GB524557A - Improvements in and relating to photographic materials and the processing thereof - Google Patents
Improvements in and relating to photographic materials and the processing thereofInfo
- Publication number
- GB524557A GB524557A GB10274/40A GB1027440A GB524557A GB 524557 A GB524557 A GB 524557A GB 10274/40 A GB10274/40 A GB 10274/40A GB 1027440 A GB1027440 A GB 1027440A GB 524557 A GB524557 A GB 524557A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- cyanacetyl
- benztriazole
- indazole
- nucleus
- 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 abstract 4
- -1 silver halide Chemical class 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 3
- 238000010168 coupling process Methods 0.000 abstract 3
- 238000005859 coupling reaction Methods 0.000 abstract 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 3
- XBTOSRUBOXQWBO-UHFFFAOYSA-N 1h-indazol-5-amine Chemical compound NC1=CC=C2NN=CC2=C1 XBTOSRUBOXQWBO-UHFFFAOYSA-N 0.000 abstract 2
- XSFHICWNEBCMNN-UHFFFAOYSA-N 2h-benzotriazol-5-amine Chemical compound NC1=CC=C2NN=NC2=C1 XSFHICWNEBCMNN-UHFFFAOYSA-N 0.000 abstract 2
- AOCDQWRMYHJTMY-UHFFFAOYSA-N 5-nitro-2h-benzotriazole Chemical compound C1=C([N+](=O)[O-])C=CC2=NNN=C21 AOCDQWRMYHJTMY-UHFFFAOYSA-N 0.000 abstract 2
- 108010010803 Gelatin Proteins 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 2
- 229920000159 gelatin Polymers 0.000 abstract 2
- 239000008273 gelatin Substances 0.000 abstract 2
- 235000019322 gelatine Nutrition 0.000 abstract 2
- 235000011852 gelatine desserts Nutrition 0.000 abstract 2
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 abstract 2
- 229910052709 silver Inorganic materials 0.000 abstract 2
- 239000004332 silver Substances 0.000 abstract 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 abstract 2
- MHESOLAAORBNPM-UHFFFAOYSA-N 1-benzothiophene-2,3-dione Chemical compound C1=CC=C2C(=O)C(=O)SC2=C1 MHESOLAAORBNPM-UHFFFAOYSA-N 0.000 abstract 1
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 abstract 1
- AAQTWLBJPNLKHT-UHFFFAOYSA-N 1H-perimidine Chemical compound N1C=NC2=CC=CC3=CC=CC1=C32 AAQTWLBJPNLKHT-UHFFFAOYSA-N 0.000 abstract 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 abstract 1
- SYOANZBNGDEJFH-UHFFFAOYSA-N 2,5-dihydro-1h-triazole Chemical compound C1NNN=C1 SYOANZBNGDEJFH-UHFFFAOYSA-N 0.000 abstract 1
- IPNCFTLQWQGOKQ-UHFFFAOYSA-N 2-hydroxy-n-(1h-indazol-5-yl)benzamide Chemical compound OC1=CC=CC=C1C(=O)NC1=CC=C(NN=C2)C2=C1 IPNCFTLQWQGOKQ-UHFFFAOYSA-N 0.000 abstract 1
- UGWULZWUXSCWPX-UHFFFAOYSA-N 2-sulfanylideneimidazolidin-4-one Chemical compound O=C1CNC(=S)N1 UGWULZWUXSCWPX-UHFFFAOYSA-N 0.000 abstract 1
- BAJQRLZAPXASRD-UHFFFAOYSA-N 4-Nitrobiphenyl Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=CC=CC=C1 BAJQRLZAPXASRD-UHFFFAOYSA-N 0.000 abstract 1
- WSGURAYTCUVDQL-UHFFFAOYSA-N 5-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=C2NN=CC2=C1 WSGURAYTCUVDQL-UHFFFAOYSA-N 0.000 abstract 1
- ZPDYXWCBXQWHAI-UHFFFAOYSA-N 5-sulfanylidene-1,2,4-triazolidin-3-one Chemical compound O=C1NNC(=S)N1 ZPDYXWCBXQWHAI-UHFFFAOYSA-N 0.000 abstract 1
- NTURVSFTOYPGON-UHFFFAOYSA-N Dihydroquinazoline Chemical compound C1=CC=C2C=NCNC2=C1 NTURVSFTOYPGON-UHFFFAOYSA-N 0.000 abstract 1
- GKKZMYDNDDMXSE-UHFFFAOYSA-N Ethyl 3-oxo-3-phenylpropanoate Chemical compound CCOC(=O)CC(=O)C1=CC=CC=C1 GKKZMYDNDDMXSE-UHFFFAOYSA-N 0.000 abstract 1
- PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 abstract 1
- IYVITUDMICDEEG-UHFFFAOYSA-N N-(2H-benzotriazol-5-yl)-2-hydroxybenzamide Chemical compound C(C=1C(O)=CC=CC1)(=O)NC1=CC2=C(NN=N2)C=C1 IYVITUDMICDEEG-UHFFFAOYSA-N 0.000 abstract 1
