DE2640659C2 - - Google Patents

Info

Publication number: DE2640659C2
Authority: DE; Germany
Prior art keywords: acid; compound; developer solution; optionally substituted; silver halide
Prior art date: 1975-09-11
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

Application number

DE2640659A

Other languages

German (de)

English (en)

Other versions

DE2640659A1 (de

Inventor

John Dr. Lenoir

Max Marly Ch Marthaler

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Ilford Imaging Switzerland GmbH

Original Assignee

Ciba Geigy AG

Priority date (The priority date 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 date listed.)

1975-09-11

Filing date

1976-09-09

Publication date

1988-02-18

1976-09-09 Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG

1977-03-17 Publication of DE2640659A1 publication Critical patent/DE2640659A1/de

1988-02-18 Application granted granted Critical

1988-02-18 Publication of DE2640659C2 publication Critical patent/DE2640659C2/de

Status Granted legal-status Critical Current

Links

-1 silver halide Chemical class 0.000 claims description 54
229910052709 silver Inorganic materials 0.000 claims description 43
239000004332 silver Substances 0.000 claims description 43
239000002253 acid Substances 0.000 claims description 30
239000000463 material Substances 0.000 claims description 22
150000001875 compounds Chemical class 0.000 claims description 19
239000000126 substance Substances 0.000 claims description 12
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 6
229910052760 oxygen Inorganic materials 0.000 claims description 6
239000001301 oxygen Substances 0.000 claims description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
125000000542 sulfonic acid group Chemical group 0.000 claims description 6
CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 claims description 5
159000000000 sodium salts Chemical class 0.000 claims description 5
229910052717 sulfur Inorganic materials 0.000 claims description 5
125000001931 aliphatic group Chemical group 0.000 claims description 4
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical group OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims description 4
125000005842 heteroatom Chemical group 0.000 claims description 4
125000000623 heterocyclic group Chemical group 0.000 claims description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
125000000547 substituted alkyl group Chemical group 0.000 claims description 4
125000004434 sulfur atom Chemical group 0.000 claims description 4
150000001768 cations Chemical class 0.000 claims description 3
125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
125000001118 alkylidene group Chemical group 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000002843 carboxylic acid group Chemical group 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 2
150000004764 thiosulfuric acid derivatives Chemical class 0.000 claims description 2
150000008116 organic polysulfides Chemical class 0.000 claims 2
239000000243 solution Substances 0.000 description 44
239000010410 layer Substances 0.000 description 37
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 19
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 16
239000000839 emulsion Substances 0.000 description 16
239000000975 dye Substances 0.000 description 14
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 13
LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 description 12
150000003839 salts Chemical class 0.000 description 12
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
238000004061 bleaching Methods 0.000 description 9
238000011161 development Methods 0.000 description 9
238000000034 method Methods 0.000 description 9
239000000203 mixture Substances 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
