US2108243A - Photographic developer - Google Patents
Photographic developer Download PDFInfo
- Publication number
- US2108243A US2108243A US90919A US9091936A US2108243A US 2108243 A US2108243 A US 2108243A US 90919 A US90919 A US 90919A US 9091936 A US9091936 A US 9091936A US 2108243 A US2108243 A US 2108243A
- Authority
- US
- United States
- Prior art keywords
- developer
- photographic
- photographic developer
- phenylenediamine
- water
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical class NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- -1 ethyl- Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000002832 nitroso derivatives Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- WFXLRLQSHRNHCE-UHFFFAOYSA-N 2-(4-amino-n-ethylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C=C1 WFXLRLQSHRNHCE-UHFFFAOYSA-N 0.000 description 1
- FCDKGTXZKZEBPA-UHFFFAOYSA-N 2-[4-(2-hydroxyethylamino)anilino]ethanol Chemical compound OCCNC1=CC=C(NCCO)C=C1 FCDKGTXZKZEBPA-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- 150000004992 toluidines Chemical class 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
- 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
Definitions
- My present invention relatesjo a photographic naphthalene-Z-carboxylic acid for the production developer and more particularly to a developer of a blue color.
- One of its objects is to provide an improved Emmple 1 5 developer.
- Another object is to provide an improved developer for development in colors.
- Fur- A developer consisting of: ther objects will be seen from the detailed. specification following hereaften 10.9 grams of unsymmetrical N.N-d1-(hydroxy- Para-phenylenediamine is used as a fine-grain 60 gg gg 'gi zgggm ggfgg gfig developer and derivatives of para-phenylenediamine have been proposed as developers.
- the lat- 1000 of water ter compounds however, have not beeen introyields a 'y-value of 0.6 after minutes in a given Jerusalem into photographic practice because their emulsion.
- This invention relates to a process of photographic development in which N-hydroxyalkylg :22: g; gggi ggfi iffig figi ated para-phenylenediamines are used as developers.
- suitable compounds are un- 1000 of water symmetrical dihydroxydiethylpara-phenylenediand containing the same number of molecules of amine, methyl-hydroxyethylethyl-hydroxythe developing substance, yields in the same given ethyl-, butyl hydroxyethyl para phenylenediemulsion a 'y-value of 0.6 only after 75 minutes.
- the unsymmetrical dihydroxy-diethyl-para- 10 grams of 2-amino-5-(N-hydroxyethyl-N- butyl) -amino-toluene-dihydrochloride phenylenediamine may be made from dihydroxy- Example 3 diethyl-aniline by converting the latter into its 9,0 grams of N ethyl N hydroxyethy] p nitroso-derivative and reducing the nitrosophenylene-djamine roup.
- the developers have particularly good solubility, which is to be attributed to the hydroxyalkyl- First solution; group. Furthermore, the developers are particularly useful for development in color, since they gram N'Ndi'mydmxyethm) have the advantage over the normal alkyl-derivaene'dmmme tives that they yield purer and brighter colors.
- Example 4 For the purpose of development in color there second solution; may be added to the developer besides the devel- J oping substance, substances which have a tendgram of phenyl-methyl-pyrazolone ency to produce dyestuffs during the development grams of anhydrous Sodium b nate by oxidation of the developer, for instance, a de- 100 of Waterrivative of acylacetic acid ester for the produc- Example 5 tion of a yellow color, pyrazolones for the production of a red color, and a derivative of l-hydroxy- First solution:
- a photographic developer comprising an N- hydroxyalkylated'p-phenylenediamine.
- a photographic developer comprising an N- hydroxyalkylated p-phenylenediamine and a compound capable of forming a dye with the oxidation products or the developer.
- a photographic developer comprising unsymmetrical N.N di-(hydroxyethyl) -p-phenylenediamine.
- a photographic developer comprising N- ethyl-N-hydroxyethyl-p-phenylenediamine, anhydrous sodium sulfite, potassium bromide and water.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF3216D DE889549C (de) | 1935-07-24 | 1935-07-24 | Photographischer Entwickler |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2108243A true US2108243A (en) | 1938-02-15 |
Family
ID=27815498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US90919A Expired - Lifetime US2108243A (en) | 1935-07-24 | 1936-07-16 | Photographic developer |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2108243A (en)) |
| AT (1) | AT151322B (en)) |
| BE (1) | BE416619A (en)) |
| DE (1) | DE889549C (en)) |
| FR (1) | FR808377A (en)) |
| GB (1) | GB460580A (en)) |
| NL (1) | NL44835C (en)) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2596978A (en) * | 1947-09-17 | 1952-05-20 | Searle & Co | 8-hydroxy-1, 2, 3, 4-tetrahydroquinoline as a silver halide developer |
| US2611785A (en) * | 1952-09-23 | N-substituted x | ||
| US3884627A (en) * | 1971-10-04 | 1975-05-20 | Clairol Inc | Oxidative hair dye compositions |
| US5380625A (en) * | 1992-02-05 | 1995-01-10 | Fuji Photo Film Co., Ltd. | Method for processing silver halide color photographic materials comprising particular dye couplers using particular developers |
-
0
- NL NL44835D patent/NL44835C/xx active
- BE BE416619D patent/BE416619A/xx unknown
-
1935
- 1935-07-24 DE DEF3216D patent/DE889549C/de not_active Expired
- 1935-07-29 GB GB21492/35A patent/GB460580A/en not_active Expired
-
1936
- 1936-06-24 AT AT151322D patent/AT151322B/de active
- 1936-07-16 US US90919A patent/US2108243A/en not_active Expired - Lifetime
- 1936-07-18 FR FR808377D patent/FR808377A/fr not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2611785A (en) * | 1952-09-23 | N-substituted x | ||
| US2596978A (en) * | 1947-09-17 | 1952-05-20 | Searle & Co | 8-hydroxy-1, 2, 3, 4-tetrahydroquinoline as a silver halide developer |
| US3884627A (en) * | 1971-10-04 | 1975-05-20 | Clairol Inc | Oxidative hair dye compositions |
| US5380625A (en) * | 1992-02-05 | 1995-01-10 | Fuji Photo Film Co., Ltd. | Method for processing silver halide color photographic materials comprising particular dye couplers using particular developers |
Also Published As
| Publication number | Publication date |
|---|---|
| GB460580A (en) | 1937-01-29 |
| DE889549C (de) | 1953-09-10 |
| BE416619A (en)) | |
| AT151322B (de) | 1937-11-10 |
| FR808377A (fr) | 1937-02-04 |
| NL44835C (en)) |
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