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
• • 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
  • G03C1/08—Sensitivity-increasing substances
  • G03C1/10—Organic substances
  • G03C1/12—Methine and polymethine dyes

Definitions

• the invention relates to a color photographic recording material with a support and an expanded range of gradations in the range of maximum densities and thus a significantly improved tracing at high densities with excellent color separation.
• a certain improvement of this defect is achieved according to EP 304 297, US 4 806 460 and US 5 084 374 in that in the case of a color photographic material with a first and a second silver halide emulsion layer which are sensitized to a first and a second region of the visible spectrum and each contain color-forming couplers, the second emulsion layer is also sensitized to a limited extent for the first region of the visible spectrum. If, for example, the red-sensitive layer also contains a green sensitizer, 15 visible levels are now being developed in the purple area instead of the previous 11.
• Color photographic materials are usually sensitized to blue light ( ⁇ max of the sensitizer at 480 nm), green light ( ⁇ max of the sensitizer at approximately 550 nm) and red light ( ⁇ max of the sensitizer at approximately 700 nm). This applies in particular to color photographic paper. For reasons of print compatibility (color papers of different origins must reproduce correct colors with negatives from films of different origins), it is not possible to deviate from these absorption areas.
• the red-sensitive layer is thus made sensitive to a small extent also for the wavelength range around 550 nm (with additional green sensitivity) or also for the wavelength range of 480 nm (with additional blue sensitivity).
• this measure produces, for example in the purple area (EP 304 297, US 4 806 460) or yellow area (US 5 084 374), a secondary density of a different color, for example blue-green, but only in areas of high density. In areas of high red density, the eye perceives this false color density not as a color distortion, but as a deepening of the main color.
• the measure can only be used for red tones without a color falsification actually being visible. The number of additionally obtained gradation levels is not yet sufficient. Another disadvantage is that pure purples and yellows, depending on the type of additional sensitization, are falsified.
• the object of the present invention is to provide a color photographic material with a support which has an extended range of gradations for the color separations (gb, pp, bg) and the colors red, blue and green in the range of the maximum densities and thus has a significantly improved tracing at high densities , which is also characterized by great color purity, especially in purple or yellow.
• This object is achieved according to the invention in that, in the case of a color photographic material with at least one red-sensitive, cyan-coupling silver halide emulsion layer, at least one green-sensitive, purple-coupling silver halide emulsion layer and at least one blue-sensitive, yellow-coupling silver halide emulsion layer in a color coupler-free layer, there is a silver spectrometer sensitizer (gap-sensitizer) which is sensitized (gap-sensitive). whose sensitization maximum lies between the sensitization maxima of the red and green or the green and blue sensitive silver halide emulsion layer.
• a silver spectrometer sensitizer (gap-sensitizer) which is sensitized (gap-sensitive).
• the sensitization maximum of the sensitizer of the color coupler-free layer is at least 15 nm away from the sensitization maxima of the green- and blue-sensitive sensitizers and at least 30 nm from the sensitization maximum of the red sensitizer.
• the sensitization maximum is determined on the finished material.
• the material that the gap sensitizer is compared with an otherwise identical material that does not contain the gap sensitizer.
• the additionally occurring absorption maximum is the sensitization maximum of the gap sensitizer.
• the gap sensitizer can be used in any amount, preferably in an amount of 0.01 to 3 ⁇ mol / m2.
• the sensitivity of the emulsion with "gap sensitizer” is preferably 0.5 to 3.0 log I.t-units below the sensitivities of the emulsions or emulsion mixtures, between the sensitization maxima of which there is their sensitization maximum.
• a color-coupler-free intermediate layer between two coloring layers is provided with a silver halide emulsion sensitized in the manner according to the invention.
• the color coupler-free intermediate layer between the yellow-coupling and the purple-coupling layer contains a silver halide emulsion which has a sensitization maximum for the range from 495 to 530 nm or for the range from 580 to 650 nm.