235000019260 propionic acid Nutrition 0.000 description 8
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 8
239000010802 sludge Substances 0.000 description 8
ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 7
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
JCORDFBSOCALKC-UHFFFAOYSA-N 3-(1-carboxypropan-2-yldisulfanyl)butanoic acid Chemical compound OC(=O)CC(C)SSC(C)CC(O)=O JCORDFBSOCALKC-UHFFFAOYSA-N 0.000 description 6
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 6
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 6
GUUVPOWQJOLRAS-UHFFFAOYSA-N diphenyl disulphide Natural products C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 5
150000002019 disulfides Chemical class 0.000 description 5
ZTVZLYBCZNMWCF-UHFFFAOYSA-N homocystine Chemical compound [O-]C(=O)C([NH3+])CCSSCCC([NH3+])C([O-])=O ZTVZLYBCZNMWCF-UHFFFAOYSA-N 0.000 description 5
230000008018 melting Effects 0.000 description 5
238000002844 melting Methods 0.000 description 5
239000000047 product Substances 0.000 description 5
BYUKOOOZTSTOOH-UHFFFAOYSA-N 2-(2-sulfoethyldisulfanyl)ethanesulfonic acid Chemical compound OS(=O)(=O)CCSSCCS(O)(=O)=O BYUKOOOZTSTOOH-UHFFFAOYSA-N 0.000 description 4
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
239000000654 additive Substances 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000005077 polysulfide Substances 0.000 description 4
229920001021 polysulfide Polymers 0.000 description 4
150000008117 polysulfides Polymers 0.000 description 4
238000012545 processing Methods 0.000 description 4
CETBSQOFQKLHHZ-UHFFFAOYSA-N Diethyl disulfide Chemical compound CCSSCC CETBSQOFQKLHHZ-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
108010010803 Gelatin Proteins 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
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
230000033228 biological regulation Effects 0.000 description 3
238000009835 boiling Methods 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
229920000159 gelatin Polymers 0.000 description 3
239000008273 gelatin Substances 0.000 description 3
235000019322 gelatine Nutrition 0.000 description 3
235000011852 gelatine desserts Nutrition 0.000 description 3
AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
239000001047 purple dye Substances 0.000 description 3
230000035945 sensitivity Effects 0.000 description 3
238000000926 separation method Methods 0.000 description 3
PODWXQQNRWNDGD-UHFFFAOYSA-L sodium thiosulfate pentahydrate Chemical compound O.O.O.O.O.[Na+].[Na+].[O-]S([S-])(=O)=O PODWXQQNRWNDGD-UHFFFAOYSA-L 0.000 description 3
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 3
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
239000001043 yellow dye Substances 0.000 description 3
UTDRPUGFHHVEDG-UHFFFAOYSA-N 2-(1-carboxylatoethyldisulfanyl)propanoate;hydron Chemical compound OC(=O)C(C)SSC(C)C(O)=O UTDRPUGFHHVEDG-UHFFFAOYSA-N 0.000 description 2
JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 2
QFQYZMGOKIROEC-UHFFFAOYSA-N 3-(1,3-benzodioxol-5-yl)prop-2-enoic acid Chemical compound OC(=O)C=CC1=CC=C2OCOC2=C1 QFQYZMGOKIROEC-UHFFFAOYSA-N 0.000 description 2
YCLSOMLVSHPPFV-UHFFFAOYSA-N 3-(2-carboxyethyldisulfanyl)propanoic acid Chemical compound OC(=O)CCSSCCC(O)=O YCLSOMLVSHPPFV-UHFFFAOYSA-N 0.000 description 2
QURCVMIEKCOAJU-UHFFFAOYSA-N 3-Hydroxy 4-Methoxy Cinnamic acid Chemical compound COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 2
YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 description 2
RQPNXPWEGVCPCX-UHFFFAOYSA-N 3-sulfanylbutanoic acid Chemical compound CC(S)CC(O)=O RQPNXPWEGVCPCX-UHFFFAOYSA-N 0.000 description 2
PSCXFXNEYIHJST-UHFFFAOYSA-N 4-phenylbut-3-enoic acid Chemical compound OC(=O)CC=CC1=CC=CC=C1 PSCXFXNEYIHJST-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
