US2843491A - 2-mercapto-1, 3, 4-oxadiazoles as antifoggants - Google Patents
2-mercapto-1, 3, 4-oxadiazoles as antifoggants Download PDFInfo
- Publication number
- US2843491A US2843491A US586654A US58665456A US2843491A US 2843491 A US2843491 A US 2843491A US 586654 A US586654 A US 586654A US 58665456 A US58665456 A US 58665456A US 2843491 A US2843491 A US 2843491A
- Authority
- US
- United States
- Prior art keywords
- emulsions
- fog
- photographic
- compounds
- silver halide
- 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
- RUBRCWOFANAOTP-UHFFFAOYSA-N 3h-1,3,4-oxadiazole-2-thione Chemical class S=C1NN=CO1 RUBRCWOFANAOTP-UHFFFAOYSA-N 0.000 title 1
- 239000000839 emulsion Substances 0.000 claims description 59
- 150000001875 compounds Chemical class 0.000 claims description 23
- -1 SILVER HALIDE Chemical class 0.000 claims description 21
- 229910052709 silver Inorganic materials 0.000 claims description 20
- 239000004332 silver Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 description 8
- 230000002401 inhibitory effect Effects 0.000 description 8
- 238000000576 coating method Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 230000035945 sensitivity Effects 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000011161 development Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 125000002950 monocyclic group Chemical group 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 230000001235 sensitizing effect Effects 0.000 description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 230000029087 digestion Effects 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 150000004866 oxadiazoles Chemical class 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 241000282320 Panthera leo Species 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000011534 incubation Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- 208000032484 Accidental exposure to product Diseases 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OTBGYEMEWAHAFW-UHFFFAOYSA-N Cl[Br]I Chemical compound Cl[Br]I OTBGYEMEWAHAFW-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-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
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 231100000818 accidental exposure Toxicity 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002344 gold compounds Chemical class 0.000 description 1
- RJHLTVSLYWWTEF-UHFFFAOYSA-K gold trichloride Chemical compound Cl[Au](Cl)Cl RJHLTVSLYWWTEF-UHFFFAOYSA-K 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002731 mercury compounds Chemical class 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 229940063675 spermine Drugs 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
- G03C1/346—Organic derivatives of bivalent sulfur, selenium or tellurium
Definitions
- This invention relates to fog-inhibiting agents and stabilizers for photographic emulsions, and to photographic emulsions containing them.
- Fog depends both on the emulsion and the conditions of development; for a given emulsion it increases with the degree of development. With constant development conditions, it tends to increase with time, temperature and relative humidity of storage conditions; it is common practice to make accelerated tests of the stability of photographic emulsions by storage at increased temperature or humidity, or both. It is, of course, desirable to have emulsions as stable as possible under the conditions of high temperature and humidity which may occur in tropical climates, for example. Fog usually appears over the whole area of the sensitive coating, but when severe, it frequently is non-uniform. Fog may also be caused by exposure to chemicals, for example, hydrogen sulfide and other reactive sulfur compounds, hydrogen peroxide vapor, and strongly reducing materials. While antifoggants and stabilizers may protect, to some extent, against such effects, it is normally understood that an antifoggant protects against spontaneous growth of fog during prolonged storage or storage at high temperatures and humidities, or during development to maximum contrast and speed, or both.
- an object of our invention to provide a method for stabilizing photographic emulsions.
- a further object of our invention is to maintain the sensitivity and fog of silver halide emulsions at or close to initial optimum values under keeping conditions of high temperature and humidity.
- a further object is to provide photographic silver halide emulsions containing antifoggants or stabilizers.
- R represents a monocyclic aryl group of the benzene series, such as phenyl, o-, mand p-tolyl, o-, mand p-chlorophenyl, m and p-nitrophenyl, o-, mand p-methoxyphenyl, 0-, mand p-ethoxyphenyl, etc. (e. g., a monocyclic aryl group of the benzene series containing from 6 to 8 carbon atoms).
