Classifications

• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/388—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor
  • G03C7/3885—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor characterised by the use of a specific solvent
• • 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
  • G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
  • G03C1/815—Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching

Definitions

• the invention relates to a color photographic silver halide recording material, in particular one with a reflective base, which provides higher color densities.
• Color photographic materials are known from EP-A-0 243 199, in particular color negative paper, which in at least one light-sensitive layer contains a silver halide with at least 80 mol%. Contain chloride which have a layer with a UV light absorbing agent which is liquid at room temperature and which are hardened with a vinyl sulfone hardener.
• This color negative paper can be used in the so-called short-term process, in which the development time is 45 seconds, to produce color image images.
• the material is characterized by reduced pressure desensitization, but does not yet provide any really satisfactory maximum densities, although it is advantageous over materials which contain UV absorbers which are solid at room temperature.
• a color photographic silver halide material with improved image quality which, on the one hand, requires certain cyan couplers and, on the other hand, a layer with a UV absorber, at least 30% by weight of which consists of a UV absorber which is liquid at room temperature and also requires a solvent (oil former) with a dielectric constant (DK) of 6.0.
• the object of the invention was therefore to find agents which offer satisfactory protection against UV light using UV absorbers which are solid at room temperature and yet provide high color densities.
• the oil former can contain halogen atoms, ether groups and further ester groups as additional functional groups and preferably has no further functional groups.
• the saturated residues are in particular aliphatic and cycloaliphatic residues.
• the carbon number of the oil formers is preferably 18 to 28.
• the boiling points of the oil formers should in particular be> 150 ° C.
• oil formers examples are:
• oil formers according to the invention can also be used with the usual oil formers, e.g. Phthalic, phosphoric, citric and benzoic esters are mixed, the mixture being said to contain at least 30% by weight, preferably at least 50% by weight, of the oil formers according to the invention.
• oil formers e.g. Phthalic, phosphoric, citric and benzoic esters
• Preferred UV absorbers which are solid at room temperature correspond to the formula wherein R1 and R2 alkyl, aryl, alkoxy or aryloxy and R3 is hydrogen, halogen, alkyl, aryl, alkoxy, aryloxy, alkenyl, nitro or hydroxy mean.
• the alkyl and alkoxy groups have in particular 1 to 20 C atoms and can e.g. be substituted by chlorine, bromine, methoxy or phenyl.
• the alkenyl groups have in particular 2 to 10 carbon atoms, aryl and aryloxy groups have 6 to 10 ring carbon atoms and can also be substituted by C1-C4-alkyl, C1-C4-alkoxy, chlorine or bromine.
• Suitable UV absorbers are listed in the table below.
• UV absorbers can also be liquid, but preferably do not make up more than 25% by weight of the total amount of UV absorbers.
• the 2- (2-hydroxyphenyl) benzotriazole compounds are known and are described, for example, in US Pat. Nos. 3,754,919, 4,220,711 and 4,518,686.
• the UV absorbers are preferably used in an amount of 0.01 to 5 g / m2, in particular 0.05 to 2 g / m2, in particular over all light-sensitive layers in the non-light-sensitive layer furthest away from the support.
• the photographic material according to the invention contains in particular at least one blue-sensitive layer to which at least one yellow coupler is assigned, at least one green-sensitive layer to which at least one magenta coupler is assigned and at least one red-sensitive layer to which at least one cyan coupler is assigned.
• the at least one blue-sensitive layer is preferably arranged closest to the support and the at least one red-sensitive layer is most distant from the support.
• 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 can be predominantly compact crystals, e.g. are regular cubic or octahedral or can have transitional forms.
• platelet-shaped crystals can preferably also be present, the average ratio of diameter to thickness of which is preferably at least 5: 1, the diameter of a grain being defined as the diameter of a circle with a circle content corresponding to the projected area of the grain.
• the layers can also have tabular silver halide crystals in which the ratio of diameter to thickness is greater than 5: 1, e.g. 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 doping of the individual grain areas, being different.
• the average grain size of the emulsions is preferably between 0.2 ⁇ m and 2.0 ⁇ m, the grain size distribution can be both homo- and heterodisperse.
