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EP0401612A3 - Colour photographic recording material with a dir coupler - Google Patents

Colour photographic recording material with a dir coupler Download PDF

Info

Publication number
EP0401612A3
EP0401612A3 EP19900109914 EP90109914A EP0401612A3 EP 0401612 A3 EP0401612 A3 EP 0401612A3 EP 19900109914 EP19900109914 EP 19900109914 EP 90109914 A EP90109914 A EP 90109914A EP 0401612 A3 EP0401612 A3 EP 0401612A3
Authority
EP
European Patent Office
Prior art keywords
silver halide
development
residue
formula
time
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
EP19900109914
Other languages
German (de)
French (fr)
Other versions
EP0401612B1 (en
EP0401612A2 (en
Inventor
Hans Dr. Vetter
Heinrich Dr. Odenwälder
Peter Dr. Bergthaller
Thomas Dr. Krüger
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 EP0401612A2 publication Critical patent/EP0401612A2/en
Publication of EP0401612A3 publication Critical patent/EP0401612A3/en
Application granted granted Critical
Publication of EP0401612B1 publication Critical patent/EP0401612B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/156—Precursor compound
    • Y10S430/158—Development inhibitor releaser, DIR

Landscapes

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

Abstract

Aus DIR-Kupplern der Formel I werden bei Farbentwicklung hochwirksame Silberhalogenidentwicklungsinhibitoren freigesezt. Bei Verwendung solcher DIR-Kuppler in farbfotografischen Silberhalogenidmaterialien werden hohe Kanteneffekte und hohe Interimageeffekte erhielt.
A-(TIME)n-Z      I
In Formel I bedeuten
A den Rest eines Kupplers, der unter den Bedingungen der fotografischen Entwicklung mit dem Oxidations­ produkt eines Silberhalogenidentwicklungsmittels kuppelt und dabei den Rest der Formel
-(TIME)n-Z
freisetzt;
TIME ein Bindeglied, das bei Reaktion des Kupplers mit dem Oxidationsprodukt eines Silberhalogenident­ wicklungsmittels zusammen mit dem daran gebundenen Rest Z (einem Triazolring) freigesetzt wird und seinerseits unter den Entwicklungsbedingungen den Rest Z verzögert freisetzt;
n 0 oder 1;
Z einen Triazolrest einer der Formeln R¹ Alkylthio;
R² H, Alkyl, Alkylthio, Aryl oder eine heterocyclische Gruppe, wobei mindestens einer der Reste R¹ und R² im Abstand von 2 bis 4 Atomen vom Triazolring eine in wäßrigem Alkali verseifbare Gruppe -CO-OR³, -O-CO-OR³ oder -O-CO-R³ enthält;
R³ Alkyl, Cycloalkyl oder Aryl. Highly effective silver halide development inhibitors are released from DIR couplers of the formula I during color development. When using such DIR couplers in color photographic silver halide materials, high edge effects and high interimage effects are obtained.
A- (TIME) n -Z I
In formula I mean
A is the rest of a coupler which couples under the conditions of photographic development with the oxidation product of a silver halide developing agent and thereby the rest of the formula
- (TIME) n- Z
releases;
TIME is a link which, when the coupler reacts with the oxidation product of a silver halide developing agent, is released together with the residue Z (a triazole ring) attached to it and in turn releases the residue Z with a delay under the development conditions;
n 0 or 1;
Z is a triazole residue of one of the formulas R1 alkylthio;
R² H, alkyl, alkylthio, aryl or a heterocyclic group, at least one of the radicals R¹ and R² at a distance of 2 to 4 atoms from the triazole ring a group saponifiable in aqueous alkali -CO-OR³, -O-CO-OR³ or -O Contains -CO-R³;
R³ is alkyl, cycloalkyl or aryl.

EP90109914A 1989-06-06 1990-05-24 Colour photographic recording material with a DIR coupler Expired - Lifetime EP0401612B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3918394 1989-06-06
DE3918394A DE3918394A1 (en) 1989-06-06 1989-06-06 COLOR PHOTOGRAPHIC RECORDING MATERIAL WITH A DIR COUPLER

Publications (3)

Publication Number Publication Date
EP0401612A2 EP0401612A2 (en) 1990-12-12
EP0401612A3 true EP0401612A3 (en) 1991-06-05
EP0401612B1 EP0401612B1 (en) 1995-06-21

Family

ID=6382153

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90109914A Expired - Lifetime EP0401612B1 (en) 1989-06-06 1990-05-24 Colour photographic recording material with a DIR coupler

