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EP0027231B1 - Matériau photographique ayant une couche de mordant - Google Patents

Matériau photographique ayant une couche de mordant Download PDF

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Publication number
EP0027231B1
EP0027231B1 EP80106042A EP80106042A EP0027231B1 EP 0027231 B1 EP0027231 B1 EP 0027231B1 EP 80106042 A EP80106042 A EP 80106042A EP 80106042 A EP80106042 A EP 80106042A EP 0027231 B1 EP0027231 B1 EP 0027231B1
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EP
European Patent Office
Prior art keywords
layer
image
layers
mordant
mol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP80106042A
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German (de)
English (en)
Other versions
EP0027231A1 (fr
Inventor
Günter Dr. Helling
Kaspar Wingender
Wolfgang Dr. Himmelmann
Manfred Dr. Beck
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Agfa Gevaert AG
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Agfa Gevaert AG
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Publication of EP0027231A1 publication Critical patent/EP0027231A1/fr
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Expired legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
    • G03C1/835—Macromolecular substances therefor, e.g. mordants
    • 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
    • G03C8/56—Mordant layers

Definitions

  • the invention relates to a photographic material comprising a layer support and at least one layer applied thereon, which contains a mordant for acid dyes consisting of a polymer.
  • photographic layers can include photosensitive layers, e.g. Silver halide emulsion layers, or non-light sensitive layers, e.g. Adhesive layers, intermediate layers, filter layers, antihalation layers and cover layers can be understood.
  • a light-sensitive material which contains coloring compounds in or adjacent to at least one silver halide emulsion layer, and an image-receiving material, consisting essentially of an image-receiving layer arranged on a layer support, in which the desired color image is generated by image-transferring diffusing dyes .
  • This requires that there be firm contact between the photosensitive material and the image-receiving layer for at least a finite period within the development time, so that the imagewise distribution of diffusing dyes produced in the photosensitive material as a result of development can be transferred to the image-receiving layer.
  • the contact can be made after development has started or it can have been made before development begins.
  • an integral recording material in which the light-sensitive material and the image-receiving material 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 material is not separated from the image-receiving material even after the color transfer has taken place.
  • the image-receiving material which carries the finished image after the color transfer can also be separated from the light-sensitive material, e.g. be separated by means of a stripping layer arranged between the two.
  • DE-A-2 049 688 reference is made, for example, to DE-A-2 049 688.
  • suitable polymers are known as mordants for the production of image-receiving layers, which are obtained by quaternizing a polymer having tertiary nitrogen atoms with an alkylating agent or aralkylating agent.
  • DE-A-2445782 describes water-insoluble polymers as mordants which are prepared by reacting polymers containing chloromethyl groups with tertiary amines and which can be crosslinked by the method described in US Pat. No. 3,859,096.
  • a disadvantage of the use of such mordants in instant photography is that when they are used there is a tendency for the mordant image dyes to migrate from the image areas to non-image areas. This migration of dyes, which is based on the fact that the mordant does not hold the dyes firmly enough, leads to color fringing and, in particular, to reduced color densities during storage.
  • the object of the invention is to find suitable diffusion-resistant polymers as mordants for the production of image-receiving layers, which are able to hold the image dyes transferred to the image-receiving layer in such a way that the image dyes can no longer migrate, so that dye images of increased density can be obtained even when stored over longer periods of time .
  • polymeric mordants described below can be used advantageously wherever acidic dyes have to be mordanted. They are particularly suitable as pickling agents for image-receiving layers.
  • Alkyl radicals represented by R 1 , R 2 and R 3 in formula I are straight-chain or branched and normally have 1 to 12 carbon atoms. Examples include methyl, ethyl, propyl, isobutyl, pentyl, hexyl, heptyl, dodecyl.
  • R 2 , R 3 the meaning of carbocyclic radicals, then these are optionally substituted cycloalkyl, aralkyl or aryl radicals with preferably 5 to 12 carbon atoms; Possible substituents are, for example: halogen, nitro, cyano, alkyl, alkoxy, alkylthio or alkoxycarbonyl, where in the case of the last-mentioned substituents the alkyl group preferably has 1 to 4 carbon atoms.
  • cycloalkyl, aralkyl or aryl radicals are, for example, cyclopentyl, cyclohexyl, benzyl, p-methylbenzyl, chlorobenzyl, nitrobenzyl, cyanobenzyl, methoxybenzyl, methoxycarbonylbenzyl, ethylthiobenzyl, phenyl, tolyl.
  • Examples of 5- or 6-membered heterocyclic rings completed by two of the radicals R 1 , R 2 and R 3 are, for example, the pyrrolidine, the piperidine and the morpholine ring.
  • R 1 and R 2 are particularly advantageously methyl and R 3 is a benzyl radical.
  • An alkyl group represented by R 4 is preferably a methyl group.
  • X ⁇ is a conventional photographically acceptable anion, for example a halide ion, for example bromide or chloride, or a sulfate, alkyl sulfate, alkyl or aryl sulfonate, for example a p-toluenesulfonate, acetate, phosphonate or dialkyl phosphate ion.
