US3261684A - Process and developer for developing exposed one-component diazotype materials - Google Patents
Process and developer for developing exposed one-component diazotype materials Download PDFInfo
- Publication number
- US3261684A US3261684A US220129A US22012962A US3261684A US 3261684 A US3261684 A US 3261684A US 220129 A US220129 A US 220129A US 22012962 A US22012962 A US 22012962A US 3261684 A US3261684 A US 3261684A
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- US
- United States
- Prior art keywords
- acid
- diazotype
- developing
- developer
- component
- 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
- 238000000034 method Methods 0.000 title claims description 25
- 239000000463 material Substances 0.000 title claims description 16
- 239000007788 liquid Substances 0.000 claims description 47
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 18
- 229960001553 phloroglucinol Drugs 0.000 claims description 18
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 17
- 230000008878 coupling Effects 0.000 claims description 14
- 238000010168 coupling process Methods 0.000 claims description 14
- 238000005859 coupling reaction Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 150000008049 diazo compounds Chemical class 0.000 claims description 13
- 239000000337 buffer salt Substances 0.000 claims description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 9
- PMUKAEUGVCXPDF-UAIGNFCESA-L dilithium;(z)-but-2-enedioate Chemical compound [Li+].[Li+].[O-]C(=O)\C=C/C([O-])=O PMUKAEUGVCXPDF-UAIGNFCESA-L 0.000 claims description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- SHPKCSFVQGSAJU-UAIGNFCESA-L dipotassium;(z)-but-2-enedioate Chemical compound [K+].[K+].[O-]C(=O)\C=C/C([O-])=O SHPKCSFVQGSAJU-UAIGNFCESA-L 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 239000002253 acid Substances 0.000 description 20
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- -1 alkaline earth metal salts Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 6
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 5
- 239000011592 zinc chloride Substances 0.000 description 5
- 235000005074 zinc chloride Nutrition 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000011976 maleic acid Chemical class 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 150000001450 anions Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000015165 citric acid Nutrition 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000011975 tartaric acid Substances 0.000 description 3
- 235000002906 tartaric acid Nutrition 0.000 description 3
- DWOXXMGPEQVGNI-UHFFFAOYSA-N 2,5-dimethylhexanedioic acid Chemical compound OC(=O)C(C)CCC(C)C(O)=O DWOXXMGPEQVGNI-UHFFFAOYSA-N 0.000 description 2
- MDAREDJKJZVTNO-UHFFFAOYSA-M 2-chloro-5-(4-chlorophenoxy)-4-(diethylamino)benzenediazonium chloride Chemical compound [Cl-].C(C)N(C1=CC(=C(C=C1OC1=CC=C(C=C1)Cl)[N+]#N)Cl)CC MDAREDJKJZVTNO-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000004280 Sodium formate Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Chemical class 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical compound [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
- 230000000694 effects Effects 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 2
- 235000019254 sodium formate Nutrition 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- CEGRHPCDLKAHJD-UHFFFAOYSA-N 1,1,1-propanetricarboxylic acid Chemical compound CCC(C(O)=O)(C(O)=O)C(O)=O CEGRHPCDLKAHJD-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- IKQCSJBQLWJEPU-UHFFFAOYSA-N 2,5-dihydroxybenzenesulfonic acid Chemical compound OC1=CC=C(O)C(S(O)(=O)=O)=C1 IKQCSJBQLWJEPU-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
- CCYLZRBAFOHVRE-UHFFFAOYSA-M 2-chloro-5-(4-chlorophenoxy)-4-(dimethylamino)benzenediazonium;chloride Chemical compound [Cl-].CN(C)C1=CC(Cl)=C([N+]#N)C=C1OC1=CC=C(Cl)C=C1 CCYLZRBAFOHVRE-UHFFFAOYSA-M 0.000 description 1
- 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 1
- XDPDCZWGLJGMSE-UHFFFAOYSA-N 6-chloro-4-diazo-1,6-diethylcyclohex-2-en-1-amine Chemical compound [N+](=[N-])=C1CC(C(N)(C=C1)CC)(CC)Cl XDPDCZWGLJGMSE-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- QCOAPBRVQHMEPF-UHFFFAOYSA-N bis(2-methylpropyl) butanedioate Chemical class CC(C)COC(=O)CCC(=O)OCC(C)C QCOAPBRVQHMEPF-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 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
