US3445231A - Anti-halation layer for silver halide light-sensitive materials - Google Patents
Anti-halation layer for silver halide light-sensitive materials Download PDFInfo
- Publication number
- US3445231A US3445231A US535315A US3445231DA US3445231A US 3445231 A US3445231 A US 3445231A US 535315 A US535315 A US 535315A US 3445231D A US3445231D A US 3445231DA US 3445231 A US3445231 A US 3445231A
- Authority
- US
- United States
- Prior art keywords
- layer
- silver halide
- light
- halation
- 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
- 239000000463 material Substances 0.000 title description 35
- -1 silver halide Chemical class 0.000 title description 32
- 229910052709 silver Inorganic materials 0.000 title description 29
- 239000004332 silver Substances 0.000 title description 29
- 239000010410 layer Substances 0.000 description 73
- 239000000243 solution Substances 0.000 description 21
- 229920000642 polymer Polymers 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 230000015572 biosynthetic process Effects 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000000839 emulsion Substances 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 238000003786 synthesis reaction Methods 0.000 description 11
- 239000007864 aqueous solution Substances 0.000 description 10
- 108010010803 Gelatin Proteins 0.000 description 9
- 229920000159 gelatin Polymers 0.000 description 9
- 239000008273 gelatin Substances 0.000 description 9
- 235000019322 gelatine Nutrition 0.000 description 9
- 235000011852 gelatine desserts Nutrition 0.000 description 9
- BDHGFCVQWMDIQX-UHFFFAOYSA-N 1-ethenyl-2-methylimidazole Chemical compound CC1=NC=CN1C=C BDHGFCVQWMDIQX-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 6
- 101150065749 Churc1 gene Proteins 0.000 description 6
- 102100038239 Protein Churchill Human genes 0.000 description 6
- 238000000502 dialysis Methods 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- 230000008014 freezing Effects 0.000 description 6
- 238000007710 freezing Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000084 colloidal system Substances 0.000 description 4
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 4
- 239000011241 protective layer Substances 0.000 description 4
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 4
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- LUMLZKVIXLWTCI-NSCUHMNNSA-N (e)-2,3-dichloro-4-oxobut-2-enoic acid Chemical compound OC(=O)C(\Cl)=C(/Cl)C=O LUMLZKVIXLWTCI-NSCUHMNNSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- 206010070834 Sensitisation Diseases 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 241000933336 Ziziphus rignonii Species 0.000 description 2
- 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 2
- 239000011358 absorbing material Substances 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ZAKLKBFCSHJIRI-UHFFFAOYSA-N mucochloric acid Natural products OC1OC(=O)C(Cl)=C1Cl ZAKLKBFCSHJIRI-UHFFFAOYSA-N 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 230000008313 sensitization Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- RTNUTCOTGVKVBR-UHFFFAOYSA-N 4-chlorotriazine Chemical class ClC1=CC=NN=N1 RTNUTCOTGVKVBR-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-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
- 101000913968 Ipomoea purpurea Chalcone synthase C Proteins 0.000 description 1
- 239000002211 L-ascorbic acid Substances 0.000 description 1
- 235000000069 L-ascorbic acid Nutrition 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- 101000907988 Petunia hybrida Chalcone-flavanone isomerase C Proteins 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- ZUIVNYGZFPOXFW-UHFFFAOYSA-N chembl1717603 Chemical compound N1=C(C)C=C(O)N2N=CN=C21 ZUIVNYGZFPOXFW-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000010946 fine silver Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- LSWADWIFYOAQRZ-UHFFFAOYSA-N n-(ethoxymethyl)prop-2-enamide Chemical compound CCOCNC(=O)C=C LSWADWIFYOAQRZ-UHFFFAOYSA-N 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000004304 visual acuity Effects 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/835—Macromolecular substances therefor, e.g. mordants
Definitions
- This invention relates to a photographic silver halide light-sensitive material having a layer containing a dyestuflf resistant to difiusion for preventing the formation of halation.
- the material for absorbing the eflfective light has been diffused from the intermediate layer into the light-sensitive layer. This reduces the sensitivity and gradation of the lightsensitive layer. Also, if the material has not been diffused out of the intermediate layer, it remains in the layer after developing fixing and water-washing have been completed. This results in darkening of the formed image. Further, the second method can be used for only a limited use since the absorbing material remains, in general, in the support after processing.