- the fog inhibitors which we propose to use are added to the emulsion during the process of manufacture, to avoid loss of sensitivity and to inhibit the growth of fog with passage of time under non-ideal conditions of storage.
- a solution of the compounds of the invention when added in suitable concentration, before coating, to unsensitized, chemically sensitized, or optically sensitized photographic emulsions does not appreciably affect the sensitometric values for sensitivity and fog when measurements are made soon after coating.
- sensitometric measurements are made at appreciable intervals of time, at elevated temperatures and dry or somewhat humid conditions, these compounds do stabilize photographic speed and maintain fog at a low level.
- the preparation of silver halide emulsions involves three separate operations: (1) the emulsification and digestion or ripening of the silver halide, (2) the freeing of the emulsion from excess soluble salts, usually by washing, and (3) the second digestion or after-ripening to obtain increased sensitivity.
- the photographic emulsions used in practicing our invention are generally of the developing-out type; also, it is to be understood that photographic emulsions of varying halide content can advantageously be used.
- the antifoggant compounds used in our invention have been found particularly useful when employed in conjunction with gelatino-silver bromiodide emulsions, although they can also be advantageously employed for stabilizing other silver halide emulsions, such as gelatino-silver-chloride, bromide, chlorobromide, chlorobromiodide, etc.
- the emulsions can also be chemically sensitized by any of the accepted procedures.
- the emulsions can be digested with, naturally active gelatin, or sulfur compounds can be added such as those described in Sheppard U. S.
- the emulsions can also be treated with salts of the noble metals such as ruthenium, rhodium, palladium, iridium and platinum, all of which belong to group VIII of the periodic table of elements and have an atomic weight greater than 100.
- Representative compounds are ammonium chloropalladate, potassium chloroplatinate and sodium chloropalladite, which are used for sensitizing in amounts below that which produces any substantial fog inhibition, as described in Smith and Trivelli U. S. Patent 2,448,060, and as antifoggants in higher amounts, as described in Trivelli and Smith U. S. Patents 2,566,245 and 2,566,263.
- the emulsions can also be chemically sensitized with gold salts as described in Waller and Dodd U. S. Patent 2,399,083, or stabilized with gold salts as described in Damschroder U. S. Patent 2,597,856 and Yutzy and Leermakers U. S. Patent 2,597,915.
- Suitable compounds are potassium chloroaurite, potassium aurithiocyanate, potassium chloroaurate, auric trichloride and 2- aurosulfobenzothiazole methochloride.
- the emulsions can also be chemically sensitized with reducing agents such as stannous salts (Carroll U. S. Patent 2,487,850), polyamines such as diethylene triamine (Lowe and Jones U. S. Patent 2,518,698), polyamines, such as spermine (Lowe and Allen U. S. Patent 2,521,925), or bis-(fi-aminoethyl) sulfide and its watersoluble salts (Lowe and Jones U. S. Patent 2,521,926).
- reducing agents such as stannous salts (Carroll U. S. Patent 2,487,850), polyamines such as diethylene triamine (Lowe and Jones U. S. Patent 2,518,698), polyamines, such as spermine (Lowe and Allen U. S. Patent 2,521,925), or bis-(fi-aminoethyl) sulfide and its watersoluble salts (Lowe and Jones U. S. Patent 2,521,926).
- the emulsions can also be stabilized with the mercury compounds of Allen, Byers and Murray U. S. Patent 2,728,663, Carroll and Murray U. S. Patent 2,728,664, and Leubner and Murray U. S. Patent 2,728,665.
- the stabilizing combinations of oxadiazoles are effective in the presence or absence of optical sensitizing dyes. Since optical sensitizing may affect stability of emulsions with respect to sensitivity, fog and latent image changes, the action of the compounds of this invention is not completely independent of optical sensitizing or other emulsion variables. We have found, however, that both un-sensitized emulsions and emulsions sensitized with cyanine or merocyanine dyes, or both, can be treated with oxadiazoles according to our invention.
