US3148061A - Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine - Google Patents

Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine Download PDF

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US3148061A
US3148061A US5084860A US3148061A US 3148061 A US3148061 A US 3148061A US 5084860 A US5084860 A US 5084860A US 3148061 A US3148061 A US 3148061A
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image
receiving
dye
developer
vinylpyridine
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Howard C Haas
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Polaroid Corp
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Polaroid Corp
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    • 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
    • G03C8/00Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/42Structural details
    • G03C8/52Bases or auxiliary layers; Substances therefor
    • G03C8/56Mordant layers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/142Dye mordant

Description

PROC- LAY- ERS CGNTAINING POLY- l-VINYLPYRIDINE Howard C. Haas, Arlington, Mass, assignor to Polaroid Corporation, Cambridge, Mass, a corporation of Delaware No Drawing. Filed Aug. 22, 1960, Ser. No. 50,348

7 Claims. (Cl. 96-2 invention is to provide novel receiving elements for use in color diffusion processes.

Another object of this invention is to provide novel color diffusion transfer processes utilizing said imagereceiving elements.

Other objects of the invention will in part be obvious and will in part appear hereinafter.

The invention accordingly comprises the several steps and the relation and order of one or more of such steps with respect to each of the others, and the products possessing the features, properties and the relation of elements which are exemplified in the following detailed disclosure, and the scope of the application of which will be indicated in the claims.

For a fuller understanding of the nature and objects of the invention, reference should be had to the following detailed description.

The present invention is particularly related to color diffusion transfer processes. In such processes a sheet of photosensitive material is exposed to create therein a latent image. image is developed and,

imagetransfer terials is transferred by processing liquid to a superposed image-receiving layer to form a colored positive image thereon. As examples of of Howard G. Rogers, Serial No. 748,421, filed July 14, 1958, wherein dye developers (i.e., dyes containing a The image-receiving elements used in such processes generally comprise an opaque or transparent support coated with an image-receiving layer of a dyeable material which is permeable to the alkaline aqueous processing It has now been discovered that by using an image receiving layer comprising a polyvinylpyridine polymer and especially a poly-4-vinylpyridine polymer, transfer images having good stability and improved density may be obtained.

The image-receiving elements of this invention are particularly useful in color diffusion transfer processes which employ dye developers. The improvements have been developing function. They may be further defined dyes which are silver halide developers. By a silver halide developing function is meant a radical capable of developing an exposed silver halide image.

a benzenoid developing radical. A preferred benzenoid developing radical in such compounds is a hydroquinonyl radical.

given in the previously mentioned U.S. Howard G. Rogers, Serial No. 748,421. Additional useful dye developers are described in the following copending [1.8. applications:

Application Serial No. 612,045, filed September 25, 1956, in the names of Elkan R. Blout, Milton Green and Howard G. Rogers.

Application Serial No. 612,052, filed September 25, 1956, in the names of Milton Green and Howard G. Rogers.

Application Serial No. 612,053, filed September 25, 1956, in the name of Myron S. Simon.

Application Serial No. 612,054, filed September 25, 1956, in the names of Helen P. Husek and Myron S. Simon.

Application Serial No. 612,055, 1956, in the name of Helen P. Husek.

Application Serial No. 755,804, filed August 18, 1958, in the names of Elkan R. Blout, Saul G. Cohen, Milton Green and Myron S. Simon.

Application Serial No. 824,785, filed July 3, 1959, in

filed September 25,

oxidized dye developer, dissolved in'the liquid processing as a function of the point-to-point degree At least part of this imagewise distribution of unoxidized is transferred, by imbibition, to a superposed imagereceiving layer or element, said transfer substantially exeluding oxidized dye developer. The image-receiving ele ment receives a depthwise diffusion, from the developed emulsion, of unoxidized dye developer without appreciably disturbing the imagewise distribution thereof to provide a reversed or positive color image of the developed image.

