EP0530011A1 - Farbphotographisches lichtempfindliches Silberhalogenidmaterial - Google Patents

Farbphotographisches lichtempfindliches Silberhalogenidmaterial Download PDF

Info

Publication number
EP0530011A1
EP0530011A1 EP92307774A EP92307774A EP0530011A1 EP 0530011 A1 EP0530011 A1 EP 0530011A1 EP 92307774 A EP92307774 A EP 92307774A EP 92307774 A EP92307774 A EP 92307774A EP 0530011 A1 EP0530011 A1 EP 0530011A1
Authority
EP
European Patent Office
Prior art keywords
group
silver halide
hydrogen atom
light sensitive
sensitive material
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.)
Withdrawn
Application number
EP92307774A
Other languages
English (en)
French (fr)
Inventor
Syuji Kida
Shigeto Hirabayashi
Shuichi Sugita
Katsumasa Yamazaki
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.)
Konica Minolta Inc
Original Assignee
Konica Minolta Inc
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 Konica Minolta Inc filed Critical Konica Minolta Inc
Publication of EP0530011A1 publication Critical patent/EP0530011A1/de
Withdrawn legal-status Critical Current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
    • 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
    • G03C7/3003Materials characterised by the use of combinations of photographic compounds known as such, or by a particular location in the photographic element
    • G03C7/3005Combinations of couplers and photographic additives
    • G03C7/3008Combinations of couplers having the coupling site in rings of cyclic compounds and photographic additives
    • G03C7/3012Combinations of couplers having the coupling site in pyrazolone rings and photographic additives

