US3259497A - Photographic color reversal process - Google Patents
Photographic color reversal process Download PDFInfo
- Publication number
- US3259497A US3259497A US220155A US22015562A US3259497A US 3259497 A US3259497 A US 3259497A US 220155 A US220155 A US 220155A US 22015562 A US22015562 A US 22015562A US 3259497 A US3259497 A US 3259497A
- Authority
- US
- United States
- Prior art keywords
- silver
- derivatives
- bath
- oxidation
- dye
- 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
- 238000000034 method Methods 0.000 title claims description 40
- 229910052709 silver Inorganic materials 0.000 claims description 48
- 239000004332 silver Substances 0.000 claims description 48
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 43
- 230000003647 oxidation Effects 0.000 claims description 37
- 238000007254 oxidation reaction Methods 0.000 claims description 37
- 238000004061 bleaching Methods 0.000 claims description 19
- 238000011161 development Methods 0.000 claims description 15
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
- 239000000839 emulsion Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 9
- 239000007800 oxidant agent Substances 0.000 claims description 8
- 238000009792 diffusion process Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 150000002894 organic compounds Chemical class 0.000 claims description 7
- -1 SILVER HALIDE Chemical class 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical class C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 4
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 claims description 3
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical class [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 claims description 3
- 239000002356 single layer Substances 0.000 claims description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 2
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 claims description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 2
- 150000001785 cerium compounds Chemical class 0.000 claims description 2
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 claims description 2
- 150000002697 manganese compounds Chemical class 0.000 claims description 2
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 2
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical class NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical class NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 description 45
- 239000002585 base Substances 0.000 description 15
- 150000003839 salts Chemical class 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000010410 layer Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 150000007530 organic bases Chemical class 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
- 238000005266 casting Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VHLFWAWGJAWINR-UHFFFAOYSA-M 3-methyl-2-methylsulfanyl-1,3-benzothiazol-3-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC=C2[N+](C)=C(SC)SC2=C1 VHLFWAWGJAWINR-UHFFFAOYSA-M 0.000 description 2
- 239000001828 Gelatine Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229910021607 Silver chloride Inorganic materials 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000004283 biguanides Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 150000002357 guanidines Chemical class 0.000 description 2
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- ABFDKXBSQCTIKH-UHFFFAOYSA-M 1-ethylpyridin-1-ium;bromide Chemical compound [Br-].CC[N+]1=CC=CC=C1 ABFDKXBSQCTIKH-UHFFFAOYSA-M 0.000 description 1
- ZVNPWFOVUDMGRP-UHFFFAOYSA-N 4-methylaminophenol sulfate Chemical compound OS(O)(=O)=O.CNC1=CC=C(O)C=C1.CNC1=CC=C(O)C=C1 ZVNPWFOVUDMGRP-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 101100168115 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) con-6 gene Proteins 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 1
- 229910001864 baryta Inorganic materials 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- KYRUBSWVBPYWEF-UHFFFAOYSA-N copper;iron;sulfane;tin Chemical compound S.S.S.S.[Fe].[Cu].[Cu].[Sn] KYRUBSWVBPYWEF-UHFFFAOYSA-N 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical group 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- RHUVFRWZKMEWNS-UHFFFAOYSA-M silver thiocyanate Chemical compound [Ag+].[S-]C#N RHUVFRWZKMEWNS-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- KIEOKOFEPABQKJ-UHFFFAOYSA-N sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 1
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000001043 yellow dye Substances 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/28—Silver dye bleach processes; Materials therefor; Preparing or processing such materials
Definitions
- the primary positive silver image should be converted by reversal development into a negative silver image, and a positive color image should be made from it by the dye bleaching method.
- negative and positive should be interpreted relatively, since more generally speaking, the result of the silver dye bleaching process including a silver reversal development may be characterized in that an opposite color print is obtained from a master.
- the silver reversal development involved consists in removing the primarily formed silver image and reducing the silver halide, that has not been reduced by the primary development, to metallic silver.
