DE2258967A1 - PHOTOGRAPHIC RECORDING MATERIAL AND USE OF THE SAME TO CREATE COLOR PHOTOGRAPHIC IMAGES - Google Patents

Description

PATENT LAWYERS DR.-ING. WOLFF, H. BARTELS, DR. BRANDES, DR.-ING. HERO Dipl.-Phys. Wolff

8 MONKS 22 .. ^. Ojet.A ⁹ I ² .

THIERSCHSTRASSE 8 TELEPHONE -. (0811) 293297. 25/77/2

Reg. No. 123 739

EASTMAN KODAK COMPANY, 343 State Street, Rochester, New York State, United States of America

Photographic recording material and use the same for the production of color photographic images

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2259967

The invention relates to a photographic recording material with a layer support and at least one applied, negative or direct positive working, light-sensitive, image-recording silver halide emulsion layer and the use of the material for the production of color photographic Pictures.

Color diffusion transfer processes are known, for example from U.S. Patents 3,227,550 and 3,227,552 those recording materials with direct positive silver halide emulsion layers and non-diffusing color couplers which form with oxidized color developing agents diffusible dyes react by diffusion on an image receiving layer can be used.

A certain disadvantage of the known methods is that, when they are carried out, high-quality images cannot be obtained both at room temperature and at higher temperatures, for example temperatures of 32 to 38 ^° C. or above.

It is also known, for example from Belgian patent 757 960, in so-called integrated or integral film units for performing color diffusion transfer processes with optionally direct positive silver halide emulsion layers and non-diffusing color couplers, which with Oxidized color developer compounds react to form diffusible dyes, so-called developer trapping layers to use. These developer trapping layers may consist of a silver halide emulsion layer and a non-diffusing one Color coupler capable of reacting with oxidized color developing agent to produce an immobile reaction product, exist. The developer trapping layers are how

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from Belgian patent 757 960 is found adjacent to a light reflecting layer or image receiving layer in order to prevent discoloration of the image-receiving layer by excessive color developing agent.

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The object of the invention is a photographic recording material for the color diffusion transfer process with wider temperature development latitude. Should be very special a new recording material for the color diffusion transfer process with broadened temperature development latitude Use of compounds are indicated which are oxidized with Color developing agents to produce diffusible ones Dyes react.

The invention is based on the knowledge that the object set can be achieved by using recording materials for the dye diffusion transfer process by an additional Silver halide emulsion layer which has an "oppositely working layer" with respect to the image-recording layer or layers is modified.

The invention thus provides a photographic recording material with a layer support and at least one applied, negative or direct positive working light-sensitive Image-recording emulsion layer, which is characterized in that the recording material in addition to this silver halide emulsion layer has a silver halide emulsion layer operating in the opposite direction to this silver halide emulsion layer, which, upon development, has a diffusible development as a function of development, a development of the image-recording silver halide emulsion layer inhibiting development inhibitor is generated when both layers are developed at the same time, with the proviso that the oppositely working silver halide emulsion layer and the imaging layer, or in the case of more than one imaging layer Layers of at least one of the imaging layers have essentially the same sensitivity to actinic radiation have within a spectral range.

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sr ~

The photographic recording materials according to the invention can optionally be part of photographic film units for performing color diffusion transfer processes and having integrated image receiving layers.

There is or are the imaging silver halide emulsion layers of negative working layers, then the opposite working silver halide emulsion layer is a direct positive emulsion layer. In contrast, there is or are the imaging silver halide emulsion layers from direct positive layers, then the oppositely working silver halide emulsion layer is a negative working one Emulsion layer.

It is well known that the speed of developing photographic increases Recording materials with an increased development temperature. As a result, it is required to have an over or under development to avoid carrying out the development process at very specific temperatures. By contrast, the invention achieves that the development temperature range can be increased, so that the temperature at which the development is carried out is no longer as critical as in the previously known development processes is.

It has been found that the need to increase the development temperature latitude of a photographic recording material is particularly urgent in recording materials for the diffusion transfer process. In the case of diffusion transfer processes that are carried out in so-called self-development cameras, the development temperature naturally depends on the ambient temperature of the camera. This means that the exposed recording material can be developed at very different temperatures. ^{For example, temperatures of 38 °} C. or above can prevail in tropical regions or in desert areas. In the case of the absence of one

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Temperature compensation mechanisms in the camera system lead to such high temperatures increasing the speed at which the silver halide is developed. In the case of a standardized development time, there is thus an overdevelopment. This overdevelopment leads to images of inferior quality, namely through the occurrence of undesirably high densities in the images with high highlights or in the D _m ^ _n regions or through undesirably low dye densities in the shadow or D regions, depending on the chemical processes. which take place in the development of the material used in it.

By virtue of the fact that according to the invention as a function of the development process produces a diffusible development inhibitor and an inhibiting one Effect on the image-recording layer or layers takes place which is directly proportional to the thermal The degree of sensitivity of development in the oppositely working emulsion layer will overdevelop the image-recording layer Layer or layers at elevated temperatures avoided or at least the risk of overdevelopment on one Minimum depressed.

There are many ways of arranging oppositely working emulsion layers which have the properties of being diffusible To produce development inhibitors as a function of development.

For example, it is known that certain halide ions, for example bromide and iodide ions or combinations thereof, if they are set free during the development process, they constitute development inhibitors. Reference is made to this for example to U.S. Patent 3,404,002, from which it is known that iodide ions can be used to produce valuable interimage effects or so-called vertical Eberhard effects and Schwarzschild effects are suitable. In a corresponding manner, bromide ions works.

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In the case of development suppression by halide ions, should be the oppositely working silver halide emulsion layer Liberating halide ions, which produce a silver salt that is more insoluble than the halide, which is the largest Mole percentage of the emulsion in the imaging layer or layers. For example, there is an imaging layer or consist of imaging

end layer / of silver chlorobromide or silver chloride emulsions, so should the oppositely working silver halide emulsion layer of a silver bromide or a silver bromide emulsion layer exist. On the other hand, does the image-recording layer or consist of the image-recording layers Silver bromide emulsions, the oppositely working silver halide emulsion layer should consist of a silver bromide iodide emulsion layer exist. Does the imaging layer or layers consist of silver bromide iodide emulsion layers, then the oppositely working silver halide emulsion layer for example a silver bromide emulsion layer with a mole percentage of iodide which is greater than the iodide percentage of the emulsion of the imaging Layer or the imaging layers.

Contain the image-recording layers of the recording materials described Dye image forming substances, e.g. B. non-diffusing couplers, those with oxidized color developing agent are able to react to produce diffusible dyes, then the oppositely working emulsion layer contain a non-diffusing coupler which reacts with oxidized color developing agent to form a non-diffusing one Reaction product able to react.

Another possibility of arranging counter-working Emulsion layers which have the property of being diffusible Development inhibitors as a function of the development process in

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To set freedom consists in setting such inhibitors in freedom To use setting developer compounds, as they are known, for example, from US Pat. No. 3,379,529.

According to a further particularly advantageous embodiment of the invention, the oppositely working silver halide emulsion layers are released with development inhibitors Compounds or corresponding precursor compounds incorporated or accommodated in a layer adjacent to the opposite layer. Such development inhibitors in Compounds that set freedom and corresponding precursor compounds are, for example, those entering into a ring closure Compounds of the type known from U.S. Patent 3,443,940, except that the diffusible moiety that is set free is a development inhibitor rather than a dye. Mention should also be made, for example, of those from compounds known from U.S. Patents 3,674,478 and 3,364,022, as well as couplers which release bromide or iodide ions set, as is known, for example, from British patent specification 1 201 110. Reference is also made, for example to the compounds known from U.S. Patents 3,227,554 and 3,148,062, Canadian Patents 846 172 and British Patents 1,224,555. The reference is made to the further, for example, to the article in the journal "Photographic Science and Engineering", Volume 13, No. 4, from July-August 1969, on pages 214 to 220 entitled "Development-Inhibitor-Releasing (DIR) Couplers in Color Photography".

According to the invention, development inhibitors are preferably used which liberate compounds which consist of couplers and which are used as development inhibitors / either a mercaptan, e.g., a heterocyclic mercaptan such as phenyl mercaptotetrazole, ethyl mercaptotetrazole, 2-benzothiazolylthiol, and the like. or an azole, e.g. with a radical of the formula ^ NH, which forms a silver salt which is more insoluble than silver chloride, e.g.

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Benzotriazole, benzimidazole, 5-methylbenzotriazole or an indazole set free.

According to a particularly advantageous embodiment of the invention For example, the photographic recording material according to the invention can be part of a photographic film unit constructed in this way is that it can be developed by passing through the gap formed by two pressing members, and the consequent ones one of the known structures customary for self-development cameras with the exception of the modify- ' the silver halide emulsion layers.

Such a photographic film unit can thus consist of:

a) a photosensitive recording material or element with a layer support and at least one applied thereto, preferably three, light-sensitive image-recording media Silver halide emulsion layers, with the proviso that each silver halide emulsion layer has a dye image generating substance with a compound which, upon reaction with an oxidized color developing agent, forms a diffusing Can generate dye, is in contact and it is also true that the recording material is an oppositely working Has silver halide emulsion layer which, as a function of the development process, is a diffusing development inhibitor which inhibits further development in the image-recording layer or layers, if both Layers are developed simultaneously, with the opposing emulsion layer and at least one of the image-recording layers Emulsion layers have practically the same sensitivity to actinic radiation within a specific spectral range;

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b) an image receiving layer and

c) at least one splittable container with an alkaline Developing liquid which is arranged in such a way that, during the development process, it splits up its contents into the film unit pours.