229910021612 Silver iodide Inorganic materials 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
235000011114 ammonium hydroxide Nutrition 0.000 description 2
229940101006 anhydrous sodium sulfite Drugs 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
244000052616 bacterial pathogen Species 0.000 description 2
239000004305 biphenyl Substances 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
230000008021 deposition Effects 0.000 description 2
KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 2
238000001035 drying Methods 0.000 description 2
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
SDNJNDFHCODQDQ-UHFFFAOYSA-N n-(2-ethylphenyl)-2-[[2-[(2-ethylphenyl)carbamoyl]phenyl]disulfanyl]benzamide Chemical compound CCC1=CC=CC=C1NC(=O)C1=CC=CC=C1SSC1=CC=CC=C1C(=O)NC1=CC=CC=C1CC SDNJNDFHCODQDQ-UHFFFAOYSA-N 0.000 description 2
150000008427 organic disulfides Chemical class 0.000 description 2
HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 2
JSSXHAMIXJGYCS-UHFFFAOYSA-N piperazin-4-ium-2-carboxylate Chemical compound OC(=O)C1CNCCN1 JSSXHAMIXJGYCS-UHFFFAOYSA-N 0.000 description 2
IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 description 2
229940043349 potassium metabisulfite Drugs 0.000 description 2
235000010263 potassium metabisulphite Nutrition 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 description 2
238000010992 reflux Methods 0.000 description 2
230000002441 reversible effect Effects 0.000 description 2
229940045105 silver iodide Drugs 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical class OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 2
NIONDZDPPYHYKY-SNAWJCMRSA-N (2E)-hexenoic acid Chemical compound CCC\C=C\C(O)=O NIONDZDPPYHYKY-SNAWJCMRSA-N 0.000 description 1
YTPQSLLEROSACP-YUMQZZPRSA-N (2R)-2-acetamido-3-[[(2R)-2-acetamido-2-carboxyethyl]disulfanyl]propanoic acid Chemical compound CC(=O)N[C@H](C(O)=O)CSSC[C@@H](C(O)=O)NC(C)=O YTPQSLLEROSACP-YUMQZZPRSA-N 0.000 description 1
AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 description 1
XNCRUNXWPDJHGV-BQYQJAHWSA-N (e)-2-methyl-3-phenylprop-2-enoic acid Chemical compound OC(=O)C(/C)=C/C1=CC=CC=C1 XNCRUNXWPDJHGV-BQYQJAHWSA-N 0.000 description 1
WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical class NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
MZCQBVCLSIBFBG-UHFFFAOYSA-N 1-(1,6-disulfohexyldisulfanyl)hexane-1,6-disulfonic acid Chemical compound OS(=O)(=O)CCCCCC(S(O)(=O)=O)SSC(S(O)(=O)=O)CCCCCS(O)(=O)=O MZCQBVCLSIBFBG-UHFFFAOYSA-N 0.000 description 1
GGZHVNZHFYCSEV-UHFFFAOYSA-N 1-Phenyl-5-mercaptotetrazole Chemical class SC1=NN=NN1C1=CC=CC=C1 GGZHVNZHFYCSEV-UHFFFAOYSA-N 0.000 description 1
VEEPGIBHWRABJA-UHFFFAOYSA-N 1-benzyl-3,5-dimethylpyrazol-4-amine Chemical compound CC1=C(N)C(C)=NN1CC1=CC=CC=C1 VEEPGIBHWRABJA-UHFFFAOYSA-N 0.000 description 1
GQRWKGBOBWHKHP-UHFFFAOYSA-N 2,3,6-trimethylquinoxaline Chemical compound N1=C(C)C(C)=NC2=CC(C)=CC=C21 GQRWKGBOBWHKHP-UHFFFAOYSA-N 0.000 description 1
YPISROXAISJWDA-UHFFFAOYSA-N 2-(1-carboxypropyldisulfanyl)butanoic acid Chemical compound CCC(C(O)=O)SSC(CC)C(O)=O YPISROXAISJWDA-UHFFFAOYSA-N 0.000 description 1
YCEJYQOYODOSLO-UHFFFAOYSA-N 2-(1-sulfopropan-2-yldisulfanyl)propane-1-sulfonic acid Chemical compound OS(=O)(=O)CC(C)SSC(C)CS(O)(=O)=O YCEJYQOYODOSLO-UHFFFAOYSA-N 0.000 description 1
VZKRQCCMGBRZHG-UHFFFAOYSA-N 2-(2-carboxypropan-2-yldisulfanyl)-2-methylpropanoic acid Chemical compound OC(=O)C(C)(C)SSC(C)(C)C(O)=O VZKRQCCMGBRZHG-UHFFFAOYSA-N 0.000 description 1
COECWAWUNGBBKB-UHFFFAOYSA-N 2-(2-carboxypropan-2-yltrisulfanyl)-2-methylpropanoic acid Chemical compound OC(=O)C(C)(C)SSSC(C)(C)C(O)=O COECWAWUNGBBKB-UHFFFAOYSA-N 0.000 description 1