• the emulsions can also contain organic silver salts, for example 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 combined either in succession by the single-jet process or simultaneously by the double-jet process or by any combination of the two processes.
• the "critical" feed rate, at which no new germs are being produced, should not be exceeded.
• the pAg range can vary within wide limits during the precipitation, preferably the so-called pAg-controlled method is used, in which a certain pAg value is kept constant or a defined pAg profile is traversed during the precipitation.
• so-called inverse precipitation with an excess of silver ions is also possible.
• the silver halide crystals can also grow through 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.
• Salts or complexes of metals such as Cd, Zn, Pb, Tl, Bi, Ir, Rh, Fe can also be present during the precipitation and / or physical ripening of the silver halide grains.
• 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, for example 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.
• cellulose derivatives such as hydroxyalkyl cellulose, carboxymethyl cellulose and phthalyl cellulose and gelatin derivatives which have been 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 preparation of such gelatins is described, for example, in The Science and Technology of Gelatine, published by AG 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 penta-azaindenes, in particular those which are substituted by hydroxyl or amino groups.
• Such connections are e.g. B. von Birr, Z. Wiss. Phot. 47 (1952), pp. 2-58.
• 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 also be used as antifoggants.
• Heterocycles containing mercapto groups e.g. B.
• mercaptobenzthiazoles mercaptobenzimidazo le, mercaptotetrazoles, mercaptothiadiazoles, mercaptopyrimidines, these mercaptoazoles also containing a water-solubilizing group, for example a carboxyl group or sulfo group.
• a water-solubilizing group for example a carboxyl group or sulfo group.
• 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 halogen silver 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 (eg acceleration of development, high contrast, sensitization etc.).
• the photographic emulsions can be spectrally sensitized using methine dyes or other dyes.
• Particularly suitable dyes are cyanine dyes, merocyanine dyes and complex merocyanine dyes.
• Color couplers for producing the blue-green partial color image are usually couplers of the phenol or ⁇ -naphthol type; suitable examples of this are known in the literature.
• 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 of this are ⁇ -benzoylacetanilide couplers and ⁇ -pivaloylacetanilide couplers, which are also known from the literature.
• Color couplers for producing the purple partial color image are generally couplers of the 5-pyrazolone, indazolone or pyrazoloazole type; Suitable examples of this are described in large numbers in the literature.
• 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 site which is split off during the coupling.
• the 2-equivalent couplers include those that are colorless and those that have an intense inherent color have, which disappears during the color coupling or is replaced by the color of the image dye produced (mask coupler), and white couplers which, when reacted with color developer oxidation products, essentially give colorless products.
• the 2-equivalent couplers also include those couplers which contain a cleavable residue at the coupling point, which is released upon reaction with color developer oxidation products and thereby either directly or after one or more further groups have been cleaved from the primarily cleaved residue (eg DE-A-27 03-145, DE-A-28 55 697, DE-A-31 05 026, DE-A-33 19 428), a certain desired photographic activity unfolds, for example as a development inhibitor or accelerator.
• Examples of such 2-equivalent couplers are the known DIR couplers as well as DAR and FAR couplers.
• DIR, DAR or FAR couplers Since with DIR, DAR or FAR couplers the effectiveness of the residue released during coupling is mainly desired and the color-forming properties of these couplers are less important, such DIR, DAR or FAR couplers are also suitable, which give essentially colorless products on coupling (DE-A-1 547 640).
• the cleavable residue can also be a ballast residue, so that upon reaction with color developer oxidation products coupling products are obtained which are diffusible or at least have a weak or restricted mobility (US Pat. No. 4,420,556).
• 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 usually 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 by first preparing a solution, a dispersion or an emulsion from the compound in question and then adding it to the casting solution for the layer in question.
• 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-A-2 322 027, US-A-2 801 170, US-A-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 e.g. dyes
• pickling polymers e.g. acrylic acid
• Suitable oil formers for other couplers and other compounds are e.g. Alkyl phthalates, phosphoric acid esters, citric acid esters, benzoic acid esters, alkylamides, fatty acid esters and trimesic acid esters.
• Each of the light-sensitive layers can consist of a single layer or can also comprise two or more silver halide emulsion partial layers (DE-C-1 121 470).
