US3287135A - Antifoggants for silver halide emulsions on a linear polyester support - Google Patents
Antifoggants for silver halide emulsions on a linear polyester support Download PDFInfo
- Publication number
- US3287135A US3287135A US399394A US39939464A US3287135A US 3287135 A US3287135 A US 3287135A US 399394 A US399394 A US 399394A US 39939464 A US39939464 A US 39939464A US 3287135 A US3287135 A US 3287135A
- Authority
- US
- United States
- Prior art keywords
- silver halide
- emulsion
- fog
- emulsions
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000839 emulsion Substances 0.000 title claims description 68
- -1 silver halide Chemical class 0.000 title claims description 49
- 229910052709 silver Inorganic materials 0.000 title claims description 26
- 239000004332 silver Substances 0.000 title claims description 26
- 229920000728 polyester Polymers 0.000 title claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 28
- 229920006267 polyester film Polymers 0.000 claims description 21
- 239000000356 contaminant Substances 0.000 claims description 19
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims description 6
- 229940091173 hydantoin Drugs 0.000 claims description 6
- ZFLIKDUSUDBGCD-UHFFFAOYSA-N parabanic acid Chemical compound O=C1NC(=O)C(=O)N1 ZFLIKDUSUDBGCD-UHFFFAOYSA-N 0.000 claims description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 9
- 239000005020 polyethylene terephthalate Substances 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- UDATXMIGEVPXTR-UHFFFAOYSA-N 1,2,4-triazolidine-3,5-dione Chemical compound O=C1NNC(=O)N1 UDATXMIGEVPXTR-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000002401 inhibitory effect Effects 0.000 description 6
- 108010010803 Gelatin Proteins 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 239000008273 gelatin Substances 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 235000011852 gelatine desserts Nutrition 0.000 description 5
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 5
- GOSUFRDROXZXLN-UHFFFAOYSA-N 4-phenyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1NNC(=O)N1C1=CC=CC=C1 GOSUFRDROXZXLN-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 125000000547 substituted alkyl group Chemical group 0.000 description 4
- 125000003107 substituted aryl group Chemical group 0.000 description 4
- FTLPCUOUNXWZMN-UHFFFAOYSA-N 4-ethyl-1,2,4-triazolidine-3,5-dione Chemical compound CCN1C(=O)NNC1=O FTLPCUOUNXWZMN-UHFFFAOYSA-N 0.000 description 3
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 229920002301 cellulose acetate Polymers 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- CYXJEHCKVOQFOV-UHFFFAOYSA-N (4-amino-2-methylphenyl) hydrogen sulfate Chemical compound CC1=CC(N)=CC=C1OS(O)(=O)=O CYXJEHCKVOQFOV-UHFFFAOYSA-N 0.000 description 1
- VJEZYZLITKUTFH-UHFFFAOYSA-N 2-(hydrazinecarbonyl)benzoic acid Chemical compound NNC(=O)C1=CC=CC=C1C(O)=O VJEZYZLITKUTFH-UHFFFAOYSA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- XEIPQVVAVOUIOP-UHFFFAOYSA-N [Au]=S Chemical compound [Au]=S XEIPQVVAVOUIOP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 239000012052 hydrophilic carrier Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- CBEQRNSPHCCXSH-UHFFFAOYSA-N iodine monobromide Chemical compound IBr CBEQRNSPHCCXSH-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/795—Photosensitive materials characterised by the base or auxiliary layers the base being of macromolecular substances
- G03C1/7954—Polyesters
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
Definitions
- This invention relates to photographic elements, and more particularly to photographic silver halide emulsions coated on polyester film base, which emulsions are protected against fog caused by contaminants in the film base.
- fog refers to silver salt reduced during development of photographic emulsions in areas where no exposure is given
- fog inhibiting agent and antifoggant refer to a compound added to an emulsion which tends to inhibit'spontane'ous growth "of fog during prolonged storage. Fog tends to increase with r time and temperature in storage conditions; it iscommon,
- polyester films have good physical properties, such as excellent dimensional stability, which render such films highly useful as supports for photographic silver halide emulsions.
- polyester films commonly contain various side reaction products which may be formed during synthesis of the polyester as well as catalyst residue. Some or all of these constituents may serve to fog emulsions coated on polyester supports, particularly at low humidity, even though a barrier layer such as a conventional subbing layer is interposed between the support and the emulsion coating. The fog caused by the contaminant or contaminants in polyester film is not satisfactorily inhibited by conventional fog inhibiting agents. It therefore appears desirable to provide photographic elements comprising silver halide emulsions coated on polyester supports, which emulsions do not tend to fog.
