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
• • 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S56/00—Harvesters
  • Y10S56/12—Brush

Definitions

• This invention relates to color photography and particularly to coupler compounds for use in'photographic processes.
• 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 incorporated in the emulsion layer and the unused coupler remains after formation of the colored image. When the coupler is used in the developing solution, it may be colored without detriment to the final image, and some colored couplers are known, such as paraphenylazo acetoacetanilide which was disclosed in Mannes and Godows'ky Patent 2,108,602.
• the new couplers are, in themselves, more-or less strongly colored, and during the coupling reaction, 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 correction processes of color photography.
• Z represents the atoms necessary to complete a cyclic structure having adjacent the.
• the active methylene group may be substituted with an azo group and that this group is removable by the oxidized photographic developer when the azo-subs'tituted coupler is treated with the oxidized developer either in aqueous solution or in the photographic emulsion layer;
• the'coupler may be converted to a colored compound and the azo group readily removed from itby'means of reaction with the oxidized developing agent. This reaction appears-to proceed as follows:
• p-I-Iydroxyaniline (5.5 g.; 0.05 mole) was dissolved in a solution of 40 cc. of water and 15 cc. of concentrated hydrochloric acid and di'azotized at C. by the addition of 3 .5 g. (0.05 mole) of sodium nitrite. This solution was added to a solution of 16.1g. (0.05 mole) of 1(p (p-tert.- butylphenoxy) -phenyl) -3-methyl -5- pyrazolone in 200 cc. of water which contained g. of sodium hydroxide. The temperature of the reaction mixphotographic emulsion layer prior to exposure and upon development is converted into a colored image where the layer was exposed. The coupler remaininginthe' unexposed portions of the layer retains 'its'original color; and by suitable choice of the color of the original coupler and the color of the final dye image a masking or correction effect can be obtained.
• Suitable compounds are diethyl paraphenylenediamine, monomethyl paraphenylenediamine, dimethyl paraphenylenediamine and para-aminophenol. These compounds are usually employed'in the salt form, such as the hydrochloride or the sulphate which are more stable than the free amines. All of these compounds have a primary amino group which enables the oxidation product of the developer to couple with the color-forming conipounds to form dye images.
• the following developing solution is suitable for developing gelatino silver halide layers containing-colored couplers according to our invention.
• oo i ⁇ CH-N NR
• Z represents the atoms necessary to complete a cyclic structure in which there is adjacent the reactive CI-I group a member selected from the class consisting of -S, -NI-I-, and carbon doubly bound to an atom selected from the class consisting of (l) a carbon atom which is part of a conjugated chain linked to an electro-negatiVe atom, (2) nitrogen and (3) oxygen
• R is selected from the class consisting of aromatic and heterocyclic radicals
• X represents the atoms necessary to complete a five-membered ring in which there is adjacent the reactive OH group a member selected from the class consisting of S, NH, and carbon doubly bound to an atom selected from the class consisting of (1) a carbon atom which is part of a conjugated chain linked to an electro-neg-ative atom, (2) nitrogen and (3) oxygen, and R is selected from the class consisting of aromatic and heterocyclic radicals
• X represents the atoms necessary to complete a pyrazolone ring
• R is selected from the class consisting of aromatic and heterocyclic radicals
• R represents a mononuclear aryl radical and R. represents a mononuclear aryl radical, exposing said material and developing it with a developer containing a primary aromatic amino developing agent.

Landscapes

• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Priority Applications (8)

Applications Claiming Priority (2)

Publications (1)

Family

ID=42359001

Family Applications (1)

Country Status (7)

Cited By (9)

Families Citing this family (2)

Citations (8)

• 1944
  • 1944-05-03 US US533932A patent/US2455170A/en not_active Expired - Lifetime
  • 1944-10-02 GB GB18775/44A patent/GB598174A/en not_active Expired
• 1946
  • 1946-08-29 FR FR950287D patent/FR950287A/fr not_active Expired
• 1947
  • 1947-09-13 NL NL134794A patent/NL71532C/xx active
  • 1947-09-27 BE BE476361A patent/BE476361A/fr unknown
  • 1947-12-23 CH CH280207D patent/CH280207A/fr unknown
  • 1947-12-23 CH CH282408A patent/CH282408A/fr unknown
• 1950
  • 1950-10-01 DE DEE2641A patent/DE848154C/de not_active Expired

Patent Citations (8)

Also Published As

Similar Documents