EP0183528B2 - Elément photographique couleur - Google Patents

Elément photographique couleur Download PDF

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Publication number
EP0183528B2
EP0183528B2 EP85308585A EP85308585A EP0183528B2 EP 0183528 B2 EP0183528 B2 EP 0183528B2 EP 85308585 A EP85308585 A EP 85308585A EP 85308585 A EP85308585 A EP 85308585A EP 0183528 B2 EP0183528 B2 EP 0183528B2
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Prior art keywords
emulsion
layers
layer
sensitized
silver halide
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EP0183528A3 (en
EP0183528B1 (fr
EP0183528A2 (fr
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Sharon M. C/O Minnesota Mining And Simpson
John R. C/O Minnesota Mining And Boon
John M. C/O Minnesota Mining And Mcquade
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3M Co
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Minnesota Mining and Manufacturing Co
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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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/16—X-ray, infrared, or ultraviolet ray processes
    • G03C5/164—Infrared processes
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/3041—Materials with specific sensitometric characteristics, e.g. gamma, density

Definitions

  • This invention relates to color photographic elements and in particular to color photographic elements capable of providing full color images with exposure of at least two silver halide emulsion layers to radiation outside the visible region of the electromagnetic spectrum.
  • the present invention relates to a a color photographic element having at least three emulsion layers associated with color image providing materials, each emulsion layer being sensitized to a different region of the electromagnetic spectrum and at least two layers being sensitized to radiation within the infrared region of the electromagnetic spectrum.
  • Dyes which have been capable of sensitizing silver halide emulsions to infrared regions of the electromagnetic spectrum have been known for many years.
  • Merocyanine dyes and cyanine dyes, particularly those with longer bridging groups between cyclic moieties have been used for many years to sensitize silver halide to the infrared.
  • U.S. Patent Nos. 3,619,154, 3,682,630; 2,895,955; 3,482,978; 3,758,461 and 2,734,900; and U.K. Patent Nos. 1,192,234 and 1,188,784 disclose well-known classes of dyes which sensitize silver halide to portions of the infrared region of the electromagnetic spectrum.
  • U.S. Patent 4,362,800 discloses dyes used to sensitize inorganic photoconductors to the infrared, and these dyes are also effective sensitizers for silver halide.
  • a photographic element which is capable of providing full color images without exposure to corresponding visible radiation.
  • the element comprises at least three silver halide emulsion layers on a substrate.
  • the at least three emulsion layers are each associated with different photographic color image forming materials, such as color couplers capable of forming dyes of different colors upon reaction with an oxidized color photographic developer, diffusing dyes, bleachable dyes, or oxidizable leuco dyes.
  • the three emulsion layers are sensitized to three different portions of the electromagnetic spectrum with at least two layers sensitized to different regions of the infrared region of the electromagnetic spectrum.
  • the layers must be in a construction that prevents or reduces the exposure of layers by radiation intended to expose only one other layer. This is done by providing differences in speed of emulsions sensitive to different wavelengths of the infrared.
  • Figures 1A, 1B, and 1C show the D vs logE curves for the photographic element of Example 1 after exposure to radiation having wavelengths 780 nm, 830 nm, and 890 nm, respectively.
  • Figure 2 shows the D vs logE curve for the photographic element of Example 2 after exposure to radiation having a wavelength of 780 nm.
  • Figure 1 shows the D vs logE curve for the photographic element of Example 1 when exposed to 780 nm radiation.
  • Curve (a) shows the density of the yellow-forming layer which is sensitized to 780 nm.
  • Curve (b) shows the density of the magenta-forming layer which is sensitized to 830 nm.
  • Curve (c) shows the density of the cyan-forming layer which is sensitized to 880 nm.
  • Figure 1B shows the D vs logE curve for the photographic element of Example 1 when exposed to 830 nm radiation.
  • Curve (b) shows the magenta-forming layer and Curve (c) shows the cyan-forming layer.
  • Figure 1C shows the D vs logE curve for the photographic element of Example 1 when exposed to 890 nm radiation.
  • Curve (c) shows the cyan-forming layer.
  • Figure 2 shows the D vs logE curve for the photographic element of Example 2 when exposed to 780 nm radiation.
  • Curve A shows the yellow-forming layer.
  • Curve B shows the magenta-forming layer in the element without a filter layer.
  • Curve B' shows the magenta-forming layer when a filter dye is present between layers 3 and 5.
  • Curve C shows the cyan-forming layer.
  • the shift in the D vs logE curve between Curves B and B' is 0.38 Log E units.
  • a photographic element is herein described which photographic element is capable of providing a full color image or three color images with exposure of at least two silver halide emulsion layers to radiation outside the visible region of the electromagnetic spectrum comprising
  • the difference between any two layers sensitive to the infrared be at least 20 nm, more preferred that the difference be at least 35 nm, and most preferred that the difference in wavelengths of maximum spectral sensitivity be at least 50 nm between any two layers sensitized to the infrared.
  • filter layers between emulsion layers can help reduce the needed levels of sensitivity differences between layers.
  • a filter dye between layers which absorbs strongly at the wavelengths of maximum spectral sensitivity of the uppermost emulsion layer (with respect to the direction from which exposure occurs) the needed difference in sensitivity of the lower layer can be somewhat reduced.
  • the preferred arrangement of layers has the wavelengths of maximum spectral sensitivity in the respective layers getting longer as one moves away from the direction (or surface) from which the exposure is to be made. That is, using for example, color paper or print as a reference, the infrared sensitive layer furthest from the paper base has a wavelength of maximum spectral sensitivity which is shorter than the wavelength of maximum spectral sensitivity of any other emulsion layer closer to the base. This preference is because sensitization peaks of dyes tend to fall off more quickly towards longer wavelengths making sensitivity separation more easily effected and filter dyes more easily chosen.
  • any two layers when all three emulsion layers are within the infrared region of the electromagnetic spectrum, any two layers must have wavelengths of maximum spectral sensitivity differing by at least 15 nm and speed differences of at least 0.2 logE units.
  • Spectral sensitizing dyes are available across the entire visible spectrum and even in to the ultraviolet. One of ordinary skill in the art could thus easily sensitize the third emulsion layer to a wavelength outside the infrared where there would be practically no overlap in spectral sensitization effected by the various sensitizing dyes.