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
- VDUQSXJYBDIGFR-UHFFFAOYSA-N n-benzyl-4-diazo-n-ethylcyclohexa-1,5-dien-1-amine Chemical compound C=1CC(=[N+]=[N-])C=CC=1N(CC)CC1=CC=CC=C1 VDUQSXJYBDIGFR-UHFFFAOYSA-N 0.000 description 1
- 238000010421 pencil drawing Methods 0.000 description 1
- 125000002444 phloroglucinyl group Chemical group [H]OC1=C([H])C(O[H])=C(*)C(O[H])=C1[H] 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical class 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 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- DGSDBJMBHCQYGN-UHFFFAOYSA-N sodium;2-ethylhexyl hydrogen sulfate Chemical compound [Na+].CCCCC(CC)COS(O)(=O)=O DGSDBJMBHCQYGN-UHFFFAOYSA-N 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/18—Diazo-type processes, e.g. thermal development, or agents therefor
Definitions
- the invention relates to a process for developing diazotype copies according to the so-called semi-dry method, and to novel developer compositions for use in said process.
- the invention is more particularly concerned with a process, in which a thin layer of an acid-reacting, aqueous, buttered developing liquid, which contains phloroglucinol as the sole or as the principal coupling component, is spread over the surface of imagewise exposed one-component diazotype paper, which has been sensitized with a diazo compound of the formula:
- R and R are methyl or ethyl groups, and in which, when R is a methyl group, R may also be a cyclohexyl group, and Ar is a phenyl radical, or a phenyl radical carrying at most two substitutents.
- one-component diazotype material is normally developed according to the so-called thin-layer method.
- a thin layer of an aqueous buttered developing liquid is uniformly spread over the light-sensitive side, and, in order to promote the flatness of the developed copies, often also over the non-light-sensitive side of the i magewise exposed diazotype material.
- the quantity of developing liquid applied on one side of the diazotype material is normally expressed in the number of grams of liquid per m? of material. If the quantity is small, such as 6-9 g./m. the developing method is called semi-wet or semi-dry.
- Developing liquids which are suitable for this method have to be very reactive, which means that they have to neutralize rapidly the acid that is present in the diazotype material and the acid that is liberated in the azo-dyestuif formation, and they have to contain actively coupling azo components.
- an azo component is phloroglucinol.
- In practice use is made of Weakly acid and weakly alkaline developing liquids which contain phloroglucinol.
- the weakly acid developing liquids can be buttered with ammonium, alkali metal, or alkaline earth metal salts of weak acids such as formic acid, acetic acid, succinic acid, malic acid, citric acid, tartaric acid, benzoic acid, phenylamido acetic acid, molybdic acid, tungstic acid, stannic acid, phosphoric acid, phthalic acid, glutaric acid, adipic acid, fi-methyladipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, isosebacic acid, antidimethylsuccinic acid, aspartic acid, glutamic acid, itaconic acid, Z-ethyI-suberic acid, 2,5-dimethyladipic acid, and propane tricarboxylic acid. See British patent specification 425,- 235 and British patent application 31,362/60.
- the weakly acid developing liquids applied in practice have a pH between 5 and 7 and generally have very good keeping qualities. They are used for developing diazotype materials which have been sensitized with a very actively coupling diazo compound, such as pdiazo-2,5- dicthoxybenzoylamidobenzene, p diazo 2,5 diethoxy- (4-methyl)-phenylmercaptobenzene, and p-diazo-2,5-diethoxy (4 methoxy) phenylbenzene. They are not suitable for the development of diazotype materials which have been sensitized with less actively coupling diazo com pounds, because in that case the coupling of the phloroglucinol with the diazo compound takes place so slowly that complete development is not obtained.
- a very actively coupling diazo compound such as pdiazo-2,5- dicthoxybenzoylamidobenzene, p diazo 2,5 diethoxy- (4-methyl)-phenylmercaptobenzene, and
- the keeping qualities of the weakly alkaline developing liquids containing pholorglucinol are not nearly so good. Their pH lies between 7 and 10.