XSPWWUXIJGDXHO-UHFFFAOYSA-N 2-(2-sulfamoylethyldisulfanyl)ethanesulfonamide Chemical compound NS(=O)(=O)CCSSCCS(N)(=O)=O XSPWWUXIJGDXHO-UHFFFAOYSA-N 0.000 description 1
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
DLLMHEDYJQACRM-UHFFFAOYSA-N 2-(carboxymethyldisulfanyl)acetic acid Chemical compound OC(=O)CSSCC(O)=O DLLMHEDYJQACRM-UHFFFAOYSA-N 0.000 description 1
YYYOQURZQWIILK-UHFFFAOYSA-N 2-[(2-aminophenyl)disulfanyl]aniline Chemical compound NC1=CC=CC=C1SSC1=CC=CC=C1N YYYOQURZQWIILK-UHFFFAOYSA-N 0.000 description 1
KCCZGARGXZYYFY-UHFFFAOYSA-N 2-[(2-carboxyphenoxy)disulfanyl]oxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1OSSOC1=CC=CC=C1C(O)=O KCCZGARGXZYYFY-UHFFFAOYSA-N 0.000 description 1
SCWPNMHQRGNQHH-AATRIKPKSA-N 2-[(e)-2-carboxyethenyl]benzoic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1C(O)=O SCWPNMHQRGNQHH-AATRIKPKSA-N 0.000 description 1
RZCCJXPBBDSEOO-UHFFFAOYSA-N 2-amino-5-[2-(4-amino-3-carboxyphenyl)ethenyl]benzoic acid Chemical compound C1=C(C(O)=O)C(N)=CC=C1C=CC1=CC=C(N)C(C(O)=O)=C1 RZCCJXPBBDSEOO-UHFFFAOYSA-N 0.000 description 1
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
FLYIRERUSAMCDQ-UHFFFAOYSA-N 2-azaniumyl-2-(2-methylphenyl)acetate Chemical compound CC1=CC=CC=C1C(N)C(O)=O FLYIRERUSAMCDQ-UHFFFAOYSA-N 0.000 description 1
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239000007844 bleaching agent Substances 0.000 description 1
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239000004327 boric acid Substances 0.000 description 1
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239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
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239000003086 colorant Substances 0.000 description 1
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238000012937 correction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
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ZLCCLBKPLLUIJC-UHFFFAOYSA-L disodium tetrasulfane-1,4-diide Chemical compound [Na+].[Na+].[S-]SS[S-] ZLCCLBKPLLUIJC-UHFFFAOYSA-L 0.000 description 1
238000004821 distillation Methods 0.000 description 1
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FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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CCRCUPLGCSFEDV-BQYQJAHWSA-N methyl trans-cinnamate Chemical compound COC(=O)\C=C\C1=CC=CC=C1 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
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150000002894 organic compounds Chemical class 0.000 description 1
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239000003960 organic solvent Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
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239000011241 protective layer Substances 0.000 description 1
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230000002829 reductive effect Effects 0.000 description 1
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239000013049 sediment Substances 0.000 description 1
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GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical class [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
150000004763 sulfides Chemical class 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000012360 testing method Methods 0.000 description 1
150000003556 thioamides Chemical class 0.000 description 1
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150000003568 thioethers Chemical class 0.000 description 1
UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- 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
- G03C5/38—Fixing; Developing-fixing; Hardening-fixing
- G03C5/383—Developing-fixing, i.e. mono-baths
- 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
- G03C5/50—Reversal development; Contact processes