  • the third emulsion layer could be sensitized more than 100 nm below the infrared (beginning at 750-780 nm) to the blue, green or yellow portions of the electromagnetic spectrum. If for any reason it were desired to have the third emulsion layer sensitized to a portion of the spectrum less than 100 nm from the shortest wavelength within the infrared to which an emulsion is sensitized, it would be desirable to give consideration to adjusting the speed of the emulsion sensitized to the visible in a manner similar to that done for shorter wavelengths within the infrared. If the emulsion layer sensitized to the visible portion of the electromagnetic spectrum is near to the infrared (e.g.
  • the speed of the emulsion sensitized to the visible should also be at least 0.2 or at least 0.5 logE units faster than the speed of the emulsion sensitized to a wavelength within the infrared nearest the visible portion of the spectrum.
  • the use of spectral sensitizing dyes within the visible portion of the electromagnetic spectrum which form J-bands will effectively reduce the impact of this consideration.
  • the speed of the emulsion layers is to be determined, at all times, at the wavelength of maximum spectral sensitivity for the emulsion layer.
  • wavelength of maximum sensitivity should be read as wavelength of maximum spectral sensitivity in the invention, that is, the wavelength of maximum sensitivity effected by the addition of spectral sensitizing dyes.
  • the broadest range of contrasts for use in construction of emulsions within the present invention is 0.5 to 12.
  • the lower limit is essentially a function of the power available from lasers in imaging apparatus.
  • the upper limit tends to be a function of the type of use to which the film or paper is to be used.
  • a range of 1 to 11 for contrast is preferred; a contrast of 2 to 8 is more preferred.
  • a photographic element is further herein described, which photographic element is capable of providing a full color image with exposure of at least two silver halide emulsion layers to radiation outside the visible region of the electromagnetic spectrum comprising
  • the relative order in the relationship of the emulsion layers is important in obtaining benefits from the technology.
  • the first layer as described above, must be the emulsion layer farthest from the imaging radiation.
  • the first layer would be the emulsion layer farthest from the base, the top emulsion layer from a conventional perspective.
  • photographic elements are not exposed through the base, and the first layer would normally be the infrared sensitized emulsion layer closest to the base.
  • all of the silver halide emulsion layers are sensitized to different infrared regions of the electromagnetic spectrum. It is essential that at least two layers be sensitized to different infrared regions of the electromagnetic spectrum. The order of those at least two layers must still be that the emulsion layer sensitized to the longer wavelength is closest to the side of the photographic element first struck by the exposing radiation. There is more flexibility with respect to the placement of other silver halide emulsion layers which are sensitized to visible portions of the electromagnetic spectrum.
  • Layer 1 would merely be constructed as a conventional yellow forming silver halide emulsion layer (or negative dye forming layer). If the yellow layer were placed in a construction between the two infrared sensitized layers, such as 1) 800 nm, 2) 580 nm, and 3) 880 nm, the difference in emulsion sensitivity, if used, would be between layers 1) and 3). The sensitivity of layer 2) would be selected only on the basis of the activity desired to produce an effective yellow color. There are no significant considerations of guarding against exposure of layer 2 by radiation used to expose layers 1) or 3). Filters could be used if the dyes in layer 2) had a long tail on its absorption curve, but that would occur only with less than skillful selection of the yellow sensitizing dye.
  • the visible light sensitive emulsion layer is used as the emulsion layer farthest from the base, similar considerations must be made.
  • the filter layer would still have to be between the two infrared sensitive layers, if a filter layer is used.
  • the difference in emulsion sensitivity must also be present between the two infrared sensitized layers if that method is used.
  • the infrared portion of the electromagnetic spectrum is given various ranges, but is generally considered to be between 750 to 1500 nm which overlaps a small portion of the visible regions of the electromagnetic spectrum (e.g., 750-780 nm).
  • a large number of dyes are known to sensitize silver halide emulsions to various portions of the infrared region of the spectrum.
  • cyanines and merocyanines are well documented as infrared sensitizers for various types of imaging systems including silver halide emulsions.
  • the sensitizing dyes chosen are extremely important to the construction of the color multilayer material.
  • these dye structures are usually symmetrical or unsymmetrically substituted dicarbocyanines 1 and tricarbocyanines 2 with the auxochromic portions of the dyes being lepidine 3, quinoline 4, naphthothiazole 5, benzothiazole 6, and so forth.
  • Heterocyclics may also be introduced into the methine chain to increase rigidity and stability of the dye molecule.
  • IR-sensitizing dyes 7-9 are shown in the following formulae. Each of these dyes was added to a silver chlorobromide emulsion coated and subsequently were exposed at various times with the emission from a tungsten-lamp source on a wedge spectrograph. The characteristic shape of their curves is a broad tail of sensitization stretching 150 to 300 nm from the peak of maximum sensitization to the shortest wavelength side of the spectrum, but a narrow tail of sensitization 50 to 70 nm wide on the longer wavelength side.
  • Other cyanine-type dyes 10-20 with various auxochromic end groups also exhibited similar sensitization curves on the emulsion.
  • the wavelength of the peak of maximum sensitization (Peak) and the wavelength of the point at which minimum sensitization at longer wavelengths occur (Minimum) are shown. Any of the known useful anions may be associated with these compounds, but I - , Br - , tosylate, and para-toluene sulfonate are preferred.
  • infrared sensitizing dyes like most other sensitizing dyes do not have monochromatic absorption curves, but absorb, and thus sensitize to, a range of radiation wavelengths.
  • J-banding dyes which tend to have a narrower range of absorption for each dye, absorb over a range of the electromagnetic spectrum. This range can extend from a few nanometers up to a few hundred nanometers.
  • exposing radiation sources from lasers can be essentially monochromatic, the spectral sensitivities of even single layer emulsions may have maximum sensitivities at the wavelength of the exposing radiation, but still bracket that wavelength with a range of sensitivity.
  • infrared laser diodes tend to emit radiation between wavelengths of 750-950 nm. This tends to be too narrow a range to allow for multiple layer photographic emulsions with different regions of sensitivity.
