US2293004A - Photographic color picture - Google Patents

Photographic color picture Download PDF

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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
Application number
US265601A
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English (en)
Inventor
Lohaus Hermann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by General Aniline and Film Corp filed Critical General Aniline and Film Corp
Application granted granted Critical
Publication of US2293004A publication Critical patent/US2293004A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B60VEHICLES IN GENERAL
    • B60CVEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C3/00Tyres characterised by the transverse section
    • B60C3/04Tyres characterised by the transverse section characterised by the relative dimensions of the section, e.g. low profile
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01GHORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G9/00Cultivation in receptacles, forcing-frames or greenhouses; Edging for beds, lawn or the like
    • A01G9/24Devices or systems for heating, ventilating, regulating temperature, illuminating, or watering, in greenhouses, forcing-frames, or the like
    • A01G9/245Conduits for heating by means of liquids, e.g. used as frame members or for soil heating
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F28HEAT EXCHANGE IN GENERAL
    • F28FDETAILS OF HEAT-EXCHANGE AND HEAT-TRANSFER APPARATUS, OF GENERAL APPLICATION
    • F28F1/00Tubular elements; Assemblies of tubular elements
    • F28F1/02Tubular elements of cross-section which is non-circular
    • F28F1/06Tubular elements of cross-section which is non-circular crimped or corrugated in cross-section
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32Colour coupling substances
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A40/00Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
    • Y02A40/10Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture
    • Y02A40/25Greenhouse 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)
US265601A 1938-04-07 1939-04-01 Photographic color picture Expired - Lifetime US2293004A (en)

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

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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)

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US (1) US2293004A (xx)
BE (1) BE433687A (xx)
FR (1) FR870393A (xx)

Cited By (3)

* Cited by examiner, † Cited by third party
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

Cited By (3)

* Cited by examiner, † Cited by third party
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
FR870393A (fr) 1942-03-10
BE433687A (xx)

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