• the red-sensitive silver halide emulsion layer can be arranged closer to the support than the green-sensitive silver halide emulsion layer and this in turn can be closer than the blue-sensitive layer, and a non-light-sensitive yellow filter layer can also be located between green-sensitive layers and blue-sensitive layers.
• the green or Red-sensitive layers can be chosen without the yellow filter layer, other layer arrangements in which e.g. the blue-sensitive, then the red-sensitive and finally the green-sensitive layers follow.
• the non-light-sensitive intermediate layers which are generally arranged between layers of different spectral sensitivity, can contain agents which prevent undesired diffusion of developer oxidation products from one light-sensitive layer into another light-sensitive layer with different spectral sensitization.
• sub-layers of the same spectral sensitization can differ with regard to their composition, in particular with regard to the type and amount of the silver halide grains.
• the sublayer with higher sensitivity will be located further from the support than the sublayer with lower sensitivity.
• Partial layers of the same spectral sensitization can be adjacent to one another or separated by other layers, for example by layers of different spectral sensitization.
• all highly sensitive and all low-sensitive layers can be combined to form a layer package (DE-A 1 958 709, DE-A 2 530 645, DE-A 2 622 922).
• the photographic material may further contain whites, spacers, formalin scavengers and others.
• Suitable white toners are e.g. in Research Disclosure December 1978, page 22 ff, Unit 17 643, Chapter V.
• binder layers in particular the most distant layer from the support, but also occasionally intermediate layers, especially if they are the most distant layer from the support during manufacture, may contain photographically inert particles of inorganic or organic nature, e.g. as a matting agent or as a spacer (DE-A 3 331 542, DE-A 3 424 893, Research Disclosure December 1978, page 22 ff, Unit 17 643, Chapter XVI).
• photographically inert particles of inorganic or organic nature e.g. as a matting agent or as a spacer (DE-A 3 331 542, DE-A 3 424 893, Research Disclosure December 1978, page 22 ff, Unit 17 643, 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.
• polyethylene-coated paper is possible as a reflective support.
• the layers of the photographic material can be hardened with the usual hardening agents.
• Suitable curing agents are, for example, formaldehyde, glutaraldehyde and similar aldehyde compounds, diacetyl, cyclopentadione and similar ketone compounds, bis (2-chloroethyl urea), 2-hydroxy-4,6-dichloro-1,3,5-triazine and other compounds, the reactive halogen included (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-diacryloylhexahydro-1,3,5 triazine and other compounds containing a reactive olefin bond (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 7
• 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 understood to mean the difference between the wet film thickness and the dry film thickness during the aqueous processing of the film (Photogr. Sci., Eng. 8 (1964), 275; Photogr. Sci. Eng. (1972), 449).
• hardening agents which react very quickly with gelatin are, for example, 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 with the formation of peptide bonds and crosslinking of the gelatin.
• Suitable examples of instant hardeners are, for example, compounds of the general formulas wherein R1 denotes alkyl, aryl or aralkyl, R2 has the same meaning as R1 or means alkylene, arylene, aralkylene or alkaralkylene, the second bond having a group of the formula is linked, or R1 and R2 together represent the atoms required to complete an optionally substituted heterocyclic ring, for example a piperidine, piperazine or morpholine ring, which ring can be substituted, for example, by C1-C3alkyl or halogen, R3 for hydrogen, optionally substituted alkyl, optionally substituted aryl, optionally substituted alkoxy, -NR4-COR5, - (CH2) m -NR8R9, - (CH2) n -CONR13R14 or or a bridge link or a direct bond to a polymer chain, wherein R4, R6, R7, R9, R14, R15
• the color photographic recording material according to the invention is developed with a color developer compound.
• All developer compounds which have the ability to react in the form of their oxidation product with color couplers to form azomethine dyes can be used as the color developer compound.
• Suitable color developer compounds are aromatic compounds of the p-phenylenediamine type containing at least one primary amino group, for example N, N-dialkyl-p-phenylenediamines, such as N, N-diethyl-p-phenylenediamine, 1- (N-ethyl-N-methylsulfonamidoethyl) -3 -methyl-p-phenylenediamine, 1- (N-ethyl-N-hydroxyethyl-3-methyl-p-phenylenediamine and 1- (N-ethyl-N-methoxyethyl) -3-methyl-p-phenylenediamine.