- the removal of the primarily developed silver is conventionally carried out in an oxidation bath, for example, a bath containing an aqueous solution of a bichromate and sulfuric acid.
- the present invention is based on the observation that dyes which are attacked by strong oxidation baths capable of dissolving metallic silver can withstand these baths when treated in a suitable manner.
- the dye is rendered passive towards the action of the oxidant, without reducing the possibility of oxidizing metallic silver.
- the present invention provides a process for the production of a color image opposite to the master by the silver dye bleaching process in a single-layer or multilayer material containing at least one silver halide emulsion and at least one dye which is sensitive to oxidation, can be bleached by the silver bleaching process and is resistant to diffusion, by exposure, primary development, removal of the primarily developed silver in a strong oxidation bath, secondary development, dye bleaching and the removal of any residual silver.
- the removal of the primarily developed Patented July 5, 1966 silver is carried out in the presence of an organic compound containing at least one basic nitrogen atom, viz. of an organic base'or a salt thereof, whereby the dye is protected from the attack of the strong oxidation bath.
- the invention further includes novel oxidation baths for carrying out the present process.
- organic bases or their salts that are used in the present process resemble those which are used as stains and for improving the fastness to washing.
- the use of such precipitants in the preparation of dyed emulsions or in photographic baths is known.
- the purpose of their addition is generally to reduce the migration tendency of the dyes, so that difiusing dyes can be converted into a diffusion-resistant form.
- the bases or their salts are used according to the present process to render the dyes stable towards the oxidant.
- Layers are used, having the dyes incorporated with the layer colloids, such dyes being diffusion-resistant, so that they require no precipitants to anchor them in the layer.
- the bases or their salts are incorporated, for example, with the molten emulsion before casting, or are added to one of the treatment baths, and in such cases they cause no substantial increase in the diffusion stability of the dyes.
- the bases or their salts may be present, for example, in the developer or in a stop bath following after the developer, or in a special bath following after the stop bath, or in the oxidation bath itself.
- a salt of the base to the oxidation bath, or to a bath immediately preceding the oxidation bath,- and if desired an intermediate washing operation can be carried out.
- an optimum elfe'ct may be achieved when a bath preceding the oxidation bath contains a base and, in addition to this, the oxidation bath itself contains the identical or a different base.
- the addition of the bases to the bath has the advantage that in such a case, the photosensitive emulsions are not encumbered with additional substances which would have a desensitizing, coagulating or in other ways disturbing effect, and that the silver development itself is not obstructed.
- Another advantage is that it is possible to incorporate with the baths a larger excess of readily diffusing bases or salts thereof, and that it is easy to wash this excess out again after the oxidation bath. Accordingly, the material contains an increased amount of base during its treatment in the oxidation bath. It goes without saying that when selecting bases to be dissolved in the oxidation bath itself only those which do not form insoluble salts with the anions present in this bath, can be 'used. Apart frorn'the aforementioned baths, and the necessary intermediate rinses, other baths may be interposed.
- organic bases and salts thereof which are suitable for use in the emulsion or preferably in the baths, are for example quaternary nitrogen compounds, more especially those derived from bicyclic bases, or derivatives of guanidine, for example, biguanides.
- the present process is also important because, amongst the vast number of dyes proposed for use in the silver dye bleaching process, only a few satisfy the requirements insofar as spectral purity, ease for bleaching, fastness to light, fastness to difiusion etc. are concerned, so that when dyes are selected according to their oxidation resistance, other important factors are neglected. According to the present invention it is also possible to use in a dye bleaching reversal process, dyes that are not only fast to oxidation but also satisfy all other demands.
- Example 1 A double-weight baryta photographic printing paper is coated with a silver bromide emulsion sensitized to red which contains the cyan dye of the formula HO NH H N' (I) H H O O (I) C 3 2 l S 0311 H 0 3 are most advantageously incorporated in the oxidation bath.
- the oxidation baths contain a strong oxidant in a I OH taining hexavalent chromium compounds in a concentration as is conventionally used to remove primary silver images in the reversal process.