- One object of our invention is to provide photographic elements comprising photographic silver halide emulsion coated on polyester film base, which emulsion is protected against fogging caused by contaminants in the film base.
- Another object of our invention is to provide fog inhibiting agents for photographic silver halide emulsions which prevent fogging of the emulsion when coated on the polyester film base.
- Other objects of our invention will appear herein.
- a polyester film base having a photographic silver halide emulsion thereon containing as an antifoggant a compound selected from the group consisting of parabanic acid, hydantoin and compounds having the following general formula:
- Z represents the atoms required to complete a heterocyclic ring, such as R and R each are selected from the group consisting of H, alkyl, such as methyl, ethyl, :propyl, butyl, amyl, octyl, decyl and dodecyl, substituted alkyl, such as carboxyethyl, sulfopropyl or sulfobutyl, aryl, such as phenyl or naphthyl, and substituted aryl, such as benzyl; and monoacyl and diacyl derivatives of compounds having the above general formula, such as the monoand di-acetyl, propionyl, butyryl, valeryl, caprylyl, capryl and lauryl derivatives of such compounds;
- Typical specific useful compounds having the above general formula include urazole, 4-phenyl urazole, l-phenyl ura
- Tl'llS is illustrated in Table 3.
- polyester film base and hydantoin and parabainic acid substantially reduce such fog. It is also shown that these antifoggants function without substantially altering other sensitometric characteristics of the emulsion.
- a coarse grain silver bromoiodide gelatin emulsion of the type used for screen X-ray materials was prepared and divided into several- Test compounds were added to separate porportions. tions of this emulsion in the concentrations shown in the following table. Each portion was coated on a poly(ethylene terephthalate) film support (Kodak Estar). A sample of each coating was exposed on an Eastman 1B sensitometer and processed for 6 minutes in Kodak. De-
- the compounds in accordance with the invention eifectively reduced fog caused by contaminants in the polyester film base, whereas phthalimide, which is closely related to the compounds of the invention, completely failed to reduce such fog.
- a red sensitive sulfur-gold sensitized silver bromoiodide gelatin emulsion was prepared containing an incorporated phenolic cyan coupler of the type described in US. Patent 2,474,293. The emulsion was divided into two parts. Urazole was added to one part at a concentration of 3 g./mole of silver halide. The emulsions were coated on a cellulose acetate support and also on a polyethylene terephthalate support (Estar). A sample of each coating was exposed on an intensity scale sensitometer and color developed in the usual manner with the following results.
- This invention is generally applicable to silver halide emulsions but is especially useful with silver bromoiodide emulsions, particularly with high speed bromoiodide emulsions.
- the special antifoggants of the invention are most useful in concentrations of from about 0.01 to about 5 g. per gram moleof silver halide in the emulsion.
- Optimum concentrations of fog inhibiting agent are about 0.05 to 3.5 g. per gram mole of silver halide.
- the film supports employed in the photographic elements of the invention are the polyester film supports including the polymers composed of bi-functional dicarboxylic acids and glycol substituents, such as polyesters prepared from 1,4-cyclohexanedimethanol and terepht-halic acid.
- Especially useful film supports are poly(alkylene terephthalate), poly(ethylene terephthalate) being particularly suitable.
- various side reaction products are formed which remain in the film and act as contaminants which have a tendency to cause fog when photographic silver halide emulsions are coated thereover.
- polyester film suitable for photographic supports may be from about 1 to 15 mils thick, and preferably are about 2 to 11 mils thick.
- the emulsion of the photographic element of the invention may contain conventional emulsion addenda, e.g., sensitizers, coating aids, ultraviolet absorbers and the like. While it is preferred to employ gelatin as the hydrophilic carrier for the present emulsions, any of the well known gelatin substitutes such as polyvinyl alcohol, polyacrylamide, cellulosic materials and the like, and mixtures thereof, can also be used.
- a photographic element comprising a silver halide emulsion coated on a linear polyester film support, which polyester contains contaminants which tend to cause fogging of the silver halide emulsion, said emulsion containing a fog-stabilizing quantity of a compound selected from the group consisting of hydantoin; parabanic acid; compounds having the following general formula:
- Z represents the atoms required to complete a heterocyclic ring, and R is selected from the group consisting of H, alkyl, substituted alkyl, aryl and substituted aryl; and the monoacyl and diacyl derivatives of compounds having the above formula.
