GB481275A - Improvements relating to photographic developers - Google Patents
Improvements relating to photographic developersInfo
- Publication number
- GB481275A GB481275A GB15966/36A GB1596636A GB481275A GB 481275 A GB481275 A GB 481275A GB 15966/36 A GB15966/36 A GB 15966/36A GB 1596636 A GB1596636 A GB 1596636A GB 481275 A GB481275 A GB 481275A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mol
- mols
- ethylene oxide
- condensation product
- diazotized
- 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
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 5
- 239000007859 condensation product Substances 0.000 abstract 5
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 abstract 4
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 abstract 3
- 229950000244 sulfanilic acid Drugs 0.000 abstract 3
- LJPQSZVZLDUAQO-UHFFFAOYSA-N 4-(benzylamino)benzenesulfonic acid Chemical compound C1=CC(S(=O)(=O)O)=CC=C1NCC1=CC=CC=C1 LJPQSZVZLDUAQO-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- MLPVBIWIRCKMJV-UHFFFAOYSA-N o-aminoethylbenzene Natural products CCC1=CC=CC=C1N MLPVBIWIRCKMJV-UHFFFAOYSA-N 0.000 abstract 2
- GIQSVAVNCBQEEB-UHFFFAOYSA-N 3-methyl-N-(nitromethyl)aniline Chemical compound [N+](=O)([O-])CNC1=CC(=CC=C1)C GIQSVAVNCBQEEB-UHFFFAOYSA-N 0.000 abstract 1
- LFAQPTTZBFNESY-UHFFFAOYSA-N 4-[[n-[(4-sulfophenyl)methyl]anilino]methyl]benzenesulfonic acid Chemical compound C1=CC(S(=O)(=O)O)=CC=C1CN(C=1C=CC=CC=1)CC1=CC=C(S(O)(=O)=O)C=C1 LFAQPTTZBFNESY-UHFFFAOYSA-N 0.000 abstract 1
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- GUYMMHOQXYZMJQ-UHFFFAOYSA-N n-ethyl-3-methylaniline Chemical compound CCNC1=CC=CC(C)=C1 GUYMMHOQXYZMJQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000005429 oxyalkyl group Chemical group 0.000 abstract 1
- 150000004989 p-phenylenediamines Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- G03C7/407—Development processes or agents therefor
- G03C7/413—Developers
- G03C7/4136—Developers p-Phenylenediamine or derivatives thereof
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
Colour developers comprise derivatives of p-phenylenediamine having attached to one of the nitrogen atoms a positive radical containing a group which increases the solubility in water. The compounds may be of one of the following general formul <FORM:0481275/IV/1> where R1 is alkylene, arylene or aralkylene, Y is -COOH or -SO3H, R is -H, alkyl, aryl, oxyalkyl &c., X is -(CH2.CH2.O)n-CH2CH2 OH, and n is a whole number. The compounds are obtained by reducing with tin and hydrochloric acid, the dye obtained by coupling diazotized substances with, e.g. p-sulphobenzylaniline or the condensation product of 1 mol. mono-ethylaniline and 3 mols. ethylene oxide. In the examples, the developers are obtained by the reduction of the dye products of the following reactions: (1) 1 mol. N-methyl-N-phenyl-benzylamine-2-propionic acid with 1 mol. of diazotized sulphanilic acid; (2) 1 mol. p-sulphobenzylaniline with 1 mol. diazotized sulphanilic acid; (3) 1 mol di-(p-sulphobenzyl)-aniline with 1 mol. diazotized sulphanilic acid; (4) 1 mol. of a condensation product from 1 mol. monoethylaniline and 3 mols. ethylene oxide, which is coupled with diazotized p-nitraniline; (5) 1 mol. of a condensation product from 1 mol. nitromethyl-m-toluidine and 2 mols. ethylene oxide; (6) 1 mol. of a condensation product from 1 mol. ethylaniline and 2 mols. of ethylene oxide which is coupled as in (1); (7) 1 mol. of a condensation product from 1 mol. monoethyl-m-toluidine and 2 mols. of ethylene oxide also coupled as in (1). Specifications 2562/13, [Class 98 (ii)], and 460,580 are referred to.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI55101D DE767652C (en) | 1936-05-27 | 1936-05-27 | Process for the color development of halogen silver emulsions |
