DE3145603C2 - - Google Patents
Info
- Publication number
- DE3145603C2 DE3145603C2 DE3145603A DE3145603A DE3145603C2 DE 3145603 C2 DE3145603 C2 DE 3145603C2 DE 3145603 A DE3145603 A DE 3145603A DE 3145603 A DE3145603 A DE 3145603A DE 3145603 C2 DE3145603 C2 DE 3145603C2
- Authority
- DE
- Germany
- Prior art keywords
- group
- silver halide
- hydrazine
- recording material
- groups
- 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
- -1 silver halide Chemical class 0.000 claims description 57
- 229910052709 silver Inorganic materials 0.000 claims description 29
- 239000004332 silver Substances 0.000 claims description 29
- 239000000839 emulsion Substances 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 239000000084 colloidal system Substances 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical class C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 5
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical class C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 4
- 125000004442 acylamino group Chemical group 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea group Chemical group NC(=S)N UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000004957 naphthylene group Chemical group 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical class C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 claims description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical class C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 2
- ODIRBFFBCSTPTO-UHFFFAOYSA-N 1,3-selenazole Chemical class C1=C[se]C=N1 ODIRBFFBCSTPTO-UHFFFAOYSA-N 0.000 claims description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical class C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical class C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical class C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- AMTXUWGBSGZXCJ-UHFFFAOYSA-N benzo[e][1,3]benzoselenazole Chemical class C1=CC=C2C(N=C[se]3)=C3C=CC2=C1 AMTXUWGBSGZXCJ-UHFFFAOYSA-N 0.000 claims description 2
- KXNQKOAQSGJCQU-UHFFFAOYSA-N benzo[e][1,3]benzothiazole Chemical class C1=CC=C2C(N=CS3)=C3C=CC2=C1 KXNQKOAQSGJCQU-UHFFFAOYSA-N 0.000 claims description 2
- WMUIZUWOEIQJEH-UHFFFAOYSA-N benzo[e][1,3]benzoxazole Chemical class C1=CC=C2C(N=CO3)=C3C=CC2=C1 WMUIZUWOEIQJEH-UHFFFAOYSA-N 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Chemical class CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Chemical class C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical class COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 claims description 2
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 2
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical class C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 150000003236 pyrrolines Chemical class 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 42
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 27
- 239000010410 layer Substances 0.000 description 20
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 11
- 239000013078 crystal Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- JIJNOXGGMCEUMF-UHFFFAOYSA-N n-(4-aminoanilino)formamide Chemical compound NC1=CC=C(NNC=O)C=C1 JIJNOXGGMCEUMF-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 6
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 229920000159 gelatin Polymers 0.000 description 4