- a photographic element comprising a light sensitive silver halide emulsion coated on a poly(ethylene terephthalate) film support, said support containing contaminants which tend to cause fogging of the emulsion, said emulsion containing a stabilizing quantity of a compound selected from the group consisting of hydantoin; parabanic acid; compounds having the following general formula:
- Z represents the atoms required to complete a heterocyclic ring, and R is selected from the group consisting of H, alkyl, substituted alkyl, aryl and substituted aryl; and the monoacyl' and diacyl derivatives of compounds having the above formula.
- a photographic element omprising a light sensitive silver halide emulsion containing about 0.05- .0 g. urazole per gram mole of silver halide, said emulsion being coated on a poly (ethylene terephthalate) film support, which support contains contaminants which tend to cause fogging of the emulsion.
- a photographic element comprising a light sensitive silver halide emulsion containing about 0.05-5 .0 g. 4-phenylurazole per gram mole of silver halide, said emulsion being coated on a poly(ethylene terephthalate) film support, which support contains contaminants which tend to cause fogging of the emulsion.
- a photographic element comprising a light sensitive silver halide emulsion containing about 0.05-5 .0 g. 4-ethylurazole per gram mole 'of silver halide, said emulsion being coated on a poly(ethylene terephthalate) film support, which support contains contaminants which tend to. cause fogging of the emulsion.
- a photographic element comprising a light sensitive 1 compound which stabilizes against fog is present in a layer wherein Z represents the atomsrequired to complete a heterocyclic ring, and R is selected from the group consisting of H, alkyl, substituted alkyl, and aryl and substituted aryl; and the monoacyl and diacyl derivatives of compounds having the above formula.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US399394A US3287135A (en) | 1963-12-20 | 1964-09-25 | Antifoggants for silver halide emulsions on a linear polyester support |
| GB48724/64A GB1081352A (en) | 1963-12-20 | 1964-12-01 | Photographic elements |
| DE19641303798 DE1303798C2 (de) | 1963-12-20 | 1964-12-16 | Photographisches aufzeichnungsmaterial |
| FR999131A FR1417782A (fr) | 1963-12-20 | 1964-12-18 | Nouveaux produits photographiques à support en polyester |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33225863A | 1963-12-20 | 1963-12-20 | |
| US399394A US3287135A (en) | 1963-12-20 | 1964-09-25 | Antifoggants for silver halide emulsions on a linear polyester support |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3287135A true US3287135A (en) | 1966-11-22 |
Family
ID=26988138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US399394A Expired - Lifetime US3287135A (en) | 1963-12-20 | 1964-09-25 | Antifoggants for silver halide emulsions on a linear polyester support |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3287135A (enrdf_load_stackoverflow) |
| DE (1) | DE1303798C2 (enrdf_load_stackoverflow) |
| GB (1) | GB1081352A (enrdf_load_stackoverflow) |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3449122A (en) * | 1964-11-06 | 1969-06-10 | Eastman Kodak Co | Photographic elements having silver halide emulsion layers coated adjacent to mordant-dye layers |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| EP0239363A2 (en) | 1986-03-25 | 1987-09-30 | Konica Corporation | Light-sensitive silver halide photographic material feasible for high speed processing |
| US5415975A (en) * | 1994-05-24 | 1995-05-16 | Minnesota Mining And Manufacturing Company | Contrast-promoting agents in graphic arts media |
| US5492803A (en) * | 1995-01-06 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Hydrazide redox-dye-releasing compounds for photothermographic elements |
| US5492804A (en) * | 1994-06-30 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Chromogenic leuco redox-dye-releasing compounds for photothermographic elements |
| US5492805A (en) * | 1994-06-30 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Blocked leuco dyes for photothermographic elements |
| US5891615A (en) * | 1997-04-08 | 1999-04-06 | Imation Corp. | Chemical sensitization of photothermographic silver halide emulsions |
| US5928857A (en) * | 1994-11-16 | 1999-07-27 | Minnesota Mining And Manufacturing Company | Photothermographic element with improved adherence between layers |
