Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
  • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
  • C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
• • 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
  • G03C1/00—Photosensitive materials
  • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
  • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
  • G03C1/08—Sensitivity-increasing substances
  • G03C1/10—Organic substances
  • G03C1/12—Methine and polymethine dyes
• • 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
  • G03C7/28—Silver dye bleach processes; Materials therefor; Preparing or processing such materials

Definitions

• single color or multi-color photo graphic (pictures) images can be produced by the silverdye bleaching process which depends on the destruction of dyestufi in accordance with the characteristics of the image.
• an image is first recorded as a silver image by exposure and development by a normal photographic method in a light-sensitive layer uniformly colored with a dyestulf, and then the dyestutf present in the layer is locally destroyed by means of a silver-dye bleaching bath in proportion to the quantity of silver present locally.
• the silver is then removed to leave a dyestuff image that is the reverse of the original silver image.
• a multi-layer material generally having three separate partial component color layers, of which the sensitivity is limited to different regions of the spectrum.
• a suitable multi-layer material contains, for example, on the support the red-sensitized layer containing the cyan dyestuff, upon that layer a green-sensitized layer containing a magenta dyestufi upon the latter layer a yellow filter layer to eliminate the action of the natural sensitivity of the layers beneath the filter layer, and as the uppermost layer a non-sensitized layer containing a yellow dyestulf.
• the light-sensitive silver halide layers each contain a dyestuff at the time of exposure, which dyestuff reduces the effective sensitivity of the layer by absorbing the exposure light.
• Such dyestutf-containing layers are very difiicult to sensitize owning to the fact that the dyestuffs in the layers have a strong desensitizing action on the emulsion in addition to the aforesaid reduction in sensitivity due to absorption.
• photographic layers suitable for use in the silver-dye bleaching process and having unexpectedly lzu'gh sensitivities are produced by incorporating as a sensitizer in a silver salt emulsion containing an azo-dyestuft a styryl or advantageously a cyanine dyestuff having a betaine-like structure.
• a sensitizer in a silver salt emulsion containing an azo-dyestuft a styryl or advantageously a cyanine dyestuff having a betaine-like structure.
• betaine-like dyestuffs the anion is present in the dyestufi molecule, and is thus bound by homopolar union to the Nall'.yl radical of the dyestuff. They are therefore zwitter ions or internal salts.
• cyanine dyestuffs of betaine-like structure there are advantageously used carboxy-betaine-cyanines, sulfo-betaine-cyarunes, or sulfatebetaine-cyanines, which may contain acid groups in addition to the aforesaid anion.
• carboxy-betaine-cyanines sulfo-betaine-cyarunes
• sulfatebetaine-cyanines which may contain acid groups in addition to the aforesaid anion.
• corresponding styryl dyestuiis i.e. carboxy-betainestyryl, sulfo-betaine-styryl or sulfate-betaine-styryl dyestutls.
• Betaine-like dyestuffs of the above kind are known, see, for example, the disclosure of K. Mayer in Zeitschrift fiir mike Photographie, vol. 52 (1958), part 7-9, pages 176479. They have been used as sensitizers in gelatine emulsions containing color couplers. These emulsions were used for the production of photographic color images by color development. In such emulsions these betaine-like sensitizers are distin guished by the fact that their sensitizing action is not or is inappreciably changed by the presence of the color coupler.
• azo-dyestuffs are generally more substantive in dyeing than are the colorless components used as couplers. This is especially true of polyazo-dyestulis (to which belong substantially all cyan azo-dyestulfs), which, owing to their hi h substantivity, have a strong tendency to displace sensitizers in the silver halide surface and so reduce the sensitivity.
• the method of sensitization in accordance with this invention is independent of the nature of the silver halide usedc Furthermore, there may be used as layer formers, in addition to the usual gelatine, other layer-forming colloids.
• the invention is not limited to the production of multi-layer material, and also applies to making emul- Patented Nov. 12?, i964 a d sionsconsisting of mixed granules.
• the emulsions may also contain so-called casting additions of various kinds,
• spreading agents for example, spreading agents, hardening agents or stabilizers.
• Example 1 100 grams of a silver bromide emulsion were sensitized for the long wavelength region of the spectrum with 1.0 milligram of a dyestufl having a betaine-like structure and of the formula (obtained according to the method described in German specification No. 1,028,718, filed by V. E. B. Filmfabrik bromide emulsion were sensitized for the long Wavelength region of the spectrum with 1.0 milligram of a dyestufi not having a betaine-like structure and of the formula to blue light (Wratten Filter No. 49) and to red light (Wratten Filter No. 29) developed and fixed.
• Sensitometric examination showed that the light sensitive material sensitized in accordance with the invention had a considerably higher sensitization than the corresponding control material.
• Example 2 200 grams of a 'silver bromide emulsion were sensitized for the region of the spectrum ranging from 500- 700 me with 3 mgs. of a dyestuff having a betaine-like structure and of the formula CH fHg CH2 $133 0 O- C O OH prepared according to Example 10 of German specification No. 892,965 to Agfa Leverkusen, Germany, granted September 3, 1953, and the emulsion was mixed with grams of a gelatine solution, which contained 6 grams of gelatine and 0.8 gram of a purple azo-dyestutf according to Schultz, Farbstolftabellen, 7th edition, vol. 11, page 48, E.I. 79 (C.I., Acid Red 131), and the emulsion was cast on a support.
• a dyestuff having a betaine-like structure and of the formula CH fHg CH2 $133 0 O- C O OH prepared according to Example 10 of German specification No.
• Sensitometic examination showed that the light-sensitive material prepared as described in the first paragraph of this example had a considerably higher sensitization than the control material.
• Photographic material having at least one light-sensitive silver halide emulsion layer containing an azo dyestufi containing phenolic hydroxyl groups and which is capable of being bleached out in the silver dye bleaching process and containing dyestufi selected from the group consisting of compounds of the formula V
• 96-106 H2 H2 10 NORMAN G. TORCHIN, Primary Examiner. g (500E HAROLD N. BURSTEIN, PHILIP E

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• Physics & Mathematics (AREA)
• Chemical & Material Sciences (AREA)
• General Physics & Mathematics (AREA)
• Organic Chemistry (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Nitrogen Condensed Heterocyclic Rings (AREA)

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Cited By (7)

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Citations (6)

• 0
  • BE BE585274D patent/BE585274A/xx unknown
  • NL NL246035D patent/NL246035A/xx unknown
• 1958
  • 1958-12-04 CH CH6691358A patent/CH372924A/de unknown
• 1959
  • 1959-11-30 US US856017A patent/US3157507A/en not_active Expired - Lifetime
  • 1959-12-03 DE DEC20291A patent/DE1083124B/de active Pending
  • 1959-12-03 ES ES0253905A patent/ES253905A1/es not_active Expired
  • 1959-12-04 GB GB41367/59A patent/GB884260A/en not_active Expired

Patent Citations (6)

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