The novel image-receiving elements within the scope of this invention may be prepared by coating a sheet of a suitable film support such as cellulose acetate, cellulose acetate-coated baryta paper, etc., which may be suitably subcoated for proper adhesion, with a solution, preferably a 3 to solution, comprising the polyvinylpyridine polymer. Such polymers are generally not soluble in water; however, by using a small amount of acid the image-receiving layers may be cast from aqueous solutions. In a preferred embodiment, volatile acids such, for example, as formic, acetic, etc., are used in applying the coatings. Evaporation of such volatile acids after the image-receiving layer is cast renders said image-receiving layer less water sensitive. The coating and drying operations involved may be carried out by methods commonly employed in the art. The polyvinylpyridine polymer may comprise the sole dyeable film-forming material in the image-receiving layer or it may be added to other image receiving materials, e.g., gelatin, polyvinyl alcohol, etc. Especially useful results have been obtained when the polyvinylpyridine polymers are used in combination with polyvinyl alcohol. When the polyvinylpyridine polymers of this invention are used in combination with other image-receiving materials the ratio of the polyvinylpyridine polymer to the other image-receiving materials may be varied to suit particular needs. Especially good results have been obtained if the polyvinylpyridine polymers comprise 10 to 100% of the dyeable film-forming materials, with the broadest range being suitable, where polyvinyl alcohol is used.

The term polyvinylpyridine polymers" as used herein refers to polymers which comprise a major portion of vinylpyridine segments and more preferably to homopolymers of a vinylpyridine. As mentioned above, vinylpyridine polymers have been found particularly useful. Such 4-vinylpyridine polymers provide transfer images which are substantially denser than those produced on poly-Z-vinylpyridine image-receiving layers.

The polyvinylpyridine polymers for use in the imagereceiving layers of this invention may be prepared by polymerization techniques well known to the art. The following example illustrates the preparation of a polyvinylpyridine polymer for use in the image-receiving layers of this invention.

EXAMPLE 1 50 grns. of 4-vinylpyridine, 0.63 gm. of benzoyl peroxide and 0.5 gm. of a 25% aqueous solution comprising 0.912 gm. of hide glue and 0.034 gm. of Nekal BA-75 (trade name of General Dyestufi Corporation, N,Y., N.Y., for a sodium alkyl naphthalene sulfonate), were placed in 100 cc. of distilled water and polymerized for 2 hours at 50 C. under nitrogen, using a high speed stirrer. The resulting mixture was poured into 3 liters of Water and the polymeric precipitate was filtered and washed with an excess of water. The polymer was dried under vacuum at 30 C.

The following non limiting examples illustrate the preparation of image-receiving elements within the scope of this invention.

EXAMPLE 2 A sheet of subcoated baryta paper was coated with an aqueous solution containing a small amount of acetic acid and comprising:

Percent Elvanol 72-60 (trade name of E. I. du Pont de Nemours & Co., Wilmington, Delaware for high viscosity, 100% hydrolyzed polyvinyl alcohol) 2.4 Poly-4-vinylpyridine 2.4 l-phenyl-S-mercaptotetrazole 0.08

4 EXAMPLE 3 EXAMPLE 4 An image-receiving element was prepared as in Example 2 except that the aqueous coating solution comprised acetic acid and:

Percent Elvanol 72-60= 3.6 Poly-4-vinylpyridine 1.2 1-phenyl-S-mercaptotetrazole 0.08

EXAMPLE 5 A sheet of subcoated baryta paper was coated with an aqueous solution comprising:

Percent Gelatin 2.25 Poly-4-vinylpyridine 2.25 Saponin 0.22 Formaldehyde 0.015 1-phenyl-5-mercaptotetrazole 0.098

EXAMPLE 6 An image-receiving element was made up as in Example A control image-receiving sheet was prepared by coating a subcoated baryta paper with an aqueous solution comprising:

Percent Elvanol 72-60 4.8 Sodium perborate 0.01 l-phenyl-S-mercaptotetrazole 0.08

and a few drops of a nonionie wetting agent.

