EP0053328B1 - Matériau d'enregistrement de la photographie en couleurs pour la production d'images en couleurs selon le procédé de diffusion de couleurs par transfert - Google Patents

Matériau d'enregistrement de la photographie en couleurs pour la production d'images en couleurs selon le procédé de diffusion de couleurs par transfert Download PDF

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Publication number
EP0053328B1
EP0053328B1 EP81109758A EP81109758A EP0053328B1 EP 0053328 B1 EP0053328 B1 EP 0053328B1 EP 81109758 A EP81109758 A EP 81109758A EP 81109758 A EP81109758 A EP 81109758A EP 0053328 B1 EP0053328 B1 EP 0053328B1
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EP
European Patent Office
Prior art keywords
layer
recording material
image
colour
compound
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Expired
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EP81109758A
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German (de)
English (en)
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EP0053328A1 (fr
Inventor
Immo Dr. Boie
Kaspar Wingender
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Agfa Gevaert AG
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Agfa Gevaert AG
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/02—Photosensitive materials characterised by the image-forming section
    • G03C8/08—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds
    • G03C8/10—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors
    • G03C8/12—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors characterised by the releasing mechanism
    • G03C8/22—Reduction of the chromogenic substance
    • 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
    • G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/42—Structural details
    • G03C8/52—Bases or auxiliary layers; Substances therefor