- the antifoggant and stabilizing action was determined by incubation of the emulsions for one week at a temperature of 120 F. and constant relative humidity (obtained by placing the emulsions in closed containers, the ambient temperature being about 70 F. and relative humidity about 55 percent prior to sealing the containers).
- the efficiency of the various antifoggants was determined by measuring the speed, gamma and fog of the incubated emulsions containing an antifoggant and comparing these measurements with those of the same batch of emulsion before incubation. ments were made with a photographic emulsion containing no antifoggant both before and after incubation.
- test films were exposed on an intensity scale sensitometer and developed for 5 minutes in a developer having the following composition:
- Suitable dispersing agents for the silver halide emulsions stabilized according to our invention comprise gelatin, or other colloids, such as collodion, albumen, cellulose organic derivatives, synthetic resins, etc.
- the optimum amount of fog-inhibiting agent can be determined by making the customary tests employed in the emulsion making.
- the optimum amount for a given emulsion will vary depending on the presence of emulsion addenda, such as chemical sensitizers, optical sensitizers, etc.
- emulsion addenda such as chemical sensitizers, optical sensitizers, etc.
- the antifoggants of our invention function advantageously in acid or alkaline photographic silver halide emulsions. In alkaline emulsions, Water-soluble salts of the compounds of Formula I above are formed to some extent, although this action does not deleteriously affect the antifoggant action of these compounds.
- the compounds represented by Formula I above can be employed not only in conventional photographic silver halide emulsions as described above, but they can be employed in other image-forming layers, such as those customarily used in solvent-transfer processes, wherein the image-receiving layer containing a compound of Formula I is placed in contact with an image-transferring layer, 1such as a silver halide emulsion dispersed in a stripping 'ayer.
- R represents a monocyclic aryl group of the benzene series.
- R represents a monocyclic aryl group of the benzene series containing from 6 to 8 carbon atoms.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE557661D BE557661A (xx) | 1956-05-23 | ||
| US586654A US2843491A (en) | 1956-05-23 | 1956-05-23 | 2-mercapto-1, 3, 4-oxadiazoles as antifoggants |
| FR1175509D FR1175509A (fr) | 1956-05-23 | 1957-05-18 | Nouveau produit photographique stabilisé |
| GB16446/57A GB868242A (en) | 1956-05-23 | 1957-05-23 | Improved silver halide emulsions containing mercapto-1:3:4-oxadiazoles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US586654A US2843491A (en) | 1956-05-23 | 1956-05-23 | 2-mercapto-1, 3, 4-oxadiazoles as antifoggants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2843491A true US2843491A (en) | 1958-07-15 |
Family
ID=24346612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US586654A Expired - Lifetime US2843491A (en) | 1956-05-23 | 1956-05-23 | 2-mercapto-1, 3, 4-oxadiazoles as antifoggants |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2843491A (xx) |
| BE (1) | BE557661A (xx) |
| FR (1) | FR1175509A (xx) |
| GB (1) | GB868242A (xx) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3051570A (en) * | 1958-10-01 | 1962-08-28 | Gen Aniline & Film Corp | Antifoggants and stabilizers for photographic silver halide emulsions |
| US3099209A (en) * | 1960-02-26 | 1963-07-30 | Eastman Kodak Co | Process of treating residual positive silver halide images with organic sulfur to render said images oleophilic |
| US3150166A (en) * | 1959-11-12 | 1964-09-22 | Basf Ag | Stabilized polymerizable ethylenically unsaturated monomers |
| DE1226877B (de) * | 1961-12-08 | 1966-10-13 | Du Pont | Photographische Silberhalogenidemulsion |
| US3362826A (en) * | 1963-04-27 | 1968-01-09 | Agfa Ag | Photographic paper containing yellow fog-preventing agents |
