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
  • Y10S534/00—Organic compounds -- part of the class 532-570 series
  • Y10S534/08—Elimination of groups during the preparation of azo compounds

Definitions

• a colored photographic image I may be formed simultaneously with the development of a silver image in an exposed photographic silver halide emulsion layer if an aromatic developing agent is used in the presence'of a color coupler which couples with th oxidation product of such developer produced during development to form quinone-imine or azomethine dyestuffs.
• azomethine dyestuffs necessitates the presence of a color coupler which contains a reactive methylene group linked on both sides with an electro-negative group.
• Another object of the present invention is to provide a photographic material containing a new color couplen'
• a further object of the present invention is to provide a photographic developer containing a new color coupler. 1 i
• couplers contain a reactive methylene group linked on both sides to an electro-negative group, one of which is an 2.20 group.
• couplers may correspond to one or other of the following probable general isomeric formulae:
• diphenylene-p-p'-bis(azo acetonitrile) 10. bis (phenylazo) acetonitrate;
• hydrazone's or aldoses are for instance: hydrazone's or aldoses:
• Lactose-phenyl-hydrazone Maltose-phenylrhydrazone, ll-Arabinose-phenyl-ehydrazone,; d-Glucose-petolyl-hydrazone,
• d-Glucose-2 5-dich1oro -phen-yl-.-hydrazone, l-Arabinose-p bromo-phenyl-hydrazone.
• Phenyl azo cyanacetic acid may be obtained by: saponifying phenyl: azocyanacetic acid ester by boiling for one hour in a 4% solution of NaOH ilI QmiXtUIB of equalproportions of alcohol. and water, Theproductmelts at 157 C. Itmay be decarb'oxylated. by prolonged boiling to form phenyl azo acetjonitrile. (cf. Bertini Gaz..Chem. Ital. 31 I579) Phenyl azo nitro methane may be obtainedv by allowing to reactisonitromethane and diazo benzene (Bamberger, Berichte 33; (1900) 206.0 and 34 (1901) 580).
• p-Nitro phenyl azo cyan acetic acid may be obtained by heating the corresponding ester (prepared according to Ullman J. pr. Chem. 2, 51 (1895) 218) with 30 cc. NaOH 2 N and 30 cc. alcohol for onehour. The;precipitate formed is sucked oft and washed'witlralcohol; The sodium salt of the desired compound is obtained.
• Bis(pheny1 azo). acetonitrilev may be" obtained by allowing to react 2 moldiazo-benzene and 1 mol cyanacetic" acid according to Weissbach J. pr. Chem. 2 67 400 or'Wedekind Ber. 30 2995.
• the new color couplers may be included either in the developing solution or added to a, silver halide emulsion layer inthe course of manufacture, or in a water-permeable colloid layer coated next toasilver halide emulsionlayer or separated therefrom only by a thin water-permeable layer. Whernthey areincorporated in a photographic-layer, it is often' advantageous to introduce in their: molecule substituents rendering same difiusion-fast-such as, chains of more than five C atoms, biphenyl-groups or the like.
• An exposed silverhalide emulsion layer is developed in a bath of the following composition:
• Example 2 An. exposed silver. halide emulsion is. developed in. a bath containing the following substances:
• Examplev 3 An: exposed. silver. halide emulsion layeris developedrin arbathof the-following compositions:
• B is addedfto A.
• Example 4 An exposed silver" halide. emulsion layer'is developed'in a bath-of the following composition:
• Ant exposed silver halide emulsion-layer is developed in a bath of the following composition:
• B is added to A.
• my invention is primarily concerned with color photographic processes wherein a dyestuff is formed by color coupling development with aromatic developing agents such as derivatives of phenylenediamines, aminophenols, polyoxybenzenes and hydrazines
• aromatic developing agents such as derivatives of phenylenediamines, aminophenols, polyoxybenzenes and hydrazines
• a process of color photography which comprises developing a reducible silver salt image in a photographic element by means of an arcmatic developing agent in the presence of a color coupler capable of coupling with the development product of said developing agent and selected from the class consisting of compounds containing a reactive methylene group immediately linked to an azo group and to a group selected from the class consisting of a cyan group, a carbonyl group, a thiocarbonyl group, nitrophenyl, a residue of a nitrogen-containing heterocyclic ring having a free bond in'the 2- position with respect to the nitrogen atom, such residue having a free bond in the 4-position, a carbimide group a nitro group and a -CHOH- group, the hydrazone isomers of said compounds, and said compounds and isomers wherein a H-atom of the reactive methylene group is replaced by a grouping which is easily eliminated and selected from the class consisting of a halogen, a carboxylic group and an azo group.
• a process of color photography which comprises developing a reducible silver salt image in a photographic element by means of an aromatic developing agent in the presence of a color coupler capable of coupling with the development product of said developing agent and correspondin to one of the following isomeric formulae image and a color coupler capable of coupling with the development product of said developin agent and selected from the class consisting of compounds containing a reactive methylene group immediately linked to an azo group and to a group selected from the class consisting of a cyan group.
• a photographic developer comprising an aromaticdeveloping agent for a latent silver halide image and a color coupler capable of coupling with the development product of said developing agent and correspondin to one of the following isomeric formulae 7.
• Photographic developer comprising an arcmatic developing agent for a latent silver halide image and an aldose aryl hydrazone.

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

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Cited By (3)

Citations (6)

• 0
  • NL NL79214D patent/NL79214C/xx active
  • BE BE475466D patent/BE475466A/xx unknown
• 1946
  • 1946-08-21 GB GB24887/46A patent/GB617223A/en not_active Expired
• 1947
  • 1947-08-15 US US768936A patent/US2515691A/en not_active Expired - Lifetime
  • 1947-08-21 FR FR952230D patent/FR952230A/fr not_active Expired

Patent Citations (6)

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