US2293004A - Photographic color picture - Google Patents
Photographic color picture Download PDFInfo
- Publication number
- US2293004A US2293004A US265601A US26560139A US2293004A US 2293004 A US2293004 A US 2293004A US 265601 A US265601 A US 265601A US 26560139 A US26560139 A US 26560139A US 2293004 A US2293004 A US 2293004A
- Authority
- US
- United States
- Prior art keywords
- emulsion
- hydroxy
- silver halide
- pyridone
- layer
- 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
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C3/00—Tyres characterised by the transverse section
- B60C3/04—Tyres characterised by the transverse section characterised by the relative dimensions of the section, e.g. low profile
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
- A01G9/00—Cultivation in receptacles, forcing-frames or greenhouses; Edging for beds, lawn or the like
- A01G9/24—Devices or systems for heating, ventilating, regulating temperature, illuminating, or watering, in greenhouses, forcing-frames, or the like
- A01G9/245—Conduits for heating by means of liquids, e.g. used as frame members or for soil heating
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F28—HEAT EXCHANGE IN GENERAL
- F28F—DETAILS OF HEAT-EXCHANGE AND HEAT-TRANSFER APPARATUS, OF GENERAL APPLICATION
- F28F1/00—Tubular elements; Assemblies of tubular elements
- F28F1/02—Tubular elements of cross-section which is non-circular
- F28F1/06—Tubular elements of cross-section which is non-circular crimped or corrugated in cross-section
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A40/00—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
- Y02A40/10—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture
- Y02A40/25—Greenhouse technology, e.g. cooling systems therefor
Definitions
- My present invention relates to the manufacture of photographic color pictures.
- One object of my invention is to provide as the dyestuff former a simple or substituted hydroxypyridine.
- Another object of this invention is to provide as the dyestufi former a compound with a con- 4-methyl-6-hydroxy-2-pyridone.
- the silver halide emulsion having the dyestuil former fast to diffusion may be made into a photographic layer in the known manner and there may be one or several layers on one or both sides of a support superimposed on each other.
- the layers may be used for taking black and white pictures or color pictures.
- the emulsion layers are preferably sensitized for different regions of the spectrum. If desired several dyestuff formers may be contained in one layer and these may be so selected that on development a neutral grey picture is prodensed pyridine ring system having in the pyridine nucleus one or several hydroxy groups.
- the dyestuff former used according to the invention may be substituted in the pyridine ring or in the condensed ring or rings in any desired manner.
- Examples of compounds suitable for the invention are 3-hydroxypyridine, 2.6-dihydroxypyridine, 1-phenyl-6-hydroxy-2-pyridine, 4-hydroxyisoquinoline, 1-(4-carbe thoxy-phenyl) -4-methyl-6-hydroxy-2-pyridone.
- dyestuff formers may be added either to a the developer or to the emulsion.
- color developers for example para-phenylenediamine or a derivative thereof blue or blue-violet dyestufi images are obtained.
- the emulsion layers may also be made in other manner, for example differently sensitized emulsions with different dyestuif formers may be distributed in the form of small particles on a support.
- the color picture may be produced in various ways for example in the manner described in any one of the U. S. Patents 2,179,228, 2,179,238, 2,186,849, 2,178,612 and 2,186,730.
- the pictures may be developed by simple color development or by reversal development, as described in U. S. Patents 2,229,137 and 2,179,234.
- the silver may be removed from the silver halide emulsion layer or the silver may be allowed to remain in the layer together with the dyestuif picture.
- Example 1 To 1 kilo of a silver halide emulsion there are added 5 grams of 3-hydroxypyridine and the emulsion is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a bluedyestuil image.
- Example 2 To 1 kilo of a silver halide emul-- sion there are added 5 grams of 2.6-dihydroxypyridine. This emulsion is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a blue dyestuif image.
- Example 3 To 1 kilo of silver halide emulsion there are added 5 grams of l-phenyl-4-methyl-6-hydroxy-2-pyridone of the formula and the emulsion is cast to form a layer. After exposure and development with para-dimethylaminoaniline a. blue-violet dyestufl image: is ob- H crystallizes.
