US2186735A - Silver halide emulsions for color photography - Google Patents

Silver halide emulsions for color photography Download PDF

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Publication number
US2186735A
US2186735A US171705A US17170537A US2186735A US 2186735 A US2186735 A US 2186735A US 171705 A US171705 A US 171705A US 17170537 A US17170537 A US 17170537A US 2186735 A US2186735 A US 2186735A
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US
United States
Prior art keywords
color
components
silver
silver halide
halide emulsions
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
US171705A
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English (en)
Inventor
Schneider Wilhelm
Frohlich Alfred
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
Agfa Ansco 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 Agfa Ansco Corp filed Critical Agfa Ansco Corp
Application granted granted Critical
Publication of US2186735A publication Critical patent/US2186735A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • G03C7/36Couplers containing compounds with active methylene groups

Definitions

  • Our present invention relates to color photography and more particularly to a photographic element for color forming development.
  • a further object is to provide dyestuff components which while retaining their solubility in aqueous liquids, do not tend to diffuse into the developer or from-one to an adjacent emulsion layer.
  • a further object is the provision of a photographic silver halide emulsion suitable for color forming development, containing the new dyestuif components.
  • silver halide emulsions are used which'contain dyestuff components.
  • these emulsion layers there may be produced by color forming development a color image by formation of an azo-dyestufi or, in another process, directly or indirectly by way of a silver image.
  • This invention is based on the observation that the amide-like derivatives of malonic acid constitute a group of very valuable dyestuff components.
  • the symmetrical dianilide of malonic acid there may be named: the symmetrical diaminobenzoic acid malonide and its derivatives the phenylnucleus of which is substituted, such as for instance compounds corresponding with the following formulae:
  • the aforesaid amide-like derivatives of malonic acid yield in color development, for example with the aid of amino-dimethyl-aniline as the developer, a yellow dyestufi image besides the silver image.
  • the components may either be added to the emulsion or to the developer.
  • the compounds usedv in this. invention are suitable also as azo-components for the process of U. S. Patents Nos. 1,758,572 and 2,179,228.
  • the components may be converted into azo-dyes following development and fixing by treatment with a diazo compound such as a carbonic acid solution of tetrazotized benzidine disulfonic acid.
  • a diazo compound such as a carbonic acid solution of tetrazotized benzidine disulfonic acid.
  • the dyestuff components may be made fast to diffusion in gelatin by introduction into their molecule of suitable substituents which increase the molecular size of the dyestufi components substantially.
  • suitable groups can be introduced into the dyestufi components to lend a substantive character to the molecule of the color former.
  • the dyestufi components may be made last to diflusion by 'the introduction of radicals of highly polymerized carboxylic acids or their derivatives.
  • the dyestufi component it is preferable to introduce into the molecule of the dyestufi component one or more groups which lend solubility in water, for example carboxyl groups, sulfonic acid groups and several hydroxy-groups.
  • the dyestuif former may be added to the emulsion at any desired point of the production thereof.
  • the components are dissolved in water and methanol with an addition of alkali and added to the emulsion; about 2 grams of the dyestufi components are added to 1 kilo of the emulsion.
  • the silver halide emulsions carrying the color formers fast to diifusion may be worked up in any known manner to produce photographic layers and one or more of these may be arranged on one or both sides in superposition on the carrier.
  • the layers may be used for the production SI of black-and-white or color images.
  • the layers are preferably sensitized for different regions of the spectrum. If desired dyestuif components, in addition to those of the present invention, may be incorporated in a layer.
  • the emulsions may, however, be worked up in other ways, for example diflferently sensitized emulsions having different color formers may be distributed on the carrier in the-form of small particles.
  • the image may be produced either by simple or color forming development or by the reversal process as described in U. S. Patent 2,179,234.
  • the picture may be produced in multi-layer material, each layer containing one of said dyestuif components, by ex- 55 posing the material, developing to black and white, in for instance Amidol, dissolving silver from the negative so produced by bleaching in for example a chromic acid bath, forming images in the remaining silver halide, developing in a developer such as is used above, forming silver halide images by treatment in a bleaching bath, i. e. again of chromic acid, forming latent images, transforming the images into silver and color images in a developer capable of forming dyestuffs with said dyestuif component, removing the developed silver and fixing in thiosulfate.
  • the silver In the production of color images the silver is in most cases removed completely. In the production of black-and-white images with the aid of this invention the silver may be removed or may remain with the dyestufi imagein the layer. In certain cases it is preferable that the silver should remain wholly or in part in the layer.
  • a light-sensitive photographic element comprising a support and at least one-silver halide emulsion containing a color former fast to diffusion said color former being a product of reaction of a compound selected from the group consisting of malonic acid, its halides and its esters, with an aliphatic amine containing a carbon chain of more than five carbon atoms.
  • a light-sensitive photographic element comprising a support and at least one silver halide emulsion containing a color former fast to diffusion said color former being a product of reaction of a compound selected from the group consisting of malonic acid, its halides and its esters, with an amine containing a substantive group.
  • a light-sensitive photographic element as.
  • a light-sensitivephotographic element comprising a support and at least one silver-halide emulsion containing a color former fast to diffusion, said -color former being N-octyl-N'-phenyi-malondiamide.
  • a light-sensitive photographic element comprising a support and at least one silver-halide emulsion containing a color former fast to diffusion, said color former being N-p-dodecylphenyl-N-p-carboxyphenyl-malondiamide.
  • a light-sensitive photographic element comprising a support and at least one silver-halide emulsion containing a color former fast to diffusion, said color former being malondiphenylamide.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US171705A 1936-11-02 1937-10-29 Silver halide emulsions for color photography Expired - Lifetime US2186735A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE223972X 1936-11-02

Publications (1)

Publication Number Publication Date
US2186735A true US2186735A (en) 1940-01-09

Family

ID=5853400

Family Applications (1)

Application Number Title Priority Date Filing Date
US171705A Expired - Lifetime US2186735A (en) 1936-11-02 1937-10-29 Silver halide emulsions for color photography

Country Status (4)

Country Link
US (1) US2186735A (de)
CH (2) CH226465A (de)
FR (1) FR828603A (de)
GB (1) GB489164A (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2463838A (en) * 1943-02-18 1949-03-08 Du Pont Polymeric color couplers
US2576850A (en) * 1945-04-26 1951-11-27 Du Pont Gelling of polymeric compounds
US4149886A (en) * 1975-12-09 1979-04-17 Fuji Photo Film Co., Ltd. Light-sensitive material with coupler containing triazole coupling-off group
US5187055A (en) * 1987-12-15 1993-02-16 Fuji Photo Film Co., Ltd. Silver halide color photographic material

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2463838A (en) * 1943-02-18 1949-03-08 Du Pont Polymeric color couplers
US2576850A (en) * 1945-04-26 1951-11-27 Du Pont Gelling of polymeric compounds
US4149886A (en) * 1975-12-09 1979-04-17 Fuji Photo Film Co., Ltd. Light-sensitive material with coupler containing triazole coupling-off group
US5187055A (en) * 1987-12-15 1993-02-16 Fuji Photo Film Co., Ltd. Silver halide color photographic material

Also Published As

Publication number Publication date
CH226465A (de) 1943-04-15
CH223972A (de) 1942-10-31
FR828603A (fr) 1938-05-24
GB489164A (en) 1938-07-18

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