JPS6316730B2 - - Google Patents
Info
- Publication number
- JPS6316730B2 JPS6316730B2 JP9201479A JP9201479A JPS6316730B2 JP S6316730 B2 JPS6316730 B2 JP S6316730B2 JP 9201479 A JP9201479 A JP 9201479A JP 9201479 A JP9201479 A JP 9201479A JP S6316730 B2 JPS6316730 B2 JP S6316730B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- sample
- group
- precursor
- coupler
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims description 46
- 239000000463 material Substances 0.000 claims description 36
- -1 silver halide Chemical class 0.000 claims description 33
- 229910052709 silver Inorganic materials 0.000 claims description 16
- 239000004332 silver Substances 0.000 claims description 16
- 239000000839 emulsion Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 238000009792 diffusion process Methods 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000000470 constituent Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 239000000523 sample Substances 0.000 description 44
- 239000003795 chemical substances by application Substances 0.000 description 29
- 239000002243 precursor Substances 0.000 description 27
- 239000010410 layer Substances 0.000 description 24
- 239000000243 solution Substances 0.000 description 23
- 108010010803 Gelatin Proteins 0.000 description 20
- 239000008273 gelatin Substances 0.000 description 20
- 229920000159 gelatin Polymers 0.000 description 20
- 235000019322 gelatine Nutrition 0.000 description 20
- 235000011852 gelatine desserts Nutrition 0.000 description 20
- 238000000034 method Methods 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 238000012545 processing Methods 0.000 description 13
- 239000012190 activator Substances 0.000 description 12
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 12
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 9
- 230000035945 sensitivity Effects 0.000 description 9
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 238000011161 development Methods 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000000084 colloidal system Substances 0.000 description 7
- PMWJOLLLHRDHNP-UHFFFAOYSA-N 2,3-dioctylbenzene-1,4-diol Chemical compound CCCCCCCCC1=C(O)C=CC(O)=C1CCCCCCCC PMWJOLLLHRDHNP-UHFFFAOYSA-N 0.000 description 6
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 6
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical class NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229940126214 compound 3 Drugs 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 239000004848 polyfunctional curative Substances 0.000 description 4
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- XZOWIJDBQIHMFC-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O.CCCC(N)=O XZOWIJDBQIHMFC-UHFFFAOYSA-N 0.000 description 3
- 238000000586 desensitisation Methods 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
- 239000000975 dye Substances 0.000 description 3
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 3
- FFAJEKUNEVVYCW-UHFFFAOYSA-N 4-n-ethyl-4-n-(2-methoxyethyl)-2-methylbenzene-1,4-diamine Chemical compound COCCN(CC)C1=CC=C(N)C(C)=C1 FFAJEKUNEVVYCW-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 229940125898 compound 5 Drugs 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229940076133 sodium carbonate monohydrate Drugs 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 229940001482 sodium sulfite Drugs 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- QTLHLXYADXCVCF-UHFFFAOYSA-N 2-(4-amino-n-ethyl-3-methylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C(C)=C1 QTLHLXYADXCVCF-UHFFFAOYSA-N 0.000 description 1
- WFXLRLQSHRNHCE-UHFFFAOYSA-N 2-(4-amino-n-ethylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C=C1 WFXLRLQSHRNHCE-UHFFFAOYSA-N 0.000 description 1
- HKPCGLYPADCMJV-UHFFFAOYSA-N 3-(octadecylamino)phenol Chemical compound CCCCCCCCCCCCCCCCCCNC1=CC=CC(O)=C1 HKPCGLYPADCMJV-UHFFFAOYSA-N 0.000 description 1
- WDBQJSCPCGTAFG-QHCPKHFHSA-N 4,4-difluoro-N-[(1S)-3-[4-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)piperidin-1-yl]-1-pyridin-3-ylpropyl]cyclohexane-1-carboxamide Chemical compound FC1(CCC(CC1)C(=O)N[C@@H](CCN1CCC(CC1)N1C(=NN=C1C)C(C)C)C=1C=NC=CC=1)F WDBQJSCPCGTAFG-QHCPKHFHSA-N 0.000 description 1