Definitions

  • This invention relates to a silver halide color photographic light sensitive material and particularly to a silver halide color photographic light sensitive material in which a fog production can be reduced and the photographic characteristics can be prevented from any deterioration produced by a harmful substance such as formaldehyde which affects the photographic characteristics in storing the photographic light sensitive material and, further, any printing erraticism caused between printers can also reduced.
  • each of the yellow, magenta and cyan dyes formed of couplers is not always ideal in absorption characteristics.
  • a magenta dye image absorbs not only necessary green rays of light but also some blue rays of light, so that the resulting color reproduction produces a distortion.
  • a yellow or magenta colored coupler has been used before making a coupling reaction with the oxidized products of an aromatic primary amine color developing agent.
  • the former is so-called a colored magenta coupler and the latter is so-called colored cyan coupler.
  • U.S. Patent Nos. 2,428,054 and 2,449,966 describe 1-phenyl-3-acylamino-4-phenylazo-5-pyrazolone;
  • U.S. Patent No. 2,763,552 describes those having a 4-methoxyarylazo group;
  • U.S. Patent No. 2,983,608 describes 1-phenyl-3-anilino-4-phenylazo-5-pyrazolone;
  • U.S. Patent Nos. 3,519,429 and 3,615,506 describe those having a naphthylazo group;
  • U.S. Patent No. 1,044,778 describes those having a water-soluble group;
  • JP OPI Publication Nos. 49-123625/1974, 49-131448/1974 and 54-52532/1979 describe those having a hydroxyphenylazo group; JP OPI Publication No. 52-102723/1977 describes those having a substituted alkoxyphenylazo group; and JP OPI Publication No. 53-63016/1978 describes those having a thiophenylazo group; respectively.
  • the molar absorption coefficients of the above-given colored magenta couplers are so small that the couplers should be added in a large quantity, their principal absorption are hardly kept in a preferable region, their development activities are so low that a masking effect may not be displayed satisfactorily, a fog is liable to produce though the development activities are rather high and, further, their stabilities are low against light, heat or humidity or a magenta dye produced upon reaction with a color developing agent has a short wavelength, so that these couplers have not been satisfactory. It has therefore been the actual situations that the characteristics of the couplers have been kept barely effective by making combination use of some kinds of the couplers. Particularly, since high-speed fine-grained silver halide emulsions and high color-developable magenta couplers have been used in recent years, the characteristics required for the colored magenta couplers have been made a step forward to much higher quality.
  • the above-mentioned inter-printer erraticism was much improved by making use of the colored magenta couplers described in JP OPI Publication No.4-16939.
  • the present invention is to develope the utility of the colored magenta coupler.
  • a silver halide color photographic light sensitive material of the invention comprises a support and photographic component layers including a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, wherein the green-sensitive silver halide emulsion layer contains at least one of the colored magenta couplers represented by the following Formula CM-I and at least one of the photographic component layers contains at least one of the formalin scavengers represented by the Formulas II through VI.
  • R1 represents a substituent
  • R2 represents an acylamino group, a sulfonamido group, an imido group, a carbamoyl group, a sulfamoyl group, an alkoxy group, an alkoxycarbonyl group or an alkoxycarbonylamino group
  • R3 represents a halogen atom or an alkoxy group
  • m is an integer of 0 to 5
  • n is an integer of 0 to 4.
  • R4 represents a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an acylamino group or an amino group
  • R5 represents a hydrogen atom, an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an amino group or an amidino group, provided, R4 and R5 may be coupled together so as to form a ring
  • X represents >CH- or >N-.
  • R6, R7 and R8 represent each a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, an aryl group or an acyl group; and R9 and R10 represent each a hydrogen atom or an alkyl group.
  • R11 represents a hydrogen atom, an alkyl group or an aryl group, provided, R11 may form a naphthalene ring together with a phenyl ring; and n is an integer of 2 or more.
  • R12 represents a hydrogen atom or a substituent; and R13 represents a hydrogen atom or a substituent.
  • R14 and R155 represent each a hydrogen atom or a substituent
  • R16 represents a hydrogen atom or an alkyl group
  • Z represents a hydrogen atom, an alkyl group, an aryl group, -SO2R17 or R17 represents an alkyl group, an aryl group or a heterocyclic group