The image-receiving elements prepared in the above examples, along with the polyvinyl alcohol control, were tested in diffusion transfer processes by using them in processes employing multilayer photosensitive elements prepared in a manner similar to that disclosed in the above-mentioned copending application Serial No. 748,- 421. In general, the photosensitive elements comprised a support carrying a red-sensitive silver halide emulsion stratum, a green-sensitive silver halide emulsion stratum and a blue-sensitive silver halide emulsion stratum; said emulsion having disposed in separate alkali-permeable layers behind them, respectively, a cyan dye developer, a magneta dye developer and a yellow dye developer. The particular dye developers employed in the photosensitive elements were (1) 1,4-bis-[a-methyl-B-(2,5'-dihydroxyphenyl) ethylamino]-5,8-dihydroxyanthraquinone (a cyan dye developer), (2) 2-[p-(2',5'-dihydroxyphenethyl)-phenylazo]-4-propoxy-1-napbthol (a magneta dye developer) and (3) l-phenyl-3-n-hexyl carboxarnidoi- [p-(hydroquinonylethyl)-phenylazo1-5-pyrazolone (a yellow dye developer).

In conducting the test, areas of the photosensitive elements were exposed to (1) blue and green light only, (2) red and blue light only, (3) red and green light only, (4) totally exposed and (5) subjected to no exposure. After the transfer process, the integral densities in each of these areas were measured by reflectance using red, green and blue filters.

The results, appearing in tabular form below, indicate the improved density obtained using the image-receiving elements of this invention.

POLYVINYL ALCOHOL CONTROL OF EXAMPLE 7 Density Exposure Red filter Green filter Blue filter Blue and green -i 1. 17 0. 46 0. 31 Red and blue 0. 12 0.79 0. 50 Red and green 0.09 0. 17 0.95 Total exposure 0.05 0.08 0. No exposure 1. 22 1. 24 l. 65

IMAGE RECEIVING ELEMENT OF EXAMPLE 2 Blue and green- Red and blue--. Red and green Total exposure N 0 exposure Ih/IAGE-REOEIVING ELEMENT OF EXAMPLE 3 Blue and green Red and blue Red and green Total exposure... N 0 exposure IMAGE-RECEIVING ELEMENT OF EXAMPLE 4 Blue and green 1 57 0.69 0 Red and blue 0 09 0.98 0 Red and green 0 03 0.28 1 Total exposure 0 08 0. 12 0 IMAGE-RECEIVING ELEMENT OF EXAMPLE 6 Blue and green 0. 73 0. 39 0.29 Red and blue 0. 11 0. 90 0.58 Red and green.-- 0. 04 0. 16 1. 30 Total exposure--. 0. 07 0. 09 0. 12 N 0 exposure 0 66 1. 42 2. 12

When the polyvinylpyridines are used in combination with water-sensitive polymers, such, for example, as polyvinyl alcohol, it is preferable to also employ reagents such as hardeners, cross-linking agents, and other reagents which will reduce the water-sensitivity of the resulting layer.

The transfer images produced on the image-receiving element of this invention, in addition to having improved density, also possess improved brightness and gloss as compared to transfer images produced on polyvinyl alcohol alone.

The image-receiving elements of this invention are an image-receiving element and a rupturable pod containing an aqueous alkaline processing solution. The elements and pod are so associated with each other that, upon processing, the photosensitive element may be superposed on the image-receiving element and the pod may be ruptured to spread the aqueous alkaline It should be noted that other materials useful in the diifusion transfer processes may be incorporated into the image-receiving layer. As examples of such materials, mention may be made of dye mordants, antifoggants, oxidizing agents, and acids and alkalies for pH adjustments.

illustrative and not in a limiting sense.

What is claimed is: 1. In a process of forming a photographic image in receiving layer in superposed relationship with said emulsaid image-receiving layer a reversed of the developed image, the step of transferring said distribution of unoxidized dye developer to an image-receiving layer comprising poly-4-vinylpyridine.

2. A process as defined receiving layer comprises 4-vinylpyridine.

3. A process as defined in claim 2 wherein the ratio of poly-4-vinylpyridine to gelatin is 1 to 1 on a weight basis.

in claim 1 wherein said imagegelatin in addition to said polyreceiving layer comprises said poly-4-vinylpyridine.

5. A process as defined in claim 3 wherein the ratio of said poly-4-vinylpyridine to polyvinyl alcohol in said image-receiving layer is about 1 to 2 on a 6. A process as defined in claim 1 developer is an azo dye developer.

