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
  • G03C7/333—Coloured coupling substances, e.g. for the correction of the coloured image
  • G03C7/3335—Coloured coupling substances, e.g. for the correction of the coloured image containing an azo chromophore

Definitions

• Color-forming compounds which react with the development product of aromatic amino developing agents to form colored images upon photographic development are Well known. Generally, these color-forming compounds or couplers are colorless or substantially colorless. This lack of color is usually desirable where the coupler is to be incorporatedin the emulsion layer and the unused coupler remains after formation of the colored image. When the coupler is used in the developing solution, it ma be colored without detriment to the final image, and some colored couplers are known, such as paraphenylazo acetoacetanilide which wasdisclosed in Mannes an Godowsky Patent 2,108,602.
• the new couplers are, in themselves, more or less strongly colored, and during the coupling reacfurther substituted.
• the aromatic or heterotion the chromophore system in the coupler is broken up with the result that the original color of the coupler is destroyed and a new dye is formed.
• the coupler color is destroyed, and a new color is formed by the coupling reaction, at those points where development occurs. There is formed in this way a dye image of one color on a background of another color.
• an object of the present invention to provide a colored coupler whose chromophore system is destroyed on coupling.
• a further object is to provide a novel radical replacement type of chemical reaction.
• a still further object is to provide color couplers suitable for color corwhere R is an aromatic or heterocyclic radical, especially an aromatic radical of the benzene series. Either the phenol nucleus or the aromatic or heterocyclic radical may contain other substltuents.
• the phenol radical may have a fused-on benzene ring which may be cyclic radical (R in the general formula) may contain substituents; such as alkyl, carboxylic acid, hydroxyl, sulfonic acid, sulfonamide, alkylamine, acylamine or alkoxy.
• the photographic developing solution-or in the emulsion layer according to their intended use and diffusion characteristics.
• Nos. 4, 5, 6-,. and .8 are suitable for use in the'emulsion layer.
• the compounds When. incorporated in the emulsion layer, the compounds may be added directly to their silver halide emulsion as the sodium or other water-soluble salt or they may be incorporated in a coupler solvent as. de
• diazotized solution was added to a solution of 144 g. (01 mole) of a-naphthol in 160 cc. of water which contained g. (0.5 mole) of sodium hydroxide. Ice was added in order to keep the temperature below 5 C. After standing for two hours .at.5 0., the alkaline solution was acidified mine and-para-aminophenol.
• TheI-Ianson process involves a color correction methodin which a colored coupler is incorporated in the photographic emulsion layer prior to exposureand upon development is converted into 'a colored imagewhere the layer was exposed.
• the coupler remaining in the unexposed portions of the layer retains its original color, and by suitable choice of thecolor of the original coupler and the color of the. final dye image, a masking or correction efiect. can be. obtained.
• the primary aromatic amino developing agents are. generally suitable including the phenylenediamines and aminophenols.
• the alkyl phenylenediamines may be substituted in the amino group as well as in the ring.
• Suitable compounds are diethylparaphenylenediamine, monomethyl'paraphenylenediamine, dimethyl paraphenylenedia- These compounds are. usually employed in the salt form, such as the hydrochloride or the sulphate whichare more stable than the free amines. All of' these compounds have a primary amino group which en- ;ables-the oxidation product of' the developer to couplewith'the color-forming compounds to form dye images.
• the following developing solution is suitable for developing gelatino silver halide layers containing; colored couplers according to our invention.
• R is selected from the class consisting of aromatic and heterocyclic radicals
• R is a naphthalene nucleus, said nucleus having the azo group and the hydroxyl para to each other, and R is selected from the class consisting of aromatic and heterocyclic radicals
• said coupler compound contains no reactive phenolic hydroxyl group other than that to which the azo group is attached, exposing said layer and developing it with a primary aromatic amino developing agent, thereby splitting off the group in said coupler compound and coupling said compound at the point of splitting with the oxidation product of the primary aromatic amino developing agent to form a dye image, leaving said coupler compound intact in the regions of said layer undeveloped by said developing agent.
• X is selected from the class consisting of hydrogen, hydroxyl, sulfonic acid, sulfonamido, dialkylamino, and acetylamino groups
• said coupler compound contains no reactive phenolic hydroxyl group other than that to which the azo group is attached, exposing said layer and developing it with a primary aromatic amino developing agent, thereby splitting off the group in said coupler compound and coupling said compound at the point of splitting with the oxidation product of the primary aromatic amino developing agent to form a dye image, leaving said coupler compound intact in the regions of said layer undeveloped by said developing agent.
• R is selected from class consisting of aromatic and heterocyclic radicals

Landscapes

• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)

Priority Applications (8)

Applications Claiming Priority (1)

Publications (1)

Family

ID=24128024

Family Applications (1)

Country Status (7)

Cited By (20)

Citations (22)

• 0
  • BE BE476360D patent/BE476360A/xx unknown
  • NL NL71530D patent/NL71530C/xx active
• 1944
  • 1944-05-03 US US533931A patent/US2455169A/en not_active Expired - Lifetime
• 1946
  • 1946-08-29 FR FR950286D patent/FR950286A/fr not_active Expired
• 1947
  • 1947-12-23 CH CH280513D patent/CH280513A/fr unknown
  • 1947-12-23 CH CH282410D patent/CH282410A/fr unknown
  • 1947-12-31 ES ES0181502A patent/ES181502A1/es not_active Expired
• 1950
  • 1950-09-22 DE DEE2173A patent/DE902582C/de not_active Expired

Patent Citations (22)

Also Published As

Similar Documents