EP0617324B1 - Utilisation de composés pyrazolidinone pour réduire la granularité de matériaux photographiques à l'halogénure d'argent - Google Patents

Utilisation de composés pyrazolidinone pour réduire la granularité de matériaux photographiques à l'halogénure d'argent Download PDF

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EP0617324B1
EP0617324B1 EP19940200769 EP94200769A EP0617324B1 EP 0617324 B1 EP0617324 B1 EP 0617324B1 EP 19940200769 EP19940200769 EP 19940200769 EP 94200769 A EP94200769 A EP 94200769A EP 0617324 B1 EP0617324 B1 EP 0617324B1
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Prior art keywords
pyrazolidinone
silver halide
colour
granularity
emulsion layer
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German (de)
English (en)
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EP0617324A1 (fr
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Peter Jeffery C/O Kodak Limited Twist
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Kodak Ltd
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Kodak Ltd
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    • 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
    • G03C7/39208—Organic compounds
    • G03C7/3924—Heterocyclic
    • G03C7/39244—Heterocyclic the nucleus containing only nitrogen as hetero atoms
    • G03C7/39252—Heterocyclic the nucleus containing only nitrogen as hetero atoms two nitrogen atoms
    • 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
    • G03C7/407—Development processes or agents therefor
    • G03C7/413—Developers

Definitions

  • This invention relates to the use of pyrazolidinone compounds to reduce granularity of photographic silver halide materials and in particular colour negative materials.
  • One such property is granularity or the perceived "graininess" of the dye image.
  • US patent 4 859 578 describes a photographic colour negative recording material which contains (1) an image dye-forming coupler, (2) a DIR compound, (3) a compound which releases a water-soluble mercaptan on silver halide development said to be invovled in selective development acceleration and (4) a compound which releases an electron transfer agent (ETA) on silver halide development.
  • ETA electron transfer agent
  • such materials very often contain developer inhibitor-releasing compounds (usually couplers) to improve properties such as sharpness in the image areas in the vicinity of its release).
  • the material is said to have improved granularity without sacrificing other desirable properties.
  • the present invention does not use incorporated compounds (3) or (4) which, of course, only act in the vicinity of their release.
  • US patent 4 526 863 describes a photographic colour negative recording material having a relatively light-insensitive silver halide, zinc oxide or titanium oxide layer positioned between two photosensitive silver halide layers which contains a compound which releases a fogging agent in the vicinity of silver halide development.
  • an invention comprising the use of a pyrazolidinone compound of the formula: or or a precursor thereof which releases the pyrazolidinone compound on treatment with an alkaline processing solution, to reduce the granularity of an imagewise exposed and processed photographic silver halide colour negative material comprising a support bearing at least one photosensitive silver halide emulsion layer having associated therewith a dye image-forming coupler and containing the pyrazolidinone compound in such amount that the granularity is reduced without any substantial change in dye density at the same level of exposure.
  • the invention provides a processed colour negative material having improved granularity without loss or gain of density for a given exposure. It is believed that mechanism by which the invention achieves its results is through an increase in silver development and the number of silver centres but with a lowering of dye yield per unit silver. This is especially true of the D min and fog regions.
  • the pyrazolidinones employed herein are those which, at the correct level, can increase silver development, reduce dye yield such that the dye density is about the same as in the control case and reduce the gamma-normalised granularity.
  • the pyrazolidinones may be present in the colour negative material in an amount of from 0.01 to 5.0 g/m 2 , preferably 0.05 to 1.0 g/m 2 and especially 0.2 to 0.8 g/m 2 . They may be located in an emulsion layer or another layer of the material. Preferably they are located in or adjacent the silver halide emulsion layer nearest the support.
  • the incorporated material is a pyrazolidinone precursor which remains inactive until the material is treated with an alkaline processing solution.
  • a precursor may beta compound of one of the formulae: or wherein R 1 and R 2 are alkyl or aryl groups that may be substituted. It is preferred that R 1 and R 2 are ballast groups of such a size and configuration to render the compound non wandering in photographic layers.
  • the pyrazolidinone may also be present in the colour developer in addition to the colour negative material.
  • the amount of the pyrazolidone of formula (I) or (II) employed in the colour developer may range from 0.05 to 5.0 g/l, preferably from 0.1 to 1.0 g/l and particularly from 0.2 to 0.5 g/l As will be illustrated below in the Examples, the optimum amount can be determined by experiment.
  • the electron transfer agent in Example 5 is one which causes a small increase in silver development but with a much reduced dye yield resulting in an overall reduction in dye density throughout the entire sensitometric curve. This causes a reduction in raw granularity but is accompanied by a loss of sensitometric response typical of other compounds which act as "toe-cutters".
  • the colour development step is preferably followed by the conventional bleach, fix (or bleach-fix) and wash and/or stabilise steps.
  • a typical process is the C41 process described in British Journal of Photography (1988) pages 196-98. The exact composition, the temperature and the time of processing can be established by experiment.
  • the photographic material to be processed may be any of those described in Research Disclosure Item 308119, December 1989 published by Kenneth Mason Publications, Emsworth, Hants, United Kingdom.
  • DTPA is a 41% solution of the penta sodium salt of diethylenetriamine pentaacetic acid.
  • pyrazolidones such as 1-phenylpyrazolidin-3-one and 4,4-hydroxymethyl-methyl pyrazolidin-3-one (MOP) behave similarly to those in Examples 2 and 3.
  • Example 1 The procedure of Example 1 was repeated except that the pyrazolidone was replaced with 4'-ethoxy 1-phenylpyrazolidin-3-one. As can be seen from Figure 6, this lowers raw granularity and gamma-normalised granularity but to a lesser extent than 4'-methoxy-1-phenylpyrazolidin-3-one.

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

Claims (10)

  1. Utilisation d'un composé pyrazolidinone de formule :
    Figure imgb0014
     or
    Figure imgb0015
     ou d'un précurseur de celui-ci libérant le composé pyrazolidinone au cours du traitement avec une solution de traitement alcaline, afin de réduire la granularité d'un produit photographique négatif en couleurs aux halogénures d'argent traité et exposé en conformité avec une image, comprenant un support portant au moins une couche d'émulsion aux halogénures d'argent photosensible à laquelle est associé un coupleur formateur de colorant d'image et contenant une quantité de composé pyrazolidinone telle que l'on réduit la granularité sans modifier la densité du colorant pour un même niveau d'exposition.
  2. Utilisation selon la revendication 1, dans lequel le précurseur est un composé ballasté qui libère le composé pyrazolidinone lorsqu'il est mis en contact avec une solution de développement chromogène alcaline.
  3. Utilisation selon la revendication 2, dans lequel le précurseur pyrazolidinone est représenté par l'une des formules :
    Figure imgb0016
     ou
    Figure imgb0017
     où R1 et R2 sont des groupes alkyle ou aryle pouvant être substitués et où R1 et R2 ont une taille et une configuration telles qu'ils ne permettent pas au précurseur de migrer dans les couches photographiques.
  4. Utilisation selon l'une quelconque des revendications 1 à 3, dans lequel le produit négatif en couleurs est un film contenant de 0,01 à 5,0 g/m2 de composé pyrazolidinone.
  5. Utilisation selon l'une quelconque des revendications 1 à 3, dans lequel le produit négatif en couleurs est un film contenant de 0,05 à 1,0 g/m2 de composé pyrazolidinone.
  6. Utilisation selon l'une quelconque des revendications 1 à 5, dans lequel la solution de développement chromogène utilisée pour traiter le produit contient également un composé pyrazolidinone de formule (I) ou (II), tel que défini dans la revendication 1.
  7. Utilisation selon la revendication 6, dans lequel la solution de développement chromogène contient de 0,05 à 5,0 g/l de composé pyrazolidinone.
  8. Utilisation selon la revendication 6, dans lequel la solution de développement chromogène contient de 0,1 à 1,0 g/l de composé pyrazolidinone.
  9. Utilisation selon l'une quelconque des revendications 1-8, dans lequel le produit négatif en couleurs est un produit photographique multicolore comprenant un support portant une unité formatrice d'image de colorant jaune constituée d'au moins une couche d'émulsion aux halogénures d'argent sensible au bleu à laquelle est associé au moins un coupleur formateur de colorant d'image jaune, au moins une unité formatrice d'image de colorant magenta constituée d'au moins une couche d'émulsion aux halogénures d'argent sensible au vert à laquelle est associé au moins un coupleur formateur de colorant d'image magenta et au moins une unité formatrice d'image de colorant cyan constituée d'au moins une couche d'émulsion aux halogénures d'argent sensible au rouge à laquelle est associé au moins un coupleur formateur de colorant d'image cyan.
  10. Utilisation selon l'une quelconque des revendications 1-9, dans lequel le composé pyrazolidinone est placé dans la couche d'émulsion aux halogénures d'argent la plus proche du support ou dans une couche adjacente.
EP19940200769 1993-03-26 1994-03-24 Utilisation de composés pyrazolidinone pour réduire la granularité de matériaux photographiques à l'halogénure d'argent Expired - Lifetime EP0617324B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9306355 1993-03-26
GB939306355A GB9306355D0 (en) 1993-03-26 1993-03-26 Method of processing photographic silver halide materials

Publications (2)

Publication Number Publication Date
EP0617324A1 EP0617324A1 (fr) 1994-09-28
EP0617324B1 true EP0617324B1 (fr) 1997-05-14

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Country Status (3)

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EP (1) EP0617324B1 (fr)
JP (1) JPH06308690A (fr)
GB (1) GB9306355D0 (fr)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4859578A (en) * 1988-06-21 1989-08-22 Eastman Kodak Company Photographic recording material providing improved granularity properties
US4912025A (en) * 1988-06-21 1990-03-27 Eastman Kodak Company Photographic recording material for accelerated development
GB9027062D0 (en) * 1990-12-13 1991-02-06 Kodak Ltd Method of photographic silver halide processing,silver halide materials and solutions therefor

Also Published As

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GB9306355D0 (en) 1993-05-19
EP0617324A1 (fr) 1994-09-28
JPH06308690A (ja) 1994-11-04

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