- As buffer salts for these developing liquids the alkali metal salts of acetic acid, propionic acid, adipic acid, citric acid, maleic acid, phthalic acid, carbonic acid, phosphoric acid, and boric acid have been proposed. In practice carbonate, phosphate, and borate buffers are mainly used in the weakly alkaline developing liquids.
- the weakly alkaline developing liquids are used to develop diazotype materials which contain rather slowly coupling diazo compounds, such as p-diazo-N-ethyl-N- benzylaniline and p-diazo-o-chloro-diethylaniline.
- British patent application 37,797/59 and British patent application 7,359/ 61 describe diazotype papers which have been sensitized with diazo compounds according to the formula OAr in which X is an anion or anionic group, R and R are methyl or ethyl groups, and in which, when R is a methyl group, R may be a cyclohexyl radical, and Ar is a phenyl radical or a phenyl radical carrying at most 2 substituents.
- diazotype papers are very interesting because of their great light-sensitivity and the possibility of developing them With a Weakly acid phloroglucinol developer according to the thin layer method, in which they yield, both in the non-exposed and in the partly exposed portions, azo-dyestuiis with the same colour Without any inconvenient additional shade.
- a Weakly acid phloroglucinol developer according to the thin layer method in which they yield, both in the non-exposed and in the partly exposed portions, azo-dyestuiis with the same colour Without any inconvenient additional shade.
- weakly acid developing liquids containing phloroglucinol which have been buffered with formate, benzoate, citrate, they develop into black azo-dyestutfs, but the development often proceeds slowly and/or incompletely.
- the diazotype paper has to be heated after the application of the thin layer of developing liquid in order to ensure a fast and, at the same time, complete development.
- This developing liquid effects a distinctly faster and more complete development of these diazotype papers than the conventional weakly acid developing liquids, particularly also when its temperature is on the low side and the copies are not heated after the application of the developing liquid.
- the process according to the invention is very suitable for application in oflices using simple photo-printing machines. These machines are preferably equipped with a light-source that can be switched on and off at any time.
- Suitable light-sources of this kind are actinically fluorescent low-pressure mercury vapour lamps, which, how ever, do not have a particularly great luminous intensity. In machines equipped with such lamps, very light-sensitive materials are therefore preferably used.
- the diazotype papers which are used in the process according to the invention are very light-sensitive and have reasonable keeping qualities.
- the developing liquid too has good keeping qualities. Moreover it has a lesser tendency to dry up in the developing machines, as compared with the conventional weakly acid developing liquids, which often form inconvenient crystal crusts. All this prevents fouling of the machines and is very important if the developing liquid is used in a developing device with liquid-applying rollers provided with capillary grooves according to British patent specification 544,882.
- Developing liquids according to the present invention may be prepared by dissolving in water, besides the usual substances such as the azo component, reducing agents such as thiourea, stabilizers such as hydroquinone monosulphonic acid, wetting agents, substances which counteract the discoloration of the developing liquid, such as a very small quantity (5% of the total quantity of buffer salt for instance,) of sec. alkali phosphate, the desired quantity of maleic acid or maleic anhydride and then adjusting the pH of the liquid to the correct value with potassium hydroxide solution or lithium hydroxide solution.
- the azo component such as thiourea
- stabilizers such as hydroquinone monosulphonic acid
- wetting agents such as a very small quantity (5% of the total quantity of buffer salt for instance,) of sec. alkali phosphate, the desired quantity of maleic acid or maleic anhydride and then adjusting the pH of the liquid to the correct value with potassium hydroxide solution or lithium hydroxide solution.
- the developer may contain a relatively small quantity of one or more other buffer salts. These can be added as such, but the acids forming such buffer salts can also be used.
- the developer may be formulated as a ready-for-use liquid, or in the form of powder mixtures or tablets, which have to be dissolved in the requisite quantity of water before use.
- Example 1 White base-paper of weight g./m. and suitable for the diazotype process is sensitized with a solution of:
- the light-sensitive side of a sheet of the diazotype paper is covered with a sheet of tracing-paper, on which a pencil drawing has been made, and exposed in a printer equipped with actinically fluorescent low-pressure mercury vapour lamps.