Definitions

  • the invention relates to a color photographic recording material for the production of colored images by the color diffusion transfer process, which is characterized by a special layer arrangement and the selection of certain color-providing compounds.
  • a light-sensitive element which contains color-imparting compounds and an image-receiving element are usually used, in which the desired color image is produced by image-transferring diffusing dyes.
  • image-transferring diffusing dyes it is necessary that there is firm contact between the photosensitive element and the image-receiving element for at least a finite period of time within the development time, so that the imagewise distribution of diffusing dyes produced in the photosensitive element as a result of the development can be transferred to the image-receiving element.
  • the contact can be made after development has started or it can have been made before development begins. The latter is the case, for example, if a material is used in which the light-sensitive element and the image-receiving element form an integral unit.
  • Embodiments of the color diffusion transfer method are known in which such an integral unit continues to exist even after the development process has ended; i.e.
  • the photosensitive element is not separated from the image-receiving element even after color transfer has taken place.
  • Such an embodiment is described, for example, in DE-B-1 924 430.
  • the image receiving element which carries the finished image after the color transfer, can be removed from the photosensitive element, e.g. by means of a stripping layer arranged between the two elements.
  • a stripping layer arranged between the two elements.
  • the light-sensitive element and the image-receiving element in the form of an image-receiving layer
  • an opaque, light-reflecting layer which is permeable to alkaline processing solutions and provides an optical separation between the dye image retained in the photosensitive element and the transferred dye image generated in the image-receiving layer and forms an attractive image background for the latter.
  • the presence of such an opaque layer between the image-receiving layer and the light-sensitive element also requires that the support, regardless of which side it is on, is transparent, because it is supposed to be the imagewise exposure of the light-sensitive element from one side as well as the viewing of the Color image generated in the image receiving layer from the other side may be possible.
  • DE-B-1 924 430 describes an integral color photographic recording material which contains transparent layer supports on both sides of a layer structure consisting of a light-sensitive element, an opaque light-reflecting layer and an image-receiving layer. This material should be able to be developed in daylight.
  • a tear-open container is provided which contains a developer solution with an opacifying agent and is arranged in such a way that its content is distributed between the photosensitive element and the transparent layer support located next to it during development, so that the photosensitive element opens after development has started the one side is protected against subsequently incident light by the pre-formed opaque layer and on the other side by the layer formed from the developer solution with the opacifying agent.
  • such a recording material requires an extraordinarily complex assembly with regard to the inclusion of the tear-open container and the means which bring about the integral cohesion of the necessary components of the recording material.
  • such a material does not allow individual influencing of the image generation, since all means for carrying out the development, including a final neutralization, are integrated in the material and external intervention is not possible without destroying the integral character. Because of the narrow exposure latitude inherent in the color diffusion materials, incorrect exposures often occur, which, due to the lack of external intervention, results in a high proportion of unsatisfactory results.
  • EP-A-4 399 a layer structure is described with regard to a special embodiment of the recording material described there for in-camera processing, in which the light-sensitive layers are arranged on the same layer support as the image-receiving layer and in which there is between the light-sensitive layers and the image-receiving layer can be provided with an alkali-permeable light-reflecting opaque layer.
  • the light-sensitive layers are arranged further away from the layer support than the light-reflecting opaque layer.
  • an alkaline processing mass is distributed between the uppermost light-sensitive layer and an overlying cover sheet.
  • This layer structure accordingly has the same disadvantages and limitations as the aforementioned integral recording material according to DE-B-1 924 430.
  • the object on which the invention is based is to provide a color photographic recording material which is suitable both for copying purposes and for recording purposes, which is simple in construction and easy to process, which can be cut and thus the production of images different formats allowed and its development can be observed in light and influenced if desired.
  • the transparent layer support (layer element 1) for the color photographic recording material according to the invention the usual transparent support materials used in photographic practice can be used, e.g. Films made from cellulose esters, polyethylene terephthalate, polycarbonate or other film-forming polymers.
  • the light-sensitive element (layer element 2) is also an essential component of the integral color photographic recording material according to the invention. In the case of a single-dye transfer process, it contains a light-sensitive silver halide emulsion layer and associated with it a non-diffusing coloring compound.
  • the coloring compound can be located in a layer adjacent to the silver halide emulsion layer or in the silver halide emulsion layer itself.
  • the photosensitive element generally contains three such assignments of coloring compound and photosensitive silver halide emulsion layer, the absorption range of the image dye resulting from the coloring compound generally matching the range of the spectral sensitivity of the assigned silver halide emulsion layer becomes.
  • the color-providing compound is arranged in a separate binder layer (viewed in the direction of the light incident during the exposure) behind the silver halide emulsion layer or has an absorption that is different from that of the image dye formed from it is different (eg "shifted image dyes", US-A-3 854 945).
  • a separate binder layer viewed in the direction of the light incident during the exposure
  • the silver halide emulsion layer or has an absorption that is different from that of the image dye formed from it is different (eg "shifted image dyes", US-A-3 854 945).
  • alkali-permeable separating layers which essentially have the function of preventing color falsification.