- Example 5 -1 mol of p-methyl-glutaconic acid is melted together with 1 mol of stearylamine and the mass is dissolved in methanol. From the solution 1-octadecyl-4-methyl-6-hydroxy- 2-pyridone of the formula 0 I nicu-cuiin la crystallizes.
- Example 6 II'o 1 kilooffa silver halide emulsion there is added 1.3-dihydroxy-isoquinoline homo-phthalimide of the formula in the'form of a sodium salt in a quantity of 5 grams and the emulsion is cast to form a layer. After exposure and development with paradimethylaminoaniline a blue dyestufl image is obtained.
- Example 7 1 kilo of the silver halide emulsion there are added 5 grams of the sodium salt of 1.4-diphenyl-6-hydroxy-2-pyridone of the formula is recrystallized from methanol. 5 grams of this compound are added to 1 kilo of a silver halide emulsion and this is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a blue dyestufi image.
- Example 9 The 1 (4 aminodiphenylY- 4 methylr-6-hydroxy-2-pyridone made as described in Example 8 is dissolved in dilute caustic soda lye and to the solution benzoyl chloride is added by drops. 1 (4' benzoylaminodiphenyl) 4 methyl-6-hydroxy-2-pyridone of the formula is precipitated. It is filtered with suction and washed. 5 grams of this compound are added to 1 kilo'of the silver halide emulsion and this is cast to form a layer. After exposure and development with para-dimethylaminoaniline a blue dyestufl' image is obtained.
- Example 10 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-butyl-4- methy1-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para dimethylaminoaniline yields a blue dyestufl' image.
- Example 11 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-hexyl-4- methyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development wit h para dimethylaminoaniline yields a blue dyestuii' image.
- Example 12 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-octyi-4- methyl-fi-hydroxy-Z-pyridone. The emulsion is After exposure development with para-dimethylaminoaniline yields a blue dyestui! image.
- Example 13 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-dodecyi-4- methyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufl image.
- Example 14 To 1 kilo of a silver halide emulsion there are added 5 grams of l -cyclohexyl-dmethyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer, After exposure development with para-dimethylaminoaniline yields a blue dyestufl image.
- Example 15 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-methyl-4- 'phenyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para -.dimethylaminoaniline phenyl-6-hydroxy-2-pyridone.
- Example 16 --To 1 kilo or a silver halide emulsion there are added 5 grams of 1-butyl-4- phenyl-G-hydroxy-Z-pyridone. The emulsion is then cast to form 'a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufi image.
- Example 17 To 1 kilo of a silver halide mulsion there are added 5 grams of 1-hexyl-4- The emulsion is then cast to form a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufl image.
- Example 18 To 1 kilo of a silver halide emulsion there are added 5 grams of 1-octyl-4- phenyl-G-hydroxy-Z-pyridone. The emulsion is then cast to form a layer. After exposure development with para-dimethylamino'aniline yields a blue dyestufi image.
- Example 19 To 1 kilo ofa silver halide emulsion there are added 5 grams of l-dodecyli- The emulsion is then cast to 'form a layer.
- improvement which comprises developing the exposed photographic silver halid emulsion with an aromatic amino developer containing as the dyestufi former a compound selected from the class consisting of hydroxypyridines and hydroxy-2- pyridones in which the N-atom is tertiary.
- the improvement which comprises exposing a photographic silver halide emulsion containing as the dyestufi former a compound selected from the class consisting of hydroxypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary and developing said emulsion with an aromatic amino developer.
- the improvement which comprises exposing a photographic silver halide emulsion containing as the dyestuif former a compound selected from the class consisting of hydroxypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary, said compound containing a radicle imparting thereto fastness to diffusion with respect to the binding agent of said emulsion, and developing said emulsion with an aromatic amino developer;
- Silver halide emulsion for color photography containing as a color forming component a compound selected irom the class consisting of hy droxypyridines and hydroxy-Z-pyridones in which the ring N-atom is tertiary, said compound containing a radicle imparting thereto fastness to difiusion with respect to the binding agent of said emulsion.
