US3580724A - Light-sensitive supersensitized silver halide color photographic emulsions - Google Patents
Light-sensitive supersensitized silver halide color photographic emulsions Download PDFInfo
- Publication number
- US3580724A US3580724A US828750A US3580724DA US3580724A US 3580724 A US3580724 A US 3580724A US 828750 A US828750 A US 828750A US 3580724D A US3580724D A US 3580724DA US 3580724 A US3580724 A US 3580724A
- Authority
- US
- United States
- Prior art keywords
- silver halide
- dye
- emulsion
- sensitivity
- sensitive
- 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
- 239000000839 emulsion Substances 0.000 title abstract description 54
- 229910052709 silver Inorganic materials 0.000 title abstract description 24
- 239000004332 silver Substances 0.000 title abstract description 24
- -1 silver halide Chemical class 0.000 title abstract description 24
- 230000001235 sensitizing effect Effects 0.000 abstract description 39
- 239000000975 dye Substances 0.000 description 66
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 230000035945 sensitivity Effects 0.000 description 19
- 206010034960 Photophobia Diseases 0.000 description 10
- 208000013469 light sensitivity Diseases 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- 230000005070 ripening Effects 0.000 description 6
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 230000003595 spectral effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 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 4
- 206010070834 Sensitisation Diseases 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 229920002284 Cellulose triacetate Polymers 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 3
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 3
- 239000013068 control sample Substances 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
- 238000002360 preparation method Methods 0.000 description 3
- 230000008313 sensitization Effects 0.000 description 3
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- AYLDJQABCMPYEN-UHFFFAOYSA-N (4-azaniumylphenyl)-diethylazanium;sulfate Chemical compound OS(O)(=O)=O.CCN(CC)C1=CC=C(N)C=C1 AYLDJQABCMPYEN-UHFFFAOYSA-N 0.000 description 2
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000001828 Gelatine Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229910021612 Silver iodide Inorganic materials 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- 229940045105 silver iodide Drugs 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- CYXJEHCKVOQFOV-UHFFFAOYSA-N (4-amino-2-methylphenyl) hydrogen sulfate Chemical compound CC1=CC(N)=CC=C1OS(O)(=O)=O CYXJEHCKVOQFOV-UHFFFAOYSA-N 0.000 description 1
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical group C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000004964 sulfoalkyl group Chemical group 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-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
- G03C1/08—Sensitivity-increasing substances
- G03C1/28—Sensitivity-increasing substances together with supersensitising substances
- G03C1/29—Sensitivity-increasing substances together with supersensitising substances the supersensitising mixture being solely composed of dyes ; Combination of dyes, even if the supersensitising effect is not explicitly disclosed
Definitions
- This invention relates to a color photographic emulsion which is supersensitized by the use of two sensitizing dyes in combination. More particularly, the invention pertains to a light-sensitive silver halide color photographic emulsion incorporated with at least one sensitizing dye of the general Formula A shown below in combination with at least one sensitizing dye of the general Formula B also shown below.
- R is a lower alkyl group
- R is a hydrogen atom or a lower alkyl group
- R and R are independently selected from the group consisting of a lower alkyl group and alkyl substituted by a sulfonic acid, carboxylic acid or hydroxyl group,
- supersensitization is a means for enhancing the spectral sensitivity of a light-sensitive photographic layer by using, in combination with the main sensitizing dye, a dye or non-dye compound different in chemical structure from said main sensitizing dye.
- Sensitizing dyes used for the supersensitization of photographic silver halide emulsions are required to satisfy the following requirements:
- the object of the present invention is to provide a light-sensitive silver halide color photographic emulsion supersensitized by the use of sensitizing dyes which satisfy the above-mentioned requirements and, particularly, do not bring about any deletrious effects in photographic characteristics such as fogging and desenitization even when they are present together with anionic compounds, which are gelatine-coagulants (precipitating agents) or magenta couplers.
- the kind of sensitizing dyes which are used in the known sensitization processes, have such drawbacks, in the case where lower alkyl groups have been substituted on all the nitrogen atoms of the heterocyclic rings [eg in the cases of the control dyes (12) and (13) mentioned below], that when used together with incorporated color couplers, they cause an increase of fog and a decrease of color sensitivity during storage of films to deteriorate the photographic characteristics of the films, in most cases.
