US2220123A - Color photographic process - Google Patents
Color photographic process Download PDFInfo
- Publication number
- US2220123A US2220123A US297407A US29740739A US2220123A US 2220123 A US2220123 A US 2220123A US 297407 A US297407 A US 297407A US 29740739 A US29740739 A US 29740739A US 2220123 A US2220123 A US 2220123A
- Authority
- US
- United States
- Prior art keywords
- dye
- color
- layer
- developer
- silver halide
- 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 description 14
- 230000008569 process Effects 0.000 title description 13
- 239000000975 dye Substances 0.000 description 52
- 229910052709 silver Inorganic materials 0.000 description 29
- 239000004332 silver Substances 0.000 description 29
- -1 silver halide Chemical class 0.000 description 20
- 239000000839 emulsion Substances 0.000 description 19
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 4
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000987 azo dye Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UEUIKXVPXLWUDU-UHFFFAOYSA-N 4-diazoniobenzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 229960003280 cupric chloride Drugs 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 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 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000001043 yellow dye Substances 0.000 description 2
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
- BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 235000010265 sodium sulphite Nutrition 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
- 230000001131 transforming effect Effects 0.000 description 1
- 238000005406 washing Methods 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
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
Definitions
- the present invention relates to a color photographic process in which dye images are produced by color development in a layer which,
- si1ver halide emulsion layer by the destruction of a dye which during the exposure of the lightsensitive layer has the function of a filter dye.
- Theprinclpal elements of the invention are:
- halide emulsion layers of a light-sensitive multilayer material of a filter dye, l. e. of a dye which transmits certain colored light rays, required for the exposure of the silver halide emulsion layer or for the exposure of the silver halideemulsion layers, if any,
- the filter dye is non-removable by washing and is', if necessary, fixed to the layer by a precipitant.
- the filter dye is destroyable by chemical means and if thus destroyed yields a compound which is capable of forming a dye by the process of colored development.
- Destruction of the filter dye is carried out simultaneously with or prior to subjecting the latent image or a residual silver halide image or a bleached out silver image to a developer the oxidation products 'of which couple with the colorcoupler to form a dye image.
- the invention has the advantage that instead of both a filter dye and a color coupler, one substance'only has to be incorporated into the lightsensitive emulsion. Mutual interaction of substances, of different kind becomes impossible. Furthermore, dyes can be fixed to an emulsion layer in a more efficient manner than can color formers. Dyes from which color couplers are obtained by destruction of the dye are superior to dyes which per se are color couplers, as they do not couple to form a-dye as long as they are not destroyed. For this reason it is unnecessary, after the formation of the dye image to remove the color former from the areas where it has not been transformed into dye.
- the invention consists in the process or pro- ,(a) The presence, in at least one of the silver ducing multicolor dye images by color development in which the filter dye present in at least one of the light-sensitive silver halide emulsion layers of a. multilayer material is capable of being destroyed and transformed into a color 5 coupler, and in which the light-sensitive material is exposed and after the first or second developmentor after transforming the silver image into silver halide, the filter dye is destroyed simultaneously with or prior to the color development 10 of silver halide.
- Various methods may be used for converting the dye into the color coupler.
- Example-A double coated film and a single coated film are united to form a bipack.
- the single coated film carries an ordinary blue-sensitive silver halide emulsion layer.
- the double coated film carries on the same side of the transparent support an orthochromatic emulsion in superposition to a panchromatic emulsion layer.
- Both films are placed together with-the three light-sensitive emulsion layers between the-sup- 30 ports, the single-coated film being the front element of the bipack. 0f the two layers of the double coated rear element of the pack the orthochromatic layer is dyed yellow with 0.5 gram per sq. -m.
- the bipack is exposed in the camera with the supportof the single coated film turned towards the lens.
- the two elements of the exposed bipack are separated and developed with an ordinary black and white developer and then fixed with hypo.
- the double coated film is treated thereafter with a solution of 1.5 parts sodium hydrosulfite and 0.1 part anthraquinone -p-sulfonic acid in parts of water, rendered slightly alkaline by the addition of sodium carbonate. After the dyes have been more or less decolorized, 55
- the silver images are removed in the known'ma'nner, for example with'Farmers reducer and atwo-color-negative is obtained in the rear element of the bipack.
- a two-color-negative is obtained in the rear element of the bipack.
- From the yellow azo dye there has been obtained by reduction with hydroemulsion layer with a coupler for yellow and havsensitive layer may be produced ing on the other side a green-sensitive layer, containing a coupler for magenta and a red-sensitive layer containing a coupler for bluegreen.
- a positive in natural colors is obtained.
- color couplers in the positive material, there may be used dyes that act as filter dyes and yield. the color coupler after destruction.
- the dyes used in the negative material described above may be employed for coloring the corresponding layers of the positive material.
- the blue-sensitive layer of the positive film may contain one of the known color couplers for yellow, such as a-ohloro-acetoacetic ester or a derivative thereof.
- This developer is applied to the single coated side of the positive film, or in the case in which all of the layers of the positive film are on the same side of the support with the blue-sensitive layer on top of the other layers, the action of the color developer is restricted to the top layer and development of the lower layers is continued with a color developer free from color couplers.
