US2177257A - Colored photographic pictures - Google Patents
Colored photographic pictures Download PDFInfo
- Publication number
- US2177257A US2177257A US197866A US19786638A US2177257A US 2177257 A US2177257 A US 2177257A US 197866 A US197866 A US 197866A US 19786638 A US19786638 A US 19786638A US 2177257 A US2177257 A US 2177257A
- Authority
- US
- United States
- Prior art keywords
- image
- silver halide
- picture
- silver
- pictures
- 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
- 229910052709 silver Inorganic materials 0.000 description 27
- 239000004332 silver Substances 0.000 description 27
- -1 silver halide Chemical class 0.000 description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 230000001131 transforming effect Effects 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 229940100890 silver compound Drugs 0.000 description 5
- 150000003379 silver compounds Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- IDPNFKLUBIKHSW-UHFFFAOYSA-N 6-amino-3h-1,3-benzothiazole-2-thione Chemical compound NC1=CC=C2N=C(S)SC2=C1 IDPNFKLUBIKHSW-UHFFFAOYSA-N 0.000 description 1
- 241001479434 Agfa Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- SFDJOSRHYKHMOK-UHFFFAOYSA-N nitramide Chemical class N[N+]([O-])=O SFDJOSRHYKHMOK-UHFFFAOYSA-N 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-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
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 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
- G03C7/26—Silver halide emulsions for subtractive colour processes
Definitions
- Our present invention relates to the productionof photographic color pictures.
- Another object is the provision of a process for the production of such pictures which has the advantage that difiusion oi the dyestufi component is greatly reduced, whereby the sharpness of the picture and also, in the case of multi-layer 7 material, the color rendering, is particularly good.
- the diazotizable dyestufi component of a layer is transformed with the silver halide of the pictureinto a silver compound having a' solubility as low asvthat of the silver halide. l
- the diazotization and the coupling in the layer then follow, during which the original combination with the silver, and therewith the low solubility of the compound, remains intact.
- Cyanuric chloride can, for example, be caused to react withdiamines, nitro-amines or nitrophenols, whereby after substituting an SH-group for at least one chlorine atom and if necessary after reduction of theintro-group diazotizable mercapto-compounds, which, after coupling, give colors in all desired shades, are obtained.
- Such compounds are, for example: Z-para-aminophen;
- amines can, if desired, be caused to react in the form of their salts in alkaline solutionwith the silver halide of the picture, diazotized after washing and coupled with a component subsequently introduced into, or originally present in, the layer.
- the silver halide can then be removed by fixing or in any other known manner.
- Y instead of the amines there may be used their antidiazotates.
- the invention In comparison with the process disclosed in U. S. Patent 'No. 1,963,197 one obtains by the invention the advantage that an extended range of dyestuffs can be used, since one can now use a number of antidiazotates of which the silver antidiazotates are too easily soluble for the reaction with silver halides.
- the invention is well suited for the production of multi-color pictures in multi-layer material.
- a silver bromide picture is bathed for 5 minutes in a solution of 1 per cent. strength of 6-amino-2-mercapto- ⁇ benzthiazole made weakly alkaline by caustic soda and containing 1 per cent. of sodium sulfite, washed with water containing sulfite for 15 minutes, diazotized in an acidified nitrite solution and, after washing out the, nitrite, coupled with a solution of p-naphthol in caustic soda to give a brown-red dyestufi.
- the picture is diazotized in a solutioncontaining 300 cc. of water, 3 grams of sodium nitrite, 20 cc. of acetic acid of 10 per cent. strength and 2 grams of sodium acetate. After allowing penetration for 3-6 minutes and washing for a short time, the erucayl-K-acid present in the layer is coupled in dilute ammonia to give a purple picture.
- a silver halide picture in a layer containing an azo-dyestuff 'coupling component fast to 'diffusion for example the pyrazolone produced by condensing a-hydrazino-stearic acid with acetoacetic ester, is treated for 10 minutes with 300 cc. of an aqueous solution of 3 grams oforthoaminophenyl-phenyl-ethinylcarbinol antidiazotate containing 4 cc. of caustic soda lye of per cent. strength.
