EP0267523B1 - Matériau photographique couleur à l'halogénure d'argent sensible à la lumière - Google Patents

Matériau photographique couleur à l'halogénure d'argent sensible à la lumière Download PDF

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Publication number
EP0267523B1
EP0267523B1 EP87116144A EP87116144A EP0267523B1 EP 0267523 B1 EP0267523 B1 EP 0267523B1 EP 87116144 A EP87116144 A EP 87116144A EP 87116144 A EP87116144 A EP 87116144A EP 0267523 B1 EP0267523 B1 EP 0267523B1
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EP
European Patent Office
Prior art keywords
silver halide
alkyl
oder
sensitive
und
Prior art date
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Expired - Lifetime
Application number
EP87116144A
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German (de)
English (en)
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EP0267523A3 (en
EP0267523A2 (fr
Inventor
Helmut Dr. Reuss
Bruno Dr. Mücke
Helmut Dr. Mäder
Marcel Karel Dr. Van Doorselaer
Heinz-Dieter Dipl.-Ing. Schütz
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.)
Agfa Gevaert AG
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Agfa Gevaert AG
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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
    • G03C7/392—Additives
    • G03C7/39204—Inorganic compounds
    • 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
    • G03C1/30—Hardeners

Definitions

  • the invention relates to a silver halide color photographic material which is hardened with an instant hardener and shows no decrease in sensitivity and no increase in fog even in moist storage.
  • the layers need to be hardened for the production of photographic materials.
  • the following methods are known for hardening:
  • the quick hardening process also uses additives eg vinyl sulfones that are added to the casting solutions.
  • additives eg vinyl sulfones that are added to the casting solutions.
  • the hardening of the layer composite is completed after a few hours, which is fundamentally advantageous, but there are very high demands on the course of drying and on the residual moisture of the products, since otherwise the product quality will deteriorate due to post-curing.
  • the instant hardening process offers a number of advantages over this process. However, it has been shown that some photographic materials hardened in this way suffer a slight loss of sensitivity and a certain increase in fog when stored, particularly in a moist environment.
  • Immediate hardeners are understood to mean compounds which crosslink suitable binders in such a way that the hardening is completed immediately after casting or at the latest after 24 hours, preferably after 8 hours, to the extent that no further change in the sensitometry caused by the crosslinking reaction and the swelling of the layer structure occurs. Swelling is the difference between the wet film and dry film thickness understood in the aqueous processing of the film (Photogr. Sci. Eng. 8 (1964), 275; Photogr. Sci. Eng. 16 (1972), 449). For photographic materials containing immediate hardness, mercury compounds are generally recommended as stabilizers in EP-A-21 108.
  • the object of the invention was to prevent or at least reduce the increase in fog and loss of sensitivity in such materials.
  • the invention therefore relates to a color photographic silver halide material with at least one blue-sensitive, a yellow dye-producing, at least one green-sensitive, a purple, dye-producing and at least one red-sensitive, blue-green dye-producing silver halide emulsion layer arranged on a support and hardened with an instant hardening agent characterized in that it contains a mercury (II) compound in at least one blue-sensitive silver halide emulsion layer or an adjacent light-insensitive layer, and the blue-sensitive layer is closer to the support than all other color-sensitive layers.
  • an instant hardening agent characterized in that it contains a mercury (II) compound in at least one blue-sensitive silver halide emulsion layer or an adjacent light-insensitive layer, and the blue-sensitive layer is closer to the support than all other color-sensitive layers.
  • the measure according to the invention has a particularly effective effect on color photographic negative paper.
  • the mercury (II) compound e.g. HgCl2 or Hg (CN) 2, is preferably added in an amount of 10 ⁇ 6 to 10 ⁇ 4 mmol / m2 of silver halide material.