The film unit also contains a developer compound, which advantageously in the alkaline working fluid may be included.

The image-receiving layer can be on a special support be arranged or also be an integral or integrated part of the photosensitive element or recording material.

The recording materials according to the invention can thus be used, for example, in the context of diffusion transfer processes such as are known from US Pat. No. 3,362,819 are in which the image receiving layer is arranged on a special support so that the image receiving layer and Supports can be applied to the photosensitive element after it has been exposed. In the case of such diffusion transfer processes, a splittable container usually becomes such during the development process of the film unit arranged that its contents by exerting a compressive force, which destroys the container, between the image receiving layer of the Image-receiving element and the layer furthest from the support of the photosensitive element or recording material pours.

During the development phase of a color diffusion transfer process, the generated image dyes, e.g. dyes produced in the blue-, green- and red-sensitive silver halide emulsion layers from the light-sensitive recording material or element by the viscous development

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liquid in the image receiving layer in which the transferred Dyes are fixed or stained to produce a transfer image.

According to another particularly advantageous embodiment of the invention The image-receiving layer can be an integral part of the recording material or the photosensitive element and be arranged between the support and the lowermost light-sensitive silver halide emulsion layer. The'-like negative photographic recording materials with an integrated image-receiving layer which are modified according to the invention are known from US Pat. No. 757,960, for example. Such recording materials have a transparent substrate on which are applied: an image-receiving layer, a practically opaque, light-reflecting layer Layer, for example a layer containing titanium dioxide and a wide variety of layers that form the color-forming units represent. According to the invention, these different layers are used by the additional oppositely working silver halide emulsion layer or temperature sensitive layer modified.

The use of such recording materials takes place in such a way that after the exposure rupturable containers with a alkaline working fluid and opaque development or worksheets are applied «by means of pressure-exerting members ■ The split containers are split open by self-development cameras, so that the developing liquid is over the photosensitive Recording material can spill when the film unit is withdrawn from the camera. The developing liquid then develops the exposed silver halide of the silver halide layers, taking image dyes as a function of the development process which diffuse into the image receiving layer to form a positive image, the

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is legible on the right when it is through the transparent substrate is viewed through with the opaque reflective layer forming the background. For further details regarding the structure and construction of such integral film units reference is made to Belgian patent 757,960.

According to a further advantageous embodiment of the invention, the recording material can be a recording material having an integrated image receiving layer of the type known from Belgian patent 757 959. Such recording materials have a transparent substrate on which an image-receiving layer is applied and a practically opaque, light-reflecting layer, e.g. a _{layer containing TiO 9} and a wide variety of color-forming units, which are supplemented by the oppositely working silver halide emulsion layer or temperature-sensitive layer used according to the invention . In this case, a rupturable container with the alkaline working liquid and an opacifying agent or an opacifying agent is placed between the top layer and a transparent cover sheet. Such film units are exposed in self-developing cameras through the upper transparent cover sheet and then pulled out of the camera through the gap formed by two pressure-exerting members. The container is split open so that it can pour its contents and the opacifying agent over the negative part of the film unit, so that this light becomes insensitive. The developing liquid develops the exposed silver halide emulsion layers, producing image dyes which diffuse into the image receiving layer and there produce a positive image which can be read on the right side and which can be viewed through the transparent support on the opaque light-reflecting background layer. For further details of this structure of a recording material for the diffusion transfer process, reference is made to Belgian patent 757 959.

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Other recording materials that can be modified according to the invention, for example, from the US Patents 3,415,644, 3,415,645 _r 3,415,646, 3,647,437 and 3,635,707 known recording materials and film units.

In general, the invention allows the development latitude of the most varied types of photographic recording materials to be increased expand.

For example, the recording materials according to the invention can also be color negative materials of the type known from Example 6 of U.S. Patent 3,547,640 or color copying materials of the type known from US Pat. No. 2,956,879, as well as the known ectachrome color recording materials for the Reversal development as known, for example, from US Pat. No. 3,168,400 or so-called Kodakehrom color recording materials which can be developed by, for example, reverse development processes such as those described in U.S. Patent 2,950,970 to be discribed. However, as already mentioned, the invention is of particular importance in the field of color diffusion transfer processes. This means that, for example, the recording materials can be modified by the invention in U.S. Patents 3,227,550 and 3,227,552; Production of direct positive image-recording emulsions are used, as well as for the production of recording materials of the of the type known from U.S. Patent 2,983,606 and for manufacture of recording materials, as described, for example, in US patent application 2,06836, for their production negative working imaging emulsions are used will.

According to a particularly advantageous embodiment of the invention, the individual image-recording layers consist of direct-positive silver halide emulsion layers, which act as image dyes generating substances non-diffusing color couplers contain-

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which diffusible dyes when reacting with oxidized » primary aromatic amine color developing agents in alkaline developing liquids. Instead of In the emulsion layers themselves, the non-diffusing color couplers can also be accommodated in layers, which are adjacent to the silver halide emulsion layers. Particularly advantageous non-diffusing color couplers for manufacture Such particularly advantageous recording materials and film units are those of the following structure:

Dye residue link (coupler residue ballast group)

or

Ballast group-connecting link- {coupler residue-solubilizing residue)

where mean:

the dye residue is a residue of a dye precursor compound, e.g. a leuco dye, a "shifted" Dye, that of a hypsochromic or bathochromic shift subject to when it is exposed to the influence of another environment, for example a change in pH or when it is with a compound is reacted to form a complex, and the like, or a dye residue including a metallized one Dye residues with selective absorption in the visible region of the spectrum, with the proviso that the remainder is the dye forerunner erverbindung or the dye residue contains an acidic solubilizing residue;

2) the link is an azo, mercury, oxy, alkylidene, thio, Dithio or azoxy radical;

3) the coupler radical is a customary coupler radical, for example an S- pyrazolone, a pyrazolotriazole, a phenolic or an open-chain ketomethylene coupler radical, the coupler radical being substituted in the coupling position by the link;

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4) the ballast group is a photographically inert organic group of a molecular size and configuration such that the color coupler is non-diffusing in the alkaline developing liquid during the development process;

5) the solubilizing radical is a hydrogen atom or an acidic one solubilizing group when the color developing agent has an acidic solubilizing group or an acidic solubilizing group rendering group when the color developing agent does not have an acidic solubilizing group and

6) η = 1 or 2 if the link consists of an alkylidene radical and = 1 if the link is an azo, mercury, oxy, Is thio, dithio or azoxy.

The acidic solubilizing residues attached to the diffusible ones Dye-forming couplers may be bound, may consist of solubilizing moieties which, when attached to the couplers or Entttficklerreste of the dyes are bound to the dyes make diffusible in alkaline developing liquids. Typical such radicals are carboxy acid, sulfonic acid, ionizable sulfonamide and hydroxy-substituted radicals, \ velche give negative charges to the dyes.

The nature of the ballast groups in the diffusing dye forming coupler compounds is not critical so long as they are only ensure that the couplers are non-diffusible. Typical Ballast groups are long-chain alkyl radicals that can be bound directly or indirectly to the coupler molecules, as well as aromatic ones Remnants of the benzene and naphthalene series, which are bound directly or indirectly to the coupler molecules through cleavable bonds could be. Advantageous ballast groups have at least 8 carbon atoms. Typical dye residues exist, for example from azo, azomethine, indoaniline, indophenol and anthradiinone dye residues as well as other known dye residues, the "in the visible here I selectively absorb the spectrum.

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Dye residues contain acidic solubilizing residues.

The coupling positions of the color couplers are known. For example, the known 5-pyrazolone color couplers couple on the carbon atom in the 4-position, the phenolic color couplers, including the α-naphthols on the carbon atom in the 4-position and the open-chain ketomethylene couplers on the carbon atoms, which forms the methylene radical, i.e. on the carbon atom provided with a + of the following structural formula:

0 0

Il Il

-C-CH ₇ -C-
+ ^c

Pyrazolotriazole couplers and their coupling positions are for example from the USA patent specification 3,061,432, the Belgian patent specification 724 427 and the DOS 1,810,464 known.

The term "non-diffusing" is used herein in that on the color photographic In the usual sense of the area, i.e. non-diffusing color couplers are to be understood as meaning those which are used in in practice not by organic colloid layers, for example gelatin layers, such as those used for the production of photographic recording materials used to hike. The term "non-diffusing" is synonymous with "immobile".

"Diffusible" dyes are such dyes to understand that are capable of effectively diffusing through colloid layers of photosensitive recording materials, namely in Presence of "non-diffusing" substances from which they are derived. The term "diffusible" is therefore synonymous with the expression "mobile".