- a dyestufi forming developer comprising an aqueous olution containing an aromatic amino developing agent and a compound selected from the class consisting of hydrorypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary.
- Silver halide emulsions for color photography containing as a color forming component a compound selected from the class consisting of hydroxypyridines and hydroxy-2epyridones in which the ring N-atoms is tertiary.
- the improvement which comprises developing an exposed photographic silver halide emulsion with an aromatic amino developer in the presence of a color former selected from the class consisting of hydroxypyridlnes and hydroxy-2-pyridones in which the ring N-atom is tertiary.
- composition as defined in claim' 4 wherein said color former is l-octadecyl-4- methyl-6-hydroiry-2-pyridone.
- composition as defined in claim 4 wherein said color former is 1-(4'-amino-diphenyl) -4-methyl-6-hydroxy-2-pyridone.
- composition as defined in claim 4 wherein said color former is l-octyl-4-methyl-6- hydroxy-Z-pyridone.
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- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mechanical Engineering (AREA)
- General Physics & Mathematics (AREA)
- Soil Sciences (AREA)
- Environmental Sciences (AREA)
- Geometry (AREA)
- Thermal Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Pyridine Compounds (AREA)
Description
Patented Aug. 11, 1942 2,293,004 rno'roomrmc COLOR. PICTURE Hermann Lohaus, Dessau, Germany, assignor, by mesne assignments, to General Aniline & Film Corporation, New York, N. Y., a corporation of Delaware No Drawing. Application April 1, 1939, Serial No. 265,601. In Germany April 7, 1938 21 Claims.
My present invention relates to the manufacture of photographic color pictures.
It is known to produce photographic color pictures with the aid of color development by using in the developer or in the photographic layer a dyestuff former which during the development is oxidized together with the developing substance at the places containing the silver image to produce the dyestuif. As dyestuff formers for this color development there have been proposed phenols, naphthols, aniline, naphthylamine, aminonaphthols and compounds having a reactive methylene group.
One object of my invention is to provide as the dyestuff former a simple or substituted hydroxypyridine.
Another object of this invention is to provide as the dyestufi former a compound with a con- 4-methyl-6-hydroxy-2-pyridone. The silver halide emulsion having the dyestuil former fast to diffusion may be made into a photographic layer in the known manner and there may be one or several layers on one or both sides of a support superimposed on each other. The layers may be used for taking black and white pictures or color pictures. For the purpose of color photography the emulsion layers are preferably sensitized for different regions of the spectrum. If desired several dyestuff formers may be contained in one layer and these may be so selected that on development a neutral grey picture is prodensed pyridine ring system having in the pyridine nucleus one or several hydroxy groups.
Further objects of the invention will appear more in detail hereinafter.
The dyestuff former used according to the invention may be substituted in the pyridine ring or in the condensed ring or rings in any desired manner. Examples of compounds suitable for the invention are 3-hydroxypyridine, 2.6-dihydroxypyridine, 1-phenyl-6-hydroxy-2-pyridine, 4-hydroxyisoquinoline, 1-(4-carbe thoxy-phenyl) -4-methyl-6-hydroxy-2-pyridone.
These dyestuff formers may be added either to a the developer or to the emulsion. With color developers, for example para-phenylenediamine or a derivative thereof blue or blue-violet dyestufi images are obtained.
When the dyestuii' formers are added to photographic layers it is recommended that they should be made fast to diffusion in respect to the binding agent of the layer by the introduction of special groups. As groups of. this kind there may be used those named in the British patent specification No. 488,048 and in the U. S. Patents 2,178,612, 2,179,238, 2,186,849, 2,186,850, 2,179,244, 2,186,732, 2,186,733, 2,156,821, 2,186,851, 2,186,735, 2,186,734, 2,186,719, 2,186,852, 2,154,918, 2,186,736 and 2,200,306. The group which renders the dyestufi former fast to difiusion may be introduced into its molecule in a manner in itdroxy-2-pyridone, 1- (4'-benzoylamin0diphenyl) duced.
The emulsion layers may also be made in other manner, for example differently sensitized emulsions with different dyestuif formers may be distributed in the form of small particles on a support.