  • a halide ion for example bromide or chloride
  • a sulfate, alkyl sulfate, alkyl or aryl sulfonate for example a p-toluenesulfonate, acetate, phosphonate or dialkyl phosphate ion.
  • Particularly advantageous monomers for the generation of units (V) are trivinylcyclohexane, divinylbenzene, tetraallyloxyethane, 1,4-butylenedl methacrylate. Two or more of the monomers mentioned can also be used next to one another for the production of units (V) of the polymers according to the invention.
  • a wide variety of monoethylenically unsaturated monomers copolymerizable with the other monomers can be used to produce the units (M).
  • Monomers with conjugated ethylenically unsaturated bonds can also be used here.
  • the units (V) are preferably present at 1.0 to 5.0 mol%, the units (M) at 0 to 45 mol% and the units with the ⁇ -substituted buten-2-yl- (meth) according to the invention 40 to 99 mol% of acrylate residue (A).
  • the polymers used according to the invention can be prepared by customary emulsion polymerization processes, for example by emulsion polymerization of a 4-halobutenyl methacrylate with a polyunsaturated monomer (V) and a mono-ethylenically unsaturated monomer (M), expediently in the presence of an anionic surface-active compound, for example sodium lauryl sulfate or in the presence the sodium salt of a sulfonated condensate of an alkylphenol-ethylene oxide condensate (e.g.
  • Alipal (trade name), manufacturer General Dyestuff Corp., USA) and the like, and expediently in the presence of a radical generator or radical initiator, for example in the presence of a free-radical initiator of the redox type, for example in the presence of potassium persulfate Sodium bisulfite; Potassium persulfate Fe 2+ ; H 2 O 2 -Fe 2+ and the like.
  • a radical generator or radical initiator for example in the presence of a free-radical initiator of the redox type, for example in the presence of potassium persulfate Sodium bisulfite; Potassium persulfate Fe 2+ ; H 2 O 2 -Fe 2+ and the like.
  • a radical generator or radical initiator for example in the presence of a free-radical initiator of the redox type, for example in the presence of potassium persulfate Sodium bisulfite; Potassium persulfate Fe 2+ ; H 2 O 2 -Fe 2+
  • the polymer 4-halogenobutenyl methacrylate latex obtained in this process can be treated with a tertiary amine or tertiary phosphine of the following formula wherein R 1 , R 2 , R 3 and Q have the meaning given, are implemented, expediently at temperatures from about -20 ° C to about 150 ° C.
  • a polymeric microgel latex is obtained.
  • the 4-halobutyl (meth) acrylates required as the starting compound are known, for example from US Pat. No. 3,255,163. They can be obtained, for example, by transesterification of methyl (meth) acrylate with 4-halo-2-buten-1-ol .
  • a further production process for the monomers mentioned is described in DE-A-2 827 323.
  • the monomers obtained in this way are either subjected directly to the polymerization to give the poly-4-halogenobutyl (meth) acrylate, which is then quaternized, or they are first quaternized and the monomeric quaternary salts thus obtained are then polymerized with the monomers (M) and (V) in the presence of a radical generator.
  • the use of a surface-active compound in the polymerization is possible, but not necessary, since the monomeric ammonium salt has surface-active properties.
  • the resulting polymer latex contains, without further reaction, a sufficient number of cationic units which are necessary for the pickling action. It is also possible to polymerize the 4-chlorobutenyl monomer together with a monomeric quaternization product obtained therefrom and that To quaternize polymer with a tertiary amine or phosphine, which may be different from that which was used for the quaternization of the monomer, to form a polymer according to the invention.
  • cross-reactions within a latex particle can occur through the reaction of two reactive halogenobutenyl methacrylate residues in the presence of water, so that the effect of the polyfunctional monomer (V) is enhanced.
  • the polymers used according to the invention preferably consist of at most up to 5 mol% of recurring units which have arisen in the manner indicated by modifying the halobutyl radical.
  • the water-dispersible polymers used according to the invention can have a particle size of 20-500 nm. As a rule, they have a particle size of approximately 50 nm to approximately 200 nm, preferably a particle size of 60-100 nm.
  • the polymers used according to the invention are comparatively easy to produce, since the polymers can be produced in a vessel. The need to use larger amounts of solvents is eliminated.
  • the polymers which can be prepared in the manner described are typically not completely quaternized. In general, the degree of quaternization is from about 80 to about 100 mol%.
  • Polymers which can be used according to the invention can thus be composed, for example, of:
  • the polymers prepared by the described method are generally sufficiently pure and only contain non-disruptive amounts of impurities. In some cases, however, cleaning of the polymer dispersions may be required.
  • the methods of dialysis or ultrafiltration known to the person skilled in the art are suitable for this.
  • Mixed bed ion exchangers can also be used successfully to remove ionic impurities, which enable complete desalination of the polymers.
  • the polymer dispersions according to the invention can be cleaned particularly effectively by a flock / redispersion process. By acidifying the dispersion, the polymer can be flocculated and separated as a solid and washed with dilute acids and solvents. The subsequent redispersion of the polymer takes place e.g. by simply stirring it into water in the neutral to weakly alkaline pH range.
