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US4124387A Expired / Lapsed US ⏱️ 0.0 years remaining

Positive images in photothermographic materials containing nitroxyl compounds

Assignee: Eastman Kodak Co
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Filing: 1977-07-11
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Granted: 1978-11-07
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Expires: 1997-07-11
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Abstract

Abstract Disclosed herein are photothermogrpahic elements comprising stable free radical nitroxyl compounds. These compounds do not adversely affect the photographic properties of negative-working radiation sensitive emulsions and can be advantageously used in dry photothermographic processes to produce direct positive neutral or color images.

Inventors

  • 👤 Carl F. Kohrt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 10:13
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/494; G03C1/498; G03C1/49836; G03C1/49845; G03C1/49854

Claims Analysis

Total Claims: 34
Claim 1
Independent Claim 144 words
A photothermographic composition comprising: (a) a photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent; and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR19## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR20## wherein R 6 is hydrogen, alkyl having 1 to 6 carbon atoms, or aryl, m is 1 or 2, x is from 0 to 2, y is from 1 to 3, and X is a halogen.
Claim 2
Dependent Claim 144 words
A photothermographic composition comprising: (a) a photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent; and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR19## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR20## wherein R 6 is hydrogen, alkyl having 1 to 6 carbon atoms, or aryl, m is 1 or 2, x is from 0 to 2, y is from 1 to 3, and X is a halogen.
Claim 3
Dependent Claim 14 words
The photothermographic composition of claim 1 wherein the negative-working silver halide is silver bromoiodide.
Claim 4
Dependent Claim 21 words
The photothermographic composition of claim 1 wherein the organic silver salt oxidizing agent is a silver salt of a fatty acid.
Claim 5
Dependent Claim 13 words
The photothermographic composition of claim 1 wherein the reducing agent is a sulfonamidophenol.
Claim 6
Dependent Claim 55 words
The photothermographic composition of claim 1 wherein the free radical nitroxyl compound has the formula: ##STR21## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR22## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 7
Dependent Claim 30 words
The photothermographic composition of claim 1 wherein the free radical nitroxyl compound is present in a concentration of from about 0.7 to about 2.5 moles per mole of silver halide.
Claim 8
Dependent Claim 98 words
A photothermographic composition comprising: (a) photosensitive negative-working silver bromoiodide; (b) a binder; (c) an oxidation-reduction image-forming combination comprising (i) a silver salt of a fatty acid; and (ii) a sulfonamidophenol; (d) at least one color-forming coupler; and (e) from about 0.7 to about 2.5 moles per mole of silver bromoiodide of a free radical compound having the formula: ##STR23## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR24## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 9
Dependent Claim 98 words
A photothermographic composition comprising: (a) photosensitive negative-working silver bromoiodide; (b) a binder; (c) an oxidation-reduction image-forming combination comprising (i) a silver salt of a fatty acid; and (ii) a sulfonamidophenol; (d) at least one color-forming coupler; and (e) from about 0.7 to about 2.5 moles per mole of silver bromoiodide of a free radical compound having the formula: ##STR23## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR24## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 10
Dependent Claim 156 words
A photothermographic element for producing a direct positive image comprising a support having thereon a negative-working layer comprising: (a) a photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent; and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR25## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR26## wherein R 6 is hydrogen, alkyl having 1 to 6 carbon atoms, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen.
Claim 11
Dependent Claim 156 words
A photothermographic element for producing a direct positive image comprising a support having thereon a negative-working layer comprising: (a) a photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent; and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR25## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR26## wherein R 6 is hydrogen, alkyl having 1 to 6 carbon atoms, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen.
Claim 12
Dependent Claim 15 words
The photothermographic element of claim 8 wherein the negative working silver halide is silver bromoiodide.
Claim 13
Dependent Claim 21 words
The photothermographic element of claim 8 wherein the organic silver salt oxidizing agent is a silver salt of a fatty acid.
Claim 14
Dependent Claim 13 words
The photothermographic element of claim 8 wherein the reducing agent is a sulfonamidophenol.
Claim 15
Dependent Claim 55 words
The photothermographic element of claim 8 wherein the free radical nitroxyl compound has the formula: ##STR27## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR28## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 16
Dependent Claim 28 words
The photothermographic element of claim 8 wherein the nitroxyl compound is present in a concentration of from about 0.7 to about 2.5 moles per mole of silver halide.
Claim 17
Dependent Claim 103 words
A photothermographic element for producing a direct positive color image comprising a support having thereon a negative-working layer comprising: (a) photosensitive negative-working silver bromoiodide; (b) a binder; (c) an oxidation-reduction image-forming combination comprising (i) a silver salt of a fatty acid and (ii) a sulfonamidophenol; (d) at least one color-forming coupler; and (e) at least one free radical nitroxyl compound having the formula ##STR29## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR30## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 18
Dependent Claim 103 words
A photothermographic element for producing a direct positive color image comprising a support having thereon a negative-working layer comprising: (a) photosensitive negative-working silver bromoiodide; (b) a binder; (c) an oxidation-reduction image-forming combination comprising (i) a silver salt of a fatty acid and (ii) a sulfonamidophenol; (d) at least one color-forming coupler; and (e) at least one free radical nitroxyl compound having the formula ##STR29## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR30## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 19
Dependent Claim 172 words
A diffusion transfer, photothermographic material for producing a direct positive, color image comprising a support having thereon: (I) at least one photothermographic element comprising a layer comprising: (a) photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula ##STR31## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR32## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen; and (II) a receiver unit capable of receiving a dye transferred from material (I).