  • Such separating layers are particularly effective if they contain compounds which are capable of rendering diffusing developer oxidation products harmless.
  • the dye residues can be provided with one or more water-solubilizing groups.
  • water-solubilizing groups i.a. suitable carboxyl groups, sulfo groups, sulfonamide groups and aliphatic or aromatic hydroxyl groups.
  • sulfinic acid group remaining in the dye after the cleavage already gives the dye molecule a considerable tendency to diffuse in the alkaline medium, so that the presence of additional water-solubilizing groups is not absolutely necessary.
  • dyes which are particularly suitable for the process according to the invention are: azo dyes, azomethine dyes, anthraquinone dyes, phthalocyanine dyes, indigo dyes, triphenylmethane dyes, including those which are complexed with metal ions or can be complexed with metal ions after the diffusion transfer.
  • the residues of dye precursors are to be understood as the residues of those compounds which, in the course of photographic processing, are subjected to customary or additional processing steps, either by oxidation, by coupling or by exposure of an auxochromic group in a chromophoric system, for example by saponification Dyes are transferred.
  • Dye precursors in this sense can be leuco dyes, couplers or dyes that are converted into other dyes in the course of processing.
  • the alkyl and alkoxy radicals represented by R ', R 2 and R 3 can be straight-chain or branched and generally contain up to 18 carbon atoms. Examples are methyl, n-propyl, tert-butyl, tetradecyl, octadecyl, methoxy, dodecoxy, tetradecoxy.
  • the acylamino radicals represented by the radicals mentioned the acyl groups are derived from aliphatic or aromatic carboxylic or sulfonic acids.
  • the fused-on rings completed by R 2 and R 3 are preferably carbocyclic rings, for example fused-on benzene or bicyclo [2,2,1 1I-heptenic rings.
  • An alkyl radical represented by R 4 can be straight-chain or branched, substituted or unsubstituted and contain up to 21 C atoms. Examples are methyl, nitromethyl, phenylmethyl (benzyl), heptyl, tridecyl; Pentadecyl, heptadecyl, -C 2 , H 43 .
  • Residues which allow the compounds according to the invention to be stored diffusion-resistant in the hydrophilic colloids which are customarily used in photographic materials are to be regarded as residues which prevent diffusion.
  • Organic radicals which generally contain straight-chain or branched aliphatic groups and optionally also isocyclic or heterocyclic or aromatic groups with generally 8 to 20 C atoms are preferably suitable for this purpose. These radicals are either directly or indirectly connected to the rest of the molecule, for example via one of the following groups: -NHCO-, -NHS0 2 -, -NR-, where R is hydrogen or alkyl, -O- or -S-.
  • the diffusion-proofing residue can also contain water-solubilizing groups, such as sulfo groups or carboxyl groups, which can also be in anionic form. Since the diffusion properties depend on the molecular size of the total compound used, it is sufficient in certain cases, for example if the total molecule used is large enough, to use shorter-chain residues as “diffusion-resistant residues”.
  • the photosensitive element (layer element 2) furthermore also contains the ED compounds already mentioned, which are assigned to the various silver halide emulsion layers. These are reducing agents which are subjected to imagewise oxidation under the conditions of alkaline development by exposed silver halide or by oxidation products of auxiliary developer compounds and which on the other hand are able to reduce the reducible coloring compounds under the same conditions.
  • the ED compounds are also intended to maintain their assignment to a specific silver halide emulsion layer and the associated non-diffusing coloring compound during processing and therefore have, if at all, only limited mobility; they are preferably embedded in the respective layers in a diffusion-resistant form.
  • the ED compounds are, for example, non-diffusing derivatives of hydroquinone, p-aminophenol, benzisoxazolone or ascorbic acid (e.g. ascorbyl palmitate). Such compounds are known, for example, from DE-A-2 809 716. Particularly favorable ED compounds are described in DE-A-3 006 268.
  • “Assignment” and “assigned” is to be understood to mean that the mutual arrangement of the silver halide emulsion layer, the non-diffusing coloring compound and the non-diffusing Ed compound of such a kind that an interaction between them is possible that an image-like correspondence between formed silver image and image-wise distribution of the oxidation product of the ED compound on the one hand and image-wise distribution of the ED compound not oxidized in the development of silver halide and image-wise distribution of released diffusible dye on the other hand.
  • the light-sensitive silver halide emulsions can be simple negative or direct positive emulsions, depending on the respective determination.
  • the coloring system used according to the invention itself works positively, i.e. the dye is released in accordance with the image distribution of the undeveloped silver halide.
  • the use of simple negative emulsions is therefore sufficient for the production of positive copies of positive originals.
  • the color photographic recording material according to the invention contains an opaque light-reflecting layer (layer element 3) which is permeable to aqueous alkaline solutions.
  • This layer essentially has the function of shielding the color image retained in the photosensitive element during development from the viewing side and of providing an aesthetically pleasing image background for the transmitted color image generated in the image receiving layer. This is achieved in a known manner by means of a binder layer which contains a light, in particular white pigment, for example TiO z .
  • the image-receiving layer of the color photographic recording material according to the invention (layer element 4) essentially consists of a binder which contains mordants for the determination of the diffusing dyes released from the non-diffusing color compounds.
  • mordants for the determination of the diffusing dyes released from the non-diffusing color compounds.
  • Long-chain quaternary ammonium or phosphonium compounds or tertiary sulfonium compounds e.g. those as described in US-A-3,271,147 and US-A-3,271,148.
  • certain metal salts and their hydroxides which form poorly soluble compounds with the acid dyes, can also be used.
  • Polymeric mordants should also be mentioned here, such as those described in DE-A-2 315 304, DE-A-2 631 521 or in DE-A-2 941 818.
  • the dye mordants are dispersed in the mordant layer in one of the usual hydrophilic binders, e.g. in gelatin, polyvinylpyrrolidone, completely or partially hydrolyzed cellulose esters.