- LXIVXGHSNRECGA-UHFFFAOYSA-N N-(2H-benzotriazol-5-yl)-N-hydroxybenzamide Chemical compound ON(C1=CC2=C(NN=N2)C=C1)C(C1=CC=CC=C1)=O LXIVXGHSNRECGA-UHFFFAOYSA-N 0.000 abstract 1
- VUSKVIWJASUKQZ-UHFFFAOYSA-N N-(5-benzoyl-2H-benzotriazol-4-yl)acetamide Chemical compound C(C1=CC=CC=C1)(=O)C1=C(C2=C(NN=N2)C=C1)NC(=O)C VUSKVIWJASUKQZ-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- ACPOUJIDANTYHO-UHFFFAOYSA-N anthra[1,9-cd]pyrazol-6(2H)-one Chemical compound C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=NNC2=C1 ACPOUJIDANTYHO-UHFFFAOYSA-N 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- BLJNPFFZFVPYBR-UHFFFAOYSA-N n-(5-benzoyl-1h-indazol-3-yl)acetamide Chemical compound C1=C2C(NC(=O)C)=NNC2=CC=C1C(=O)C1=CC=CC=C1 BLJNPFFZFVPYBR-UHFFFAOYSA-N 0.000 abstract 1
- 239000000025 natural resin Substances 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000004989 p-phenylenediamines Chemical class 0.000 abstract 1
- 229960000969 phenyl salicylate Drugs 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000004317 sodium nitrate Substances 0.000 abstract 1
- 235000010344 sodium nitrate Nutrition 0.000 abstract 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 229920003002 synthetic resin Polymers 0.000 abstract 1
- 239000000057 synthetic resin Substances 0.000 abstract 1
- OUOJIFQQBPKAMU-UHFFFAOYSA-N tetrazol-5-one Chemical compound O=C1N=NN=N1 OUOJIFQQBPKAMU-UHFFFAOYSA-N 0.000 abstract 1
- 150000003536 tetrazoles Chemical class 0.000 abstract 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 abstract 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
- G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
524,557. Colour development. KODAK, Ltd. (Eastman Kodak Co.). Oct. 26, 1938, No. 10274/40. Divided out of 524,500. Drawings to Specification. [Class 98 (ii)] [Also in Group IV] Photographic material has at least one silver halide emulsion containing a coupling component consisting of a silver salt of a heterocyclic compound having in the heterocyclic nucleus an imino group which is next to or next but one to a nitrogen atom in the nucleus having an unshared pair of electrons or is next to a thiocarbonyl or carbonyl group in the nucleus. The parent heterocyclic compound may be 1:2:3- triazole, 1:2:4-triazole, indazole, 2-mercapto-5- aminothiobiazole. thiohydantoin, ethylenethiourea, mercaptobenzinidazole, thiourazole, dihydroquinazoline, perimidine, imidazole, tetrazole, tetrazolone, 1:2:3-triazolin, pyrazoleanthrone, and thioisatin. Examples of coupling components are 5-benzoylacetaminoindazoindazole, 5-salicoylaminobenztriazole. 5-(ohydroxybenzoylamino)-indazole, 5-(2-cyanacetyl - 5 - sulphonamido - 2 - coumaronyl)- benztriazole, and 5-benzoylacetamionbenztriazole. The emulsion binder may be gelatin, cellulose ester, or natural or synthetic resin. A p-phenylenediamine derivative such as paminodiethylaniline is used as the developing agent. Three-layer material containing three different coupling component may be employed. A yellow filter comprising colloidal silver in gelatin may be arranged between the top and middle layers. The material may be developed directly to form a negative colour image or a positive image may be obtained by first developing in an ordinary black and white developer followed by colour development of the residual silver halide. The support may be transparent or opaque. The process may be applied to the production of picture or sound images or both on kinematograph film. Specification 503,752 is referred to. 5-Aminoindazole is prepared by reducing 5-nitroindazole by hydrogenation in the presence of finely divided nickel. 5-Aminobenztriazole is similarly prepared from 5-nitrobenztriazole. 