  • alkyl is in particular C1-C2 Hydrox-alkyl optionally substituted by halogen, hydroxy, sulfo, C1-C20-alkoxy.
  • Aryl unless otherwise defined, is in particular optionally substituted by halogen, sulfo, C1-C20-alkoxy or C1-C20-alkyl C6-C14-aryl.
  • Aralkyl unless otherwise defined, is especially C Maschinen-C20-aralkyl substituted by halogen, C1-C20-alkoxy, sulfo or C1-C20-alkyl.
  • Alkoxy unless otherwise defined, is in particular C1-C20 alkoxy.
  • X ⁇ is preferably a halide ion such as Cl ⁇ , Br ⁇ or BF4 ⁇ , NO3 ⁇ , (SO4 2 ⁇ ) 1/2 , ClO4 ⁇ , CH3OSO3 ⁇ , PF6 ⁇ , CF3SO3 ⁇ .
  • Alkenyl is especially C2-C20 alkenyl.
  • Alkylene is especially C2-C20 alkylene; Arylene in particular phenylene, aralkylene in particular benzylene and alkaralkylene in particular xylylene.
  • Suitable N-containing ring systems that can represent Z are shown on pages 16 and 17.
  • the pyridine ring is preferred.
  • R36 and R37 together with the nitrogen atom to which they are attached, in particular form a pyrrolidine or piperidine ring bonded by 2 oxo groups in the o- and o ⁇ -position, which may be benzo, cyclohexeno- or [2.2.1] -bicyclohexenocondensed.
  • Acyl is especially C1-C10 alkylcarbonyl or benzoyl; Carbalkoxy is especially C1-C10 alkoxycarbonyl; Carbamoyl is especially mono- or di-C1-C4 alkylaminocarbonyl; Carbaroxy is especially phenoxycarbonyl.
  • Groups R24 which can be split off by nucleophilic agents are, for example, halogen atoms, C1-C15 alkylsulfonyloxy groups, C7-C15 aralkylsulfonyloxy groups, C6-C15 arylsulfonyloxy groups and 1-pyridinyl radicals.
  • the compounds can be prepared in a simple manner known from the literature.
  • the secondary amines are e.g. with phosgene, the carbamic acid chlorides, which are then reacted with aromatic, heterocyclic nitrogen-containing compounds in the absence of light.
  • the preparation of compound 3 is described in Chemical Reports 40, (1907), page 1831. Further information on the synthesis can be found in DE-OS 2 225 230, DE-OS 2 317 677 and DE-OS 2 439 551.
  • JP-OS ⁇ en 44 140/82 and 46 538/82 and JP-PS 50 669/83 Methods for the synthesis of these compounds are described in more detail in JP-OS ⁇ en 44 140/82 and 46 538/82 and JP-PS 50 669/83.
  • the binder to be cured used in the layers which are subjected to the curing process according to the invention is a proteinaceous binder which contains free amino groups and free carboxyl groups.
  • Gelatin is a preferred example. Gelatin is mainly used in photographic recording materials as a binder for the light-sensitive substances, the coloring compounds and, if appropriate, other additives. Such recording materials often have a large number of different layers.
  • the hardening by means of an instant hardening agent is usually carried out in such a way that the hardening agent is applied in excess as the last layer on the layers to be hardened, it being possible to add further substances, such as UV absorbers, antistatic agents, matting agents and polymeric organic particles, to the hardening coating solution.
  • the timing of the addition is not critical. If the mercury (II) compound is added to a light-sensitive emulsion layer, it is advisable to add at least a part to the ripening optimum. One can also proceed in such a way that part of the Hg (II) amount of a light-insensitive layer, part of a light-sensitive layer at the beginning of ripening and part of the ripening optimum is added. The time of the optimum ripening is known to the person skilled in the art.
  • Sample 1 The material thus obtained was referred to as Sample 1 (comparison).
  • Another material was produced in an analogous manner, with the difference that 3.5 mg HgCl2 per kg AgNO3 were added to the blue-sensitive emulsion before the chemical ripening (sample 2).
  • Samples 1-4 were exposed both fresh and after 3 months' storage at room temperature and color developed.
  • a material was produced as in Example 1.
  • the blue-sensitive silver bromide chloride emulsion 0 or 1.5 mg HgCl2 per kg AgNO3 were added before the start of ripening. After reaching the optimum ripeness, the following amounts were added: 0 mg sample 2 1.0 mg sample 3 1.5 mg sample 4 3.9 mg sample 5
  • sample 1 According to the information in Example 1, sample 1, further materials were produced (samples 1 to 3), which differed as follows:
  • the material differs from sample 1 in that 0.002 or 0.012 mg Hg (CN) 2 were embedded in the intermediate layer described in sample 1.

