EP0331319B1 - Methode zur Erzeugung von Bildern - Google Patents

Methode zur Erzeugung von Bildern Download PDF

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Publication number
EP0331319B1
EP0331319B1 EP89301610A EP89301610A EP0331319B1 EP 0331319 B1 EP0331319 B1 EP 0331319B1 EP 89301610 A EP89301610 A EP 89301610A EP 89301610 A EP89301610 A EP 89301610A EP 0331319 B1 EP0331319 B1 EP 0331319B1
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EP
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Prior art keywords
group
isothiazolinone
compound
formula
hydrogen atom
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EP89301610A
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English (en)
French (fr)
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EP0331319A1 (de
Inventor
Yasunori Wada
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Konica Minolta Inc
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Konica Minolta Inc
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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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
    • 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
    • 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
    • G03C1/37—Antiseptic agents

Definitions

  • the present invention relates to a method for the formation of images which is capable of rapid processing and does not cause problems such as roller transfer marks.
  • the automatic processor it is advantageous also for the automatic processor to speed up the processing of X-ray films. For example, even if the processor is a compact-type automatic processor, if its processing speed is increased, its processing capacity per unit time then increases, while if its processing capacity need not be increased, then the processor can be of an even smaller size, thus contributing to space-saving.
  • Rapid processing requires an increased film-transport speed but, if an automatic processor, e.g., a roller-transport-type automatic processor, is used, it tends to cause roller transfer marks on the surface of processed film.
  • an automatic processor e.g., a roller-transport-type automatic processor
  • gelatin fragments from the section of the leading end or trailing end of the film being processed become attached onto transport rollers, and the gelatin fragments are then transferred from the rollers onto the surface of the subsequent film, whereby the fragments appear in the form of linear stain marks in the roller transport direction.
  • EP-A-238,271 discloses a silver halide photographic material comprising at least one hydrophilic colloidal layer on a support, wherein the photographic material has a water content of from 10 to 20 g/m2 upon completion of the washing step during processing with a roller transport type automatic processor.
  • EP-A-308,212 discloses a method for processing a silver halide light-sensitive photographic material by a super-rapid process and also discloses an automatic processing machine for use in such a process.
  • the image-wise exposed silver halide light-sensitive photographic material comprises a support and a photographic component layer provided on at least one side of the support.
  • the material is processed under conditions satisfying the equation 50 ⁇ l 0.75 x T ⁇ 124 wherein l and T have the meanings given below.
  • EP-A-316,864 discloses a method of processing a silver halide photographic light-sensitive material in a roller-transporting type processing equipment, comprising the steps of developing, fixing, washing and drying.
  • the photographic material is comprised of a support having thereon at least one hydrophilic layer including a silver halide emulsion layer containing at least one compound selected from silver chloride, silver bromochloride and silver bromochloroiodide each containing silver chloride of not less than 60 mol% and water content of the photographic material just after the washing step is 5 to 16g/m2.
  • EP-A-308,212 and EP-A-316,864 are part of the state of the art by virtue of Article 54(3) EPC.
  • the present invention provides a method for the formation of images which, as a result of solving the above problems, is capable of forming images by rapid processing and which reduces roller transfer marks.
  • the present invention provides a method of forming a photographic image by processing an imagewise exposed silver halide light-sensitive photographic material in an automatic processor, wherein said light-sensitive photographic material contains at least one compound of formula [I] or formula [II] below; wherein R1 is a hydrogen atom, a straight-chain or branched-chain alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, a heterocyclic group, an alkylamido group, an arylamido group, an alkylthioamido group, an arylthioamido group, an alkylsulfoamido or an arylsulfoamido group; R2 and R3 are independently a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aryl group, a cyano group, an alkylthio group, an arylthio group,
  • FIG. 1 and Figure 2 show the constructions of the automatic processors that are used in Examples of this invention.
  • Figure 3 shows the construction of the cutting machine that is used in the examples.
  • the indication numbers that are used in Figures 1 and 2 are as follows: 1...the first roller at the inlet for inserting a light-sensitive material, 2...the final roller at the outlet in the drying section, 3a...developer bath, 3b...fixer bath, 3c...wash water bath, 4...a light-sensitive material, 5...squeegee section, 6...drying section, and 7...drying air outlet port.