• the color coupler-free intermediate layer between the magenta coupling and the cyan coupling layer can contain a silver halide emulsion which has a sensitization maximum for the range from 495 to 530 nm or for the range from 580 to 650 nm, combinations of these embodiments are also possible.
• a silver halide emulsion sensitized to the range 495 to 530 nm, in particular 495 to 510 nm, in the intermediate layer between the magenta-coupling and the cyan-coupling silver halide emulsion layer.
• the color coupler-free intermediate layer containing a silver halide emulsion sensitized with the gap sensitizer can contain compounds which split off photographically active groups, such as development inhibitors and development accelerators, in an imagewise coupling reaction, so-called DIR or DAR couplers, and DIR or DAR compounds in them typical and effective amounts. The latter are those that do not produce any dye during the coupling reaction.
• This layer may contain otherwise usual components of an intermediate layer e.g. Binders and so-called EOP scavengers are substances that react with the developer oxidation product to form stable, colorless substances, and scavengers that reduce EOP.
• Binders and so-called EOP scavengers are substances that react with the developer oxidation product to form stable, colorless substances, and scavengers that reduce EOP.
• the material according to the invention is particularly preferably a material which, in the order given, has at least one blue-sensitive silver halide emulsion layer containing at least one yellow coupler, one intermediate layer, at least one green-sensitive silver halide emulsion layer containing at least one magenta coupler, one intermediate layer, at least one red-sensitive one , contains at least one cyan coupler silver halide emulsion layer and at least one protective layer, characterized in that the intermediate layer between the magenta coupling and the cyan coupling silver halide emulsion layer contains a silver halide emulsion sensitized to the range from 495 to 530 nm.
• AgBr, AgBrCl, AgBrClI and AgCl are suitable as silver halides of the color coupler-containing and the color coupler-free silver halide emulsion layers.
• the silver halides of all light-sensitive layers preferably contain at least 80 mol% of chloride, in particular 95 to 100 mol% of chloride, 0 to 5 mol% of bromide and 0 to 1 mol% of iodide.
• the silver halide emulsions can be directly positive-working or preferably negative-working emulsions.
• the silver halide is preferably predominantly compact crystals, which are, for example, regularly cubic or octahedral or can have transitional forms.
• compact crystals which are, for example, regularly cubic or octahedral or can have transitional forms.
• the layers can also have tabular silver halide crystals in which the ratio of diameter to thickness is greater than 5: 1, for example 12: 1 to 30: 1.
• the silver halide grains can also have a multi-layered grain structure, in the simplest case with an inner and an outer grain area (core / shell), the halide composition and / or other modifications, such as e.g. Doping of the individual grain areas are different.
• the average grain size of the emulsions is preferably between 0.2 ⁇ m and 2.0 ⁇ m, the grain size distribution can be either homodisperse or heterodisperse.
• the emulsions can also contain organic silver salts, e.g. Silver benzotriazolate or silver behenate.
• Two or more kinds of silver halide emulsions, which are prepared separately, can be used as a mixture.
• the photographic emulsions can be prepared using various methods (e.g. P. Glafkides, Chimie et Physique Photographique, Paul Montel, Paris (1967), GF Duffin, Photographic Emulsion Chemistry, The Focal Press, London (1966), VL Zelikman et al., Making and Coating Photographic Emulsion, The Focal Press, London (1966) from soluble silver salts and soluble halides.
• various methods e.g. P. Glafkides, Chimie et Physique Photographique, Paul Montel, Paris (1967), GF Duffin, Photographic Emulsion Chemistry, The Focal Press, London (1966), VL Zelikman et al., Making and Coating Photographic Emulsion, The Focal Press, London (1966) from soluble silver salts and soluble halides.
• the silver halide is preferably precipitated in the presence of the binder, for example the gelatin, and can be carried out in the acidic, neutral or alkaline pH range, silver halide complexing agents preferably being additionally used.
• the latter include, for example, ammonia, thioether, imidazole, ammonium thiocyanate or excess halide.
