US2801170A - Preparation of color former dispersions - Google Patents
Preparation of color former dispersions Download PDFInfo
- Publication number
- US2801170A US2801170A US476539A US47653954A US2801170A US 2801170 A US2801170 A US 2801170A US 476539 A US476539 A US 476539A US 47653954 A US47653954 A US 47653954A US 2801170 A US2801170 A US 2801170A
- Authority
- US
- United States
- Prior art keywords
- dispersion
- solvent
- coupler
- color
- organic
- 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
Links
- 239000006185 dispersion Substances 0.000 title claims description 60
- 238000002360 preparation method Methods 0.000 title description 13
- 239000002904 solvent Substances 0.000 claims description 36
- 238000009835 boiling Methods 0.000 claims description 27
- 239000000839 emulsion Substances 0.000 claims description 22
- 108010010803 Gelatin Proteins 0.000 claims description 18
- 239000008273 gelatin Substances 0.000 claims description 18
- 229920000159 gelatin Polymers 0.000 claims description 18
- 235000019322 gelatine Nutrition 0.000 claims description 18
- 235000011852 gelatine desserts Nutrition 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 16
- 229910052709 silver Inorganic materials 0.000 claims description 14
- 239000004332 silver Substances 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 7
- -1 AMINO Chemical class 0.000 claims description 6
- 238000011161 development Methods 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 18
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000000576 coating method Methods 0.000 description 6
- 239000000084 colloidal system Substances 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 2
- 229930182490 saponin Natural products 0.000 description 2
- 150000007949 saponins Chemical class 0.000 description 2
- WVYWICLMDOOCFB-UHFFFAOYSA-N 4-methyl-2-pentanol Chemical compound CC(C)CC(C)O WVYWICLMDOOCFB-UHFFFAOYSA-N 0.000 description 1
- ONKUXPIBXRRIDU-UHFFFAOYSA-N Diethyl decanedioate Chemical compound CCOC(=O)CCCCCCCCC(=O)OCC ONKUXPIBXRRIDU-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical class CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- 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 incorporating couplers in silver halide emulsion layers.
- coupler dispersions In order. to reduce to a minimum the amount of the inert ingredients in the emulsion layer and to improve the physical hardness of the coatings, it would be desirable to use smaller quantities of coupler solvent than those corresponding to the above ratios.
- etforts have been made to prepare coupler dispersions using smaller ratios of coupler solvent, representing, for example, ratios of coupler to solventof 1 to A: or 1 to A.
- Such low ratio dispersions have been successfully prepared in some cases using auxiliary solvents which are removed during the course of preparing. the dispersion.
- the same technique has been applied to the preparation of coupler dispersions containing substantially no coupler solvent.
- Couplers which may beused according to our inventionare disclosed in Jelley and Vittum U. S. Patent 2,322,027, Loria, Weissberger and Vittum U. S. Patent 2,600,788 and elsewhere.
- High boiling coupler solvents which are used according to our invention to form the second dispersion mentioned above are organic crystalloidal materials which are substantially water-insoluble, have low molecular weight, have a boiling point'above about C. and have a high solvent action for the color-forming compound and for the dyesv formed from it and are permeable to photographic developer oxidation products in the layer in whichthey are incorporated.
- Such materials include di-n-butylphthalate and other compounds disclosed on pages 2 and 3 of Ielley and Vittum U. S. Patent 2,322,027.
- Low boiling organic solvents in which the color-forming compound is first dissolved and which is removed to form the substantially dry or solvent-free dispersion of coupler'in gelatin prior to mixing the dispersion of coupler with the dispersion of high boiling coupler solvent include nitromethane, nitroethane, methyl, ethyl, propyl and butyl acetates .and ethyl and butyl formate.
- a separate dispersion of high-boiling crystalloidalcoupler solvent is made in gelatin and this dispersion and the dried dispersion of the coupler in gelatin are added to a gelatino-silver halide emulsion. Mixing these together results in a gelatino silver halide emulsion containing a dispersion of coupler in high-boiling crystalloidal coupler solvent.
- Preparation of coating mixture 1.9 grams of the dried coupler dispersion A was added to a mixture of 25.2 cc. of water and 1.2 cc. of saponin solution. The mixture was allowed to soak for about 20 minutes and then the mixture was heated in a water bath at 40 C. 2.8 cc. of the coupler solvent dispersion B were then added and the mixture of the two dispersions was finally added to cc. of a gelatino-silver halide'emulsion.