  • Sensitizing dyes selected to sensitize at 780, 830, and 880, for example, would have sensitizing effects that could overlap the other wavelengths. Particularly in a photographic element intended to provide a full color image, an overlap in sensitizing ranges would cause poor faithfulness in color rendition because of the spurious imaging of multiple layers by the same wavelength of radiation.
  • the constructions enable manufacture of high quality Color photographic images, even where the various emulsion layers are sensitized to maximize sensitivity at peaks within fifty nanometers of each other.
  • any of the various types of photographic silver halide emulsions may be used in the invention.
  • Silver chloride, silver bromide, silver iodobromide, silver chlorobromide, silver chlorobromoiodide, and mixtures thereof may be used, for example.
  • Any configuration of grains, cubic orthorhombic, hexagonal, epitaxial, or tabular (high aspect ratio) grains may be used.
  • the couplers may be present either directly bound by a hydrophilic colloid or carried in a high temperature boiling organic solvent which is then dispersed within a hydrophilic colloid.
  • the colloid may be partially hardened or fully hardened by any of the variously known photographic hardeners. Such hardeners are free aldehydes (U.S. Pat.
  • the silver halide photographic elements can be used to form dye images therein through the selective formation of dyes.
  • the photographic elements described above for forming silver images can be used to form dye images by employing developers containing dye image formers, such as color couplers, as illustrated by U.K. Pat. No. 478,984, Yager et al. U.S. Pat. No. 3,113,864, Vittum et al. U.S. Pat. Nos. 3,002,836, 2,271,238 and 2,362,598. Schwan et al. U.S. Pat. No. 2,950,970, Carroll et al. U.S. Pat. No. 2,592,243, Porter et al. U.S. Pat. Nos.
  • the developer contains a color-developing agent (e.g., a primary aromatic amine which in its oxidized form is capable of reacting with the coupler (coupling) to form the image dye.
  • a color-developing agent e.g., a primary aromatic amine which in its oxidized form is capable of reacting with the coupler (coupling) to form the image dye.
  • instant self-developing diffusion transfer film can be used as well as photothermographic color film or paper using silver halide in catalytic proximity to reducable silver sources and leuco dyes.
  • the dye-forming couplers can be incorporated in the photographic elements, as illustrated by Schneider et al. Die Chemie, Vol. 57, 1944, p. 113, Mannes et al. U.S. Pat. No. 2,304,940, Martinez U.S. Pat. No. 2,269,158, Jelley et al. U.S. Pat. No. 2,322,027, Frolich et al. U.S. Pat. No. 2,376,679, Fierke et al. U.S. Pat. No. 2,801,171, Smith U.S. Pat. No. 3,748,141, Tong U.S. Pat. No. 2,772,163, Thirtle et al. U.S. Pat. No.
  • the dye-forming couplers are commonly chosen to form subtractive primary (i.e., yellow, magenta and cyan) image dyes and are nondiffusible, colorless couplers, such as two and four equivalent couplers of the open chain ketomethylene, pyrazolone, pyrazolotriazole, pyrazolobenzimidazole, phenol and naphthol type hydrophobically ballasted for incorporation in high-boiling organic (coupler) solvents.
  • Such couplers are illustrated by Salminen et al. U.S. Pat. Nos. 2,423,730, 2,772,162, 2,895,826, 2,710,803, 2,407,207, 3,737,316 and 2,367,531, Loria et al.
  • the dye-forming couplers upon coupling can release photographically useful fragments, such as development inhibitors or accelerators, bleach accelerators, developing agents, silver halide solvents, toners, hardeners, fogging agents, antifoggants, competing couplers, chemical or spectral sensitizers and desensitizers.
  • Development inhibitor-releasing (DIR) couplers are illustrated by Whitmore et al. U.S. Pat. No. 3,148,062, Barr et al. U.S. Pat. No. 3,227,554, Barr U.S. Pat. No. 3,733,201, Sawdey U.S. Pat. No. 3,617,291, Groet et al. U.S. Pat. No.
  • Dye-forming couplers and nondye-forming compounds which upon coupling release a variety of photographically useful groups are described by Lau U.S. Pat. No. 4,248,962.
  • DIR compounds which do not form dye upon reaction with oxidized color developing agents can be employed, as illustrated by Fujiwhara et al. German OLS 2,529,350 and U.S. Pat. Nos. 3,928,041, 3,958,993 and 3,961,959, Odenwalder et al. German OLS No. 2,448,063, Tanaka et. al. German OLS No. 2,610,546, Kikuchi et. al. U.S. Pat. No. 4,049,455 and Credner et al. U.S.
  • DIR compounds which oxidatively cleave can be employed, as illustrated by Porter et al. U.S. Pat. No. 3,379,529, Green et al. U.S. Pat. No. 3,043,690, Barr U.S. Pat. No. 3,364,022, Duennebier et al. U.S. Pat. No. 3,297,445 and Rees et al. U.S. Pat. No. 3,287,129.
  • Silver halide emulsions which are relatively light insensitive, such as Lipmann emulsions having been utilized as interlayers and overcoat layers to prevent or control the migration of development inhibitor fragments as described in Shiba et al. U.S. Pat. No. 3,892,572.
  • the photographic elements can incorporate colored dye-forming couplers, such as those employed to form integral masks for negative color images, as illustrated by Hanson U.S. Pat. No. 2,449,966, Glass et al. U.S. Pat. No. 2,521,908, Gledhill et al. U.S. Pat. No. 3,034,892, Loria U.S. Pat. No. 3,476,563, Lestina U.S. Pat. No. 3,519,429, Friedman U.S. Pat. No. 2,543,691, Puschel et al. U.S. Pat. No. 3,028,238, Menzel et al. U.S. Pat. No. 3,061,432 and Greenhalgh U.K. Pat. No.
  • Particularly useful color couplers include the materials shown in the list of compounds as numbers 21 ⁇ 24.
  • the color provided in the image produced by exposure of each of the differently sensitized silver halide emulsion layers does not have to be produced by color coupler reaction with oxidized color developers.
  • a number of other color image forming mechanisms well known in the art can also be used.