  • the cleaning process described also offers the possibility of drying the polymer after the flocking and washing process and isolating and storing it as a powdery solid. A bacterial attack frequently observed in the storage of aqueous dispersions can thus be excluded.
  • the polymers obtained are generally cast as latex, and they can be used in the same way as in the production or, if appropriate, in a subsequent cleaning operation. accrued, or in the form of a redispergate, if a drying process was upstream. Redispersion in an aqueous medium is remarkably easy to do, which is believed to be due to the large number of polar groups in the polymer. If appropriate, further substances, in particular hydrophilic colloidal binders, can be added to the polymers according to the invention in the production of image-receiving layers.
  • hydrophilic colloids come into question which are used quite generally for the production of photographic layers, for example gelatin, colloidal albumin, polysaccharides, cellulose derivatives, synthetic resins, e.g. Polyvinyl compounds, for example polyvinyl alcohol and polyvinyl alcohol derivatives, acrylamide polymers, polyurethanes and the like.
  • the polymers used according to the invention are used in customary concentrations, the optimum amount of mordant in each case depending on the type and amount of the dye to be mordanted, the mordant itself and the manner in which the image is produced.
  • the necessary or cheapest concentration of mordant can be easily determined in individual cases.
  • the amount of mordant in the image-receiving layer is expediently at least 10% by weight, based on the total solids content, preferably up to 50% by weight and more.
  • the most common known additives can be incorporated into the mordant layer, for example UV absorbers, e.g. substituted 2-hydroxyphenylbenzotriazoles (Tinuvin, Aandelsname) and hydroxybenzophenones and the like, and antioxidants, e.g. tert. Butylated hydroxyanisole, butylated hydroxytoluene, substituted chromanoie and the like.
  • UV absorbers e.g. substituted 2-hydroxyphenylbenzotriazoles (Tinuvin, Aandelsname) and hydroxybenzophenones and the like
  • antioxidants e.g. tert. Butylated hydroxyanisole, butylated hydroxytoluene, substituted chromanoie and the like.
  • additives are substances which are soluble in organic solvents, they are expediently used in the form of an emulsifier in an aqueous medium.
  • mordants used according to the invention can be used to produce a wide variety of photographic materials which have a mordant layer with the aid of which acidic dyes are to be stained.
  • One or more of the mordants used according to the invention can also be used, namely in one layer or in two or more different layers of a photographic material.
  • the pickling agents used according to the invention can also be used together with other known pickling agents in the same layer or in different layers of the same material.
  • the said polymers are mainly used as mordants for diffusing image dyes, i.e. they represent an essential component of image-receiving layers for the color diffusion transfer process.
  • image-receiving layers are usually arranged on a transparent or non-transparent layer support and together with them form the image-receiving material.
  • This is either non-photosensitive as a separate image-receiving sheet which can form an integral part of a photosensitive recording material if the image-receiving layer is in firm contact with the photosensitive silver halide emulsion layers.
  • Suitable supports are, for example, paper, optionally coated with a plastic, glass, metal foils or films made from organic film formers of materials such as cellulose esters, polyethylene terephthalate, polycarbonate or other polymers.
  • opacifying agents such as pigments
  • opaque carrier layers can also be produced from the materials mentioned last.
  • the photographic material according to the invention consists of a support and an image-receiving layer arranged thereon, which contains the polymer of the formula I, optionally together with a colloidal binder.
  • the latter can be provided with a conventional adhesive layer.
  • Such a material is suitable as an image-receiving material for any type of photographic color diffusion transfer process in which acid diffusing image dyes or acid diffusing color formers (image dye precursors) are used or imagewise released and can be transferred to an image receiving layer. After the transfer has taken place, such a material in the image-receiving layer has an image-wise distribution of one or more acid dyes.
  • the photographic material has, in addition to an image-receiving layer with the polymers according to the invention, at least one layer with an acid dye or a precursor compound for an acid dye, and at least one light-sensitive layer, in particular a light-sensitive silver halide emulsion layer.
  • the acid dyes or precursor compounds for acid dyes mentioned are collectively referred to below as coloring compounds.
  • the photographic material according to the invention can also contain a plurality of light-sensitive silver halide emulsion layers of different spectral sensitivity, as well as further non-light-sensitive layers such as intermediate layers, cover layers and other layers of the most varied functions, as are customary in multi-layer color photographic recording materials.
  • the photographic materials of the invention i.e. the image-receiving materials, and in particular the color-photographic recording materials, which contain such an image-receiving material as an integral part, can also contain acidic layers and so-called braking or deceleration layers, which together form a so-called neutralization system.
  • a neutralization system can be arranged in a known manner between the layer support and the image receiving layer arranged thereon or at another location in the layer structure, e.g. above the photosensitive layers, i.e. beyond these photosensitive layers viewed from the bit reception layer.