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Physics & Mathematics (AREA)
General Physics & Mathematics (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Silver Salt Photography Or Processing Solution Therefor (AREA)

DE19762640659 1975-09-11 1976-09-09 Photographisches entwicklungsverfahren Granted DE2640659A1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH1181475A CH595650A5 (ja)	1975-09-11	1975-09-11

Publications (2)

Publication Number	Publication Date
DE2640659A1 DE2640659A1 (de)	1977-03-17
DE2640659C2 true DE2640659C2 (ja)	1988-02-18

Family

ID=4377133

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19762640659 Granted DE2640659A1 (de)	1975-09-11	1976-09-09	Photographisches entwicklungsverfahren

Country Status (10)

Country	Link
JP (1)	JPS5236029A (ja)
AU (1)	AU505621B2 (ja)
BE (1)	BE846039A (ja)
CA (1)	CA1086544A (ja)
CH (1)	CH595650A5 (ja)
DE (1)	DE2640659A1 (ja)
FR (1)	FR2324028A1 (ja)
GB (1)	GB1556455A (ja)
NL (1)	NL7609970A (ja)
ZA (1)	ZA765437B (ja)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH641281A5 (de) *	1978-03-31	1984-02-15	Ciba Geigy Ag	Organische schwefelverbindungen enthaltende photographische entwicklerloesungen.
JP2631568B2 (ja) *	1989-01-19	1997-07-16	富士写真フイルム株式会社	ハロゲン化銀写真感光材料用の処理液および処理方法
JP2876078B2 (ja) *	1989-07-20	1999-03-31	富士写真フイルム株式会社	ハロゲン化銀感光材料の現像処理方法
JPH0355541A (ja) *	1989-07-25	1991-03-11	Fuji Photo Film Co Ltd	ハロゲン化銀感光材料の現像処理方法
JPH0429135A (ja) *	1990-05-24	1992-01-31	Fuji Photo Film Co Ltd	現像処理剤組成物
US5660972A (en) *	1994-03-16	1997-08-26	Mitsubishi Paper Mills Limited	Method for photographic development using a filter to inhibit occurrence of silver sludges
US5840471A (en)	1996-10-02	1998-11-24	Konica Corporation	Method for processing silver halide photographic light-sensitive material
AU2018305726B2 (en)	2017-07-26	2022-09-15	The University Of Queensland	Disulfide bond containing compounds and uses thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2453087A (en) *	1946-11-07	1948-11-02	Gen Aniline & Film Corp	Photographic developers containing tetrazolyl disulfides as antifogging agents
US3226232A (en) *	1963-05-16	1965-12-28	Gen Aniline & Film Corp	Fog reduction in silver halide emulsions with a diphenyldisulfide dicarboxylic acid
US3318701A (en) *	1964-10-21	1967-05-09	Technical Operations Inc	Photographic monobaths containing a dl 6-8 dithio-octanoic acid antisludging agent
US3447925A (en) *	1965-10-23	1969-06-03	Gaf Corp	Anti-fogging and anti-plumming disulfide compound for use in silver halide photographs
JPS4826136A (ja) *	1971-08-06	1973-04-05

1975
- 1975-09-11 CH CH1181475A patent/CH595650A5/xx not_active IP Right Cessation
1976
- 1976-09-08 NL NL7609970A patent/NL7609970A/xx not_active Application Discontinuation
- 1976-09-09 FR FR7627182A patent/FR2324028A1/fr active Granted
- 1976-09-09 DE DE19762640659 patent/DE2640659A1/de active Granted
- 1976-09-10 BE BE170490A patent/BE846039A/xx not_active IP Right Cessation
- 1976-09-10 AU AU17617/76A patent/AU505621B2/en not_active Expired
- 1976-09-10 GB GB37566/76A patent/GB1556455A/en not_active Expired
- 1976-09-10 ZA ZA765437A patent/ZA765437B/xx unknown
- 1976-09-10 CA CA260,912A patent/CA1086544A/en not_active Expired
- 1976-09-11 JP JP51109320A patent/JPS5236029A/ja active Granted