• N, N-dialkyl-p-phenylenediamines such as N, N-diethyl-p-phenylenediamine, 1- (N-ethyl-N-methylsulfonamidoethyl) -3 -methyl-p-phenylenediamine, 1- (N-eth
• the recording material according to the invention with high chloride contents is particularly suitable for processing in an abbreviated processing process, for example in a processing process whose development step at temperatures between 25 and 45 ° C less than 3 minutes, preferably less than 1 minute.
• Advantageous results are obtained especially when developing with benzyl alcohol-free developer baths.
• the color developer solution preferably contains ⁇ 0.01 mol / l bromide and ⁇ 5 ml / l benzyl alcohol.
• the material is usually bleached and fixed. Bleaching and fixing can be carried out separately or together.
• the usual compounds can be used as bleaching agents, e.g. Fe3+ salts and Fe3+ complex salts such as ferricyanides, dichromates, water-soluble cobalt complexes, etc.
• Particularly preferred are iron III complexes of aminopolycarboxylic acids, in particular e.g. Ethylenediaminetetraacetic acid, N-hydroxyethylethylenediamine triacetic acid, alkyliminodicarboxylic acids and corresponding phosphonic acids.
• Persulphates are also suitable as bleaching agents.
• 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 support made of paper coated on both sides with polyethylene.
• the quantities given relate to 1 m2.
• the corresponding amounts of AgNO3 are given.
• UV absorber UV 12 and 0.1 g UV 20 with 0.3 g OL 12 are used as oil formers in the 5th layer.
• 0.125 g UV 12 and 0.025 g UV 20 with 0.075 g OL 12 are used.
• 0.6 g of UV 12 with 0.25 g of OL 5 and 0.05 g of dibutyl phthalate DBP are used as the film-forming agent, and in layer 7 0.15 UV 12 with 0.072 g of OL 5 and 0.013 dibutyl phthalate (DBP).
• UV absorber UV 12 and 0.1 g UV 20 with 0.2 g OL 4 and 0.1 g DBP are in the 5th layer, and 0.17 g UV 12 and 0 in the 7th layer , 03 UV 20 with 0.067 g OL 4 and 0.033 g DBP used.
• a gelatin layer of appropriate thickness is used without UV absorbers and oil formers.
• the 7 superstructures are exposed with a 3 ⁇ 2 wedge behind a blue color separation filter and developed according to the following information.
• a neutral wedge is produced by exposure behind blue, red and green color separation filters.
• the resulting yellow color separation wedges (FAZ) and neutral wedges (NK) are measured with a densitometer behind a blue filter, thereby determining sensitivity, shoulder gradation and maximum color density in yellow.
• UV layers composed according to the invention in the color structures result in a substantially better color density and gradation in yellow and come close to a structure without UV emulsifier.
• a) Color developer - 45 s - 35 ° C Triethanolamine 9.0 g / l NN-diethylhydroxylamine 4.0 g / l Diethylene glycol 0.05 g / l 3-methyl-4-amino-N-ethyl-N-methanesulfonamidoethyl aniline sulfate 5.0 g / l Potassium sulfate 0.2 g / l Triethylene glycol 0.05 g / l Potassium carbonate 22.0 g / l Potassium hydroxide 0.4 g / l Ethylenediaminetetraacetic acid di-Na salt 2.2 g / l Potassium chloride 2.5 g / l 1,2-Dihydroxybenzene-3,4,6
• a color photographic recording material which is suitable for the previous standard development process (for example AP 92 from Agfa-Gevaert AG or EP 2 from Eastman Kodak Comp.) was produced by coating the following layers on a substrate made of paper coated on both sides with polyethylene in the order given:

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• 1988
  • 1988-10-18 DE DE19883835467 patent/DE3835467A1/de not_active Withdrawn
• 1989
  • 1989-10-05 EP EP19890118476 patent/EP0363820A3/de not_active Withdrawn
  • 1989-10-18 JP JP26926489A patent/JPH02163737A/ja active Pending

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