US2787544A - Method of making photographic packet emulsions - Google Patents
Method of making photographic packet emulsions Download PDFInfo
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- US2787544A US2787544A US476540A US47654054A US2787544A US 2787544 A US2787544 A US 2787544A US 476540 A US476540 A US 476540A US 47654054 A US47654054 A US 47654054A US 2787544 A US2787544 A US 2787544A
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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
- 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
- G03C7/388—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor
Definitions
- This invention relates to color photography and particularly to. a method for making packet emulsions.
- Our'novel methods consists in (l) mixing the coupler with a low boiling organic solvent for'the coupler as shown in the first three boxes of the drawing, anddisp ersing the mixture in gelatin asshown in tlie fourth bo r of theidrawing, (2) mixing the coupler dispersion withasik ver halide emulsion and forming "a packet dispersion of the coupler and silver halide in 'gelatin;a s 'shown in the fifth box of the drawing, and (3') adding a highboilin'g coupler solvent to the packet dispersionasjshown in the last box of the drawing.” In'thisway the.
- ratiolof, coupler to high boiling crystalloidal coupler solyent can: be readily adjusted so that any ratiobetween lfi andlflA orlower is obtained.
- Thismethlod not onlyperrnits improvedcolor separation to be obtainedwlien theliigh boiling solvent is added after formation of.the .pa ckets but it, also has: the advantage, that t'ofthe pa clretsfcon taining couplerwithout couplersolvept. any; number, of
- Low boiling organic solvents in which the coupler is first dissolved and which may then be removed partially or completely prior to making the packets includenitro methane, nitroethane, methyl, ethyl andpropyl acetates, chloroform, and ethyl and butyl formate.
- High boiling coupler solvents which are added to the packet dispersions are organic crystalloidal materials which are substantially water-insoluble, have low molecular weight, have a boiling point above 175 C., and have a high solvent action for the color-forming compound. and for the dyes formed from it, and are permeable to photographic developer and its oxidation products.
- solvents include di-nrbutyl phthalate, triphenyl phosphate, tricresyl phosphate, N,n-butyl acetanilideand. other compounds disclosed on pages 2 and 3 of Jelley and Vittum U. S. Patent 2,322,027.
- Patent 2,698,794 is preferably employed except that the high hoilingcrystalloidal solvent is not added to the coupler dispersion-or packet dispersion as in that application, but is separately dispersed andadded later.
- a Wfl'telfiSOlllblQ poiymer such as the sodium salt of a copolymer of methacrylic acid? and methyl-wmethaerylate may be used together withv a packet-forming component such as the ammonium salt of styrene-maleamic acid to polymer.
- a packet-forming component such as the ammonium salt of styrene-maleamic acid to polymer.
- This type of water-soluble polymer is..not a necessity for the'formation of packets.
- Naturallyfoccurring .vater-soluble polymers and modified naturally occurring water solu ble polymers can also be used,.e. g., alginfcarboxy methylcellulose, and cellulose sulfate Our invention will now be, illustrated by the following examples:
- a cyan coupler dispersion was made by dissolving 3 grams of the coupler 2-[a-(2,4-di-tert-amylphenoxy)-n butyrylamino]-4,6-dichloro--methyl phenol in 300 cc. of ethyl acetate at 40 C., adding the solution to 100 cc. of a 5% solution of Alkanol B dispersing agent in 850 cc. of gelatin solution, and dispersing it therein. The dispersion was set on a chill plate at F., noodled and air dried at 78 C. and relative humidity.
- Example 2 A cyan packet dispersion was made as in Example 1. A magenta packet dispersion was similarly made, using 100 grams of the magenta coupler 1-(2',4',6'-trichlorophenyl)-3-[3"-(2",4"'-di-tert. amylphenoxy acetamido)- 5 CC. Di-n-butyl phthalate 6 Gelatin (10% solution) 27 Alkanol B (10% solution) 6 Water 2 dispersed in a colloid mill.
- the amount of coupler solvent (di-n-butyl phthalate) dispersion added to the packet emulsions is such that the ratio of couplers to coupler solvent is about 1:1, in order to obtain adequate dye density in the resulting coating.
- ratios of coupler to coupler solvent of 1: /2, 1:% and even 1:0 can be employed with certain couplers or if a solvent such as benzyl alcohol is present in the developer. Higher ratios, such as 1:2, 1:3, etc., may also be employed.
