DE2758898C2 - - Google Patents
Info
- Publication number
- DE2758898C2 DE2758898C2 DE2758898A DE2758898A DE2758898C2 DE 2758898 C2 DE2758898 C2 DE 2758898C2 DE 2758898 A DE2758898 A DE 2758898A DE 2758898 A DE2758898 A DE 2758898A DE 2758898 C2 DE2758898 C2 DE 2758898C2
- Authority
- DE
- Germany
- Prior art keywords
- compound
- general formula
- polyalkylene oxide
- silver halide
- mol
- 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 78
- 150000001875 compounds Chemical class 0.000 claims description 41
- 229910052709 silver Inorganic materials 0.000 claims description 36
- 239000004332 silver Substances 0.000 claims description 36
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 26
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 50
- 239000000839 emulsion Substances 0.000 description 29
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 229920001515 polyalkylene glycol Polymers 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 230000035945 sensitivity Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229920000159 gelatin Polymers 0.000 description 7
- 235000019322 gelatine Nutrition 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 108010010803 Gelatin Proteins 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000008273 gelatin Substances 0.000 description 6
- 235000011852 gelatine desserts Nutrition 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- WSGURAYTCUVDQL-UHFFFAOYSA-N 5-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=C2NN=CC2=C1 WSGURAYTCUVDQL-UHFFFAOYSA-N 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 150000001266 acyl halides Chemical class 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
- 230000005070 ripening Effects 0.000 description 4
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 4
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- LNUFLCYMSVYYNW-ZPJMAFJPSA-N [(2r,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[(2r,3r,4s,5r,6r)-6-[[(3s,5s,8r,9s,10s,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-disulfo Chemical compound O([C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1[C@@H](COS(O)(=O)=O)O[C@H]([C@@H]([C@H]1OS(O)(=O)=O)OS(O)(=O)=O)O[C@@H]1C[C@@H]2CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)[C@H]1O[C@H](COS(O)(=O)=O)[C@@H](OS(O)(=O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O LNUFLCYMSVYYNW-ZPJMAFJPSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 150000002429 hydrazines Chemical class 0.000 description 3
- 239000012433 hydrogen halide Substances 0.000 description 3
- 229910000039 hydrogen halide Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000004848 polyfunctional curative Substances 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 3
- XAMBIJWZVIZZOG-UHFFFAOYSA-N (4-methylphenyl)hydrazine Chemical compound CC1=CC=C(NN)C=C1 XAMBIJWZVIZZOG-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 2
- AXCGIKGRPLMUDF-UHFFFAOYSA-N 2,6-dichloro-1h-1,3,5-triazin-4-one;sodium Chemical compound [Na].OC1=NC(Cl)=NC(Cl)=N1 AXCGIKGRPLMUDF-UHFFFAOYSA-N 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
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910001961 silver nitrate Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 2
- 235000019345 sodium thiosulphate Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 description 1
- DBCKMJVEAUXWJJ-UHFFFAOYSA-N 2,3-dichlorobenzene-1,4-diol Chemical compound OC1=CC=C(O)C(Cl)=C1Cl DBCKMJVEAUXWJJ-UHFFFAOYSA-N 0.000 description 1
- GPASWZHHWPVSRG-UHFFFAOYSA-N 2,5-dimethylbenzene-1,4-diol Chemical compound CC1=CC(O)=C(C)C=C1O GPASWZHHWPVSRG-UHFFFAOYSA-N 0.000 description 1
- HIGSPBFIOSHWQG-UHFFFAOYSA-N 2-Isopropyl-1,4-benzenediol Chemical compound CC(C)C1=CC(O)=CC=C1O HIGSPBFIOSHWQG-UHFFFAOYSA-N 0.000 description 1
- REFDOIWRJDGBHY-UHFFFAOYSA-N 2-bromobenzene-1,4-diol Chemical compound OC1=CC=C(O)C(Br)=C1 REFDOIWRJDGBHY-UHFFFAOYSA-N 0.000 description 1
