CH172370A - Process for the production of a new anthraquinone dye. - Google Patents
Process for the production of a new anthraquinone dye.Info
- Publication number
- CH172370A CH172370A CH172370DA CH172370A CH 172370 A CH172370 A CH 172370A CH 172370D A CH172370D A CH 172370DA CH 172370 A CH172370 A CH 172370A
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- solution
- production
- dye
- anthraquinone dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 239000001000 anthraquinone dye Substances 0.000 title description 2
- 238000004519 manufacturing process Methods 0.000 title description 2
- SGDYNMJTXCTTAF-UHFFFAOYSA-N 3,6-dihydro-2h-thiazine Chemical compound C1NSCC=C1 SGDYNMJTXCTTAF-UHFFFAOYSA-N 0.000 claims description 4
- 210000002268 wool Anatomy 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000975 dye Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- IIPRUQZTMZETSL-UHFFFAOYSA-N 1-bromo-4-(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC=C2NC IIPRUQZTMZETSL-UHFFFAOYSA-N 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellun- eines neuen Anthrachinonfarbstofes. Wir haben gefunden, dass ein neuer An- tlirachinonfarbstoff von der Formel
EMI0001.0005
erhalten wird, indem man 7-Mei-capto-3-keto- 2:3-diliydroberiz-1 :
4-thiazin (welches dureh Reduktion des entsprechenden Disulfids er halten werden kann) mit einem 1-Halogen- 4-methylairiinoarithrachinon kondensiert und das Produkt zum Beispiel mit Ätznatron hy- drolisiert. Der Farbstoff, welcher ausgesalzen werden kann, ist ein violettes Pulver, welches in Wasser zu einer Purpurlösung löslich ist.
Wenn auf Wolle gefärbt und durch Behand lung mit Säure lactamisiert, ergibt diese Lö sung starke Purpurtöne von hervorragender Waschfestigkeit. <I>Beispiel:</I> 39,2 Teile bis-(3--Keto - 2 : 3 - dihydrobenz- 1:4-thiazin)-7:7'-disulfid, 200 Teile Alkohol, 25 Teile Natriumsulfidkristalle und 50 Teile Ätznatronlauge 70 Tw. werden umgerührt und 5 Minuten auf dem Dampfbad gekocht.
Zu der klaren Lösung, welche nun das 7 Mercapto-3-keto-2 : 3-dihydrobenz-1: 4-thiazin enthält, werden 31,6 Teile 1-Brom-4-methyl- aminoanthrachinon zugesetzt, und wird das Gemisch eine halbe Stunde gekocht. Das Re aktionsprodukt wird dann kalt abfiltriert, mit Alkohol und warmem Wasser gewaschen und getrocknet.
Es ist ein violettes Pulver, welches in konzentrierter Schwefelsäure zu einer rötlichen Lösung und in heissem Pyridin zu einer Pur purlösung löslich ist. Es wird wie folgt in einen wasserlöslichen Farbstoff umgewandelt:
30 Teile Kondensationsprodukt und 300 Teile Ätznatronlauge 70 Tw. werden ge mischt und umgerührt und 3 Stunden ge- kocht. 750 'feile kaltes Wasser werden zu gesetzt, und wird der suspendierte Farbstoff abgefiltert. Das Produkt wird dann in 2000 Teilen Wasser auf den Siedepunkt erhitzt, wenn erforderlich heiss abgefiltert, um unlös liche Stoffe zu entfernen, und der Farbstoff mit 100 Teilen Salz aus der Lösung gefällt. Er wird kalt filtriert und bei 50 C getrock net. Er ist ein violettes Pulver, welches sich in warmem Wasser zu einer klaren Purpur lösung auflöst.
Auf Fasern aufgebracht und lactamisiert färbt er Wolle in starken Pur purtönen von hervorragender Waschbeständig keit.
Process for the production of a new anthraquinone dye. We have found a new anti-quinone dye of the formula
EMI0001.0005
is obtained by adding 7-Mei-capto-3-keto-2: 3-diliydroberiz-1:
4-thiazine (which can be obtained by reducing the corresponding disulphide) is condensed with a 1-halo-4-methylairiinoarithraquinone and the product is hydrolyzed, for example, with caustic soda. The dye that can be salted out is a purple powder that is soluble in water to form a purple solution.
When dyed on wool and lactamized by treatment with acid, this solution gives strong purple tones with excellent wash resistance. <I> Example: </I> 39.2 parts of bis- (3 - keto - 2: 3 - dihydrobenz- 1: 4-thiazine) -7: 7'-disulfide, 200 parts of alcohol, 25 parts of sodium sulfide crystals and 50 Parts of caustic soda solution 70 parts are stirred and boiled for 5 minutes on the steam bath.
To the clear solution, which now contains the 7 mercapto-3-keto-2: 3-dihydrobenz-1: 4-thiazine, 31.6 parts of 1-bromo-4-methylaminoanthraquinone are added, and the mixture becomes half a half Cooked hour. The reaction product is then filtered off cold, washed with alcohol and warm water and dried.
It is a purple powder, which dissolves in concentrated sulfuric acid to a reddish solution and in hot pyridine to a pure solution. It is converted to a water-soluble dye as follows:
30 parts of condensation product and 300 parts of caustic soda solution 70 parts are mixed, stirred and boiled for 3 hours. 750 minutes of cold water are added, and the suspended dye is filtered off. The product is then heated to the boiling point in 2000 parts of water, if necessary filtered off hot to remove insoluble substances, and the dye is precipitated from the solution with 100 parts of salt. It is filtered cold and net getrock at 50 C. It is a purple powder that dissolves in warm water to a clear purple solution.
Applied to fibers and lactamized, it dyes wool in strong purple tones with excellent wash resistance.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB172370X | 1932-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH172370A true CH172370A (en) | 1934-10-15 |
Family
ID=10091642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH172370D CH172370A (en) | 1932-12-30 | 1933-12-28 | Process for the production of a new anthraquinone dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH172370A (en) |
-
1933
- 1933-12-28 CH CH172370D patent/CH172370A/en unknown
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