The color picture may be produced in various ways for example in the manner described in any one of the U. S. Patents 2,179,228, 2,179,238, 2,186,849, 2,178,612 and 2,186,730. In the exposed emulsion layers the pictures may be developed by simple color development or by reversal development, as described in U. S. Patents 2,229,137 and 2,179,234.
In the production of black and white pictures by this invention the silver may be removed from the silver halide emulsion layer or the silver may be allowed to remain in the layer together with the dyestuif picture.
The following examples illustrate the invention:
Example 1.'-To 1 kilo of a silver halide emulsion there are added 5 grams of 3-hydroxypyridine and the emulsion is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a bluedyestuil image.
Example 2.--To 1 kilo of a silver halide emul-- sion there are added 5 grams of 2.6-dihydroxypyridine. This emulsion is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a blue dyestuif image.
Example 3.-To 1 kilo of silver halide emulsion there are added 5 grams of l-phenyl-4-methyl-6-hydroxy-2-pyridone of the formula and the emulsion is cast to form a layer. After exposure and development with para-dimethylaminoaniline a. blue-violet dyestufl image: is ob- H crystallizes.
grams of this compound are added to 1 kilo of the silver halide emulsion and'this is cast to form a layer. After exposure and development acid with para-dimethylaminoaniline a blue dyestufl image is obtained. a
Example 5.-1 mol of p-methyl-glutaconic acid is melted together with 1 mol of stearylamine and the mass is dissolved in methanol. From the solution 1-octadecyl-4-methyl-6-hydroxy- 2-pyridone of the formula 0 I nicu-cuiin la crystallizes.
5 grams of this compound are added to 1 mol of the silver halide emulsion and this is cast to form a layer. After exposure and development with para-dimethylaminoaniline a blue-violet dyestufl' image. is obtained.
Example 6.'I'o 1 kilooffa silver halide emulsion there is added 1.3-dihydroxy-isoquinoline homo-phthalimide of the formula in the'form of a sodium salt in a quantity of 5 grams and the emulsion is cast to form a layer. After exposure and development with paradimethylaminoaniline a blue dyestufl image is obtained.
Example 7.-'T0 1 kilo of the silver halide emulsion there are added 5 grams of the sodium salt of 1.4-diphenyl-6-hydroxy-2-pyridone of the formula is recrystallized from methanol. 5 grams of this compound are added to 1 kilo of a silver halide emulsion and this is cast to form a layer. After exposure development with para-dimethylaminoaniline produces a blue dyestufi image.
then cast to form'a layer.
Example 9.The 1 (4 aminodiphenylY- 4 methylr-6-hydroxy-2-pyridone made as described in Example 8 is dissolved in dilute caustic soda lye and to the solution benzoyl chloride is added by drops. 1 (4' benzoylaminodiphenyl) 4 methyl-6-hydroxy-2-pyridone of the formula is precipitated. It is filtered with suction and washed. 5 grams of this compound are added to 1 kilo'of the silver halide emulsion and this is cast to form a layer. After exposure and development with para-dimethylaminoaniline a blue dyestufl' image is obtained.
Example 10.--To 1 kilo of a silver halide emulsion there are added 5 grams of 1-butyl-4- methy1-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para dimethylaminoaniline yields a blue dyestufl' image.
Example 11.'To 1 kilo of a silver halide emulsion there are added 5 grams of 1-hexyl-4- methyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development wit h para dimethylaminoaniline yields a blue dyestuii' image.
Example 12.To 1 kilo of a silver halide emulsion there are added 5 grams of 1-octyi-4- methyl-fi-hydroxy-Z-pyridone. The emulsion is After exposure development with para-dimethylaminoaniline yields a blue dyestui! image.
Example 13.To 1 kilo of a silver halide emulsion there are added 5 grams of 1-dodecyi-4- methyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufl image. A
Example 14.-To 1 kilo of a silver halide emulsion there are added 5 grams of l -cyclohexyl-dmethyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer, After exposure development with para-dimethylaminoaniline yields a blue dyestufl image.