- GPZXFICWCMCQPF-UHFFFAOYSA-N 2-methylbenzoyl chloride Chemical compound CC1=CC=CC=C1C(Cl)=O GPZXFICWCMCQPF-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
- NAZBCWLFUCLHPH-UHFFFAOYSA-N 3-ethyl-5-nitro-2h-indazole Chemical compound C1=C([N+]([O-])=O)C=C2C(CC)=NNC2=C1 NAZBCWLFUCLHPH-UHFFFAOYSA-N 0.000 description 1
- FWOPJXVQGMZKEP-UHFFFAOYSA-N 3-methyl-2h-indazole Chemical compound C1=CC=CC2=C(C)NN=C21 FWOPJXVQGMZKEP-UHFFFAOYSA-N 0.000 description 1
- ZGDNJFXKELMVLS-UHFFFAOYSA-N 3-methyl-5-nitro-2h-indazole Chemical compound C1=CC([N+]([O-])=O)=CC2=C(C)NN=C21 ZGDNJFXKELMVLS-UHFFFAOYSA-N 0.000 description 1
- FUNWSYKLFDLUIZ-UHFFFAOYSA-N 3-methyl-6-nitro-2h-indazole Chemical compound C1=C([N+]([O-])=O)C=CC2=C(C)NN=C21 FUNWSYKLFDLUIZ-UHFFFAOYSA-N 0.000 description 1
- OWIRCRREDNEXTA-UHFFFAOYSA-N 3-nitro-1h-indazole Chemical compound C1=CC=C2C([N+](=O)[O-])=NNC2=C1 OWIRCRREDNEXTA-UHFFFAOYSA-N 0.000 description 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 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
- ORZRMRUXSPNQQL-UHFFFAOYSA-N 6-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=C2C=NNC2=C1 ORZRMRUXSPNQQL-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 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 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- ZEUDGVUWMXAXEF-UHFFFAOYSA-L bromo(chloro)silver Chemical compound Cl[Ag]Br ZEUDGVUWMXAXEF-UHFFFAOYSA-L 0.000 description 1
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- AJPXTSMULZANCB-UHFFFAOYSA-N chlorohydroquinone Chemical compound OC1=CC=C(O)C(Cl)=C1 AJPXTSMULZANCB-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- MQRJBSHKWOFOGF-UHFFFAOYSA-L disodium;carbonate;hydrate Chemical compound O.[Na+].[Na+].[O-]C([O-])=O MQRJBSHKWOFOGF-UHFFFAOYSA-L 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 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
- 150000002576 ketones Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229940076133 sodium carbonate monohydrate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- UOULCEYHQNCFFH-UHFFFAOYSA-M sodium;hydroxymethanesulfonate Chemical compound [Na+].OCS([O-])(=O)=O UOULCEYHQNCFFH-UHFFFAOYSA-M 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/30—Developers
- G03C5/3021—Developers with oxydisable hydroxyl or amine groups linked to an aromatic ring
-
- 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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/305—Additives other than developers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP52104012A JPS589412B2 (ja) | 1977-08-30 | 1977-08-30 | ハロゲン化銀写真感光材料の現像方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2758898A1 DE2758898A1 (de) | 1979-03-15 |
| DE2758898C2 true DE2758898C2 (en:Method) | 1992-04-02 |
Family
ID=14369343
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772758898 Granted DE2758898A1 (de) | 1977-08-30 | 1977-12-30 | Verfahren zur entwicklung photographischer lichtempfindlicher silberhalogenidmaterialien |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4221857A (en:Method) |
| JP (1) | JPS589412B2 (en:Method) |
| BE (1) | BE870045A (en:Method) |
| CA (1) | CA1134664A (en:Method) |
| DE (1) | DE2758898A1 (en:Method) |
| FR (1) | FR2402229A1 (en:Method) |
| GB (1) | GB1581965A (en:Method) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5814664B2 (ja) * | 1976-12-30 | 1983-03-22 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料の処理方法 |
| DE3023099A1 (de) * | 1979-06-21 | 1981-01-08 | Fuji Photo Film Co Ltd | Verfahren zur bildung eines negativen punktbildes |
| JPS5650330A (en) * | 1979-10-02 | 1981-05-07 | Fuji Photo Film Co Ltd | Photosensitive lithographic plate and its plate making method |
| JPS56153336A (en) * | 1980-04-30 | 1981-11-27 | Fuji Photo Film Co Ltd | Formation of photographic image |
| JPS58171036A (ja) * | 1982-03-25 | 1983-10-07 | Konishiroku Photo Ind Co Ltd | 写真画像の形成方法 |