- a light-sensitive silver halide emulsion layer containing 1.5 grams per sq. m. of the yellow dye 4.4 -methenyl-bis- 1 (p-sulfophenyl) -3 -methyl- -.pyrazolone-5] is developed with an ordinary black and white developer containing sodium sulfite. The developer destroys the yellow filter dye. After removing the unexposed silver halide color developer by hypo, the'silver image is transiormedinto a silver halide image by an acid cupric chloride solution and thereafter th'e'illm is subjected to a developer containing p-dimethylamino-aniline.,; 1
- the silver is removed by Farmer's reducer anda' redviolet dye image is obtained.
- a process of producing by color development photographic dye images from an exposed light-sensitive silver halide emulsion layer, said light-sensitive silver halide emulsion layer com-' prising a dye which is destroyable to a color cou pler capable of forming a dye by reaction with th oxidation products of a photographic developer comprising treating the'layer with a solution containing both a dye destroying agent which-acts to transform the dye into said color coupler throughout the layer and a developer the oxidation products of which form a dye with the couplerat the places where silver halide is transformed to metallic silver.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28617/38A GB519790A (en) | 1938-10-01 | 1938-10-01 | Colour photographic process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2220123A true US2220123A (en) | 1940-11-05 |
Family
ID=10278424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US297407A Expired - Lifetime US2220123A (en) | 1938-10-01 | 1939-09-30 | Color photographic process |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2220123A (en(2012)) |
| BE (1) | BE436514A (en(2012)) |
| FR (1) | FR860864A (en(2012)) |
| GB (1) | GB519790A (en(2012)) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2427910A (en) * | 1944-05-12 | 1947-09-23 | Ilford Ltd | Acetoacet-methine color formers |
| US2449244A (en) * | 1945-01-25 | 1948-09-14 | Gen Aniline & Film Corp | Thioindoxyl couplers for color photography |
| US2453661A (en) * | 1944-05-03 | 1948-11-09 | Eastman Kodak Co | Colored couplers |
| US2455170A (en) * | 1944-05-03 | 1948-11-30 | Eastman Kodak Co | Colored couplers |
| US2455169A (en) * | 1944-05-03 | 1948-11-30 | Eastman Kodak Co | Colored couplers |
| US2521908A (en) * | 1947-03-13 | 1950-09-12 | Eastman Kodak Co | 1-hydroxy-2-naphthamide colored couplers |
| US2584349A (en) * | 1944-11-10 | 1952-02-05 | Gen Aniline & Film Corp | Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide |
| US2611698A (en) * | 1941-05-22 | 1952-09-23 | Gevaert Photo Prod Nv | Colored photographic layer |
| US2620339A (en) * | 1941-05-22 | 1952-12-02 | Gevaert Photo Prod Nv | Preparation of polymethine dyestuffs |
| US2621125A (en) * | 1946-11-22 | 1952-12-09 | Gevaert Photo Prod Nv | Light-sensitive photographic element having a light-absorbing layer |
| US2644754A (en) * | 1941-05-22 | 1953-07-07 | Gevaert Photo Prod Nv | Supersensitized photographic silver halide emulsions |
-
0
- BE BE436514D patent/BE436514A/xx unknown
-
1938
- 1938-10-01 GB GB28617/38A patent/GB519790A/en not_active Expired
-
1939
- 1939-09-30 US US297407A patent/US2220123A/en not_active Expired - Lifetime
- 1939-10-16 FR FR860864D patent/FR860864A/fr not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2611698A (en) * | 1941-05-22 | 1952-09-23 | Gevaert Photo Prod Nv | Colored photographic layer |
| US2620339A (en) * | 1941-05-22 | 1952-12-02 | Gevaert Photo Prod Nv | Preparation of polymethine dyestuffs |
| US2644754A (en) * | 1941-05-22 | 1953-07-07 | Gevaert Photo Prod Nv | Supersensitized photographic silver halide emulsions |
| US2453661A (en) * | 1944-05-03 | 1948-11-09 | Eastman Kodak Co | Colored couplers |
| US2455170A (en) * | 1944-05-03 | 1948-11-30 | Eastman Kodak Co | Colored couplers |
| US2455169A (en) * | 1944-05-03 | 1948-11-30 | Eastman Kodak Co | Colored couplers |
| US2427910A (en) * | 1944-05-12 | 1947-09-23 | Ilford Ltd | Acetoacet-methine color formers |
| US2584349A (en) * | 1944-11-10 | 1952-02-05 | Gen Aniline & Film Corp | Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide |
| US2449244A (en) * | 1945-01-25 | 1948-09-14 | Gen Aniline & Film Corp | Thioindoxyl couplers for color photography |
| US2621125A (en) * | 1946-11-22 | 1952-12-09 | Gevaert Photo Prod Nv | Light-sensitive photographic element having a light-absorbing layer |
| US2521908A (en) * | 1947-03-13 | 1950-09-12 | Eastman Kodak Co | 1-hydroxy-2-naphthamide colored couplers |
Also Published As
| Publication number | Publication date |
|---|---|
| BE436514A (en(2012)) | |
| GB519790A (en) | 1940-04-05 |
| FR860864A (fr) | 1941-01-25 |
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