US3495981A - Color developing process - Google Patents
Color developing process Download PDFInfo
- Publication number
- US3495981A US3495981A US557638A US3495981DA US3495981A US 3495981 A US3495981 A US 3495981A US 557638 A US557638 A US 557638A US 3495981D A US3495981D A US 3495981DA US 3495981 A US3495981 A US 3495981A
- Authority
- US
- United States
- Prior art keywords
- color
- developing
- silver
- developer
- liter
- 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
- 238000000034 method Methods 0.000 title description 13
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 19
- 238000004061 bleaching Methods 0.000 description 17
- -1 silver halide Chemical class 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 16
- 229910052709 silver Inorganic materials 0.000 description 15
- 239000004332 silver Substances 0.000 description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 13
- 238000011109 contamination Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000011161 development Methods 0.000 description 9
- 238000012545 processing Methods 0.000 description 9
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 5
- ZVNPWFOVUDMGRP-UHFFFAOYSA-N 4-methylaminophenol sulfate Chemical compound OS(O)(=O)=O.CNC1=CC=C(O)C=C1.CNC1=CC=C(O)C=C1 ZVNPWFOVUDMGRP-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 5
- 235000010265 sodium sulphite Nutrition 0.000 description 5
- 238000005202 decontamination Methods 0.000 description 4
- 230000003588 decontaminative effect Effects 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 235000011126 aluminium potassium sulphate Nutrition 0.000 description 3
- 229920002301 cellulose acetate Polymers 0.000 description 3
- MQRJBSHKWOFOGF-UHFFFAOYSA-L disodium;carbonate;hydrate Chemical compound O.[Na+].[Na+].[O-]C([O-])=O MQRJBSHKWOFOGF-UHFFFAOYSA-L 0.000 description 3
- 229940050271 potassium alum Drugs 0.000 description 3
- GRLPQNLYRHEGIJ-UHFFFAOYSA-J potassium aluminium sulfate Chemical compound [Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRLPQNLYRHEGIJ-UHFFFAOYSA-J 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- AEEZXQFUVDKVFT-UHFFFAOYSA-N 2-(benzylamino)phenol Chemical compound OC1=CC=CC=C1NCC1=CC=CC=C1 AEEZXQFUVDKVFT-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- VXVXRJJWYPVNLM-UHFFFAOYSA-N [2-(methylamino)phenyl] hydrogen sulfate Chemical compound CNC1=CC=CC=C1OS(O)(=O)=O VXVXRJJWYPVNLM-UHFFFAOYSA-N 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 2
- 235000019345 sodium thiosulphate Nutrition 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- MPLZNPZPPXERDA-UHFFFAOYSA-N [4-(diethylamino)-2-methylphenyl]azanium;chloride Chemical compound [Cl-].CC[NH+](CC)C1=CC=C(N)C(C)=C1 MPLZNPZPPXERDA-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- XIWMTQIUUWJNRP-UHFFFAOYSA-N amidol Chemical compound NC1=CC=C(O)C(N)=C1 XIWMTQIUUWJNRP-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- JCCNYMKQOSZNPW-UHFFFAOYSA-N loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 description 1
- CLJDCQWROXMJAZ-UHFFFAOYSA-N n-[2-(4-amino-n-ethyl-3-methylanilino)ethyl]methanesulfonamide;sulfuric acid Chemical compound OS(O)(=O)=O.CS(=O)(=O)NCCN(CC)C1=CC=C(N)C(C)=C1 CLJDCQWROXMJAZ-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 229940116357 potassium thiocyanate Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/305—Additives other than developers
- G03C5/3056—Macromolecular additives
-
- 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
- G03C7/407—Development processes or agents therefor
- G03C7/413—Developers
Definitions
- the present invention relates generally to an improved color developing process for silver halide color photographic elements and more particularly to a color developing process using polyoxyethylene alkylphenyl ether and p-aminophenol or derivatives thereof to promote the color developing speed, reduce the deficiency in silver bleaching and color contamination, and to improve picture qualities.