  • R18 is synonymous with R16; provided, R16 and Z may be coupled together so as to form a ring.
  • the photographic component layers stated in the invention include an inter layer, a UV absorbing layer, a yellow filter layer, a protective layer and other auxiliary layers each serving as the non-light sensitive layers, as well as a silver halide light sensitive emulsion layer.
  • the substituents represented by R1 include, for example, an alkyl group, an alkoxy group, an aryl group, an acylamino group, a sulfonamido group, a hydroxyl group, a halogen atom, an alkoxycarbonyl group, an acyl group, a carbamoyl group, a sulfamoyl group and a carboxyl group. These groups may also have a substituent.
  • R1 include, desirably, an alkyl group, an alkoxy group or an acylamino group and, preferably, an alkoxy group.
  • the acylamino groups represented by R2 include, for example, a 2,4-di-t-pentylphenoxy acetamido group and a 4-(2,4-di-t-pentylphenoxy)butanamido group.
  • the sulfonamido groups include, for example, a 4-dodecyloxyphenyl sulfonamido group.
  • the imido groups include, for example, an octadecenyl succinimido group.
  • the carbamoyl groups include, for example, a 4-(2,4-di-t-pentylphenoxy)butylaminocarbonyl group.
  • the sulfamoyl groups include, for example, a tetradecane sulfamoyl group.
  • the alkoxy groups include, for example, a methoxy group, an ethoxy group and an acetyloxy group.
  • the alkoxycarbonyl groups include, for example, a tetradecaneoxy carbonyl group.
  • the alkoxycarbonylamino groups include, for example, a dodecyloxy carbonyl group.
  • the preferable groups represented by R2 include, for example, an acylamino group substituted to the para-position of R3.
  • the halogen atoms represented by R3 include, for example, a chlorine atom, a bromine atom and a fluorine atom.
  • the alkoxy groups include, for example, a methoxy group and a dodecyloxy group.
  • the preferable atoms represented by R3 include, for example, a chlorine atom.
  • m is preferably 1 or 2 and n is preferably 1.
  • the colored magenta couplers of the invention represented by Formula CM-I can be synthesizes in the so-called diazo-coupling reaction which has commonly been carried out.
  • the couplers can be synthesized in the method detailed in, for example, Japanese Patent Examined Publication No. 56-6540/1981.
  • an aniline derivative is diazotized at 0 to -10°C in water, water-containing alcohol or water-containing acetone by making use of conc. hydrochloric acid in a mol 1 to 5 times as much and sodium nitrite in a mol 1 to 1.2 times as much.
  • the resulting solution is added at a temperature of -5 to -10°C into a separately prepared pyridine solution containing magenta couplers of the same mols as that of the aniline derivative and they are subject to a diazo-coupling reaction, so that the objective colored couplers can be prepared.
  • the colored magenta couplers of the invention represented by the foregoing Formula CM-I may be used independently or in combination. However, they are commonly used with one or more kinds of substantially colorless magenta couplers in combination by taking an auto-masking principle into consideration.
  • R4 represents a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an acylamino group or an amino group
  • R5 represents a hydrogen atom, an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an amino group or an amidino group, provided, R4 and R5 may be coupled together to form a ring and these groups may have a further substituent (such as a hydroxyl group, a carboxyl group, an amino group, a ureido group, a nitro group and a halogen atom); and X represents >CH- or >N-.
  • R6, R7 and R8 may be the same with or the different from each other and represent each a hydrogen atom, an alkyl group (such as each group of methyl, ethyl, propyl, i-propyl, butyl, hydroxymethyl, 2-hydroxyethyl, methoxymethyl, chloromethyl, carboxymethyl and cyanoethyl), an alkenyl group (such as each group of allyl, 2-butenyl and 2-chloroallyl), an aralkyl group (such as each group of benzyl, phenetyl and p-methoxybenzyl), an aryl group (such as each group of phenyl, p-tolyl, p-methoxyphenyl, o-chlorophenyl and m-hydroxyphenyl) or an acyl group (such as each group of acetyl, propionyl, trifluoroacetyl, chloroacetyl, acrylo
  • R9 and R10 represent each a hydrogen atom or an alkyl group (such as the similar groups given in the cases of R6 through R8).
  • the compounds represented by Formula III include, for example, a macromolecular compound coupled to a macromolecular chain (such as a polyethylene chain and a polypropylene chain) through a group represented by any one of R6 through R8.
  • the compounds further include, for example, those having a group represented by any one of R6 through R8 and a macromolecular chain coupled to each other by a coupling group such as -CO-, -COO- or -CONH-.
  • R11 represents a hydrogen atom, an alkyl group or an aryl group, provided, R11 may form a naphthalene ring together with a phenyl ring.
