US2529029A - Diazotypes containing diazosulfonates - Google Patents
Diazotypes containing diazosulfonates Download PDFInfo
- Publication number
- US2529029A US2529029A US40638A US4063848A US2529029A US 2529029 A US2529029 A US 2529029A US 40638 A US40638 A US 40638A US 4063848 A US4063848 A US 4063848A US 2529029 A US2529029 A US 2529029A
- Authority
- US
- United States
- Prior art keywords
- hydroxy
- light
- amino
- sulphonate
- mixture
- 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
- 239000000203 mixture Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims 1
- -1 DIAZO Chemical class 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000010410 layer Substances 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 5
- 230000008878 coupling Effects 0.000 description 5
- 238000010168 coupling process Methods 0.000 description 5
- 238000005859 coupling reaction Methods 0.000 description 5
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 4
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-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
- 238000005406 washing Methods 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 159000000013 aluminium salts Chemical class 0.000 description 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance 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
- G03C1/56—Diazo sulfonates
Definitions
- a mixture of a diazosulphonate having the above general formula and of an arylide of 2-hydroxy-3-naphthoic acid is used, according to the invention.
- Example 1 A film, covered with a layer of gelatine slightly tanned with an aluminium salt, is plunged for two minutes in a solution diluted to one litre with water which contains 19 gr. of 3-methoxy-4- benzoylamino 6 diethylsulphcnamido benzenediazo sulphonate of sodium and 6 grams of (2 hydroxy 3 naphthoyl 1) amino 3 -nitrobenz'ene, 16 cc. of alcohol and 3 cc. of aqueous caustic soda of 38 Be. It is exposed, preferably in a moist state, under a negative, to produce in its surface an image of the latter. The duration of the exposure is adjusted according to the light use'd, which may be'either natural or artificial.
- diazo sulphonate is prepared starting with 50 gr. of 3 methoX-yl-benzoylamino-6- diethylsulphonamido-aniline which is diazotised with 37.5 cc. of 20 Be. hydrochloric acid 12.5 g. of sodium nitrite, and made up with water to a volume of 1500 cc. The solution obtained is then poured into a cold solution of ll gm. of sodium carbonate and 18 g. of sodium sulphite in, 300 cc. of water. It is salted out and the precipitate obtained is decanted.
- amino-2 -methylbenaminol-chlorobenamino-2 l-dimeth- (2 -hydroxy-3 -naphthoyl) amino-2: 5-dimethoxybenzene.
- header shades are als attained whether the treatment with alcohol is carried out or not when a mixture is used containing the foregoing diazo sulphonate and the following coupling components.
- Acyl represents the residue of a carboxylic acid and M represents an equivalent of a metal conferring solubility in water.
- a light-sensitive layer which gives on exposure to light a purple image suitable for subtractive three-colour photography and containing a mixture of an arylide of 2-hydroxy-3-naphthoic acid and a 3-methoxy-4-benzoylamino-G-diethylsulphamidobenzenediazo sulphonate of an alkali metal.
- a light-sensitive layer which gives on exposure to light a purple image suitable for subtractive three-colour photography and containing a mixture of an arylide of 2-hydroxy-3-naphthoic acid and a 3-ethoxy4-benzoylamino-6-diethylsulphamidobenzenediazo sulphonate of an alkali metal.
- ROBERT LANTZ MARIE MOINARD, NEE MARIE COLOMB.
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)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR2529029X | 1946-04-24 | ||
| GB2075448A GB651042A (en) | 1948-08-06 | 1948-08-06 | Process for obtaining purple images and light-sensitive layers suitable for colour photography |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2529029A true US2529029A (en) | 1950-11-07 |
Family
ID=32232301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US40638A Expired - Lifetime US2529029A (en) | 1946-04-24 | 1948-07-24 | Diazotypes containing diazosulfonates |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2529029A (fr) |
| FR (1) | FR1001352A (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2737978A (en) * | 1946-10-06 | 1956-03-13 | Petrolite Corp | Pumping apparatus |
| US3102812A (en) * | 1960-11-16 | 1963-09-03 | Gen Aniline & Film Corp | Stabilizers for one-component diazotype materials |
| US3338713A (en) * | 1963-02-01 | 1967-08-29 | Grinten Chem L V D | Diazotype material |
| US3479183A (en) * | 1965-06-16 | 1969-11-18 | Tecnifax Corp | Negative-working diazosulfonate reproduction process |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1934011A (en) * | 1931-01-16 | 1933-11-07 | Kalle & Co Ag | Light-sensitive layer |
| US2206611A (en) * | 1938-08-02 | 1940-07-02 | Matieres Colorantes & Prod Chi | Method of applying azo dyestuffs to fibers by development under the effect of light |
| US2233038A (en) * | 1938-11-17 | 1941-02-25 | Kalle & Co Ag | Diazotype process |
| US2465760A (en) * | 1947-07-02 | 1949-03-29 | Gen Anlline & Film Corp | Diazotype materials derived from aryl diazo sulfones |
-
1946
- 1946-04-24 FR FR1001352D patent/FR1001352A/fr not_active Expired
-
1948
- 1948-07-24 US US40638A patent/US2529029A/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1934011A (en) * | 1931-01-16 | 1933-11-07 | Kalle & Co Ag | Light-sensitive layer |
| US2206611A (en) * | 1938-08-02 | 1940-07-02 | Matieres Colorantes & Prod Chi | Method of applying azo dyestuffs to fibers by development under the effect of light |
| US2233038A (en) * | 1938-11-17 | 1941-02-25 | Kalle & Co Ag | Diazotype process |
| US2465760A (en) * | 1947-07-02 | 1949-03-29 | Gen Anlline & Film Corp | Diazotype materials derived from aryl diazo sulfones |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2737978A (en) * | 1946-10-06 | 1956-03-13 | Petrolite Corp | Pumping apparatus |
| US3102812A (en) * | 1960-11-16 | 1963-09-03 | Gen Aniline & Film Corp | Stabilizers for one-component diazotype materials |
| US3338713A (en) * | 1963-02-01 | 1967-08-29 | Grinten Chem L V D | Diazotype material |
| US3479183A (en) * | 1965-06-16 | 1969-11-18 | Tecnifax Corp | Negative-working diazosulfonate reproduction process |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1001352A (fr) | 1952-02-22 |
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