5-Nitrobenztriazole is prepared by thereaction of sodium nitrate on a cold suspension of 4-nitro- 1:2-diaminobenzene in concentrated hydrochloric acid. 5-(o-Hydroxybenzoylamino)-indazole is prepared by the reaction of 5-aminoindazole with phenyl salicylate, and 5-(hydroxybenzoylamino)-benztriazole is prepared analogously. 5-Benzoylacetaminobenztriazole and 5-benzoylacetaminoindazole are prepared analogously using ethyl benzoylacetate. 5 - 2 (Cyanacetyl - 5 - sulphonamido - 2- coumaronyl) - benztriazole is prepared by reacting 5-aminobenztriazole with 2-cyanacetyl coumarone-5-sulphonyl chloride in acetic acid containing sodium acetate. 2 - Cyanacetylcoumerone - 5 - sulphonylchloride is prepared by the reaction of cyanacetylcoumarone with chlorsulphonic acid. The Provisional Specification also refers to additional parent compounds and to Specification 475,786.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1027438 | 1938-10-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB524557A true GB524557A (en) | 1940-08-08 |
Family
ID=9964823
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10274/40A Expired GB524557A (en) | 1938-10-26 | 1938-10-26 | Improvements in and relating to photographic materials and the processing thereof |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2296306A (en) |
| GB (1) | GB524557A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2551134A (en) * | 1947-05-15 | 1951-05-01 | Du Pont | Process of color developing with 2-thiohydantoin derivatives |
| US2673801A (en) * | 1948-11-23 | 1954-03-30 | Gevaert Photo Prod Nv | Production of color photographic images |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2450777A (en) * | 1944-04-20 | 1948-10-05 | Eastman Kodak Co | Sulfamyl-2-mercaptobenzothiazoles |
| US2453661A (en) * | 1944-05-03 | 1948-11-09 | Eastman Kodak Co | Colored couplers |
| US2448939A (en) * | 1944-06-10 | 1948-09-07 | Eastman Kodak Co | Thioglycolic amide couplers |
| BE474543A (en) * | 1946-04-20 | |||
| US2671023A (en) * | 1949-12-16 | 1954-03-02 | Gen Aniline & Film Corp | Preparation of azo dye images in photographic materials |
| BE568688A (en) * | 1957-06-19 | |||
| US3086863A (en) * | 1959-01-21 | 1963-04-23 | Du Pont | Photographic emulsions containing imidazoles |
| US3185567A (en) * | 1959-07-06 | 1965-05-25 | Polaroid Corp | Photographic color process and product |
| DE1922628A1 (en) * | 1969-05-03 | 1970-11-05 | Agfa Gevaert Ag | Improved color photographic material |
| JPS4917735B1 (en) * | 1970-12-26 | 1974-05-02 | ||
| US4097272A (en) * | 1977-09-08 | 1978-06-27 | Kennecott Copper Corporation | Winning nickel and cobalt with mercaptide extractants and carbon monoxide strip |
| US4255395A (en) * | 1979-08-30 | 1981-03-10 | King Industries, Inc. | Solvent-extraction process for recovery and separation of metal values |
| EP0377181A3 (en) * | 1989-01-04 | 1991-06-12 | Agfa-Gevaert AG | Colour-photographic material |
| DE4338104A1 (en) * | 1993-11-08 | 1995-05-11 | Agfa Gevaert Ag | Color photographic recording material |
| US6054257A (en) * | 1998-01-29 | 2000-04-25 | Eastman Kodak Company | Photographic element containing particular coupler and inhibitor releasing coupler |
-
1938
- 1938-10-26 GB GB10274/40A patent/GB524557A/en not_active Expired
-
1939
- 1939-09-29 US US297153A patent/US2296306A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2551134A (en) * | 1947-05-15 | 1951-05-01 | Du Pont | Process of color developing with 2-thiohydantoin derivatives |
| US2673801A (en) * | 1948-11-23 | 1954-03-30 | Gevaert Photo Prod Nv | Production of color photographic images |
Also Published As
| Publication number | Publication date |
|---|---|
| US2296306A (en) | 1942-09-22 |
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