Patent US1381373A successfully refreshed from Google Patents.
US4138265A
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US
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Antifoggants in certain photographic and photothermographic materials that include silver salts of 3-amino-1,2,4-mercaptotriazole
Assignee: Eastman Kodak Co
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Filing: 1977-06-27
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Granted: 1979-02-06
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Expires: 1997-06-27
Abstract
Abstract A photographic material, especially a photothermographic material, for producing a dye-enhanced silver image comprising, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a certain 3-amino-1,2,4-mercaptotriazole derivative with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye upon reaction with the oxidized form of the developing agent, such as upon heating the element to a temperature above about 80° C., (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant, provides developed dye-enhanced silver images without the need for processing solutions or baths and provides reduced fog upon processing. An image can be developed in this material by merely heating the material to moderately elevated temperatures. Other addenda employed in heat developable photographic materials, such as sensitizing dyes, can be employed with the photographic materials described.
Inventors
- 👤 Daniel D. Shiao
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 09:55
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/34; G03C1/346; G03C1/494; G03C1/498; G03C1/49836; G03C7/00; G03C7/30; G03C1/49845
Claims Analysis
Total Claims: 52
Claim 1
Independent Claim
109 words
A photographic element for producing a dye enhanced silver image comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR3## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye upon reaction with the oxidized form of said developing agent, (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 2
Dependent Claim
109 words
A photographic element for producing a dye enhanced silver image comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR3## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye upon reaction with the oxidized form of said developing agent, (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 3
Dependent Claim
88 words
A photographic element as in claim 1 wherein said thiazoline thione antifoggant is represented by the formula: ##STR4## wherein R 1 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 2 forms a benzo nucleus; R 2 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, formyl, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 1 forms a benzo nucleus.
Claim 4
Dependent Claim
32 words
A photographic element as in claim 1 wherein said antifoggant concentration is within the range of 0.005 to 0.25 mole of said thiazoline thione antifoggant per mole of silver in said element.
Claim 5
Dependent Claim
31 words
A photographic element as in claim 1 wherein the silver salt of the 1,2,4-mercaptotriazole has a molar ratio of the mercaptotriazole to silver ion within the range of 0.5 to 3.0.
Claim 6
Dependent Claim
37 words
A photographic element as in claim 1 comprising, for each mole of photosensitive silver halide, 2.0 to 8.0 moles of said silver salt of the 1,2,4-mercaptotriazole, and 5.0 to 10.0 moles of said silver halide developing agent.
Claim 7
Dependent Claim
19 words
A photographic element as in claim 1 wherein said compound that contains a coupling moiety is a resorcinol coupler.
Claim 8
Dependent Claim
17 words
A photographic element as in claim 1 wherein said compound that contains a coupling moiety is 2',6'-dihydroxytrifluoroacetanilide.
Claim 9
Dependent Claim
12 words
A photographic element as in claim 1 also comprising a base precursor.
Claim 10
Dependent Claim
18 words
A photographic element as in claim 1 also comprising a base precursor consisting essentially of a guanidinium salt.
Claim 11
Dependent Claim
12 words
A photographic element as in claim 1 also comprising an image toner.
Claim 12
Dependent Claim
18 words
A photographic element as in claim 1 also comprising an image toner consisting essentially of a 1-phenyl-2-tetrazoline-5-thione compound.
Claim 13
Dependent Claim
28 words
A photographic element as in claim 1 wherein said thiazoline thione antifoggant is a compound selected from the group consisting of 4-carboxymethyl-4-thiazoline-2-thione, 4-hydroxymethyl-4-thiazoline-2-thione, 5-carboxy-4-methyl-4-thiazoline-2-thione, 2-mercaptobenzothiazole, and combinations thereof.
Claim 14
Dependent Claim
66 words
A photographic element for producing a dye enhanced silver image comprising a support having thereon in reactive association: (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 15
Dependent Claim
66 words
A photographic element for producing a dye enhanced silver image comprising a support having thereon in reactive association: (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 16
Dependent Claim
19 words
A photographic element as in claim 13 wherein said photosensitive silver halide is a gelatino silver bromoiodide photographic emulsion.
