US3531286A - Light-sensitive,heat developable copy-sheets for producing color images - Google Patents

Light-sensitive,heat developable copy-sheets for producing color images Download PDF

Info

Publication number
US3531286A
US3531286A US3531286DA US3531286A US 3531286 A US3531286 A US 3531286A US 3531286D A US3531286D A US 3531286DA US 3531286 A US3531286 A US 3531286A
Authority
US
Grant status
Grant
Patent type
Prior art keywords
light
color
silver
image
sensitive
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 - Lifetime
Application number
Inventor
Edgar E Renfrew
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Co
Original Assignee
3M Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Grant date

Links

Images

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/494Silver salt compositions other than silver halide emulsions; Photothermographic systems Thermographic systems using noble metal compounds
    • G03C1/498Photothermographic systems, e.g. dry silver
    • G03C1/49836Additives
    • G03C1/49845Active additives, e.g. toners, stabilisers, sensitisers
    • G03C1/49854Dyes or precursors of dyes

Description

United States Patent C ABSTRACT OF THE DISCLOSURE Color images are formed by dry photography using a sheet or film containing a phenolic or acive methylene color coupler component in conjunction with a photosensitive silver halide catalyst progenitor in catalytic proximity with major amounts of a catalyzable heat-sensitive light-stable silver salt and a p-phenylenediamine reducing agent.

This invention relates to the recording of light-images, and has particular reference to sheet materials which, when merely exposed to a light-image and then uniformly briefly heated, display a colored corresponding visible image.

Among other applications, sheet materials formulated in accordance with the principles of the invention are useful in preparing full-color reproductions of multi-colored originals, e.g. vfrom color separation negative transparencies thereof. A light pattern from each negative is impressed on a transparent copy-sheet capable of being developed to a corresponding color; the sheets are heated to develop the colored reproduction; and the several sheets, either before or after heating, are laid up in registry. Treatment with aqueous solutions or chemical vapors is avoided, the color images being rapidly developed by simple brief heating of the exposed integral sheet.

Light-sensitive copy-sheets which are heat-developable have previously been described, for example in Belgian Pat. No. 663,112 of Oct. 27, 1965. The sheet contains small amounts of light-sensitive silver halide catalytically associated with much larger amounts of a silver soap and a reducing agent. Exposure to a light-pattern followed by moderate over-all heating results in a black image.

Color-forming systems are known in the photographic art in which light-struck silver halide is reacted with a mild reducing agent, e.g. a p-phenylenediamine developer, to form an oxidized intermediate which when the n reacted with a coupler yields a colored dye. The process is described in Mees, Theory of the Photographic Process, 3rd ed., p .384 et seq. The reducing agent is introduced as a component of an aqueous alkaline developer solution at a high pH; the coupler components may also form a part of the solution. Diffusion of the several components into and out of the gelatin-silver halide stratum is a major problem in such systems.

It has now been found possible to produce colored image patterns in sensitive sheet materials in the absence of water and merely open exposure to a light-image followed by moderate heating, by incorporating in the copysheet a catalytically small amount of photosensitive silver halide in close catalytic association with much larger amounts of a light-stable silver salt and in conjunction with both a p-phenylenediamine developer and a phenolic or active methylene coupler, preferably in the presence of a film-forming polymeric binder.

The following specific examples, in which all proportions are in parts by weight unless otherwise indicated, will serve further to illustrate but not to limit the invention.

ice

EXAMPLE 1 A first coating composition is prepared, by prolonged mixing in a ball mill, of

Parts Silver behenate:behenic acid (equimolar mixture) 94 Ethyl cellulose 13 2-cyanoacetylcoumarone (M-31 coupler) 2 Toluene 404 The mixture is coated onto transparent polyester film using a knife coater at an orifice of 2 mils (.002 inch) and permitted to dry. Over the dry coating is then applied, by lightly swabbing with a saturated cotton pledget and undar darkroom conditions, a solution containing Parts N N -diethyl 3 methyl-p-phenylene diamine hydrochloride (CD-2 color developing agent) 2 Aqueous hydriodic acid 2 Methanol 600' and the sheet is again dried, the increase in weight being within the range of about .01.04 gram per square foot.

