US3887374A
Expired / Lapsed
US
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Tetrazolium alt photoreductive imaging
Assignee: Eastman Kodak Co
•
Filing: 1973-08-02
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Granted: 1975-06-03
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Expires: 1993-08-02
Abstract
Abstract A tetrazolium salt capable of reduction to a formazan dye is present in a radiation-sensitive layer in combination with a photoreductant capable of producing, in the presence of labile hydrogen atoms, a reducing agent precursor in radiation-struck areas of the layer. An image is produced in the layer by bringing the layer into contact with a base after imagewise exposure to actinic radiation.
Inventors
- 👤 Ralph T Brongo
- 👤 James C Fleming
- 👤 Joseph W Manthey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 04:50
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; G03C1/73
Claims Analysis
Total Claims: 72
Claim 1
Independent Claim
67 words
In a photographic element having a support and at least one radiation-sensitive image recording layer, the improvement in which said image recording layer is comprised of a source of labile hydrogen atoms, a tetrazolium salt capable of reduction to a formazan dye and a photo-reductant capable of producing a base activatible reducing agent precursor on exposure to actinic radiation in the presence of said labile hydrogen atoms.
Claim 2
Dependent Claim
67 words
In a photographic element having a support and at least one radiation-sensitive image recording layer, the improvement in which said image recording layer is comprised of a source of labile hydrogen atoms, a tetrazolium salt capable of reduction to a formazan dye and a photo-reductant capable of producing a base activatible reducing agent precursor on exposure to actinic radiation in the presence of said labile hydrogen atoms.
Claim 3
Dependent Claim
67 words
IN A PHOTOGRPAHIC ELEMENT HAVING A SUPPORT AND AT LEAST ONE RADIATION-SENSITIVE IMAGE RECORDING LAYER, THE IMPROVEMENT IN WHICH SAID IMAGE RECORDING LAYER IS COMPRISED OF A SOURCE OF LABILE HYDROGEN ATOMS, A TETRAZOLIUM SALT CAPABLE OF REDUCTION TO A FORMAZAN DYE AND A PHOTO-REDUCTANT CAPABLE OF PRODUCING A BASE ACTIVATIBLE REDUCING AGENT PRECURSOR ON EXPOSURE TO ACTINIC RADICATION IN THE PRESENCE OF SAID LABILE HYDROGEN ATOMS.
Claim 4
Dependent Claim
67 words
IN A PHOTOGRPAHIC ELEMENT HAVING A SUPPORT AND AT LEAST ONE RADIATION-SENSITIVE IMAGE RECORDING LAYER, THE IMPROVEMENT IN WHICH SAID IMAGE RECORDING LAYER IS COMPRISED OF A SOURCE OF LABILE HYDROGEN ATOMS, A TETRAZOLIUM SALT CAPABLE OF REDUCTION TO A FORMAZAN DYE AND A PHOTO-REDUCTANT CAPABLE OF PRODUCING A BASE ACTIVATIBLE REDUCING AGENT PRECURSOR ON EXPOSURE TO ACTINIC RADICATION IN THE PRESENCE OF SAID LABILE HYDROGEN ATOMS.
Claim 5
Dependent Claim
30 words
In a photographic element according to claim 1 the further improvement in which said photographic element incorporates hydrogen source means external of said photoreductant for supplying the labile hydrogen atoms.
Claim 6
Dependent Claim
48 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means incorporates a labile hydrogen atom attached to a carbon atom which is also bonded to the oxygen atom of an oxy substituent or the nitrogen atom of an amine substituent.
Claim 7
Dependent Claim
32 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means is a polymer and also serves as a binder for said image recording layer.
Claim 8
Dependent Claim
20 words
In a photographic element according to claim 4 the further improvement in which said polymer binder is a cellulosic compound.
Claim 9
Dependent Claim
20 words
In a photographic element according to claim 5 the further improvement in which said polymer binder is cellulose acetate butyrate.
Claim 10
Dependent Claim
20 words
In a photographic element according to claim 4 the further improvement in which said polymer binder is a poly(vinyl acetal).
Claim 11
Dependent Claim
19 words
In a photographic element according to claim 7 the further improvement in which said polymer binder is poly(vinyl butyral).
Claim 12
Dependent Claim
20 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means is nitrilotriacetonitrile.
Claim 13
Dependent Claim
20 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means is phenyl-1,2-ethanediol.