- the presence of the developing accelerator in a bleaching process for developed silver after the color development frequently reduces the oxidation speed of silver, that is, causes the phenomenon of so-called insufficient silver bleaching.
- an object of the present invention is to accelerate the color developing speed and also increase the color density.
- Another object of the present invention is to improve the silver-bleaching in color photographic processing.
- Still another object of the present invention is to reduce or prevent the decontamination or color contamination in color photography.
- the polyoxyethylene alky phenyl ether used in the present invention can be represented by the following general formula wherein R and R' are a hydrogen atom or an alkyl group having 1 to 5 carbon atoms and n is a number of 5 to 50.
- the suitable amount of the abovementioned polyoxyethylene alkylphenol other is usually from 0.5 to 10 g./
- the amount may be less or more than the range it if it is less than 0.5 g./iiter the effect of the addition .ereof will be Weak and it higher than 10 g./liter the feet Will not be increased more and hence the addition too much amount of the compound is unnecessary.
- the p-aminophenol derivatives used in this invention 7e N-methylaminophenol sulfate (metol), o,prdiaminoaenol hydrochloride (amidol), and N-benzyl-p-aminonenol. Although the effect may be slightly iess than those 5 the abovementioned derivatives, p-aminophenol may be so used in this invention.
- a suitable amount of p-aminophenol or the derivaves thereof to be incorporated in the developer is 0.1 to g./liter. The amount may be less or higher than this tnge but if the amount is less than 0.1 g./ liter, the efiect E additon thereof becomes insufiicient and if it is higher tan 1 g./liter the color density tends to decrease on the )ntrary.
- Two or more kinds of the abovementioned pninophenol and the derivatives thereof may be used in 11S invention.
- the present invention may generally be applied to color hotographic elements using a color developer containlg p-phenylene-diamine or derivatives thereof, such as egative color photographic films, photographic color apers, photographic color reversal films and the like. 1 particular, the most effective results of this invention an be obtained in the case of conducting this invention JOUt a yellow color developer for photographic color :versal film having technical difficulties in silver bleach- ⁇ g and color decontamination.
- EXAMPLE 1 A test sample which had been prepared by applying a lue-sensitive gelatino silver bromo-iodide emulsion to cellulose acetate film was exposed by means of a :nsitometer and subjected to the following processings:
- the color densities and the silver-bleaching effects were measured in this processing about the cases of using the polyoxyethylene alkylphenyl ether .or the p-aminophenol derivative aione and using both of them, the results of which are shown in Table 1.
- the color density is shown by the value obtained by measuring the maximum density range of thus processed film using a blue filter light and the silver-bleaching effect is shown by the value of the blackened density (D caused by the remaining silver measured by using a red filter light divided by the color density value (D obtained from measuring by using a blue filter light.
- EXAMPLE 2 To a cellulose acetate film were applied a red-sensitive gelatino silver bromo-iodide emulsion, a green-sensitive gelatino silver bromo-iodide emulsion, a yellow filter layer composed of colloidal silver for absorbing blue light, and a blue-sensitive silver bromo-iodide emulsion in this order to provide a multi-layered color photographic film,
- compositions of the processing solutions are as follows:
- compositions of the first developer and the second black and white developer are same as the composition of the primary developing solution in Example 1.
- composition of the yellow developer is same as that of the color developer in Example 1.
- compositions of the bleaching solution and the fixing solution are same as those in Example 1.
- the effect of the addition of the compounds of this invention to the yellow color developer in the above processings is shown in Table 2.
- the color density (D was measured by a blue filter light.
- the silver bleaching was measured about the samples exposed to yellow patch.
- the color contamination (1) shows the ratio of the color density (D obtained by measuring with a green filter light a sample exposed to yellow patch to the color density .(D obtained by measuring it with a blue filter light, that is, the ratio of unnecessary magenta color components in the yellow image
- the color contamination (2) shows the ratio of the color density (D obtained by measuring 'with a blue filter light a sample exposed to a magneta patch to the color density (D obtained by measuring it with a green filter light, that is, the ratio of unnecessary yellow components in the magenta color image.