- our invention may be em.- ployed in making packet dispersions in a layer in which the packet emulsion is sensitive only to a single primary spectral region, either in single layer or in multi-layer coatings, or may be used in making packets in which two or more sensitive packets are mixed in a single photographic layer.
- the method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling water-insoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, mixing the colorformer dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase, a packet dispersion of said emulsion and color-former, and then mixing said packet dispersion with a solution of a substantially water-insoluble, low molecular weight organic crystalloidal solvent for the color-forming compound and for dyes formed therefrom, and which solvent has a boiling point above about C. and is permeable to photographic developer oxidation products, to form a packet dispersion of said color-forming compound containing said crystalloidal solvent.
- the method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling water-insoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below 125 C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, drying said dispersion to remove substantially all organic solvent, mixing the color-former dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase, a packet dispersion of said emulsion and color-former, with a styrene interpolymer having carboxyl groups on the polymeric chain, and then mixing said packet dispersion with a solution of a substantially water-insoluble, low molecular weight organic crystalloidal solvent for the colorforming compound and for dyes formed therefrom, and which solvent has a boiling point above about 175 C. and is permeable to
- the method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling waterinsoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below 125 C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, drying said dispersion to remove substantially all organic solvent, mixing the colorformer dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase a packet dispersion of said emulsion and color-former, with a styrene interpolymer having carboxyl groups on the polymeric chain, separately dispersing in gelatin a substantially water- Insoluble, low molecular weight organic crystalloidal solvent for the color-forming compound and for dyes formed therefrom, and which solvent has a boiling point above about 175 C. and is permeable to photographic developer oxidation products, and
- the method of incorporating a color former in a photographic packet emulsion which comprises mixing a color forming compound capable of reacting with a primary aromaticamino developing agent on photographic development, with ethyl acetate, dispersing the solution of color-forming compound and ethyl acetate in gelatin, drying said dispersion to remove substantially all ethyl acetate, mixing the color-former dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase a packet dispersion of said emulsion and color-former with the ammonium salt of a styrenemaleamic acid polymer, separately dispersing di-n-butyl 5 phthalate in gelatin, and mixing said packet dispersion and said di-n-butyl phthalate dispersion to form a packet dispersion of said color-forming compound and di-n-butyl phthalate.
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Description
April 2, 1957 L. GODOWSKY ET AL COUPL ER LOW- BOILING SOLVENT COUPLER C OUPL ER COUPLER SOL VENT SOLU77ON COUPLER DISPERSION //v GELA TIN PARTORALL OF LOW- BOILINC SOLVENT MAY BE REMOVED GELAT/NO-SILVER HAL/DE EMULSION PACK E T DISPERSION OF COUPLER AND SILVER HAL/DE IN GELA TIN I-I/GH BO/L INS COUPL ER SOL VE N T PAC/(ET DISPERSION OF COUPLER, SILVER HAL/DE AND HIGH BOILING COUPLER SOLVENT IN CELAT/N LEOPOLD aboowsxr JEROME J DUA NE IN V EN TORS ATTORNEYS METHOD OF MAKING PHOTOGRAPHIC PACKET EMULSIONS Leopold Godowsky and Jerome J. Duane, Westport,
Conn., assignors to Eastman Kodak Company, Rochester, N. Y., a corporation 'of New Jersey Application December 20, 1954., Serial No. 47 6 ,54 v
Claims. (Cl. 96-97) This invention relates to color photography and particularly to. a method for making packet emulsions.
In Godowsky U. S. Patent 2,698,794, a process is described. for making packet emulsions by dissolving a colorforming compound. in a high boiling crystalloidal organic solvent, for the. color former and dispersing it in a gelatinosilver halide emulsion and then forming packets with a polymeric packet-forming component such as the ammonium salt of styrene-nialeamic acid resin. Ratios of color former or coupler to coupler solvent of 'about 1:2 or 1:3; are usually employed and the high boiling solvent is retained in the final emulsion. i
In, packet photographic emulsions such as those of Patent 2,698,794, the character of the high boiling solvent has. a direct effect on the photographicproperties such as the stability of the packets, their developability, the hue of the dye formed upon exposure and development, the degree of color separation in the case of mixed packets and other properties.