• the water-soluble silver salts and the halides are optionally carried out in succession by the single-jet process or simultaneously by the double-jet process or by any combination of the two processes. Dosing with increasing inflow rates is preferred, the "critical" feed rate, at which no new germs are being formed, should not be exceeded.
• the pAg range can vary within wide limits during precipitation, the so-called pAg-controlled method is preferably used , at which a certain pAg value is kept constant or a defined pAg profile is traversed during the precipitation.
• so-called inverse precipitation in the case of excess silver ions is also possible.
• the silver halide crystals can also grow by physical ripening (Ostwald ripening) in the presence of excess halide and / or silver halide complexing agent. The growth of the emulsion grains can even take place predominantly by Ostwald ripening, preferably a fine-grained, so-called Lippmann emulsion, mixed with a less soluble emulsion and redissolved on the latter.
• the silver halide grains can be precipitated in the presence of "growth modifiers", which are substances which influence growth in such a way that special grain shapes and grain surfaces (for example 111 surfaces in AgCl) are formed.
• growth modifiers are substances which influence growth in such a way that special grain shapes and grain surfaces (for example 111 surfaces in AgCl) are formed.
• silver halide grains are preferably used, which are inside the grain or on the surface contain metal ions, especially transition metal ions or their complexes.
• Salts or complexes of elements of groups 2a, 3a, 4a, 5a and 1b, 2b, 3b, 4b, 5b, 6b, 7b and 8b of the periodic table of the elements are preferably used for doping the silver halides used. This enables a targeted adjustment of the sensitivity and contrast of the intermediate layer.
• the precipitation can also be carried out in the presence of sensitizing dyes.
• Complexing agents and / or dyes can be rendered ineffective at any time, e.g. by changing the pH or by an oxidative treatment.
• Gelatin is preferably used as the binder. However, this can be replaced in whole or in part by other synthetic, semi-synthetic or naturally occurring polymers.
• Synthetic gelatin substitutes are, for example, polyvinyl alcohol, poly-N-vinylpyrolidone, polyacrylamides, polyacrylic acid and their derivatives, in particular their copolymers.
• Naturally occurring gelatin substitutes are, for example, other proteins such as albumin or casein, cellulose, sugar, starch or alginates.
• Semi-synthetic gelatin substitutes are usually modified natural products. Examples of these are cellulose derivatives such as hydroxyalkyl cellulose, carboxymethyl cellulose and phthalyl cellulose and gelatin derivatives obtained by reaction with alkylating or acylating agents or by grafting on polymerizable monomers.
• the binders should have a sufficient amount of functional groups so that enough resistant layers can be produced by reaction with suitable hardening agents.
• functional groups are in particular amino groups, but also carboxyl groups, hydroxyl groups and active methylene groups.
• the gelatin which is preferably used can be obtained by acidic or alkaline digestion.
• the production of such gelatins is described, for example, in The Science and Technology of Gelatin, published by A.G. Ward and A. Courts, Academic Press 1977, page 295 ff.
• the gelatin used in each case should contain the lowest possible level of photographically active impurities (inert gelatin). High viscosity, low swelling gelatins are particularly advantageous.
• the gelatin can be partially or completely oxidized.
• the soluble salts are removed from the emulsion, e.g. by pasta and washing, by flakes and washing, by ultrafiltration or by ion exchangers.
• the photographic emulsions may contain compounds to prevent fogging or to stabilize the photographic function during production, storage or photographic processing.
• Azaindenes are particularly suitable, preferably tetra- and pentaazaindenes, in particular those which are substituted by hydroxyl or amino groups. Such connections are for example from Birr, Z. Wiss. Phot. 47 (1952), pp. 2-58. Furthermore, salts of metals such as mercury or cadmium, aromatic sulfonic or sulfinic acids such as benzenesulfinic acid, or nitrogen-containing heterocycles such as nitrobenzimidazole, nitroindazole, (subst.) Benzotriazoles or benzothiazolium salts can be used as antifoggants.