  • the commercially available color image forming mechanisms are the diffusion transfer of dyes, dye-bleaching, and leuco dye oxidation. Each of these procedures is used in commercial products, is well understood by the ordinarily skilled photographic artisan, and is used with silver halide emulsions. Multicolor elements using these different technologies are also commercially available.
  • these existing color forming systems may be modified by the ordinarily skilled artisan according to the teachings of the present invention.
  • the following steps would be taken to convert the element to the invention.
  • the sensitizing dye used to spectrally sensitize the first silver halide photothermographic emulsion would be replaced with the sensitizing dye used to sensitize the first emulsion layer of Example 1 of the present application.
  • the filter layer described in Example 2 of the present application would be placed over all the coatings essential to the formation of color in the first deposited series of layers in Example 1 of U.S. Patent 4,460,681.
  • That filter layer could also function as the barrier layer required in the practice of that invention.
  • the second series of layers essential for the formation of the next color according to U.S. Patent 4,460,681 would then be deposited, the spectral sensitizing dye of that example being replaced by the spectral sensitizing dye of present Example 1.
  • the remaining layers in the photothermographic element could then be the same as those described in the patent if light-sensitivity of the element (due to the light-sensitivity of the layers forming the third color) could be tolerated. If light-sensitivity is not desired, the second filter layer of present Example 2 could be placed over the second color-forming layer of the photothermographic element.
  • Patent 4,460,681 would then be applied over the filter layer, and the sensitizing dye in that silver halide emulsion layer replaced with the spectral sensitizing dye of the top emulsion layer of present Example 1.
  • Analogous substitution of sensitizing dyes, addition of filter layers, and/or modification of the relative sensitivities of silver halide layers in any of the other known color imaging processes could also be readily performed given the teachings of the present invention.
  • Diffusion photothermographic color image forming systems such as those disclosed in U.K. Patent 3,100,458A are also useful in the invention.
  • the photographic elements can include image dye stabilizers.
  • image dye stabilizers are illustrated by U.K. Pat. No. 1,326,889, Lestina et al. U.S. Pat. Nos. 3,432,300 and 3,698,909, Stern et al. U.S. Pat. No. 3,574,627, Brannock et al. U.S. Pat. No. 3,573,050, Arai et al. U.S. Pat. No. 3,764,337 and Smith et al. U.S. Pat. No. 4,042,394.
  • Filter dyes are materials well known to the photographic chemist. The dyes where used, must be selected on the basis of their radiation filtering characteristics to insure that they filter the appropriate wavelengths. Filter dyes and their methods of incorporation into photographic elements are well documented in the literature such as U.S. Patent Nos. 4,440,852; 3,671,648; 3,423,207; and 2,895,955; U.K. Patent No. 485,624, and Research Disclosure, Vol. 176, December 1978, Item 17643. Filter dyes can be used in the invention to provide room-light handleability to the elements.
  • Dyes which will not alow transmission of radiation having wavelengths shorter than the shortest wavelength to which one of the emulsion layers has been sensitized can be used in a layer above one or more (preferably all) of the emulsion layers.
  • the cut-off filter dye preferably does not transmit light more than 50 nm less than the shortest wavelength to which any of the emulsion layers have been sensitized.
  • Filter dyes should also be provided with non-fugitive (i.e., non-migratory) characteristics and should be decolorizable (by bleaching in developer or heat, for example) or leachable (e.g., removed by solvent action of any baths).
  • HIRF high intensity reciprocity failure
  • stabilizers for this purpose are chloropalladites and chloroplatinates (U.S. Pat. No. 2,566,263), iridium and/or rhodium salts (U.S. Pat. No. 2,566,263; 3,901,713) and cyanorhodates (Beck et al., J. Signaletzorulsmaterialen, 1976, 4, 131).
  • a multi-layered IR-sensitive photographic color material was prepared by coating in order on resin-coated paper base the following layers:
  • the first layer a gelatin chemically sulfur-sensitized silver chlorobromide emulsion (88 mol% Br, 4.2% Ag, and 0.6 ⁇ m grain size) containing anti-foggants, speed enhancers, and cyan color-forming couplers 23 and 24 (prepared by standard methods described in U.S. Patent 4,363,873) was sensitized to the 880 nm region of the spectrum with dye 9 in the quantity of 4.0 ⁇ 10 -4 mol per mol of silver and was coated so that the coating silver and cyan coupler weights are 346 mg per m 2 , and 517 mg per m 2 , respectively.
  • the second layer A gelatin interlayer containing gel hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weights are 823 mg per m 2 .
  • the third layer as in the first layer, the same silver chlorobromide emulsion containing a magenta color-forming coupler 22 was sensitized to the 830 nm region of the spectrum with dye 8 in the quantity of 1.6 ⁇ 10 -4 mol per mol of silver and was coated so that the coating silver and magenta coupler weights are 402 mg per m 2 and 915 mg per m 2 , respectively.
  • the fourth layer a gelatin interlayer containing hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight are 1.19 gram per m 2 .
  • the fifth layer the same gelatin silver chlorobromide emulsion as in the first layer containing a yellow color-forming coupler 21 was dye sensitized to the 780 nm region of the spectrum with 7 in the quantity of 5.9 ⁇ 10 -4 mol per mol of silver and was coated so that the coating silver and yellow coupler weights are 346 mg per m 2 and 474 mg per m 2 , respectively.
  • the sixth layer a gelatin interlayer containing hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight is 873 mg per m 2 .
  • the seventh layer a protective gelatin topcoat containing a hardener and surfactant was coated so that the gelatin coating weight is 1.03 g/m 2 .
  • a three-color IR-sensitive material may be prepared in the following manner by coating on a resin-coated paper substrate:
  • the above described construction when exposed with a tungsten lamp sensitometer giving 2400 cd (mc) illuminance at the filter plane for 0.1 s through a 20 cm continuous wedge (gradient: 0.20 density/cm), a Wratten red selective filter, and a 780 nm near infrared glass bandpass filter may have D logE curves similar to those shown in Figure 2. There is some overlap of D logE curves for layer 5 and layer 3 when no filter dye is present in layer 4 (shown with solid line) and therefore, no pure color separation would be observed after exposure. However, after the incorporation of a filter dye in layer 4 with 0.4 absorbance at 780 nm, the effect on the D logE curve of layer 3 is shown by the dashed line and the full density of color would be achieved in layer 5 before exposure of layer 3.
  • the need for the 830 nm absorbing filter dye in layer 2 may become unnecessary if the speed of the emulsion layers 1 and 3 are manipulated properly as described below:
  • overlap of D logE curves for Layer 5 and Layer 3 occurs without a filter dye present in Layer 4 (solid lines) and after the incorporation of the dye in Layer 4, pure color separation with the 780 nm exposure is achieved as shown by the dashed line for Layer 3.
  • the 830 nm filter full density of color for Layer 3 is achieved before any exposure of Layer 1 negates the need for a filter dye in Layer 2. Good color separation was achieved because of the accurate speed manipulation of both these layers.
  • a photographic element was prepared by coating sequentially the following three layers onto a subbed polyester film support.
  • Coating 2 was identical with Coating 1 except that a magenta dye developer of structure C replaced the yellow dye developer in the first layer and the silver halide emulsion was sensitized not to 780 nm but to 830 nm radiation by the addition of a sensitizing dye of structure D (5 ⁇ 10 -5 moles dye per mole silver).
  • the samples were laminated to Agfa-Gevaert "Copycolor CCF” dye receptor sheets usisng an Agfa-Gevaert "CP 380" color diffusion transfer processing machine containing 2% aqueous potassium hydroxide as processing solution.
  • the receptor sheets were separated after one minute.
  • Coating 1 showed a maximum sensitivity at 760 nm resulting in a positive yellow image on the receptor sheet. Coating 1 exhibited no measurable sensitivity at 820 nm or longer wavelengths.
  • Coating 2 was 0.57 reciprocal Log exposure units less sensitive at 760 nm than at 820 nm and 1.70 reciprocal Log exposure units less sensitive at 880 nm than at 820 nm.
  • a single-color Infrared-sensitive photographic material was prepared by coating in order on resin-coated paper base the following layers:
  • a single-color Infrared-sensitive material was prepared as described in Example 5; however, dye 8 was added as a filter dye and coated so that the filter dye coating weight was 15.5 mg/m 2 in the second layer.
  • a single-color Infrared-sensitive material was prepared as described in Example 5; however, no filter dye was incorporated into the second layer (control).
  • the materials were exposed with a tungsten lamp sensitometer giving 2400 cd (mc) illuminance at the filter plane for 0.1 seconds through a 20 cm continuous wedge (gradient: 0.20 density per cm), a Wratten red selective filter and a 830 nm near infrared, glass, bandpass filter. After exposure, these samples were processed in standard Kodak EP-2 processing color chemistry with conditions similar to those stated in U.S. Patent 4,363,873.
  • a full-color Infrared-sensitive material was prepared by coating in order on resin-coated paper base the following layers:
  • the first layer a gelatin chemically sensitized silver chlorobromide emulsion (6.7% Ag) containing anti-foggants, speed enhancers, and cyan color-forming coupler 23 was sensitized to the 880 nm region of the spectrum with dye 9 in the quantity of 1.6 ⁇ 10 -4 mol per mol of silver and was coated so that the silver and cyan coupler coating weights were 412 mg/m 2 and 634 mg/m 2 , respectively.
  • the second layer a gelatin interlayer containing gel hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight was 828 mg/dm 2 .
  • the third layer a gelatin chemically sensitized silver chlorobromide emulsion (6.6% Ag) containing anti-foggants, speed enhancers, and magenta color-forming coupler 22 was sensitized to the 830 nm region of the spectrum with dye 8 in the quantity of 8.9 ⁇ 10 -5 mol per mol of silver and was coated so that the silver and magenta coupler coating weights were 492 mg/dm 2 and 1.12 g/m 2 , respectively.
  • the fourth layer a gelatin interlayer containing hardener, U.V. absorber, antioxidant and the filter dye 29, which has been dissolved in methanol and added to the gelatin mixture, was coated such that the filter dye and gelatin coating weights were 8.3 mg/m 2 and 0.65 mg/m 2 , respectively.
  • the fifth layer a gelatin chemically sensitized silver chlorobromide emulsion (6.7% Ag) containing antifoggants, speed enhancers, and yellow color-forming coupler 21 was dye sensitized to the 780 nm region of the spectrum with dye 7 in the quantity of 3.4 ⁇ 10 -4 mol per mol of silver and was coated so that the coating silver and yellow coupler weights were 497 mg/m 2 and 679 mg/m 2 , respectively.
  • the sixth layer a gelatin interlayer containing hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight was 876 mg/m 2 .
  • the seventh layer a protective gelatin top-coat containing a hardener and surfactant was coated so that the gelatin coating weight was 1.04 g/m 2 .
  • a multi-color Infrared-sensitive material was prepared as described in Example 8; however, dye 8 was added as a filter dye and coated so that the filter dye coating weight was 8.3 mg/m 2 in the fourth layer.
  • a multi-color Infrared-sensitive material was prepared as described in Example 8; however, no filter dye was incorporated into the fourth layer (control) and the gel coating weight was 1.20 g/m 2 .
  • Example 8 ⁇ 10 all materials were exposed to a tungsten sensitiometer as described in Example 5 ⁇ 7, except separate samples were then similarly exposed using a 780 nm or a 890 nm infrared filter.
  • the sensitometric results are shown in Table 2.
  • the filter dye gel interlayer (layer 4) from Examples 8 and 9 were hand-spread onto polyethylene terephthalate as described above.
  • the absorption curves suggest that absorption of 780 nm and 830 nm light would be similar for the dye interlayer of Example 8 and that less absorption of the 830 nm light vs. 780 nm light would be observed for the dye interlayer of Example 9.
  • the sensitometric results for the multi-layer material of these examples also suggests this observation.
  • the loss in speed for layer 3 (magenta color) relative to the non-filtered layer 3 of Example 10 (control) is .25 logE and .36 logE for Example 9 and 8, respectively.
  • the loss in speed for layer 3 vs. the control (Example 10) was minimal for Example 9 (less dye interlayer filtering) vs. Example 8 (0.9 logE vs..27 logE).
  • the first pass of 780 nm light through the multilayer materials of Example 8 and 9 is non-filtered for layer 5 (780 nm sensitized) so that the first exposure occurs, then as the residual 780 nm light passes through layer 4, some of the light is absorbed. After this filtration, the remaining 780 nm light then continues through the layers, reaches the base, and is reflected back through the layers until more of this light is absorbed or filtered again (effective double filtration) while passing through layer 4 (filter layer) to reexpose the 780 nm layer (layer 5).
  • the total amount of effective 780 nm exposure will be less for multilayer materials containing the filter dye interlayers vs. non-filter dye interlayer constructions and therefore, the observed speed of the 780 nm sensitized (layer 5) will be less because of this total lower amount of exposure.
  • Example 8 ⁇ 10 The results from the set of exposures for the color multilayer constructions of Example 8 ⁇ 10 suggest that the incorporating of filter dyes can effectively manipulate the photographic speeds of emulsion layers. 780 nm Exposure Dmin Dmax SPD2 1 AC 2 Example 8 yellow .20 2.28 5.68 2.70 magenta .19 1.85 4.89 1.93 Example 9 yellow .19 2.25 5.79 2.80 magenta .18 1.99 5.00 2.00 Example 10 yellow .13 2.25 6.03 2.78 magenta .14 2.16 5.25 2.17 830 nm Exposure Dmin Dmax SPD2 1 AC 2 Example 8 magenta .20 2.13 3.22 2.27 cyan .31 * * * Example 9 magenta .18 2.23 3.40 2.27 cyan .25 * * * Example 10 magenta .13 2.22 3.49 2.27 cyan 15 * * * * 890 nm Exposure Dmin Dmax SPD2 AC Example 8 cyan 0.30 .68 3 Example 9 cyan 0.24 .71 2.54 Example 10 cyan
  • a multi-layered IR-sensitive photographic color material was prepared by coating in order on resin-coated paper base the following layers:
  • the first layer A gelatin/chemical sensitized silver chlorobromide emulsion (88 mol%, Br, 6.7% Ag, and 1.0 ⁇ m grain size) containing antifoggants, speed enhancers, and the cyan color-forming coupler 23 was sensitized to the 880 nm region of the spectrum with dye 9 in the quantity of 1.65 ⁇ 10 -4 mol per mol of silver.
  • the emulsion was coated so that the silver and coupler coating weights were 417 mg per m 2 and 636 mg per m 2 , respectively.
  • the second layer A gelatin interlayer containing gelatin hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight was 828 mg per m 2 .
  • the third layer A gelatin/chemically sensitized silver chlorobromide emulsion (88 mol% Br, 6.7% Ag; and 0.5 ⁇ m grain size) containing anti-foggants, speed enhancers, and the magenta color-forming coupler 22 was sensitized to the 830 nm region of the spectrum with dye 8 in the quantity of 8.8 ⁇ 10 -5 mol per mol silver. This was coated so that the silver and coupler coating weights were 492 mg per m 2 and 1.12 g per m 2 , respectively.
  • the fourth layer A gelatin interlayer containing hardener, U.V. absorber, and antioxidant was coated so that the gelatin coating weight was 1.20 g per m 2 .
  • the fifth layer The same gelatin silver chlorobromide emulsion as in the first layer, containing the yellow color-forming coupler 21, was dye sensitized to the 780 nm region of the spectrum with dye 7 in the quantity of 3.4 ⁇ 10 -4 mol per mol silver. This was coated so that the silver and coupler coating weights were 542 mg per m 2 and 748 mg per m 2 , respectively.
  • the sixth layer A gelatin interlayer containing hardener, U.V. absorber and antioxidant was coated so that the gelatin coating weight was 876 mg per m 2 .
  • the seventh layer A protective gelatin topcoat containing a hardener and surfactant was coated so that the gelatin coating weight was 1.04 g per m 2 .
  • a multi-layered IR-sensitive photographic material was prepared as described in Example 11, except that the 780 nm sensitized layer (fifth layer) was coated as the third layer and the 830 nm sensitized layer (third layer) was coated as the fifth layer.
  • a multi layered IR-sensitive photographic material was prepared as described in Example 11, except that the 780 nm sensitized layer (fifth layer) was coated as the first layer and the 880 nm sensitized layer (first layer) was coated as the fifth layer.
  • the constructions described above were first exposed with the output from a 780 nm 2 mw laser diode sensitometer.
  • the sensitometer is capable of writing laser raster exposures onto film strips through a circular wedge, neutral-density filter (metal vacuum-deposited, 0 ⁇ 4 neutral density). Separate samples were then similarly exposed using a 820 nm or a 880 nm laser diode source in the sensitometer. After exposure, these samples were processed in standard Kodak EP-2 processing color chemistry.

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Claims (20)

  1. Elément photographique pouvant donner une image en couleurs sans exposition à un rayonnement se situant dans la région visible du spectre électromagnétique, comprenant :
    (a) un substrat, et
    (b) d'un côté de ce substrat, au moins trois couches d'émulsion d'halogénure d'argent, chacune de ces couches d'émulsion d'halogénure d'argent étant associée à un copulant photographique chromogène différent, chacun de ces copulants pouvant former un colorant chromogène différent par réaction avec une révélateur oxydé pour la photographie en couleurs,
    ces trois couches d'émulsion d'halogénure d'argent comprenant, dans l'ordre, depuis le substrat jusqu'à la surface de cet élément photographique, une première émulsion sensibilisée à une partie de la région infrarouge du spectre électromagnétique, une seconde émulsion sensibilisée à une portion de la région infrarouge du spectre électromagnétique, qui est d'une longueur d'onde plus courte que la partie à laquelle la première émulsion est sensibilisée, et une troisième émulsion sensibilisée à une portion de la région infrarouge du spectre électromagnétique, qui est d'une plus courte longueur d'onde que la portion à laquelle la seconde émulsion est sensibilisée, caractérisé en ce que ces trois couches d'émulsion d'halogénure d'argent comportent une structure choisie dans le groupe comprenant :
    (1) chacune des trois couches a un contraste se situant entre 2 et 8 et diffère l'une de l'autre en ce qui concerne la rapidité photographique, de telle sorte que, à une densité optique de 1,3, la rapidité de la troisième émulsion est d'au moins 0,2 unité log E plus rapide que la couche de la seconde émulsion, et que la seconde émulsion est d'au moins 0,2 unité log E plus rapide que la première couche d'émulsion, et
    (2) directement entre deux couches comprenant la première et la seconde couche d'émulsion ou la seconde et la troisième d'émulsion, une couche filtrante absorbant le rayonnement dans un intervalle chevauchant la région de sensibilité maximale de l'une des deux couches à l'écart du substrat, sans absorption de plus de 40 % du rayonnement infrarouge auquel l'autre de ces deux couches est sensibiliée, tandis que l'autre paire de couches d'émulsion comprenant la seconde et la troisième couche d'émulsion et la première et la seconde couche d'émulsion respectivement, a un contraste compris entre 2 et 8 et diffère en rapidité l'une de l'autre de sorte qu'à une densité optique de 1,3, la rapidité de la couche d'émulsion la plus éloignée du substrat de cette autre paire de couches d'émulsion est d'au moins 0,2 unité log E plus rapide que la rapidité de la couche d'émulsion la plus proche du substrat dans l'autre paire susdite de couches d'émulsion.
  2. Elément photographique pouvant donner une image en couleurs avec exposition d'au moins deux couches d'émulsion d'halogénure d'argent à un rayonnement se situant dans la région infrarouge du spectre électromagnétique, comprenant :
    (a) un substrat, et
    (b) d'un côté de ce substrat, au moins trois couches d'émulsion d'halogénure d'argent, chacune de ces couches d'émulsion d'halogénure d'argent étant associée à un moyen pour donner une image de couleur différente,
    ces trois couches d'émulsion d'halogénure d'argent comprenant, dans l'ordre, en direction de la surface de l'élément photographique à exposer, une première émulsion sensibilisée à une partie de la région infrarouge du spectre électromagnétique, une seconde émulsion sensibilisée à une portion de la région infrarouge du spectre électromagnétique, qui est d'une plus courte longueur d'onde que la portion à laquelle la première émulsion est sensibilisée, et une troisième émulsion sensibilisée à une portion du spectre électromagnétique qui est d'une plus courte longueur d'onde que la portion à laquelle la seconde émulsion est sensibilisée, et
    ces trois couches d'émulsion d'halogénure d'argent présentant la structure suivante
       chacune des trois couches a un contraste compris entre 2 et 3 et les deux premières couches diffèrent l'une de l'autre en rapidité photographique de telle sorte qu'à une densité de 1,3, la rapidité de la seconde couche d'émulsion soit d'au moins 0,2 unité log E plus rapide que la première émulsion,
  3. Elément photographique pouvant donner une image en couleurs avec exposition d'au moins deux couches d'émulsion d'halogénure d'argent à un rayonnement se situant dans la région infrarouge du spectre électromagnétique, comprenant :
    (a) un substrat, et
    (b) d'un côté de ce substrat, au moins trois couches d'émulsion d'halogénure d'argent, chacune de ces couches d'émulsion d'halogénure d'argent étant associée à un moyen donnant une image de couleur différente,
    ces trois couches d'émulsion d'halogénure d'argent comprenant une première émulsion sensibilisée à une portion de la région infrarouge du spectre électromagnétique, une seconde émulsion sensibilisée à une portion de la région infrarouge du spectre électromagnétique, qui est d'une plus courte longueur d'onde que la portion à laquelle la première émulsion est sensibilisée, et une troisième émulsion sensibilisée à une portion du spectre électromagnétique qui est d'une longueur d'onde plus courte que la portion à laquelle la seconde émulsion est sensibilisée, et
    ces trois couches d'émulsion d'halogénure d'argent ayant la structure suivante :
       chacune des trois couches a un contraste compris entre 2 et 8, et les deux premières couches diffèrent l'une de l'autre en rapidité photographique de telle sorte que, à une densité optique de 1,3, la vitesse de la seconde couche d'émulsion est d'au moins 0,2 unité log E plus rapide que la première couche d'émulsion.
  4. Elément photographique en couleurs, comprenant au moins trois couches d'émulsion d'halogénure d'argent sur un substrat, chacune de ces trois couches d'émulsion d'halogénure d'argent étant capable de former une image en une seule couleur d'une couleur différente, ces trois couches d'émulsion d'halogénure d'argent comprenant, dans un ordre quelconque, une première couche d'émulsion d'halogénure d'argent sensibilisée à une portion de la région infrarouge du spectre électromagnétique, une seconde couche d'émulsion d'halogénure d'argent sensibilisée à une portion différente de la région infrarouge du spectre électromagnétique, les longueurs d'onde de la sensibilité spectrale maximale pour cette première et cette seconde couche différant d'au moins 15 nm, et une troisième couche d'émulsion d'halogénure d'argent sensibilisée à une troisième portion du spectre électromagnétique, la longueur d'onde de la sensibilité spectrale maximale pour cette troisième couche différant d'au moins 15 nm par rapport aux longueurs d'onde de la sensibilité spectrale maximale de la première et de la seconde couche, les sensibilités de chacune de ces trois couches d'émulsion d'halogénure d'argent étant telles qu'entre deux couches quelconques ayant leur sensibilité maximale dans l'infrarouge, la couche d'émulsion ayant la plus courte longueur d'onde de sensibilité spectrale maximale a une rapidité qui est d'au moins 0,2 unité log E plus rapide que l'autre de ces deux couches.
  5. Elément photographique suivant la revendication 1, caractérisé en ce que la structure comporte une couche filtrante entre une paire de couches d'émulsion adjacentes, qui absorbe entre 10 et 80 % du rayonnement infrarouge auquel la couche la plus éloignée du substrat est sensibilisée, tout en absorbant moins de 40 % du rayonnement infrarouge auquel la couche la plus proche du substrat est sensibilisée.
  6. Elément photographique suivant la revendication 1 ou 2, caractérisé en ce qu'au moins deux couches d'émulsion adjacentes diffèrent en ce que concerne leur rapidité photographique et présentent un contraste compris entre 2 et 5, la différence de rapidité entre deux couches adjacentes étant telle qu'à une densité optique de 1,3, la rapidité de la couche d'émulsion adjacente la plus proche du substrat est d'au moins de 0,5 unité log E plus lente que la rapidité de la couche d'émulsion adjacente la plus éloignée du substrat.
  7. Elément photographique suivant la revendication 3, caractérisé en ce que la première et la seconde couche d'émulsion diffèrent en ce qui concerne la rapidité photographique et ont un contraste compris entre 2 et 5, la différence de rapidité entre ces deux couches adjacentes étant telle qu'à une densité de 1,3, la rapidité de la couche d'émulsion adjacente la plus proche du substrat est d'au moins 0,5 unité log E plus lente que la rapidité de la couche d'émulsion adjacente la plus éloignée du substrat.
  8. Elément photographique suivant l'une quelconque des revendications 1 à 3, caractérisé en ce que deux paires de couches d'émulsion adjacentes dans un système à trois couches d'émulsion diffèrent en ce qui concerne leur rapidité photographique et ont un contraste compris entre 2 et 5, la différence de rapidité entre des couches adjacentes étant telle qu'à une densité optique de 1,3, la rapidité de la couche d'émulsion adjacente de chaque paire, qui est la plus proche du substrat, est d'au moins 0,5 unité log E plus lente que la vitesse de la couche d'émulsion adjacente la plus éloignée du substrat.
  9. Elément photographique suivant la revendication 3, caractérisé en ce que la troisième couche d'émulsion est sensibilisée spectralement à une longueur d'onde dans la partie visible du spectre électromagnétique, cette troisième couche d'émulsion étant plus éloignée du substrat que la première et la seconde couche d'émulsion
  10. Elément photographique suivant la revendication 3, caractérisé en ce que la troisième couche d'émulsion est sensibilisée spectralement à une longueur d'onde se situant dans la portion visible du spectre électromagnétique, et cette troisième couche d'émulsion est localisée entre la première et la seconde couche d'émulsion.
  11. Elément photographique suivant la revendication 3, caractérisé en ce que la troisième couche d'émulsion est sensibilisée spectralement à une longueur d'onde se situant dans la portion visible du spectre électromagnétique, et la troisième couche d'émulsion est plus proche du substrat que la première et que la seconde couche d'émulsion.
  12. Elément photographique suivant l'une quelconque des revendications précédentes, caractérisé en ce que le contraste de chacune des trois couches au moins d'émulsion d'halogénure d'argent susdites est compris entre 2 et 8.
  13. Elément photographique en couleurs suivant la revendication 4, caractérisé en ce que le contraste de chacune des trois couches au moins d'émulsion d'halogénure d'argent susdites est compris entre 0,5 et 12.
  14. Elément photographique en couleurs suivant la revendication 13, caractérisé en ce que les longueurs d'onde de la sensibilité maximale pour chacune des trois couches au moins d'émulsion susdites diffèrent l'une de l'autre d'au moins 35 nm et en ce que le contraste de chacune de ces trois couches d'émulsion est compris entre 1 et11.
  15. Elément photographique en couleurs suivant la revendication 4, caractérisé en ce que les longueurs d'onde de la sensibilité maximale pour chacune des trois couches au moins d'émulsion susdites diffèrent l'une de l'autre d'au moins 50 nm, et en ce que le contraste de chacune de ces trois couches d'émulsion est de 2 à 8.
  16. Elément photographique en couleurs suivant l'une quelconque des revendicatins 4 et 13 à 15, caractérisé en ce que, entre deux couches quelconques susdites, la couche d'émulsion ayant la plus courte longueur d'onde de sensibilité maximale a une rapidité qui est d'au moins 0,5 unité log E plus rapide que l'autre de ces deux couches quelconques.
  17. Elément photographique suivant l'une quelconque des revendications précédentes, caractérisé en ce que le moyen prévu pour donner une couleur différente consiste en un procédé de transfert de colorant.
  18. Elément photographique suivant l'une quelconque des revendications précédentes, caractérisé en ce que le moyen prévu pour donner une couleur différente consiste en un procédé de blanchiment de colorant.
  19. Elément photographique suivant l'une quelconque des revendications précédentes, caractérisé en ce que le moyen prévu pour donner une couleur différente comprend un procédé d'oxydation de leuco-colorant.
  20. Elément photographique suivant l'une quelconque des revendications précédentes, caractérisé en ce que le moyen prévu pour donner une couleur différente comprend la réaction entre un copulant chromogène photographique dans chaque couche d'émulsion avec un révélateur photographique chromogène oxydé.
EP85308585A 1984-11-26 1985-11-26 Elément photographique couleur Expired - Lifetime EP0183528B2 (fr)

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US67458384A 1984-11-26 1984-11-26
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EP0183528A3 EP0183528A3 (en) 1987-11-19
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JPS5910947A (ja) * 1982-07-10 1984-01-20 Konishiroku Photo Ind Co Ltd ハロゲン化銀カラ−写真感光材料
JPS5922049A (ja) * 1982-07-28 1984-02-04 Konishiroku Photo Ind Co Ltd 熱現像性カラ−写真感光材料及び画像形成方法
JPS5990848A (ja) * 1982-11-16 1984-05-25 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
US4469779A (en) 1983-03-16 1984-09-04 Environmental Research Institute Of Michigan Infrared color photographic film

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102006043216A1 (de) * 2006-06-02 2007-12-06 Inoviscoat Gmbh Verbundmaterial und Verfahren zum Herstellen eines derartigen Verbundmaterials

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AU5031585A (en) 1986-06-05
EP0183528A3 (en) 1987-11-19
JPH0690462B2 (ja) 1994-11-14
DE3575795D1 (de) 1990-03-08
EP0183528B1 (fr) 1990-01-31
JPS61137149A (ja) 1986-06-24
AR242306A1 (es) 1993-03-31
AU583323B2 (en) 1989-04-27
KR940009426B1 (ko) 1994-10-13
KR860004336A (ko) 1986-06-20
EP0183528A2 (fr) 1986-06-04
BR8505901A (pt) 1986-08-12
MX162217A (es) 1991-04-10
CA1263051A (fr) 1989-11-21

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