CH453886A - Verwendung von Cyaninfarbstoffen als optische Sensibilisatoren - Google Patents
Verwendung von Cyaninfarbstoffen als optische SensibilisatorenInfo
- Publication number
- CH453886A CH453886A CH160365A CH160365A CH453886A CH 453886 A CH453886 A CH 453886A CH 160365 A CH160365 A CH 160365A CH 160365 A CH160365 A CH 160365A CH 453886 A CH453886 A CH 453886A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- minutes
- thio
- heated
- ethyl
- Prior art date
Links
- 239000000975 dye Substances 0.000 title claims description 24
- 230000003287 optical effect Effects 0.000 title claims description 6
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 title claims 2
- 239000000839 emulsion Substances 0.000 claims description 9
- 229910052711 selenium Inorganic materials 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- -1 silver halide Chemical class 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 2
- 230000001235 sensitizing effect Effects 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 42
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 24
- 235000019441 ethanol Nutrition 0.000 description 19
- 238000001816 cooling Methods 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 8
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 7
- 229940008406 diethyl sulfate Drugs 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- 125000000623 heterocyclic group Chemical group 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 206010070834 Sensitisation Diseases 0.000 description 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000008313 sensitization Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FXWFZIRWWNPPOV-UHFFFAOYSA-N 2-aminobenzaldehyde Chemical compound NC1=CC=CC=C1C=O FXWFZIRWWNPPOV-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical compound C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 description 1
- ODIRBFFBCSTPTO-UHFFFAOYSA-N 1,3-selenazole Chemical compound C1=C[se]C=N1 ODIRBFFBCSTPTO-UHFFFAOYSA-N 0.000 description 1
- DVRWEKGUWZINTQ-UHFFFAOYSA-N 3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one Chemical compound O=C1CSC(=S)N1C1=CC=CC=C1 DVRWEKGUWZINTQ-UHFFFAOYSA-N 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229940111121 antirheumatic drug quinolines Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- XGZVPYGIUMLWIE-UHFFFAOYSA-N ethyl hypoiodite Chemical compound CCOI XGZVPYGIUMLWIE-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- KIWUVOGUEXMXSV-UHFFFAOYSA-N rhodanine Chemical compound O=C1CSC(=S)N1 KIWUVOGUEXMXSV-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/102—The polymethine chain containing an even number of >CH- groups two heterocyclic rings linked carbon-to-carbon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/04—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT633864 | 1964-03-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH453886A true CH453886A (de) | 1968-03-31 |
Family
ID=11121010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160365A CH453886A (de) | 1964-03-23 | 1965-02-05 | Verwendung von Cyaninfarbstoffen als optische Sensibilisatoren |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE659236A (en)) |
| CH (1) | CH453886A (en)) |
| DE (1) | DE1569829C3 (en)) |
| GB (2) | GB1116531A (en)) |
-
1965
- 1965-02-03 BE BE659236A patent/BE659236A/xx unknown
- 1965-02-05 CH CH160365A patent/CH453886A/de unknown
- 1965-02-17 DE DE19651569829 patent/DE1569829C3/de not_active Expired
- 1965-03-23 GB GB1234465A patent/GB1116531A/en not_active Expired
- 1965-03-23 GB GB5816667A patent/GB1116532A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE659236A (en)) | 1965-05-28 |
| GB1116532A (en) | 1968-06-06 |
| DE1569829A1 (de) | 1970-05-14 |
| DE1569829C3 (de) | 1973-10-18 |
| GB1116531A (en) | 1968-06-06 |
| DE1569829B2 (de) | 1973-03-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0019298B1 (de) | Photographisches Silberhalogenidmaterial mit einer Filter- oder Lichthofschutzschicht | |
| DE873357C (de) | Verfahren zum Sensibilisieren von Halogensilberemulsionen | |
| DE1772956C3 (de) | Photographische Silberhalogenidemulsion | |
| DE2541267C3 (de) | Photographisches Aufzeichnungsmaterial | |
| DE918285C (de) | Verfahren zur Herstellung von symmetrischen und unsymmetrischen Carbocyaninen | |
| DE1547862C3 (de) | Spektral übersensibilisierte photographische Silberhalogenidemulsion | |
| DE1063900B (de) | Verfahren zur Herstellung von farbmaskierten photographischen Farbenbildern durch Farbentwicklung | |
| DE1447579A1 (de) | Spektrale Sensibilisierung durch Polymethinfarbstoffe,die Sulfonsaeuregruppen enthalten | |
| DE1008118B (de) | Verfahren zur Sensibilisierung von Farbbildner enthaltenden Direktpositiv-Emulsionen | |
| CH453886A (de) | Verwendung von Cyaninfarbstoffen als optische Sensibilisatoren | |
| DE1177482B (de) | Verfahren zur Sensibilisierung von photographischen Halogensilberemulsionen mit Trimethincyaninen | |
| DE548323C (de) | Verfahren zum Stabilisieren einer Silberhalogenemulsion | |
| DE2147888C3 (de) | Spektral sensibilisierte photographische Silberhalogenidemulsion | |
| DE1063028B (de) | Verfahren zur Sensibilisierung von Halogensilberemulsionen | |
| DE19646855A1 (de) | Farbfotografisches Material | |
| DE857737C (de) | Photographische Halogensilberemulsion fuer die Farbenphotographie | |
| DE832392C (de) | Verfahren zum Sensibilisieren bzw. Supersensibilisieren photographischer Emulsionen | |
| DE2335093A1 (de) | Photographisches material | |
| DE872912C (de) | Verfahren zum Sensibilisieren photographischer Emulsionen | |
| DE1597612A1 (de) | Sensibilisierung von photographischen Silberhalogenidemulsionen | |
| DE758784C (de) | Verfahren zum Sensibilisieren photographischer Halogensilber-emulsionen mit Farbstoffgemischen | |
| DE2429228C2 (en)) | ||
| DE857886C (de) | Verfahren zum Sensibilisieren und Übersensibilisieren photographischer Emulsionen | |
| DE1447579C (de) | Spektrale Sensibilisierung durch Polymethinfarbstoffe, die Sulfonsäuregruppen enthalten | |
| AT160671B (de) | Verfahren zur Sensibilisierung photographischer Emulsionen oder Schichten. |