• Heterocycles containing mercapto groups for example mercaptobenzthiazoles, mercaptobenzimidazoles, mercaptotetrazoles, mercaptothiadiazoles, mercaptopyrimidines, are particularly suitable, these mercaptoazoles also being able to contain a water-solubilizing group, for example a carboxyl group or sulfo group, further suitable compounds are in Research Disclosure No. 176, Section 43, No. 43 VI, published.
• the stabilizers can be added to the silver halide emulsions before, during or after their ripening.
• the compounds can also be added to other photographic layers which are assigned to a silver halide layer.
• the silver halide emulsions are usually chemically ripened, for example by the action of gold compounds or compounds of divalent sulfur.
• the photographic emulsion layers or other hydrophilic colloid layers of the light-sensitive material produced according to the invention can contain surface-active agents for various purposes, such as coating aids to prevent electrical charging, to improve the sliding properties, to emulsify the dispersion, to prevent adhesion and to improve the photographic characteristics (e.g. Accelerated development, high contrast, sensitization, etc.).
• Aryl and alkyl radicals can be further substituted.
• Acyl is especially alkylcarbonyl or arylcarbonyl.
• substituents for the sulfoalkyl radicals include Hydroxy and halogen, especially chlorine.
• Sensitizers can be dispensed with if the intrinsic sensitivity of the silver halide is sufficient for a certain spectral range, for example the blue sensitivity of silver bromide iodides.
• Color couplers for producing the blue-green partial color image are generally phenol or ⁇ -naphthol type couplers.
• Color couplers for generating the purple partial color image are generally couplers of the 5-pyrazolone, indazolone or pyrazoloazole type.
• Color couplers for producing the yellow partial color image are generally couplers with an open-chain ketomethylene group, in particular couplers of the ⁇ -acylacetamide type; suitable examples are ⁇ -benzoylacetanilide couplers and ⁇ -pivaloylacetanilide couplers.
• the color couplers can be 4-equivalent couplers, but also 2-equivalent couplers.
• the latter are derived from the 4-equivalent couplers in that they contain a substituent in the coupling point, which is split off during the coupling.
• the couplers usually contain a ballast residue to prevent diffusion within the material, i.e. both within a layer or from layer to layer, to make impossible.
• a ballast residue instead of couplers with a ballast residue, high molecular weight couplers can also be used.
• High molecular weight color couplers are described, for example, in DE-C-1 297 417, DE-A-24 07 569, DE-A-31 48 125, DE-A-32 17 200, DE-A-33 20 079, DE-A-33 24 932, DE-A-33 31 743, DE-A-33 40 376, EP-A-27 284, US-A-4 080 211
• the high molecular weight color couplers are generally produced by polymerizing ethylenically unsaturated monomeric color couplers. However, they can also be obtained by polyaddition or polycondensation.
• the couplers or other compounds can be incorporated into silver halide emulsion layers in such a way that a solution, a dispersion or an emulsion is first prepared from the compound in question and then the casting solution for the compound in question Layer is added
• the selection of the suitable solvent or dispersing agent depends on the solubility of the compound.
• Hydrophobic compounds can also be introduced into the casting solution using high-boiling solvents, so-called oil formers. Corresponding methods are described, for example, in US Pat. No. 2,322,027, US Pat. No. 2,801,170, US Pat. No. 2,801,171 and EP-A 0 043 037.
• oligomers or polymers instead of the high-boiling solvents, oligomers or polymers, so-called polymeric oil formers, can be used.
• the compounds can also be introduced into the casting solution in the form of loaded latices.
• anionic water-soluble compounds eg dyes
• pickling polymers e.g. acrylic acid
• Suitable oil formers are e.g. Alkyl phthalates, phosphonic acid esters, phosphoric acid esters, citric acid esters, benzoic acid esters, amides, fatty acid esters, trimesic acid esters, alcohols, phenols, aniline derivatives and hydrocarbons.