The treated surface is exposed to a light-image from a projection lamp, for example from five to 20 seconds, and then heated uniformly for a few seconds at C. A somewhat muddy magenta image pattern appears at the light-struck areas.

The incorporation of another source of halide ion, such as the hydriodic acid employed here, permits the substitution of a soluble non-halide salt of the developer, such for example as the oxalic acid salt, for the hydrogen halide salt if desired.

In a series of further examples, other specific couplers are substituted in equal weight proportions for the M 31. The composition and procedure is otherwise identical. The image color is as indicated.

Ex. Coupler Image color 4-(p-toluenesullonamldo)-benzoylacetanilide Yellow.

2,6-dibromo1,5-dihydroxynaphthalene Cyan.

Acetoacet-o-anisidide 2,4-dichloro-l-naphthol 3-Inethyl1-phenylpyrazolone 2,4-dibromo-1-naphtl1ol EXAMPLE 8 The first coating composition contains three parts by weight of 2,4-dichloro-1-naphthol in place of the two parts of M-3l, being otherwise prepared and applied as in Example 1. The second coating, applied by swabbing, consists of methanol containing approximately .4 percent of N ,N -dimethyl-p-phenylenediamine hydrochloride. The initially white coating is converted to a dull cyan at exposed areas by exposure to light followed by brief over-- all heating at 110 C.

Additional examples are prepared in the same manner but with substitution of other coupler components for the naphthol, with results as tabulated.

Ex. Coupler Image color 9. 3-methyl-l-phenylpyrazolone Magenta. l0 Acetoacet-o-anisidide Yellow.

EXAMPLE 11 the precipitated silver, for example by brief washing with a solvent for the silver. As an illustration, the magenta image areas of the copy formed as described under Example 1 are clarified and brightened by soaking of the imaged sheet for a short time in a five-percent solution of potassium cyanide in water, followed by washing and drying. The background areas are at the same time rendered essentially white or clear. Where a washing step is contemplated, a binder component must be selected Which permits effective washing without being itself dissolved or otherwise rendered ineffective. The addition of inert fillers or pigments is sometimes helpful for these or other purposes.

The clarity of the colored image may also be improved by holding the silver soap content of the coating to a minimum, by selecting particular combinations of substituted p-phenylenediamine developer components and active methylene or phenolic coupler components capable of producing dyes of maximum tint intensity, and by otherwise compounding and proportioning to cause the reduction and precipitation of minimal amounts of silver and in as nearly colloidal state as possible.

The formation of colored images by the simple procedures and with the simple coatings hereinbefore described is particularly surprising in view of the presence of the relatively large proportions of free behenic acid, since color coupling by conventional photographic techniques ordinarily requires an alkaline medium. Even in the ab sence of free behenic acid in the original coating, it might be supposed that any chemical reducing action on the silver soap would liberate the acid and thus prevent the color coupling reaction. Nevertheless the reaction in either case proceeds smoothly upon mere heating of the exposed area, with formation of a colored image as already described.

Silver salts of other high molecular weight organic acids, and particularly the silver soaps of other long chain fatty acids, e.g. stearic acid, are also useful for the purposes of the invention. Commercial behenic acid from which the silver behenate-behenic acid mixture is prepared is itself a mixture of long chain fatty acids of which not more than about three-fourths is behenic acid. The presence of free fatty acid increases the opacity and water-resistance of the coating, but free acid is not essential and may be omitted where a transparent coating is desired.

