining said precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage.
Claim 11
Dependent Claim 125 words
A photographic product comprising a photosensitive element comprising a plurality of layers including a support; a silver halide emulsion in a layer on said support; and in a layer on the same side of said support as said silver halide emulsion, a colorless precursor of a preformed image dye substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, said moiety maintaining said precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage.
Claim 12
Dependent Claim 18 words
A photographic product as defined in claim 9 wherein said colorless precursor is non-diffusible in aqueous alkaline solution.
Claim 13
Dependent Claim 23 words
A photographic product as defined in claim 9 wherein said image dye provided by said colorless precursor is non-diffusible in aqueous alkaline solution.
Claim 14
Dependent Claim 47 words
A photographic product as defined in claim 9 wherein said image dye provided by said colorless precursor is diffusible in aqueous alkaline solution and said product includes an image-receiving layer so positioned as to be capable of receiving by diffusion said imagewise distribution of said diffusible dye.
Claim 15
Dependent Claim 34 words
A photographic product as defined in claim 12 which additionally includes means for applying an aqueous processing composition to provide an aqueous alkaline solution of a silver halide developing and a silver halide solvent.
Claim 16
Dependent Claim 57 words
A photographic product as defined in claim 12 which includes a light-reflecting layer between said silver halide emulsion and said image-receiving layer, whereby said dye image formed by said imagewise distribution of diffusible dye may be viewed by reflection, said light-reflecting layer being effective to mask said developed silver halide emulsion from one viewing said dye image.
Claim 17
Dependent Claim 19 words
A photographic product as defined in claim 9 wherein said colorless precursor is positioned in said silver halide emulsion.
Claim 18
Dependent Claim 21 words
A photographic product as defined in claim 9 which includes a silver halide developing agent in said silver halide emulsion layer.
Claim 19
Dependent Claim 29 words
A photographic product as defined in claim 16 which includes a silver halide solvent in a layer on the same side of the support as said silver halide emulsion.
Claim 20
Dependent Claim 18 words
A photographic product as defined in claim 9 wherein said silver halide emulsion is a negative working emulsion.
Claim 21
Dependent Claim 14 words
A photographic product as defined in claim 9 which additionally includes an acid-reacting layer.
Claim 22
Dependent Claim 37 words
A photographic product as defined in claim 9 wherein said substituent in the 2-position of said thiozolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction which effects cleavage of an amide group.
Claim 23
Dependent Claim 164 words
A photographic process for providing an imagewise distribution of a photographically useful reagent, which process includes the steps of developing a photosensitive element comprising an exposed silver halide emulsion with an aqueous alkaline processing composition; forming in partially developed and in undeveloped areas an imagewise distribution of silver ions and/or soluble silver complex; contacting said imagewise ditribution of silver ions and/or soluble silver complex with a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of said silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction; and forming as a function of contacting said imagewise distribution of said silver ions and/or soluble silver complex with said compound, a corresponding imagewise distribution of said photographically useful reagent.
Claim 24
Dependent Claim 164 words
A photographic process for providing an imagewise distribution of a photographically useful reagent, which process includes the steps of developing a photosensitive element comprising an exposed silver halide emulsion with an aqueous alkaline processing composition; forming in partially developed and in undeveloped areas an imagewise distribution of silver ions and/or soluble silver complex; contacting said imagewise ditribution of silver ions and/or soluble silver complex with a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of said silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction; and forming as a function of contacting said imagewise distribution of said silver ions and/or soluble silver complex with said compound, a corresponding imagewise distribution of said photographically useful reagent.
Claim 25
Dependent Claim 37 words
A photographic product as defined in claim 21 wherein said substituent in the 2-position of said thiazolidinyl group undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction which effects cleavage of an amide group.
Claim 26
Dependent Claim 16 words
A photographic product as defined in claim 22 wherein said amide group is a carboxamido group.
Claim 27
Dependent Claim 115 words
A photographic product comprising a photosensitive element comprising a plurality of layers including a support; a silver halide emulsion in a layer on said support; and in a layer on the same side of said support as said silver halide emulsion, a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction to provide said photographically useful reagent.
Claim 28
Dependent Claim 115 words
A photographic product comprising a photosensitive element comprising a plurality of layers including a support; a silver halide emulsion in a layer on said support; and in a layer on the same side of said support as said silver halide emulsion, a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction to provide said photographically useful reagent.
Claim 29
Dependent Claim 156 words
A photographic product comprising first and second sheetlike elements, said first element comprising a plurality of layers including a support; a photosensitive silver halide emulsion in a layer on said support; in a layer in one of said first and second sheetlike elements, a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction to provide said photographically useful reagent; and means for applying an aqueous alkaline processing composition to provide a silver halide developing agent and a silver halide solvent in a substantially uniform layer between said emulsion layer and said second sheetlike element in superposed relationship therewith.
Claim 30
Dependent Claim 156 words
A photographic product comprising first and second sheetlike elements, said first element comprising a plurality of layers including a support; a photosensitive silver halide emulsion in a layer on said support; in a layer in one of said first and second sheetlike elements, a compound comprising the radical of a photographically useful reagent substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage in the presence of silver ions and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a β-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction to provide said photographically useful reagent; and means for applying an aqueous alkaline processing composition to provide a silver halide developing agent and a silver halide solvent in a substantially uniform layer between said emulsion layer and said second sheetlike element in superposed relationship therewith.

References Cited (Backward Citations)

US3443941A Cited
US3719489A Cited
US4098783A Cited
US4248962A Cited
US4358525A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-08-28 1988-02-27 1988-08-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-08-28 1992-02-27 1992-08-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-08-28 1996-02-27 1996-08-28 $7700.00 Window Closed / Lapsed

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