  • the alkyl and aryl groups include those having a substituent; and n is an integer of 2 to 4.
  • R12 represents a hydrogen atom or a substituent.
  • the substituents include, for example, an alkyl group, an aryl group, a cycloalkyl group, an acyl group, a carbamoyl group, a sulfamoyl group and an alkoxycarbonyl group, provided, these groups may have a further substituent (such as a carboxyl group, a sulfo group, a hydroxyl group and an amino group).
  • R13 represents a hydrogen atom or a substituent.
  • the substituents include, for example, an alkyl group, an aryl group, a cyano group, a carbamoyl group, a carboxyl group, an alkoxycarbonyl group, an acyl group, a haloalkyl group, a nitro group, a sulfamoyl group, an alkylsulfamoyl group and an alkylsulfonyl group.
  • R14 and R15 represent each a hydrogen atom or a substituent, R14 is preferably an aryl group, more preferably a sulpho-phenyl group and R15 is preferably an alkyl group; R16 represents a hydrogen atom or an alkyl group; and Z represents a hydrogen atom, an alkyl group, an aryl group, -SO2R17 or R17 represents an alkyl group, an aryl group or a heterocyclic group; R18 is synonymous with the above-given R16; provided, R16 and Z may be coupled together to form a ring.
  • the substituents represented by R14 include, for example, a straight-chained or branched alkyl group having 1 to 18 carbon atoms (such as each group of methyl, ethyl or dodecyl), a cycloalkyl group having 5 to 7 carbon atoms (such as each group of cyclopentyl or cyclohexyl), an aryl group (such as each group of phenyl or naphthyl), a heterocyclic group having 5 or 6 members (such as each group of pyridyl, pyrimidyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, furyl, thienyl, thiazolyl or piperidino) or wherein R19 represents an alkyl group, an aryl group or a heterocyclic group; R20 represents a hydrogen atom or an alkyl group; and R21 represents a hydrogen atom, an alkyl group, an aryl group or
  • substituents each may also have a further substituent including, for example, an alkyl group, an alkoxy group, an acylamino group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, a nitro group, a cyano group, a hydroxyl group, a carboxyl group, a sulfo group or a halogen atom.
  • substituents a sulfo group, a carboxyl group and hydroxyl group are preferable to be used.
  • the groups represented by R14 include, preferably, an alkyl group, an aryl group, an alkylsulfonyl group, an acyl group, a carbamoyl group and an alkoxycarbonyl group.
  • the examples of the substituents represented by R15 include a straight-chained or branched alkyl group having 1 to 18 carbon atoms (such as each group of methyl, ethyl or undecyl), a cycloalkyl group having 5 to 7 carbon atoms (such as each group of cyclopentyl or cyclohexyl), an aryl group (such as each group of phenyl or naphthyl), an alkoxy group (such as each group of methoxy or ethoxy), an aryloxy group (such as a phenoxy group), an alkoxycarbonyl group (such as each group of methoxycarbonyl or ethoxycarbonyl), an aryloxycarbonyl group (such as a phenoxycarbonyl group), a carbamoyl group (such as each group of dimethylcarbamoyl or diethylcarbamoyl), an acyl group (such as each group of acetyl or be
  • substituents may have a further substituent including, for example, those similar to the substituents given in the case of R14.
  • substituents for R15 include, desirably, a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carboxyl group, an acylamino group, a carbamoylamido group, a sulfonamido group, a sulfamoylamino group, and an alkoxycarbonylamino group and, preferably, an alkyl group, an acylamino group, a carbamoylamino group, a sulfonamido group and an alkoxycarbonylamino group.
  • the alkyl groups represented by R16 include, for example, a straight-chained or branched alkyl group which may also be substituted with a halogen atom, an alkoxy group, an aryloxy group, an acylamino group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, a nitro group, a cyano group, a hydroxyl group, a carboxyl group, a sulfo group, an amino group, an alkylamino group or a dialkylamino group.
  • Z represents an hydrogen atom, an alkyl group, an aryl group, -SO2R17 or wherein R17 represents an alkyl group, an aryl group or a heterocyclic group; R18 is synonymous with those represented by the foregoing R16.
  • the examples thereof include a methyl group, an ethyl group, a butyl group, a methoxymethyl group, a cyanoethyl group, a phenyl group, a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a benzenesulfonyl group, a dimethylsulfamoyl group and a diethylsulfamoyl group; and Z represents, preferably, an alkyl group or an alkylsulfonyl group.
  • Compound II-13 is a oligomer or a polymer each having ⁇ repetition units in which ⁇ is an integer of not less than 2.
  • Compound II-19 can be synthesized in the procedures described in, for example, 'Beilstein Handbuch der Organischen Chemie', 1st revised/enlarged edition, Vol.4, p.354 and Vol.3, p.63