EXAMPLE 12 A mixture of 240 grams of silver behenate-behenic acid, 88 grams of polyvinylbutyral resinous binder, 508 grams of toluene and 753 grams of methylethyl ketone is homogenized by milling in a ball mill. To 15 grams of the mixture is added a solution of one-half gram of the color coupler 1-(p-phenylsulfonylphenyl)-3-(2 phenoxymyristoylamido)-2-pyrazolin-5-0ne in 5 ml. of methylethylketone. The composition is thoroughly mixed and is smoothly coated on transparent polyester film. After drying, the residual coating is microns thick. A second layer is then applied and dried, to a dry thickness of 6 microns; the solution as applied contains 0.5 gram of N ,N -diethyl-pphenylenediamine hydrobromide and 2.5 grams of polyvinylpyrrolidone in grams of methanol. The sheet is maintained under darkroom conditions during and following application of the second coating.

Exposure of the sheet through a photographic negative transparency followed by contact for about one second with a smooth metal plate at a temperature of 100 C. results in a magenta image conforming to the light-struck areas.

Substitution of the same amount of dodecyl 4-(benzoylacetamido)-benzoate for the 1-(p-phenylsulfonylphenyl)- 3-(2 phenoxymyristoylamido)-2-pyrazolin-5-one gives a yellow image. 2,4-dichloro 6 (p-nonylphenoxyacetamido)-m-cresol similarly gives a cyan image.

Essentially the same results are obtained by adding the color coupler compound with the second coating rather than with the first coating, using a slightly different solvent mixture to assure complete solution of all components. The second coating composition may then consist of one-half gram of color coupler, one-half gram of N ,N diethyl-p-phenylenediamine hydrobromide, 2.5 grams of polyvinylpyrrolidone, 5 ml. of acetone, and 39 ml. of methanol.

Other color couplers of equal effectiveness include 3- (p-(p-nonylphenoxyacetamido) *benzamido)-1-phenyl-2- pyrazolin-S-one and 2 (p-(p-benzoylacetamidobenzenesulfonamido) phenyl) 1 stearylbenzimidazole-S-sulfonic acid giving magenta and yellow images respectively in the composition of Example 12.

In each of the several examples the formation of photosensitive silver halide occurs by reaction between the silver behenate and the source of halide ions present in the second coating. Thus in Example 8 the dimethyl-p-phenylenediamine hydrochloride serves as a source of chloride ions; in Example 1 there is additionally included a source of iodide ions. The procedure employed makes certain that full catalytic effectiveness is achieved at the light-struck areas during subsequent reduction of the silver behenate. The amount of silver halide which must be formed to yield adequate photosensitivity is surprisingly small due to its essentially catalytic function, and substantially all of the oxidation of substituted p-phenylenediamine occurring at the image is by reaction with silver behenate rather than with silver halide.

The halide ion may equally well be introduced in other ways, for example by subjecting the coated silver soap to the action of hydrogen halide vapors, or by pre-reaction of the silver soap particles with halide ion. Organic as well as inorganic sources of halide ion are useful. Mixtures of halides may be used.

Silver iodide is itself sensitive mainly to blue light. Where exposure to radiations of other restricted wavelength ranges and for minimum time is contemplated, the use of silver bromide in conjunction with various sensitizing dyes is indicated.

Images of any desired color may be produced, as already noted in conjunction with the illustrative examples, by selection of appropriate color couplers. Thus the use of acylacetanilides as color formers or couplers results in yellow images; couplers such as 3-methyl-1- phenylpyrazolone and 2-cyanoacetylcoumarone give magenta images; and cyan images are obtained with phenolic and naphtholic couplers. Combinations of these classes of color-forming components may also be used; a particularly effective formulation includes a blend of appropriate members from all three classes to produce a black image, thereby adding to the density of the silver image and permitting an economically attractive reduc tion in the total amount of both silver soap and reducing agent for a desired image density.

Multi-color products may also be provided using the principles of this invention. The combination in registry of a plurality of different monocolor transparencies has already been indicated. Multiple color layers in an integral sheet are also contemplated, the structure typically including, on a transparent film base and in the order named, a first layer sensitized to red light and containing a coupler and developer combination suitable for producing a cyan dye, a second layer sensitized to green light and producing a magenta dye, a filter layer for preventing the passage of blue and ultraviolet, and an outer layer sensitive to blue light and producing a yellow dye. In another multi-color structure the three color-sensitive and color-producing coatings are applied as separate side-by-side microscopic dot areas, together with appropriate filters where necessary. Exposure of either structure to a color image, as from a multi-color transparency either by contact printing or through suitable projection apparatus, followed by simple overall heating, is suflicient in either case to provide a multicolor reproduction.

What is claimed is as follows:

1. Method of making a record in color of a lightpattern, comprising: exposing to said light-pattern a sheet material including a photosensitive layer comprising photosensitive silver halide catalytically associated with light-stable high molecular weight organic acid silver salt oxidizing agent, p-phenylenediamine developer as reducing agent for said silver salt, and phenolic or active-methylene color-forming coupler, to form an invisible latent image; and briefly uniformly heating said layer in the absence of water to produce a visible colored image at areas corresponding to said light-pattern.

2. Sheet material useful in making a record by the method defined in claim 1 and including a photosensitive layer comprising photosensitive silver halide catalytically associated with light-stable high molecular weight organic acid silver salt oxidizing agent, a p-phenylenediamine developer as reducing agent for said silver salt, and at least one phenolic or active-methylene color-forming coupler.

3. In the method of making a photosensitive colorforming sheet material having photosensitive silver halide in catalytic association with light-stable high molecular Weight organic acid silver salt oxidizing agent and in- UNITED STATES PATENTS 3,457,075 7/1969 Morgan et al. 96l02 3,409,457 11/1968 MenZel 1l736.8

FOREIGN PATENTS 663,112 1 0/1965 Belgium.

J. TRAVIS BROWN, Primary Examiner

US3531286A 1966-10-31 1966-10-31 Light-sensitive,heat developable copy-sheets for producing color images Expired - Lifetime US3531286A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US59055166 true 1966-10-31 1966-10-31

Publications (1)

Publication Number Publication Date
US3531286A true US3531286A (en) 1970-09-29

Family

ID=24362683

Family Applications (1)

Application Number Title Priority Date Filing Date
US3531286A Expired - Lifetime US3531286A (en) 1966-10-31 1966-10-31 Light-sensitive,heat developable copy-sheets for producing color images

Country Status (4)

Country Link
US (1) US3531286A (en)
BE (1) BE705872A (en)
DE (1) DE1597633A1 (en)
GB (1) GB1201785A (en)

Cited By (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3767394A (en) * 1971-02-02 1973-10-23 Minnesota Mining & Mfg Color copying and sheet material therefor
US3770448A (en) * 1970-04-29 1973-11-06 Agfa Gevaert Ag Lightsensitive photographic material
US4021240A (en) * 1975-12-22 1977-05-03 Eastman Kodak Company Photothermographic and thermographic compositions and uses therefor containing sulfonamidophenol reducing agents and four equivalent color couplers
US4021250A (en) * 1973-10-01 1977-05-03 Fuji Photo Film Co., Ltd. Thermally developable photosensitive material
US4022617A (en) * 1974-07-25 1977-05-10 Eastman Kodak Company Photothermographic element, composition and process for producing a color image from leuco dye
US4069759A (en) * 1974-07-27 1978-01-24 Canon Kabushiki Kaisha Light and heat formation of conductive image printing plate
US4137079A (en) * 1978-04-03 1979-01-30 Eastman Kodak Company Antifoggants in heat developable photographic materials
US4187108A (en) * 1977-02-07 1980-02-05 Eastman Kodak Company Heat developable material and process
US4283477A (en) * 1978-11-02 1981-08-11 Eastman Kodak Company Photothermographic material and process
JPS57186744A (en) * 1981-05-12 1982-11-17 Fuji Photo Film Co Ltd Heat developable color photosensitive material
JPS57207250A (en) * 1981-06-17 1982-12-18 Fuji Photo Film Co Ltd Heat developing color photosensitive material
EP0071488A1 (en) * 1981-07-31 1983-02-09 Konica Corporation A method of forming an image by means of heat development
US4374921A (en) * 1981-06-08 1983-02-22 Minnesota Mining And Manufacturing Company Image enhancement of photothermographic elements
JPS5879247A (en) * 1981-11-05 1983-05-13 Fuji Photo Film Co Ltd Color photosensitive material developable by heating
US4452883A (en) * 1983-05-17 1984-06-05 Minnesota Mining And Manufacturing Company Barrier resin for photothermographic color separation
US4455363A (en) * 1982-03-02 1984-06-19 Fuji Photo Film Co., Ltd. Heat-developable color photographic material with polymeric color coupler
EP0119102A2 (en) * 1983-03-15 1984-09-19 Minnesota Mining And Manufacturing Company Image enhancement of photothermographic elements
US4504568A (en) * 1983-02-08 1985-03-12 Eastman Kodak Company Sensitive silver halide photothermographic materials for producing dye images
EP0143424A2 (en) 1983-11-25 1985-06-05 Fuji Photo Film Co., Ltd. Heat-developable light-sensitive materials
US4594307A (en) * 1985-04-25 1986-06-10 Minnesota Mining And Manufacturing Company Color thermal diffusion-transfer with leuco dye reducing agent
EP0200216A2 (en) 1985-04-30 1986-11-05 Fuji Photo Film Co., Ltd. Heat-developable light-sensitive material
EP0210660A2 (en) 1985-07-31 1987-02-04 Fuji Photo Film Co., Ltd. Image forming process
US4670374A (en) * 1984-10-01 1987-06-02 Minnesota Mining And Manufacturing Company Photothermographic accelerators for leuco diazine, oxazine, and thiazine dyes
US5032499A (en) * 1986-08-08 1991-07-16 Konishiroku Photo Industry Co., Ltd. Thermal light-sensitive material with combination of fog restrainers
US5185231A (en) * 1991-08-26 1993-02-09 Minnesota Mining And Manufacturing Company Dry silver systems with fluoran leuco dyes
US5206112A (en) * 1991-06-27 1993-04-27 Minnesota Mining And Manufacturing Company Positive imaging diffusion - transfer dry silver system
US5264321A (en) * 1992-07-16 1993-11-23 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures
US5270145A (en) * 1991-12-06 1993-12-14 Eastman Kodak Company Heat image separation system
US5281515A (en) * 1991-09-18 1994-01-25 Minnesota Mining And Manufacturing Company Thermally developable photographic elements
US5350669A (en) * 1994-01-19 1994-09-27 Minnesota Mining And Manufacturing Company Silver-carboxylate/1,2-diazine compounds as silver sources in photothermographic and thermographic elements
US5358843A (en) * 1993-08-20 1994-10-25 Minnesota Mining And Manufacturing Company Photothermographic elements containing silyl blocking groups
US5369000A (en) * 1993-04-29 1994-11-29 Minnesota Mining And Manufacturing Company Post-processing stabilizers for photothermographic articles
US5380644A (en) * 1993-08-10 1995-01-10 Minnesota Mining And Manufacturing Company Additive for the reduction of mottle in photothermographic and thermographic elements
US5382504A (en) * 1994-02-22 1995-01-17 Minnesota Mining And Manufacturing Company Photothermographic element with core-shell-type silver halide grains
US5415993A (en) * 1993-04-26 1995-05-16 Minnesota Mining And Manufacturing Company Thermoreversible organogels for photothermographic elements
US5424183A (en) * 1993-03-15 1995-06-13 Minnesota Mining And Manufacturing Company Ballasted leuco dyes and photothermographic element containing same
US5432041A (en) * 1993-03-18 1995-07-11 Minnesota Mining And Manufacturing Company Yellow and magenta chromogenic leuco dyes for photothermographic elements
US5439790A (en) * 1994-06-24 1995-08-08 Minnesota Mining And Manufacturing Company Phthalimide blocked post-processing stabilizers for photothermography
US5492805A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5492804A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5492803A (en) * 1995-01-06 1996-02-20 Minnesota Mining And Manufacturing Company Hydrazide redox-dye-releasing compounds for photothermographic elements
US5547810A (en) * 1994-09-16 1996-08-20 Konica Corporation Image forming method with alkali precursor
US5583255A (en) * 1993-12-03 1996-12-10 Imation Corp. Yellow and magenta chromogenic leuco dyes for photothermographic elements
EP0757287A1 (en) 1995-07-19 1997-02-05 Fuji Photo Film Co., Ltd. Image formation method
US6280913B1 (en) 2000-06-13 2001-08-28 Eastman Kodak Company Photographic element comprising an ion exchanged photographically useful compound
EP1624337A2 (en) 2004-08-02 2006-02-08 Fuji Photo Film Co., Ltd. Silver halide holographic sensitive material and system for taking holographic images by using the same
EP1691237A2 (en) 2005-02-15 2006-08-16 Fuji Photo Film Co., Ltd. Holographic recording material and holographic recording method