  • the neutralization system is usually oriented so that the braking or retarding layer is between the acid layer and the location where the alkaline developing liquid or paste is exposed.
  • Such acid layers, brake layers or neutralization layers consisting of both are known, for example, from US Pat. No. 2,584,030, US Pat. No. 2,983,606, US Pat. No. 3,362,819, US Pat. No. 3,362,821, DE-A- 2,455,762, DE-A-2 601 653, DE-A-2 716 505, DE-A-2 601 653, DE-A-2 716 505, DE-A-2 816 878.
  • Such a neutralization system can be known in the art Way also contain two or more brake layers.
  • the photographic material according to the invention may further contain one or more pigment-containing opaque layers which are permeable to aqueous liquids. These can perform two functions. On the one hand, the undesired access of light to light-sensitive layers can be prevented, and on the other hand, such a pigment layer can form an aesthetically pleasing background, in particular if a light or white pigment, for example Ti0 2, has been used. Integral color photographic recording materials with such a pigment layer are known, for example from US-A-2 543 181 and DE-B-1 924 430. Instead of a pre-formed opaque layer, means can also be provided in order to produce such a layer only in the course of the development process . In accordance with the two functions mentioned, such pigment layers can be constructed from two or more partial layers, one of which, for example, is a white pigment and the other is, for example, a dark one. Contains light-absorbing pigment, such as carbon black.
  • This material can be composed in such a way that two different parts are produced separately from one another, namely the light-sensitive part (layer elements 1-4) and the cover sheet (layer elements 5-7), which are then placed on one another on the layer side and connected to one another, if appropriate using spacer strips so that a space for receiving a precisely measured amount of a developing liquid is formed between the two parts.
  • the layer elements 5 and 6, which together form the neutralization system, can also be arranged, however in the opposite order, between the layer support and the image-receiving layer of the light-sensitive part.
  • Means may be provided to introduce a developing liquid between two adjacent layers of the integral recording material, e.g. in the form of a laterally arranged, splitable container which, when subjected to mechanical forces, pours its contents between two adjacent layers of the recording material, in the present case between the photosensitive part and the cover sheet.
  • the photosensitive element which, in the case of an integral recording material, is an essential component of the photographic material according to the invention or, if the photographic material according to the invention is itself not photosensitive but essentially consists only of the support and the image-receiving layer, must be brought into contact with it during the development process.
  • the coloring compound can be in a layer adjacent to the silver halide emulsion layer or in the silver halide emulsion layer itself, in the latter case the color of the image dye is preferably selected so that the predominant absorption range of the coloring compound does not match the predominant sensitivity range of the silver halide emulsion layer.
  • the light-sensitive element contains three such assignments of color-providing compound and light-sensitive silver halide emulsion layer, the absorption range of the image dye resulting from the color-providing compound generally matching the range of spectral sensitivity of the assigned silver halide emulsion layer.
  • 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 which is different from that of the image dye ("Shifted image dyes" US-A-3 854 945).
  • the developer oxidation products created during the development of a silver halide emulsion may of course only have an effect on the assigned coloring compound.
  • Separating layers are therefore generally present in the light-sensitive element, which effectively prevent the diffusion of the developer oxidation products into other, unassigned layers.
  • These separating layers can e.g. contain suitable substances which react with the developer oxidation products, for example non-diffusing hydroquinone derivatives or, if the developer compound is a color developer compound, non-diffusing color couplers.
  • the coloring compounds can be colored compounds which are themselves diffusible and which begin to diffuse when the layers are treated with an alkaline working liquid and are only determined by the development at the exposed areas. However, the coloring compounds can also be diffusion-resistant and release a diffusing dye in the course of development.
  • Coloring compounds which are a priori diffusible are known, for example, from German patents 1,036,640, 1,111,936 and 1,196,075.
  • the so-called dye developers described therein contain a dye residue and a grouping which is capable of exposing the same molecule Developing silver halide.
  • a neutralization layer and timing layers were applied to a second transparent support.
  • Both sheets were combined into a set on the layer side and glued to the edges. After exposure through the second support, a developer paste was distributed between the two films with an application of 100 V -m, which was determined by spacers between the sheets.
  • Integral recording materials 1-15 according to the invention were produced and processed analogously, the polymers 1-15 according to the invention being used in the pickling layer instead of the known pickling agent.
  • Table 4 contains examples of improved image stability during the drying phase with regard to redissusion, especially of the yellow dyes.

