DE1284292C2 - Einkomponentendiazotypiematerial - Google Patents
EinkomponentendiazotypiematerialInfo
- Publication number
- DE1284292C2 DE1284292C2 DE19611284292 DE1284292A DE1284292C2 DE 1284292 C2 DE1284292 C2 DE 1284292C2 DE 19611284292 DE19611284292 DE 19611284292 DE 1284292 A DE1284292 A DE 1284292A DE 1284292 C2 DE1284292 C2 DE 1284292C2
- Authority
- DE
- Germany
- Prior art keywords
- diazo
- diazotype
- component
- compounds
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000463 material Substances 0.000 title claims description 14
- 150000008049 diazo compounds Chemical class 0.000 claims description 35
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 150000001450 anions Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000007788 liquid Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- 239000000987 azo dye Substances 0.000 description 17
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Substances SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 230000002378 acidificating effect Effects 0.000 description 10
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 10
- 229910052801 chlorine Inorganic materials 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- -1 diethoxyphenyl Chemical group 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 230000001235 sensitizing effect Effects 0.000 description 7
- 125000001309 chloro group Chemical group Cl* 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 5
- 230000000007 visual effect Effects 0.000 description 5
- 239000011592 zinc chloride Substances 0.000 description 5
- 235000005074 zinc chloride Nutrition 0.000 description 5
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 4
- 229960001553 phloroglucinol Drugs 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- 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
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 description 3
- 230000000740 bleeding effect Effects 0.000 description 3
- 239000000460 chlorine Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 3
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000011975 tartaric acid Substances 0.000 description 3
- 235000002906 tartaric acid Nutrition 0.000 description 3
- BNJMRELGMDUDDB-UHFFFAOYSA-N $l^{1}-sulfanylbenzene Chemical compound [S]C1=CC=CC=C1 BNJMRELGMDUDDB-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 206010034960 Photophobia Diseases 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 208000013469 light sensitivity Diseases 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- VWGNFIQXBYRDCH-UHFFFAOYSA-N 1,4-diethoxybenzene Chemical compound CCOC1=CC=C(OCC)C=C1 VWGNFIQXBYRDCH-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
- UECUPGFJVNJNQA-UHFFFAOYSA-N 2-phenylbenzenethiol Chemical compound SC1=CC=CC=C1C1=CC=CC=C1 UECUPGFJVNJNQA-UHFFFAOYSA-N 0.000 description 1
- ZXBDYBXBISDANG-UHFFFAOYSA-N 3-chloro-4-diazo-1,6-dimethyl-6-phenoxycyclohex-2-en-1-amine Chemical compound [N+](=[N-])=C1CC(C(N)(C=C1Cl)C)(C)OC1=CC=CC=C1 ZXBDYBXBISDANG-UHFFFAOYSA-N 0.000 description 1
- RPJXSEWHBJOABB-UHFFFAOYSA-N 5-diazo-1,4-diethoxy-2-(4-ethoxyphenyl)cyclohexa-1,3-diene Chemical group C1=C(OCC)C(=[N+]=[N-])CC(OCC)=C1C1=CC=C(OCC)C=C1 RPJXSEWHBJOABB-UHFFFAOYSA-N 0.000 description 1
- JSELEUMLYLIKFT-UHFFFAOYSA-N 5-diazo-1,4-dimethoxy-2-phenylcyclohexa-1,3-diene Chemical group C1=C(OC)C(=[N+]=[N-])CC(OC)=C1C1=CC=CC=C1 JSELEUMLYLIKFT-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 1
- INZHPMHKTDYNHW-UHFFFAOYSA-N [N+](=[N-])=C1CC(=C(C=C1OC)C1=C(C=CC(=C1)OC)OC)OC Chemical group [N+](=[N-])=C1CC(=C(C=C1OC)C1=C(C=CC(=C1)OC)OC)OC INZHPMHKTDYNHW-UHFFFAOYSA-N 0.000 description 1
- NHHPLVDUCRRDPO-UHFFFAOYSA-N [N+](=[N-])=C1CC(=C(C=C1OCCC)C1=CC=C(C=C1)OC)OCCC Chemical group [N+](=[N-])=C1CC(=C(C=C1OCCC)C1=CC=C(C=C1)OC)OCCC NHHPLVDUCRRDPO-UHFFFAOYSA-N 0.000 description 1