- BWGRDBSNKQABCB-UHFFFAOYSA-N 4,4-difluoro-N-[3-[3-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-thiophen-2-ylpropyl]cyclohexane-1-carboxamide Chemical compound CC(C)C1=NN=C(C)N1C1CC2CCC(C1)N2CCC(NC(=O)C1CCC(F)(F)CC1)C1=CC=CS1 BWGRDBSNKQABCB-UHFFFAOYSA-N 0.000 description 1
- OYHAGBXJWIARSX-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine;4-n,4-n-diethyl-2-methylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1.CCN(CC)C1=CC=C(N)C(C)=C1 OYHAGBXJWIARSX-UHFFFAOYSA-N 0.000 description 1
- MTGIPEYNFPXFCM-UHFFFAOYSA-N 4-n-(2-ethoxyethyl)-4-n-ethyl-2-methylbenzene-1,4-diamine Chemical compound CCOCCN(CC)C1=CC=C(N)C(C)=C1 MTGIPEYNFPXFCM-UHFFFAOYSA-N 0.000 description 1
- BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XCFIVNQHHFZRNR-UHFFFAOYSA-N [Ag].Cl[IH]Br Chemical compound [Ag].Cl[IH]Br XCFIVNQHHFZRNR-UHFFFAOYSA-N 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229940125773 compound 10 Drugs 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000004989 p-phenylenediamines Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 150000003839 salts Chemical class 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
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229940001593 sodium carbonate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940080236 sodium cetyl sulfate Drugs 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000003799 water insoluble solvent Substances 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
- 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
- G03C7/4136—Developers p-Phenylenediamine or derivatives thereof
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Description
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The present invention relates to a photographic material provided with a layer containing a precursor of an aromatic primary amine developing agent. Generally, the process of processing a photographic material containing a diffusion-resistant coupler after exposure mainly consists of the following three steps. (1) Color development process (2) Bleaching process (3) Fixing process In the color development process, an aromatic primary amine developing agent dissolved in an alkaline aqueous solution is used as the color developer. . Therefore, when this aromatic primary amine developing agent is included in the constituent layers of a light-sensitive material like other additives, color development can basically be carried out using only an alkaline aqueous solution. This not only makes it easier to prepare the developer, but also reduces changes in the composition of the developer, making management easier. In addition, there are many advantages such as the BOD of waste liquid is significantly lowered and waste water treatment becomes easier. However, in general, the inclusion of an aromatic primary amine developing agent in a light-sensitive material may cause desensitization, capri, or staining of the light-sensitive material during storage, or may result in insufficient color density during processing. It has not yet been put into practical use because of the disadvantages that it cannot be obtained. Heretofore, several methods have been known for incorporating aromatic primary amine developing agents into light-sensitive materials. For example, US Pat. No. 3,342,599 uses Schiff base with salicylaldehyde as a developing agent precursor. In US Pat. No. 3,719,492, metal salts such as lead and cadmium are used in combination. In British Patent No. 1069061, aromatic primary amine and phthalic acid are reacted to form a phthalimide precursor. In patent application No. 52-26756,
Used in combination with an aromatic primary amine and a cyclic β-dicarbonyl compound. Japanese Patent Application No. 52-50909 uses a precursor in which substituted or unsubstituted (2-benzenesulfonyl)ethoxycarbonyl is bonded to an aromatic primary amine. Other German Patent No. 1159758, same
No. 1200679 and US Pat. No. 3705035 are known. However, no matter which method of the invention is used, the color development density or desensitization during storage of photosensitive materials,