- 235000019322 gelatine Nutrition 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- KMVPXBDOWDXXEN-UHFFFAOYSA-N 4-nitrophenylhydrazine Chemical compound NNC1=CC=C([N+]([O-])=O)C=C1 KMVPXBDOWDXXEN-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- YSTYAESSYHZIIN-UHFFFAOYSA-N n-(3-nitroanilino)formamide Chemical compound [O-][N+](=O)C1=CC=CC(NNC=O)=C1 YSTYAESSYHZIIN-UHFFFAOYSA-N 0.000 description 3
- OOZGXMAMKUQKGJ-UHFFFAOYSA-N n-(4-nitroanilino)formamide Chemical compound [O-][N+](=O)C1=CC=C(NNC=O)C=C1 OOZGXMAMKUQKGJ-UHFFFAOYSA-N 0.000 description 3
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 3
- 235000019345 sodium thiosulphate Nutrition 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- JFILLLZWNHOVHV-UHFFFAOYSA-N (3-nitrophenyl)hydrazine Chemical compound NNC1=CC=CC([N+]([O-])=O)=C1 JFILLLZWNHOVHV-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000010531 catalytic reduction reaction Methods 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 2
- VMSIZNQVECHOEJ-UHFFFAOYSA-N n'-(4-aminophenyl)benzohydrazide Chemical compound C1=CC(N)=CC=C1NNC(=O)C1=CC=CC=C1 VMSIZNQVECHOEJ-UHFFFAOYSA-N 0.000 description 2
- JJMHIEVGMFNTRR-UHFFFAOYSA-N n'-(4-nitrophenyl)benzohydrazide Chemical compound C1=CC([N+](=O)[O-])=CC=C1NNC(=O)C1=CC=CC=C1 JJMHIEVGMFNTRR-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 230000008092 positive effect Effects 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 229910001961 silver nitrate Inorganic materials 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 description 1
- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 1
- 125000004958 1,4-naphthylene group Chemical group 0.000 description 1
- TUGBBWDSRDUSCF-UHFFFAOYSA-N 1-[4-(2-acetylhydrazinyl)phenyl]-3-phenylurea Chemical compound C1=CC(NNC(=O)C)=CC=C1NC(=O)NC1=CC=CC=C1 TUGBBWDSRDUSCF-UHFFFAOYSA-N 0.000 description 1
- RYZZVWMOKTVYDP-UHFFFAOYSA-N 1-[4-(2-benzoylhydrazinyl)phenyl]-3-phenylurea Chemical compound C=1C=C(NNC(=O)C=2C=CC=CC=2)C=CC=1NC(=O)NC1=CC=CC=C1 RYZZVWMOKTVYDP-UHFFFAOYSA-N 0.000 description 1
- VYPIGMYWYCYOII-UHFFFAOYSA-N 1-[4-[2-(4-chlorobenzoyl)hydrazinyl]-3-methylphenyl]-3-phenylurea Chemical compound C=1C=C(NNC(=O)C=2C=CC(Cl)=CC=2)C(C)=CC=1NC(=O)NC1=CC=CC=C1 VYPIGMYWYCYOII-UHFFFAOYSA-N 0.000 description 1
- PCTFSLMMXJBSBU-UHFFFAOYSA-N 1-[4-[2-(cyclohexanecarbonyl)hydrazinyl]phenyl]-3-phenylurea Chemical compound C=1C=C(NNC(=O)C2CCCCC2)C=CC=1NC(=O)NC1=CC=CC=C1 PCTFSLMMXJBSBU-UHFFFAOYSA-N 0.000 description 1
- NOHQUGRVHSJYMR-UHFFFAOYSA-N 1-chloro-2-isocyanatobenzene Chemical compound ClC1=CC=CC=C1N=C=O NOHQUGRVHSJYMR-UHFFFAOYSA-N 0.000 description 1
- ADAKRBAJFHTIEW-UHFFFAOYSA-N 1-chloro-4-isocyanatobenzene Chemical compound ClC1=CC=C(N=C=O)C=C1 ADAKRBAJFHTIEW-UHFFFAOYSA-N 0.000 description 1
- NOGFHTGYPKWWRX-UHFFFAOYSA-N 2,2,6,6-tetramethyloxan-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)O1 NOGFHTGYPKWWRX-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- SHVBXMWAVYUVHP-UHFFFAOYSA-N 2-[2,4-bis(2-methylbutan-2-yl)phenoxy]-n-[3-[[4-(2-formylhydrazinyl)phenyl]carbamoylamino]phenyl]acetamide Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC=C1OCC(=O)NC1=CC=CC(NC(=O)NC=2C=CC(NNC=O)=CC=2)=C1 SHVBXMWAVYUVHP-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 1