Claim 20
Dependent Claim 172 words
A diffusion transfer, photothermographic material for producing a direct positive, color image comprising a support having thereon: (I) at least one photothermographic element comprising a layer comprising: (a) photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula ##STR31## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR32## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen; and (II) a receiver unit capable of receiving a dye transferred from material (I).
Claim 21
Dependent Claim 22 words
The diffusion transfer material of claim 15 wherein the receiver unit (II) comprises a mordant for a dye image from unit (I).
Claim 22
Dependent Claim 15 words
The diffusion transfer material of claim 15 wherein the negative-working silver halide is silver bromoiodide.
Claim 23
Dependent Claim 22 words
The diffusion transfer material of claim 15 wherein the organic silver salt oxidizing agent is a silver salt of a fatty acid.
Claim 24
Dependent Claim 14 words
The diffusion transfer material of claim 15 wherein the reducing agent is a sulfonamidophenol.
Claim 25
Dependent Claim 56 words
The diffusion transfer material of claim 15 wherein the free radical nitroxyl compound has the formula: ##STR33## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR34## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 26
Dependent Claim 29 words
The diffusion transfer material of claim 15 wherein the nitroxyl is present in a concentration range of from about 0.7 to about 2.5 moles per mole of silver halide.
Claim 27
Dependent Claim 17 words
The diffusion transfer material of claim 15 wherein the receiver unit (II) is removable from the material.
Claim 28
Dependent Claim 115 words
A diffusion transfer, photothermographic material for producing a direct positive, color image comprising, in sequence, a transport support having thereon (a) a dye mordant layer; and (b) a photothermographic layer comprising (i) photosensitive negative-working silver halide; (ii) a binder; (iii) an oxidation-reduction image-forming combination comprising (1) a silver salt of a fatty acid and (2) a sulfonamidophenol; (iv) at least one color-forming coupler; and (v) at least one free radical nitroxyl compound having the formula: ##STR35## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR36## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 29
Dependent Claim 115 words
A diffusion transfer, photothermographic material for producing a direct positive, color image comprising, in sequence, a transport support having thereon (a) a dye mordant layer; and (b) a photothermographic layer comprising (i) photosensitive negative-working silver halide; (ii) a binder; (iii) an oxidation-reduction image-forming combination comprising (1) a silver salt of a fatty acid and (2) a sulfonamidophenol; (iv) at least one color-forming coupler; and (v) at least one free radical nitroxyl compound having the formula: ##STR35## wherein R 5 is an electron withdrawing group selected from the group consisting of --COOH and ##STR36## wherein m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is fluoro or chloro.
Claim 30
Independent Claim 190 words
A method for providing a direct positive image in a photothermographic element comprising: (1) imagewise exposing the element to provide a latent image in the element, wherein said element comprises a support having thereon at least one layer comprising (a) photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR37## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR38## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen; and (2) heating the element to a temperature greater than about 100° C. for about 5 to about 30 seconds.
Claim 31
Independent Claim 190 words
A method for providing a direct positive image in a photothermographic element comprising: (1) imagewise exposing the element to provide a latent image in the element, wherein said element comprises a support having thereon at least one layer comprising (a) photosensitive negative-working silver halide; (b) a binder; (c) at least one color-forming coupler; (d) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes; and (e) at least one free radical nitroxyl compound having the formula: ##STR37## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR38## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen; and (2) heating the element to a temperature greater than about 100° C. for about 5 to about 30 seconds.
Claim 32
Dependent Claim 24 words
The method of claim 24 wherein the element is heated to a temperature in a range of from about 100° to about 130° C.
Claim 33
Dependent Claim 196 words
In a method of providing a color image from a photothermographic element comprising a layer comprising (a) photosensitive negative-working silver halide; (b) a binder; and (c) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes, said method comprising imagewise exposing the element to provide a latent image and development at a temperature greater than 100° C. for from about 5 to about 30 seconds, and transfer of the image dyes with an organic solvent to a receiver sheet, the improvement comprising the presence within the same layer of the element of at least one free radical nitroxyl compound having the formula: ##STR39## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR40## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen.
Claim 34
Dependent Claim 196 words
In a method of providing a color image from a photothermographic element comprising a layer comprising (a) photosensitive negative-working silver halide; (b) a binder; and (c) an oxidation-reduction image-forming combination comprising (i) an organic silver salt oxidizing agent and (ii) a reducing agent which, in its oxidized form, is capable of reacting with color-forming couplers to form dyes or leuco dyes, said method comprising imagewise exposing the element to provide a latent image and development at a temperature greater than 100° C. for from about 5 to about 30 seconds, and transfer of the image dyes with an organic solvent to a receiver sheet, the improvement comprising the presence within the same layer of the element of at least one free radical nitroxyl compound having the formula: ##STR39## wherein R 1 , R 2 , R 3 and R 4 are independently selected alkyls having 1 to 6 carbon atoms; and R 5 is an electron withdrawing group selected from the group consisting of --COOR 6 and ##STR40## wherein R 6 is hydrogen, alkyl, or aryl, m is 1 or 2, x is 0 to 2, y is 1 to 3, and X is a halogen.

References Cited (Backward Citations)

US3322542A Cited
US3600168A Cited
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GB1326889A Cited
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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) 1981-11-06 1982-05-08 1982-11-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-11-06 1986-05-08 1986-11-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-11-06 1990-05-08 1990-11-07 $7700.00 Window Closed / Lapsed

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