- EXAMPLE 4 A gelatino silver bromo-iodide emulsion containing a yellow coupler was applied to a cellulose acetate film to provide a test sample, which was exposed by means of a NSG actionometer and then subjected to the following processmgs:
- a color developer containing a member selected from the group consisting of p-phenylenediamine and the derivatives thereof is used, the improvement which comprises in said color developer (A) phenyl ether represented by the general formula:
- R and R represent a member selected from the group consisting of a hydrogen atom and an alkyl group having 1 to 5 carbon atoms and n is a number of from 5 to 50, and (B) at least one component selected from the group consisting of N-rnethyl-p-aminophenol, o,p-diaminophenol, N-bcnzyl-p-aminophenol and p-aminophe- 1101.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3616565 | 1965-06-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3495981A true US3495981A (en) | 1970-02-17 |
Family
ID=12462138
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US557638A Expired - Lifetime US3495981A (en) | 1965-06-17 | 1966-06-15 | Color developing process |
Country Status (4)
Country | Link |
---|---|
US (1) | US3495981A (de) |
BE (1) | BE682699A (de) |
DE (1) | DE1547845A1 (de) |
GB (1) | GB1094826A (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5041367A (en) * | 1990-03-05 | 1991-08-20 | Eastman Kodak Company | Photographic recording material |
USH1020H (en) | 1989-09-25 | 1992-02-04 | Konica Corporation | Developing solution for light-sensitive silver halide photographic material and method of forming photographic image making use of it |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2748430A1 (de) * | 1977-10-28 | 1979-05-03 | Agfa Gevaert Ag | Photographische bleichzusammensetzungen mit bleichungsbeschleunigenden verbindungen |
DE2845907C2 (de) * | 1978-10-21 | 1985-03-28 | Agfa-Gevaert Ag, 5090 Leverkusen | Farbphotographische Entwicklungsbäder |
JP2915095B2 (ja) * | 1989-12-28 | 1999-07-05 | コニカ株式会社 | ハロゲン化銀カラー写真感光材料用発色現像液及び処理方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2531832A (en) * | 1947-06-12 | 1950-11-28 | Du Pont | Silver halide developers containing polyethylene glycols |
US3158483A (en) * | 1957-03-08 | 1964-11-24 | Eastman Kodak Co | Photographic developers containing polyalkylene glycols |
US3300305A (en) * | 1962-10-25 | 1967-01-24 | Eastman Kodak Co | Color developers containing competing developing agents |
-
1966
- 1966-06-15 US US557638A patent/US3495981A/en not_active Expired - Lifetime
- 1966-06-16 GB GB27005/66A patent/GB1094826A/en not_active Expired
- 1966-06-17 BE BE682699D patent/BE682699A/xx unknown
- 1966-06-18 DE DE19661547845 patent/DE1547845A1/de active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2531832A (en) * | 1947-06-12 | 1950-11-28 | Du Pont | Silver halide developers containing polyethylene glycols |
US3158483A (en) * | 1957-03-08 | 1964-11-24 | Eastman Kodak Co | Photographic developers containing polyalkylene glycols |
US3300305A (en) * | 1962-10-25 | 1967-01-24 | Eastman Kodak Co | Color developers containing competing developing agents |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USH1020H (en) | 1989-09-25 | 1992-02-04 | Konica Corporation | Developing solution for light-sensitive silver halide photographic material and method of forming photographic image making use of it |
US5041367A (en) * | 1990-03-05 | 1991-08-20 | Eastman Kodak Company | Photographic recording material |
Also Published As
Publication number | Publication date |
---|---|
DE1547845A1 (de) | 1970-01-08 |
GB1094826A (en) | 1967-12-13 |
BE682699A (de) | 1966-12-01 |
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