  • Compounds III-1 and III-11 can be synthesized in the procedures described in, for example, British Patent No. 717,287; U.S. Patent Nos. 2,731,472 and 3,187,004; H. Pauly, 'Chemische der Berichte', 63B, p.2063, (1930); F.B. Slezak, 'Journal of Organic Chemistry', 27, p.2181, (1962); or J. Nematollahl, 'Journal of Organic Chemistry', 28, p./2378, (1963).
  • an alkyl, acyl, hydroxymethyl, alkoxymethyl or halomethyl derivative can be prepared by alkylating, hydroxymethylating, alkoxymethylating or halomethylating glycoluril in an ordinary method.
  • the above-mentioned 'photographic component layers' stated in the invention include an inter layer, a UV absorbing layer, a yellow filter layer, a protective layer and other auxiliary layers each serving as the non-light sensitive layers, as well as an optically or chemically sensitized silver halide light sensitive emulsion layer.
  • the formalin scavengers relating to the invention may be contained independently or in combination into the magenta coupler-containing layer and/or at least one of the photographic component layers provided onto the upper side of the magenta coupler-containing layer. It is also allowed to contain other well-known formalin scavengers in combination.
  • the preferable scavenger-containing layer is the layer closest to the outside air, that is, effectively, a protective layer.
  • the formalin scavengers relating to the invention can be added and contained in the above-mentioned layers by dissolving them in a suitable solvent such as water or methanol and then by adding them in a coating solution for forming the layers.
  • a suitable solvent such as water or methanol
  • the points of time when adding them may be freely selected. For example, when they are added into a silver halide emulsion, any points of time in the course of the preparation steps. However, it is preferable to add them immediately before the coating is carried out.
  • the formalin scavengers may be added in an amount within the range of, desirably, 0.01 to 5.0 g per sq.meter of a color photographic light sensitive material and the preferable results can be enjoyed when adding them in an amount within the range of 0.1 to 2.0 g.
  • the silver halides thereof include, for example, silver bromide, silver iodobromide, silver iodochloride, silver chlorobromide and silver chloride and any one of the silver halides applicable to any ordinary silver halide emulsions can be used therein.
  • the silver halide grains applicable to the silver halide emulsions may be those having a uniform distribution of the silver halide compositions in their grains or those having the different layer structures of the silver halide compositions between the inside of the grains and the surface layer thereof.
  • the silver halide grains may be those capable of producing a latent image principally on the surface thereof or those capable of producing a latent image inside the grains.
  • the silver halide emulsions having any grain-size distribution the emulsions having a wide grain-size distribution (hereinafter referred to as a polydisperse emulsion), the emulsions having a narrow grain-size distribution (hereinafter referred to as a monodisperse emulsion) independently or in combination, or the mixture of the polydisperse emulsions and the monodisperse emulsions.
  • the silver halide emulsions applicable thereto may be used with one or more separately prepared silver halide emulsions upon mixing together.
  • the silver halide grains applicable to the invention may be chemically sensitized in a sulfur sensitization method, a selenium sensitization method, a reduction sensitization method or a noble metal sensitization method.
  • the silver halide grains other than the silver halide grains spectrally sensitized by the combination of the sensitizing dyes of the invention can be spectrally sensitized with the dyes known as the sensitizing dyes in the Photographic industry.
  • the silver halide emulsions are allowed to contain an antifoggant and a stabilizer.
  • gelatin may advantageously be used.as the binders (or the protective colloids) applicable to the emulsions thereof and so forth. Besides the gelatin, it is also allowed to use a gelatin derivative, a graft polymer of gelatin and other macromolecules, protein, a sugar derivative, a cellulose derivative or a polymerized or copolymerized synthetic hydrophilic macromolecular substance.
  • the photographic component layers or the other hydrophilic colloidal layers thereof are hardened by cross-coupling the molecules of the binders (or the protective colloids) and making independent or combination use of a layer hardener for making layers stronger.
  • the silver halide emulsions are each allowed to contain a plasticizer and a dispersions of a water-soluble or hardly soluble synthetic polymers (that is so-called a latex).