It has not been possible to obtain anything that sufficiently improves the occurrence of fog or contamination. Therefore, an object of the present invention is to obtain sufficient color density when a photosensitive material contains an aromatic primary amine developing agent, and to prevent the occurrence of desensitization, fogging, or contamination during storage of the photosensitive material. The object of the present invention is to provide a significantly improved photosensitive material. The above object of the present invention is to provide at least one light-sensitive silver halide emulsion layer containing a diffusion-resistant coupler on a support and/or at least one of other constituent layers represented by the following general formula. This was achieved by a photographic material characterized by containing a precursor of an aromatic primary amine developing agent. general formula [In the formula, R 1 and R 2 are a hydrogen atom or an alkyl group having 1 to 6 carbon atoms that may have a substituent (however,
R 1 and R 2 may form a heterocycle together with the nitrogen atom). R 3 , R 4 , R 5 and R 6 are hydrogen atoms, halogen atoms, hydroxy groups, amino groups, alkoxy groups,
Acylamide group, sulfonamide group, alkylsulfonamide group, or alkyl group having 1 to 6 carbon atoms which may have a substituent (however, R 3 and/or
R 6 may form a 5- or 6-membered ring together with R 1 and/or R 2 ), R 7 represents an alkyl group having 4 to 30 carbon atoms, and n represents a positive integer of 1 to 3. ] The precursor of the aromatic primary amine developing agent represented by the above general formula is a compound belonging to the monoalkyl sulfate salts of paraphenylene diamine compounds. Particularly preferred compounds include:
In the above general formula, R 1 and R 2 are alkyl groups having 1 to 4 carbon atoms, and an alkyl group having 1 to 6 carbon atoms is substituted at the adjacent position (ortho position) to the primary amino group. Examples include precursors of aromatic primary amine developing agents. Examples of compounds that can be used in the present invention are shown below, but the invention is not limited thereto.
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åŸãããçµæã第ïŒè¡šã«ç€ºãã[Table] The developing agent portion of the precursor according to the present invention is p-
phenylenediamine derivatives, and preferred representative examples thereof include N,N-diethyl-p-phenylenediamine 2-amino-5-diethylaminotoluene, 2-amino-5-(N-ethyl-N-lauryl)amino Toluene, 4-[N-ethyl-N
-(β-hydroxyethyl)amino]aniline,
2-Methyl-4-[N-ethyl-N-(β-hydroxyethyl)amino]aniline, U.S. patent
N-ethyl-N-(β-methanesulfamidoethyl)-3-methyl-4-aminoaniline as described in US Pat. Amide, N,N-dimethyl-P-phenylenediamine, 4-amino-3-methyl-N-ethyl-N-methoxyethylaniline, 4-amino-
3-Methyl-N-ethyl-N-β-ethoxyethylaniline, and 4-amino-3-methoxy-
Examples include N-ethyl-N-β-butoxyethylaniline. Furthermore, the monoalkyl sulfate ester portion of the precursor according to the present invention is a compound that is used as an anionic surfactant in a wide range of applications such as foaming, cleaning, permeation, emulsification, dispersion, and solubilization. . A specific synthesis example of the color developing agent precursor of the present invention is shown below. Synthesis Example 1 (Synthesis of Compound 3) After dissolving 21 g of 4-amino-3-methyl-N,N-diethylaniline hydrochloride in 300 ml of water,
Add 29 g of sodium lauryl sulfate dissolved in ml. After stirring for another hour at room temperature, ethyl acetate
Extract with 500ml, wash well with 500ml of saturated saline, and dry with magnesium sulfate. After separating the magnesium sulfate, ethyl acetate was distilled off to obtain 35 g of an oily compound. The structure of Compound 3 is supported by the nuclear magnetic resonance spectrum (NMR spectrum). Synthesis Example 2 (Synthesis of Compound 5) 4-amino-3-methyl-N-ethyl-N-
After dissolving 43 g of (β-methylsulfonamide) ethyl-aniline 3/2 sulfate in 300 ml of water, 87 g of sodium lauryl sulfate dissolved in 700 ml of water is added.