Claim 14
Dependent Claim
22 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means is a poly(alkylene glycol).
Claim 15
Dependent Claim
21 words
In a photographic element according to claim 11 the further improvement in which said external hydrogen source means is poly(ethylene glycol).
Claim 16
Dependent Claim
18 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a nitroarene.
Claim 17
Dependent Claim
18 words
In a photographic element according to claim 13 the further improvement in which said photoreductant is a halonitroarene.
Claim 18
Dependent Claim
18 words
In a photographic element according to claim 14 the further improvement in which said photoreductant is a halonitrobenzene.
Claim 19
Dependent Claim
18 words
In a photographic element according to claim 15 the further improvement in which said photoreductant is a 4-halonitrobenzene.
Claim 20
Dependent Claim
17 words
In a photographic element according to claim 16 the further improvement in which said photoreductant is 4-bromonitrobenzene.
Claim 21
Dependent Claim
19 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a phenazinium salt.
Claim 22
Dependent Claim
19 words
In a photographic element according to claim 18 the further improvement in which said phenazinium salt is phenazinium 4-toluenesulfonate.
Claim 23
Dependent Claim
18 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a disulfide.
Claim 24
Dependent Claim
34 words
In a photographic element according to claim 20 the further improvement in which said photoreductant is an aryl disulfide capable of being cleaved at the S-S bond by actinic radiation to form a mercaptan.
Claim 25
Dependent Claim
18 words
In a photograPhic element according to claim 21 the further improvement in which said photoreductant is 1-naphthyl-1''-phenethyl disulfide.
Claim 26
Dependent Claim
18 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a diazoanthrone.
Claim 27
Dependent Claim
18 words
In a photographic element according to claim 23 the further improvement in which said diazoanthrone is a 10-diazoanthrone.
Claim 28
Dependent Claim
18 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a beta-ketosulfide.
Claim 29
Dependent Claim
18 words
In a photographic element according to claim 25 the further improvement in which said photoreductant is a thiochromanone.
Claim 30
Dependent Claim
17 words
In a photographic element according to claim 26 the further improvement in which said photoreductant is 2-(4-tolyl)thiochromanone.
Claim 31
Dependent Claim
38 words
In a photographic element according to claim 1 the further improvement in which said photoreductant is a quinone, a disulfide, a phenazinium salt, a beta-ketosulfide, a nitroarene, a diazoanthrone, or a mixture of two or more of these.
Claim 32
Dependent Claim
20 words
In a photographic element according to claim 1 the further improvement in which said tetrazolium salt is a 2,3-diaryl-2H-tetrazolium salt.
Claim 33
Dependent Claim
20 words
In a photographic element according to claim 29 the further improvement in which said tetrazolium salt is a triaryl-2H-tetrazolium salt.
Claim 34
Dependent Claim
20 words
In a photographic element according to claim 30 the further improvement in which said tetrazolium salt is a 2,3,5-triphenyl-2H-tetrazolium salt.
Claim 35
Dependent Claim
19 words
In a photographic element according to claim 31 the further improvement in which said tetrazolium salt is 2,3,5-triphenyl-2H-tetrazolium halide.
Claim 36
Dependent Claim
26 words
In a photographic element according to claim 31 the further improvement in which said tetrazolium salt incorporates at least one alkyl, alkoxy, halo or nitro substituent.
Claim 37
Dependent Claim
38 words
In a photographic element according to claim 31 the further improvement in which said tetrazolium salt is 2,3,5-triphenyl-2H-tetrazolium chloride, 2-(2-methylphenyl)-3,5-diphenyl-2H-tetrazolium tetrafluoroborate, 2-(4-chlorophenyl)-3,5-diphenyl-2H-tetrazolium tetrafluoroborate, 2-(4-iodophenyl)-3,5-diphenyl-2H-tetrazolium tetrafluoroborate, 2-(2-methoxyphenyl)-3,5-diphenyl-2H-tetrazolium tetrafluoroborate, 2,3-diphenyl-5-(2-chlorophenyl)-2H-tetrazolium iodide, 2-(2,4,6-trichlorophenyl)-3, 5-diphenyl-2H-tetrazolium tetrafluoroborate, 2-(3-nitrophenyl-3, 5-diphenyl-2H-tetrazolium tetrafluoroborate, or 2,3-diphenyl-5-(4-nitrophenyl)-2H-tetrazolium tetrafluoroborate.