Are color couplers of the structure:

Dye residue link (coupler residue ballast group)

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- Limited oxidized color developing agent implemented, so that Link split off and a diffusible preformed dye or a diffusible preformed dye precursor compound set free which or which are able to diffuse image-by-image into an image-receiving layer. An acid soluble making residue on the preformed dye residue leads to the diffusibility of the dye molecule. The coupling part of the Coupler couples with the oxidation product of the color developing agent to form a dye due to the ballast group is non-diffusing in the non-coupling position. in the In the case of this type of color coupler, the hue of the diffusible dye is determined by the hue of the dye residue or the The remainder of the dye precursor is determined, the hue the reaction product from the oxidation product of the color developing agent and the coupler moiety is insignificant to the hue of the diffusing image dye.

Do the color couplers show the structure:

Ballast group-connecting link- (coupler residue-solubilizing ReSt) _n

and become these couplers with oxidized color developing agent implemented, the link is split off. ^ Simultaneously becomes a diffusible dye with the oxidation product of Color developer compound and the coupler part of the color coupler generated, which diffuse imagewise into the image-receiving layer able. The diffusibility of the dye is based on this on an acidic solubilizing residue in a non-coupling position the coupler moiety of the color coupler or the presence of a solubilizing acidic moiety in the color developing agent. The ballast group of the coupler remains immobile. In the case of using such color couplers, the hue of the diffusible dye of the hue of the reaction product from the oxidation product of the color developing agent and the coupler residue certainly.

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Examples of such diffusing couplers can be found, for example in U.S. Patents 3,227,550 and 3,227,552.

As already stated, for the production of the recording materials according to the invention, both customary negative-working silver halide emulsions and customary direct-positive silver halide emulsions be used. Direct positive silver halide emulsions, for example internal image or internal grain emulsions as well as solarizing emulsions, are known to be developable in the unexposed areas, so that when they are used positive images can be obtained in the image receiving layer. Internal image or internal grain silver halide emulsions used for The production of the recording materials that can be used are direct positive emulsions, the latent images for the most part Image part of the interior of the silver halide grains, in contrast to those silver halide grains which have latent images map predominantly on their surface. For the production of the recording materials according to the invention suitable interior images or internal grain emulsions are, for example, from the USA patent 2,592,250 known.

For the production of recording materials according to the invention Useful solarizing direct positive silver halide emulsions are known silver halide emulsions which include either chemically or by irradiation to a point approximately equal to the maximum density of the inverse curve (See Mees "The Theory of the Photographic Process", McMillan Co., New York, New York, 1942, pp. 261-297) have been veiled.

Typical known processes for the preparation of solarizing emulsions are, for example, from the British patent 443 245 known. Thereafter, emulsions are exposed to X-rays, "until emulsion layers, which, if they are exposed without prior exposure, "are blackened to the apex of the graduation curve.

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Position solarizing emulsions are known, for example, from British Patent 462,730. In these procedures either or chemicals such as silver nitrate, organic sulfur compounds and dyes are used to convert common silver halide emulsions into solarizing direct positive emulsions. Reference is also made for example, U.S. Patent 2,005,837 from which it

en

known is silver nitrate and other compounds / together with action to use heat to achieve the solarization effect. It is further described in U.S. Patent No. 2,541,472 for example, known to obtain solarizing emulsions by adding benzothiazoles and other compounds to emulsions, which either chemically or by the action of white have been veiled in this light.

Particularly advantageous fogged direct-positive emulsions for the production of photographic recording materials according to of the invention are those from US Patents 3,367,778, 3,501,305, 3,501,306, and 3,501,307 known emulsions.

Internal image or internal grain silver halide emulsions which are fogging agents or contain nucleating agents or have been developed in the presence of fogging agents or nucleating agents have been found to be particularly advantageous because the use of such obscurants is a very convenient method to introduce electrons into the superhalide grains.

Particularly suitable obscurants for producing such Emulsions are, for example, the hydrazines known from US Pat. Nos. 2,588,982 and 2,563,785, those from US Pat 3,227,552 known hydrazides and hydrazoles, and also quaternary hydrazone salts, as described, for example in Belgian patent 749 743 and DOS 2 020

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or mixtures thereof. The amount of the fogging agent used can vary greatly depending on the desired results. It has generally proven to be useful that Fogging agents in concentrations from about 1 to about

Apply 20 mg on 0.09 29 m substrate surface or in concentrations from about 0.1 to about 2 grams per liter of developer when the fogging agent is employed in developer will.

The oppositely working silver halide emulsion layer can be in a wide variety of locations on the recording material are arranged, namely / between two image-recording SiI-berhalide emulsion layers or on either side of a silver halide ion layer.

Optionally, two or more oppositely working Layers can be arranged in a recording material. as As a rule, it has proven to be particularly advantageous to use the counter-working one that is sensitive to the development temperature Silver halide emulsion layer between the red-sensitive silver halide emulsion layer and the blue-sensitive To arrange silver halide emulsion layer.

The oppositely working silver halide emulsion layer and at least one of the imaging layers are said to be practical have the same sensitivity to actinic radiation within a spectral range. Because the opposite working emulsion layer is spectrally sensitized to a certain region of the spectrum is a selective control of undesired production of substances in one or several imaging layers possible. Is the opposite working silver halide emulsion layer panchromatically sensitized, it controls or controls an undesired generation of color in all image-recording tracks

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th. The imaging layer or layers and the opposite working emulsion layers also have approximately the same sensitivity to radiation, i. they have at least approximately the photographic sensitivity, so that the inhibiting effect on the image-recording The layer or layers are practically proportional to the exposure so that there is no under or over inhibition.

The negative working silver halide emulsions used to make Photographic recording materials used in the invention can be known from conventional ones Silver halide emulsions exist if they are negative-working emulsions. Such emulsions are known.

For the color diffusion transfer process, in particular those recording materials according to the invention which have non-diffusing color couplers have proven to be advantageous and the imaging layers of which are direct positive emulsion layers sensitive to blue, green and red light are and, when used, diffusible yellow, purple-red and cyan dyes are formed in an imagewise distribution. After exposure of such recording materials as described in can advantageously be part of a so-called film unit, the alkaline developing liquid permeates the various Layers initiating development in the unexposed areas of each of the direct positive silver halide emulsion layers as well as in the exposed areas of the negative working silver halide emulsion layer.

When developing with a primary aromatic amine existing color developing agent which may be present in this when a film unit is used, preferably in the alkaline developing fluid, the silver halide emulsion layers become developed, whereby the color developing agent is oxidized imagewise. In the direct positive silver halide module

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sion layers then reacts the oxidized developer compound with the non-diffusing color couplers producing imagewise distributions of diffusible blue-green, purple-red and yellow dyes as a function of the imagewise exposure of each of the silver halide emulsion layers. At least a part the diffusible cyan, magenta and yellow dyes in an imagewise distribution are then diffused transferred into the image receiving layer to form a positive dye image.

Reacts in the negative working silver halide emulsion layer the oxidized developer compound with the non-diffusing, a development inhibitor releasing compound with releasing a diffusible development inhibitor. This development inhibitor then diffuses imagewise into the image-recording layer or layers inhibiting the development process in proportion to the exposure and Development of the negative working silver halide emulsion layer. The concentration of the compound releasing a development inhibitor can be very different, depending on the desired effects.

In a recording material according to the invention, which for the To produce multicolored photographic images, the individual silver halide emulsion layers can have different That is, for example, the blue-sensitive silver halide emulsion layer may be the first layer with respect to the exposure side, followed by the green-sensitive and red-sensitive silver halide emulsion layers. Optionally, a yellow dye layer or a Carey Lea silver layer can be interposed between the blue-sensitive and green-sensitive silver halide emulsion layers absorb or filter blue radiation that can pass through the blue-sensitive layer. If necessary, the selectively sensitized silver halide emulsion layers, however, can also be arranged in a different arrangement, i.e. for example

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wise, the blue-sensitive layer can be relative to the first layer the exposure side, whereupon the red-sensitive Layer and the green-sensitive layer follow.

The customary known silver halides can be used to produce the silver halide emulsion layers, for example silver chloride, silver bromide, silver chloride bromide, silver bromide iodide, Silver chlorobromide iodide or mixtures thereof. The emulsions can be coarse-grained or fine-grained Act emulsions which can be prepared by customary known processes. For example, the emulsions can consist of single enema emulsions, e.g. Such as that of Trivelli and Smith in The Photographic Journal, volume LXXIX, May 1939 (pages 330 to 338), also from double enema emulsions, e.g. Lippmann emulsions, ammoniacal Emulsions, emulsions ripened in the presence of thiocyanates or thioethers, such as those from the USA patents 2,222,264 and 3,320,069, and the like.

In the case of multilayer recording materials according to the invention, which contain non-diffusing color couplers can advantageously be used between the various light-sensitive color-forming units interlayers are arranged which are capable of capturing or binding oxidized color developing agent, so that undesired dye formation in other color-forming units does not occur. Such intermediate layers can be composed of hydrophilic polymers, for example gelatin and an immobilizing color coupler that is capable of oxidized primary aromatic amine color developing agent to react to form an immobile reaction product.