- the pyrazolone is converted into the diafionium compoundin a bath containing 1000 cc. of water, 10 grams of citric acid and 10 grams of common salt, coupled to form the dyestuff and fixed in a normal fixing bath.
- the picture is yellow.
- a process of producing colored photographic pictures which comprises exposing to light a photographic material provided with at least one emulsion layer containing a light-sensitive silver halide, transforming the latent image into a silver halide image, converting said silver halide image by a compound selected from the group consisting of an amine capable of being diazotized and an antidiazotate thereof, said compound containing a molecular grouping selected from the group consisting of mercapto-group, ethinylgroup and imino-group, the hydrogen atom of said molecular grouping being capable of being exchanged for a metal, into an image of the corresponding organic silver compound and transforming said image into an azo-dyestufi picture.
- a process of producing colored photographic pictures which comprises exposing to light a' photographic material provided with at least one emulsion layer containing a light-sensitive silver halide, transforming the latent image into a silver halide image, converting said silver halide image by a compound selected from the group consisting of an amine capable of being diazo tized and an antidiazotate thereof, said compound containing a molecular grouping selected from the group consisting of mercapto-group, ethinylgroup and imino-group, the hydrogen atom of said molecular grouping being capable of being exchanged for a metal, into an image of the corresponding organic silver compound, transforming said image into an azo-dyestufi picture and removing the remaining silver halide.
- a process of producing colored photographic pictures which comprises exposing to light a photographic material provided with at least one emulsion layer containing a light-sensitive silver halide, transforming the latent image into 'a silher halide image, converting said silver halide image by 6-amino-2-mercapto-benzthiazole into an image'of the corresponding organic silver. compound and transforming said image into an azo-dyestuif picture.
- a process of producing colored photographic pictures which comprises exposing to light a photographic material'provided with at least one emulsion layer containing a light-sensitive silver halide, transforming the latent image into a silver halide image, converting said silver 'halide image by 3-amino-4-methoxyphenyl-methylethinylcarbinol into an image of the corresponding organic silver compound and transforming said image into an azo-dyestufi picture.
- a process of producing colored photographic pictures which comprises expo ng to light a photographic material provided'with at least one emulsion layer containing a light-sensitive silver halide with the pyrazolone produced by condensing a-hydrazino-stearic acid with acetoacetic ester, transforming the latent image into a silver halide image, converting saidsilver halide image by ortho-aminophenyl-phenyl-ethinylcarbinolantidiazotate into an image of the corresponding 0 organic silver compound and transforming said image into an azo-dyestufi :picture; I LOTHAR JAKOB.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI0057661 | 1937-04-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2177257A true US2177257A (en) | 1939-10-24 |
Family
ID=7194607
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US197866A Expired - Lifetime US2177257A (en) | 1937-04-09 | 1938-03-24 | Colored photographic pictures |
Country Status (4)
Country | Link |
---|---|
US (1) | US2177257A (en)van) |
BE (1) | BE427309A (en)van) |
FR (1) | FR835971A (en)van) |
GB (1) | GB513244A (en)van) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2671023A (en) * | 1949-12-16 | 1954-03-02 | Gen Aniline & Film Corp | Preparation of azo dye images in photographic materials |
US20170245863A1 (en) * | 2013-04-26 | 2017-08-31 | Boston Scientific Scimed, Inc. | Devices for obstructing passage of air or other contaminants into a portion of a lung and methods of use |
-
0
- BE BE427309D patent/BE427309A/xx unknown
-
1938
- 1938-03-24 US US197866A patent/US2177257A/en not_active Expired - Lifetime
- 1938-03-31 FR FR835971D patent/FR835971A/fr not_active Expired
- 1938-04-05 GB GB10410/38A patent/GB513244A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2671023A (en) * | 1949-12-16 | 1954-03-02 | Gen Aniline & Film Corp | Preparation of azo dye images in photographic materials |
US20170245863A1 (en) * | 2013-04-26 | 2017-08-31 | Boston Scientific Scimed, Inc. | Devices for obstructing passage of air or other contaminants into a portion of a lung and methods of use |
Also Published As
Publication number | Publication date |
---|---|
GB513244A (en) | 1939-10-06 |
FR835971A (fr) | 1939-01-06 |
BE427309A (en)van) |
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