| JPS58173737A (ja) * | 1982-04-05 | 1983-10-12 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料および画像形成方法 |
| EP0107488A3 (en) * | 1982-10-22 | 1984-06-27 | Konica Corporation | Silver halide emulsions |
| JPS5979251A (ja) * | 1982-10-29 | 1984-05-08 | Konishiroku Photo Ind Co Ltd | 写真現像組成物 |
| JPH0629943B2 (ja) * | 1983-10-31 | 1994-04-20 | 富士写真フイルム株式会社 | 画像形成方法 |
| JPS60200250A (ja) * | 1984-03-23 | 1985-10-09 | Fuji Photo Film Co Ltd | 高コントラストネガ画像形成方法 |
| US4560638A (en) * | 1984-10-09 | 1985-12-24 | Eastman Kodak Company | Halftone imaging silver halide emulsions, photographic elements, and processes which employ novel arylhydrazides |
| IT1177232B (it) * | 1984-11-16 | 1987-08-26 | Minnesota Mining & Mfg | Procedimento per lo sviluppo ad alto contrasto di elementi fotografici e soluzione di sviluppo fotografica acquosa alcalina |
| JPS61122642A (ja) * | 1984-11-19 | 1986-06-10 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| JPS61140939A (ja) * | 1984-12-12 | 1986-06-28 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| DE3660522D1 (en) * | 1985-03-26 | 1988-09-15 | Agfa Gevaert Nv | A method of effecting high contrast development of a image-wise exposed photographic silver halide emulsion layer material |
| JPH0621919B2 (ja) * | 1985-03-28 | 1994-03-23 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
| JPS61255336A (ja) * | 1985-05-09 | 1986-11-13 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料及びそれを用いた超硬調ネガ画像形成方法 |
| 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 |
| US4997980A (en) * | 1985-09-26 | 1991-03-05 | Anitec Image Corporation | Ethanedioic acid hydrazide compounds suitable for use in high contrast photographic emulsions |
| EP0228084B1 (en) | 1985-12-25 | 1992-03-18 | Fuji Photo Film Co., Ltd. | Image forming process |
| JPS62152925A (ja) * | 1985-12-26 | 1987-07-07 | Katsumi Kijima | 速度制御機構 |
| US4987052A (en) * | 1986-04-08 | 1991-01-22 | Fuji Photo Film Co., Ltd. | Silver halide photographic material and method for forming superhigh contrast negative images using the same |
| IT1196972B (it) * | 1986-07-23 | 1988-11-25 | Minnesota Mining & Mfg | Composizioni di sviluppo fotografico per alogenuri d'argento e procedimento per la formazione di immagini fotografiche di argento |
| GB8707841D0 (en) * | 1987-04-02 | 1987-05-07 | Minnesota Mining & Mfg | Photographic materials |
| JPH01118832A (ja) * | 1987-11-02 | 1989-05-11 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| JP2684714B2 (ja) * | 1987-12-25 | 1997-12-03 | 大日本インキ化学工業株式会社 | ハロゲン化銀写真感光材料及びそれを用いる硬調写真画像の形成方法 |
| US5139921A (en) * | 1988-01-11 | 1992-08-18 | Fuji Photo Film Co., Ltd. | Process for forming super high contrast negative images |
| EP0329335A3 (en) * | 1988-02-12 | 1991-01-09 | Minnesota Mining And Manufacturing Company | Pattern free lithographic elements |
| US4975354A (en) * | 1988-10-11 | 1990-12-04 | Eastman Kodak Company | Photographic element comprising an ethyleneoxy-substituted amino compound and process adapted to provide high constrast development |
| EP0382455A1 (en) | 1989-02-07 | 1990-08-16 | Konica Corporation | High-contrast silver halide photographic material |
| EP0397167B1 (en) * | 1989-05-10 | 1996-03-13 | Fuji Photo Film Co., Ltd. | Method of forming images |
| CA2016774A1 (en) * | 1989-05-25 | 1990-11-25 | Takeshi Sampei | Silver halide photographic light-sensitive material |
| JP2704453B2 (ja) * | 1989-10-13 | 1998-01-26 | 富士写真フイルム株式会社 | ハロゲン化銀感光材料 |
| US5230983A (en) * | 1990-04-13 | 1993-07-27 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
| JPH0677138B2 (ja) * | 1990-12-27 | 1994-09-28 | 三菱製紙株式会社 | 画像形成方法 |
| US5232818A (en) * | 1991-07-25 | 1993-08-03 | Eastman Kodak Company | Nucleated high contrast photographic elements containing thioether compounds to inhibit pepper fog and restrain image spread |