We have foundthat if the coupler dispersion, that is, the packet dispersion containing the coupler'and' silver halide, is made without the high boiling crystall'oidal sol vent and the high boiling solvent is added aftercomplete formation of the packet emulsion, improved results are obtained. Packets which are formed in this wjayare better dispersed in the gelatin matrix or continuous phase than'when the high boiling solvent is added first, and bet: ter color separation is obtained" in the case of mixed packet-s. i
The accompanying drawingis a how sheet il lustrating the steps in our process. Y
Our'novel methods consists in (l) mixing the coupler with a low boiling organic solvent for'the coupler as shown in the first three boxes of the drawing, anddisp ersing the mixture in gelatin asshown in tlie fourth bo r of theidrawing, (2) mixing the coupler dispersion withasik ver halide emulsion and forming "a packet dispersion of the coupler and silver halide in 'gelatin;a s 'shown in the fifth box of the drawing, and (3') adding a highboilin'g coupler solvent to the packet dispersionasjshown in the last box of the drawing." In'thisway the. ratiolof, coupler to high boiling crystalloidal coupler solyent can: be readily adjusted so that any ratiobetween lfi andlflA orlower is obtained. 'Thismethlod not onlyperrnits improvedcolor separation to be obtainedwlien theliigh boiling solvent is added after formation of.the .pa ckets but it, also has: the advantage, that t'ofthe pa clretsfcon taining couplerwithout couplersolvept. any; number, of
we e. olve co ple o e t'i i tiersi se man be addedWo the packet dispersion without the necessity of i t di ates Par-em Patented Apr. 2, 1957 2 (2,4 di tert. amylphenoxyacetamino) 4,6 dichloro-S-methyl phenol (Graham U. 8. 2,725,291)
2 [a (2,4 di tertamylphenoxy) n butyrylamino] 4,6-dichloro-5-methyl phenol 1 hydroxy 2 [6 (2,4 di tertamylphenoxy) n-butyH-naphthamide (U. 8. Patent 2,474,293)
1 (2,46' trichlorophenyl) 3 [3 (2",4-' di tert.amylphenoxyacetamido) benzamido] 5 pyrazolone (U. S. Patent 2,600,788)
N (4 henzoylacetamidobenzenesulfonyl) N ('y phenylpropyl)-p-toluidine (U. S. Patent 2,298,443)
6 {at {4 [on (2,4 di tertamylphenoxy)butyramido] phenoxy} acetanlido} 2,4 dichloro 3 methyl phenol a {3 [on (2,4 di terLamylphenoxy) acetamido] benzoyl} 2 methoxyacetanilide 3 benzoylacetamino 4 methoxy 2',4 di tert.
amylphenoxy acetanilide The preparation of the last three couplers is described in Fierke and Chechak U. S. application Serial No. 476,561, filed concurrently herewith.
Low boiling organic solvents in which the coupler is first dissolved and which may then be removed partially or completely prior to making the packets includenitro methane, nitroethane, methyl, ethyl andpropyl acetates, chloroform, and ethyl and butyl formate.
High boiling coupler solvents which are added to the packet dispersions are organic crystalloidal materials which are substantially water-insoluble, have low molecular weight, have a boiling point above 175 C., and have a high solvent action for the color-forming compound. and for the dyes formed from it, and are permeable to photographic developer and its oxidation products. Such solvents include di-nrbutyl phthalate, triphenyl phosphate, tricresyl phosphate, N,n-butyl acetanilideand. other compounds disclosed on pages 2 and 3 of Jelley and Vittum U. S. Patent 2,322,027.
In making the packets the method described in Examples l5 and 16 of Godowsky U. 5. Patent 2,698,794 is preferably employed except that the high hoilingcrystalloidal solvent is not added to the coupler dispersion-or packet dispersion as in that application, but is separately dispersed andadded later. in forming the packets, a Wfl'telfiSOlllblQ poiymer such as the sodium salt of a copolymer of methacrylic acid? and methyl-wmethaerylate may be used together withv a packet-forming component such as the ammonium salt of styrene-maleamic acid to polymer. This type of water-soluble polymer is..not a necessity for the'formation of packets. Naturallyfoccurring .vater-soluble polymers and modified naturally occurring water solu ble polymers can also be used,.e. g., alginfcarboxy methylcellulose, and cellulose sulfate Our invention will now be, illustrated by the following examples:
E am e.