- the combination of sensitizing dyes employed in the present invention is characterized by using, as the main dye, an oxacarbocyanine having sulfoalkyl groups substituted in the nitrogen atoms on the heterocyclic rings, as seen in the aforesaid general Formula A. It has been found that by using said combination, there are displayed such excellent photographic characteristics as are mentioned above.
- sensitizing dyes represented by the general Formulas A and B are enumerated below, but the sensitizing dyes usable in the present invention are by no means limited thereto.
- Typical of the sensitizing dyes of the general Formula A are as follows:
- these sensitizing dyes may be added to photographic silver halide emulsions at any time during the course of the preparation of the emulsions. Generally, however, it is preferable to add them immediately after the second ripening.
- the amount of the dyes to be added varies depending on the kind of silver halide emulsion. Ordinarily,
- the total amount of the combination of the sensitizing dyes represented by the aforesaid general Formulas A and B is 3020O mg. per kg. of the silver halide emulsion.
- the silver halide emulsion may be sensitized.
- the amount of the sensitizing dye represented by the general Formula B is preferably 1-20% of the total amount.
- Silver halide emulsions employed in the present invention are color photographic emulsions containing incorporated color couplers capable of forming magenta color dyes.
- Usable silver halide emulsions include silver iodobromide, silver chlorobromide, silver bromide and silver chloride emulsions. Particularly, the use of silver iodobromide emulsion is preferable.
- These silver halide emulsions may have been sensitized with noble metal sensitizers, sulfur sensitizers, reduction sensitizers or polyalkylene oxide type sensitizers, and may have been incorporated with such known additives as stabilizers, surface active agents, hardeners, etc.
- the thus obtained emulsion was uniformly coated on a cellulose triacetate film support and was then dried to prepare a sample.
- the sample was exposed to 160 Lux daylight (5400 K.) through a green filter having a maximum transmission of 525 m from a Model KS-l sensitometer (manufactured by Konishiroku Photo Industry Co., Ltd., Japan) and was then subjected to color development at 20 C. for minutes, using a color developer of the following composition:
- the sample was subjected to ordinary bleaching, fixing and water-washing treatments, and was measured in fog and green light sensitivity to obtain the results as shown in Table 1.
- the sensitivity value in the table is represented by the relative green light sensitivity of the sample as measured by assuming that the green light sensitivity attained by the independent use of the dye (3) is 100.
- the sensitivity value in the table represents the relative sensitivity of each sample as measured by assuming that the green light sensitivity of the fresh control sample is 100.
- Control dye (14) 60 cc
- EXAMPLE 2 The same high speed silver iodobromide emulsion as in Example 1 was divided into several portions. To each portion of the emulsion, 0.1% methanol solutions of combinations of the present sensitizing dyes represented by the aforesaid general Formulas A and B were individ- EXAMPLE 3 The same high speed silver iodobromide emulsion as in Example 1 was divided into several portions. To each 5 portion of the emulsion, combinations of 0.1% methanol solutions of the present sensitizing dyes represented by the general Formulas A and B were individually added in amounts shown in the Table 3 per kg. of the emulsion.
- the sensitivity value in the table represents the relative sensitivity of each sample as measured by assuming that the green light sensitivity of a combination of the control dyes is 100.
- each mixture was charged with an optimum amount of a stabilizer and was then mixed according to a known procedure with 1 (3-carboxyphenyl) 3 (4-stearoylaminophenyl)-5-pyrazolone as a magenta coupler, and the mixture was adjusted to pH 6.8 to prepare a green light-sensitive, reversal color photographic emulsion.
- the thus obtained emulsions were uniformly coated individually on a cellulose triacetate film support to prepare samples. Further, there were also prepared stored samples in such a manner that the samples were individually stored for 3 hours at a temperature of 55 C. and for 3 days at a temperature of 50 C. and
- Example 2 the samples were exposed in the same manner as in Example 1 and were developed at 20 C. for 10 minutes with a developer of the following composition:
- the thus treated samples were measured in sensitivity and fog (residual color density) to obtain the results shown in Table 4.
- the sensitivity value in the table is the relative sensitivity of each sample as measured by assuming that the green light sensitivity of the control sample is 100.