- the final emulsion was coated, dried, exposed and developed as in Example I and was found to produce a satisfactory yellow dye density.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Pyridine Compounds (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE543744D BE543744A (is") | 1954-12-20 | ||
| US476540A US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
| US476539A US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
| 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 (de) | 1954-12-20 | 1955-12-18 | Verfahren zur Einlagerung eines Kupplers oder Farbstoffbildners in eine photographische Halogensilber-Gelatineemulsion |
| FR1151479D FR1151479A (fr) | 1954-12-20 | 1955-12-19 | Procédé pour l'incorporation de coupleurs chromogènes aux émulsions photosensibles et nouveaux produits obtenus |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US476540A US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
| US476539A US2801170A (en) | 1954-12-20 | 1954-12-20 | Preparation of color former dispersions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2801170A true US2801170A (en) | 1957-07-30 |
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 After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US476540A Expired - Lifetime US2787544A (en) | 1954-12-20 | 1954-12-20 | Method of making photographic packet emulsions |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US2801170A (is") |
| BE (1) | BE543744A (is") |
| DE (1) | DE963295C (is") |
| FR (1) | FR1151479A (is") |
| GB (2) | GB798512A (is") |
Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3092495A (en) * | 1960-06-09 | 1963-06-04 | Gen Aniline & Film Corp | Lower alkyl lactate coupler solvents |
| US3244518A (en) * | 1960-05-19 | 1966-04-05 | Gen Aniline & Film Corp | Process for obtaining multicolor images and a multilayer sheet for use therein |
| US3244524A (en) * | 1960-03-01 | 1966-04-05 | Gen Aniline & Film Corp | U. v. absorbing composition |
| US3515557A (en) * | 1965-04-12 | 1970-06-02 | Du Pont | Photographic color film and process of making same |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
| EP0204530A2 (en) | 1985-05-31 | 1986-12-10 | Konica Corporation | Method for forming direct positive color image |
| EP0228914A2 (en) | 1985-12-28 | 1987-07-15 | Konica Corporation | Method of processing lightsensitive silver halide color photographic material |
| EP0320939A2 (en) | 1987-12-15 | 1989-06-21 | Fuji Photo Film Co., Ltd. | Silver halide color photographic material |
| US4970139A (en) * | 1989-10-02 | 1990-11-13 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| US5008179A (en) * | 1989-11-22 | 1991-04-16 | Eastman Kodak Company | Increased activity precipitated photographic materials |
| EP0452984A1 (en) | 1985-09-25 | 1991-10-23 | Fuji Photo Film Co., Ltd. | Process for processing silver halide color photographic material for photographing use |
| US5089380A (en) * | 1989-10-02 | 1992-02-18 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| US5468604A (en) * | 1992-11-18 | 1995-11-21 | Eastman Kodak Company | Photographic dispersion |
| EP0703493A1 (de) | 1994-09-21 | 1996-03-27 | Agfa-Gevaert AG | Farbfotografisches Silberhalogenidmaterial |
| 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 |
| 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 |
| 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 |
| 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 |
| US7223529B1 (en) | 2006-05-05 | 2007-05-29 | Eastman Kodak Company | Silver halide light-sensitive element |
Families Citing this family (4)
| 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 |
| BE590403A (is") * | 1959-04-30 | |||
| DE3031404A1 (de) * | 1980-08-20 | 1982-04-01 | Agfa-Gevaert Ag, 5090 Leverkusen | Verfahren zur herstellung von dispersionen und fotografische materialien |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2322027A (en) * | 1940-02-24 | 1943-06-15 | Eastman Kodak Co | Color photography |
| US2478400A (en) * | 1945-08-17 | 1949-08-09 | Eastman Kodak Co | Silver halide photographic emulsion with developer and color coupler dispersed therein |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL63641C (is") * | 1939-01-23 | |||
| US2698794A (en) * | 1950-04-15 | 1955-01-04 | Eastman Kodak Co | Mixed packet photographic emulsions |
-
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/de not_active Expired
- 1955-12-19 FR FR1151479D patent/FR1151479A/fr not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2322027A (en) * | 1940-02-24 | 1943-06-15 | Eastman Kodak Co | Color photography |