- HRFDKUFUQJBSOW-UHFFFAOYSA-N 3-hydrazinylaniline Chemical compound NNC1=CC=CC(N)=C1 HRFDKUFUQJBSOW-UHFFFAOYSA-N 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229940126657 Compound 17 Drugs 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical group [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- DSRXQXXHDIAVJT-UHFFFAOYSA-N acetonitrile;n,n-dimethylformamide Chemical compound CC#N.CN(C)C=O DSRXQXXHDIAVJT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229940006460 bromide ion Drugs 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125797 compound 12 Drugs 0.000 description 1
- 229940125810 compound 20 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical class O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- FPULFENIJDPZBX-UHFFFAOYSA-N ethyl 2-isocyanoacetate Chemical class CCOC(=O)C[N+]#[C-] FPULFENIJDPZBX-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- JAXFJECJQZDFJS-XHEPKHHKSA-N gtpl8555 Chemical compound OC(=O)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@H](B1O[C@@]2(C)[C@H]3C[C@H](C3(C)C)C[C@H]2O1)CCC1=CC=C(F)C=C1 JAXFJECJQZDFJS-XHEPKHHKSA-N 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- KBWUBJBFNPXEIM-UHFFFAOYSA-N n-(3-aminoanilino)formamide Chemical compound NC1=CC=CC(NNC=O)=C1 KBWUBJBFNPXEIM-UHFFFAOYSA-N 0.000 description 1
- SFCFCYDHGFMBET-UHFFFAOYSA-N n-[2-methoxy-4-[(4-methylphenyl)carbamoylamino]anilino]formamide Chemical compound C1=C(NNC=O)C(OC)=CC(NC(=O)NC=2C=CC(C)=CC=2)=C1 SFCFCYDHGFMBET-UHFFFAOYSA-N 0.000 description 1
- CYCPVPLXALQWJJ-UHFFFAOYSA-N n-[3-(phenylcarbamoylamino)anilino]formamide Chemical compound O=CNNC1=CC=CC(NC(=O)NC=2C=CC=CC=2)=C1 CYCPVPLXALQWJJ-UHFFFAOYSA-N 0.000 description 1
- YCKJGYCMHDIHSY-UHFFFAOYSA-N n-[3-[[4-(2-formylhydrazinyl)phenyl]carbamoylamino]phenyl]benzamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NC1=CC=CC(NC(=O)C=2C=CC=CC=2)=C1 YCKJGYCMHDIHSY-UHFFFAOYSA-N 0.000 description 1
- HSUTVYKVJRRASM-UHFFFAOYSA-N n-[4-(1,3-benzothiazol-2-ylcarbamoylamino)anilino]formamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NC1=NC2=CC=CC=C2S1 HSUTVYKVJRRASM-UHFFFAOYSA-N 0.000 description 1
- OPAXAEVDRCWGDS-UHFFFAOYSA-N n-[4-(benzylcarbamoylamino)anilino]formamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NCC1=CC=CC=C1 OPAXAEVDRCWGDS-UHFFFAOYSA-N 0.000 description 1
- FZARGWOYLNRIBG-UHFFFAOYSA-N n-[4-(butylcarbamoylamino)anilino]formamide Chemical compound CCCCNC(=O)NC1=CC=C(NNC=O)C=C1 FZARGWOYLNRIBG-UHFFFAOYSA-N 0.000 description 1
- PNCOTNSNFRLFGH-UHFFFAOYSA-N n-[4-(cyclohexylcarbamoylamino)anilino]formamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NC1CCCCC1 PNCOTNSNFRLFGH-UHFFFAOYSA-N 0.000 description 1
- HSBIAPXEXINWHB-UHFFFAOYSA-N n-[4-(dodecylcarbamoylamino)anilino]formamide Chemical compound CCCCCCCCCCCCNC(=O)NC1=CC=C(NNC=O)C=C1 HSBIAPXEXINWHB-UHFFFAOYSA-N 0.000 description 1
- FSIMWAZOSBCNLL-UHFFFAOYSA-N n-[4-(ethylcarbamoylamino)anilino]formamide Chemical compound CCNC(=O)NC1=CC=C(NNC=O)C=C1 FSIMWAZOSBCNLL-UHFFFAOYSA-N 0.000 description 1
- RTFTZJFTSDKKRE-UHFFFAOYSA-N n-[4-(methylcarbamoylamino)anilino]formamide Chemical compound CNC(=O)NC1=CC=C(NNC=O)C=C1 RTFTZJFTSDKKRE-UHFFFAOYSA-N 0.000 description 1
- MCIDZZWNVJBATD-UHFFFAOYSA-N n-[4-(octadecylcarbamoylamino)anilino]formamide Chemical compound CCCCCCCCCCCCCCCCCCNC(=O)NC1=CC=C(NNC=O)C=C1 MCIDZZWNVJBATD-UHFFFAOYSA-N 0.000 description 1
- IJYQVERSGOZHSA-UHFFFAOYSA-N n-[4-(pentylcarbamoylamino)anilino]formamide Chemical compound CCCCCNC(=O)NC1=CC=C(NNC=O)C=C1 IJYQVERSGOZHSA-UHFFFAOYSA-N 0.000 description 1
- WKMIPKXEZIBSHA-UHFFFAOYSA-N n-[4-(phenylcarbamoylamino)anilino]formamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NC1=CC=CC=C1 WKMIPKXEZIBSHA-UHFFFAOYSA-N 0.000 description 1