- Relative Relative Relative green light green light green light sensitizing dye (0.1% methanol solution, (xx/kg. emulsion) sensitivity Fog l sensitivity Fog 1 sensitivity Fog 1 Dye exemplified by (3), 60 (20-. Dye exemplified by (7), 3 cc 140 0. 14 135 0. 15 135 0. 15
- the light-sensitive photographic silver halide emulsions of the present invention are high in green light sensitivity of magenta coupler layer and less in residual color density as compared with the control sample [control dye (14) control dye (15)] and that they are not decreased in color sensitivity even when subjected to severe storage tests.
- a light-sensitive silver halide color photographic emulsion which contains at least one sensitizing dye of the general 'Formula A shown below in combination with at least one sensitizing dye of the general Formula B shown below:
- Y is a hydrogen atom or a methyl group with the proviso that Y is a methyl group when Y is a chlorine atom, or
- Y and Y may form a benzene ring
- Z is a group necessary to form a thiazole, thiazoline, benzothiazole or benzoselenazole ring, or an alkyl or alkoxy derivative thereof,
- X is an acid anion
- n is an integer of 2 to 4, and
- m l or 2.
- -A light-sensitive silver halide color photographic element which comprises a film support and, coated thereon, a layer of the emulsion as claimed in claim 1.
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)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3774068 | 1968-06-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3580724A true US3580724A (en) | 1971-05-25 |
Family
ID=12505870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US828750A Expired - Lifetime US3580724A (en) | 1968-06-04 | 1969-05-28 | Light-sensitive supersensitized silver halide color photographic emulsions |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3580724A (enrdf_load_stackoverflow) |
| DE (1) | DE1928295A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1231362A (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3769024A (en) * | 1970-07-16 | 1973-10-30 | Konishiroku Photo Ind | Light-sensitive silver halide photographic material with sensitizing dye combination |
| US3854955A (en) * | 1972-01-14 | 1974-12-17 | Fuji Photo Film Co Ltd | Supersensitized silver halide photographic emulsions |
| US3861920A (en) * | 1974-01-02 | 1975-01-21 | Polaroid Corp | Super-sensitizing dye combination in silver halide emulsions |
| DE2500048A1 (de) * | 1974-01-02 | 1975-07-10 | Polaroid Corp | Photographische silberhalogenidemulsion |
| US4362813A (en) * | 1980-06-30 | 1982-12-07 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsions |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| US4571380A (en) * | 1982-10-27 | 1986-02-18 | Fuji Photo Film Co., Ltd. | Spectrally sensitized inner latent image type silver halide photographic emulsions |
| US4594317A (en) * | 1983-12-15 | 1986-06-10 | Fuji Photo Film Co., Ltd. | Silver halide photographic light-sensitive material |
| US5340711A (en) * | 1993-01-15 | 1994-08-23 | Eastman Kodak Company | Green sensitized silver halide emulsions |
-
1969
- 1969-05-28 US US828750A patent/US3580724A/en not_active Expired - Lifetime
- 1969-05-30 GB GB1231362D patent/GB1231362A/en not_active Expired
- 1969-06-03 DE DE19691928295 patent/DE1928295A1/de active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3769024A (en) * | 1970-07-16 | 1973-10-30 | Konishiroku Photo Ind | Light-sensitive silver halide photographic material with sensitizing dye combination |
| US3854955A (en) * | 1972-01-14 | 1974-12-17 | Fuji Photo Film Co Ltd | Supersensitized silver halide photographic emulsions |
| US3861920A (en) * | 1974-01-02 | 1975-01-21 | Polaroid Corp | Super-sensitizing dye combination in silver halide emulsions |
| DE2500048A1 (de) * | 1974-01-02 | 1975-07-10 | Polaroid Corp | Photographische silberhalogenidemulsion |
| US4362813A (en) * | 1980-06-30 | 1982-12-07 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsions |
| US4571380A (en) * | 1982-10-27 | 1986-02-18 | Fuji Photo Film Co., Ltd. | Spectrally sensitized inner latent image type silver halide photographic emulsions |
| EP0124795A2 (en) | 1983-04-11 | 1984-11-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic emulsion |
| US4594317A (en) * | 1983-12-15 | 1986-06-10 | Fuji Photo Film Co., Ltd. | Silver halide photographic light-sensitive material |
| US5340711A (en) * | 1993-01-15 | 1994-08-23 | Eastman Kodak Company | Green sensitized silver halide emulsions |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1928295A1 (enrdf_load_stackoverflow) | 1970-01-02 |
| GB1231362A (enrdf_load_stackoverflow) | 1971-05-12 |
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