CH121002A - Process for the preparation of a developer dye. - Google Patents
Process for the preparation of a developer dye.Info
- Publication number
- CH121002A CH121002A CH121002DA CH121002A CH 121002 A CH121002 A CH 121002A CH 121002D A CH121002D A CH 121002DA CH 121002 A CH121002 A CH 121002A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- acid
- orange
- red
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 3
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 5
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- ARQAQKSMMROSJC-UHFFFAOYSA-N 3-methyl-5-oxo-1-phenyl-4h-pyrazole-4-sulfonic acid Chemical compound O=C1C(S(O)(=O)=O)C(C)=NN1C1=CC=CC=C1 ARQAQKSMMROSJC-UHFFFAOYSA-N 0.000 description 1
- WHSXTWFYRGOBGO-UHFFFAOYSA-N 3-methylsalicylic acid Chemical compound CC1=CC=CC(C(O)=O)=C1O WHSXTWFYRGOBGO-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Entwicklerfarbstofes. Es wurde gefunden, dass ein wertvoller Entwicklerfarbstoff erhalten wird, wenn man tetrazotiertes Benzidin, Orthokresotinsäure und 2'-Methyl- 3'- amino-5'- sulfo -1- pheriyl-3- methyl-5-pyrazolon in molekularen Mengen auf einander einwirken lässt,
wobei man die Te- trazoverbindung sowohl zuerst mit der Kreso- tinsäure, wie auch mit dem Pyrazolonderivat kuppeln kann.
Der neue Farbstoff bildet ein ziegelrotes Pulver, das sich in Wasser mit oranger, in konzentrierter Schwefelsäure mit rotvioletter Farbe löst. Er färbt ungebeizte Baumwolle in lebhaft gelborangen Tönen, welche durch Diazotieren auf der Faser und nachfolgende Entwicklung mit Betanaphtol ohne wesent liche Nuancenänderung waschecht fixiert wer den.
<I>Beispiel 1:</I> Die Tetrazodiphenyllösung aus 18,4 Teilen Benzidin wird mit der sodaalkalischen Lösung von 16 Teilen Orthokresotinsäure zum Zwi schenprodukt vereinigt und dasselbe mit der schwach alkalisch reagierenden Lösung des Dinatriumsalzes von 28,3 Teilen 2'-Methyl- 3'-amino-5'- sulfo-l-phenyl-3-methyl-5-pyrazo- lon weitergekuppelt. Die Kombination ist nach wenigen Stunden beendigt. Beim An wärmen auf 50 geht der Farbstoff in Lösung.
Er scheidet sich beim Aussahen als oranges Harz aus, das beim Abkühlen in ein gut filtriertes Pulver zerfällt.
<I>Beispiel 2:</I> Zu der Tetrazodiphenyllösung aus 18,4Tei- len Benzidin lässt man bei 0-5 0 C die Lösung des Dinatriumsalzes von 28,3 Teilen 2'-Methyl- 3'- amino-5'- sulfo-l-phenyl-3-methyl-5-pyrazo- lon zufliessen.
Sobald unverändertes Tetrazodi- phenyl sich nicht mehr nachweisen lässt, gibt man die Lösung von 16 Teilen Orthokresotin- säure und 15 Teilen Natron<B>1000</B> /o zu und lässt bei gewöhnlicher Temperatur weiter rühren. Nach wenigen Stunden ist die Re aktion beendigt. Man wärmt auf 50 0 C an, neutralisiert das überschüssige Natron mit Salzsäure und salzt den Farbstoff aus.
Process for the preparation of a developer dye. It has been found that a valuable developer dye is obtained when tetrazotized benzidine, orthocresotinic acid and 2'-methyl-3'-amino-5'-sulfo -1-pheriyl-3-methyl-5-pyrazolone act on one another in molecular amounts leaves,
it is possible to couple the tetrazzo compound both first with the cresotic acid and with the pyrazolone derivative.
The new dye forms a brick-red powder that dissolves in water with an orange color and in concentrated sulfuric acid with a red-violet color. It dyes unstained cotton in lively yellow-orange tones, which are fixed by diazotization on the fiber and subsequent development with betanaphtol without any substantial change in shade.
<I> Example 1: </I> The tetrazodiphenyl solution of 18.4 parts of benzidine is combined with the soda-alkaline solution of 16 parts of orthocresotinic acid to form the intermediate product and the same with the weakly alkaline solution of the disodium salt of 28.3 parts of 2'-methyl - 3'-amino-5'-sulfo-1-phenyl-3-methyl-5-pyrazolone coupled further. The combination ends after a few hours. When warming to 50, the dye goes into solution.
It separates out as an orange resin, which breaks down into a well-filtered powder on cooling.
<I> Example 2: </I> The solution of the disodium salt of 28.3 parts of 2'-methyl-3'-amino-5'- is added to the tetrazodiphenyl solution of 18.4 parts of benzidine at 0-5 ° C. sulfo-l-phenyl-3-methyl-5-pyrazolone flow in.
As soon as unchanged tetrazodiphenyl can no longer be detected, the solution of 16 parts of orthocresotinic acid and 15 parts of sodium bicarbonate <B> 1000 </B> / o is added and stirring is continued at ordinary temperature. The reaction is over after a few hours. The mixture is warmed to 50 ° C., the excess soda is neutralized with hydrochloric acid and the dye is salted out.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE121002X | 1925-03-28 | ||
| CH119229T | 1925-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH121002A true CH121002A (en) | 1927-06-16 |
Family
ID=25709186
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH121002D CH121002A (en) | 1925-03-28 | 1925-11-02 | Process for the preparation of a developer dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH121002A (en) |
-
1925
- 1925-11-02 CH CH121002D patent/CH121002A/en unknown
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