Example 15.To 1 kilo of a silver halide emulsion there are added 5 grams of 1-methyl-4- 'phenyl-6-hydroxy-2-pyridone. The emulsion is then cast to form a layer. After exposure development with para -.dimethylaminoaniline phenyl-6-hydroxy-2-pyridone.
phenyl-6-hydroxy-2-pyridone.
yields a blue dyestuii image.
Example 16.--To 1 kilo or a silver halide emulsion there are added 5 grams of 1-butyl-4- phenyl-G-hydroxy-Z-pyridone. The emulsion is then cast to form 'a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufi image.
Example 17.To 1 kilo of a silver halide mulsion there are added 5 grams of 1-hexyl-4- The emulsion is then cast to form a layer. After exposure development with para-dimethylaminoaniline yields a blue dyestufl image.
Example 18.To 1 kilo of a silver halide emulsion there are added 5 grams of 1-octyl-4- phenyl-G-hydroxy-Z-pyridone. The emulsion is then cast to form a layer. After exposure development with para-dimethylamino'aniline yields a blue dyestufi image.
Example 19.To 1 kilo ofa silver halide emulsion there are added 5 grams of l-dodecyli- The emulsion is then cast to 'form a layer.
CaHl
(EeHaCOOH The emulsion is then cast to form a layer. After exposure development with para dimethylaminoaniline yields a blue dyestuif image Example 22.'I"o 1 kilo of a silver halide emulsion there are added 5 grams of 1.4-dihydroxy- 3-carbethoxy-isoquinoline corresponding with the following formula LCOOCiHi The emulsion is then cast to form a layer. After exposure development with para dimethylaminoaniline yields a blue dyestufi image.
I claim:
1. In a process of producing photographic color pictures by dyestufi forming development, the
improvement which comprises developing the exposed photographic silver halid emulsion with an aromatic amino developer containing as the dyestufi former a compound selected from the class consisting of hydroxypyridines and hydroxy-2- pyridones in which the N-atom is tertiary.
2. In a process of producing photographic color pictures by dyestuff forming developing, the improvement which comprises exposing a photographic silver halide emulsion containing as the dyestufi former a compound selected from the class consisting of hydroxypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary and developing said emulsion with an aromatic amino developer.
3. In a process of producing photographic color pictures by dyestufi forming development, the improvement which comprises exposing a photographic silver halide emulsion containing as the dyestuif former a compound selected from the class consisting of hydroxypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary, said compound containing a radicle imparting thereto fastness to diffusion with respect to the binding agent of said emulsion, and developing said emulsion with an aromatic amino developer;
4. Silver halide emulsion for color photography containing as a color forming component a compound selected irom the class consisting of hy droxypyridines and hydroxy-Z-pyridones in which the ring N-atom is tertiary, said compound containing a radicle imparting thereto fastness to difiusion with respect to the binding agent of said emulsion.
5. A dyestufi forming developer comprising an aqueous olution containing an aromatic amino developing agent and a compound selected from the class consisting of hydrorypyridines and hydroxy-2-pyridones in which the ring N-atom is tertiary.
6. Silver halide emulsions for color photography containing as a color forming component a compound selected from the class consisting of hydroxypyridines and hydroxy-2epyridones in which the ring N-atoms is tertiary.
7. The silver halide emulsion defined in claim 4, wherein the radicle imparting fastness to diffusion is a long aliphatic chain.
8. The silver halide emulsion defined in claim 4, wherein the radicle imparting fastness to diffusion is linked to the compound by a linkage selected from the class consisting of an acid amide linkage, .a direct nuclear carbon to carbon linkage and a direct nuclear nitrogen to carbon linkage.
9. In the process of producing photographic colored pictures by dyestutf forming development, the improvement which comprises developing an exposed photographic silver halide emulsion with an aromatic amino developer in the presence of a color former selected from the class consisting of hydroxypyridlnes and hydroxy-2-pyridones in which the ring N-atom is tertiary.
10. The process as defined in claim 9 wherein said ring N-atom is substituted by a substituent selected from the class consisting of alkyl, cyclohexyl, a phenyl, and a diphenyl radical.