  • a coupler may be used. It is also allowed to use a competing coupler capable of displaying a color correction effect and a compound capable of releasing a photographically useful fragment such as a development accelerator, a bleaching accelerator, a developing agent, a silver halide solvent, a color toner, a layer hardener, a foggant, an antifoggant, a chemical sensitizer, a spectral sensitizer and a desensitizer.
  • a development accelerator a bleaching accelerator, a developing agent, a silver halide solvent, a color toner, a layer hardener, a foggant, an antifoggant, a chemical sensitizer, a spectral sensitizer and a desensitizer.
  • the yellow dye forming couplers desirably applicable thereto include, for example, the well-known acrylacetanilide type couplers. Among them, a benzoylacetanilide or pivaloylacetanilide type compound may be advantageously used.
  • magenta dye forming couplers applicable thereto include, for example, a 5-pyrazolone type coupler, a pyrazoloazole type coupler, a pyrazolobenzimidazole type coupler, an open-chained acylacetonitrile type coupler and an indazole type coupler.
  • the cyan dye forming couplers commonly applicable thereto include, for example, a phenol or naphthol type coupler.
  • a coupler is dissolved in a high boiling solvent and, if required, together with a low boiling solvent in combination and is then so dispersed as to be fine grains, so that the resulting dispersion is added into a silver halide emulsion relating to the invention.
  • it is allowed, if required, to make combination use of a hydroquinone derivative, a UV absorbent and an antifading agent.
  • the silver halide photographic light sensitive materials of the invention can be provided with such an auxiliary layer as a filter layer, an antihalation layer and an anti-irradiation layer.
  • auxiliary layer as a filter layer, an antihalation layer and an anti-irradiation layer.
  • These layers and/or the emulsion layers are also allowed to contain a dye capable of either fluxing from the light sensitive material or being bleached therein in the course of developing the light sensitive material.
  • the silver halide photographic light sensitive materials of the invention are allowed to contain a matting agent, a lubricant, an image stabilizer, a UV absorbent, a fluorescent whitening agent, a surfactant, a development accelerator, a development retarder and a bleaching accelerator.
  • the photographic emulsion layers and other layers thereof can each be provided onto the supports including, for example, a baryta paper, a paper laminated with ⁇ -olefin polymer or the like, a paper support from which the ⁇ -olefin layer can readily be peeled off, a flexible reflective support such as those made of a synthetic paper, a reflective support coated with a white pigment or a film comprising a semisynthetic or synthetic macromolecular material such as cellulose acetate, cellulose nitrate, polystyrene, polyvinyl chloride, polyethylene terephthalate, polycarbonate or polyamide, and a solid member such as those made of glass, a metal or an earthware.
  • the above-mentioned layers may also be provided onto a thin reflective support having a thickness within the range of 120 to 160 ⁇ m.
  • a dye image is obtained by carrying out a commonly well-known color photographic treatment after the light sensitive material is exposed to light.
  • the invention is allowed to make a color development and then to treat with a processing solution having a bleaching function and another processing solution having a fixing function. It is otherwise allowed to treat with a processing solution having a bleaching function as well as a fixing function (that is so-called a bleach-fixing solution).
  • the bleaching agent applicable thereto include, for example, the metal complexes of an organic acid.
  • a washing treatment is usually carried out.
  • a stabilizing treatment may be carried out, or the both treatments may also be carried out in combination.
  • a multilayered color photographic light sensitive material sample 1 was prepared by forming each of the layer having the following compositions on a triacetyl cellulose film support.
  • Every amount of the compositions added to the multilayered color photographic light sensitive material will be indicated in terms of grams per sq,meter, unless otherwise expressly stated.
  • the amounts of silver halides and colloidal silver will be indicated by converting them into the silver contents thereof.
  • the amounts of the sensitizing dyes used therein will be indicated in terms of the mol numbers per mol of the silver contents.
  • An antihalation layer Black colloidal silver 0.15 UV absorbent (UV-1) 0.20 Colored cyan coupler (CC-1) 0.02 High boiling solvent (Oil-1) 0.20 High boiling solvent (Oil-2) 0.20 Gelatin 1.6 Layer 2; An interlayer (IL-1) Gelatin 1.3 Layer 4; A high-speed red-sensitive emulsion layer (RH) Silver iodobromide emulsion (Em-3) 0.9 Sensitizing dye (S-1) 1.7x10 ⁇ 4 Sensitizing dye (S-2) 1.6x10 ⁇ 4 Sensitizing dye (S-3) 0.1x10 ⁇ 4 Cyan coupler (C-2) 0.23 Colored cyan coupler (CC-1) 0.03 DIR compound (D-1) 0.02 High boiling solvent (Oil-1) 0.25 Gelatin 1.0 Layer 5; An interlayer (IL-2) Gelatin 0.8 Layer 6; A low-speed green-sensitive emulsion layer (GL) Silver iodobromide emulsion (Em