Claim 38
Dependent Claim
22 words
In a photographic element according to claim 1 the further improvement in which said tetrazolium salt is a tetrafluoroborate or a hexafluorophosphate.
Claim 39
Dependent Claim
26 words
In a photographic element according to claim 1 the further improvement in which said tetrazolium salt contains at least one pyridyl or azolyl tetrazole ring substituent.
Claim 40
Dependent Claim
38 words
In a photographic element according to claim 36 the further improvement in which said tetrazolium salt contains at least one 2-pyridyl or 2-azolyl tetrazole nucleus substituent in the 2 or 3 position capable of forming a tridentate chelate.
Claim 41
Dependent Claim
30 words
In a photographic element according to claim 37 the further improvement in which said tetrazolium salt is 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide; 2-(2-pyridyl)-3-(2,6-dimethylphenyl)-5-phenyl-2H-tetrazolium hexafluorophosphate; 2-(2-pyridyl)-3-phenyl-5-n-hexyl-2H-tetrazolium tetrafluoroborate; 2-(2-pyridyl)-3,5-diphenyl-2H-tetrazolium bromide, 2-(benzothiazol-2-yl)-3,5-diphenyl-2H-tetrazolium bromide or 2-(2-pyridyl)-3,5-diphenyl-2H-tetrazolium tetRafluoroborate.
Claim 42
Dependent Claim
31 words
In a photographic element according to claim 1 the further improvement additionally including means incorporated within said image recording layer capable of interacting with a formazan dye to form a chelate.
Claim 43
Dependent Claim
31 words
In a photographic element according to claim 39 the further improvement in which said chelating means is chosen from the class consisting of copper, zinc, mercury, cadmium, cobalt and nickel salts.
Claim 44
Dependent Claim
20 words
In a photographic element according to claim 39 the further improvement in which said chelating means is a metal carboxylate.
Claim 45
Dependent Claim
27 words
In a photographic element according to claim 1 the further improvement in which from 0.1 to 10 moles of tetrazolium salt are present per mole of photoreductant.
Claim 46
Dependent Claim
33 words
In a photographic element according to claim 2 the further improvement in which said external hydrogen source means is present in a concentration of at least 0.5 moles per mole of said photoreductant.
Claim 47
Dependent Claim
34 words
In a photographic element according to claim 1 the further improvement in which said photographic element incorporates a binder in said image recording layer in a concentration of up to 99 percent by weight.
Claim 48
Dependent Claim
35 words
In a photographic element according to claim 44 the further improvement in which said photographic element incorporates a binder in said image recording layer in a concentration of from 50 to 90 percent by weight.
Claim 49
Dependent Claim
26 words
In a photographic element according to claim 42 the further improvement in which said photoreductant and said tetrazolium salt are present in substantially equal molar proportions.
Claim 50
Dependent Claim
70 words
In a photographic element having a support and at least one radiation-sensitive layer, the improvement in which said image recording layer is comprised of a source of labile hydrogen atoms, a tetrazolium salt capable of reduction to a formazan dye and a photoreductant capable of producing a base activatible reducing agent precursor on exposure to actinic radiation in the presence of said labile hydrogen atoms, said photoreductant being a quinone.
Claim 51
Dependent Claim
70 words
In a photographic element having a support and at least one radiation-sensitive layer, the improvement in which said image recording layer is comprised of a source of labile hydrogen atoms, a tetrazolium salt capable of reduction to a formazan dye and a photoreductant capable of producing a base activatible reducing agent precursor on exposure to actinic radiation in the presence of said labile hydrogen atoms, said photoreductant being a quinone.
Claim 52
Dependent Claim
40 words
In a photographic element according to claim 47 the further improvement in which said quinone incorporates at least one alkyl, alkenyl, alkynyl, aryl, alkoxy, aryloxy, alkaryloxy, hydroxyalkyl, alkylcarbonyl, carboxyl, amino, aminoalkyl, amidoalkyl, anilino, piperidino, pyrrolidino, morpholino, nitro or halide substituent.
Claim 53
Dependent Claim
23 words
In a photographic element according to claim 48 the further improvement in which said quinone incorporates at least one phenyl or phenoxy substituent.
Claim 54
Dependent Claim
38 words
In a photographic element according to claim 48 the further improvement in which each of said alkyl, alkenyl and alkynyl substituents, whether present as separate substituents or in combination with other substituents, incorporate twenty or fewer carbon atoms.