| US4088494A (en) * | 1974-09-20 | 1978-05-09 | Fuji Photo Film Co., Ltd. | Sulfur-sensitized AgX emulsion containing cubic AgX grains and a mercaptan sensitizer |
| EP0243168A2 (en) | 1986-04-22 | 1987-10-28 | Konica Corporation | Method for processing silver halide photo-sensitive material |
| EP0255402A2 (en) * | 1986-07-31 | 1988-02-03 | Konica Corporation | Silver halide photographic light-sensitive material suitable for rapid processes |
| EP0255783A2 (en) * | 1986-07-31 | 1988-02-10 | Konica Corporation | Light-sensitive silver halide photographic material feasible for rapid processing |
| US5015563A (en) * | 1986-08-07 | 1991-05-14 | Konica Corporation | Silver halide light-sensitive color photographic material suitable for rapid processing comprising a mercapto or an azaindene compound |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2432864A (en) * | 1944-02-03 | 1947-12-16 | Ilford Ltd | Photographic elements bearing silver halide emulsion layer and adjacent light-insensitive colloid layer containing silver derivatives of azoles |
-
0
- BE BE557661D patent/BE557661A/xx unknown
-
1956
- 1956-05-23 US US586654A patent/US2843491A/en not_active Expired - Lifetime
-
1957
- 1957-05-18 FR FR1175509D patent/FR1175509A/fr not_active Expired
- 1957-05-23 GB GB16446/57A patent/GB868242A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2432864A (en) * | 1944-02-03 | 1947-12-16 | Ilford Ltd | Photographic elements bearing silver halide emulsion layer and adjacent light-insensitive colloid layer containing silver derivatives of azoles |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3051570A (en) * | 1958-10-01 | 1962-08-28 | Gen Aniline & Film Corp | Antifoggants and stabilizers for photographic silver halide emulsions |
| US3150166A (en) * | 1959-11-12 | 1964-09-22 | Basf Ag | Stabilized polymerizable ethylenically unsaturated monomers |
| US3099209A (en) * | 1960-02-26 | 1963-07-30 | Eastman Kodak Co | Process of treating residual positive silver halide images with organic sulfur to render said images oleophilic |
| DE1226877B (de) * | 1961-12-08 | 1966-10-13 | Du Pont | Photographische Silberhalogenidemulsion |
| US3362826A (en) * | 1963-04-27 | 1968-01-09 | Agfa Ag | Photographic paper containing yellow fog-preventing agents |
| US4088494A (en) * | 1974-09-20 | 1978-05-09 | Fuji Photo Film Co., Ltd. | Sulfur-sensitized AgX emulsion containing cubic AgX grains and a mercaptan sensitizer |
| EP0243168A2 (en) | 1986-04-22 | 1987-10-28 | Konica Corporation | Method for processing silver halide photo-sensitive material |
| EP0255402A2 (en) * | 1986-07-31 | 1988-02-03 | Konica Corporation | Silver halide photographic light-sensitive material suitable for rapid processes |
| EP0255783A2 (en) * | 1986-07-31 | 1988-02-10 | Konica Corporation | Light-sensitive silver halide photographic material feasible for rapid processing |
| EP0255783A3 (en) * | 1986-07-31 | 1988-11-09 | Konishiroku Photo Industry Co. Ltd. | Light-sensitive silver halide photographic material feasible for rapid processing |
| EP0255402A3 (en) * | 1986-07-31 | 1988-11-17 | Konishiroku Photo Industry Co. Ltd. | Silver halide photographic light-sensitive material suitable for rapid processes |
| US4912026A (en) * | 1986-07-31 | 1990-03-27 | Konishiroku Photo Industry Co., Ltd. | Light-sensitive silver halide photographic material feasible for rapid processing comprising high boiling solvent and gold compounds |
| US4963466A (en) * | 1986-07-31 | 1990-10-16 | Konishiroku Photo Industry Co., Ltd. | Silver halide photographic light-sensitive material suitable for rapid processes comprising hydroquinone and an antifoggant |
| US5015563A (en) * | 1986-08-07 | 1991-05-14 | Konica Corporation | Silver halide light-sensitive color photographic material suitable for rapid processing comprising a mercapto or an azaindene compound |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1175509A (fr) | 1959-03-27 |
| BE557661A (xx) | |
| GB868242A (en) | 1961-05-17 |
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