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE663112A (en) * 1964-04-27 1965-10-27
US3409457A (en) * 1964-01-11 1968-11-05 Agfa Ag Thermographic copying sheet

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3409457A (en) * 1964-01-11 1968-11-05 Agfa Ag Thermographic copying sheet
BE663112A (en) * 1964-04-27 1965-10-27
US3457075A (en) * 1964-04-27 1969-07-22 Minnesota Mining & Mfg Sensitized sheet containing an organic silver salt,a reducing agent and a catalytic proportion of silver halide

Cited By (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3770448A (en) * 1970-04-29 1973-11-06 Agfa Gevaert Ag Lightsensitive photographic material
US3767394A (en) * 1971-02-02 1973-10-23 Minnesota Mining & Mfg Color copying and sheet material therefor
US4021250A (en) * 1973-10-01 1977-05-03 Fuji Photo Film Co., Ltd. Thermally developable photosensitive material
US4022617A (en) * 1974-07-25 1977-05-10 Eastman Kodak Company Photothermographic element, composition and process for producing a color image from leuco dye
US4069759A (en) * 1974-07-27 1978-01-24 Canon Kabushiki Kaisha Light and heat formation of conductive image printing plate
US4021240A (en) * 1975-12-22 1977-05-03 Eastman Kodak Company Photothermographic and thermographic compositions and uses therefor containing sulfonamidophenol reducing agents and four equivalent color couplers
US4187108A (en) * 1977-02-07 1980-02-05 Eastman Kodak Company Heat developable material and process
US4137079A (en) * 1978-04-03 1979-01-30 Eastman Kodak Company Antifoggants in heat developable photographic materials
US4283477A (en) * 1978-11-02 1981-08-11 Eastman Kodak Company Photothermographic material and process
US4474867A (en) * 1981-05-12 1984-10-02 Fuji Photo Film Co., Ltd. Heat-developable color photographic material
JPS57186744A (en) * 1981-05-12 1982-11-17 Fuji Photo Film Co Ltd Heat developable color photosensitive material
JPS6214822B2 (en) * 1981-05-12 1987-04-03 Fuji Photo Film Co Ltd
US4374921A (en) * 1981-06-08 1983-02-22 Minnesota Mining And Manufacturing Company Image enhancement of photothermographic elements
US4507380A (en) * 1981-06-17 1985-03-26 Fuji Photo Film Co., Ltd. Heat-developable color photographic material containing dye releasing couplers
JPS57207250A (en) * 1981-06-17 1982-12-18 Fuji Photo Film Co Ltd Heat developing color photosensitive material
JPS6215852B2 (en) * 1981-06-17 1987-04-09 Fuji Photo Film Co Ltd
EP0071488A1 (en) * 1981-07-31 1983-02-09 Konica Corporation A method of forming an image by means of heat development
US4483914A (en) * 1981-11-05 1984-11-20 Fuji Photo Film Co., Ltd. Heat-developable color photographic material
JPS5879247A (en) * 1981-11-05 1983-05-13 Fuji Photo Film Co Ltd Color photosensitive material developable by heating
JPS6229786B2 (en) * 1981-11-05 1987-06-29 Fuji Photo Film Co Ltd
US4455363A (en) * 1982-03-02 1984-06-19 Fuji Photo Film Co., Ltd. Heat-developable color photographic material with polymeric color coupler
US4504568A (en) * 1983-02-08 1985-03-12 Eastman Kodak Company Sensitive silver halide photothermographic materials for producing dye images
EP0119102A2 (en) * 1983-03-15 1984-09-19 Minnesota Mining And Manufacturing Company Image enhancement of photothermographic elements
EP0119102A3 (en) * 1983-03-15 1985-07-03 Minnesota Mining And Manufacturing Company Image enhancement of photothermographic elements
EP0126588A3 (en) * 1983-05-17 1985-06-19 Minnesota Mining And Manufacturing Company Barrier resin for photothermographic color separation
US4452883A (en) * 1983-05-17 1984-06-05 Minnesota Mining And Manufacturing Company Barrier resin for photothermographic color separation
EP0126588A2 (en) * 1983-05-17 1984-11-28 Minnesota Mining And Manufacturing Company Barrier resin for photothermographic color separation
EP0143424A2 (en) 1983-11-25 1985-06-05 Fuji Photo Film Co., Ltd. Heat-developable light-sensitive materials
US4670374A (en) * 1984-10-01 1987-06-02 Minnesota Mining And Manufacturing Company Photothermographic accelerators for leuco diazine, oxazine, and thiazine dyes
US4594307A (en) * 1985-04-25 1986-06-10 Minnesota Mining And Manufacturing Company Color thermal diffusion-transfer with leuco dye reducing agent