Claim 55
Dependent Claim
38 words
In a photographic element according to claim 50 the further improvement in which each of said alkyl, alkenyl and alkynyl substituents, whether present as separate substituents or in combination with other substituents, incorporate six or fewer carbon atoms.
Claim 56
Dependent Claim
18 words
In a photographic element according to claim 47 the further improvement in which said quinone is a benzoquinone.
Claim 57
Dependent Claim
18 words
In a photographic element according to claim 52 the further improvement in which said benzoquinone is a 1,4-benzoquinone.
Claim 58
Dependent Claim
23 words
In a photographic element according to claim 48 the further improvement in which said 1,4-benzoquinone is 2,5-dimethyl-1,4-benzoquinone; duroquinone; 2,5-di-t-butyl-1,4-benzoquinone; 2,3, 5-trimethyl-6-bromo-1,4-benzoquinone; or 2-phenyl-1,4-benzoquinone.
Claim 59
Dependent Claim
18 words
In a photographic element according to claim 47 the further improvement in which said quinone is a naphthoquinone.
Claim 60
Dependent Claim
18 words
In a photographic element according to claim 55 the further improvement in which said naphthoquinone is a 1,4-naphthoquinone.
Claim 61
Dependent Claim
24 words
In a photographic element according to claim 56 the further improvement in which said 1,4-naphthoquinone is 1,4-Naphthoquinone; 2-methyl-1,4-naphthoquinone; 2,3-dimethyl-1,4-naphthoquinone; 2,3-dichloro-1,4-naphthoquinone; 2-thiomethyl-1, 4-naphthoquinone; or 2-acetylthiomethyl-3-methyl-1,4-naphthoquinone.
Claim 62
Dependent Claim
18 words
In a photographic element according to claim 47 the further improvement in which said quinone is an anthraquinone.
Claim 63
Dependent Claim
17 words
In a photographic element according to claim 58 the further improvement in which said anthraquinone is 2-t-butylanthraquinone.
Claim 64
Dependent Claim
70 words
An image recording process comprising converting a photoreductant within a selected areal portion of a radiation-sensitive layer of a photographic element to a reducing agent precursor by imagewise exposing the photoreductant to actinic radiation while in reactive contact with labile hydrogen atoms, activating the precursor with a base to form a reducing agent and reducing tetrazolium salt present within the selected areal portions containing the reducing agent to formazan dye.
Claim 65
Dependent Claim
70 words
An image recording process comprising converting a photoreductant within a selected areal portion of a radiation-sensitive layer of a photographic element to a reducing agent precursor by imagewise exposing the photoreductant to actinic radiation while in reactive contact with labile hydrogen atoms, activating the precursor with a base to form a reducing agent and reducing tetrazolium salt present within the selected areal portions containing the reducing agent to formazan dye.
Claim 66
Dependent Claim
16 words
An image recording process according to claim 60 comprising utilizing the base in the gaseous phase.
Claim 67
Dependent Claim
16 words
An image recording process according to claim 60 in which the precursor is activated by ammonia.
Claim 68
Dependent Claim
13 words
An image recording process according to claim 60 comprising chelating the formazan dye.
Claim 69
Dependent Claim
22 words
An image recording process according to claim 60 in which the radiation-sensitive layer of the photographic element is exposed to visible light.
Claim 70
Dependent Claim
22 words
An image recording process according to claim 60 in which the radiation-sensitive layer of the photographic element is exposed to ultra-violet radiation.
Claim 71
Dependent Claim
50 words
An image recording process comprising imagewise exposing a radiation-sensitive layer of a photographic element containing a quinone photoreductant, a tetrazolium salt, and a source of labile hydrogen atoms, activating the radition-struck quinone photoreductant with a base and reducing the tetrazolium salt adjacent the activated radiation-struck quinone photoreductant to formazan dye.
Claim 72
Dependent Claim
50 words
An image recording process comprising imagewise exposing a radiation-sensitive layer of a photographic element containing a quinone photoreductant, a tetrazolium salt, and a source of labile hydrogen atoms, activating the radition-struck quinone photoreductant with a base and reducing the tetrazolium salt adjacent the activated radiation-struck quinone photoreductant to formazan dye.
References Cited (Backward Citations)
US3278366A
Cited
US3642478A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-06-02 | 1978-12-02 | 1979-06-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-02 | 1982-12-02 | 1983-06-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-02 | 1986-12-02 | 1987-06-03 | $7700.00 | Window Closed / Lapsed |