  • each of the layers further contained coating aid SU-2, dispersion aid SU-1, layer hardener H-1 and dyes AI-1 and AI-2 in each suitable amount.
  • the emulsions used in the sample were as follows. Every emulsion were the monodisperse emulsions of the internally high-iodine containing type. Average silver iodide content Av. particle size Particle shape Em-1 : 7.5 mol% 0.55 ⁇ m Octahedron Em-2 2.5 mol% 0.36 ⁇ m Octahedron Em-3 8.0 mol% 0.84 ⁇ m Octahedron Em-4 8.5 mol% 1.02 ⁇ m Octahedron Em-5 2.0 mol% 0.08 ⁇ m
  • Samples 2 through 18 were each prepared by changing the colored magenta couplers of layers 6 and 7 of Sample 1 and then by adding the formalin scavenger shown in Table 1 in an amount of 0.3 g per sq.meter into Layer 11.
  • a color-checker manufactured by Macbeth Co. was photographed by making use of each of Samples 1 through 18 prepared in the above-mentioned manner and a camera (Konica Camera Model FT-1 Motor manufactured by Konica Corp.) and then the samples were each developed in the following processing steps. Processing step (at 38°C) Processing time Color developing 3min.15sec. Bleaching 6min.30sec. Washing 3min.15sec. Fixing 6min.30sec. Washing 3min.15sec. Stabilizing 1min.30sec. Drying
  • compositions of the processing solutions used in the above-mentioned processing steps were as follows.
  • ⁇ Color developer> 4-amino-3-methyl-N-ethyl-N-( ⁇ -hydroxyethyl)analine sulfate 4.75 g Sodium sulfite anhydrous 4.25 g Hydroxylamine ⁇ sulfate 2.0 g Potassium carbonate anhydrous 37.5 g Sodium bromide 1.3 g Trisodium nitrilotriacetate, monohydrate 2.5 g Potassium hydroxide 1.0 g Add water to make 1 liter Adjust pH to be pH 10.05
  • Printed samples 1A through 18A were each prepared of the resulting samples by making use of printer A so as to make the grey portions of the color-checker to have a reflection ratio of 18%.
  • printer B having a green regional detector which was different from that of printer A
  • printed samples 1B through 18B were each prepared under the printing conditions applied to Printer A. And, the variations produced between the different printers were visually judged.
  • a series of samples 1 through 18 were each subjected to the following formalin treatment and another series of samples 1 through 18 were each stored under the frozen conditions. Both series of the resulting samples were each exposed to white light through a sensitometric step wedge and were then processed in the foregoing processing steps. The resulting processed samples were each measured through green light and the fogginess and sensitivity (of the same day characteristics) of the frozen samples and the residual ratios of the maximum magenta density of the samples formalin-treated according to the following formula were obtained. The results thereof will be shown in Table-1. The sensitivity was obtained from the reciprocals of an exposure quantity required for giving a density of a fog + 0.3 and the values of the sensitivities will be indicated by the values relative to the value of Sample 1 which is regarded as a value of 100.
  • a solution was prepared by adding 6 ml of an aqueous 35% formaldehyde solution into 300 ml of an aqueous 35% glycerol solution. The resulting solution was put in the bottom of a sealed vessel. The samples were each kept at 30°C for 3 days in the air being kept equilibrated with the above-mentioned resulting solution.
  • Magenta density residual ratio Max. magenta density of a formalin-treated sample Max. magenta density of a freeze-stored sample ⁇ 100
  • Sample 1 of the invention was low in fog production, however, extremely serious in inter-printer variation.
  • Sample 2 applied with CM-29 as a colored magenta coupler was high in fog production and serious in the maximum magenta density lowering in the formalin treatment, though the inter-printer variation was proved to be improved.
  • Samples 3 through 18 applied with the colored magenta coupler of the invention and the formalin scavenger of the invention were each low in fog production, slight in the maximum density lowering in the formalin treatment and proved to be further improved in inter-printer variation.
  • a silver halide color photographic light sensitive material can be so provided as to have the following advantages, namely, the fog production can be low; the photographic characteristics can be prevented from deterioration produced by any harmful substance such as formaldehyde which affects the photographic characteristics; and the inter-printer variation can be reduced.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
EP92307774A 1991-08-29 1992-08-26 Farbphotographisches lichtempfindliches Silberhalogenidmaterial Withdrawn EP0530011A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP244528/91 1991-08-29
JP24452891A JPH0561168A (ja) 1991-08-29 1991-08-29 ハロゲン化銀カラー写真感光材料