  • R1 is a hydrogen atom or a straight-chain or branched-chain alkyl, cycloalkyl, alkenyl, aralkyl, aryl, heterocyclic, alkylamido, arylamido, alkylthioamido, arylthioamido, alkylsulfoamido or arylsulfoamido group; and R2 and R3 each independently represents a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aryl group, a cyano group, an alkylthio group, an arylthio group, an alkylsulfoxido group, an alkylsulfonyl group, an alkylsulfinyl group or a heterocyclic group, such that the above alkyl
  • Compounds of Formula I can be synthesised by the method disclosed in EP-1,555,415; wherein R4 represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a hydroxymethyl group; and R5 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms; such that the above-mentioned groups for R4 and R5 may independently be substituted and provided that the compound of formula II is not 1,1-dimethylol-1-bromo-1-nitromethane.
  • Compounds of formula II may be synthesised by referring to: Henry, Recueil destician chimiques des Ray-Bas, 16 251.
  • R6 represents a hydrogen atom, an alkyl group or an alkoxy group
  • R7, R8, and R9 each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a cyano group or a nitro group
  • R10 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, a -CONHR13 group (wherein R13 is an alkyl, aryl, alkylthio, arylthio, alkylsulfonyl or arylsulfonyl group) or a heterocyclic group
  • R11 and R12 each represents a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aryl group,
  • Benzoisothiazoline-3-one 2-methyl-benzoisothiazoline-3-one, 2-ethyl-benzoisothiazoline-3-one, 2-(n-propyl)-benzoisothiazoline-3-one, 2-(n-butyl)-benzoisothiazoline-3-one, 2-(sec-butyl)-benzoisothiazoline-3-one, 2-(t-butyl)-benzoisothiazoline-3-one, 2-methoxy-benzoisothiazoline-3-one, 2-ethoxy-benzoisothiazoline-3-one, 2-(n-propyloxy)-benzoisothiazoline-3-one, 2-(butyloxy)-benzoisothiazoline-3-one, 5-chloro-benzoisothiazoline3-one, 5-methyl-benzoisothiazoline-3-one, 6-ethoxy-benzoisothiazoline-3-one, 6-cyano-benzoisothiazoline-3-one
  • the number of carbon atoms of each of the alkyl group and alkenyl group is generally 1 to 36, and more preferably 1 to 18.
  • the number of carbon atoms of the cycloalkyl group is generally 3 to 12, and more preferably 3 to 6.
  • Each of the alkyl, cycloalkyl, alkenyl, aralkyl, aryl and heterocyclic groups represented by the R10 may have a substituent which may be selected from among halogen atoms and groups including nitro, cyano, thiocyano, aryl, alkoxy, aryloxy, carboxy, sulfoxy, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, sulfo, acyloxy, sulfamoyl, carbamoyl, acylamino, diacylamino, ureido, thioureido, urethane, thiourethane, sulfonamido, heterocyclic, arylsulfonyloxy, alkylsulfonyloxy, arylsulfonyl, alkylsulfonyl, arylthio, alkylthio,
  • the number of carbon atoms of the alkyl group represented by the R11 or R12 is generally 1 to 18, and more preferably 1 to 9, and that of the cycloalkyl group represented by the same is generally 3 to 18, and more preferably 3 to 6.
  • Each of these groups represented by the R11 or R12 may have a substituent, which is, for example, a halogen atom or a nitro, sulfo, aryl or hydroxy group.
  • 2-(N-methylcarbamoyl)-3-isothiazolinone 5-methyl-2-(N-methylcarbamoyl)-3-isothiazolinone, 2-(N-methylthiocarbamoyl)-3-isothiazolinone, 4-bromo-5-methyl-2-(N-methylcarbamoyl)-3-isothiazolinone, 4-cyano-5-methylthio-2-(N-methylcarbamoyl)-3-isothiazolinone, 4-cyano-5-methylsulfinyl-2-(N-methylcarbamoyl)-3-isothiazolinone, 4-cyano-5-methylsulfonyl-2-(N-methylcarbamoyl)-3-isothiazoline, 2-(N-n-butylcarbamoyl)-3-isothiazolinone, 2-(N-t-octylcarbamoyl)-3-isothiazolinone, 5-
  • any of these 1,2-benzoisothiazoline-3-one compounds of Formula [III] to be used in this invention is generally contained in said photographic material in a proportion of 1x10 ⁇ 5 to 10% by weight relative to the total amount of hydrophilic colloid contained in the photographic material, and particularly preferably from 1x10 ⁇ 4 to 1% by weight relative to the total amount of hydrophilic colloid contained in the photographic material.
  • any of these isothiazoline-3-one compounds of Formula [IV] is generally contained in said photographic material in a proportion of from 1x10 ⁇ 4 to 10% by weight relative to the total amount of hydrophilic colloid contained in the photographic material, and particularly preferably from 3x10 ⁇ 4 to 1% by weight relative to the total amount of hydrophilic colloid contained in the photographic material. It goes without saying that the amount of these compounds added is allowed to be outside the range mentioned above, depending on, for example, the kind of light-sensitive material to be used, the layer to which the compound is to be added and coating method.
  • any of these compounds may be dissolved into water or a solvent, not adversely affecting photographic characteristics; suitable organic solvents include alcohols such as methanol, ethanol and isopropanol, ketones such as acetone, glycols such as ethylene glycol and propylene glycol, esters such as ethyl acetate, and the solution may be added to a hydrophilic colloid, may be coated on the protective layer, or may be incorporated into a photographic light-sensitive material by immersing the photographic light-sensitive material into the solution.