Those used to develop the recording materials Color developing agents are preferably used in alkaline developing solutions, which in the case of photo-

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graphic film units can be contained in splittable containers. However, the color developing agents can be im Case of film units according to the invention also in the negative part a film unit in the form of a separate layer, for example in the form of a so-called Schiff's base derivative one consisting of a primary aromatic amine Color developing agent obtained, for example, by reacting o-sulfobenzaldehyde and N, N-diethyl-3-methyl-4-aminoaniline can be. Such developing agents contained in the film units can be removed by the action of alkaline developing liquids to be activated. Although such developer compounds in various places in each of the layers of the photosensitive recording material or element can be accommodated from where they can be easily acted upon alkaline developing liquid can be activated, it has generally proven useful either in the light-sensitive silver halide emulsion layers or to accommodate adjacent layers.

Color developing agents consisting of primary aromatic amines, which can be used for developing the recording materials according to the invention preferably consist of p-phenylenediamine developer compounds. Such compounds are known. Examples of such connections are:

4-amino-N, N-diethy1-3-methy1aniline; Ν, Ν-diethyl-p-phenylenediamine; N-ethyl-ß-methanesulfonamidoethyl-3-methyl-4-aminoaniline; 4-amino-N-ethyl-3-methyl-N- (ß-sulfoethyl) aniline; 4-amino-N-ethyl-3-methoxy-N- (β-sulfoethy1) aniline; 4-amino-N-ethyl-N- (ß-hydroxyethyl) aniline; 4-amino-N, N-diethyl-3-hydroxymethylaniline; 4-amino-N-methyl-N- (β-carboxyethyl) aniline; 4-amino-N, N-bis (β-hydroxyethyl) aniline; 4-amino-N, N-bis (β-hydroxyethyl) -3-methylaniline; 3-acetamido-4-amino-N, N-bis (ß-hydroxyethyl) aniline; 4-Amino-N-ethyl-N- (2,3-dihydroxypropyl) -3-methylaniline and 4-amino-N, N-diethyl-3- (3-hydroxypropoxy) aniline.

30982 ^ / 0849

-ar-

In the case of the photographic film units, the splittable Containers have a customary known structure, and 'for example those from US Patents 2,543,181, 2,643,886,

2,653,732, 2,723,051, 3,056,492, 3,056,491 and 3,152,515 known correspond to splittable containers. In general, such containers are made of a sheet-shaped air and liquid impermeable Material made by folding the sheets into rectangular containers creating two edges, which are sealed together and thus represent a container for the working fluid to be used.

In the case of color photographic film units according to the invention can the individual silver halide emulsion layers, which one contain an image dye-forming compound or those with a layer containing such a compound are in contact with other emulsion layers in the negative part of the film unit be separated by interlayers made, for example, of gelatin, calcium alginate and others from the United States patent

3,384,438 known substances can be built up or from polymers Substances, such as polyvinylamide, as it is from the US Pat. No. 3,421,892 is known or from materials such as them in French patent specification 2 028 236 and USA patents 2 992 104, 3 043 692, 3 044 873, 3 061 428, 3 069 263, 3 069 264, 3 121 011 and 3 427 158 are described «

The individual silver halide emulsion layers advantageously exist the recording materials made of gelatin-silver halide emulsion layers, preferably about 0.6 to 6 microns thick. Furthermore, the image dyes are generating Compounds, for example color couplers in for aqueous alkaline Dispersed solutions of permeable polymeric binders, for example gels, these layers having a thickness of preferably 0.5 to 7 microns. On the other hand, the image dye-producing compounds, in particular color couplers, can also be contained in the silver halide layers themselves. the

309824/0849

Permeable to alkaline solutions, composed of polymers Intermediate layers, for example gelatin layers, preferably have a thickness of 0.5 to 5 microns. Of course you can the specified thickness ratios are exceeded or not reached.

To carry out the diffusion transfer process, the A wide variety of known image-receiving layers can be used, as long as they only pickle or in the transferred dyes able to fix in another way. The special structure of the image receiving layer depends of course on the dye or dyes to be stained or fixed. Is it acidic? To stain or fix dyes, the image-receiving layer can contain basic or polymeric mordants, for example polymers of aminoguanidine derivatives of vinyl methyl ketones, such as, for example from U.S. Patent 2,882,156. Further suitable basic polymeric mordants for manufacture of image receiving layers are described in Belgian patent 729 202, for example

Other suitable mordants for producing the image-receiving layers are for example poly-4-vinylpyridine, the 2-vinylpyridine polymers of the type known from US Pat. No. 2,484,430 and also, for example, cetyltrimethylammonium bromide. More suitable Mordants are described, for example, in the United States patent documents 3,271,148 and 3,271,147.

If necessary, the use of special pickling agents can be dispensed with when the image-receiving layer is able to pickle or fix the transferred dyes itself, which for example in the case of the use of polymer layers which are permeable to alkaline solutions and are composed of N-methoxymethyl polyhexylmethylene adipamide, partially hydrolyze polyvinyl acetate, polyvinyl alcohol with or without plasticizer, Cellulose acetate, gelatin and other substances of a similar nature.

309824/0849

225896?

As a rule, particularly advantageous results are obtained when the image receiving layer, preferably for alkaline Solutions permeable layer, is transparent and has a thickness of about 0.0063 to about 0.010 mm. This thickness range can of course be exceeded or fallen below.

I-

The image receiving layers can also be ultraviolet Radiation absorbing compounds contain the fixed or stained dye images from fading due to exposure to protect from ultraviolet light, and also optical brighteners, for example from stilbene, coumarin, triazine or Oxazole type and also dye stabilizers, e.g. Chromanols and alkyl phenols.

Advantageously, the image receiving element or the Image receiving part of a film unit according to the invention one the Have a pH-reducing layer to increase the stability of the transferred image. The pH reducing layer advantageously brings about a reduction in the pH of the image layer from about 13 or 14 to at least 1.1 and preferably 5 to 8 within a short period of time after exposure to the developing liquid. The pH-reducing layers can be built up, for example, from polymeric acids, as described, for example, in US Pat. No. 3,362 are known or solid acids or metal salts, e.g. zinc acetate, Zinc sulfate, malignancy acetate and the like, as known, for example, from US Pat. No. 2,584,030. Through the Use of the pH reducing substances can reduce the pH of a film unit according to the invention, so that the development process is stopped and further transfer of dyes is reduced and the dye image is stabilized.

Advantageously, so-called timer or spacer layers in combination with a pH-reducing layer or a pH-value

30982AV0849

reducing agent may be used, such timing or spacer layers being conveniently placed between the pH reducing layer and the image receiving layer with the aim of reducing or decreasing the pH as a function of the rate at which alkali diffuses through the inert timer or spacer layer steer. Such timer or spacer layers can be composed, for example, of gelatin or polyvinyl alcohol or other substances as described in US Pat. No. 3,455,686. Particularly good results are obtained when the timer or spacer layer is made up of a hydrolyzable polymer which is slowly hydrolyzed by the developing liquid and which can consist, for example, of polyvinyl acetate, a polyamide or a cellulose ester. The timer or spacer layer can advantageously also contain a light-reflecting substance, for example TiO _2.

For developing the photographic recording materials according to the invention, conventionally known aqueous solutions of alkaline substances, for example sodium hydroxide, sodium carbonate or an amine, for example diethylamine, can be used, which preferably have a pH of above 12 and more advantageously Way can contain the developer compound. The developing liquids can also advantageously be one of the Contain viscosity-increasing compound, e.g. a high molecular weight polymer, e.g. a water-soluble ether, which is inert to alkaline solutions, e.g. hydroxyethyl cellulose or an alkali metal salt of carboxymethyl cellulose, for example sodium carboxymethyl cellulose. In advantageous Thus, the concentration of the viscosity increasing compound can be from about 1 to 5% by weight based on the weight of the developing liquid, so that the viscosity of the developing liquid is from about 100 cps to about 200,000 cps. Optionally, the developing liquid can additionally contain an opacifying agent or an opacifying agent, for example TiO, or Soot.

309824/0849

In the case of using photographic film units according to the According to the invention, the alkaline working fluid can not only be contained in a splittable container. Rather, the Developing liquid can also be introduced into the film unit by other means, for example by injection, for example by means of communicating members, similar to hypothermic syringes, placed either in the camera or in a camera cartridge could be.

For the production of the recording materials according to the invention, the customary known support materials can be used as long as they do not adversely affect the photographic properties of the recording materials and film units and are dimensionally stable. Typically, the layer support of flexible sheet materials may, in particular of films of cellulose nitrate, cellulose acetate, PoIyvinylacetalen, polystyrene, polyethylene terephthalate, polycarbonates and poly-alpha-olefins comprise, for example polyethylene and polypropylene, or films of other resinous materials, as well as glass , Paper, metal and the like.

The layer support advantageously has a thickness of approximately 0.0051 to approximately 0.152 mm. Silver halide emulsions suitable for producing the photographic recording materials according to the invention are described in more detail, for example, in the "Product Licensing Index", Volume 92, of December 1971, Publication 9232, on pages 107 ff. Reference is made, for example, to Section I "Types of Emulsions". The emulsions can be chemically and spectrally sensitized, as described on page 107 of the publication under the section “Chemical Sensitization” and on pages 108 to 109 under the section “Spectral Sensitization”. The emulsions can also be protected from the appearance of fog and stabilized against a loss of sensitivity during storage, as described, for example, on page 107 of the publication in section V "Antifoggants and stabilization"

309824/084 «ORIGINAL BATHROOM

is described in more detail. The emulsions can further contain development modifiers, hardeners and coating auxiliaries, as is known, for example, on pages 107 to 108, in particular Section IV “Development Modifiers”, Section VII “Hardeners” and Section XII “Coating Aids”. The individual layers of a photographic recording material according to the invention can furthermore contain customary known plasticizers, binders and filter dyes, as they are, for example, on page 108 ia Section XI of the specified publication under the headings "Plasticizers and lubricants" and under Section VIII under the designation " Binder "and on page 109 in Section XVI under the heading" Absorbent and filter dyes "is described in more detail. The individual layers of the photographic recording materials according to the invention can furthermore contain additives which are introduced into the layers by methods which are described in more detail on page 109 in Section XVII under the heading "Methods of addition". Finally, the individual layers can be applied to the support using conventional, known coating processes, as described in more detail, for example, on page 109 in Section XVIII under the heading “Coating Processes”.

The following examples are intended to illustrate the invention in more detail. Example 1 (halide ions as development inhibitors)

First of all, a light-sensitive recording material was produced by applying the layers specified in the following order to an opaque cellulose acetate film support: (the concentrations given below relate in each case to a support thickness of 0.0929 m}:

BATH ORIGINAL

309124/0141

1) a red-sensitive gelatine-silver chlorobromide inner grain emulsion layer of 123 mg gelatine and 100 mg silver »115 mg of the color coupler 1-hydroxy-4- {4 - /" a- (3-pentadecylphenoxy) butyramido_7-phenoxy} -N which provides a blue-green image dye -äthyl-3 ', 5 ^! -dicarboxy-2-naphthanilide undO ^ S g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine;

T) an intermediate interlayer from 35 mg of 1-hydroxy "N" - ^ ä - (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 50 mg of gelatin and 17 mg of tricresyl phosphate;

3) a blue and green sensitized, negative working gelatin-silver bromide emulsion layer from 25 mg silver and 84 mg gelatin and 50 mg 1-hydroxy-N- / ot- (2,4-di-tert-amylphenoxy) -butyl_7-2-naphthamide;

4) an intermediate interlayer of 35 mg of 1-hydroxy-N - / "a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 50 mg gelatin and 17 mg tricresyl phosphate;

5) a green-sensitive gelatin silver chloride bromide inner grain emulsion layer of 127 mg gelatin and 100 mg silver and 90 mg of the coupler 1-phenyl-3- (3,5-dicarboxyanilino) -4- (m-octadecylcarbamylphenylthio) -5- which provides a purple-red image dye pyrazolone, 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine and 45 mg of Nn-butyl acetate anilide;

6) a trap and yellow filter layer made of 35 mg of 1-hydroxy-N- ^ ~ a- (2,4-di-tert-amylphenoxy) butyl _<iii 7-2-iiiaphthamide, 15 mg of yellow Carey Lea silver, 50 mg gelatin and 17 mg tricresyl phosphate;

7) a blue-sensitive gelatin-Silberchloridbromidjjodid Innenkorneiaulsion from 74 mg of gelatin and 100 mg of silver and 100 of the yellow image dye-forming coupler a-pivalyl, α- l ~ 4- (N-methyl-Nn-octadecylsulfamylphenoxy_7 ~ mg of 4-sulfoacetarailid and 0.75 mg per mole of silver of the nucleating agent formyl-4-methyl-

phenylliydrazine and

30982A / 08A9

8) a top layer of 50 mg gelatin, 20 mg 1-hydroxy-N- / ~ _a - (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide and 10 mg tricresyl phosphate.

The silver halide emulsions used to prepare the recording material With the exception of the emulsion used for the preparation of layer 3), direct-positive emulsions were higher Internal grain sensitivity and low surface sensitivity.

Another light-sensitive material was used for comparison of the structure described, with the exception, however, that the layer 2) and the negative-working Silver halide emulsion layer 3) was omitted.

Furthermore, image-receiving elements were prepared by coating the layers given in the following order applied to a paper backing coated with polyethylene:

1) a layer composed of a polymeric acid and consisting of 825 mg of poly (methyl vinyl ether / maleic anhydride);

2) a light-reflecting layer made of 400 mg of a copolymer from styrene and N-benzyl-N, N-dimethyl-N- (3-maleimidopropyl) ammonium chloride_7 and 1000 mg of titanium dioxide;

3) a pickling layer of 350 mg of a copolymer of styrene and N-benzyl-N, N-dimethyl-N- (3-meleimidopropyl) ammonium chloride and

4) a top layer of 30 mg gelatin.

Strips of the photosensitive recording materials produced were exposed to a test object with graduated density levels.

30982A / 0849

The exposed recording materials were developed with a developing liquid of the following Composition housed in a splittable container became. The splittable container was placed between the exposed recording material and the image-receiving element placed thereon housed and split up by the fact that "the sandwich formed is exerted by the pressure of a pair superimposed on one another Rolling gap formed was guided.

The developing liquid had the following composition:

Potassium hydroxide

4-amino-N-ethyl-N-ß-hydroxyethylaniline

Piperidinohexose reductone% 5-methylbenzimidazole Hydroxyethyl cellulose phenyl mercaptotetrazole

40 g

50 g
0.20 g 0.05 g

30 g
0.02 g

made up to 1000 ml with distilled water

The process was carried out at a temperature of 24 ⁰ C and at a temperature of 38 ⁰ C, in each case in compliance with a transmission time of 60 seconds. After separating the image-receiving elements from the photosensitive elements, the minimum densities of the red, green and blue transfer images were determined. The following results were obtained:

Photosensitive
clear recording 60 Sec., 24 ⁰ C min 38 ⁰ C. rise blue material Red Green Blue 60 sec., blue Red Green Red Green

Emulsion ^Ver 0.30 0.29 0.31 0.37 * 0.50 0.70 0.07 0.210.39 layer

without negative

Emulsion layer

(Comparative 0.23 0.26 0.32 0.50 0.92 1.13 0.27 0.66 0.81

attempt)

309824/084

BATH ORIGINAL

7258967

From the smaller increase in D · in the case of the recording materials the invention results in the greater scope for development of the recording materials according to the invention.

Example 2 (Use of a coupler which releases a development inhibitor, ie a so-called DIR coupler in a negative-working emulsion layer)

A photosensitive recording material was prepared by that the following layers are applied to an opaque cellulose acetate film support in the following order (the coating concentrations given below

2 each refer to an area of 0.0929 m):

1) a red-sensitive gelatin silver chloride bromide inner grain emulsion of 123 mg gelatin and 100 mg silver and 115 mg of the coupler 1-hydroxy-4- {4- 1 "a- (3-pentadecylphenoxy) butyramido_7-phenoxy} -N which produces a blue-green dye ethy1-3 ', 5'-dicarboxy-2-naphthanilide and Q75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine;

2) an intermediate scavenger layer of 35 mg of 1-hydroxy-N- ^ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 50 mg of gelatin and 17 mg of tricresyl phosphate;

3) a green-sensitive gelatin silver chloride bromide grain emulsion layer of 127 mg gelatin and 100 mg silver and 90 mg of the coupler 1-phenyl-3- (3,5-dicarboxyanilino) -4- (n-octadecylcarbamylphenylthio) -5- which forms a purple-red dye pyrazolone and 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine and 45 mg of Nn-butyl acetanilide;

BAD 0RK31N / M- 309324/0849

4) an intermediate interlayer from 35 mg of 1-hydroxy-N- / ~ ct- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide as well as 17 mg tricresyl phosphate and 50 mg gelatin;

5) a green-sensitive negative gelatin-silver bromide emulsion layer made of 20 mg of silver and 84 mg of gelatin and 30 mg of 2.4 di-tert-amy! Phenol and 30 mg of the coupler (DIR coupler) which sets free a development inhibitor (DIR coupler) 1-hydroxy- 4- (5-methyl-2-benzotriazolyl) -2- (2 ^f -n-tetradecyloxy>naphthamide;

6) a trap and yellow filter layer made of 35 mg 1-hydroxy-N » Z ~ ct ~ (2-4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 15 mg yellow Carey Lea silver, 17 mg tricresyl phosphate and 50 mg gelatin;

7) a blue sensitive gelatin-silver chlorobromide iodide internal grain emulsion layer of 74 mg of gelatin and 100 mg of silver and 100 mg of the yellow dye-forming coupler except Pivalyl-a- / ~ 4- (N-methyl-N-n-octadecylsulfamy! Phenoxy_7-4-sulfoacetate anilide and 0.75 grams per mole of silver of the formyl-4-methylphenylhydrazine nucleating agent and

8) a gelatin top layer of 50 mg gelatin, 20 mg 1-hydroxy-N- ^ ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide and 10 mg tricresyl phosphate,

In the case of those used for the production of the recording material Silver halide emulsions were direct positive silver halide emulsions of high internal sensitivity and lower Surface sensitivity, with the exception of that for the ^ layer 5) used emulsion.

30 9 8 24/084 9 BAD ORIGINAL

For comparison purposes, a further recording material of the structure described was produced, with the exception, however, that the negative working silver halide emulsion layer 5) has been replaced by a layer which has the structure of layer 2) owned.

Another recording material was used for comparison purposes corresponding structure, with the exception, however, that layers 4) and 5) are omitted and some concentrations some components have been changed slightly. This recording material thus had only 6 layers.