Publications (1)

Publication Number Publication Date
EP0530011A1 true EP0530011A1 (de) 1993-03-03

Family

ID=17120036

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92307774A Withdrawn EP0530011A1 (de) 1991-08-29 1992-08-26 Farbphotographisches lichtempfindliches Silberhalogenidmaterial

Country Status (2)

Country Link
EP (1) EP0530011A1 (de)
JP (1) JPH0561168A (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6011052A (en) * 1996-04-30 2000-01-04 Warner-Lambert Company Pyrazolone derivatives as MCP-1 antagonists
US6492529B1 (en) 2000-01-18 2002-12-10 Boehringer Ingelheim Pharmaceuticals, Inc. Bis pyrazole-1H-pyrazole intermediates and their synthesis
US6531478B2 (en) 2000-02-24 2003-03-11 Cheryl P. Kordik Amino pyrazole derivatives useful for the treatment of obesity and other disorders

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0737897A1 (de) * 1995-03-15 1996-10-16 OCG Microelectronic Materials Inc. Nasschemisch entwickelbares, ätzstabiler Photoresist für UV-Strahlung mit einer Wellenlänge unter 200 nm

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2459226A (en) * 1944-12-01 1949-01-18 Ilford Ltd Production of pyrazole-5-ones
FR2336711A1 (fr) * 1975-12-26 1977-07-22 Konishiroku Photo Ind Procede pour former une image en couleur magenta
US4894318A (en) * 1985-05-13 1990-01-16 Fuji Photo Film Co., Ltd. Silver halide color photographic material comprising a magenta coupler and a formaldehyde scavenger and method of processing therefor

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2459226A (en) * 1944-12-01 1949-01-18 Ilford Ltd Production of pyrazole-5-ones
FR2336711A1 (fr) * 1975-12-26 1977-07-22 Konishiroku Photo Ind Procede pour former une image en couleur magenta
US4894318A (en) * 1985-05-13 1990-01-16 Fuji Photo Film Co., Ltd. Silver halide color photographic material comprising a magenta coupler and a formaldehyde scavenger and method of processing therefor

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6011052A (en) * 1996-04-30 2000-01-04 Warner-Lambert Company Pyrazolone derivatives as MCP-1 antagonists
US6492529B1 (en) 2000-01-18 2002-12-10 Boehringer Ingelheim Pharmaceuticals, Inc. Bis pyrazole-1H-pyrazole intermediates and their synthesis
US6531478B2 (en) 2000-02-24 2003-03-11 Cheryl P. Kordik Amino pyrazole derivatives useful for the treatment of obesity and other disorders

Also Published As

Publication number Publication date
JPH0561168A (ja) 1993-03-12

Similar Documents

Publication Publication Date Title
EP0161577B1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
US4622287A (en) Silver halide color photographic light-sensitive material
EP0536889A1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
EP0157363B1 (de) Photographisches Silberhalogenidmaterial
EP0529737B1 (de) Photographisches Element mit 2-Äquivalenten-Magentafarbkuppler und Filterfarbstoff
CA1053058A (en) Silver halide photosensitive material
EP0530011A1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
EP0087984A2 (de) Farbphotographisches Silberhalogenidmaterial
US4741990A (en) Method for processing silver halide photographic light-sensitive materials
JPS6224250A (ja) ハロゲン化銀カラ−写真感光材料
EP0529784A1 (de) Farbphotographisches, lichtempfindliches Silberhalogenidmaterial
JPH0371701B2 (de)
EP0686872A1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
US5275926A (en) Silver halide color photographic light-sensitive material
JP2914797B2 (ja) ハロゲン化銀カラー写真感光材料
JPH05150429A (ja) ハロゲン化銀カラー写真感光材料
US5981157A (en) Silver halide light-sensitive color photographic material
USH1127H (en) Silver halide photographic material
EP0371767A2 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
JPH04238347A (ja) ハロゲン化銀カラー写真感光材料
EP0686871A1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
EP0539023A1 (de) Farbfotografisches Silberhalogenidmaterial
EP0629912A1 (de) Farbphotographisches lichtempfindliches Silberhalogenidmaterial
EP0530039A1 (de) Farbphotographisches, lichtempfindliches Silberhalogenidmaterial
US5376514A (en) Silver halide photosensitive materials

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE FR GB NL

17P Request for examination filed

Effective date: 19930806

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Withdrawal date: 19941227