- SFCXEWCCFNZQLZ-UHFFFAOYSA-N n-[4-(propylcarbamoylamino)anilino]formamide Chemical compound CCCNC(=O)NC1=CC=C(NNC=O)C=C1 SFCXEWCCFNZQLZ-UHFFFAOYSA-N 0.000 description 1
- NRRPIVHZBDKWRC-UHFFFAOYSA-N n-[4-(tert-butylcarbamoylamino)anilino]formamide Chemical compound CC(C)(C)NC(=O)NC1=CC=C(NNC=O)C=C1 NRRPIVHZBDKWRC-UHFFFAOYSA-N 0.000 description 1
- RUAXZNUTTJDYFZ-UHFFFAOYSA-N n-[4-(thiophen-2-ylcarbamoylamino)anilino]formamide Chemical compound C1=CC(NNC=O)=CC=C1NC(=O)NC1=CC=CS1 RUAXZNUTTJDYFZ-UHFFFAOYSA-N 0.000 description 1
- RWKDYCDURDMPHG-UHFFFAOYSA-N n-[4-[(2-chlorophenyl)carbamoylamino]anilino]formamide Chemical compound ClC1=CC=CC=C1NC(=O)NC1=CC=C(NNC=O)C=C1 RWKDYCDURDMPHG-UHFFFAOYSA-N 0.000 description 1
- ZNSNYQJIFUGTID-UHFFFAOYSA-N n-[4-[(2-methoxyphenyl)carbamoylamino]anilino]formamide Chemical compound COC1=CC=CC=C1NC(=O)NC1=CC=C(NNC=O)C=C1 ZNSNYQJIFUGTID-UHFFFAOYSA-N 0.000 description 1
- FZFWIAQRHVKYDD-UHFFFAOYSA-N n-[4-[(3-nitrophenyl)carbamoylamino]anilino]formamide Chemical compound [O-][N+](=O)C1=CC=CC(NC(=O)NC=2C=CC(NNC=O)=CC=2)=C1 FZFWIAQRHVKYDD-UHFFFAOYSA-N 0.000 description 1
- DANUUGUDKKYHPX-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)carbamoylamino]anilino]formamide Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(NNC=O)C=C1 DANUUGUDKKYHPX-UHFFFAOYSA-N 0.000 description 1
- SJYIBMRXPYSDNI-UHFFFAOYSA-N n-[4-[(4-methoxyphenyl)carbamoylamino]anilino]formamide Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(NNC=O)C=C1 SJYIBMRXPYSDNI-UHFFFAOYSA-N 0.000 description 1
- JMARXNCIANSYQR-UHFFFAOYSA-N n-[4-[(4-methyl-1,3-thiazol-2-yl)carbamoylamino]anilino]formamide Chemical compound CC1=CSC(NC(=O)NC=2C=CC(NNC=O)=CC=2)=N1 JMARXNCIANSYQR-UHFFFAOYSA-N 0.000 description 1
- UBHBPRZGENEEAN-UHFFFAOYSA-N n-[4-[(4-methylphenyl)carbamoylamino]anilino]formamide Chemical compound C1=CC(C)=CC=C1NC(=O)NC1=CC=C(NNC=O)C=C1 UBHBPRZGENEEAN-UHFFFAOYSA-N 0.000 description 1
- LGROKZMEHJZWDU-UHFFFAOYSA-N n-amino-n-phenylnitramide Chemical class [O-][N+](=O)N(N)C1=CC=CC=C1 LGROKZMEHJZWDU-UHFFFAOYSA-N 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 125000005650 substituted phenylene group Chemical group 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- SNXYSMKZWUVGEF-UHFFFAOYSA-K trichlorogold tetrahydrate Chemical compound O.O.O.O.Cl[Au](Cl)Cl SNXYSMKZWUVGEF-UHFFFAOYSA-K 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
- G03C1/485—Direct positive emulsions
- G03C1/48538—Direct positive emulsions non-prefogged, i.e. fogged after imagewise exposure
- G03C1/48546—Direct positive emulsions non-prefogged, i.e. fogged after imagewise exposure characterised by the nucleating/fogging agent
- G03C1/48561—Direct positive emulsions non-prefogged, i.e. fogged after imagewise exposure characterised by the nucleating/fogging agent hydrazine compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55162967A JPS60660B2 (ja) | 1980-11-19 | 1980-11-19 | 直接ポジハロゲン化銀感光材料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3145603A1 DE3145603A1 (de) | 1982-07-15 |
| DE3145603C2 true DE3145603C2 (en, 2012) | 1990-12-06 |
Family
ID=15764674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813145603 Granted DE3145603A1 (de) | 1980-11-19 | 1981-11-17 | Lichtempfindliches, direktpositives photographisches silberhalogenidmaterial und verfahren zur herstellung von direktpositiven bildern |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4374923A (en, 2012) |