7. A process as defined in claim 1 wherein said dye developer is an anthraquinone dye developer.

References Cited in the file of this patent UNITED STATES PATENTS 2,448,542 McQueen Sept. 7, 1948 2,448,552 Schulze Sept. 7, 1948 2,548,564 Sprague et a1 Apr. 10, 1951 2,548,575 Weyerts Apr. 10, 1951 2,564,726 Saner Aug. 21, 1951 2,798,063 Fowler July 2, 1957 2,830,900 Land et a1. Apr. 15, 1958 2,868,077 Ryan et a1 Jan. 13, 1959 2,983,606 Rogers May 9, 1961 FOREIGN PATENTS 577,021 Canada June 3, 1959 UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 3,148,061 September 8, 1964 Howard C. Haas It is hereby certified that'error appears in the above numbered patent requiring correction and that the said Letters Patent should read as corrected below. Y

Column 2, line 20, after "748,421" insert (now U.S. Patent No. 2,983,606, issued May 9-, 1961) line 25, after "Rogers" insert (now abandoned and replaced by application Serial No. 144,816, filed October 18', 1961) line 28, after "Rogers" insert (now abandoned and replaced by application Serial No. 165,940, filed January 12, 1962) line 30, after "Simon" insert (now abandoned and replaced by application Serial No. 196,523, filed May 21, 1962) line 33, after "Simon" insert (now abandoned and replaced by applications Serial Nos. 197,259 and 197,283, filed May 24, 1962) after "Husek" insert (now abandoned and replaced by applications Serial Nos. 192,354 and 192,355, filed May 4, 1962) line 38, after "Simon" insert (now abandoned) line 41, after "Woodward" insert (now abandoned and replaced by application Serial No. 233,461, filed October 26, 1962) same column 2, line 43, after "Simon" insert (now abandoned) column 3, line 54, for "0.912" read 0.0913 column 4, line 33, for "Polyvinyl4-vinylpyridine" read Poly-4-viny1- pyridine line 51, after "421" insert (now U.S. .Patent No. 2,983,606, issued May 9, 1961) same column 4, line 57, for "magneta" read magenta column 6, line 45, for the l i reference numeral "3" read 4.; line 67, for "June 3, 1959" read June 2, 1959 Signed and sealed this 26th day of October 1965.

(SEAL) Attest:

ERNEST W. SWIDER Attesting Officer EDWARD J. BRENNER Commissioner of Patents line 35

Claims (1)

1. IN A PROCESS OF FORMING A PHOTOGRAPHIC IMAGE IN COLOR, WHEREIN A LATENT IMAGE CONTAINED IN AN EXPOSED SILVER HALIDE EMULSION IS DEVELOPED IN THE PRESENCE OF A DYE DEVELOPER, SAID DYE DEVELOPER BEING A COMPOUND WHICH IS BOTH A DYE AND A SILVER HALIDE DEVELOPER, TO PROVIDE IN SAID EMULSION A PREDETERMINED DISTRIBUTION OF UNOXIDIZED DYE DEVELOPER AND WHEREIN AT LEAST A PORTION OF SAID DISTRIBUTION OF SAID UNOXIDIZED DYE DEVELOPER IS TRANSFERRED BY INBIBTION FROM SAID EMULSION TO AN IMAGERECEIVING LAYER IN SUPERPOSED RELATIONSHIP WITH SAID EMULSION TO IMPART TO SAID IMAGE-RECEIVING LAYER A REVERSED POSITIVE DYE IMAGE OF THE DEVELOPED IMAGE, THE STEP OF TRANSFERRING SAID DISTRIBUTION OF UNOXIDIZED DYE DEVELOPER TO AN IMAGE-RECEIVING LAYER COMPRISING POLY-4-VINYLPYRIDINE.
US3148061A 1960-08-22 1960-08-22 Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine Expired - Lifetime US3148061A (en)

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GB3010961A GB938866A (en) 1960-08-22 1961-08-21 Photographic products and processes for colour diffusion transfer
FR871234A FR1298152A (en) 1960-08-22 1961-08-21 Method and new and improved photographic products
DE1961J0020439 DE1138319B (en) 1960-08-22 1961-08-22 Using a special image receiving material for the dye diffusion process, in particular using multilayer films