After stirring for another hour at room temperature, ethyl acetate 1
After extracting with water and washing thoroughly with 1 part of saturated saline solution, dry with magnesium sulfate. After separating the magnesium sulfate, ethyl acetate was distilled off to form an oily compound 75.
get g. The structure of compound 5 is supported by the NMR spectrum. Synthesis Example 3 (Method of synthesizing compound 8 in an aqueous gelatin solution) 4-amino-3-methyl-N-ethyl-N-
(β-methoxy)ethyl-aniline 2p-toluenesulfonate 55g at 40â in 15% gelatin aqueous solution 2
dissolved in While stirring, add 64 g of sodium cetyl sulfate dissolved in 1 part of water to this aqueous gelatin solution.
was added and stirring was continued for an additional 10 minutes, then cooled with water and set. After setting, this gelatin was cut into nude pieces and thoroughly washed with cold water to complete No. 6. Other compounds can also be synthesized by similar methods. When these compounds are synthesized in a hydrophilic colloid solution, since the compounds are kept dispersed in the hydrophilic colloid solution,
Although these compounds can be used as they are, if they are in an isolated state, they can be dissolved in a hydrophilic organic solvent such as methyl alcohol, ethyl alcohol, or acetone, and then added to a hydrophilic colloid solution and dispersed. do. Other dispersion methods include methods using latex or other polymers, and methods using coupler solvents such as tri-o-cresyl phosphate and dibutyl phthalate, which are used in oil protein sensitive materials, to disperse the compound. There is a method of dispersing it in a hydrophilic colloid solution. When dispersing these oil phases in an aqueous phase, commonly known anionic, nonionic, cationic, amphoteric, and other surfactants may be used. Hydrophilic colloids include gelatin,
Gelatin derivatives known as photographic binders, gelatin graft polymers, various cellulose derivatives, partially saponified polyvinyl alcohol,
Sodium alginate, poly-N-vinylpyrrolidone, etc. can be widely used. Known photographic antioxidants or stabilizers can also be added to these emulsions. The content of the color developing agent precursor used in the present invention is 0.1 based on the total silver amount of the light-sensitive material per unit area.
~10 times the mole, preferably 0.25 to 5 times the mole.
Further, the color developing agent precursor can be contained in the light-sensitive silver halide emulsion layer containing a diffusion-resistant coupler or other layers, but it may be contained in a layer other than the light-sensitive silver halide emulsion layer, such as an intermediate layer, etc. It is preferable to contain it. When developing the photographic light-sensitive material of the present invention, it is not necessary to use a conventional color developing solution, and instead, it is sufficient to use an alkaline activator solution, but other processing steps are completely the same as conventional ones. The activator liquid is basically a commonly used color developer from which the developing agent has been removed, and has a pH in the range of about 7 to 14, with a particularly preferable pH in the range of 8 to 13. Further, the treatment temperature with the activator liquid is 20°C to 70°C, and the most preferable temperature is 30° to 60°C. As a buffer for the activator solution, known compounds such as sodium hydroxide and sodium carbonate can be used alone or in combination. Further, other additives such as antifoggants, development accelerators, water softeners, organic solvents, etc. may be added to the activator solution depending on the convenience of formulation. The diffusion-resistant coupler incorporated in the photographic light-sensitive material of the present invention is a known coupler, and is a German patented coupler.
