EP0267523A2 - 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
EP0267523A2
EP0267523A2 EP87116144A EP87116144A EP0267523A2 EP 0267523 A2 EP0267523 A2 EP 0267523A2 EP 87116144 A EP87116144 A EP 87116144A EP 87116144 A EP87116144 A EP 87116144A EP 0267523 A2 EP0267523 A2 EP 0267523A2
Authority
EP
European Patent Office
Prior art keywords
silver halide
sensitive
color photographic
layer
blue
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP87116144A
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German (de)
English (en)
Other versions
EP0267523B1 (fr
EP0267523A3 (en
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
Original Assignee
Agfa Gevaert AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agfa Gevaert AG filed Critical Agfa Gevaert AG
Publication of EP0267523A2 publication Critical patent/EP0267523A2/fr
Publication of EP0267523A3 publication Critical patent/EP0267523A3/de
Application granted granted Critical
Publication of EP0267523B1 publication Critical patent/EP0267523B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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 color photographic silver halide 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 deteriorates 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).
  • 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 light-sensitive silver halide emulsion layer or an adjacent light-insensitive layer.
  • an instant hardening agent characterized in that it contains a mercury (II) compound in at least one light-sensitive silver halide emulsion layer or an adjacent light-insensitive layer.
  • the measure according to the invention has a particularly effective effect on color photographic negative paper, in particular when the blue-sensitive silver halide emulsion layer is arranged closer to the support material than all of them other light-sensitive silver halide emulsion layers, and the mercury (II) compound is added to the blue-sensitive layer or a light-insensitive layer adjacent to the blue-sensitive layer, in particular one which is closer to the support than the blue-sensitive layer.
  • 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.
  • Suitable examples of instant hardeners are compounds of the following general formulas: wherein R1 denotes alkyl, aryl or aralkyl, R2 has the same meaning as R1 or means alkylene, arylene, aralkylene or alkaralkylene, the second bond having a group of the formula is linked, or R1 and R2 together represent the atoms required to complete an optionally substituted heterocyclic ring, for example a piperidine, piperazine or morpholine ring, which ring can be substituted, for example, by C1-C3alkyl or halogen, R3 for hydrogen, alkyl, aryl, alkoxy, -NR4-COR5, - (CH2) m -NR8R9, - (CH2) n -CONR13R14 or - (CH2) p - Y-R16 or a bridge link or a direct bond to a polymer chain, wherein R4, R6, R7, R9, R14, R15
  • the heteroaromatic ring represented by R51 is, for example, a triazole, thiadiazole, oxadiazole, pyridine, pyrrole, quinoxaline, thiphene, furan, Pyrimidine or triazine ring. In addition to the at least two vinylsulfonyl groups, it may optionally contain further substituents and optionally fused-on benzene rings, which in turn may also be substituted. Examples of heteroaromatic rings (R51) are listed below. wherein r is a number from 0 to 3 and R52 is C1-C4-alkyl, C1-C4-alkoxy or phenyl.
  • 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 in particular C Halogen-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 especially phenylene, aralkylene especially benzylene and alkaralkylene especially 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 dark.
  • 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 portion 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 is added at the start of ripening and part is added to the ripening optimum. 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 prepared 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)
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
DE3638930 1986-11-14
DE19863638930 DE3638930A1 (de) 1986-11-14 1986-11-14 Farbfotografisches silberhalogenidmaterial

Publications (3)

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

Family

ID=6313943

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)

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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0685759A1 (fr) * 1994-05-30 1995-12-06 Konica Corporation Solution de revêtement photographique

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
FR2084668A5 (en) * 1970-03-20 1971-12-17 Eastman Kodak Co Mercury salts as antifoggants incoverted silver halide emul
DE2924035A1 (de) * 1979-06-13 1981-01-08 Agfa Gevaert Ag Verfahren zur kettenverlaengerung von gelatine durch partielle haertung

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0685759A1 (fr) * 1994-05-30 1995-12-06 Konica Corporation Solution de revêtement photographique

Also Published As

Publication number Publication date
EP0267523B1 (fr) 1992-03-11
DE3638930A1 (de) 1988-05-26
EP0267523A3 (en) 1989-03-15
DE3777335D1 (de) 1992-04-16
JPS63136038A (ja) 1988-06-08

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