  • binders can also act as mordants, e.g. Copolymers or polymer mixtures of vinyl alcohol and N-vinylpyrrolidone, as described for example in DE-B-1 130 284, furthermore those which are polymers of nitrogen-containing quaternary bases, e.g. Polymers of N-methyl-2-vinylpyridine, as described, for example, in US Pat. No. 2,484,430.
  • binders are, for example, guanylhydrazone derivatives of alkyl vinyl ketone polymers, as described, for example, in US Pat. No. 2,882,156 or guanylhydrazone derivatives of acylstyrene polymers. as described, for example, in DE-A-2 009 498. In general, however, other binders, eg Add gelatin.
  • the color photographic recording material according to the invention can contain further layers in special configurations.
  • a hardened protective layer can be arranged over the image-receiving layer, in particular to protect the image-receiving layer with the color image generated therein during development against mechanical damage. If desired, such a protective layer can also contain matting agents.
  • an additional light-absorbing layer can be contained between the light-sensitive element and the opaque light-reflecting layer, which layer can consist, for example, of a binder with a dark pigment such as carbon black distributed therein.
  • a layer means additional protection for the light-sensitive element against light incident from the viewing side and contributes to improving the sharpness.
  • it causes the color image retained in the light-sensitive element and visible through the transparent layer support to appear uniformly darker and thus less noticeable.
  • additional layers can be present on the back of the transparent support of the recording material according to the invention in a known manner, provided that these are transparent enough to ensure the imagewise exposure of the photosensitive element through the transparent support.
  • Such an additional layer can serve, for example, to improve the flatness and contain one or more correction dyes to improve the color coordination of the color photographic recording material according to the invention.
  • means can be provided for producing an opaque cover over the negative image generated in the photosensitive element.
  • Such a transparent layer can contain, for example, a substance which, with another substance contained in the developer bath, results in a white cloudiness.
  • barium chloride can be incorporated in the backing layer, which reacts with sodium sulfate contained in the developer to form white barium sulfate.
  • suitable opacifying reagents is, for example, the combination of barium sulfide in the transparent backing and zinc sulfate in the developer bath.
  • the color photographic recording material according to the invention can be made available in the form of individual sheets or also in the form of a tape because of the simple assembly.
  • the color photographic recording material according to the invention is also not subject to any restrictions with regard to the format. If required, the user can also cut it to the desired size before processing, so that borderless images can be produced in any format without subsequent cutting.
  • the color photographic recording material according to the invention is equally suitable as recording material and also as copying material, the exposure being carried out in each case through the transparent layer support.
  • any photographic camera can be used when used as recording material; there is no need for complex special devices such as the conventional instant cameras.
  • the imagewise exposure of the color photographic recording material according to the invention is generally carried out in a dark room, e.g. in contact with a transparent colored template or using a conventional projection magnification device.
  • simple processing which essentially consists in bringing the exposed color photographic recording material into contact with an alkaline developer solution.
  • This can be done, for example, by immersing the material in a suitable developer bath in the usual way or by applying a developer preparation in the form of a paste to the image-receiving layer of the color photographic material according to the invention.
  • simple alkaline baths or pastes can also be used if the necessary developer substances, e.g. Phenidone or its derivatives are embedded in one or more layers of the color photographic recording material according to the invention; such as in the image-receiving layer, the opaque light-reflecting layer or one or more layers of the light-sensitive element.
  • Development with liquid developer baths can be carried out in simple vessels, e.g. in trays, tanks or commercially available home laboratory development streams.
  • the color photographic recording material according to the invention can be brought to light without an disadvantage after an initial dark processing time of a few minutes, so that the formation of the color transfer image can be observed in the image-receiving layer without the subsequent exposure having any appreciable influence on the color image to be produced exercises.
  • silver halide which has been exposed to light is further developed, which manifests itself in the fact that the light-sensitive element which is visible through the transparent layer support becomes darker, but this has essentially no effect on the quality of the color image to be produced.
  • a black-and-white material which contains a light-sensitive layer on a transparent support, an opaque light-reflecting layer on top and an image-receiving layer on top and which can be developed using the silver salt diffusion process ( GB-A-746 948), cannot be developed by sight, since if the light-sensitive silver halide emulsion layer is prematurely reexposed, too much silver will develop in it and blacks which are too large would be obtained in the image receiving layer.
  • a light-sensitive element of a photographic recording material according to the invention was produced by successively applying the following layers on a transparent support made of polyethylene terephthalate.
  • the quantities refer to 1 M 2.
  • the recording material is exposed through the transparent support behind a conventional gray wedge and developed in an open dish at 22 ° C. for 3 minutes with a bath of the following composition:
  • the negative in the light-sensitive element (layers 1 to 5) is weakly distinguished from the generally dark brown color.
  • FIG. 1 shows the dependence of the developed color densities on the development time (curve 1: yellow density, curve 2: purple density, Curve 3: blue green density). It can be seen that the maximum color densities are practically reached after 5 minutes, but that there is still a rise in density within 2 to 5 minutes after the start of development.
  • the recording material according to the invention was compared with similarly structured materials which, instead of the coloring compound used according to the invention (non-diffusing, reducible compound which releases a diffusible dye in reduced form under alkaline development conditions), contain other coloring compounds.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)