  • suitable organic solvents include alcohols such as methanol, ethanol and isopropanol, ketones such as acetone, glycols such as ethylene glycol and propylene glycol, esters such as ethyl acetate, and the solution may be added to a hydrophilic colloid, may be coated on the protective layer, or may be incorporated into a photographic light-sensitive material by immersing the photographic light-sensitive material into the solution.
  • the compound may be dissolved into a high-boiling solvent, a low-boiling solvent or a mixture of these solvents, then emulsifiedly dispersed in the presence of a surface active agent, and then added to a liquid containing a hydrophilic colloid or coated over the protective layer.
  • the compound may be incorporated into a high-polymer compound such as butyl polyacrylate, then dispersed in the presence of a surface active agent, and the dispersed liquid is then added to a liquid containing a hydrophilic colloid or coated over the protective layer.
  • the above l can be found on the basis of, e.g., a light-sensitive material comprising a 175 ⁇ m-thick polyethylene terephthalate support having photographic component layers thereon.
  • T implies the whole period of time the leading end of a sheet of film takes to travel from the insertion of it in the first roller at the film inlet, passing through the developer bath, crossover section, fixer bath, crossover section, wash water bath, crossover section and drying section, until the ejection of it from the final roller at the film outlet in the drying section of an automatic processor; in other words, the quotient (sec.) obtained by dividing the whole length (in meters) of the processing line by the line transport speed (meters/sec.).
  • crossover section passage time is included, well-known to those skilled in the art, is that even in the crossover section, substantial processing is considered to be still going on due to the preceding process' liquid contained in the swelled gelatin layer of the film in transit.
  • the whole number of the transport rollers of the automatic processor for use in the image forming method of this invention when expressed in terms of the value obtained dividing the l, the whole processing line's length of the automatic processor, by the number of the rollers, is desirable to be in the range of from 0.01 to 0.04. Also, the processing time proportions and ranges required in the individual processing positions are desired to be as follows: Insertion + developing + crossover: 25 to 40% Fixing + crossover: 12 to 25% Washing + crossover: 10 to 25% Squeeze + drying: 25 to 45% Total 100 %
  • each roller to be used in its transport-functional part, is desirable to be 12mm to 60mm in diameter and 30cm to 110cm in length.
  • the roller may be made of various materials; for example, bakelite-type materials which may contain glass powder, metal powder or plastic powder) or rubber-type materials (e.g., neoprene, isoprene, silicone rubber) may be used for the rollers in the developing, fixing, washing and drying sections, and repellent and elastic silicone rubber or highly water-absorbing synthetic leather such as the commercial product called 'Kurarino' (Kuraray Co., Ltd.) may be preferably used for the rollers in the crossover and squeeze sections.
  • bakelite-type materials which may contain glass powder, metal powder or plastic powder
  • rubber-type materials e.g., neoprene, isoprene, silicone rubber
  • repellent and elastic silicone rubber or highly water-absorbing synthetic leather such as the commercial product called 'Kurarino' (Kuraray Co., Ltd.) may be preferably
  • the above l is in the range of from 0.7m to 3.1m so that satisfactory results can be obtained. If the l is less than 0.7m, the individual processes become small with the number of the rollers to be used being reduced, thus reducing the sensitivity of or affecting the transportability of the light-sensitive material being processed. In contrast, if the l is larger than 3.1m, the transport speed is increased to excess, whereby not only is the film liable to get scratched but the durability of the automatic processor deteriorates abruptly.
  • the product of l 0.75 and T is less than 50, the sensitivity of the film in processing is abruptly lowered, and, in a film containing not less than 10mg/m2 of a sensitizing dye per side of its support, the residual dye stain also becomes a problem.
  • the product of l 0.75 and T should be not less than 76.
  • various additives may be added to the developer solution and fixer solution to be used in the automatic processor.
  • Typical additives to be added to the developer solution include an antifoggant; a development accelerator comprised of an alkali agent such as sodium hydroxide, sodium carbonate or potassium carbonate; an inorganic or organic restrainer such as potassium bromide, 2-methylbenzimidazole or methylbenzothiazole; a water softener such as a polyphosphate; and an anti-surface-overdevelopement agent comprising a small amount of an iodide or mercapto compound.
  • a development accelerator comprised of an alkali agent such as sodium hydroxide, sodium carbonate or potassium carbonate
  • an inorganic or organic restrainer such as potassium bromide, 2-methylbenzimidazole or methylbenzothiazole
  • a water softener such as a polyphosphate
  • an anti-surface-overdevelopement agent comprising a small amount of an iodide or mercapto compound.