| US5939249A (en) * | 1997-06-24 | 1999-08-17 | Imation Corp. | Photothermographic element with iridium and copper doped silver halide grains |
| US6117624A (en) * | 1993-06-04 | 2000-09-12 | Eastman Kodak Company | Infrared sensitized, photothermographic article |
| US7014989B1 (en) | 2005-04-18 | 2006-03-21 | Eastman Kodak Company | Photothermographic materials containing 4-substituted urazoles |
| US7468241B1 (en) | 2007-09-21 | 2008-12-23 | Carestream Health, Inc. | Processing latitude stabilizers for photothermographic materials |
| US7524621B2 (en) | 2007-09-21 | 2009-04-28 | Carestream Health, Inc. | Method of preparing silver carboxylate soaps |
| US7622247B2 (en) | 2008-01-14 | 2009-11-24 | Carestream Health, Inc. | Protective overcoats for thermally developable materials |
| WO2015148028A1 (en) | 2014-03-24 | 2015-10-01 | Carestream Health, Inc. | Thermally developable imaging materials |
| WO2016073086A1 (en) | 2014-11-04 | 2016-05-12 | Carestream Health, Inc. | Image forming materials, preparations, and compositions |
| WO2016195950A1 (en) | 2015-06-02 | 2016-12-08 | Carestream Health, Inc. | Thermally developable imaging materials and methods |
| WO2017123444A1 (en) | 2016-01-15 | 2017-07-20 | Carestream Health, Inc. | Method of preparing silver carboxylate soaps |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2708162A (en) * | 1954-04-29 | 1955-05-10 | Eastman Kodak Co | Urazole stabilizer for emulsions sensitized with alkylene oxide polymers |
| US2708161A (en) * | 1954-04-29 | 1955-05-10 | Eastman Kodak Co | Parabanic acid stabilizer for photographic emulsions sensitized with alkylene oxide polymers |
| US2893896A (en) * | 1957-05-02 | 1959-07-07 | Keuffel & Esser Co | Method of treating orienird polyethylene terephthalate film with an halogenated fatty acid |
| US2955038A (en) * | 1957-07-16 | 1960-10-04 | Du Pont | Sensitized silver halide emulsions |
| US3123492A (en) * | 1962-02-28 | 1964-03-03 | Maffet |
-
1964
- 1964-09-25 US US399394A patent/US3287135A/en not_active Expired - Lifetime
- 1964-12-01 GB GB48724/64A patent/GB1081352A/en not_active Expired
- 1964-12-16 DE DE19641303798 patent/DE1303798C2/de not_active Expired
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2708162A (en) * | 1954-04-29 | 1955-05-10 | Eastman Kodak Co | Urazole stabilizer for emulsions sensitized with alkylene oxide polymers |
| US2708161A (en) * | 1954-04-29 | 1955-05-10 | Eastman Kodak Co | Parabanic acid stabilizer for photographic emulsions sensitized with alkylene oxide polymers |
| US2893896A (en) * | 1957-05-02 | 1959-07-07 | Keuffel & Esser Co | Method of treating orienird polyethylene terephthalate film with an halogenated fatty acid |
| US2955038A (en) * | 1957-07-16 | 1960-10-04 | Du Pont | Sensitized silver halide emulsions |
| US3123492A (en) * | 1962-02-28 | 1964-03-03 | Maffet |
Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3449122A (en) * | 1964-11-06 | 1969-06-10 | Eastman Kodak Co | Photographic elements having silver halide emulsion layers coated adjacent to mordant-dye layers |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| EP0239363A2 (en) | 1986-03-25 | 1987-09-30 | Konica Corporation | Light-sensitive silver halide photographic material feasible for high speed processing |
| US6117624A (en) * | 1993-06-04 | 2000-09-12 | Eastman Kodak Company | Infrared sensitized, photothermographic article |
| US5415975A (en) * | 1994-05-24 | 1995-05-16 | Minnesota Mining And Manufacturing Company | Contrast-promoting agents in graphic arts media |
| US5492804A (en) * | 1994-06-30 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Chromogenic leuco redox-dye-releasing compounds for photothermographic elements |
| US5492805A (en) * | 1994-06-30 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Blocked leuco dyes for photothermographic elements |
| US5696289A (en) * | 1994-06-30 | 1997-12-09 | Minnesota Mining And Manufacturing Company | Blocked leuco dyes for photothermographic elements |
| US5705676A (en) * | 1994-06-30 | 1998-01-06 | Minnesota Mining And Manufacturing Company | Chromogenic leuco redox-dye-releasing compounds for photothermographic elements |
| US5928857A (en) * | 1994-11-16 | 1999-07-27 | Minnesota Mining And Manufacturing Company | Photothermographic element with improved adherence between layers |
| US5492803A (en) * | 1995-01-06 | 1996-02-20 | Minnesota Mining And Manufacturing Company | Hydrazide redox-dye-releasing compounds for photothermographic elements |