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US3239338A (en) * 1961-03-06 1966-03-08 Polaroid Corp Photographic process
US3295970A (en) * 1962-12-04 1967-01-03 Polaroid Corp Photographic products and processes
US3312549A (en) * 1962-12-12 1967-04-04 Eastman Kodak Co Receiving sheet for photographic dyes
US3345165A (en) * 1963-07-31 1967-10-03 Polaroid Corp Photographic product and process of using same
US3388994A (en) * 1967-02-20 1968-06-18 Polaroid Corp Photographic image-receiving elements having been treated with ammonia after drying
US3460941A (en) * 1967-04-12 1969-08-12 Polaroid Corp Novel photographic products and processes
US3511655A (en) * 1965-04-29 1970-05-12 Polaroid Corp Laminations
US3647437A (en) * 1970-12-18 1972-03-07 Polaroid Corp Photographic products, processes and compositions
US4009031A (en) * 1973-11-29 1977-02-22 Polaroid Corporation Diffusion transfer image-receiving element having polyvinylpyridine layer treated with hydrophilic colloid/ammonia solution
US4101701A (en) * 1973-05-17 1978-07-18 Polaroid Corporation I.D. cards
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4234671A (en) * 1978-03-20 1980-11-18 Konishiroku Photo Industry Co., Ltd. Color diffusion transfer dye mordant
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US4503138A (en) * 1983-09-01 1985-03-05 Polaroid Corporation Image-receiving element with unitary image-receiving and decolorizing layer
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US4653775A (en) * 1985-10-21 1987-03-31 Polaroid Corporation, Patent Dept. Preprinted image-receiving elements for laminated documents
US4794067A (en) * 1987-11-23 1988-12-27 Polaroid Corporation, Patent Dept. Copolymeric mordants and photographic products and processes containing same
US5187282A (en) * 1991-04-08 1993-02-16 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
US5264321A (en) * 1992-07-16 1993-11-23 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures
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US5861230A (en) * 1997-04-21 1999-01-19 Polaroid Corporation Process for the polymerization of 4-vinyl pyridine monomers
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Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3756814A (en) * 1970-07-27 1973-09-04 Polaroid Corp Olymer wherein the grafted moiety has mordant capability color diffusion transfer image receiving layer comprising a graft cop

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2448552A (en) * 1946-11-27 1948-09-07 Du Pont Photographic elements having light-sensitive and water-insoluble vinylpyridine polymer layers
US2448542A (en) * 1946-08-01 1948-09-07 Du Pont Photographic elements having antihalation layers composed of vinylpyridine polymers and antihalation materials
US2548564A (en) * 1946-12-31 1951-04-10 Eastman Kodak Co Photographic silver halide element with mordanted dye layer
US2548575A (en) * 1948-10-15 1951-04-10 Eastman Kodak Co Mordanted imbibition dye-printing blank
US2564726A (en) * 1949-04-19 1951-08-21 Du Pont Polymeric compounds
US2798063A (en) * 1954-02-05 1957-07-02 Eastman Kodak Co Interpolymers of vinylpyridines or vinylquinolines, acrylic esters and acrylonitrile, and hydrosols thereof
US2830900A (en) * 1956-10-04 1958-04-15 Polaroid Corp Process of washing and protecting photographic silver images, and photographic products thereof
US2868077A (en) * 1954-07-19 1959-01-13 Polaroid Corp Film stock for dichroic dye images
CA577021A (en) * 1959-06-02 Polaroid Corporation Process of forming photographic images in color
US2983606A (en) * 1958-07-14 1961-05-09 Polaroid Corp Processes and products for forming photographic images in color