A cyan coupler dispersion was made by dissolving 3 grams of the coupler 2-[a-(2,4-di-tert-amylphenoxy)-n butyrylamino]-4,6-dichloro--methyl phenol in 300 cc. of ethyl acetate at 40 C., adding the solution to 100 cc. of a 5% solution of Alkanol B dispersing agent in 850 cc. of gelatin solution, and dispersing it therein. The dispersion was set on a chill plate at F., noodled and air dried at 78 C. and relative humidity. 16.5 grams of a red-sensitive gelatino-silver chloride emulsion containing 0.72 gram of silver halide and 0.40 gram of gelatin were added to 2.45 grams of the cyan coupler dispersion (redispersed in 12.0 cc. water), and mixed with a fast stirrer for 10 minutes. Thirteen cos. of a 10% solution of a copolymer of methacrylic acid and methyl-amethacrylate (sodium salt) were mixed with the emulsioncoupler dispersion and stirred for 10 minutes more. To this solution there were added 2.2 cc. of a 5.0% solution of the ammonium salt of styrene-maleamic acid polymer, and the whole dispersion was stirred at 40 C. for 20 minutes. Then 2.0 cc. of 10% calcium acetate solution was added followed by 5 cc. of an 18% gelatin solution.
To a portion of this mixture containing 0.12 g. of the cyan coupler there was added 1 cc. of a methyl alcohol solution containing 0.03 g. of di-n-butyl phthalate. After stirring for one minute at 40 C., the packet dispersion was examined under the microscope.
Microscopic examination revealed no evidence of particles of di-n-dibutyl phthalate, whereas a control dispersion without the packets showed a large number of droplets of di-n-butyl phthalate.
Example 2 A cyan packet dispersion was made as in Example 1. A magenta packet dispersion was similarly made, using 100 grams of the magenta coupler 1-(2',4',6'-trichlorophenyl)-3-[3"-(2",4"'-di-tert. amylphenoxy acetamido)- 5 CC. Di-n-butyl phthalate 6 Gelatin (10% solution) 27 Alkanol B (10% solution) 6 Water 2 dispersed in a colloid mill.
The amount of coupler solvent (di-n-butyl phthalate) dispersion added to the packet emulsions is such that the ratio of couplers to coupler solvent is about 1:1, in order to obtain adequate dye density in the resulting coating. However, ratios of coupler to coupler solvent of 1: /2, 1:% and even 1:0 can be employed with certain couplers or if a solvent such as benzyl alcohol is present in the developer. Higher ratios, such as 1:2, 1:3, etc., may also be employed.
Development of the coated and exposed layer in a primary aromatic amino developing solution such as the following, produced a two-color image of satisfactory dye density:
G. 2-amino-5-diethylamino toluene HCl 2 Sodium sulfite (des.) u 2 Sodium carbonate (anhydrous) 20 Potassium bromide 2 Water to 1 liter.
It will be understood that our invention may be em.- ployed in making packet dispersions in a layer in which the packet emulsion is sensitive only to a single primary spectral region, either in single layer or in multi-layer coatings, or may be used in making packets in which two or more sensitive packets are mixed in a single photographic layer.
The examples described herein are, illustrative only and our invention should be taken as limited only by the scope of the appended claims.
What we claim is:
1. The method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling water-insoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, mixing the colorformer dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase, a packet dispersion of said emulsion and color-former, and then mixing said packet dispersion with a solution of a substantially water-insoluble, low molecular weight organic crystalloidal solvent for the color-forming compound and for dyes formed therefrom, and which solvent has a boiling point above about C. and is permeable to photographic developer oxidation products, to form a packet dispersion of said color-forming compound containing said crystalloidal solvent.
2. The method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling water-insoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below 125 C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, drying said dispersion to remove substantially all organic solvent, mixing the color-former dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase, a packet dispersion of said emulsion and color-former, with a styrene interpolymer having carboxyl groups on the polymeric chain, and then mixing said packet dispersion with a solution of a substantially water-insoluble, low molecular weight organic crystalloidal solvent for the colorforming compound and for dyes formed therefrom, and which solvent has a boiling point above about 175 C. and is permeable to photographic developer oxidation products, to form a packet dispersion of said color-forming compound containing said crystalloidal solvent.