Claims (7)

1. Matériau d'enregistrement photographique en couleur pour la formation d'images colorées par le procédé de transfert par diffusion de colorants avec
a) un support de couche transparent,
b) un élément photosensible contenant au moins une couche photosensible d'émulsion d'halogénure d'argent à laquelle sont associés un composé chromogène réductible non diffusant qui libère à l'état réduit, dans des conditions de développement alcalines, un colorant diffusable, et un composé donneur d'électrons (composé DE),
ci une couche opaque réflectrice de la lumière,
d) une couche réceptrice de l'image colorable par les colorants qui diffusent,
caractérisé en ce que le support de couche transparent, l'élément photosensible, la couche opaque réflectrice de la lumière et la couche réceptrice d'image forment un ensemble stratifié inséparable dans l'ordre indiqué.
2. Matériau d'enregistrement selon la revendication 1, caractérisé en ce que l'on utilise en tant que composé chromogène un composé de formule suivante
Figure imgb0017
dans laquelle
X représente le reste d'un colorant ou précurseur de colorant à la diffusion,
R', R2, R3 représentent l'hydrogène, des halogènes, des groupes alkyle, alkoxy, aryle ou acylamino, ou bien R2 et R3 complètent un cycle condensé,
R4 représente l'hydrogène ou un groupe alkyle, et au moins un des restes R', R2, R3 et R4 contient un reste conférant la résistance à la diffusion.
3. Matériau d'enregistrement selon la revendication 1, caractérisé en ce que l'on a disposé une couche transparente supplémentaire sur la face arrière du support de couche transparent.
4. Matériau d'enregistrement selon la revendication 3, caractérisé en ce que la couche transparente supplémentaire contient un ou plusieurs colorants.
5. Matériau d'enregistrement selon la revendication 3, caractérisé en ce que la couche supplémentaire transparente contient un produit qui provoque en son sein un trouble blanc au traitement.
6. Matériau d'enregistrement selon la revendication 1, caractérisé en ce que, entre l'élément photosensible et la couche opaque réflectrice de la lumière, on a placé une autre couche opaque absorbant la lumière.
EP81109758A 1980-12-01 1981-11-19 Matériau d'enregistrement de la photographie en couleurs pour la production d'images en couleurs selon le procédé de diffusion de couleurs par transfert Expired EP0053328B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19803045183 DE3045183A1 (de) 1980-12-01 1980-12-01 Farbfotografisches aufzeichnungsmaterial fuer die herstellung farbiger bilder nach dem farbdiffusionsuebertragungsverfahren
DE3045183 1980-12-01

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EP0053328A1 EP0053328A1 (fr) 1982-06-09
EP0053328B1 true EP0053328B1 (fr) 1984-10-24

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US (1) US4407929A (fr)
EP (1) EP0053328B1 (fr)
JP (1) JPS57119345A (fr)
DE (2) DE3045183A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3220912A1 (de) * 1982-06-03 1983-12-08 Agfa-Gevaert Ag, 5090 Leverkusen Verfahren zur belichtung und entwicklung farbphotographischer bilder und vorrichtungen zur durchfuehrung des verfahrens
US4654293A (en) * 1983-05-09 1987-03-31 Polaroid Corporation Diffusion transfer film unit with pH sensitive filter backing layer
US5342730A (en) * 1992-09-28 1994-08-30 Eastman Kodak Company Dye releasing couplers for color diffusion transfer elements with dye barrier layers
US5288745A (en) * 1992-09-28 1994-02-22 Eastman Kodak Company Image separation system for large volume development
US5322758A (en) * 1992-09-28 1994-06-21 Eastman Kodak Company Integral color diffusion transfer element for large volume development
US5512414A (en) * 1993-09-23 1996-04-30 Eastman Kodak Company Solid particle coupler dispersions for color diffusion transfer elements

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3185567A (en) * 1959-07-06 1965-05-25 Polaroid Corp Photographic color process and product
US3980479A (en) * 1974-10-02 1976-09-14 Eastman Kodak Company Positive-working immobile photographic compounds which cleave by intramolecular nucleophilic displacement in alkali unless oxidized
US4329411A (en) * 1974-12-30 1982-05-11 Polaroid Corporation Multicolor diffusion transfer products
BE861241A (nl) * 1976-11-30 1978-05-29 Agfa Gevaert Nv Fotografische kleurstofdiffusie-overbrengingswerkwijze
US4139379A (en) * 1977-03-07 1979-02-13 Eastman Kodak Company Photographic elements containing ballasted electron-accepting nucleophilic displacement compounds
EP0004399B1 (fr) * 1978-03-22 1982-05-12 Agfa-Gevaert N.V. Procédé photographique par diffusion-transfert et matériau photographique utilisable pour la mise en oeuvre de ce procédé
DE2823159A1 (de) * 1978-05-26 1979-11-29 Agfa Gevaert Ag Fotografisches farbdiffusionsuebertragungsverfahren
DE2854946A1 (de) * 1978-12-20 1980-07-10 Agfa Gevaert Ag Fotografisches farbdiffusionsuebertragungsverfahren

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JPS57119345A (en) 1982-07-24
DE3045183A1 (de) 1982-07-08
US4407929A (en) 1983-10-04
EP0053328A1 (fr) 1982-06-09
DE3166866D1 (en) 1984-11-29

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