| JP (1) | JPS60660B2 (en, 2012) |
| BE (1) | BE891166A (en, 2012) |
| DE (1) | DE3145603A1 (en, 2012) |
| GB (1) | GB2089057B (en, 2012) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4789627A (en) * | 1906-07-02 | 1988-12-06 | Fuji Photo Film Co., Ltd. | Method for forming direct positive color images |
| JPS5855928A (ja) * | 1981-09-29 | 1983-04-02 | Fuji Photo Film Co Ltd | 直接ポジハロゲン化銀感光材料の処理方法 |
| JPS58178345A (ja) * | 1982-04-14 | 1983-10-19 | Fuji Photo Film Co Ltd | 直接ポジハロゲン化銀感光材料の処理方法 |
| JPS58181040A (ja) * | 1982-04-16 | 1983-10-22 | Fuji Photo Film Co Ltd | 直接ポジハロゲン化銀感光材料の処理方法 |
| DE3243466A1 (de) * | 1982-11-24 | 1984-05-24 | Fuji Photo Film Co., Ltd., Minami Ashigara, Kanagawa | Verfahren zur verarbeitung eines lichtempfindlichen direktpositiv-silberhalogenidmaterials |
| US4478928A (en) * | 1983-05-11 | 1984-10-23 | Eastman Kodak Company | Application of activated arylhydrazides to silver halide photography |
| US4997980A (en) * | 1985-09-26 | 1991-03-05 | Anitec Image Corporation | Ethanedioic acid hydrazide compounds suitable for use in high contrast photographic emulsions |
| US4686167A (en) * | 1985-09-26 | 1987-08-11 | Anitec Image Corporation | Compositions comprising ethane dioic acid hydrazide compounds and derivatives useful as dot-promoting agents |
| JPS62160438A (ja) * | 1986-01-09 | 1987-07-16 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| US4816373A (en) * | 1986-01-31 | 1989-03-28 | Mitsubishi Paper Mills, Ltd. | Method of producing images |
| JPH0756565B2 (ja) * | 1986-06-25 | 1995-06-14 | 富士写真フイルム株式会社 | 直接ポジ画像形成方法 |
| JPH0823679B2 (ja) * | 1986-06-30 | 1996-03-06 | 富士写真フイルム株式会社 | 直接ポジ画像の形成方法 |
| JPH0823680B2 (ja) * | 1986-06-30 | 1996-03-06 | 富士写真フイルム株式会社 | 直接ポジカラ−画像形成方法 |
| JPS6385740A (ja) * | 1986-09-30 | 1988-04-16 | Konica Corp | 直接ポジハロゲン化銀写真感光材料 |
| JP2525600B2 (ja) * | 1987-04-20 | 1996-08-21 | 富士写真フイルム株式会社 | 直接ポジカラ−画像形成方法 |
| JP2604177B2 (ja) * | 1987-10-05 | 1997-04-30 | 富士写真フイルム株式会社 | 直接ポジカラー画像形成方法 |
| JPH0786665B2 (ja) * | 1988-05-06 | 1995-09-20 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
| JPH0786666B2 (ja) * | 1988-05-11 | 1995-09-20 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE603747A (en, 2012) * | 1960-05-13 | |||
| US4030925A (en) * | 1975-08-06 | 1977-06-21 | Eastman Kodak Company | Photographic compositions and elements including internal latent image silver halide grains and acylhydrazinophenylthiourea nucleating agents therefor |
| JPS5952820B2 (ja) * | 1979-11-06 | 1984-12-21 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
-
1980
- 1980-11-19 JP JP55162967A patent/JPS60660B2/ja not_active Expired
-
1981
- 1981-11-17 DE DE19813145603 patent/DE3145603A1/de active Granted
- 1981-11-17 US US06/322,137 patent/US4374923A/en not_active Expired - Lifetime
- 1981-11-18 BE BE0/206580A patent/BE891166A/fr not_active IP Right Cessation
- 1981-11-19 GB GB8134953A patent/GB2089057B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE3145603A1 (de) | 1982-07-15 |
| JPS5786829A (en) | 1982-05-31 |
| US4374923A (en) | 1983-02-22 |
| GB2089057B (en) | 1984-08-01 |
| GB2089057A (en) | 1982-06-16 |
| BE891166A (fr) | 1982-03-16 |
| JPS60660B2 (ja) | 1985-01-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8125 | Change of the main classification |
Ipc: G03C 1/485 |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |