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WO1992010789A1 - Procede de developpement photographique renverse, materiaux a base d'halogenure d'argent, et solutions associees - Google Patents

Procede de developpement photographique renverse, materiaux a base d'halogenure d'argent, et solutions associees Download PDF

Info

Publication number
WO1992010789A1
WO1992010789A1 PCT/EP1991/002363 EP9102363W WO9210789A1 WO 1992010789 A1 WO1992010789 A1 WO 1992010789A1 EP 9102363 W EP9102363 W EP 9102363W WO 9210789 A1 WO9210789 A1 WO 9210789A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
hydrogen
silver halide
black
colour
Prior art date
Application number
PCT/EP1991/002363
Other languages
English (en)
Inventor
Peter Jeffery Twist
Original Assignee
Kodak Limited
Eastman Kodak Company
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 Kodak Limited, Eastman Kodak Company filed Critical Kodak Limited
Priority to DE69114862T priority Critical patent/DE69114862T2/de
Priority to JP4500379A priority patent/JPH06503183A/ja
Priority to EP92900247A priority patent/EP0561860B1/fr
Publication of WO1992010789A1 publication Critical patent/WO1992010789A1/fr

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
    • G03C7/407—Development processes or agents therefor
    • G03C7/413—Developers
    • 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

Definitions

  • This invention relates to photographic silver halide processing solutions and particularly to colour developing solutions.
  • US Patent 4 155 763 describes colour developing solutions comprising an aromatic amine colour developing agent and a 1-aryl-pyrazolidone having two substituents at the 4-position of the pyrazolidon .
  • the advantages are said to include faster image dye formation and a more stable colour developing solution.
  • the present invention provides a method of colour development which is less sensitive to variations, for example, of colour developing agent concentration, bromide ion concentration, pH, time of processing and temperature by virtue of the presence of a black-and- white developing agent of a type not previously disclosed for use in a colour developer solution.
  • a method of developing an imagewise exposed silver halide colour material to provide acceptable sensitometric results with reduced variability comprises carrying out colour development in the presence of one or a combination of black-and-white silver halide developing agents which reduces the variability of the sensitometric results caused by changes in process variables.
  • the preferred black-and-white developing agents are Metol and the pyrazolidones. While most pyrazolidone developing agents show some improvement in achieving less sensitometric variation, those which are particularly effective have the general formula:
  • R 1 and R 2 are each hydrogen or an alkoxy group having 1-4 carbon atoms, and R3 and R ⁇ are each hydrogen or an alkyl group having 1-10 carbon atoms, with the proviso that either one of R 1 or R 2 is an alkoxy group or one of R***- or R ⁇ are each an alkyl group of 3-7 carbon atoms.
  • the black-and-white developer may be present either in the colour developer solution or in the photographic material being processed.
  • it is preferably in a form which is inactive until processing takes place.
  • it could be inactivated by a blocking group which is hydrolysed off when the material is immersed in the developing solution (which is usually alkaline).
  • the present invention further provides a photographic colour developing solution which comprises a colour developing agent and a black-and- white silver halide developing agent have the general formula:
  • R 1 and R 2 are each hydrogen or an alkoxy group having 1-4 carbon atoms, and R and R ⁇ are each hydrogen or an alkyl group having 1-10 carbon atoms, with the proviso that either one of R 1 or R 2 is an alkoxy group or one of R- or R ⁇ is an alkyl group of 3-7 carbon atoms.