- the absorbing material is not present in the light-sensitive layer by diffusion before exposure and the material will be removed from the intermediate layer by diffusion or decolored by a chemical action at development after exposure.
- the use of a colloidal silver particle has been proposed but while it is used effectively for color photographic materials, it cannot be effectively used for black and white photo- 3,445,231 Patented May 20, 1969 "ice graphic materials.
- the use of dyestuffs instead of the use of colloidal silver is desirable.
- a silver halide photographic emulsion layer can be used and particularly a photographic silver halide emulsion sensitized optically and having a high resolving power can be profitably used.
- the anti-halation layer of this invention is applied to thus treated film and on the anti-halation layer is applied a silver halide photographic emulsion layer and, if necessary, a protective layer.
- a paper may be used as the support.
- the anti-halation layer may contain various surface active agents, such as sap'onin, sodium alkylbenzene sulfonate, polyoxyethylene alkylphenyl ether and the like.
- a stabilizer for photographic emulsion such as 4-hydroxy-6-methyl-1,3,3a,7-tetrazaindene, etc., may be added in the anti-halation layer of this invention to increase the photographic properties of the emulsion layer.
- a low-sensitive photographic silver halide emulsion may be dispersed in the anti-halation layer of this invention to improve the gradation of the lightsensitive material.
- the anti-halation layer in this invention may be used as the intermediate layers for each light-sensitive layer of a multi-layer color photographic material to prevent the formation of halation in the upper layers and at the same time to suppress undesirable optically sensitive areas in the lower layers.
- a suitable amount of dyestuff used in this invention is 1 to 20 g. per g. of dried gelatin and that of the polymer is 2 to 40 g. per 100g. of dried gelatin.
- Typical examples of the dyestufis used in this invention are as follows:
- dyes of this invention shall not be limited to these compounds, but may be ones containing acid groups, such as a' sulfonate group and carboxylate group, which are decolored during processing.
- Synthesis 2 Into 700 ml. of water were dissolved 200 g. of 2-methyl-1-vinylimidazole and 1 g. of sodium bisulfate and then a solution of l g. of potassium persulfate in 100 ml. of water was added into the solution with stirring in a nitrogen stream. The mixture was stirred for 4 hours at 35 C., subjected to dialysis in a water stream for one night, and dried by freezing to provide 190 g. of poly-2- methyl-l-vinylimidazole.
- Synthesis 3 Into 70 ml. of water were dissolved 31 g. of 2-methyl-l-vinylimidazole, 9 g. of acrylamide and 0.2 g. of potassium persulfate, and after adding a solution of 0.2 g. of sodium bisulfate in 10 ml. of water, the mixture was stirred from 3 hours at 40 C. in a nitrogen stream. The solution was subjected to dialysis in a water stream for one night and then to drying by freezing to provide 35 g. of the copolymer.
- Synthesis 4 Into an aqueous solution of 35% isopropyl alcohol were dissolved 66.2 g. of 2-methyl-lvinylimidazole and 33.8 g. of N-ethoxymethyl acrylamide to make the whole volume 500 ml. and after the addition of 2 ml. of 30% hydrogen peroxide solution and 0.5 g. of L-ascorbic acid, the mixture was stirred for 5 hours at 40 C. in a nitrogen stream. The solution was subjected to dialysis in a water stream for one night and dried by freezing to provide 85 g. of the copolymer.
- Synthesis 5 Into ml. of water were dissolved 25.5 g. of 2-methyl-l-vinylimidazole, 14.5 g. of acryloylmorpholine, and 0.2 g. of potassium persulfate and, after the addition of a solution of 0.2 g. of sodium persulfate in 10 ml. of water, the mixture 'was stirred for 4 hours at 40 C. in a nitrogen stream. The solution was subjected to dialysis for one night in a water stream and dried by freezing to give 27 g. of the copolymer.