| US5891615A (en) * | 1997-04-08 | 1999-04-06 | Imation Corp. | Chemical sensitization of photothermographic silver halide emulsions |
| US6060231A (en) * | 1997-06-24 | 2000-05-09 | Eastman Kodak Company | Photothermographic element with iridium and copper doped silver halide grains |
| US5939249A (en) * | 1997-06-24 | 1999-08-17 | Imation Corp. | Photothermographic element with iridium and copper doped silver halide grains |
| US7014989B1 (en) | 2005-04-18 | 2006-03-21 | Eastman Kodak Company | Photothermographic materials containing 4-substituted urazoles |
| US7468241B1 (en) | 2007-09-21 | 2008-12-23 | Carestream Health, Inc. | Processing latitude stabilizers for photothermographic materials |
| US7524621B2 (en) | 2007-09-21 | 2009-04-28 | Carestream Health, Inc. | Method of preparing silver carboxylate soaps |
| US7622247B2 (en) | 2008-01-14 | 2009-11-24 | Carestream Health, Inc. | Protective overcoats for thermally developable materials |
| WO2015148028A1 (en) | 2014-03-24 | 2015-10-01 | Carestream Health, Inc. | Thermally developable imaging materials |
| US9335623B2 (en) | 2014-03-24 | 2016-05-10 | Carestream Health, Inc. | Thermally developable imaging materials |
| WO2016073086A1 (en) | 2014-11-04 | 2016-05-12 | Carestream Health, Inc. | Image forming materials, preparations, and compositions |
| US9523915B2 (en) | 2014-11-04 | 2016-12-20 | Carestream Health, Inc. | Image forming materials, preparations, and compositions |
| WO2016195950A1 (en) | 2015-06-02 | 2016-12-08 | Carestream Health, Inc. | Thermally developable imaging materials and methods |
| US9746770B2 (en) | 2015-06-02 | 2017-08-29 | Carestream Health, Inc. | Thermally developable imaging materials and methods |
| WO2017123444A1 (en) | 2016-01-15 | 2017-07-20 | Carestream Health, Inc. | Method of preparing silver carboxylate soaps |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1303798C2 (de) | 1975-06-19 |
| DE1303798B (enrdf_load_stackoverflow) | 1974-10-31 |
| GB1081352A (en) | 1967-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3287135A (en) | Antifoggants for silver halide emulsions on a linear polyester support | |
| US2716062A (en) | 4-hydroxy-6-alkyl-1, 3, 3a, 7-tetrazaindene stabilizers for emulsions sensitized with alkylene oxide polymers | |
| US2839405A (en) | Inorganic salt antifoggants for photographic emulsions | |
| US3220839A (en) | Photographic emulsions containing isothiourea derivatives | |
| US3547638A (en) | N,n-disubstituted amino-methylthiocarboxylic acids and use thereof as antifoggants in photographic emulsions | |
| US3397986A (en) | Photographic emulsion stabilized with bis (p-acylamidophenyl) disulfides | |
| US3598598A (en) | Fog stabilizers for photographic emulsions | |
| US2419974A (en) | Silver halide emulsions containing water-insoluble hydrazine derivatives | |
| US2708162A (en) | Urazole stabilizer for emulsions sensitized with alkylene oxide polymers | |
| US3071465A (en) | Fog reduction in silver halide emulsions by 2h-tetrazolium halides | |
| US3499761A (en) | Silver halide emulsions containing alkyl esters of benzimidazole carbamic acid antifogging agents | |
| US2772164A (en) | Photographic silver halide emulsions containing 1-thia-3, 5, 7-triazaindenes | |
| US3544336A (en) | Phosphate antifoggants for photographic emulsions | |
| US2995444A (en) | Stabilization of photographic emulsions sensitized with alkylene oxide polymers | |
| US3255013A (en) | Increasing the sensitivity of photographic emulsions | |
| US3060028A (en) | Stabilized photographic silver halide emulsions containing iodine complexes of poly-n-vinyl-2-oxazolidinones | |
| US2897081A (en) | Antifogging agent and bactericide for photographic emulsions | |
| US3573049A (en) | Photographic materials and processes for developing photographic compositions having a zwitterionic and anionic elements | |
| US2708161A (en) | Parabanic acid stabilizer for photographic emulsions sensitized with alkylene oxide polymers | |
| US3026201A (en) | Antifoggants and stabilizers for photographic silver halide emulsions | |
| US3433640A (en) | Photographic silver halide light-sensitive material | |
| US3403025A (en) | Desensitization of silver halides to visible radiation with thiuram disulfides | |
| US4013469A (en) | Chemical development of a silver halide emulsion containing an arylonium salt on a polyester film support | |
| US4314024A (en) | Stabilized photographic emulsion, a process for its preparation and stabilized photographic materials | |
| US2319090A (en) | Photographic emulsion containing fog inhibitors |