| US2478400A (en) * | 1945-08-17 | 1949-08-09 | Eastman Kodak Co | Silver halide photographic emulsion with developer and color coupler dispersed therein |
Cited By (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
| EP0204530A2 (en) | 1985-05-31 | 1986-12-10 | Konica Corporation | Method for forming direct positive color image |
| EP0452984A1 (en) | 1985-09-25 | 1991-10-23 | Fuji Photo Film Co., Ltd. | Process for processing silver halide color photographic material for photographing use |
| EP0228914A2 (en) | 1985-12-28 | 1987-07-15 | Konica Corporation | Method of processing lightsensitive silver halide color photographic material |
| EP0320939A2 (en) | 1987-12-15 | 1989-06-21 | Fuji Photo Film Co., Ltd. | Silver halide color photographic material |
| US5089380A (en) * | 1989-10-02 | 1992-02-18 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| US4970139A (en) * | 1989-10-02 | 1990-11-13 | Eastman Kodak Company | Methods of preparation of precipitated coupler dispersions with increased photographic activity |
| US5008179A (en) * | 1989-11-22 | 1991-04-16 | Eastman Kodak Company | Increased activity precipitated photographic materials |
| EP0454844B1 (en) * | 1989-11-22 | 1998-02-04 | Eastman Kodak Company | Increased activity precipitated photographic materials |
| US5468604A (en) * | 1992-11-18 | 1995-11-21 | Eastman Kodak Company | Photographic dispersion |
| EP0703493A1 (de) | 1994-09-21 | 1996-03-27 | Agfa-Gevaert AG | Farbfotografisches Silberhalogenidmaterial |
| US5585230A (en) * | 1995-03-23 | 1996-12-17 | Eastman Kodak Company | Cyan coupler dispersion with improved stability |
| US5770352A (en) * | 1996-04-18 | 1998-06-23 | Eastman Kodak Company | High activity photographic dispersions with ultra low levels of permanent solvent |
| US5726003A (en) * | 1996-08-15 | 1998-03-10 | Eastman Kodak Company | Cyan coupler dispersion with increased activity |
| US5830632A (en) * | 1996-10-31 | 1998-11-03 | Eastman Kodak Company | Photographic element containing dispersions of high dye-yield couplers having improved photographic 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 |
| 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 |
| US7223529B1 (en) | 2006-05-05 | 2007-05-29 | Eastman Kodak Company | Silver halide light-sensitive element |
Also Published As
| Publication number | Publication date |
|---|---|
| DE963295C (de) | 1957-05-02 |
| GB791353A (en) | 1958-02-26 |
| BE543744A (is") | |
| GB798512A (en) | 1958-07-23 |
| US2787544A (en) | 1957-04-02 |
| FR1151479A (fr) | 1958-01-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2801170A (en) | Preparation of color former dispersions | |
| US2322027A (en) | Color photography | |
| US2949360A (en) | Photographic color former dispersions | |
| US2322005A (en) | Photographic bleach-out layer | |
| GB2046932A (en) | Process of making an emulsion of a hydrophobic material in a hydrophilic binder | |
| US2419974A (en) | Silver halide emulsions containing water-insoluble hydrazine derivatives | |
| EP0320821A2 (en) | Silver halide color photographic material | |
| US4873182A (en) | Light-sensitive silver halide photographic materials and process for incorporating hydrophobic photographic additives into hydrophilic colloid compositions | |
| DE69225061T2 (de) | In einem photographischen Element enthaltene blockierte Entwickler | |
| US4127413A (en) | Method for the addition of photographic addenda | |
| US2478400A (en) | Silver halide photographic emulsion with developer and color coupler dispersed therein | |
| US2704713A (en) | Nu-alkylhomogentisamide antistain agents for photographic materials | |
| EP0174873A2 (en) | Silver halide color photo-sensitive material | |
| US2640776A (en) | Sensitized photographic emulsion containing color couplers | |
| US3287134A (en) | Photgraphic layers and their preparation | |
| JPH0635139A (ja) | Ｄｉｒまたはｄｉａｒカプラーおよびフェノール性カプラー溶媒を含むカラー写真材料と方法 | |
| JPH0546532B2 (is") | ||
| JPS63214744A (ja) | ハロゲン化銀写真感光材料 | |
| JPS63226653A (ja) | 新規なシアンカプラ−を含有するハロゲン化銀写真感光材料 | |
| US5013639A (en) | Incorporation of hydrophobic photographic additives into hydrophilic colloid compositions | |
| US3201243A (en) | Method of inhibiting discoloration of color photographic layers containing dye images and resulting photographic products | |
| DE69422946T2 (de) | Photographisches Behandlungsverfahren | |
| US3844795A (en) | Silver halide photographic material containing azo masking couplers | |
| EP0679942B1 (en) | Photographic silver halide colour material | |
| US2544640A (en) | Mixed grain photographic emulsions |