Claim 17
Dependent Claim
118 words
A photothermographic element for producing a dye enhanced silver image comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR5## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye with the oxidized form of said developing agent upon heating said element to a temperature above about 80° C., (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 18
Dependent Claim
118 words
A photothermographic element for producing a dye enhanced silver image comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR5## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye with the oxidized form of said developing agent upon heating said element to a temperature above about 80° C., (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 19
Dependent Claim
88 words
A photothermographic element as in claim 15 wherein said thiazoline thione antifoggant is represented by the formula: ##STR6## wherein R 1 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 2 forms a benzo nucleus; R 2 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, formyl, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 1 forms a benzo nucleus.
Claim 20
Dependent Claim
32 words
A photothermographic element as in claim 15 wherein said antifoggant concentration is within the range of 0.005 to 0.25 mole of said thiazoline thione antifoggant per mole of silver in said element.
Claim 21
Dependent Claim
31 words
A photothermographic element as in claim 15 wherein the silver salt of the 1,2,4-mercaptotriazole has a molar ratio of the mercaptotriazole to silver ion within the range of 0.5 to 3.0.
Claim 22
Dependent Claim
37 words
A photothermographic element as in claim 15 comprising, for each mole of photosensitive silver halide, 2.0 to 8.0 moles of said silver salt of the 1,2,4-mercaptotriazole, and 5.0 to 10.0 moles of said silver halide developing agent.
Claim 23
Dependent Claim
19 words
A photothermographic element as in claim 15 wherein said compound that contains a coupling moiety is a resorcinol coupler.
Claim 24
Dependent Claim
17 words
A photothermographic element as in claim 15 wherein said compound that contains a coupling moiety is 2',6'-dihydroxytrifluoroacetanilide.
Claim 25
Dependent Claim
12 words
A photothermographic element as in claim 15 also comprising a base precursor.
Claim 26
Dependent Claim
18 words
A photothermographic element as in claim 15 also comprising a base precursor consisting essentially of a guanidinium salt.
Claim 27
Dependent Claim
12 words
A photothermographic element as in claim 15 also comprising an image toner.
Claim 28
Dependent Claim
18 words
A photothermographic element as in claim 15 also comprising an image toner consisting essentially of a 1-phenyl-2-tetrazoline-5-thione compound.
Claim 29
Dependent Claim
28 words
A photothermographic element as in claim 15 wherein said thiazoline thione antifoggant is a compound selected from the group consisting of 4-carboxymethyl-4-thiazoline-2-thione, 4-hydroxymethyl-4-thiazoline-2-thione, 5-carboxy-4-methyl-4-thiazoline-2-thione, 2-mercaptobenzothiazole, and combinations thereof.
Claim 30
Dependent Claim
66 words
A photothermographic element for producing a dye enhanced silver image comprising a support having thereon in reactive association: (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 31
Dependent Claim
66 words
A photothermographic element for producing a dye enhanced silver image comprising a support having thereon in reactive association: (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 32
Dependent Claim
19 words
A photothermographic element as in claim 27 wherein said photosensitive silver halide is a gelatino silver bromoiodide photographic emulsion.
Claim 33
Dependent Claim
95 words
A photographic composition comprising (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR7## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye upon reaction with the oxidized form of said developing agent, (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 34
Dependent Claim
95 words
A photographic composition comprising (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR7## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye upon reaction with the oxidized form of said developing agent, (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant.
Claim 35
Dependent Claim
88 words
A photographic composition as in claim 29 wherein said thiazoline thione antifoggant is represented by the formula: ##STR8## wherein R 1 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 2 forms a benzo nucleus; R 2 is hydrogen, alkyl containing 1 to 10 carbon atoms, aryl containing 6 to 12 carbon atoms, carboxy, carboxymethyl, acetyl, carbethoxy, formyl, hydroxy, hydroxymethyl, bromohydroxyphenyl or taken with R 1 forms a benzo nucleus.
Claim 36
Dependent Claim
32 words
A photographic composition as in claim 29 wherein said antifoggant concentration is within the range of 0.005 to 0.25 mole of said thiazoline thione antifoggant per mole of silver in said composition.
Claim 37
Dependent Claim
31 words
A photographic composition as in claim 29 wherein the silver salt of the 1,2,4-mercaptotriazole has a molar ratio of the mercaptotriazole to silver ion within the range of 0.5 to 3.0.