- the efficiency of such a bath can be increased by adding a surface active agent which has the effect of promoting the readiness of the metallic silver to undergo oxidation but not the ease of decomposition of the dye, so that the time taken by the treatment can be shortened.
- Suitable surface active agents are wetting agents containing fluorine, more especially fluorinated aliphatic carboxylic acids and salts thereof. Good results are obtained with the product marketed under the registered Trademark PC-95 by Minnesota Mining & Mfg. Corp, St. Paul, Minnesota, U.S.A.
- the treatment with the base or a salt thereof improves the stability of the dyes that are unstable in oxidation baths, but does not impair any per se oxidation-resistant dyes that may be present in other layers. It is easy to discover the oxidation resistance of a dye, and as far as is necessary the best suited treatment for improving the oxidation resistance according to the present process, by preliminary tests in each case.
- test strip 1 is bathed for 4 minutes in the following solution.
- Example 2 A strip of the multi-pack material used in Example 1 is exposed and developed as described in the Example 1. After having been developed, the strip is immersed in a stop bath of the following composition:
- Acetic acid ml. Sodium acetate, g. Diphenyl-4:4'-dibiguanide acetate, g. 3 Water to make 1 liter.
- the silver is bleached out in a bath of the following composition:
- the strip is then further processed as described in Example 1.
- the wedge exposed under filter 16+61 displays the magenta dye in the same saturated tint and brilliance as it had before incorporation with the emulsion.
- Example 3 The method described in Example 1 is used except that for test strip 2, an oxidation bath is used which con- 6 tains instead of 3-methyl-2-methylmercapto benzthiazolium methylsulfate, 5 g. of one of. the following compounds:
- Example 4 The stop bath is prepared as described in Example 2 except that instead of using diphenyl-4:4-dibiguanide acetate, 3 g. of one of the following compounds are used: Diphenyl-4:4'-dibiguanide chloride, fi-naphthyl biguanide acetate,
- magenta dye is of a well saturated tint.
- Example 5 The process described in Example 2 is used, except that before casting the layer containing the magenta dye diphenyl-4:4-dibiguanide acetate is added to it, and the stop bath does not contain this substance. After processing and drying, it is observed that the magenta dye has not suffered any damage in the oxidation bath.
- the silver dye bleaching method in an at least single-layer material, which contains at least one silver halide emulsion and at least one dye which is sensitive to oxidation, fast to diffusion, and can be bleached by the silver dye bleaching process, by exposure, primary development, removal of the primarily developed silver in an oxidation bath containing sulfuric acid and an oxidant selected from the group of heptavalent manganese compounds, hexavalent chromium compounds, hydrogen peroxide derivatives and tervalent cerium compounds, secondary development, dye bleaching and removal of the residual silver, the step which comprises carrying out the removal of the primarily developed silver in the presence of a water soluble organic compound containing at least one basic nitrogen atom selected from the group consisting of ethylenediamine, benztriazole derivatives, guanidine derivatives, biguanide derivatives, pyridine derivatives, quinoline derivatives, benzthiazole derivatives, piperidine derivatives
- the step which comprises incorporating the water-soluble organic compound containing at least one basic nitrogen atom with the emulsion prior to casting.