  • a preservative such as a sulfite; a buffer such as a carbonate, boric acid, a borate or an alkanolamine; an alkali agent such as a hydroxide or a carbonate; a dissolving aid such as polyethylene glycol or an ester thereof; a pH control agent comprised of an organic acid such as acetic acid; a sensitizer such as a quaternary ammonium salt; or a surface active agent, for example, may be used.
  • the developer solution may contain a hardening agent.
  • a hardening agent a dialdehyde-type hardening agent may be suitably used.
  • the developer solution may also contain a chelating agent such as, e.g.. ethylenediaminetetraacetic acid or an alkali metal salt thereof, a polyphosphate or a nitriloacetate.
  • a chelating agent such as, e.g.. ethylenediaminetetraacetic acid or an alkali metal salt thereof, a polyphosphate or a nitriloacetate.
  • the developing temperature is generally determined in relation to the developing time.
  • the developing temperature and developing time are preferably 30 to 40°C and 6 to 20 seconds, respectively.
  • the fixer bath to be used in the fixing process of this invention is generally an aqueous solution containing, e.g., a thiosulfate and a water-soluble aluminum compound, and the solution may also contain a polybasic acid such as citric acid, or tartaric acid, and its pH is preferably about 3.5 to 5.0 (at 20°C).
  • a polybasic acid such as citric acid, or tartaric acid
  • the developing process may be followed by a stop process.
  • the stop process is excluded from general roller-transport-type automatic processors, so that part of the developer solution is carried out into the fixer solution, whereby the pH of the fixer solution may sometimes be raised.
  • the pH of the fixer solution is preferably adjusted to 3.6 to 4.7 (at 20°C).
  • a thiosulfate such as ammonium thiosulfate or sodium thiosulfate is generally used. Of these ammonium thiosulfate is particularly suitably used from the fixing speed point of view.
  • the amount of the fixing agent although allowed to be arbitrarily varied, is normally from 0.1 to 5 moles per liter.
  • a water-soluble aluminum salt may be used which functions principally as a hardening agent in the fixer solution.
  • This is a compound which is generally known as a hardening agent for acid hardening fixing solutions, and examples of it include aluminum chloride, aluminum sulfate and potassium alum.
  • the fixing temperature and time in this invention are preferably 20° to 35°C and 4 to 15 seconds, respectively.
  • a photographic material that has been developed and fixed is generally washed and then dried.
  • the washing takes place in order to almost completely remove the silver salt that has been dissolved by fixing, and is preferably carried out for a period of 5 to 12 seconds at 20° to 50°C.
  • the drying is to take place at a temperature of 40° to 100°C for an appropriate period of time.
  • the drying time although allowed to be arbitrarily varied according to ambient conditions, is normally from 5 to 15 seconds.
  • roller-transport-type automatic processor suitably usable in practicing this invention are given in Figure 1 and Figure 2.
  • 1 is the first roller at the film inlet in the insertion section
  • 2 is the final roller at the film outlet in the drying section
  • 3a is a developer bath
  • 3b is a fixer bath
  • 3c is a wash water bath
  • 4 is a light-sensitive material to be processed
  • 5 is a squeegee section
  • 6 is a drying section
  • 7 is a drying air outlet port.
  • a silver iodobromide emulsion of which the average silver iodide content is 2.0 mole% was subjected to gold-sulfur sensitization by using a chloroaurate, sodium thiosulfate and ammonium thiocyanate, stabilized by using 4-hydroxy-6-methyl-1,3,3a,7-tetrazaindene, and spectrally sensitized by using the following Sensitizing Dyes A and B:
  • an emulsion liquid (silver halide coating liquid).
  • the following adding amounts are values per mole of silver halide.
  • a protective layer coating liquid containing matting agents comprised of 1g/liter of polymethyl methacrylate having an average particle size of 3.5 ⁇ m and 30g/liter of colloidal silica and the following compounds as surface active agents was prepared.
  • the thus prepared emulsion and the protective layer coating liquid were coated simultaneously, in the order of the emulsion layer and protective layer from the support side, at a coating speed of 90m/min on both sides of a 175 ⁇ m-thick polyethylene terephthalate film support, both sides of which were subbed with an aqueous copolymer-dispersed liquid obtained by diluting to 10% by weight a copolymer comprised of three different monomers: 50% by weight of glycidyl methacrylate, 10% by weight of methyl acrylate, and 40% by weight of butyl methacrylate, whereby samples No.1 through No.33 were obtained.
  • the coating weight of silver of each sample was 40mg/dm2.
  • the gelatin coating weight of the emulsion layer was 2.0g/m2, and that of the protective layer was 1.0g/m2.
  • the gelatin that was used in each layer was lime-treated Ossein gelatin.
  • each sample was cut into pieces by the cutting machine shown in Figure 3, wherein A1 and A2 indicate cutting blades, and B indicates a light-sensitive material (sample). Evaluation of the roller transfer marks on each sample was made by expressing in terms of the difference ⁇ D between the densities, measured by an automatic densitometer, of the roller transfer marks and of their ambient areas.