• oil formers examples include dibutylphthalate, dicyclohexylphthalate, di-2-ethylhexylphthalate, decylphthalate, triphenylphosphate, tricresylphosphate, 2-ethylhexyldiphenylphosphate, tricyclohexylphosphate, tri-2-ethylhexylphosphate, tridecoxyphosphate, 2-ethylhexylphosphate, tridecoxyphosphate, 2-ethylhexylphosphate, , 2-ethylhexyl p-hydroxybenzoate, diethyldodecanamide, N-tetradecylpyrrolidone, isostearyl alcohol, 2,4-di-tert-amylphenol, trioctyl citrate, N, N-dibutyl-2-butoxy-5-tert-octylaniline, paraffin, dodecylbenzene and diisopropyl
• the photographic material can also contain UV light-absorbing compounds, whiteners, spacers, filter dyes, formalin scavengers, light stabilizers, antioxidants, D min dyes, additives to improve dye, coupler and white stabilization and to reduce the color fog, plasticizers (latices), Contain biocides and others.
• Ultraviolet absorbing couplers such as ⁇ -naphthol type cyan couplers
• ultraviolet absorbing polymers can also be used. These ultraviolet absorbents can be fixed in a special layer by pickling.
• Filter dyes suitable for visible light include oxonol dyes, hemioxonol dyes, styryl dyes, merocyanine dyes, cyanine dyes and azo dyes. Of these dyes, oxonol dyes, hemioxonol dyes and merocyanine dyes are used particularly advantageously.
• Suitable whiteners are e.g. in Research Disclosure 17,643 (Dec. 1978), Chapter V, in US-A 2,632,701, 3,269,840 and in GB-A 852,075 and 1,319,763.
• Certain layers of binder in particular the layer furthest from the support, but also occasionally intermediate layers, especially if they represent the most distant layer from the support during production, can contain photographically inert particles of inorganic or organic nature, for example as matting agents or as spacers (DE-A 33 31 542, DE-A 34 24 893, Research Disclosure 17 643, (Dec . 1978), Chapter XVI).
• the average particle diameter of the spacers is in particular in the range from 0.2 to 10 ⁇ m.
• the spacers are water-insoluble and can be alkali-insoluble or alkali-soluble, the alkali-soluble ones generally being removed from the photographic material in the alkaline development bath.
• suitable polymers are polymethyl methacrylate, copolymers of acrylic acid and methyl methacrylate and hydroxypropyl methyl cellulose hexahydrophthalate.
• Additives to improve dye, coupler and whiteness stability and to reduce the color fog can belong to the following chemical substance classes: hydroquinones, 6-hydroxychromanes, 5-hydroxycoumarans, spirochromans, spiroindanes, p- Alkoxyphenols, sterically hindered phenols, gallic acid derivatives, methylenedioxybenzenes, aminophenols, sterically hindered amines, derivatives with esterified or etherified phenolic hydroxyl groups, metal complexes.
• the layers of the photographic material can be hardened with the usual hardening agents.
• Suitable curing agents include formaldehyde, glutaraldehyde and similar aldehyde compounds, diacetyl, cyclopentadione and similar ketone compounds, bis (2-chloroethylurea), 2-hydroxy-4,6-dichloro-1,3,5-triazine and other compounds, the reactive halogen contain (US-A-3 288 775, US-A-2 732 303, GB-A 974 723 and GB-A 1 167 207) divinyl sulfone compounds, 5-acetyl-1,3-diacrylhexahydro-1,3,5-triazine and others Compounds containing a reactive olefin linkage (US-A 3,635,718, US-A 3,232,763 and GB-A 994 869); N-hydroxymethylphthalimide and other N-methylol compounds (US-A 2 732 316 and US
• the hardening can be effected in a known manner by adding the hardening agent to the casting solution for the layer to be hardened, or by overlaying the layer to be hardened with a layer which contains a diffusible hardening agent.