11. The process as. defined in claim 2 in which said ring N-atom is substituted by a substituent selected from the class consisting of ,alkyl, cyclohexyl, a phenyl and a diphenyl radical.
12. The composition as defined in claim 6 wherein said ring N-atom is substituted by a substituent selected from the class consisting of alkyl, cyclohexyl, a phenyl and a diphenyl radical.
13. The composition as defined in claim 4 wherein said ring N-atom is substituted by a substituent selected from the class consisting of alkyl, cyclohexyl, a phenyl and a diphenyl radical.
l4. The process as defined in claim 9 wherein said ring N-atom is substituted by an alkyl radical containing up to eighteen carbon atoms.
15. The composition as defined in claim 4 wherein said ring N-atom is substituted by an alkyl radical containing up to eighteen carbon atoms.
16. The process as defined in claim 9 wherein the color former is l-octadecyl-4-methyl-6-hydroxy-2-pyridone.
17. The process as defined in claim 10 wherein said color former is 1-(4'-amino-diphenyl) -4- methyl-6-hydroxy-2-pyridone.
18. The process as defined in claim 9 wherein said color former is 1-octyl-4-methyl-6-hydroxy- 2-pyridone. v
19. The composition as defined in claim' 4 wherein said color former is l-octadecyl-4- methyl-6-hydroiry-2-pyridone.
20. The composition as defined in claim 4 wherein said color former is 1-(4'-amino-diphenyl) -4-methyl-6-hydroxy-2-pyridone.
21. The composition as defined in claim 4 wherein said color former is l-octyl-4-methyl-6- hydroxy-Z-pyridone.
- HERMANN LOHAUS.
cERTIncAmE OF comcnox.
atom; no. 2,295,0ohi Ailgust 11, 1942.
mznrmm Lomws;
ishoiroby certiiiod. thgt error appears in the printed'apecificncion 'of the above mmbor'ed' patent requiring correction as follows: Page 5 first column, line.h8, claim 1, before "IQ-atom inuert "ringand second co ixmn, line 13, fbnatoma" read --atomlirie 60, for "clgim 10"-read --'-c1aini 9--; and that up and Letteraiateht should be read with ma ooprootioxi therein thin: the same may conform to the record of the' caste" in the Patent Office.
' Signed and sealed an; 9th day or March, A. D. 1915.
v Henry Van Aradale, (Belly Acting Commissioner of Patents.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI0061027 | 1938-04-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2293004A true US2293004A (en) | 1942-08-11 |
Family
ID=7195380
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US265601A Expired - Lifetime US2293004A (en) | 1938-04-07 | 1939-04-01 | Photographic color picture |
Country Status (3)
Country | Link |
---|---|
US (1) | US2293004A (en) |
BE (1) | BE433687A (en) |
FR (1) | FR870393A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2421693A (en) * | 1944-09-16 | 1947-06-03 | Gen Aniline & Film Corp | Imidazolone color formers |
US5202224A (en) * | 1990-01-09 | 1993-04-13 | Fuji Photo Film Co., Ltd. | Dye-forming coupler, a silver halide color photographic material using same, and a method for processing the silver halide color photographic material |
US5260177A (en) * | 1988-03-16 | 1993-11-09 | Fuji Photo Film Co., Ltd. | Silver halide color photographic light-sensitive material |
-
0
- BE BE433687D patent/BE433687A/xx unknown
-
1939
- 1939-04-01 US US265601A patent/US2293004A/en not_active Expired - Lifetime
- 1939-04-06 FR FR870393D patent/FR870393A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2421693A (en) * | 1944-09-16 | 1947-06-03 | Gen Aniline & Film Corp | Imidazolone color formers |
US5260177A (en) * | 1988-03-16 | 1993-11-09 | Fuji Photo Film Co., Ltd. | Silver halide color photographic light-sensitive material |
US5202224A (en) * | 1990-01-09 | 1993-04-13 | Fuji Photo Film Co., Ltd. | Dye-forming coupler, a silver halide color photographic material using same, and a method for processing the silver halide color photographic material |
Also Published As
Publication number | Publication date |
---|---|
BE433687A (en) | |
FR870393A (en) | 1942-03-10 |
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