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  • Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
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Claims (6)

  1. Verfahren zur Erzeugung eines photographischen Bildes durch Behandeln eines bildgerecht belichteten lichtempfindlichen photographischen Silberhalogenid-Aufzeichnungsmaterials in einer automatischen Behandlungsvorrichtung, wobei das lichtempfindliche photographische Aufzeichnungsmaterial mindestens eine Verbindung der Formel [I] oder der Formel [II]
    Figure imgb0029
    worin bedeuten:
    R₁ ein Wasserstoffatom, eine gerad- oder verzweigtkettige Alkylgruppe, eine Cycloalkylgruppe, eine Alkenylgruppe, eine Aralkylgruppe, eine Arylgruppe, eine heterocyclische Gruppe, eine Alhylamidogruppe, eine Arylamidogruppe, eine Alkylthioamidogruppe, eine Arylthioamidogruppe, eine Alkylsulfoamido- oder eine Arylsulfoamidogruppe;
    R₂ und R₃ unabhängig voneinander ein Wasserstoffatom, ein Halogenatom, eine Alkylgruppe, eine Cycloalkylgruppe, eine Arylgruppe, eine Cyanogruppe, eine Alkylthiogruppe, eine Arylthiogruppe, eine Alkylsulfoxidgruppe, eine Alkylsulfonylgruppe, eine Alkylsulfinylgruppe oder eine heterocyclische Gruppe, wobei die zuvor genannten Alkyl-, Cycloalkyl-, Alkenyl-, heterocyclischen, Aralkyl- und Arylgruppen substituiert sein können und wobei R₂ und R₃ zusammen eine einen Ring vervollständigende zweiwertige Gruppe bilden können, mit Ausnahme von 5-Chlorisothiazolin-3-on;
    Figure imgb0030
    worin bedeuten:
    R₄ ein Wasserstoffatom, eine Alkylgruppe mit 1 bis 4 Kohlenstoffatom(en) oder eine Hydroxymethylgruppe und R₅ ein Wasserstoffatom oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatom(en), wobei die zuvor genannten Gruppen R₄ und R₅ substituiert sein können, ausschließlich 1,1-Dimethylol-1-brom-1-nitromethan,
    enthält und die Behandlung unter der folgenden Gleichung:

    50 ≦ 1 ​ 0,75 x T ≦ 124
    Figure imgb0031


    worin bedeuten:
    l die Länge (in m) zwischen der Achse der ersten Walze am Filmeinlaß im Einführabschnitt und der Achse der letzten Walze am Filmauslaß in dem Trocknungsabschnitt einer automatischen Behandlungsvorrichtung mit Walzentransport in der Größenordnung von mehr als 0,7 und weniger als 3,1 m und
    T die Zeit (in s), die das lichtempfindliche photographische Silberhalogenid-Aufzeichnungsmaterial zum Durchtritt durch die Länge l benötigt,
    genügenden Bedingungen erfolgt.
  2. Verfahren nach Anspruch 1, wobei die Verbindung der Formel [I] aus einer 1,2-Benzoisothiazolin-3-on-Verbindung der Formel [III] oder einer Isothiazolin-3-on-Verbindung der Formel [IV] besteht:
    Figure imgb0032
    worin bedeuten:
    R₆ ein Wasserstoffatom, eine Alkylgruppe oder eine Alkoxygruppe;
    R₇, R₈ und R₉ unabhängig voneinander ein Halogenatom, eine Alkylgruppe, eine Alkoxygruppe, eine Cyanogruppe oder eine Nitrogruppe, wobei die zuvor genannten Gruppen R₆, R₇, R₈ und R₉ substituiert sein können;
    Figure imgb0033
    worin bedeuten:
    R₁₀ ein Wasserstoffatom, eine Alkylgruppe, eine Cycloalkylgruppe, eine Alkenylgruppe, eine Aralkylgruppe, eine Arylgruppe, eine -CONHR₁₃-Gruppe oder eine heterocyclische Gruppe, wobei R₁₃ für eine Alkylgruppe, eine Arylgruppe, eine Alkylthiogruppe, eine Arylthiogruppe, eine Alkylsulfonylgruppe oder eine Arylsulfonylgruppe steht, wobei die zuvor genannten Gruppen R₁₀ substituiert sein können;
    R₁₁ und R₁₂ unabhängig voneinander ein Wasserstoffatom, ein Halogenatom, eine Alkylgruppe, eine Cycloalkylgruppe, eine Arylgruppe, eine heterocyclische Gruppe, eine Cyanogruppe, eine Alkylthiogruppe, eine Arylthiogruppe, eine Alkylsulfoxidgruppe, eine Alkylsulfinylgruppe oder eine Alkylsulfonylgruppe, wobei die zuvor genannten Gruppen R₁₁ und R₁₂ substituiert sein können.
  3. Verfahren nach Anspruch 2, wobei die 1,2-Benzoisothiazolin-3-on-Verbindung der Formel [III] in dem photographischen Aufzeichnungsmaterial in einer Menge von 1 x 10⁻⁵ bis 10 Gew.-%, bezogen auf die Gesamtmenge an in dem photographischen Aufzeichnungsmaterial enthaltenem hydrophilen Kolloid vorhanden ist.
  4. Verfahren nach Anspruch 3, wobei der Gehalt an der Verbindung 1 x 10⁻⁴ bis 1 Gew.-% beträgt.
  5. Verfahren nach einem der Ansprüche 2 bis 4, wobei die Thiazolin-3-on-Verbindung der Formel [IV] in dem photographischen Aufzeichnungsmaterial in einer Menge von 1 x 10⁻⁴ bis 10 Gew.-%, bezogen auf die Gesamtmenge an in dem photographischen Aufzeichnungsmaterial enthaltenem hydrophilen Kolloid vorhanden ist.
  6. Verfahren nach Anspruch 5, wobei der Gehalt der Verbindung 3 x 10⁻⁴ bis 1 Gew.-% beträgt.
EP89301610A 1988-02-20 1989-02-20 Methode zur Erzeugung von Bildern Expired - Lifetime EP0331319B1 (de)