• Immediate hardeners are understood to mean compounds which crosslink suitable binders in such a way that the hardening is completed to such an extent immediately after casting, at the latest after 24 hours, preferably at the latest after 8 hours, that no further change in the sensitometry caused by the crosslinking reaction and the swelling of the layer structure occurs .
• Swelling is the difference between the wet film thickness and the dry film thickness understood in the aqueous processing of the film (Photogr. Sci., Eng. 8 (1964), 275; Photogr. Sci. Eng. (1972), 449).
• hardening agents that react very quickly with gelatin are e.g. to carbamoylpyridinium salts, which are able to react with free carboxyl groups of the gelatin, so that the latter react with free amino groups of the gelatin to form peptide bonds and crosslink the gelatin.
• the color photographic materials according to the invention are usually processed by developing, bleaching, fixing and washing or stabilizing without subsequent washing, whereby bleaching and fixing can be combined into one processing step.
• All developer compounds which have the ability to use color couplers in the form of their oxidation product can be used as the color developer compound to react to azomethine or indophenol dyes.
• Suitable color developer compounds are aromatic compounds of the p-phenylenediamine type containing at least one primary amino group, for example N, N-di-alkyl-p-phenylenediamines such as N, N-diethyl-p-phenylenediamine, 1- (N-ethyl-N-methanesulfonamidoethyl) -3-methyl-p-phenylenediamine, 1- (N-ethyl-N-hydroxyethyl) -3-methyl-p-phenylenediamine and 1- (N-ethyl-N-methoxyethyl) -3-methyl-p-phenylenediamine.
• Other useful color developers are described, for example, in J. Amer. Chem. Soc. 73 , 3106 (1951) and G. Haist, Modern Photographic Processing, 1979, John Wiley and Sons, New York, page 545 ff.
• the material is usually bleached and fixed after color development.
• bleaching agents for example, Fe (III) salts and Fe (III) complex salts such as ferricyanides, dichromates, water-soluble cobalt complexes can be used.
• Iron (III) complexes of aminopolycarboxylic acids in particular, for example, ethylenediaminetetraacetic acid, propylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, nitrilotriacetic acid, alaninediacetic acid, iminodiacetic acid, N-hydroxyethyl-ethylenediaminetriacetic acid and alkyliminodicarboxylic acids, are particularly preferred.
• Persulphates and peroxides for example hydrogen peroxide, are also suitable as bleaching agents.
• the bleach-fixing bath or fixing bath is usually followed by washing, which is designed as countercurrent washing and consists of several tanks with their own water supply.
• the washing can be completely replaced by a stabilizing bath, which is usually carried out in countercurrent.
• this stabilizing bath also acts as a final bath.
• the color photographic material according to the invention can also be subjected to a reverse development.
• the color development is preceded by an initial development with a developer who does not form any dye with the couplers, and a diffuse second exposure or chemical fogging.
• the material according to the invention is preferably a color negative material, in particular a color negative paper or a color display material.
• a color photographic recording material which is suitable for a rapid processing process was produced by applying the following layers in the order given to a paper coated on both sides with polyethylene.
• the quantities given relate to 1 m2.
• the corresponding amounts of AgNO3 are given.
• a color photographic recording material was produced which differs from Example 1 in that the red-sensitive emulsion in layer 6 was additionally green-sensitized with GS 1 (50 ⁇ mol / mol Ag),
• a color photographic recording material was produced which differs from that described in Example 1 in that layer 6 comprises a red-sensitized silver halide emulsion (99.5 mol% chloride, 0.5 mol% bromide, average grain diameter 0.50 ⁇ m) from 0 , 28 AgNO3, which was additionally sensitized with 50 ⁇ mol BS 1 / mol Ag.
• layer 6 comprises a red-sensitized silver halide emulsion (99.5 mol% chloride, 0.5 mol% bromide, average grain diameter 0.50 ⁇ m) from 0 , 28 AgNO3, which was additionally sensitized with 50 ⁇ mol BS 1 / mol Ag.
• the materials are subjected to the following exposures a), b), c) or d) and processed in the specified process.

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