3. The method of incorporating a color former in a photographic packet emulsion which comprises mixing a color-forming compound capable of reacting with a primary aromatic amino developing agent on photographic development, with a low boiling waterinsoluble organic solvent for the color-forming compound, said low-boiling solvent having a boiling point below 125 C., dispersing the solution of color-forming compound and low boiling organic solvent in gelatin, drying said dispersion to remove substantially all organic solvent, mixing the colorformer dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase a packet dispersion of said emulsion and color-former, with a styrene interpolymer having carboxyl groups on the polymeric chain, separately dispersing in gelatin a substantially water- Insoluble, low molecular weight organic crystalloidal solvent for the color-forming compound and for dyes formed therefrom, and which solvent has a boiling point above about 175 C. and is permeable to photographic developer oxidation products, and mixing said packet dispersion and said crystalloidal solvent dispersion to form a packet dispersion of said color-forming compound containing said crystalloidal solvent.
4. The method of incorporating a color former in a photographic packet emulsion which comprises mixing a color forming compound capable of reacting with a primary aromaticamino developing agent on photographic development, with ethyl acetate, dispersing the solution of color-forming compound and ethyl acetate in gelatin, drying said dispersion to remove substantially all ethyl acetate, mixing the color-former dispersion with a gelatino-silver halide emulsion, forming in a gelatin continuous phase a packet dispersion of said emulsion and color-former with the ammonium salt of a styrenemaleamic acid polymer, separately dispersing di-n-butyl 5 phthalate in gelatin, and mixing said packet dispersion and said di-n-butyl phthalate dispersion to form a packet dispersion of said color-forming compound and di-n-butyl phthalate.
5. The method of claim 4 in which the color-former is 10 2 [a (2,4 di tert. amylphenoxy) n hutyrylami no] 4,6 dichloro 5 methyl phenol.
References Cited in the file of this patent UNITED STATES PATENTS 2,322,027 Jelley et al. June 15, 1943 2,698,794 Godowsky Jan. 4, 1955 FOREIGN PATENTS 540,368 Great Britain Oct. 15, 1941
Claims (1)
1. THE METHOD OF INCORPORATING A COLOR FORMER IN A PHOTOGRAPHIC PACKET EMULSION WHICH COMPRISES MIXING A COLOR-FORMING COMPOUND CAPABLE OF REACTING WITH A PRIMARY AMINO DEVELOPING AGENT ON PHOTOGRAPHIC DEVELOPMENT, WITH A LOW BOILING WATER-INSOLUBLE ORGANIC SOLVENT FOR THE COLOR-FORMING COMPOUND, SAID LOW-BOILING SOLVENT HAVING A BOILING POINT BELOW 125%C., DISPERSING THE SOLUTION OF COLOR-FORMING COMPOUND AND LOW BOILING ORGANIC SOLVENT IN GELATIN, MIXING THE COLORFORMER DISPERSION WITH A GELATINO-SILVER HALIDE EMULSION FORMING IN A GELATIN CONTINUOUS PHASES, A PACKET DISPERSION OF SAID EMULSION AND COLOR-FORMER, AND THEN MIXING SAID PACKET DISPERSION WITH A SOLUTION OF A SUBSTANTIALLY WATER-INSOLUBLE, LOW MOLECULAR WEIGHT ORGANIC CRYSTALLOIDAL SOLVENT FOR THE COLOR-FORMING COMPOUND AND FOR DYES FORMED THEREFROM, AND WHICH SOLVENT HAS A BOILING POINT ABOVE ABOUT 175*C. AND IS PERMEABLE TO PHOTOGRAPHIC DEVELOPER OXIDATION PRODUCTS, TO FORM A PACKET DISPERSION OF SAID COLOR-FORMING COMPOUND CONTAINING SAID CRYSTALLOIDAL SOLVENT.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE543744D BE543744A (en) | 1954-12-20 | ||
| US476539A US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
| US476540A US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
| GB34887/55A GB798512A (en) | 1954-12-20 | 1955-12-06 | Method of making photographic packet emulsions |
| GB35055/55A GB791353A (en) | 1954-12-20 | 1955-12-07 | Method of making dispersions of colour couplers for use in light-sensitive silver salt emulsions |