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JP37717/88 1988-02-20
JP63037717A JP2613415B2 (ja) 1988-02-20 1988-02-20 画像形成方法

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EP0331319A1 EP0331319A1 (de) 1989-09-06
EP0331319B1 true EP0331319B1 (de) 1994-01-26

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EP89301610A Expired - Lifetime EP0331319B1 (de) 1988-02-20 1989-02-20 Methode zur Erzeugung von Bildern

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EP (1) EP0331319B1 (de)
JP (1) JP2613415B2 (de)
DE (1) DE68912619T2 (de)

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US6911302B2 (en) 2002-07-11 2005-06-28 Eastman Kodak Company Coating composition for photographic materials

Families Citing this family (1)

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Publication number Priority date Publication date Assignee Title
FR2786889B1 (fr) 1998-12-03 2001-02-02 Eastman Kodak Co Procede pour empecher la croissance des micro-organismes dans les dispersions photographiques

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EP0238271A2 (de) * 1986-03-13 1987-09-23 Konica Corporation Photographisches Silberhalogenidmaterial und Verfahren zu dessen Behandlung
EP0316864A2 (de) * 1987-11-17 1989-05-24 Konica Corporation Lichtempfindliches photographisches Silberhalogenidmaterial und Verfahren zur Behandlung

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JPS5848892B2 (ja) * 1977-08-03 1983-10-31 富士写真フイルム株式会社 ハロゲン化銀写真感光材料用親水性コロイドの防腐方法
JPS59226343A (ja) * 1983-06-07 1984-12-19 Konishiroku Photo Ind Co Ltd 写真用コロイド銀水性組成物の防腐方法
JPS60119547A (ja) * 1983-12-01 1985-06-27 Konishiroku Photo Ind Co Ltd 写真用水性分散液組成物の防腐方法
JPS62105138A (ja) * 1985-10-31 1987-05-15 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料の処理方法
US5081007A (en) * 1987-09-15 1992-01-14 Konica Corporation Method for processing a silver halide light-sensitive photographic material and an automatic processor therefor

Patent Citations (2)

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Publication number Priority date Publication date Assignee Title
EP0238271A2 (de) * 1986-03-13 1987-09-23 Konica Corporation Photographisches Silberhalogenidmaterial und Verfahren zu dessen Behandlung
EP0316864A2 (de) * 1987-11-17 1989-05-24 Konica Corporation Lichtempfindliches photographisches Silberhalogenidmaterial und Verfahren zur Behandlung

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6911302B2 (en) 2002-07-11 2005-06-28 Eastman Kodak Company Coating composition for photographic materials

Also Published As

Publication number Publication date
JP2613415B2 (ja) 1997-05-28
DE68912619T2 (de) 1994-05-26
DE68912619D1 (de) 1994-03-10
EP0331319A1 (de) 1989-09-06
JPH01213659A (ja) 1989-08-28

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