CH178957A - Process for the production of a new anthraquinone dye. - Google Patents
Process for the production of a new anthraquinone dye.Info
- Publication number
- CH178957A CH178957A CH178957DA CH178957A CH 178957 A CH178957 A CH 178957A CH 178957D A CH178957D A CH 178957DA CH 178957 A CH178957 A CH 178957A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- anthraquinone dye
- new anthraquinone
- condensed
- treated
- Prior art date
Links
- 239000001000 anthraquinone dye Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- SGDYNMJTXCTTAF-UHFFFAOYSA-N 3,6-dihydro-2h-thiazine Chemical compound C1NSCC=C1 SGDYNMJTXCTTAF-UHFFFAOYSA-N 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- UJCPMVFRZRPROL-UHFFFAOYSA-N 2-chloro-1,4-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(Cl)C=C2O UJCPMVFRZRPROL-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Coloring (AREA)
- Detergent Compositions (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
Verfahren zur Herstellung eines neuen Anthrachinonfarbstoffes. Wir haben gefunden, dass ein neuer An- thrachinonfarbstoff von der Formel:
EMI0001.0004
erhalten wird, indem man 6-Mercapto-3-keto- 2 : 3-dihydroberrzo-1 : 4-thiazin (welches durch Reduktion des entsprechenden Disulfides er halten werden kann) mit einem 2-Halogen- chinizarin, z. B. 2-Chlorchinizarin, konden siert und das Produkt, z.
B. mit Ätzsoda, hydrolisiert. Der Farbstoff wird als ein dunkel rotes Pulver ausgesalzen, welches in heissem Wasser zu einer bläulich roten Lösung lös lich ist. Auf Wolle angewandt und durch Behandlung mit Säure lactamisiert, ergibt er einen stark rötlichen Ton von hervor ragender Waschfestigkeit.
<I>Beispiel</I> 22 Teile 6-Mercapto-3-heto-2:3-dihydro- berrzo-1 : 4-tlriazin, 27 Teile 2-Chlorchinizarin, 14 Teile Ätznatronlauge (70 o Tw.) und 200 Teile Pyridin werden unter einem Rückfluss- kühler eine Stunde gekocht. Das Gemisch wird gekühlt, mit Methylalkohol verdünnt, gefiltert und das Material auf dem Filter getrocknet.
Das trockene Produkt, welches rötlichorange und kristallinisch ist, wird mit 300 Teilen Ätznatronlauge (70 o Tw.) innig gemischt. Das Gemisch wird gekocht, zwei Stunden umgerührt und dann mit 500 Teilen Eis verdünnt. Hierauf wird Essigsäure lang sam zugesetzt, bis das Gemisch schwach alkalisch auf Brilliantgelb reagiert. Der ge fällte Farbstoff wird abfiltriert und mit einer 10 %igen Salzwasserlösung gewaschen. Er wird durch Auflösung in heissem Wasser, Abfiltern von unlöslichen Stoffen und Wieder fällung durch Zusatz von Salz gereinigt.
Das so erhaltene, dunkelrote Pulver löst sich leicht in warmem Wasser mit bläulichroter Farbe auf. Auf Wolle angewandt und durch Behandlung mit heisser, verdünnter Mineral säure laestarr)isiert, ergibt es stark rote Töne von hervorragender Waschfestigkeit.
Process for the production of a new anthraquinone dye. We have found that a new anthrachinone dye has the formula:
EMI0001.0004
is obtained by 6-mercapto-3-keto-2: 3-dihydroberrzo-1: 4-thiazine (which can be obtained by reducing the corresponding disulfide) with a 2-halo-quinizarin, z. B. 2-chloroquinizarin, condensed and the product, z.
B. with caustic soda, hydrolyzed. The dye is salted out as a dark red powder which is soluble in hot water to form a bluish red solution. Applied to wool and lactamized by treatment with acid, it gives a strong reddish shade of excellent wash resistance.
<I> Example </I> 22 parts of 6-mercapto-3-heto-2: 3-dihydroberrzo-1: 4-triazine, 27 parts of 2-chloroquinizarine, 14 parts of caustic soda (70%) and 200 parts Pyridine are boiled under a reflux condenser for one hour. The mixture is cooled, diluted with methyl alcohol, filtered and the material dried on the filter.
The dry product, which is reddish orange and crystalline, is intimately mixed with 300 parts of caustic soda (70 o part). The mixture is boiled, stirred for two hours and then diluted with 500 parts of ice. Acetic acid is then slowly added until the mixture has a weakly alkaline reaction to brilliant yellow. The precipitated dye is filtered off and washed with a 10% strength salt water solution. It is cleaned by dissolving it in hot water, filtering off insoluble substances and reprecipitating it by adding salt.
The dark red powder thus obtained dissolves easily in warm water with a bluish red color. Applied to wool and hardened by treatment with hot, dilute mineral acid, it gives strong red shades of excellent wash resistance.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB178957X | 1932-12-30 | ||
| CH172370T | 1933-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH178957A true CH178957A (en) | 1935-08-15 |
Family
ID=25719216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH178957D CH178957A (en) | 1932-12-30 | 1933-12-28 | Process for the production of a new anthraquinone dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH178957A (en) |
-
1933
- 1933-12-28 CH CH178957D patent/CH178957A/en unknown
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