- LOMRUHZHUKRQHH-UHFFFAOYSA-N [N+](=[N-])=C1CC(=C(N(C2CCCCC2)C)C=C1Cl)OC1=CC=CC=C1 Chemical compound [N+](=[N-])=C1CC(=C(N(C2CCCCC2)C)C=C1Cl)OC1=CC=CC=C1 LOMRUHZHUKRQHH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QCOAPBRVQHMEPF-UHFFFAOYSA-N bis(2-methylpropyl) butanedioate Chemical compound CC(C)COC(=O)CCC(=O)OCC(C)C QCOAPBRVQHMEPF-UHFFFAOYSA-N 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 235000015115 caffè latte Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- PPHQUIPUBYPZLD-UHFFFAOYSA-N n-ethyl-n-methylaniline Chemical compound CCN(C)C1=CC=CC=C1 PPHQUIPUBYPZLD-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000010421 pencil drawing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical group O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc 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
- G03C1/00—Photosensitive materials
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/54—Diazonium salts or diazo anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL233064 | 1958-11-10 | ||
| NL249191 | 1960-03-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1284292C2 true DE1284292C2 (de) | 1974-10-17 |
| DE1284292B DE1284292B (de) | 1974-10-17 |
Family
ID=19752211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19611284292 Expired DE1284292C2 (de) | 1958-11-10 | 1961-02-28 | Einkomponentendiazotypiematerial |
Country Status (6)
| Country | Link |
|---|---|
| CH (1) | CH436981A (cs) |
| DE (1) | DE1284292C2 (cs) |
| FR (1) | FR80414E (cs) |
| GB (1) | GB919812A (cs) |
| NL (2) | NL249191A (cs) |
| SE (1) | SE317871B (cs) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4343884A (en) * | 1980-12-29 | 1982-08-10 | Andrews Paper & Chemical Co., Inc. | Diazotype developing process and acidic developer with amine base salt |
-
0
- NL NL104269D patent/NL104269C/xx active
- NL NL249191D patent/NL249191A/xx unknown
-
1961
- 1961-02-28 DE DE19611284292 patent/DE1284292C2/de not_active Expired
- 1961-02-28 GB GB735961A patent/GB919812A/en not_active Expired
- 1961-03-01 SE SE218061A patent/SE317871B/xx unknown
- 1961-03-03 CH CH262161A patent/CH436981A/de unknown
- 1961-03-03 FR FR854496A patent/FR80414E/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB919812A (en) | 1963-02-27 |
| NL104269C (cs) | |
| NL249191A (cs) | |
| CH436981A (de) | 1967-05-31 |
| DE1284292B (de) | 1974-10-17 |
| SE317871B (cs) | 1969-11-24 |
| FR80414E (fr) | 1963-04-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1015679B (de) | Einkomponenten-Diazotypiematerial, das wenigstens zwei lichtempfindliche Diazoverbindungen enthaelt | |
| DE906406C (de) | Verfahren zur Empfindlichkeitssteigerung von Diazo-Lichtpausschichten | |
| DE1068556B (cs) | ||
| DE1236331B (de) | Zweikomponenten-Diazotypiematerial | |
| DE1004919B (de) | Schwarz entwickelbares Diazotypiematerial | |
| DE1284292C2 (de) | Einkomponentendiazotypiematerial | |
| DE869007C (de) | Stabilisiertes Lichtpausmaterial fuer das Diazotypieverfahren | |
| DE1172952B (de) | Diazotypiematerial | |
| DE1289736B (de) | Lichtempfindliches Kopiermaterial, das als lichtempfindliche Substanz mindestens einDerivat des einseitig diazotierten p-Phenylendiamins mit einer Alkoxygruppe in m-Stellung zur Diazogruppe enthaelt | |
| DE1772072A1 (de) | Zur Zweitoriginal-Herstellung geeignetes,nassentwickelbares Diazotypierpapier | |
| DE1092767B (de) | Verfahren zur Herstellung von positiven Diazotypie-Kopien und fuer dieses Verfahren geeignetes lichtempfindliches Material | |
| DE871667C (de) | Diazotypieverfahren | |
| DE1622939C3 (de) | Wärmeentwickelbares Zweikomponenten-Diazotypiematerial | |
| DE810107C (de) | Lichtempfindliche Schichten fuer Diazotypien | |
| AT223475B (de) | Diazotypiematerial | |
| DE1597631C3 (de) | Verfahren zur Herstellung von Bildkopien | |
| DE1155331B (de) | Diazotypiematerial | |
| DE694078C (de) | Lichtempfindliche Schichten | |
| DE1572101A1 (de) | Diazotypieverfahren zur Herstellung negativer Kopien | |
| AT154911B (de) | Verfahren zur Herstellung von Diazolichtbildern. | |
| DE1927595C (de) | Zweikomponentendiazotypiematenal | |
| DE1597516C3 (de) | Lichtempfindliches Diazotypie-Material | |
| DE1472805C (de) | Diazotypiematerial | |
| DE2226532C2 (de) | Benzoldiazoniumverbindungen und ein mit diesen Verbindungen hergestelltes Diazotypiematerial | |
| DE1797636C3 (de) | Diazotypiematerial |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 |