Country Status (4)

Country Link
US (1) US5021331A (en)
EP (1) EP0401612B1 (en)
JP (1) JPH0318844A (en)
DE (2) DE3918394A1 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5200306A (en) * 1986-12-24 1993-04-06 Agfa Gevaert Aktiengesellschaft Color photographic recording material containing a coupler which releases a photographically active compound
JP2684256B2 (en) * 1991-03-19 1997-12-03 富士写真フイルム株式会社 Silver halide color photographic materials
JPH0553264A (en) * 1991-08-23 1993-03-05 Konica Corp Silver halide color photographic sensitive material
US5378593A (en) * 1992-05-22 1995-01-03 Eastman Kodak Company Color photographic materials and methods containing DIR or DIAR couplers and carbonamide coupler solvents
DE59309713D1 (en) * 1992-06-03 1999-09-09 Agfa Gevaert Ag Color photographic material with a cyan DIR coupler
DE4218308A1 (en) * 1992-06-03 1993-12-09 Agfa Gevaert Ag Process for the preparation of naphtholic 2-equivalent cyan couplers
US5385815A (en) 1992-07-01 1995-01-31 Eastman Kodak Company Photographic elements containing loaded ultraviolet absorbing polymer latex
JPH07110558A (en) * 1993-10-12 1995-04-25 Fuji Photo Film Co Ltd Silver halide photographic sensitive material
EP0695968A3 (en) 1994-08-01 1996-07-10 Eastman Kodak Co Viscosity reduction in a photographic melt
DE69512768T2 (en) * 1995-06-06 2000-06-29 Tulalip Consultoria Comercial Sociedade Unipessoal S.A., Funchal Color photographic light-sensitive silver halide elements with improved image quality
US5759757A (en) * 1996-10-17 1998-06-02 Eastman Kodak Company Photographic elements containing development inhibitor releasing compounds
US5821043A (en) * 1996-12-30 1998-10-13 Eastman Kodak Company 1,2,4-triazole-releasing pyrazolone DIR couplers
US6027867A (en) * 1997-06-25 2000-02-22 Konica Corporation Silver halide color photographic light sensitive material
US6004737A (en) * 1997-07-18 1999-12-21 Eastman Kodak Company Photographic element containing a yellow DIR coupler

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4049458A (en) * 1974-06-05 1977-09-20 Agfa-Gevaert, A.G. Photographic silver halide material containing 2-equivalent yellow couplers
EP0272573A2 (en) * 1986-12-24 1988-06-29 Agfa-Gevaert AG Colour-photographic recording material with a coupler liberating a photographically active compound
EP0345553A2 (en) * 1988-06-08 1989-12-13 Agfa-Gevaert AG Photographic recording material

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1099559A (en) * 1977-09-29 1981-04-21 Mario Fryberg 1,2,4-triazole derivatives substituted with a thio or seleno group in the 5-position
DE3626219A1 (en) * 1986-08-02 1988-02-04 Agfa Gevaert Ag COLOR PHOTOGRAPHIC RECORDING MATERIAL WITH A YELLOW DIR COUPLER
DE3630564A1 (en) * 1986-09-09 1988-03-10 Agfa Gevaert Ag COLOR PHOTOGRAPHIC RECORDING MATERIAL WITH A YELLOW DIR COUPLER
DE3636824A1 (en) * 1986-10-29 1988-05-05 Agfa Gevaert Ag COLOR PHOTOGRAPHIC RECORDING MATERIAL WITH A YELLOW DIR COUPLER
DE3711418A1 (en) * 1987-04-04 1988-10-20 Agfa Gevaert Ag COLOR PHOTOGRAPHIC RECORDING MATERIAL WITH A COUPLER RELEASING A PHOTOGRAPHICALLY EFFECTIVE CONNECTION

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4049458A (en) * 1974-06-05 1977-09-20 Agfa-Gevaert, A.G. Photographic silver halide material containing 2-equivalent yellow couplers
EP0272573A2 (en) * 1986-12-24 1988-06-29 Agfa-Gevaert AG Colour-photographic recording material with a coupler liberating a photographically active compound
EP0345553A2 (en) * 1988-06-08 1989-12-13 Agfa-Gevaert AG Photographic recording material

Also Published As

Publication number Publication date
JPH0318844A (en) 1991-01-28
US5021331A (en) 1991-06-04
EP0401612B1 (en) 1995-06-21
DE3918394A1 (en) 1990-12-13
EP0401612A2 (en) 1990-12-12
DE59009272D1 (en) 1995-07-27

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