Claim 38
Dependent Claim
37 words
A photographic composition as in claim 29 comprising, for each mole of photosensitive silver halide, 2.0 to 8.0 moles of said silver salt of the 1,2,4-mercaptotriazole, and 5.0 to 10.0 moles of said silver halide developing agent.
Claim 39
Dependent Claim
19 words
A photographic composition as in claim 29 wherein said compound that contains a coupling moiety is a resorcinol coupler.
Claim 40
Dependent Claim
17 words
A photographic composition as in claim 29 wherein said compound that contains a coupling moiety is 2',6'-dihydroxytrifluoroacetanilide.
Claim 41
Dependent Claim
12 words
A photographic composition as in claim 29 also comprising a base precursor.
Claim 42
Dependent Claim
18 words
A photographic composition as in claim 29 also comprising a base precursor consisting essentially of a guanidinium salt.
Claim 43
Dependent Claim
12 words
A photographic composition as in claim 29 also comprising an image toner.
Claim 44
Dependent Claim
18 words
A photographic composition as in claim 29 also comprising an image toner consisting essentially of a 1-phenyl-2-tetrazoline-5-thione compound.
Claim 45
Dependent Claim
28 words
A photographic composition as in claim 29 wherein said thiazoline thione antifoggant is a compound selected from the group consisting of 4-carboxymethyl-4-thiazoline-2-thione, 4-hydroxymethyl-4-thiazoline-2-thione, 5-carboxy-4-methyl-4-thiazoline-2-thione, 2-mercaptobenzothiazole, and combinations thereof.
Claim 46
Dependent Claim
52 words
A photographic composition comprising (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 47
Dependent Claim
52 words
A photographic composition comprising (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione.
Claim 48
Dependent Claim
19 words
A photographic composition as in claim 41 wherein said photosensitive silver halide is a gelatino silver bromoiodide photographic emulsion.
Claim 49
Dependent Claim
141 words
A process of developing an image in an imagewise exposed photothermographic element comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR9## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye with the oxidized form of said developing agent upon heating said element to a temperature above about 80° C., (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant, comprising heating said element to a temperature within the range of 125° C. to 200° C. until said image is developed.
Claim 50
Dependent Claim
141 words
A process of developing an image in an imagewise exposed photothermographic element comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of a 1,2,4-mercaptotriazole represented by the formula: ##STR9## wherein Y is aryl containing 6 to 12 carbon atoms; n is 0 to 2; and Z is hydrogen, hydroxyl or --NH 2 ; with (ii) a phenylenediamine or aminophenol silver halide developing agent, (c) a compound that contains a coupling moiety and which forms a dye with the oxidized form of said developing agent upon heating said element to a temperature above about 80° C., (d) a binder, and (e) an antifoggant concentration of a thiazoline thione antifoggant, comprising heating said element to a temperature within the range of 125° C. to 200° C. until said image is developed.
Claim 51
Dependent Claim
89 words
A process of developing an image in an imagewise exposed photothermographic element comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione, comprising heating said element to a temperature within the range of 125° C. to 200° C. until said image is developed.
Claim 52
Dependent Claim
89 words
A process of developing an image in an imagewise exposed photothermographic element comprising a support having thereon, in reactive association, (a) photosensitive silver halide, (b) an image-forming combination comprising (i) a silver salt of 3-amino-5-benzylthio-1H-1,2,4-triazole, with (ii) a phenylenediamine silver halide developing agent consisting essentially of 4-amino-2-methoxy-N,N,5-trimethylaniline sulfate, (c) a dye forming coupler consisting essentially of 2',6'-dihydroxytrifluoroacetanilide, (d) a polymeric binder, and (e) an antifoggant concentration of 4-carboxymethyl-4-thiazoline-2-thione, comprising heating said element to a temperature within the range of 125° C. to 200° C. until said image is developed.
References Cited (Backward Citations)
US2824001A
Cited
US3312550A
Cited
US3220839A
Cited
US3418131A
Cited
US3598598A
Cited
US3839041A
Cited
US3801330A
Cited
US3761270A
Cited
DE2443292A1
Cited
US3997346A
Cited
US4003749A
Cited
DE2650764A1
Cited
USPTO Annuity & Maintenance Windows
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| 7.5 Years (Year 8) | 1986-02-05 | 1986-08-07 | 1987-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-02-05 | 1990-08-07 | 1991-02-06 | $7700.00 | Window Closed / Lapsed |