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

Claims (5)

  1. Matériau photographique couleur à l'halogénure d'argent ayant au moins une couche d'émulsion d'halogénure d'argent sensible au bleu produisant un colorant jaune, au moins une couche d'émulsion d'halogénure d'argent sensible au vert produisant un colorant magenta et au moins une couche d'émulsion d'halogénure d'argent sensible au rouge produisant un colorant cyan disposées sur un support, qui est durci par un durcisseur immédiat, caractérisé en ce qu'il contient dans au moins une couche d'émulsion d'halogénure d'argent sensible au bleu ou une couche insensible à la lumière voisine de celle-ci un composé de mercure (II) et la couche sensible au bleu est plus proche du support que toutes les autres couches sensibles couleur.
  2. Matériau photographique couleur à l'halogénure d'argent selon la revendication 1, caractérisé en ce que le composé de mercure (II) est ajouté en quantité de 1.10⁻⁶ à 1.10⁻⁴ mmol/m² du matériau.
  3. Matériau photographique couleur à l'halogénure d'argent selon la revendication 1, caractérisé en ce que le durcisseur immédiat est un sel de carbamoylpyridinium ou un sel de carbamoyloxypyridinium.
  4. Matériau photographique couleur à l'halogénure d'argent selon la revendication 1, caractérisé en ce que le durcisseur répond à la formule
    Figure imgb0061
     dans laquelle
    R¹ et R² sont identiques ou différents et représentent chacun un groupe alkyle en C₁-C₈ ou un groupe aryle ou aralkyle éventuellement substitué par alkyle en C₁ ou C₂ ou par un halogène, ou bien pris ensemble représentent les atomes nécessaires pour compléter un noyau hétérocyclique éventuellement substitué par alkyle en C₁ ou C₂ ou par un halogène,
    R³ représente un atome d'hydrogène ou un groupe alkyle en C₁ ou C₂ et
    n est égal à 0 ou 2.
  5. Matériau photographique couleur à l'halogénure d'argent selon la revendication 1, caractérisé en ce que le matériau photographique couleur à l'halogénure d'argent est un papier photographique couleur négatif.
EP87116144A 1986-11-14 1987-11-03 Matériau photographique couleur à l'halogénure d'argent sensible à la lumière Expired - Lifetime EP0267523B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863638930 DE3638930A1 (de) 1986-11-14 1986-11-14 Farbfotografisches silberhalogenidmaterial
DE3638930 1986-11-14

Publications (3)

Publication Number Publication Date
EP0267523A2 EP0267523A2 (fr) 1988-05-18
EP0267523A3 EP0267523A3 (en) 1989-03-15
EP0267523B1 true EP0267523B1 (fr) 1992-03-11

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP87116144A Expired - Lifetime EP0267523B1 (fr) 1986-11-14 1987-11-03 Matériau photographique couleur à l'halogénure d'argent sensible à la lumière

Country Status (3)

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EP (1) EP0267523B1 (fr)
JP (1) JPS63136038A (fr)
DE (2) DE3638930A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0850342A (ja) * 1994-05-30 1996-02-20 Konica Corp 写真用塗布液

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2728664A (en) * 1952-11-08 1955-12-27 Eastman Kodak Co Photographic emulsions containing mercury salts
BE764356A (fr) * 1970-03-20 1971-08-16 Eastman Kodak Co Procede de preparation d'emulsions aux halogenures d'argent convertis
DE2924035A1 (de) * 1979-06-13 1981-01-08 Agfa Gevaert Ag Verfahren zur kettenverlaengerung von gelatine durch partielle haertung

Also Published As

Publication number Publication date
DE3638930A1 (de) 1988-05-26
EP0267523A3 (en) 1989-03-15
EP0267523A2 (fr) 1988-05-18
DE3777335D1 (de) 1992-04-16
JPS63136038A (ja) 1988-06-08

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