EP0200216A2 (en) 1985-04-30 1986-11-05 Fuji Photo Film Co., Ltd. Heat-developable light-sensitive material
EP0210660A2 (en) 1985-07-31 1987-02-04 Fuji Photo Film Co., Ltd. Image forming process
US5032499A (en) * 1986-08-08 1991-07-16 Konishiroku Photo Industry Co., Ltd. Thermal light-sensitive material with combination of fog restrainers
US5206112A (en) * 1991-06-27 1993-04-27 Minnesota Mining And Manufacturing Company Positive imaging diffusion - transfer dry silver system
US5278024A (en) * 1991-06-27 1994-01-11 Minnesota Mining And Manufacturing Company Positive imaging diffusion-transfer dry silver system using formazan dye
US5185231A (en) * 1991-08-26 1993-02-09 Minnesota Mining And Manufacturing Company Dry silver systems with fluoran leuco dyes
US5281515A (en) * 1991-09-18 1994-01-25 Minnesota Mining And Manufacturing Company Thermally developable photographic elements
US5270145A (en) * 1991-12-06 1993-12-14 Eastman Kodak Company Heat image separation system
US5264321A (en) * 1992-07-16 1993-11-23 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures
US5364733A (en) * 1992-07-16 1994-11-15 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures, each of which contains a thermally-diffusible oxidizable leuco dye and process for producing a color image from leuco dye
US5424183A (en) * 1993-03-15 1995-06-13 Minnesota Mining And Manufacturing Company Ballasted leuco dyes and photothermographic element containing same
US5432041A (en) * 1993-03-18 1995-07-11 Minnesota Mining And Manufacturing Company Yellow and magenta chromogenic leuco dyes for photothermographic elements
US5415993A (en) * 1993-04-26 1995-05-16 Minnesota Mining And Manufacturing Company Thermoreversible organogels for photothermographic elements
US5464737A (en) * 1993-04-29 1995-11-07 Minnesota Mining And Manufacturing Company Post-processing stabilizers for photothermographic articles
US5369000A (en) * 1993-04-29 1994-11-29 Minnesota Mining And Manufacturing Company Post-processing stabilizers for photothermographic articles
US5380644A (en) * 1993-08-10 1995-01-10 Minnesota Mining And Manufacturing Company Additive for the reduction of mottle in photothermographic and thermographic elements
US5358843A (en) * 1993-08-20 1994-10-25 Minnesota Mining And Manufacturing Company Photothermographic elements containing silyl blocking groups
US5583255A (en) * 1993-12-03 1996-12-10 Imation Corp. Yellow and magenta chromogenic leuco dyes for photothermographic elements
US5466804A (en) * 1994-01-19 1995-11-14 Minnesota Mining And Manufacturing Silver-carboxylate/1,2-diazine compounds as silver sources in photothermographic and thermographic elements
US5350669A (en) * 1994-01-19 1994-09-27 Minnesota Mining And Manufacturing Company Silver-carboxylate/1,2-diazine compounds as silver sources in photothermographic and thermographic elements
US5382504A (en) * 1994-02-22 1995-01-17 Minnesota Mining And Manufacturing Company Photothermographic element with core-shell-type silver halide grains
US5439790A (en) * 1994-06-24 1995-08-08 Minnesota Mining And Manufacturing Company Phthalimide blocked post-processing stabilizers for photothermography
US5492805A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5492804A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5696289A (en) * 1994-06-30 1997-12-09 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5705676A (en) * 1994-06-30 1998-01-06 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5547810A (en) * 1994-09-16 1996-08-20 Konica Corporation Image forming method with alkali precursor
US5492803A (en) * 1995-01-06 1996-02-20 Minnesota Mining And Manufacturing Company Hydrazide redox-dye-releasing compounds for photothermographic elements
EP0757287A1 (en) 1995-07-19 1997-02-05 Fuji Photo Film Co., Ltd. Image formation method
US6280913B1 (en) 2000-06-13 2001-08-28 Eastman Kodak Company Photographic element comprising an ion exchanged photographically useful compound
EP1624337A2 (en) 2004-08-02 2006-02-08 Fuji Photo Film Co., Ltd. Silver halide holographic sensitive material and system for taking holographic images by using the same
EP1691237A2 (en) 2005-02-15 2006-08-16 Fuji Photo Film Co., Ltd. Holographic recording material and holographic recording method