Image-receiving elements as described in Example 1 were also used manufactured.

Sample strips of the recording materials obtained were then exposed and developed as described in Example 1. The development took place at temperatures of 24 ^° C. and 28 ^° C. with a transfer time of 60 seconds. After the image-receiving elements had been separated from the photosensitive recording materials, the minimum densities of the red, green and blue dye images were determined. The results obtained are shown in the table below.

Light sensitivity D _m -

h12 __

drawing 60 sec., 24 ⁰ C 60 sec., 38 C rise

material

Red Green Blue Red Green Blue Red Green Blue

with negative

Emulsion 0.20 0.28 0.36 0.26 0.36 0.46 0.06 0.08 0.10 layer

Comparative material (8 0.23 0.26 0.32 0.50 0.92 1.13 0.27 0.66 0.81 Layers)

Comparison material (6 0.18 0.22 0.36 0.56 1.16 1.40 0.38 0.94 1.04 Layers)

^309824/0849 BADORONAL

2258S67

The smaller increase in the D- values of the recording material according to the invention reveals the greater latitude for temperature development.

Example 3

Another recording material of the type described in Example Ii was produced by applying the layers given below in the order given below to an opaque cellulose acetate film support:

1) a red sensitive gelatin silver chlorobromide inner grain emulsion layer of 120 mg of gelatin and 80 mg of silver and 100 mg of the blue-green dye-forming coupler 1-Hydroxy-4- {4- / ~ «- (3-pentadecy! Phenoxy) butyramido_7phenoxy} -N-ethyl-3 ', 5'-dicarboxy-2-naphthanilide and 0.75 grams per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine;

2) an intermediate scavenger layer of 45 mg 1-hydroxy-N- / ä "(2 ₉ 4-di-tert-amylphenoxy) butyl_7-2-naphthamide _> 65 mg gelatin and 23 mg tricresyl phosphate;

3) a green-sensitive gelatin silver chloride bromide inner grain emulsion layer made of 116 gelatin and 100 mg silver and 80 mg of the coupler 1-phenyl-3- (3,5-dicarboxyanilino) -4- (m-octadecylcarbamylphenylthio) -5- which forms a purple-red dye. pyrazolone and 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine and 40 mg of Nn-butyl acetanilide;

4) a trap and a yellow filter layer made of 50 mg 1-hydroxy-N - / "a- (2,4-di-tert-amylphenoxy-) butyl_7-2-naphthamide _> 15 mg yellow Carey-Lea-Süber, 25 mg tricresyl phosphate and 65 mg gelatin;

30982W0849

5) a blue sensitive gelatin-silver chlorobromide iodide inner grain emulsion layer from 126 mg of gelatin and 100 mg of silver and 70 mg of the yellow dye-forming coupler α-Pivalyl-ot- / ~ 4- (N-methyl-N-n-octadecylsulfamylphenoxy_7-4-sulfoacetanilide and 0.75 grams per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine;

6) an intermediate interlayer of 50 mg of 1-hydroxy-N- / ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 25 mg tricresyl phosphate and 50 mg gelatin and

7) a green-sensitive negative gelatin-silver bromide emulsion layer made of 25 mg silver and 59 mg gelatin as well as 50 mg tricresyl phosphate and 50 mg of the coupler (DIR coupler) 1-hydroxy-4- (phenyl-5-tetrazolylthio) - 2-C2 ^x n-tetradecyloxy) naphthanilide

For comparison two, recording materials of the same structure were used prepared as described in Example 2. After developing the recording materials in the manner described in Example 1 Corresponding results as described in Example 1 were obtained.

Example 4

There was prepared a further recording medium of the structure described in Example 2, WUR applied in the opaque at a Cehu loseacetatfilmschichtträger listed in the following layers in the given in the following order the (again, the concentration data given refer to a support surface of 0.0929 m) :

309824/0849

1) a red-sensitive gelatin-silver chloride bromide inner grain emulsion layer composed of 123 mg gelatin and 80 mg silver and 100 mg of the coupler 1-hydroxy-4- {4 - ^ "α- (3-pentadecy! Phenoxy) butyramido_7phenoxy} -N which produces a blue-green dye . ethyl ^3-1, 5'-dicarboxy-2-naphthanilide and 0.75 g per mole of SII over the nucleating agent formyl-4-methylghenylhydrazin;

2) an intermediate interlayer of 45 mg of 1-hydroxy-N- ^ ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 6 5 mg gelatin and 23 mg tricresyl phosphate;

3) a green sensitive gelatin-silver chlorobromide inner grain emulsion layer composed of 116 mg of gelatin and 100 mg of silver and 80 mg of the purple dye-forming coupler 1-phenyl-3- (3,5-dicarboxyanilino) -4- (m-octadecylcarbamylphenylthio) -5-pyrazolone and 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine and 40 mg of diethyl lauramide;

4) a trap and yellow filter layer made of 50 mg of I-hydroxy-N - ^ 'a- (2 "4-di-tert-amylphenoxy) butyl_7-2-naphthamide _{! 1} 15 mg of yellow Carey Lea silver, 25 mg Tricresyl phosphate and 65 mg gelatin;

5) a red-sensitive, negative-working gelatine silver bromide emulsion layer made of 25 mg silver and 100 mg gelatine as well as 100 mg tricresyl phosphate and 100 mg of the coupler 1-hydroxy-4- (1-phenyl-5-tetrafcolyl) -2- (which releases a development inhibitor) 2 ^f -n-tetradecyloxy) naphthanilides;

6) an intermediate interlayer of 50 mg of 1-hydroxy-N- ^ ~ a- (2,4-di-tert-amylphenoxy) buiyl_7-2-naphthamide, 25 mg tricresyl phosphate and 80 mg gelatin;

7) a blue-sensitive gelatin silver chloride bromide iodide inner grain emulsion layer composed of 126 mg gelatin and 100 mg silver, 70 mg of the a-pivalylot- / 4- (N-methyl-rN-n-octadecylsulfamylphenoxy_7-4-sulfoacet-

anilides and 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine as

8) a top layer of 100 mg gelatin, 20 mg 1-hydroxy-N - / * or (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide and 10 mg tricresyl phosphate.

In a corresponding manner, recording materials were used for comparison purposes the same structure as described in Example 2 produced. After the development of the recording materials in the In the manner described in Example 1, results corresponding to those described in Example 1 were obtained.

Example 5

Another recording material was described as in Example 4 except that the negative working silver halide emulsion layer 5) is green and natural was sensitive to blue instead of sensitive to red. Similar results were obtained.

Example 6

Another recording material as described in Example 5 was used produced, with the exception, however, that in the layer 5) as a development inhibitor liberating coupler 1-hydroxy-4- (2-benzothiazolylthio) -2- (2'-n-tetradecyloxy) naphthanilide was used in the same concentration. Similar results were obtained.

Example 7

Another recording material was produced as described in Example 4, with the exception, however, that the negative working silver halide emulsion layer 5) green-sensitive borrowed and was not sensitive to red and that also as a development inhibitor

3 over 9 8? W Q 8 4 9 BAD ORIGINAL

liberating coupler i-hydroxy-4- (i-ethyl-5-tetrazolylthio) -2- (2'-n-tetradecyloxy) naphthanilide was used at a concentration of 50 mg. Corresponding results were again obtained obtain.

Example 8

Another recording material of the type described in Example 2 was produced by applying the layers specified below in the order specified below to an opaque cellulose acetate film support (the stated concentration data again relate to a support area of 0.0929 m ² ):

1) a red-sensitive gelatine-silver chloride bromide inner grain emulsion layer of 123 mg gelatine, 100 mg silver, 115 mg of the coupler 1-hydroxy-4- {4- / ~ a- (3-pentadecylphenoxy) butyramido_7phenoxy} -N-ethyl ¹ -3, 5'-dicarboxy-2-naphthanilide and 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenyl hydrazine!;

2) an intermediate scavenger layer of 35 mg of 1-hydroxy-N- ^ ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 50 mg of gelatin and 17 mg of tricresyl phosphate ;

3) a green-sensitive, negative- working gelatine-silver toraidem emulsion layer made of 20 mg silver and 66 mg gelatine as well as 40 ng 2,4-di-tert.-aay! Phenol and 40 ag of the coupler 1-hydroxy-4-, which releases a development inhibitor (5-ethyl-1-benzotriazoly ^ -Z-CZ'-n-tetradtcylogy ^ aphthaaides;

4) an intermediate waste layer »us 35 ag t-Hydroxy-N - /" a- (2,4-di-t # rt .- «« ylp ⁱ »enoxy) butyl_7-2-n * phth» » i (i, Y7 Ag Tricresylphosphftt twd SO ag Gelatin ";

BAD OFUGiNAL

5) a green sensitive gelatin-silver chlorobromide inner grain emulsion layer from 127 mg of gelatin and 100 mg of silver and 90% of the purple-red dye-forming coupler 1-phenyl- (3,5-dicarboxyanilino) -4- (m-octadecylcarbamylphenylthio) -5-pyrazolone and 0.75 grams per mole of silver of the formyl-4-methylphenylhydrazine nucleating agent and 45 mg of N-n-butyl acetanilide;

6) a trap and yellow filter layer made of 35 mg of 1-hydroxy-N - / "a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide as well as 15 mg Carey Lea yellow silver, 17 mg tricresyl phosphate and 50 mg gelatin;

7) a blue sensitive gelatin-silver chlorobromide iodide internal grain emulsion layer from 74 mg of gelatin and 100 mg of silver and 100 mg of the coupler ot-pivalylo- / "4- (N-methyl-N-n-octadecylsulfamylphenoxy _ / - 4-sulfoacetanilide which produces a yellow dye) and 0.75 grams per mole of silver of the formyl-4-methylphenylhydrazine nucleating agent and

8) a gelatin top layer made of 50 mg of gelatin, 20 mg of 1-hydroxy-N "Z" a- (2 _{l of} 4-di-tert-amylphenoxy) butyl_7-2-naphthamide and 10 mg of tricresyl phosphate.

For comparison purposes, comparative materials were prepared as described in Example.

The recording materials were then developed in the manner described in Example 1, with results as in Example 1 were obtained.

Example f (Use of Mixtures of Development Inhibitors for Freedom-Providing Couplers)

Another clear pathway recording material of the The type described in Example 2 is thereby produced on an opaque cellulose acetate fila layer carrier as follows

BATH

30 * 824/0848

given layers are applied in the order given below (refer to the stated concentration data

2 again on a carrier area of 0.0929 m):

1) a red sensitive gelatin silver chlorobromide internal grain emulsion from 123 mg GElatine and 100 mg silver and 115 mg

- the cyan dye-forming coupler 1-hydroxy-4- {4_ ^ _"a _ (3-pentadecylphenoxy) butyramido_7phenoxy} -N-ethyl-3 ', 5'-dicarboxy-2-naphthanilide and 0.75 g of silver per mole of the nucleating agent formyl-4-methylphenylhydrazine;

2) an intermediate scavenger layer of 35 mg of 1-hydroxy-N- / ~ oi- (2 _S 4-di-tert-amylphenoxy) butyl-7-2-naphthamide, 50 mg of gelatin and 17 mg of tricresyl phosphate;

3) a green-sensitive, negative-working gelstine silver bromide emulsion layer made of 20 mg silver and 100 mg gelatine, 40 mg tricresyl phosphate, 20 mg 2,4-di ~ n-amylphenol, 40 g of the coupler 1-hydroxy-4, which releases a development inhibitor - (2-benzothiazolylthio) -2- (2 ^l -n-tetradecyloxy) naphthamide and 20 mg of the coupler 1-hydroxy-4- (5-methyl-2-benzotriazolyl) -2- (2'-, which liberates a development inhibitor) n-tetradecyloxy) naphthanilide;

4) an intermediate interlayer of 35 mg of 1-hydroxy-N- / ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 17 mg tricresyl phosphate and 50 mg gelatin;

5) a green sensitive gelatin-silver chlorobromide inner grain emulsion layer from 100 mg of gelatine and 75 mg of silver, 80 mg of the coupler 1-phenyl-3- (3,5-dicarboxyanilino) -4- (n-octadecylcarbamylphenylthio) -5-pyrazolone, which provides a purple dye, 0.75 g per mole of silver of the nucleating agent formyl-4-methylphenylhydrazine and 40 mg of N-n-butyl acetanilide;

BAD ORiGiNAL

309 8 2 /. / Q849 ...

6) a trap and yellow filter layer made of 35 mg of 1-hydroxy-N- / ~ a- (2,4-di-tert-amylphenoxy) butyl_7-2-naphthamide, 15 mg Carey Lea yellow silver, 17 mg tricresyl phosphate, and 50 mg gelatin;

7) a blue sensitive gelatin-silver chlorobromide iodide internal grain emulsion layer from 86 mg of gelatin and 60 mg of silver and 70 mg of the coupler o-Pivalyla - / "4- (N-methyl-N-n-octadecylsulfamylphenoxy_7-4-sulfoacetanilide, which forms a yellow dye and 0.75 grams per mole of silver of the formyl-4-methylphenylhydrazine nucleating agent as

8) a top layer of 50 mg gelatin.

Image-receiving elements as described in Example 1 were also used manufactured.

The test specimens were then exposed and developed as described in Example 1, but this time a developing liquid the following composition was used:

Potassium hydroxide 40 g

4-Amino-N-ethyl-N-ß-hydroxyethylaniline 40 g

5-methylbenzimidaz oil 0.05g

Hydroxyethyl cellulose 22 g

made up to 1 liter with distilled water.

The development was carried out at a temperature of 24 ⁰ C and at a temperature of 38 ⁰ C at Öbertragungszeiten 60 seconds. After separating the image-receiving elements from the photosensitive elements, the minimum densities of the red, green and blue dye images were determined, the results being given in the following table:

309824/0

Development conditions

60 sec., 24 ⁰ C 60 sec., 38 ⁰ C

Red ^D min 2258967 , 20 green , 19th 0, blue 0 -O ₁ 0.28 0 , 20 0.31 , 23

From the results obtained, ".'.- development temperatures are obtained at 24 ° and 38 ⁰ C ^values k ^e *." Appears that relatively stable ^D min. "

Example 10 (development inhibitor in liberation-setting couplers in a positive-working emulsion layer)

There were a total of four different recording materials A, B, C and D made. The concentration ratios given below in turn relate to a support surface

2
of 0.0929 m. .

Recording material A (comparison material)

On one with a gelatine adhesive layer (450 mg gelatine) Cellulose acetate film backings were coated in the following order: '

1) a blue-sensitive, negative-working gelatin silver bromide iodide emulsion layer made of 50 mg silver and 250 mg gelatin and 75 mg of the coupler 1- (2,4,6-trichlorophenyl) "3- / ~ 3- {a- (2 _s 4-di-tert-amylphenoxy) -acetamido} benzamido_7-5-pyrazolone and

2) a top layer of 90 mg gelatin. Recording material B ( comparison material)

There was prepared a second comparison material as described under A, except that a further additional layer 1 ¹ was placed between the layers 1 and 2 with the exception that

309824/0849

composed of a green-sensitive gelatin-silver bromide iodide emulsion layer obscured by means of a gold compound and a reducing agent consisted of 200 mg silver and 650 mg gelatin In the case of the emulsion used to make the green-sensitive gelatin-silver bromide iodide emulsion layer was used, it was a direct positive silver halide emulsion of the U.S. Patent 3,501,307 of the known type.

Recording material C (according to the invention)

This recording material was produced in the same way as the recording material described under B, with the exception, however, that the layer contains 1 * 400 mg of the coupler ot- (1-phenyl-5-tetrazolylthio) -a-pivaloyl-2-chloro- 5 - / "4-2,4-di-tert-penty! Phenoxy) butyramido _- 7-acetanilide.

Recording material D (according to the invention )

This recording material was produced as indicated under C, with the exception, however, that the layer 1 * consists of a green-sensitive gelatin-silver bromide iodide inner grain emulsion layer with only 100 mg of silver and 400 mg of gelatin as well as only 200 mg of the development inhibitor Coupler existed and that layer 1 * also had a yellow image dye-forming coupler, namely 90 mg a-pivaloyl α- (4-carboxyphenoxy) -2-chloro-5 - / "3- (2,4-di-tert-pentylphenoxy) -butyramido-7-acetanilide contained.

The photosensitive recording materials described were then exposed through a Wratten No. 9 filter and developed according to a color negative process, as described in the magazine "Bild und Ton", Issue 8, 1971, 24th year, on page 248, with the exception however, that the development was carried out ^{at 38 ° C.} The development comprised the following stages:

309824/0349

color developing, rinsing, fixing, washing, bleaching with one Ferricyanide bath, wash, fix, wash, stabilize and to wash. The following senitometric results were obtained:

Record 2 min. Crimson densities Dev. 4 min. Dev. 6 min. Dev. 8 min. Dev. potential
mn f * 0M ¹ Wn ^D max min Max ^D mih Max min ^D max UlCl UC
rial 0.20 0.36 0.44 A. 0.20 2.16 0.31 2.38 0.42 2.42 0.54- 2.48 B. 0.17 1.86 0.23 2.24 0.25 2.44 0.27 2.40 C. 0.16 2.01 0.21 2.38 0.23 2.39 0.25 2.42 D.

The results obtained show that the minimum densities were lower in the recording materials according to the invention than in the case of the comparative recording materials, the Maximum densities remained practically unaffected, resulting in an improvement in image resolution as well as an improvement better curtain control in high temperature development

30 98 2Ul 0 8 A9

Claims (25)

PATENT CLAIMS 1. Photographic recording material with a support and at least one applied thereon, negative or direct positive working, photosensitive, image recording Silver halide emulsion layer, characterized in that the recording material, in addition to this silver halide emulsion layer has a silver halide emulsion layer operating in the opposite direction to this silver halide emulsion layer, which in the development as a function of the development a diffusible, a development of the image-recording Silver halide emulsion layer inhibiting development inhibitor is produced when both layers are developed at the same time with the proviso that the oppositely working silver halide emulsion layer and the image-recording layer or, in the case of a plurality of image-recording layers, at least one of the imaging layers is practically the same Have sensitivity to actinic radiation within a spectral range. 2. Recording material according to claim 1, characterized in that that the imaging silver halide emulsion layer or -Layers made from one or more negative-working SiI overhalide emulsion layers and the oppositely working silver halide emulsion layer is a direct positive silver halide emulsion layer. 3. Recording material according to claim 1, characterized in that that the imaging silver halide emulsion layer or layers of one or more direct positive silver halide emulsion layers exist and the oppositely working silver halide emulsion layer is a negative working one Silver halide emulsion layer is. 309824/0849 4. Recording material according to claim 1, characterized in that that each of the imaging silver halide emulsion layers an image dye forming agent which reacts with oxidized developing agent to form a dye capable of reacting, contains or is in contact with a layer containing such a substance. 5. Recording material according to claim 4, characterized in that that it contains color couplers as image dye-forming substances. 6. Recording material according to Claims 3 to 5, characterized in that that it was used as an imaging silver halide emulsion layer or layers contains one or more d-direct positive silver halide emulsion layers, each one non-diffusing color coupler formed with an oxidized primary aromatic amine color developing agent able to react to produce a diffusible dye; contains or contain, and that the opposite working silver halide emulsion layer consists of a negative working silver halide emulsion layer. 7. Recording material according to claim 6, composed of: a layer support on which are applied: a direct-positive, red-sensitive silver halide emulsion layer, which is in contact with a cyan image dye forming, non-diffusing color coupler, the when reacting with oxidized color developing agent consisting of a primary aromatic amine a diffusible, capable of generating blue-green dye; a direct-positive, green-sensitive silver halide emulsion layer, which is in contact with a non-diffusing color coupler producing a magenta image dye, 309824/0849 the reaction with oxidized, consisting of a primary aromatic amine color developing agent a diffusible, capable of producing purple dye, and a direct-positive, blue-sensitive silver halide emulsion layer, which is in contact with a non-diffusing color coupler producing a yellow image dye, that with oxidized, consisting of a primary aromatic amine Color developing agent capable of producing a diffusible, yellow dye, characterized in that there is a negative working silver halide emulsion layer has, which in the development as a function of the development a diffusible, a development development inhibitor inhibiting the imaging layers when the layers are developed simultaneously, with the negative working Silver halide emulsion layer and at least one of the image-recording layers direct positive layers have practically the same sensitivity to actinic radiation within of a spectral range. 8. Recording material according to claim 7, characterized in that that between the direct positive silver halide emulsion layers Interlayers that are permeable to alkaline solutions and contain a compound, the oxidized color developing agent able to intercept, are arranged. 9. Recording material according to Claims 7 and 8, characterized in that that the negative working silver halide emulsion layer is disposed between the red-sensitive and blue-sensitive silver halide emulsion layers. 10. Recording material according to Claims 5 to 9, characterized in that that, as a non-diffusible color coupler, it contains the following structure: 309824/0849 Dye residual fostering linkage (coupler residue ballast group) or _n-ballast group fostering linkage (coupler residue-solubilizing radical) in which, mean: 1. the dye residue is a residue of a dye precursor compound or of a dye with selective absorption in the visible region of the spectrum with an acidic, solubilizing residue; 2. the link is an azo, mercury, oxy, alkylidene, thio, dithio or azoxy radical; 3. the coupler radical is a 5-pyrazolone, a pyrazolotriazole, a phenolic or an open-chain ketomethylene coupler radical, with the proviso that the coupler radical is substituted in the coupling position by the link; 4. the ballast group is a photographically inert organic ballast group of such a molecular size and configuration as to render the coupler non-diffusible during processing by an alkaline working solution; 5. the solubilizing radical is a hydrogen atom or an acidic, solubilizing radical if the color developing agent used has an acidic, solubilizing radical, or an acidic, solubilizing radical if the color developing agent used is free from acidic, solubilizing radicals , and 6. η = 1 or 2, if the link consists of an alkylidene radical consists, or = 1, if the link consists of an azo, mercury, oxy, thio, dithio or azoxy radical. 11. Recording material according to Claims 1 to 10, characterized in that that the direct positive silver halide emulsion layer or layers are composed of internal image or internal grain emulsion layers exist, which latent images are predominantly in the 3 0-9 824/0849 Record inside the silver halide grains. 12. Recording material according to claims 1 to 11 in the form of a photographic film unit composed of: a) a photosensitive element made from a support and at least one coated thereon, image-recording silver halide emulsion layer, which a compound, which is able to produce a diffusible dye by reacting with oxidized color developing agent, contains or is in contact with a layer containing such a compound, b) a dye image-receiving layer, and c) at least one splittable, alkaline developing liquid containing container and d) a developer compound, characterized in that the photosensitive element has an oppositely working silver halide emulsion layer, which, as a function of development, is able to set free a diffusible development inhibitor, which further development of the imaging layer or layers is inhibited if the layers are developed simultaneously with the proviso that the oppositely working silver halide emulsion layer and at least one of the imaging Silver halide emulsion layers have practically the same sensitivity to actinic radiation within of a spectral range. 13. Recording material according to claim 12, characterized in that that the image-recording silver halide emulsion layer or - layers of negative working and the opposite working silver halide emulsion layer of a direct positive Silver halide emulsion layer exist. 309824/0849 14. Recording material according to claim 12, characterized in that the image-recording silver halide emulsion layer or layers of direct positive and the oppositely working silver halide emulsion layer of one negative working silver halide emulsion layer. 15. Recording material according to Claims 12 to 14, characterized in that that the imaging silver halide emulsion layer or layers of direct positive silver halide emulsion layers exists or exist, each of which is in contact with a non-diffusible coupler, the with oxidized primary aromatic amine color developing agent to form a diffusible dye able to produce, and that the opposite working Silver halide emulsion layer composed of a negative working Silver halide emulsion layer. 16. Recording material according to claims 12 to 15, characterized in that that the photosensitive element of the recording material consists of: a direct-positive, red-sensitive silver halide emulsion layer, those with a cyan image dye forming nondiffusible coupler which reacts is able to produce a diffusible, blue-green dye with oxidized color developing agent, is in contact, a direct-positive, green-sensitive silver halide emulsion layer, those with a magenta image dye forming, non-diffusing coupler which, upon reaction is able to produce a diffusible, magenta dye with oxidized color developing agent, is in contact, and a direct-positive, blue-sensitive silver halide emulsion layer, those with a yellow image dye-forming, non-diffusible color coupler which reacts is capable of producing a diffusible yellow dye with oxidized color developing agent. 3 0 9 8 2 4/08 U 9 17. Recording material according to claim 16, characterized in that that each of the direct positive silver halide emulsion layers are internal image or internal grain emulsions in which the silver halide records latent images predominantly in the interior of the silver halide grains. 18. Recording material according to claims 12 to 17, characterized in that the image receiving layer is in the film unit is arranged between the support and the lowermost light-sensitive silver halide emulsion layer. 19. Recording material according to claims 12 to 17, characterized in that the image receiving layer is on a special Layer support is arranged, which can be applied to this after exposure of the photosensitive element. 20. Photographic recording material according to claims 12 to 19, characterized in that the splittable container is arranged in the film unit in such a way that it is during the development of the film unit when a pressure is applied Content between the image-receiving layer and the layer furthest away from the support of the photosensitive recording material Layer capable of pouring. 21. Photographic recording material according to claims 1 to 20, characterized in that the oppositely working silver halide emulsion layer during development as diffusible development inhibitors bromide or iodide ions or a combination of these ions sets free. 22. Recording material according to claims 1 to 20, characterized in that the oppositely working silver halide emulsion layer has a development inhibitor Compound that sets freedom, which, with oxidized developer compound, sets free a diffusible one 309824/0849 IS - 2258957 Development inhibitor reacts, contains or reacts with such Connection is in contact. 23. Recording material according to Claims 1 to 20, characterized in that that it acts as a development inhibitor in freedom Settling compound contains a coupler which acts as an inhibitor upon reaction with the oxidized developing agent sets free a mercaptan or an azole. 24 «A method for the production of image transfer images by the dye diffusion transfer process in which a photographic recording material comprising a layer support and at least one coated thereon a photosensitive, image-recording silver halide emulsion layer, the bond with an Ver ⁵ x is in contact, the compound upon reaction with oxidized color developing a diffusible Able to produce image dye, exposed imagewise, an alkaline developing liquid is applied to the layer furthest away from the support and at least some of the diffusible, dye-image-forming compounds produced are transferred by diffusion to an image-receiving layer, characterized in that a photosensitive recording material with an oppositely working SiI overhalide emulsion layer used, dje sets free a diffusible development inhibitor as a function of development, the one further development of the imaging layer or layers is inhibited if both layers are developed simultaneously, with the proviso that the oppositely working silver halide emulsion layer and at least one of the imaging silver halide emulsion layers have essentially the same sensitivity to actinic radiation within a particular spectral range. 309824/0849 25. The method according to claim 24, characterized in that the
Development is effected by applying an image-receiving layer applied to a layer support to the layer furthest away from the layer support of the photosensitive element, with a separable container between the exposed recording material and the image-receiving layer
brought and that the splittable container is split open by the action of pressure so that its contents can pour between the layer furthest from the support of the photosensitive element and the image-receiving layer. ORIGINAL INSPECTED 309824/0849