- step 3 which comprises adding the water-soluble organic compound containing at least one basic nitrogen atom to a photographic bath.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1034061A CH405075A (de) | 1961-09-06 | 1961-09-06 | Verfahren zur Herstellung eines der Vorlage gegenläufigen photographischen Farbbildes nach dem Silberfarbbleichverfahren |
Publications (1)
Publication Number | Publication Date |
---|---|
US3259497A true US3259497A (en) | 1966-07-05 |
Family
ID=4362151
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US220155A Expired - Lifetime US3259497A (en) | 1961-09-06 | 1962-08-29 | Photographic color reversal process |
Country Status (7)
Country | Link |
---|---|
US (1) | US3259497A (en)) |
BE (1) | BE622121A (en)) |
CH (1) | CH405075A (en)) |
DE (1) | DE1145487B (en)) |
ES (1) | ES280555A1 (en)) |
GB (1) | GB960783A (en)) |
NL (1) | NL282899A (en)) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4186008A (en) * | 1977-03-23 | 1980-01-29 | Ciba-Geigy Aktiengesellschaft | Method for processing silver dye-bleach materials |
US4229522A (en) * | 1977-10-26 | 1980-10-21 | Fuji Photo Film Co., Ltd. | Method for forming color images |
US4242441A (en) * | 1976-10-12 | 1980-12-30 | Fuji Photo Film Co., Ltd. | Color image forming process |
EP0133163A3 (en) * | 1983-07-20 | 1985-08-14 | Ciba-Geigy Ag | Method of processing photographic silver dye-bleaching materials |
Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2184022A (en) * | 1936-06-29 | 1939-12-19 | Eastman Kodak Co | Color photography |
US2195419A (en) * | 1938-10-03 | 1940-04-02 | Du Pont Film Mfg Corp | Process for reducing the density of silver images and compositions therefor |
US2205755A (en) * | 1934-11-23 | 1940-06-25 | Gen Aniline & Film Corp | Color photography |
US2229891A (en) * | 1939-12-12 | 1941-01-28 | American Cyanamid Co | Photographic reducer |
US2262723A (en) * | 1941-02-08 | 1941-11-11 | American Cyanamid Co | Guandine persulphate |
US2339309A (en) * | 1941-09-25 | 1944-01-18 | Du Pont | Photographic reducing composition and process |
US2564238A (en) * | 1946-12-14 | 1951-08-14 | Gen Aniline & Film Corp | Silver azo dye bleach-out process and bleaching baths for use therein |
US2611700A (en) * | 1949-12-30 | 1952-09-23 | Gen Aniline & Film Corp | Regeneration of exhausted silver bleach solutions by means of n-bromo compounds |
US2627461A (en) * | 1950-07-22 | 1953-02-03 | Gen Aniline & Film Corp | Indophenazines as catalysts in dye bleach baths for color photography |
US2635960A (en) * | 1950-04-18 | 1953-04-21 | Gen Aniline & Film Corp | High-speed silver dye bleachout taking and printing film |
US2652328A (en) * | 1950-04-18 | 1953-09-15 | Gen Aniline & Film Corp | High-speed silver dye bleachout taking and printing film |
US2669517A (en) * | 1952-12-10 | 1954-02-16 | Gen Aniline & Film Corp | Furoquinoxalines and thienoquinoxalines as catalysts in dye bleach baths for color photography |
US2699394A (en) * | 1950-12-15 | 1955-01-11 | Gaspar Bela | Production of photographic dye images |
US3083097A (en) * | 1957-04-26 | 1963-03-26 | Agfa Ag | Bleaching silver images in the formation of printing plates |
-
0
- BE BE622121D patent/BE622121A/xx unknown
- NL NL282899D patent/NL282899A/xx unknown
-
1961
- 1961-09-06 CH CH1034061A patent/CH405075A/de unknown
-
1962
- 1962-08-24 GB GB32690/62A patent/GB960783A/en not_active Expired
- 1962-08-29 US US220155A patent/US3259497A/en not_active Expired - Lifetime
- 1962-09-05 DE DEC27866A patent/DE1145487B/de active Pending
- 1962-09-05 ES ES0280555A patent/ES280555A1/es not_active Expired
Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2205755A (en) * | 1934-11-23 | 1940-06-25 | Gen Aniline & Film Corp | Color photography |
US2184022A (en) * | 1936-06-29 | 1939-12-19 | Eastman Kodak Co | Color photography |
US2195419A (en) * | 1938-10-03 | 1940-04-02 | Du Pont Film Mfg Corp | Process for reducing the density of silver images and compositions therefor |
US2229891A (en) * | 1939-12-12 | 1941-01-28 | American Cyanamid Co | Photographic reducer |