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA577021A (en) * 1959-06-02 Polaroid Corporation Process of forming photographic images in color
US2448542A (en) * 1946-08-01 1948-09-07 Du Pont Photographic elements having antihalation layers composed of vinylpyridine polymers and antihalation materials
US2448552A (en) * 1946-11-27 1948-09-07 Du Pont Photographic elements having light-sensitive and water-insoluble vinylpyridine polymer layers
US2548564A (en) * 1946-12-31 1951-04-10 Eastman Kodak Co Photographic silver halide element with mordanted dye layer
US2548575A (en) * 1948-10-15 1951-04-10 Eastman Kodak Co Mordanted imbibition dye-printing blank
US2564726A (en) * 1949-04-19 1951-08-21 Du Pont Polymeric compounds
US2798063A (en) * 1954-02-05 1957-07-02 Eastman Kodak Co Interpolymers of vinylpyridines or vinylquinolines, acrylic esters and acrylonitrile, and hydrosols thereof
US2868077A (en) * 1954-07-19 1959-01-13 Polaroid Corp Film stock for dichroic dye images
US2830900A (en) * 1956-10-04 1958-04-15 Polaroid Corp Process of washing and protecting photographic silver images, and photographic products thereof
US2983606A (en) * 1958-07-14 1961-05-09 Polaroid Corp Processes and products for forming photographic images in color