Also Published As

Publication number	Publication date
BE846039A (fr)	1977-03-10
DE2640659A1 (de)	1977-03-17
FR2324028A1 (fr)	1977-04-08
FR2324028B1 (ja)	1979-09-28
CA1086544A (en)	1980-09-30
JPS5646585B2 (ja)	1981-11-04
GB1556455A (en)	1979-11-28
JPS5236029A (en)	1977-03-19
ZA765437B (en)	1977-08-31
NL7609970A (nl)	1977-03-15
AU1761776A (en)	1978-03-16
AU505621B2 (en)	1979-11-29
CH595650A5 (ja)	1978-02-15

Legal Events

Date	Code	Title	Description
1979-04-12	OD	Request for examination
1985-09-12	8128	New person/name/address of the agent	Representative=s name: SCHWABE, H., DIPL.-ING. SANDMAIR, K., DIPL.-CHEM.
1988-02-18	D2	Grant after examination
1988-08-11	8364	No opposition during term of opposition
1990-03-29	8327	Change in the person/name/address of the patent owner	Owner name: ILFORD AG, FREIBURG/FRIBOURG, CH

Publication	Publication Date	Title
DE973160C (de)	1959-12-10	Photographisches Material mit einer Halogensilberschicht
DE1547640A1 (de)	1969-12-04	Verbessertes photographisches Material
DE3302741A1 (de)	1983-08-04	Farbbilderzeugungsverfahren
DE1124349B (de)	1962-02-22	Verfahren zur Sensibilisierung photographischer Emulsionen und zugehoerige sensibilisierte Emulsion
DE2439153A1 (de)	1975-02-27	Photographisches bleich-fixierbad
DE1472883A1 (de)	1969-01-09	Photographische Silberhalogenidemulsion
DE2640659C2 (ja)	1988-02-18
DE3008905A1 (de)	1980-09-18	Unbelichtete, nicht entwickelte farbphotographische silberhalogenidemulsion und farbentwicklerbad
DE2601779C2 (ja)	1989-05-03
DE884602C (de)	1953-06-11	Stabilisiertes photographisches Material
DE2738573C2 (ja)	1990-02-08
DE2601778A1 (de)	1976-07-29	Entwicklung von photographischen silberhalogenidemulsionen
DE2410914A1 (de)	1975-09-18	Einlagerungsverfahren
CH641281A5 (de)	1984-02-15	Organische schwefelverbindungen enthaltende photographische entwicklerloesungen.
AT351360B (de)	1979-07-25	Zubereitung zum entwickeln eines bildmaessig be- lichteten silberhalogenidhaltigen photo- graphischen materials
DE923891C (de)	1955-02-21	Verfahren zur Entwicklung photographischer Halogensilberemulsionen
DE2052698A1 (de)	1971-05-13	Verfahren zur Behandlung eines licht empfindlichen Silberhalogenidmatenals
DE1547902A1 (de)	1969-12-18	Lichtempfindliche photographische Zubereitung
DE2635518C2 (de)	1982-08-12	Verfahren zur Härtung von photographischer Gelatine und das dabei erhaltene photographische Aufzeichnungsmaterial
DE3001498A1 (de)	1981-07-23	Fotografisches material mit einem stabilisierungsmittel, verfahren zu dessen herstellung, ein entwicklungsverfahren, neue pyrazole, ein verfahren zu deren herstellung sowie zwischenprodukte
EP0001415A1 (de)	1979-04-18	Photographisches Umkehrverfahren mit chemischer Verschleierung, chemische Verschleierungsbäder und ihre Verwendung zur Herstellung photographischer Bilder
DE2335093A1 (de)	1974-01-31	Photographisches material
DE1547640C (de)	1972-09-21	Lichtempfindliches farbphotographisches Material
DE1904147C3 (de)	1976-12-02	Verfahren zur Herstellung photographischer Silberhalogenidemulsionen
DE1472883C (de)	1973-05-10	Stabilisiertes photographisches silberhalogenidhaltiges Aufzeichnungs material