Also included are the black dye-forming couplers described in OLS2644915. In addition, a development inhibitor-releasing coupler or a development inhibitor-releasing compound may be added. The solvent for these couplers is preferably a known water-insoluble coupler solvent. Further, the silver halide used in the photographic light-sensitive material of the present invention is prepared by a conventional method, and includes silver chloride, silver bromide, silver chlorobromide, silver iodobromide, silver chloroiodobromide, etc. It may also have a composition of These silver halide emulsions can be chemically sensitized by conventional methods. Furthermore, these emulsions may contain commonly used additives such as photosensitive dyes, antifoggants, hardeners, plasticizers, and surfactants. Useful supports for the layers used in the photographic material of the present invention include cellulose films, plastic films, glass, paper, and laminates or papers laminated with polymers. As described above, the photographic material of the present invention has a support and at least one dye image-forming unit layer containing a diffusion-resistant coupler and other auxiliary layers on the support. At least one of the layers contains a precursor of a color developing agent. The photographic light-sensitive material of the present invention is characterized by not only high color density but also low fog, and furthermore, since the precursor is colorless after treatment with an activator, no residual color is left in the photographic material after treatment. It has many advantages, including superior stability over time of unprocessed photosensitive materials. The photographic material of the present invention may be processed by other known methods including bath processing, such as a spray method in which a processing liquid is atomized, or a web method in which contact is made with a carrier impregnated with a processing liquid. ,
Alternatively, various processing methods such as a method using a viscous processing liquid can be used. Example 1 As a precursor for a color developing agent, 4.5 g of the compound of Compound Example 3 was added to a mixed solution of 3 ml of dibutyl phthalate and 20 ml of ethyl acetate, and completely dissolved at 40°C. This solution was mixed with 5 ml of a 10% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by Dupont) and 200 ml of a 5% aqueous gelatin solution, and emulsified and dispersed using a colloid mill to create a dispersion of a color developing agent precursor. , coating aids and hardeners are added.
Finished in 330ml. The liquid thus obtained was applied onto a resin-coated paper support. The coating amount of the precursor used at this time per 100cm2 was
It was 4.0 mg. 2 as a coupler on top of this layer
-[2-(2,4-di-t-pentylphenoxy)
Butanamide]-4,6-dichloro-5-methylphenol was dissolved in dibutyl phthalate, protected and dispersed in an aqueous gelatin solution, mixed with a red-sensitive silver chlorobromide emulsion, and then coated and dried. The amount of coupler used at this time was 3.0mg per 100cm2 .
Silver was 2.1 mg. Furthermore, a 3% gelatin aqueous solution was applied on top of this layer to provide a protective layer. Coating aids and hardeners were added to each layer. The sample thus obtained was designated as Sample 1. Sample 2 was obtained in exactly the same manner as Sample 1 except that the precursor of the color developing agent was replaced with 3.6 g of compound (A) represented by the following structural formula. Similarly, compound (B) is used as a precursor of a color developing agent.
Sample 3 was obtained using 4.8 g. (For comparison, compound (A) described in Japanese Patent Application No. 52-50909)
and compound (B) described in US Pat. No. 3,342,599. ) Sample 1, Sample 2 and Sample 3 were exposed to white light through a step wedge and subjected to the following processing. Processing process Activator development 38â 3 minutes Bleach fixing ã 1 minute 30 seconds Water washing ã 2 minutes Stable ã 1 minute Activator liquid Benzyl alcohol 14ml Sodium sulfite 2g Potassium bromide 0.5g Sodium carbonate (monohydrate) 30g Water In addition, it is set to 1. Bleach-fix ammonium thiosulfate (70%) 150ml Sodium sulfite 5g Na(Fe()(EDTA)) 40g EDTA 4g Add water 1 (EDTA: ethylenediaminetetraacetic acid) Stabilizer glacial acetic acid 10ml Sodium acetate 5g Formalin (37%) Add 5 ml of water to make 1.The obtained results are shown in Table 1.Furthermore, Sample 1, Sample 2, and Sample 3 were stored in the atmosphere at 55°C for 2 days and subjected to a forced deterioration test. The above-mentioned exposure and processing were carried out.The results obtained are shown in Table 1.