| US5252426A (en) * | 1991-07-29 | 1993-10-12 | E. I. Du Pont De Nemours And Company | Mono- and difluoroacetylphenyl hydrazine compounds as silver halide adjuvants |
| US5196292A (en) * | 1991-10-17 | 1993-03-23 | Eastman Kodak Company | Nucleated high contrast photographic elements containing ballasted thioether isothioureas to inhibit pepper fog and restrain image spread |
| JP2824717B2 (ja) | 1992-07-10 | 1998-11-18 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料の処理方法 |
| EP0589460B1 (en) | 1992-09-24 | 2000-08-09 | Fuji Photo Film Co., Ltd. | Method for processing a black & white silver halide light-sensitive material |
| JPH07292848A (ja) * | 1994-04-26 | 1995-11-07 | Pilot Corp:The | 建築用パネル |
| DE69603344T2 (de) | 1995-11-14 | 2000-01-13 | Eastman Kodak Co., Rochester | Photopgraphische Hochkontrastmaterialien geschützt gegen Aufhelleffekte |
| EP0782042B1 (en) | 1995-12-27 | 1999-12-01 | Fuji Photo Film Co., Ltd. | Hydrazine compound and silver halide photographic photosensitive material comprising the same |
| US5770344A (en) | 1995-12-27 | 1998-06-23 | Fuji Photo Film Co., Ltd. | Silver halide photographic light-sensitive material |
| EP0848287A1 (en) | 1996-12-11 | 1998-06-17 | Imation Corp. | Photographic silver halide developer composition and process for forming photographic silver images |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2419975A (en) * | 1943-08-26 | 1947-05-06 | Eastman Kodak Co | Increasing speed and contrast of photographic emulsions |
| US2419974A (en) * | 1943-08-26 | 1947-05-06 | Eastman Kodak Co | Silver halide emulsions containing water-insoluble hydrazine derivatives |
| BE467711A (en:Method) * | 1945-02-24 | |||
| US2498418A (en) * | 1948-05-18 | 1950-02-21 | Gen Aniline & Film Corp | Production of azo dyestuff images from n-acyl-n-aryl hydrazine developers |
| US2892715A (en) * | 1954-07-01 | 1959-06-30 | Antioch College Of Yellow Spri | Antifoggant for photographic developers and solubilizing agent for hydrazines |
| FR1324814A (fr) * | 1962-06-13 | 1963-04-19 | Kodak Pathe | émulsions photographiques durcies et très contrastées à base de chlorure d'argent et procédé de traitement |
| GB1053538A (en:Method) * | 1963-02-22 | |||
| DE1199612B (de) * | 1964-03-05 | 1965-08-26 | Agfa Ag | Verfahren zur Stabilisierung photographischer Halogensilber-Emulsionen |
| GB1376600A (en) * | 1971-02-15 | 1974-12-04 | Agfa Gevaert | Photographic developer compositions |
| US3972719A (en) * | 1971-02-15 | 1976-08-03 | Agfa-Gevaert N.V. | Photographic developer compositions |
| US3730727A (en) * | 1971-03-11 | 1973-05-01 | Eastman Kodak Co | Photographic element comprising an aliphatic carboxylic acid aryl hydrazide and ascorbic acid |
| US3782949A (en) * | 1971-03-11 | 1974-01-01 | Eastman Kodak Co | Photographic element comprising a hydroxy substituted aliphatic carboxylic acid aryl hydrazide |
| JPS5115745B1 (en:Method) * | 1971-03-26 | 1976-05-19 | ||
| JPS56765B2 (en:Method) * | 1974-06-06 | 1981-01-09 | ||
| 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 |
-
1977
- 1977-08-30 JP JP52104012A patent/JPS589412B2/ja not_active Expired
- 1977-12-30 DE DE19772758898 patent/DE2758898A1/de active Granted
-
1978
- 1978-05-12 GB GB19373/78A patent/GB1581965A/en not_active Expired
- 1978-08-18 US US05/934,785 patent/US4221857A/en not_active Expired - Lifetime
- 1978-08-29 BE BE190127A patent/BE870045A/xx not_active IP Right Cessation
- 1978-08-29 CA CA000310252A patent/CA1134664A/en not_active Expired
- 1978-08-29 FR FR7824882A patent/FR2402229A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4221857A (en) | 1980-09-09 |
| FR2402229B1 (en:Method) | 1983-04-29 |
| GB1581965A (en) | 1980-12-31 |
| JPS5437732A (en) | 1979-03-20 |
| BE870045A (fr) | 1978-12-18 |
| DE2758898A1 (de) | 1979-03-15 |
| JPS589412B2 (ja) | 1983-02-21 |
| FR2402229A1 (fr) | 1979-03-30 |
| CA1134664A (en) | 1982-11-02 |
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