  • a number of ETA's have been examined for their effectiveness in lowering sensitometric sensitivity to process variables. The reduction of sensitivity to development time is used as an example. Three broad types of behaviour for different ETA's can be observed and these are as follows:
  • Type (1) is the preferred behaviour exhibited by the preferred compounds.
  • Type (2) is another useful and beneficial behaviour and could, in certain cases, be preferred over Type (1) if an increase in contrast or corresponding trade-off was desired.
  • the present invention also includes the use of combinations of ETA's.
  • Combinations of Type (2) and (3) for example, can give an overall behaviour similar to Type (1).
  • Combinations of Type (1) and (3) also give good results in that the spread of the sensitometric curves is particularly well controlled.
  • a useful group of Type (1) ETA's of formula (I) are those in which at least one of R 1 and/or R 2 is an alkoxy group of 1-4 carbon atoms, eg -OCH3, 3 is hydrogen or an alkyl group of 1-4 carbon atoms, eg - CH3 and R ⁇ is hydrogen or a hydroxyalkyl group of 1-4 carbon atoms, eg -CH2OH.
  • a useful group of Type (2) ETA's of formula (I) are those in which R* 1 - R 2 and R3 are hydrogen and R ⁇ is an alkyl group of 3-7 atoms, eg -C5H11
  • the preferred black-and-white developers are: 1- (4-methoxyphenyl)-3-pyrazolidone, l-(3,4-dimethoxy- phenyl)-3-pyrazolidone, and l-phenyl-4-n-pentyl- pyrazolidone.
  • the black-and-white developing agent may be present in the developer solution at a concentration up to 5 g/1 preferably in the range 0.05 to 0.5 g/1.
  • concentration up to 5 g/1 preferably in the range 0.05 to 0.5 g/1.
  • incorporated in the photographic material it may be present in one or more layers thereof. Instead of incorporating them per se in the photographic material they may be, as indicated above, in the form of a
  • the presence of the black-and-white developing agent improves variability caused by variations in time and temperature of development, pH, bromide ion concentration and colour developing agent (eg CD4) concentration in the colour developer solution.
  • the reduced risk of sensitometric variations further means that replenishment rates can be reduced thus resulting in less overflow and effluent.
  • the sometimes needed bromide ion removal from the developer solution may also be avoidable.
  • the present invention is particularly applicable to the processing of colour negative film but is also applicable to other processes, eg colour paper.
  • the material to be processed comprises a support bearing at least one silver halide emulsion layer having a colour coupler associated therewith.
  • the term "associated therewith” here takes its normal meaning in art.
  • the coupler may be incorporated in the emulsion layer or in a layer adjacent thereto.
  • the preferred colour materials comprise three dye image forming units each containing one or more emulsion layers having couplers associated therewith and each sensitised to a different region of the spectrum.
  • a typical colour material would contain such units sensitised to blue, green and red light and capable of forming yellow, magenta and cyan image dyes respectively.
  • a single layer coating of a silver bromoiodide emulsion comprising tabular grains having a mean grain area of 1.05 m ⁇ 2 containing a colour coupler (A) of the formula:
  • OC 12 H 25 dissolved in di-tert-butylphthalate (coupler to solvent ratio of 1:0.5) was coated at 1.0 g/m 2 (as silver) and 0.6 g/m 2 of coupler.
  • Table 1 below gives process details of concentration of l-(4-methoxyphenyl)-3-pyrazolidone and development time at 37.8°C.
  • EXAMPLE 3 A single layer coating of a silver bromoiodide emulsion as described in Example 1 was tested by the procedure of Example 1 was followed except that the time of development was kept constant at 2.5 minutes while varying the CD4 and ETA concentrations as set out in Table 2 below.

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

Abstract

Procédé de développement d'un matériau en couleurs à base d'halogénure d'argent comportant une image latente, afin d'obtenir des résultats sensitométriques acceptables à variabilité réduite. Ledit procédé consiste à réaliser un développement en couleurs en présence d'un agent de développement réversal en noir et blanc, ou d'une combinaison de ces agents, ce qui réduit la variabilité des résultats sensitométriques due aux modifications des variables du processus. Il s'agit de préférence du 1-(4-méthoxyphényl)-3-pyrazolidone, du 1-(3,4-diméthoxy-phényl)-3-pyrazolidone, ou du 1-phényl-4-n-pentyl-pyrazolidone.
PCT/EP1991/002363 1990-12-13 1991-12-10 Procede de developpement photographique renverse, materiaux a base d'halogenure d'argent, et solutions associees WO1992010789A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE69114862T DE69114862T2 (de) 1990-12-13 1991-12-10 Verfahren zur entwicklung farbphotographischer silberhalogenidmaterialien und verwendung von pyrazolidonen.
JP4500379A JPH06503183A (ja) 1990-12-13 1991-12-10 写真ハロゲン化銀現像処理方法、ハロゲン化銀材料及びそのための溶液
EP92900247A EP0561860B1 (fr) 1990-12-13 1991-12-10 Procede de developpement de materiaux couleur a base d'halogenure d'argent et utilisation de pyrazolidones

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB909027062A GB9027062D0 (en) 1990-12-13 1990-12-13 Method of photographic silver halide processing,silver halide materials and solutions therefor
GB9027062.0 1990-12-13

Publications (1)

Publication Number Publication Date
WO1992010789A1 true WO1992010789A1 (fr) 1992-06-25

Family

ID=10686949

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/002363 WO1992010789A1 (fr) 1990-12-13 1991-12-10 Procede de developpement photographique renverse, materiaux a base d'halogenure d'argent, et solutions associees

Country Status (5)

Country Link
EP (1) EP0561860B1 (fr)
JP (1) JPH06503183A (fr)
DE (1) DE69114862T2 (fr)
GB (1) GB9027062D0 (fr)
WO (1) WO1992010789A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0617322A1 (fr) * 1993-03-22 1994-09-28 Eastman Kodak Company Procédé de traitement d'éléments photographiques originaires comprenant des grains tabulaires de chlorure d'argent délimités pas des faces (100)
EP0617324A1 (fr) * 1993-03-26 1994-09-28 Kodak Limited Méthode de traitement de matériaux photographiques à base d'halogénure d'argent
EP0679943A1 (fr) * 1994-04-29 1995-11-02 Kodak Limited Matériaux photographiques couleur à l'halogénure d'argent
EP0679942A1 (fr) * 1994-04-29 1995-11-02 Kodak Limited Matériau photographique couleur à l'halogénure d'argent
US5491050A (en) * 1993-03-22 1996-02-13 Eastman Kodak Company Method of processing originating photographic elements containing tabular silver chloride grains bounded by (100) faces
EP0843212A1 (fr) * 1996-11-14 1998-05-20 Eastman Kodak Company Nouveaux agents auxiliaires de développement, matériaux photographiques les contenant et usage desdites
GB2343009A (en) * 1998-10-21 2000-04-26 Eastman Kodak Co Colour developer for rapid processing comprising pyrazolidone
US6087084A (en) * 1997-11-14 2000-07-11 Eastman Kodak Company Auxiliary developing agents, photographic materials incorporating them and the use thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5994037A (en) * 1998-10-21 1999-11-30 Eastman Kodak Company Method for rapid photographic processing with maintained color balance using diffusible photochemicals

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB963988A (en) * 1959-09-03 1964-07-15 Kodak Ltd Improvements in colour development processes
US3902905A (en) * 1972-11-20 1975-09-02 Eastman Kodak Co Photographic elements containing image dye-providing layer units
US4155763A (en) * 1976-09-07 1979-05-22 Fuji Photo Film Co., Ltd. Color photographic processing method
US4266002A (en) * 1978-10-02 1981-05-05 Eastman Kodak Company Substituted 1-phenyl-3-pyrazolidinone electron transfer agents
US4465762A (en) * 1981-03-03 1984-08-14 Fuji Photo Film Co., Ltd. Method for color developing color photographic silver halide light-sensitive material
US4483919A (en) * 1982-12-28 1984-11-20 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material
JPS60162253A (ja) * 1984-02-01 1985-08-24 Konishiroku Photo Ind Co Ltd ハロゲン化銀カラ−写真感光材料の処理方法
US4845016A (en) * 1986-01-29 1989-07-04 Fuji Photo Film Co., Ltd. Process for processing silver halide color photographic materials using a multistage counterflow stabilization system

