EP0345553A2 - Matériau de reproduction photographique - Google Patents

Matériau de reproduction photographique Download PDF

Info

Publication number
EP0345553A2
EP0345553A2 EP19890109460 EP89109460A EP0345553A2 EP 0345553 A2 EP0345553 A2 EP 0345553A2 EP 19890109460 EP19890109460 EP 19890109460 EP 89109460 A EP89109460 A EP 89109460A EP 0345553 A2 EP0345553 A2 EP 0345553A2
Authority
EP
European Patent Office
Prior art keywords
aryl
alkyl
substituted
hydrogen
layer
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
EP19890109460
Other languages
German (de)
English (en)
Other versions
EP0345553A3 (en
EP0345553B1 (fr
Inventor
Manfred Dr. Becker
Reinhard Dr. Matejec
Heinrich Dr. Odenwälder
Heinrich 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 EP0345553A2 publication Critical patent/EP0345553A2/fr
Publication of EP0345553A3 publication Critical patent/EP0345553A3/de
Application granted granted Critical
Publication of EP0345553B1 publication Critical patent/EP0345553B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/3022Materials with specific emulsion characteristics, e.g. thickness of the layers, silver content, shape of AgX grains
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/30Hardeners
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/035Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein characterised by the crystal form or composition, e.g. mixed grain
    • G03C2001/03535Core-shell grains
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/305Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • G03C7/30541Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the released group

Definitions

  • the binders should have a sufficient amount of functional groups so that enough resistant layers can be produced by reaction with suitable hardening agents.
  • functional groups are in particular amino groups, but also carboxyl groups, hydroxyl groups and active methylene groups.
  • the gelatin which is preferably used can be obtained by acidic or alkaline digestion.
  • the preparation of such gelatins is described, for example, in The Science and Technology of Gelatine, edited by AG Ward and A. Courts, Academic Press 1977, page 295 ff.
  • the gelatin used in each case should contain as little as possible of photographically active impurities (inert gelatin). High viscosity, low swelling gelatins are particularly advantageous.
  • the gelatin can be partially or completely oxidized.
  • the photographic emulsions may contain compounds to prevent fogging or to stabilize the photographic function during production, storage or photographic processing.
  • Azaindenes are particularly suitable, preferably tetra- and penta-azaindenes, in particular those which are substituted by hydroxyl or amino groups. Such connections are e.g. B. von Birr, Z. Wiss. Phot. 47 (1952), pp. 2-58.
  • Salts of metals such as mercury or cadmium, aromatic sulfonic or sulfinic acids such as benzenesulfinic acid, or nitrogen-containing heterocycles such as nitrobenzimidazole, nitroindazole, (subst.) Benzotriazoles or benzothiazolium salts can also be used as antifoggants.
  • the photographic emulsion layers or other hydrophilic colloid layers of the light-sensitive material produced according to the invention can contain surface-active agents for various purposes, such as coating aids, to prevent electrical charging, to improve the sliding properties, to emulsify the dispersion, to prevent adhesion and to improve the photographic characteristics (eg acceleration of development, high contrast, sensitization etc.).
  • Color photographic materials usually contain at least one red-sensitive, green-sensitive and blue-sensitive emulsion layer. These emulsion layers are assigned non-diffusing monomeric or polymeric color couplers, which can be located in the same layer or in a layer adjacent to it. Usually, cyan couplers are assigned to the red-sensitive layers, purple couplers to the green-sensitive layers and yellow couplers to the blue-sensitive layers, purple couplers of the formula (I) or (II) being used according to the invention exclusively or as a mixture with other purple couplers described below.
  • the compounds can also be introduced into the casting solution in the form of loaded latices.
  • Suitable oil formers for other couplers and other compounds are e.g. Alkyl phthalates, phosphoric acid esters, citric acid esters, benzoic acid esters, alkylamides, fatty acid esters and trimesic acid esters.
  • sub-layers of the same spectral sensitization can differ with regard to their composition, in particular with regard to the type and amount of the silver halide grains.
  • the sublayer with higher sensitivity will be located further from the support than the sublayer with lower sensitivity.
  • Sub-layers The same spectral sensitization can be adjacent to one another or separated by other layers, for example by layers of different spectral sensitization. For example, all highly sensitive and all low-sensitive layers can be combined to form a layer package (DE-A 1 958 709, DE-A 2 530 645, DE-A 2 622 922).
  • binder layers in particular the most distant layer from the support, but also occasionally intermediate layers, especially if they are the most distant layer from the support during manufacture, may contain photographically inert particles of inorganic or organic nature, e.g. as a matting agent or as a spacer (DE-A 3 331 542, DE-A 3 424 893, Research Disclosure December 1978, page 22 ff, Unit 17 643, Chapter XVI).
  • photographically inert particles of inorganic or organic nature e.g. as a matting agent or as a spacer (DE-A 3 331 542, DE-A 3 424 893, Research Disclosure December 1978, page 22 ff, Unit 17 643, Chapter XVI).
  • the diffusibility D f is determined for the purposes of the present invention according to the following rule:
  • test material B was also produced in the same way, but with the change compared to test material A that layer 2 is composed 0.346 g white coupler and 0.900 g gelatin.
  • the DIR compounds to be used according to the invention correspond in particular to the formula A - (L) n - B wherein A the remainder of a compound which, when reacted with the oxidation product of the color developer, releases the group - (L) n -B, in particular the remainder of a coupler, which releases the remainder - (L) n -B when coupled, B the rest of a development inhibitor released from the group - (L) n -B, L is a divalent link which, after loosening the bond AL, is able to loosen the bond LB and n is 0 or 1.
  • Preferred groups -LB correspond to the formulas: wherein k 1 or 2 l 0.1 or 2, R26 is hydrogen, alkyl, aryl, hetaryl, halogen, nitro, cyano, alkylthio, acylamino, sulfamoyl, alkoxycarbonylamino or amino, R27 is hydrogen, alkyl, aryl or aralkyl, R28 is hydrogen, halogen, alkyl, aralkyl, alkoxy, anilino, acylamino, ureido, cyan, sulfonamido, aryl or carboxy, R29 is hydrogen, alkyl, aralkyl, cycloalkyl or aryl, M -O- or R30 alkyl, aralkyl, aryl, acyl, hetaryl, acylamino, -OR33 or -PO (OR33) 2 R33 alkyl, aryl or he
  • Suitable color developer substances for the material according to the invention are in particular those of the p-phenylenediamine type, e.g. B. 4-amino-N, N-diethyl-aniline hydrochloride; 4-amino-3-methyl-N-ethyl-N- ⁇ - (methanesulfonamido) ethylaniline sulfate hydrate; 4-amino-3-methyl-N-ethyl-N-ß-hydroxyethyl aniline sulfate; 4-amino-N-ethyl-N- (2-methoxyethyl) -m-toluidine-di-p-toluenesulfonic acid and N-ethyl-N-ß-hydroxyethyl-p-phenylenediamine. Further useful color developers are described, for example, in J. Amer. Chem. Soc. 73 , 3100 (1951) and in G. Haist, Modern Photographic Processing, 1979
  • the emulsion was matured at 58 ° C. with 10 ⁇ mol sodium thiosulfate / mol Ag, 3 ⁇ mol tetrachlorogoldhydrochloric acid / mol Ag and 227 ⁇ mol ammonium thiocyanate / mol Ag to maximum sensitivity.
  • the emulsion was ripened at 58 ° C. with 28 ⁇ mol sodium thiosulfate / mol Ag, 8.4 ⁇ mol tetrachloroauric acid / mol Ag and 635 ⁇ mol ammonium thiocyanate / mol Ag to maximum sensitivity.
  • the sharpness was determined on the four layer structures 1 A - 1 D using the modulation transfer function (MTF).
  • MTF modulation transfer function
EP89109460A 1988-06-08 1989-05-25 Matériau de reproduction photographique Expired - Lifetime EP0345553B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3819469A DE3819469A1 (de) 1988-06-08 1988-06-08 Fotografisches aufzeichnungsmaterial
DE3819469 1988-06-08

Publications (3)

Publication Number Publication Date
EP0345553A2 true EP0345553A2 (fr) 1989-12-13
EP0345553A3 EP0345553A3 (en) 1990-09-26
EP0345553B1 EP0345553B1 (fr) 1995-09-13

Family

ID=6356103

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89109460A Expired - Lifetime EP0345553B1 (fr) 1988-06-08 1989-05-25 Matériau de reproduction photographique

Country Status (3)

Country Link
EP (1) EP0345553B1 (fr)
JP (1) JPH0229638A (fr)
DE (2) DE3819469A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0401612A2 (fr) * 1989-06-06 1990-12-12 Agfa-Gevaert AG Produit photographique pour la reproduction couleur avec un coupleur DIR
EP0537545A1 (fr) * 1991-10-12 1993-04-21 Agfa-Gevaert AG Produit photographique à l'halogénure d'argent
EP0635758A1 (fr) * 1993-07-22 1995-01-25 Agfa-Gevaert AG Matériau photographique couleur à l'halogénure d'argent

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2282125A1 (fr) * 1974-08-17 1976-03-12 Agfa Gevaert Ag Procede pour le durcissement de couches photographiques
EP0115302A2 (fr) * 1983-01-19 1984-08-08 Fuji Photo Film Co., Ltd. Matériaux photographiques couleurs à l'halogénure d'argent sensibles à la lumière
EP0145460A2 (fr) * 1983-12-08 1985-06-19 Konica Corporation Matériau photographique à l'halogénure d'argent sensible à la lumière
EP0152822A2 (fr) * 1984-02-11 1985-08-28 Agfa-Gevaert AG Matériel pour l'enregistrement photographique
EP0214832A2 (fr) * 1985-09-03 1987-03-18 Konica Corporation Matériau photographique couleur à l'halogénure d'argent sensible à la lumière

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07117723B2 (ja) * 1985-09-03 1995-12-18 コニカ株式会社 ハロゲン化銀カラ−写真感光材料
JP2613371B2 (ja) * 1986-01-31 1997-05-28 コニカ株式会社 ハロゲン化銀写真感光材料
JPH0711688B2 (ja) * 1985-10-31 1995-02-08 コニカ株式会社 ハロゲン化銀写真感光材料

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2282125A1 (fr) * 1974-08-17 1976-03-12 Agfa Gevaert Ag Procede pour le durcissement de couches photographiques
EP0115302A2 (fr) * 1983-01-19 1984-08-08 Fuji Photo Film Co., Ltd. Matériaux photographiques couleurs à l'halogénure d'argent sensibles à la lumière
EP0145460A2 (fr) * 1983-12-08 1985-06-19 Konica Corporation Matériau photographique à l'halogénure d'argent sensible à la lumière
EP0152822A2 (fr) * 1984-02-11 1985-08-28 Agfa-Gevaert AG Matériel pour l'enregistrement photographique
EP0214832A2 (fr) * 1985-09-03 1987-03-18 Konica Corporation Matériau photographique couleur à l'halogénure d'argent sensible à la lumière

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0401612A2 (fr) * 1989-06-06 1990-12-12 Agfa-Gevaert AG Produit photographique pour la reproduction couleur avec un coupleur DIR
EP0401612A3 (fr) * 1989-06-06 1991-06-05 Agfa-Gevaert AG Produit photographique pour la reproduction couleur avec un coupleur DIR
EP0537545A1 (fr) * 1991-10-12 1993-04-21 Agfa-Gevaert AG Produit photographique à l'halogénure d'argent
US5270157A (en) * 1991-10-12 1993-12-14 Bayer Aktiengesellschaft Photographic silver halide material
EP0635758A1 (fr) * 1993-07-22 1995-01-25 Agfa-Gevaert AG Matériau photographique couleur à l'halogénure d'argent
US5455151A (en) * 1993-07-22 1995-10-03 Agfa Gevaert Ag Color photographic silver halide material

Also Published As

Publication number Publication date
EP0345553A3 (en) 1990-09-26
DE3819469A1 (de) 1989-12-14
EP0345553B1 (fr) 1995-09-13
JPH0229638A (ja) 1990-01-31
DE58909427D1 (de) 1995-10-19

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