- Synthesis 6 Into 150 ml. of water were dissolved 28 g. of 2-methyl-1-vinylimidazole, 12 g. of l-vinylpyrrolidone and 0.2 g. of potassium persulfate and, after the addition of a solution of 0.2 g. of sodium bisulfate in ml. of water, the mixture was stirred for 4 hours at 40 C. in a nitrogen stream. The solution was subjected to dialysis for one night and dried by freezing to provide 30 g. of the copolymer.
- Synthesis 7 Into 150 ml. of water were dissolved 29 g. of 2-methyl-l-vinylimidazole, 11 g. of N-methylol acrylamide, and 0.2 g. of ammonium persulfate and after the addition of a solution of 0.2 g. of sodium bisulfate in 10 ml. of water, the mixture was stirred for 2 hours at 40 C. in a nitrogen stream. The solution was subjected to dialysis for one night in a water stream and dried by freezing to provide 30 g. of the copolymer.
- Example 1 Into 50 ml. of an aqueous solution containing 5 g. of gelatin, 0.1 g. of saponin, and 0.1 g. of mucochloric acid was added 8 ml. of a 5% aqueous solution of the polymer obtained in Synthesis 1 and then were added the 2% aqueous solutions of Dyestufis 1, 4, and 6 in an amount of 10 ml. each. After adjusting the pH of the solution to 6.5 with the addition of sodium carbonate, the solution was added with water up to 100 ml. (Sample A.)
- Each of the above-prepared solutions was applied to a film base of triacetyl cellulose having a colorless under coating in a dried thickness of 2 microns.
- a fine silver bromo-chloride particle emulsion containing 40 mol percent of silver chloride optically sensitized into panchromatic state and gelatin in an amount of 120 g. per 1 mol of the silver halide was applied onto the layer in a dried thickness of 2 microns, and on thus formed layer was further applied a protective layer consisting of gelatin and a hardening agent in a dried thickness of 1 micron.
- Example 2 The same procedure was repeated using 11 ml. of a 5% aqueous solution of the polymer prepared in Synthesis 3 instead of the polymer in Example 1 and using 10 ml. each of the 2% aqueous solutions of Dyestuffs 2, 4, and 8. Almost in the same results as in Example 1 were obtained.
- Example 3 The same procedure as in Example 1 was repeated using 15 ml. of a 5% aqueous solution of the polymer prepared in Synthesis 6 instead of using the polymer in Example 1 and using 10 ml., 8 ml., and 10 ml. each of the 2% aqueous solutions of Dyestuffs 2, 5, and 8 respectively. Almost the same results as in Example 1 were obtained.
- Example 4 A coating solution was prepared as in Example 1 using 3 ml. of an 0.1% aqueous solution of Dyestuif 9 instead of the aqueous solutions of Dyestuffs l, 4, and 6 in Example l and the coating solution was applied to a redsensitive layer of a multi-layer type color photographic element in a dried thickness of 1 micron. On the thus formed layer were applied a green-sensitive layer, a yellow colloidal silver layer, blue-sensitive layer and then a protective layer.
- a Sample A and a Sample B were prepared respectively by applying a coating solution Dyestutf 9 but containing no polymer on the red-sensitive layer of the color photographic element and by applying a coating solution containing neither Dyestutf 9 nor polymer on the red-sensitive layer.
- these samples and the above prepared light-sensitive material of this invention were treated by a standard color-reversal treatment, the color residue of the dyestulf was not observed in each sample.
- the undesirable green-sensitivity of the red-sensitive layer of the light-sensitive material of this invention was reduced to 50% as compared with that of Sample B while the green-sensitivity of the red-sensitive layer of the lightsensitive material was reduced to only 20%. Further, it was found that the red-sensitive layer and the greensensitive layer of Sample A were reduced into 50% in green-sensitivity as compared with Sample B.
- a silver halide light-sensitive material comprising a support, at least one silver halide emulsion layer and an anti-halation layer, said anti-halation layer consisting of a hydrophilic colloid layer having incorporated therein (1) a polymer containing more than 50% of 2-methyl-1- vinylimidazole polymerized therein and (2) a dyestuif having a salt of an acid group.
- said dyestufi is one having the formula:
- the silver halide light-sensitive material as claimed figg i IS an mtermedlate layer for each hght sensmve claim 1 Wherem Sald dyesmfi Is one havmg the 14.
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (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 |
|---|---|---|---|
| JP1794165 | 1965-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3445231A true US3445231A (en) | 1969-05-20 |
Family
ID=11957790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US535315A Expired - Lifetime US3445231A (en) | 1965-03-29 | 1966-03-18 | Anti-halation layer for silver halide light-sensitive materials |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3445231A (enrdf_load_stackoverflow) |
| BE (1) | BE677997A (enrdf_load_stackoverflow) |
| DE (1) | DE1547836B2 (enrdf_load_stackoverflow) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4059448A (en) * | 1974-09-12 | 1977-11-22 | Fuji Photo Film Co., Ltd. | Dye containing photographic sensitive elements |
| WO1986004694A1 (en) | 1985-02-06 | 1986-08-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic photo-sensitive material |
| EP0209118A2 (en) | 1985-07-17 | 1987-01-21 | Konica Corporation | Silver halide photographic material |
| EP0256537A2 (en) | 1986-08-15 | 1988-02-24 | Fuji Photo Film Co., Ltd. | Color print and a method for producing the same |
| EP0313051A1 (en) | 1987-10-20 | 1989-04-26 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
| US4857446A (en) * | 1986-12-23 | 1989-08-15 | Eastman Kodak Company | Filter dye for photographic element |
| US4948717A (en) * | 1986-12-23 | 1990-08-14 | Eastman Kodak Company | Solid particle dye dispersions for photographic filter layers |
| US5208137A (en) * | 1989-12-28 | 1993-05-04 | Konica Corporation | Silver halide photographic light-sensitive material |
| US5275928A (en) * | 1991-11-27 | 1994-01-04 | E. I. Du Pont De Nemours And Company | Arylidene sensitizing dyes for tabular grains |
| US6416930B2 (en) * | 2000-03-31 | 2002-07-09 | Tokyo Ohka Kogyo Co., Ltd. | Composition for lithographic anti-reflection coating, and resist laminate using the same |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2182794A (en) * | 1938-12-13 | 1939-12-12 | Du Pont Film Mfg Corp | Photographic elements containing antihalation layers |
-
1966
- 1966-03-17 BE BE677997D patent/BE677997A/xx unknown
- 1966-03-18 US US535315A patent/US3445231A/en not_active Expired - Lifetime
- 1966-03-23 DE DE1966F0048745 patent/DE1547836B2/de active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2182794A (en) * | 1938-12-13 | 1939-12-12 | Du Pont Film Mfg Corp | Photographic elements containing antihalation layers |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4059448A (en) * | 1974-09-12 | 1977-11-22 | Fuji Photo Film Co., Ltd. | Dye containing photographic sensitive elements |
| WO1986004694A1 (en) | 1985-02-06 | 1986-08-14 | Fuji Photo Film Co., Ltd. | Silver halide photographic photo-sensitive material |
| EP0209118A2 (en) | 1985-07-17 | 1987-01-21 | Konica Corporation | Silver halide photographic material |
| EP0256537A2 (en) | 1986-08-15 | 1988-02-24 | Fuji Photo Film Co., Ltd. | Color print and a method for producing the same |
| US4857446A (en) * | 1986-12-23 | 1989-08-15 | Eastman Kodak Company | Filter dye for photographic element |
| US4948717A (en) * | 1986-12-23 | 1990-08-14 | Eastman Kodak Company | Solid particle dye dispersions for photographic filter layers |
| EP0313051A1 (en) | 1987-10-20 | 1989-04-26 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
| US5208137A (en) * | 1989-12-28 | 1993-05-04 | Konica Corporation | Silver halide photographic light-sensitive material |
| US5275928A (en) * | 1991-11-27 | 1994-01-04 | E. I. Du Pont De Nemours And Company | Arylidene sensitizing dyes for tabular grains |
| US6416930B2 (en) * | 2000-03-31 | 2002-07-09 | Tokyo Ohka Kogyo Co., Ltd. | Composition for lithographic anti-reflection coating, and resist laminate using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1547836B2 (de) | 1976-11-11 |
| DE1547836A1 (de) | 1969-12-04 |
| BE677997A (enrdf_load_stackoverflow) | 1966-09-01 |
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