| GB15966/36A GB481275A (en) | 1936-05-27 | 1936-06-08 | Improvements relating to photographic developers |
| US143724A US2163166A (en) | 1936-05-27 | 1937-05-20 | Photographic developer |
| FR822269D FR822269A (en) | 1936-05-27 | 1937-05-26 | Process for color development of silver halide emulsions |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI55101D DE767652C (en) | 1936-05-27 | 1936-05-27 | Process for the color development of halogen silver emulsions |
| GB15966/36A GB481275A (en) | 1936-05-27 | 1936-06-08 | Improvements relating to photographic developers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB481275A true GB481275A (en) | 1938-03-08 |
Family
ID=25981935
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15966/36A Expired GB481275A (en) | 1936-05-27 | 1936-06-08 | Improvements relating to photographic developers |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2163166A (en) |
| DE (1) | DE767652C (en) |
| FR (1) | FR822269A (en) |
| GB (1) | GB481275A (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2611785A (en) * | 1952-09-23 | N-substituted x | ||
| US2486440A (en) * | 1946-01-10 | 1949-11-01 | Gen Aniline & Film Corp | Production of phenazonium dyestuff images |
| US2449919A (en) * | 1947-07-05 | 1948-09-21 | Eastman Kodak Co | 3-methylsulfonamido-4-amino dimethyl aniline photographic developer |
| US2604399A (en) * | 1949-07-07 | 1952-07-22 | Eastman Kodak Co | Photographic developers comprising bis-(di-hydroxyalkyl aminomethyl)-hydroquinones |
| US2575027A (en) * | 1949-10-29 | 1951-11-13 | Gen Aniline & Film Corp | N-substituted 4, 6-diamino metanilic acids |
| US2603659A (en) * | 1950-06-16 | 1952-07-15 | Du Pont | Photographic developers |
| BE508676A (en) * | 1951-01-26 | |||
| US2603656A (en) * | 1951-02-27 | 1952-07-15 | Du Pont | Photographic developing agents |
| US2716132A (en) * | 1952-10-22 | 1955-08-23 | Du Pont | N-substituted amino anilines |
| US3113124A (en) * | 1959-11-27 | 1963-12-03 | Pennsalt Chemicals Corp | Novel antiozonants for elastomers |
| US3181942A (en) * | 1961-11-15 | 1965-05-04 | Pennsalt Chemicals Corp | Method of controlling plant growth |
| US3661587A (en) * | 1968-04-01 | 1972-05-09 | Itek Corp | Photographic media |
| US3656950A (en) * | 1970-12-03 | 1972-04-18 | Eastman Kodak Co | Color photographic processes |
| US3658525A (en) * | 1970-12-03 | 1972-04-25 | Eastman Kodak Co | Reversal color photographic processes |
| US4066457A (en) * | 1974-12-10 | 1978-01-03 | Gaf Corporation | Color developer for diffusion transfer |
| US4066456A (en) * | 1974-12-10 | 1978-01-03 | Gaf Corporation | Incorporated carboxy substituted p-phenylenediamine color developer |
| US4113491A (en) * | 1975-02-10 | 1978-09-12 | Konishiroku Photo Industry Co., Ltd. | Color photographic developing composition |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102755C (en) * | ||||
| DE253335C (en) * | 1912-02-06 |
-
1936
- 1936-05-27 DE DEI55101D patent/DE767652C/en not_active Expired
- 1936-06-08 GB GB15966/36A patent/GB481275A/en not_active Expired
-
1937
- 1937-05-20 US US143724A patent/US2163166A/en not_active Expired - Lifetime
- 1937-05-26 FR FR822269D patent/FR822269A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US2163166A (en) | 1939-06-20 |
| DE767652C (en) | 1953-03-02 |
| FR822269A (en) | 1937-12-24 |
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