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4912025A (en) * 1988-06-21 1990-03-27 Eastman Kodak Company Photographic recording material for accelerated development

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB963988A (en) * 1959-09-03 1964-07-15 Kodak Ltd Improvements in colour development processes
US3902905A (en) * 1972-11-20 1975-09-02 Eastman Kodak Co Photographic elements containing image dye-providing layer units
US4155763A (en) * 1976-09-07 1979-05-22 Fuji Photo Film Co., Ltd. Color photographic processing method
US4266002A (en) * 1978-10-02 1981-05-05 Eastman Kodak Company Substituted 1-phenyl-3-pyrazolidinone electron transfer agents
US4465762A (en) * 1981-03-03 1984-08-14 Fuji Photo Film Co., Ltd. Method for color developing color photographic silver halide light-sensitive material
US4483919A (en) * 1982-12-28 1984-11-20 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material
JPS60162253A (ja) * 1984-02-01 1985-08-24 Konishiroku Photo Ind Co Ltd ハロゲン化銀カラ−写真感光材料の処理方法
US4845016A (en) * 1986-01-29 1989-07-04 Fuji Photo Film Co., Ltd. Process for processing silver halide color photographic materials using a multistage counterflow stabilization system

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 7, no. 256 (P-236)(1401) 15 November 1983 & JP,A,58 139 136 ( KONISHIROKU SHASHIN KOGYO KK ) 18 August 1983 *

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0617322A1 (fr) * 1993-03-22 1994-09-28 Eastman Kodak Company Procédé de traitement d'éléments photographiques originaires comprenant des grains tabulaires de chlorure d'argent délimités pas des faces (100)
US5491050A (en) * 1993-03-22 1996-02-13 Eastman Kodak Company Method of processing originating photographic elements containing tabular silver chloride grains bounded by (100) faces
EP0617324A1 (fr) * 1993-03-26 1994-09-28 Kodak Limited Méthode de traitement de matériaux photographiques à base d'halogénure d'argent
EP0679943A1 (fr) * 1994-04-29 1995-11-02 Kodak Limited Matériaux photographiques couleur à l'halogénure d'argent
EP0679942A1 (fr) * 1994-04-29 1995-11-02 Kodak Limited Matériau photographique couleur à l'halogénure d'argent
US5554492A (en) * 1994-04-29 1996-09-10 Eastman Kodak Company Photographic silver halide color material
EP0843212A1 (fr) * 1996-11-14 1998-05-20 Eastman Kodak Company Nouveaux agents auxiliaires de développement, matériaux photographiques les contenant et usage desdites
US5932399A (en) * 1996-11-14 1999-08-03 Eastman Kodak Company Auxiliary developing agents, photographic materials incorporating them and the use thereof
US5972584A (en) * 1996-11-14 1999-10-26 Eastman Kodak Company Auxiliary development agents photographic materials incorporating them and the use thereof
US6087084A (en) * 1997-11-14 2000-07-11 Eastman Kodak Company Auxiliary developing agents, photographic materials incorporating them and the use thereof
GB2343009A (en) * 1998-10-21 2000-04-26 Eastman Kodak Co Colour developer for rapid processing comprising pyrazolidone
GB2343009B (en) * 1998-10-21 2003-01-15 Eastman Kodak Co A method for rapid photographic processing with maintained color balance

Also Published As

Publication number Publication date
GB9027062D0 (en) 1991-02-06
DE69114862T2 (de) 1996-09-12
JPH06503183A (ja) 1994-04-07
EP0561860B1 (fr) 1995-11-22
DE69114862D1 (de) 1996-01-04
EP0561860A1 (fr) 1993-09-29

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