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  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
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Claims (6)

1. Matériau photographique constitué d'un support de couche et d'au moins une couche disposée au-dessus, qui contient un agent mordant pour colorants acides consistant en un polymère, caractérisé en ce qu'il contient comme agent mordant un polymère ayant au moins 10 moles % de motifs récurrents de formule 1 suivante
Figure imgb0024
 dans laquelle
Q représente un atome d'azote ou de phosphore ;
R1, R2 et R3 représentent chacun un reste carbocyclique ou un reste alkyle, R1, R2 et R3 pouvant avoir la même signification ou une signification distincte les uns des autres, ou bien deux des restes mentionnés pris ensemble complètent un noyau hétérocyclique à 5 ou 6 chaînons ;
R4 représente l'hydrogène ou un alkyle ;
X⊖ représente un anion.
2. Matériau selon la revendication 1, caractérisé en ce que l'agent mordant contient des motifs récurrents de formule II suivante
Figure imgb0025
dans laquelle
Q représente un atome d'azote ou de phosphore ;
R1, R2 et R3 représentent chacun un reste carbocyclique ou un reste alkyle, R1, R2 et R3 pouvant avoir la même signification ou une signification distincte les uns des autres, ou bien deux des restes mentionnés pris ensemble complètent un noyau hétérocyclique à 5 ou 6 chaînons ;
R4 représente l'hydrogène ou un alkyle ;
Xe représente un anion ;
V représente le reste d'un monomère polymérisé ayant au moins deux restes insaturés éthyléniques polymérisables ;
M représente le reste d'un monomère polymérisé ayant un reste insaturé éthylénique polymérisable ;
x, y, x représentent les valeurs désignant la proportion des comonomères individuels dans le polymère, et plus précisément
x représente de 10 à 99 moles %
y représente de 0 à 90 moles %
z représente de 0 à 5 moles %.
3. Matériau selon l'une des revendications 1 et 2, caractérisé en ce que la couche contenant l'agent mordant polymère contient un ou plusieurs colorants acides distribués suivant l'image.
4. Matériau selon la revendication 1, caractérisé en ce que R1, R2 et R3 sont identiques ou différents et représentent [un reste] méthyle, éthyle ou benzyle.
5. Matériau selon la revendication 1, caractérisé en ce que R4 représente [un reste] méthyle.
6. Matériau selon l'une des revendications 1 et 2, caractérisé en ce qu'il contient en contact avec la couche renfermant l'agent polymère au moins une couche d'émulsion d'halogénure d'argent, à laquelle est associé un composé chromogène en distribution uniforme.
EP80106042A 1979-10-16 1980-10-06 Matériau photographique ayant une couche de mordant Expired EP0027231B1 (fr)