- the latent diazotype copy obtained is developed according to the semi-dry method by applying on the image side a layer of 9 g./m. of a deveolping liquid of the following composition:
- the developer has excellent keeping qualities. With a conventional acid developer with an equivalent quantity of sodium formate, which has the same pH, the paper is developed markedly less rapidly and completely, especially when the temperature of the developing liquid is on the low side.
- Example II White base-paper of weight 80 g./m. and suitable for the diazotype process is sensitized with a solution of:
- a sheet of the diazotype paper is imagewise exposed as described in Example I. The endpoint of the exposure is soon reached.
- the latent diazotype copy thus obtained is developed according to the semi-wet method by applying on the image side a layer of approximately 8 g./m. of a developing liquid of the following composition:
- the developing liquid has a pH of 6.8 and a temperature of 18 C. This is also the temperature of the room.
- the azo-dyestuff has a fine black colour and does not show any oil-shades.
- the developer dries very slowly on the parts of the developing device which are moistened with it.
- a conventional acid developer of the same temperature (18 C.) such as that described in Example II of British patent application 7,359/61, the image also soon becomes visible.
- the pH of that developer has also been adjusted to 6.8.
- the copies consequently are rather faint.
- This developer dries much faster in the developing device, While inconvenient crystals are formed.
- Example III White base-paper of Weight 80 g./m. and suitable for the diazotype process is sensitized with a solution of:
- the copy is developed rapidly and completely, the image becoming visible immediately after the application of the developer.
- the azo-dyestuff is black and does not show any oiT-shades.
- the developer has very good keeping qualities and does not give any difiiculties with respect to crystallization.
- R and R are selected from the class consisting of methyl groups, ethyl groups, a methyl group and an ethyl group, and a methyl group and a cyclohexyl group
- Ar is a phenyl radical carrying at most two substituents, a thin layer of an acid-reacting, aqueous, buttered developing liquid, which contains phloroglucinol as at least the principal coupling component, and which contains alkali metal maleate selected from the class consisting of potassium maleate, lithium maleate and mixtures thereof as the principal bufier salt and has a pH between 6.5 and 7.
- a developer composition for one-component diazotype material which comprises phloroglucinol as at least the principal coupling component, which contains as the principal buffer salt alkali metal maleate selected from the class consisting of potassium maleate, lithium maleate and mixtures thereof and which has in aqueous solution a pH of 6.5 to 7.
- a developer composition for one-component diazotype material which comprises phloroglucinol as at least the principal coupling component, which contains dipotassium maleate as the principal butter salt and which has in aqueous solution a pH of 6.5 to 7.
- a developer composition for one-component diazotype material which comprises phloroglucinol as at least the principal coupling component, which contains dilithium maleate as the principal buffer salt and which has in aqueous solution a pH of 6.5 to 7.
- a developer composition for one-component diazotype material which comprises phloroglucinol as at least the principal coupling component, which contains as the principal bufier salt a mixture of dipotassium and dilithium maleates and which has in aqueous solution a pH of 6.5 to 7.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL268816 | 1961-08-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3261684A true US3261684A (en) | 1966-07-19 |
Family
ID=19753263
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US220129A Expired - Lifetime US3261684A (en) | 1961-08-31 | 1962-08-29 | Process and developer for developing exposed one-component diazotype materials |
Country Status (6)
Country | Link |
---|---|
US (1) | US3261684A (enrdf_load_stackoverflow) |
CH (1) | CH425462A (enrdf_load_stackoverflow) |