Also Published As

Publication number Publication date Type
GB1201785A (en) 1970-08-12 application
DE1597633A1 (en) 1970-06-25 application
BE705872A (en) 1968-04-30 grant

Similar Documents

Publication Publication Date Title
US3152904A (en) Print-out process and image reproduction sheet therefor
US3503744A (en) Photographic bleaching out of azomethine and azoaniline dyes
US3769019A (en) Light and heat sensitive sheet material
US3154416A (en) Photographic process
US3282693A (en) Photographic printout methods and materials utilizing organic azide compounds and coupler compounds therefor
US3951660A (en) Dry copying material
US2220178A (en) Process of producing a sound track on a light-sensitive color film
US4705745A (en) Photographic materials and color proofing system
US5028523A (en) Photothermographic elements
US4373017A (en) Photosensitive compound and photosensitive material containing it
US3155509A (en) Photographic process
US2350380A (en) Photography
US2992101A (en) Suppression of newton's rings in printing color films
US3329590A (en) Electrolytic development of a subtractive color-forming photoconductive member
US2927024A (en) Multilayer color photographic film
US4460681A (en) Image enhancement of photothermographic elements
US4395484A (en) Roomlight-stable ultraviolet-response photothermographic imaging material
US4632895A (en) Diffusion or sublimation transfer imaging system
US4594307A (en) Color thermal diffusion-transfer with leuco dye reducing agent
US4452883A (en) Barrier resin for photothermographic color separation
US4374921A (en) Image enhancement of photothermographic elements
US3764329A (en) Heat activated dry silver
US4430415A (en) Heat-developable photographic material with fine droplets containing silver halide, organic silver salt oxidizing agent and color image forming substance
US5055373A (en) Multicolor recording material
US3536490A (en) Novel diazotype copying process