| DEE11702A DE963295C (en) | 1954-12-20 | 1955-12-18 | Process for the incorporation of a coupler or dye former in a photographic silver halide gelatin emulsion |
| FR1151479D FR1151479A (en) | 1954-12-20 | 1955-12-19 | Process for the incorporation of chromogenic couplers into photosensitive emulsions and new products obtained |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US476539A US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
| US476540A US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2787544A true US2787544A (en) | 1957-04-02 |
Family
ID=27045207
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US476539A Expired - Lifetime US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
| US476540A Expired - Lifetime US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US476539A Expired - Lifetime US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US2801170A (en) |
| BE (1) | BE543744A (en) |
| DE (1) | DE963295C (en) |
| FR (1) | FR1151479A (en) |
| GB (2) | GB798512A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2949360A (en) * | 1956-08-31 | 1960-08-16 | Eastman Kodak Co | Photographic color former dispersions |
| US3012885A (en) * | 1956-12-03 | 1961-12-12 | Eastman Kodak Co | Pressure image transfer process |
| US5008179A (en) * | 1989-11-22 | 1991-04-16 | Eastman Kodak Company | Increased activity precipitated photographic materials |
| US5468604A (en) * | 1992-11-18 | 1995-11-21 | Eastman Kodak Company | Photographic dispersion |
| US5770352A (en) * | 1996-04-18 | 1998-06-23 | Eastman Kodak Company | High activity photographic dispersions with ultra low levels of permanent solvent |
| US5830632A (en) * | 1996-10-31 | 1998-11-03 | Eastman Kodak Company | Photographic element containing dispersions of high dye-yield couplers having improved photographic activity |
| US5879867A (en) * | 1997-08-22 | 1999-03-09 | Eastman Kodak Company | Silver halide light-sensitive element |
| US5891613A (en) * | 1997-08-22 | 1999-04-06 | Eastman Kodak Company | Silver halide light-sensitive element |
| US6420103B1 (en) | 1999-03-10 | 2002-07-16 | Eastman Kodak Company | Photographic element |
| US20050089806A1 (en) * | 2003-10-24 | 2005-04-28 | Zengerle Paul L. | Method of preparation of direct dispersions of photographically useful chemicals |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE590403A (en) * | 1959-04-30 | |||
| US3244524A (en) * | 1960-03-01 | 1966-04-05 | Gen Aniline & Film Corp | U. v. absorbing composition |
| US3244518A (en) * | 1960-05-19 | 1966-04-05 | Gen Aniline & Film Corp | Process for obtaining multicolor images and a multilayer sheet for use therein |
| US3092495A (en) * | 1960-06-09 | 1963-06-04 | Gen Aniline & Film Corp | Lower alkyl lactate coupler solvents |
| US3515557A (en) * | 1965-04-12 | 1970-06-02 | Du Pont | Photographic color film and process of making same |
| DE3031404A1 (en) * | 1980-08-20 | 1982-04-01 | Agfa-Gevaert Ag, 5090 Leverkusen | METHOD FOR PRODUCING DISPERSIONS AND PHOTOGRAPHIC MATERIALS |
| JPS59188641A (en) | 1983-04-11 | 1984-10-26 | Fuji Photo Film Co Ltd | Silver halide photographic emulsion |
| US4725529A (en) | 1985-04-30 | 1988-02-16 | Konishiroku Photo Industry Co., Ltd. | Developing inhibitor arrangment in light-sensitive silver halide color photographic materials |
| EP0204530B1 (en) | 1985-05-31 | 1991-09-11 | Konica Corporation | Method for forming direct positive color image |
| JPH0711695B2 (en) | 1985-09-25 | 1995-02-08 | 富士写真フイルム株式会社 | Processing method of silver halide color light-sensitive material for photography |
| AU591540B2 (en) | 1985-12-28 | 1989-12-07 | Konishiroku Photo Industry Co., Ltd. | Method of processing light-sensitive silver halide color photographic material |
| JPH0833628B2 (en) | 1987-12-15 | 1996-03-29 | 富士写真フイルム株式会社 | Silver halide color photographic light-sensitive material |