FR (1) | FR1378466A (enrdf_load_stackoverflow) |
GB (2) | GB957837A (enrdf_load_stackoverflow) |
NL (1) | NL268816A (enrdf_load_stackoverflow) |
SE (1) | SE315796B (enrdf_load_stackoverflow) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2325579A1 (de) * | 1972-05-26 | 1973-12-13 | Oce Van Der Grinten Nv | Verfahren und vorrichtung zur herstellung von diazotypiekopien |
US4043816A (en) * | 1972-05-26 | 1977-08-23 | Oce-Van Der Grinten N.V. | Photographic process for making diazotype copies utilizing small quantity of liquid developer |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1292607A (en) * | 1968-12-28 | 1972-10-11 | Ricoh Kk | Improvements in and relating to heat-developable light-sensitive material |
US4147545A (en) * | 1972-11-02 | 1979-04-03 | Polychrome Corporation | Photolithographic developing composition with organic lithium compound |
DE2628094A1 (de) * | 1975-06-30 | 1977-01-27 | Ricoh Kk | Nassentwickler zum entwickeln von zweikomponenten-diazotypiematerialien |
US4286041A (en) | 1976-12-10 | 1981-08-25 | Oce-Van Der Grinten | Composition and process for developing diazotype material |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB425235A (en) * | 1933-09-11 | 1935-03-11 | Werner Paul Leuch | Improvements in or relating to the production of photographic diazotype prints |
US2037542A (en) * | 1933-02-18 | 1936-04-14 | Kalle & Co Ag | Light sensitive materials containing light sensitive diazo compounds |
US2405523A (en) * | 1944-08-09 | 1946-08-06 | Du Pont | Light-sensitive photographic compositions and elements |
US2597306A (en) * | 1949-10-05 | 1952-05-20 | Little Inc A | Printing process wherein an alkaline substance passing through stencil openings effects coupling of an azo dye in situ |
US2657137A (en) * | 1947-07-14 | 1953-10-27 | Grinten Chem L V D | Developer for the positive diazotype-process containing a borate, a polyhydroxy alcohol, and a coupler component |
FR1122651A (fr) * | 1955-02-28 | 1956-09-11 | Cie Francaise De Transformatio | Révélateurs pour couches sensibles dites diazotypes |
-
0
- NL NL268816D patent/NL268816A/xx unknown
-
1962
- 1962-08-22 GB GB32338/62A patent/GB957837A/en not_active Expired
- 1962-08-29 US US220129A patent/US3261684A/en not_active Expired - Lifetime
- 1962-08-29 SE SE9374/62A patent/SE315796B/xx unknown
- 1962-08-30 CH CH1033762A patent/CH425462A/de unknown
- 1962-12-19 GB GB47920/62A patent/GB961515A/en not_active Expired
-
1963
- 1963-12-17 FR FR957418A patent/FR1378466A/fr not_active Expired
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2037542A (en) * | 1933-02-18 | 1936-04-14 | Kalle & Co Ag | Light sensitive materials containing light sensitive diazo compounds |
GB425235A (en) * | 1933-09-11 | 1935-03-11 | Werner Paul Leuch | Improvements in or relating to the production of photographic diazotype prints |
US2113944A (en) * | 1933-09-11 | 1938-04-12 | Dietzgen Eugene Co | Production of photographic diazotype prints |
US2405523A (en) * | 1944-08-09 | 1946-08-06 | Du Pont | Light-sensitive photographic compositions and elements |
US2657137A (en) * | 1947-07-14 | 1953-10-27 | Grinten Chem L V D | Developer for the positive diazotype-process containing a borate, a polyhydroxy alcohol, and a coupler component |
US2597306A (en) * | 1949-10-05 | 1952-05-20 | Little Inc A | Printing process wherein an alkaline substance passing through stencil openings effects coupling of an azo dye in situ |
FR1122651A (fr) * | 1955-02-28 | 1956-09-11 | Cie Francaise De Transformatio | Révélateurs pour couches sensibles dites diazotypes |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2325579A1 (de) * | 1972-05-26 | 1973-12-13 | Oce Van Der Grinten Nv | Verfahren und vorrichtung zur herstellung von diazotypiekopien |
US4043816A (en) * | 1972-05-26 | 1977-08-23 | Oce-Van Der Grinten N.V. | Photographic process for making diazotype copies utilizing small quantity of liquid developer |
Also Published As
Publication number | Publication date |
---|---|
FR1378466A (fr) | 1964-11-13 |
GB961515A (en) | 1964-06-24 |
GB957837A (en) | 1964-05-13 |
CH425462A (de) | 1966-11-30 |
NL268816A (enrdf_load_stackoverflow) | |
SE315796B (enrdf_load_stackoverflow) | 1969-10-06 |
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