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DE2941818 1979-10-16
DE19792941818 DE2941818A1 (de) 1979-10-16 1979-10-16 Lichtempfindliches photographisches material mit einer beizmittelschicht

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EP0027231A1 EP0027231A1 (fr) 1981-04-22
EP0027231B1 true EP0027231B1 (fr) 1982-05-19

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EP0295338B1 (fr) * 1987-06-16 1991-09-11 Agfa-Gevaert N.V. Elément photographique contenant un mordant polymérique phosphonium
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JPS6465540A (en) * 1987-09-04 1989-03-10 Fuji Photo Film Co Ltd Silver halide photosensitive material
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JPH02952A (ja) * 1988-02-29 1990-01-05 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料の処理方法
US5015562A (en) * 1988-03-09 1991-05-14 Fuji Photo Film Co., Ltd. Light-sensitive silver halide element containing modant, dye and sonic polymer
US5169747A (en) * 1992-04-21 1992-12-08 E. I. Du Pont De Nemours And Company Radiation sensitive element with a dye-containing auxiliary layers
US5370967A (en) * 1992-09-28 1994-12-06 Eastman Kodak Company Barrier layer for dye containment in photographic elements
DE19846433A1 (de) * 1998-10-08 2000-04-13 Agfa Gevaert Ag Inkjet-Tinte
US6510833B1 (en) 2001-12-20 2003-01-28 American Diesel & Gas, Inc. Fuel saving combustion engine insulation method and system
JP2007084609A (ja) * 2005-09-20 2007-04-05 Fujifilm Corp 膜形成用組成物、絶縁膜及びそれを用いた電子デバイス

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DE2631521A1 (de) * 1976-07-14 1978-01-19 Agfa Gevaert Ag Lichtempfindliches photographisches material mit einer beizmittelschicht

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DE3060452D1 (en) 1982-07-08
US4353972A (en) 1982-10-12
EP0027231A1 (fr) 1981-04-22
DE2941818A1 (de) 1981-05-07
JPS5665131A (en) 1981-06-02

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