| US4970139A (en) * | 1989-10-02 | 1990-11-13 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| US5089380A (en) * | 1989-10-02 | 1992-02-18 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| DE4433637A1 (en) | 1994-09-21 | 1996-03-28 | Agfa Gevaert Ag | Color photographic silver halide material |
| US5585230A (en) * | 1995-03-23 | 1996-12-17 | Eastman Kodak Company | Cyan coupler dispersion with improved stability |
| US5726003A (en) * | 1996-08-15 | 1998-03-10 | Eastman Kodak Company | Cyan coupler dispersion with increased activity |
| US5932404A (en) * | 1996-12-18 | 1999-08-03 | Eastman Kodak Company | Silver halide photographic material containing a polymer with a photographically useful group which is rendered non-diffusible by cross-linking |
| US7223529B1 (en) | 2006-05-05 | 2007-05-29 | Eastman Kodak Company | Silver halide light-sensitive element |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB540368A (en) * | 1939-01-23 | 1941-10-15 | Eastman Kodak Co | Improvements in and relating to colour couplers and to colour photographic materialscontaining them |
| US2322027A (en) * | 1940-02-24 | 1943-06-15 | Eastman Kodak Co | Color photography |
| US2698794A (en) * | 1950-04-15 | 1955-01-04 | Eastman Kodak Co | Mixed packet photographic emulsions |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2478400A (en) * | 1945-08-17 | 1949-08-09 | Eastman Kodak Co | Silver halide photographic emulsion with developer and color coupler dispersed therein |
-
0
- BE BE543744D patent/BE543744A/xx unknown
-
1954
- 1954-12-20 US US476539A patent/US2801170A/en not_active Expired - Lifetime
- 1954-12-20 US US476540A patent/US2787544A/en not_active Expired - Lifetime
-
1955
- 1955-12-06 GB GB34887/55A patent/GB798512A/en not_active Expired
- 1955-12-07 GB GB35055/55A patent/GB791353A/en not_active Expired
- 1955-12-18 DE DEE11702A patent/DE963295C/en not_active Expired
- 1955-12-19 FR FR1151479D patent/FR1151479A/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB540368A (en) * | 1939-01-23 | 1941-10-15 | Eastman Kodak Co | Improvements in and relating to colour couplers and to colour photographic materialscontaining them |
| US2322027A (en) * | 1940-02-24 | 1943-06-15 | Eastman Kodak Co | Color photography |
| US2698794A (en) * | 1950-04-15 | 1955-01-04 | Eastman Kodak Co | Mixed packet photographic emulsions |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2949360A (en) * | 1956-08-31 | 1960-08-16 | Eastman Kodak Co | Photographic color former dispersions |
| US3012885A (en) * | 1956-12-03 | 1961-12-12 | Eastman Kodak Co | Pressure image transfer process |
| US5008179A (en) * | 1989-11-22 | 1991-04-16 | Eastman Kodak Company | Increased activity precipitated photographic materials |
| US5468604A (en) * | 1992-11-18 | 1995-11-21 | Eastman Kodak Company | Photographic dispersion |
| US5770352A (en) * | 1996-04-18 | 1998-06-23 | Eastman Kodak Company | High activity photographic dispersions with ultra low levels of permanent solvent |
| US5830632A (en) * | 1996-10-31 | 1998-11-03 | Eastman Kodak Company | Photographic element containing dispersions of high dye-yield couplers having improved photographic activity |
| US5879867A (en) * | 1997-08-22 | 1999-03-09 | Eastman Kodak Company | Silver halide light-sensitive element |
| US5891613A (en) * | 1997-08-22 | 1999-04-06 | Eastman Kodak Company | Silver halide light-sensitive element |
| US6420103B1 (en) | 1999-03-10 | 2002-07-16 | Eastman Kodak Company | Photographic element |
| US20050089806A1 (en) * | 2003-10-24 | 2005-04-28 | Zengerle Paul L. | Method of preparation of direct dispersions of photographically useful chemicals |
| US7338756B2 (en) | 2003-10-24 | 2008-03-04 | Eastman Kodak Company | Method of preparation of direct dispersions of photographically useful chemicals |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1151479A (en) | 1958-01-30 |
| BE543744A (en) | |
| GB798512A (en) | 1958-07-23 |
| DE963295C (en) | 1957-05-02 |
| GB791353A (en) | 1958-02-26 |
| US2801170A (en) | 1957-07-30 |
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