Cited By (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239338A (en) * 1961-03-06 1966-03-08 Polaroid Corp Photographic process
US3295970A (en) * 1962-12-04 1967-01-03 Polaroid Corp Photographic products and processes
US3312549A (en) * 1962-12-12 1967-04-04 Eastman Kodak Co Receiving sheet for photographic dyes
US3345165A (en) * 1963-07-31 1967-10-03 Polaroid Corp Photographic product and process of using same
US3511655A (en) * 1965-04-29 1970-05-12 Polaroid Corp Laminations
US3388994A (en) * 1967-02-20 1968-06-18 Polaroid Corp Photographic image-receiving elements having been treated with ammonia after drying
US3460941A (en) * 1967-04-12 1969-08-12 Polaroid Corp Novel photographic products and processes
US3647437A (en) * 1970-12-18 1972-03-07 Polaroid Corp Photographic products, processes and compositions
US4101701A (en) * 1973-05-17 1978-07-18 Polaroid Corporation I.D. cards
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4009031A (en) * 1973-11-29 1977-02-22 Polaroid Corporation Diffusion transfer image-receiving element having polyvinylpyridine layer treated with hydrophilic colloid/ammonia solution
US4234671A (en) * 1978-03-20 1980-11-18 Konishiroku Photo Industry Co., Ltd. Color diffusion transfer dye mordant
FR2480759A1 (en) * 1980-04-22 1981-10-23 Polaroid Corp Mordant copolymer and photographic chemicals and using these biting PROCESS
US4340522A (en) * 1980-04-22 1982-07-20 Polaroid Corporation Process for preparing cationic polymers
US4322489A (en) * 1980-04-22 1982-03-30 Polaroid Corporation Copolymeric mordants and photographic products and processes utilizing same
US4503138A (en) * 1983-09-01 1985-03-05 Polaroid Corporation Image-receiving element with unitary image-receiving and decolorizing layer
EP0210660A2 (en) 1985-07-31 1987-02-04 Fuji Photo Film Co., Ltd. Image forming process
US4653775A (en) * 1985-10-21 1987-03-31 Polaroid Corporation, Patent Dept. Preprinted image-receiving elements for laminated documents
US4794067A (en) * 1987-11-23 1988-12-27 Polaroid Corporation, Patent Dept. Copolymeric mordants and photographic products and processes containing same
US5187282A (en) * 1991-04-08 1993-02-16 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
US5264322A (en) * 1991-04-08 1993-11-23 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
EP0580041A2 (en) 1992-07-10 1994-01-26 Fuji Photo Film Co., Ltd. Method of processing silver halide photographic material and composition for processing
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
EP0589460A1 (en) 1992-09-24 1994-03-30 Fuji Photo Film Co., Ltd. Method for processing a black & white silver halide light-sensitive material
EP0777153A1 (en) 1995-11-30 1997-06-04 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material
US5861230A (en) * 1997-04-21 1999-01-19 Polaroid Corporation Process for the polymerization of 4-vinyl pyridine monomers
EP1437388A1 (en) 2003-01-08 2004-07-14 Fuji Photo Film Co., Ltd. Coloring composition and inkjet recording method
WO2004113463A1 (en) 2003-06-18 2004-12-29 Fuji Photo Film Co., Ltd. Ink and ink-jet recording ink
EP2436740A1 (en) 2003-09-29 2012-04-04 Fujifilm Corporation Ink for inkjet printing, ink set for inkjet printing, inkjet recording material and producing method for inkjet recording material, and inkjet recording method
EP2455431A1 (en) 2003-10-23 2012-05-23 Fujifilm Corporation Ink and ink set for inkjet recording
EP1635216A1 (en) 2004-09-14 2006-03-15 Fuji Photo Film Co., Ltd. Photothermographic material
EP2020304A1 (en) 2007-08-03 2009-02-04 FUJIFILM Corporation Ink jet recording medium
EP2105477A1 (en) 2008-03-24 2009-09-30 FUJIFILM Corporation Method of forming inkjet image
EP2105471A1 (en) 2008-03-25 2009-09-30 FUJIFILM Corporation Method for forming ink jet image
WO2010013529A1 (en) 2008-07-30 2010-02-04 富士フイルム株式会社 Ink-jet recording method
WO2010013582A1 (en) 2008-07-30 2010-02-04 富士フイルム株式会社 Ink-jet recording method
EP2169017A1 (en) 2008-09-26 2010-03-31 Fujifilm Corporation Ink set and method for forming image
WO2012014954A1 (en) 2010-07-30 2012-02-02 富士フイルム株式会社 Novel azo compound, aqueous solution, ink composition, ink for inkjet recording, inkjet recording method, ink cartridge for inkjet recording and inkjet recording
WO2012014955A1 (en) 2010-07-30 2012-02-02 富士フイルム株式会社 Novel azo compound, aqueous solution, ink composition, ink for inkjet recording, inkjet recording method, ink cartridge for inkjet recording and inkjet recording
WO2012090826A1 (en) 2010-12-28 2012-07-05 富士フイルム株式会社 Coloring composition and azo compound
WO2012127758A1 (en) 2011-03-18 2012-09-27 富士フイルム株式会社 Ink composition, inkjet printing ink, and inkjet printing method
WO2013031428A1 (en) 2011-08-30 2013-03-07 富士フイルム株式会社 Novel compound having triazine side chain, colored composition, inkjet ink, inkjet recording method, color filter, and color toner
WO2013069667A1 (en) 2011-11-08 2013-05-16 富士フイルム株式会社 Coloured composition and ink for inkjet recording
WO2013099677A1 (en) 2011-12-26 2013-07-04 富士フイルム株式会社 Compound having xanthene skeleton, coloring composition, ink for ink jet printing, and ink jet printing method
WO2013129265A1 (en) 2012-02-29 2013-09-06 富士フイルム株式会社 Colored composition, inkjet recording ink, and inkjet recording method
EP2669337A1 (en) 2012-05-30 2013-12-04 Fujifilm Corporation Compound having xanthene structure, coloring composition, ink for inkjet recording and inkjet recording method
EP2669338A2 (en) 2012-05-31 2013-12-04 Fujifilm Corporation Coloring composition, ink for inkjet recording and inkjet recording method
EP2712894A1 (en) 2012-09-26 2014-04-02 Fujifilm Corporation Azo compound, aqueous solution, ink composition, ink for inkjet recording, inkjet recording method, ink cartridge for inkjet recording, and inkjet recorded material
WO2014077223A1 (en) 2012-11-15 2014-05-22 富士フイルム株式会社 Coloring composition, ink jet recording ink using coloring composition, ink jet recording method using ink jet recording ink, ink cartridge, and ink jet recording material
WO2014077291A1 (en) 2012-11-15 2014-05-22 富士フイルム株式会社 Coloring composition, ink jet recording ink, ink jet recording method, ink jet printer cartridge, and ink jet recording material
WO2015105108A1 (en) 2014-01-10 2015-07-16 富士フイルム株式会社 Compound, coloring composition, inkjet recording ink, inkjet recording method, inkjet printer cartridge, inkjet recorded material, color filter, color toner, and transfer ink

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