US2262723A (en) * | 1941-02-08 | 1941-11-11 | American Cyanamid Co | Guandine persulphate |
US2339309A (en) * | 1941-09-25 | 1944-01-18 | Du Pont | Photographic reducing composition and process |
US2564238A (en) * | 1946-12-14 | 1951-08-14 | Gen Aniline & Film Corp | Silver azo dye bleach-out process and bleaching baths for use therein |
US2611700A (en) * | 1949-12-30 | 1952-09-23 | Gen Aniline & Film Corp | Regeneration of exhausted silver bleach solutions by means of n-bromo compounds |
US2635960A (en) * | 1950-04-18 | 1953-04-21 | Gen Aniline & Film Corp | High-speed silver dye bleachout taking and printing film |
US2652328A (en) * | 1950-04-18 | 1953-09-15 | Gen Aniline & Film Corp | High-speed silver dye bleachout taking and printing film |
US2627461A (en) * | 1950-07-22 | 1953-02-03 | Gen Aniline & Film Corp | Indophenazines as catalysts in dye bleach baths for color photography |
US2699394A (en) * | 1950-12-15 | 1955-01-11 | Gaspar Bela | Production of photographic dye images |
US2669517A (en) * | 1952-12-10 | 1954-02-16 | Gen Aniline & Film Corp | Furoquinoxalines and thienoquinoxalines as catalysts in dye bleach baths for color photography |
US3083097A (en) * | 1957-04-26 | 1963-03-26 | Agfa Ag | Bleaching silver images in the formation of printing plates |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4242441A (en) * | 1976-10-12 | 1980-12-30 | Fuji Photo Film Co., Ltd. | Color image forming process |
US4186008A (en) * | 1977-03-23 | 1980-01-29 | Ciba-Geigy Aktiengesellschaft | Method for processing silver dye-bleach materials |
US4229522A (en) * | 1977-10-26 | 1980-10-21 | Fuji Photo Film Co., Ltd. | Method for forming color images |
EP0133163A3 (en) * | 1983-07-20 | 1985-08-14 | Ciba-Geigy Ag | Method of processing photographic silver dye-bleaching materials |
Also Published As
Publication number | Publication date |
---|---|
ES280555A1 (es) | 1963-03-01 |
DE1145487B (de) | 1963-03-14 |
BE622121A (en)) | |
CH405075A (de) | 1965-12-31 |
NL282899A (en)) | |
GB960783A (en) | 1964-06-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2322084A (en) | Simultaneous bleaching and fixing bath | |
US3770437A (en) | Photographic bleach compositions | |
US3168400A (en) | Rapid processing of photographic color materials | |
JP2622839B2 (ja) | 漂白用パーツ組成物 | |
US2748000A (en) | Removing silver and silver halide from photographic elements | |
US3716362A (en) | Process for the removal of metallic silver from photographic material | |
US3960565A (en) | Silver bleaching solutions | |
US3259497A (en) | Photographic color reversal process | |
US2669517A (en) | Furoquinoxalines and thienoquinoxalines as catalysts in dye bleach baths for color photography | |
US4040837A (en) | Photographic bleach-fixer | |
US3264107A (en) | Baths suitable for rehalogenating metallic silver in photographic materials | |
GB1571273A (en) | Bleaching photographic silver dye-bleach materials | |
US3702247A (en) | Color photographic process using a bleach-fix solution containing a selenosulfate | |
US4070188A (en) | One bath type silver dye bleaching and silver bleaching | |
US3352676A (en) | Processing of color photographic materials | |
DE2264986A1 (de) | Entwicklerloesung fuer die farbumkehrentwicklung von photographischen aufzeichnungsmaterialien, die mindestens eine halogensilberemulsionsschicht enthalten | |
US3701662A (en) | Color photographic process using a bleach-fix solution containing a metal complex of a selenium compound | |
US3210189A (en) | Photographic reversal process | |
US1945658A (en) | Production of colored photographic pictures | |
US2419900A (en) | Bleaching bath and process for bleaching color film | |
US3761262A (en) | Photographic color developing process | |
DE2745955A1 (de) | Verfahren zur erzeugung von farbbildern | |
US3756822A (en) | Photographic color processing monobaths | |
US2483971A (en) | Antistain baths for sensitive color photographic material | |
US2295107A (en) | Method of making colored photographs |