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Compounds (A) and (B) used for comparison are considered to be the best among the known color developing agent built-in technologies, but although compound (A) has less fog, its sensitivity is low and the maximum color density is also quite high. It was low. Compound (B) was itself colored yellow, and unless the precursor was decomposed by an alkali, the disadvantage was that the processed sensitive material would have a high yellow fog. Furthermore, it can be seen from the results of the forced deterioration test that sample 3 containing compound (B) does not have very good stability over time. However, Sample 1, which contains the compound of the present invention, has low fog, high sensitivity, and extremely high color density, and completely eliminates the poor stability over time, which is the biggest drawback of light-sensitive materials incorporating a color developing agent. . Example 2 2-(1-benzyl-2,4-dioxyimidazolidin-3-yl)-2-bivalyl-2'-chloro-5'-[4- (2,4-di-t-pentylphenoxy)butanamide] acetanilide was dissolved in dibutyl phthalate, protected and dispersed in an aqueous gelatin solution, and then mixed with a silver chlorobromide emulsion and coated. The coupler and silver 100cm 2 used at this time
The amount applied per coat was 8.3 mg of coupler and 3.5 mg of silver. Dioctylhydroquinone and the compound of Compound Example 4 were dissolved in tricresyl phosphate, protected and dispersed in an aqueous gelatin solution, and then applied thereon. The coating amounts of dioctyl hydroquinone and Compound 4 used at this time were 0.9 mg of dioctyl hydroquinone and 10.0 mg of Compound 4 per 100 cm 2 . Furthermore, on top of this, 3-{2-chloro-5-[1-(octadecyl)succinimide] is added as a coupler.
Anilino}-1-(2,4,6-trichlorophenyl)-5-pyrazolone is dissolved in dibutyl phthalate, protected and dispersed in an aqueous gelatin solution, mixed with a green-sensitive silver chlorobromide emulsion, and then coated and dried. did. The amount of coupler used at this time was 4.3 mg per 100 cm 2 and the amount of silver was 3.9 mg. Dioctylhydroquinone and Compound 4 were dissolved in tricresyl phosphate, protected and dispersed in an aqueous gelatin solution, and then coated on this layer. The amount of dioctylhydroquinone and Compound 4 used at this time was 0.5 mg of dioctyl hydroquinone and 7.0 mg of Compound 4 per 100 cm 2 . Furthermore, 2-[2-
(2,4-di-t-pentylphenoxy)butanamide]-4,6-dichloro-5-methylphenol was dissolved in dibutyl phthalate, protected and dispersed in an aqueous gelatin solution, and then a red-sensitive silver chlorobromide emulsion was prepared. After mixing, it was applied and dried. The amount of coupler used at this time was 3.0mg per 100cm2 , and the amount of silver was
It was 2.1 mg. Compound 4 was dissolved in tricresyl phosphate and dispersed in a gelatin aqueous solution for protection, and then coated on this layer. 100cm 2 of compound 4 used at this time
The amount applied was 3.5 mg. The sample thus obtained was designated as sample 4. A sample obtained by using Compound 5 instead of Compound 4 was designated as Sample 5. Similarly, sample 6 was obtained using compound 7, sample 7 was obtained using compound 8, and sample 8 was obtained using compound 10. Furthermore, Sample 9 was obtained using Compound (A) used in Example 1, and Sample 10 was obtained using Compound (B), as comparative samples. However, the amount applied was changed so that the moles were equimolar to each compound (2). Samples 4 to 10 were exposed to white light and processed in exactly the same manner as in Example 1. The results obtained are shown in Table 2.
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çµæãããããããã[Table] Shows relative sensitivity.
Note 2) - indicates that the fog is too high to measure.
It can be seen from Table 2 that comparative sample 9 has low fog, but is very poor in sensitivity and maximum density, especially in yellow and cyan sensitivity and maximum density. Further, in Comparative Sample 10, the compound (B) itself is colored yellow, and it remains in the light-sensitive material without being decomposed by alkali, so the yellow fog in the light-sensitive material is extremely large. However, samples 4, 5, 6, 7 containing compounds of the invention
Samples No. 8 and No. 8 had low fog and were very good in sensitivity and maximum density, and in the forced deterioration test, it was found that the increase in fog, the decrease in sensitivity, and the decrease in maximum density were smaller than those of the comparative samples. Example 3 10 g of N-octadecyl-m-aminophenol was added as a black dye-forming coupler to a mixture of 10 ml of tricresyl phosphate and 30 ml of ethyl acetate.
Completely dissolved at 50°C. This solution was mixed with 5 ml of a 10% aqueous solution of Alkanol B and 200 ml of a 5% aqueous solution of gelatin.
ml and emulsified using a colloid mill to create a coupler dispersion. 500% of this coupler dispersion
It was added to an X-ray grade silver iodobromide emulsion (containing 5 mol % silver iodobromide) of 100 g, and coated on one side of a polyester base so that the silver amount was about 40 mg/100 cm 2 . Compound 3 was dissolved in tricresyl phosphate, protected and dispersed in an aqueous gelatin solution, and then coated on this layer. 100cm 2 of compound 3 used at this time
The amount applied was 30 mg. (Sample 11) On the other hand, as a comparison, a simple aqueous gelatin solution containing no compound 3 was coated on a sample coated with an X-ray silver iodobromide emulsion containing the black dye-forming coupler. (Sample 12) Sample 11 is an X-ray photosensitive material containing a precursor of the color developing agent of the present invention and a black dye-forming coupler, and Sample 12 is an X-ray photosensitive material containing only a black dye-forming coupler. After sample 11 was exposed with a wedge, it was developed with an alkali activator having the following composition at 20°C for 5 minutes, followed by normal fixing and water washing. Anhydrous sodium sulfite 10g Sodium carbonate monohydrate 30g Potassium bromide 0.5g In water 1 Sample 12, which had been exposed in the same way, was developed at 20°C for 5 minutes with a developer having the following composition, followed by normal fixing and washing with water. I did this. 4-Amino-3-methyl-N,N-diethylaniline hydrochloride 2g Anhydrous sodium sulfite 10g Sodium carbonate monohydrate 30g Potassium bromide 0.5g In water 1 As a result of the treatment, both Sample 11 and Sample 12 were blue-black. Comparing sample 11, which consists of a dye image and a silver image, with control sample 12, it exhibited equivalent photographic performance in all respects of fog, sensitivity, and maximum density. Put the alkaline activator used to process sample 11 and the developer used to process sample 12 into beaker 1, leave it open at room temperature for 10 days, and then replace the evaporated water. After completing each sample to 1, Sample 11 and Sample 12 were processed again. Even when sample 11 was processed after leaving the alkaline activator on, there was almost no deterioration in photographic performance.
When processing 12, the photographic performance deteriorated considerably. In particular, the increase in fog was remarkable. As described above, since the photosensitive material containing the color developing agent precursor of the present invention can be developed with an alkaline activator, the storage stability of the processing solution is significantly improved. Example 4 Compound 8 in an aqueous gelatin solution according to Synthesis Example 3
was synthesized. Compound 8 is applied onto a resin-coated paper support with coating aids and hardeners added.
The amount applied was 8.0 mg per 100 cm 2 . On top of this layer, an emulsion layer and a protective layer identical to those in Example 1 were coated. (Sample 13) As a result of exposure and processing in the same manner as in Example 1, Sample 13 was found to have excellent photographic performance as shown in Table 3. As shown in Table 3, good results were also obtained in the forced deterioration test (under the same conditions as in Example 1).
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ææã[Table] From Table 3, it can be seen that Sample 13 has almost the same photographic performance as Sample 1 used in Example 1, and exhibits excellent photographic performance even in the forced deterioration test. A preferred embodiment of the invention is described below. (1) A photographic light-sensitive material according to the claims, characterized in that the precursor of the aromatic primary amine developing agent represented by the general formula of the present invention is a monoalkyl sulfate salt of paraphenylenediamine. (2) The precursor of the aromatic primary amine developing agent represented by the general formula of the present invention has the following general formula:
Substituents R 1 and R 2 are substituted with an alkyl group having 1 to 4 carbon atoms, and the ortho position of the primary amino group is substituted with an alkyl group having 1 to 6 carbon atoms. A photographic light-sensitive material according to the claims. (3) The precursor of the aromatic primary amine developing agent represented by the general formula of the present invention is contained in an intermediate layer adjacent to a light-sensitive silver halide emulsion layer containing a diffusion-resistant coupler. A photographic material as claimed in the claims. (4) In the layer containing the precursor of the aromatic primary amine developing agent represented by the general formula of the present invention,
The photographic light-sensitive material according to the claims, characterized in that the content thereof is 0.1 to 10 times the mole of total silver in the light-sensitive material per unit area. (5) A photograph according to the claims, characterized in that a known water-insoluble solvent for a protect coupler is used as the solvent for the precursor of the aromatic primary amine developing agent represented by the general formula of the present invention. photosensitive material.
Claims (1)
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åçæå ææã äžè¬åŒ ãåŒäžãR1åã³R2ã¯æ°ŽçŽ åååã¯çœ®æåºãæã
ãŠãããççŽ ååæ°ïŒãïŒã®ã¢ã«ãã«åºïŒäœã
R1ãšR2ã¯çªçŽ ååãšå ±ã«è€çŽ ç°ã圢æããŠãã
ãïŒãR3ãR4ãR5åã³R6ã¯æ°ŽçŽ ååãããã²ã³
ååãããããã·åºãã¢ããåºãã¢ã«ã³ãã·åºã
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ã«åºåã³ïœã¯ïŒãïŒã®æ£ã®æŽæ°ãè¡šãããã[Scope of Claims] 1. In at least one light-sensitive silver halide emulsion layer containing a diffusion-resistant coupler on a support and/or in at least one of other constituent layers, a compound represented by the following general formula is present. A photographic light-sensitive material characterized by containing a compound that is general formula [In the formula, R 1 and R 2 are a hydrogen atom or an alkyl group having 1 to 6 carbon atoms that may have a substituent (however,
R 1 and R 2 may form a heterocycle together with a nitrogen atom), R 3 , R 4 , R 5 and R 6 are a hydrogen atom, a halogen atom, a hydroxy group, an amino group, an alkoxy group,
Acylamide group, sulfonamide group, alkylsulfonamide group, or alkyl group having 1 to 6 carbon atoms which may have a substituent (however, R 3 and/or
R 6 may form a 5- or 6-membered ring together with R 1 and/or R 2 ), R 7 represents an alkyl group having 4 to 30 carbon atoms, and n represents a positive integer of 1 to 3. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9201479A JPS5616133A (en) | 1979-07-18 | 1979-07-18 | Photographic material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9201479A JPS5616133A (en) | 1979-07-18 | 1979-07-18 | Photographic material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5616133A JPS5616133A (en) | 1981-02-16 |
| JPS6316730B2 true JPS6316730B2 (en) | 1988-04-11 |
Family
ID=14042646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9201479A Granted JPS5616133A (en) | 1979-07-18 | 1979-07-18 | Photographic material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5616133A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4769312A (en) | 1985-10-15 | 1988-09-06 | Fuji Photo Film Co., Ltd. | Method of processing silver halide color photographic material including the use of a two bath desilvering system comprising two baths |
| DE3785257T2 (en) | 1986-01-23 | 1993-07-22 | Fuji Photo Film Co Ltd | METHOD FOR COLOR IMAGES. |
| JPH07113741B2 (en) * | 1986-04-26 | 1995-12-06 | ã³ãã«æ ªåŒäŒç€Ÿ | Silver halide color photographic light-sensitive material with high sensitivity and improved storage stability |
| US4851327A (en) | 1986-07-17 | 1989-07-25 | Fuji Photo Film Co., Ltd. | Photographic color photosensitive material with two layer reflective support |
| JP2631552B2 (en) * | 1989-04-17 | 1997-07-16 | å¯å£«åçãã€ã«ã æ ªåŒäŒç€Ÿ | Color developing agent and image forming method |
-
1979
- 1979-07-18 JP JP9201479A patent/JPS5616133A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5616133A (en) | 1981-02-16 |
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