CH224550A - Process for the preparation of a new dye of the anthraquinone series. - Google Patents
Process for the preparation of a new dye of the anthraquinone series.Info
- Publication number
- CH224550A CH224550A CH224550DA CH224550A CH 224550 A CH224550 A CH 224550A CH 224550D A CH224550D A CH 224550DA CH 224550 A CH224550 A CH 224550A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- new dye
- anthraquinone series
- parts
- dye
- Prior art date
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 4
- 150000004056 anthraquinones Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229940117389 dichlorobenzene Drugs 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- GGJNMALYBXOQEF-UHFFFAOYSA-N 1-amino-7-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=C(Cl)C=C2C(=O)C2=C1C=CC=C2N GGJNMALYBXOQEF-UHFFFAOYSA-N 0.000 description 1
- CZZZABOKJQXEBO-UHFFFAOYSA-N 2,4-dimethylaniline Chemical group CC1=CC=C(N)C(C)=C1 CZZZABOKJQXEBO-UHFFFAOYSA-N 0.000 description 1
- 241001101998 Galium Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines neuen Farbstoffes der Anthrachinonreihe. Das vorliegende Patent betrifft ein Ver fahren zur Darstellung eines neuen Farb stoffes der Anthrachinonreihe und ist da durch gekennzeichnet, dass man 1-Amino-2- brom-4-(2',4'- dimethyl)-phenylamino-7-chlor- anthrachinon mit Brom behandelt und die er haltene bromierte Verbindung sulfiert.
<I>Beispiel:</I> 14 Teile 1-Amino-2-brom-4-(2',4'-dime- thyl)-phenylamino-7-chloranthrachinon (dar gestellt durch Dibromierung von 1-Amino-7- monochloranthrachinon und nachfolgende Kondensation mit m-Xylidin) werden in 150 Teilen Dichlorbenzol verrührt und mit 5,2 Teilen Brom, gelöst in 20 Teilen Dichlor- benzol, versetzt. Man lässt einige Zeit bei Raumtemperatur rühren und erwärmt dann kurze Zeit auf dem Wasserbade.
Die erhal tene Base, das 1-Amino-2-brom-4-(2',4'-di- methyl-6'-brom)-phenylamino-7 -monochlor- anthrachinon wird durch Abblasen des Lö sungsmittels und Filtration abgetrennt und getrocknet. 10 Teile der erhaltenen Base werden mit 40 Teilen Phenol und 20 Teilen 30%iger wässeriger galiumsulfitlösung 16 Stunden im Autoklaven auf 140' erhitzt. Das Phenol wird sodann abgeblasen und der Farbstoff abgetrennt.
10 Teile des so erhaltenen Farbstoffes werden , in 50 Teilen Schwefelsäuremono- hydrat gelöst und mit 15 Teilen Oleum 28 versetzt. Man rührt bei 40', bis eine Probe in kaltem Wasser löslich ist. Der erhaltene Farbstoff wird durch Eingiessen in Salz lösung abgetrennt. Er besitzt die Formel
EMI0001.0033
und färbt Wolle in blauen Tönen.
Process for the preparation of a new dye of the anthraquinone series. The present patent relates to a process for the preparation of a new dye of the anthraquinone series and is characterized by the fact that 1-amino-2-bromo-4- (2 ', 4'-dimethyl) -phenylamino-7-chloro-anthraquinone treated with bromine and sulfated the brominated compound he obtained.
<I> Example: </I> 14 parts of 1-amino-2-bromo-4- (2 ', 4'-dimethyl) -phenylamino-7-chloroanthraquinone (made by dibromination of 1-amino-7- monochloranthraquinone and subsequent condensation with m-xylidine) are stirred in 150 parts of dichlorobenzene, and 5.2 parts of bromine, dissolved in 20 parts of dichlorobenzene, are added. The mixture is left to stir for some time at room temperature and then warmed for a short time on the water bath.
The base obtained, the 1-amino-2-bromo-4- (2 ', 4'-dimethyl-6'-bromo) -phenylamino-7-monochloro-anthraquinone is separated off by blowing off the solvent and filtration dried. 10 parts of the base obtained are heated with 40 parts of phenol and 20 parts of 30% strength aqueous galium sulfite solution in an autoclave at 140 ° for 16 hours. The phenol is then blown off and the dye separated.
10 parts of the dye thus obtained are dissolved in 50 parts of sulfuric acid monohydrate, and 15 parts of oleum 28 are added. Stir at 40 'until a sample is soluble in cold water. The dye obtained is separated off by pouring it into salt solution. He owns the formula
EMI0001.0033
and dyes wool in blue tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH224550T | 1940-12-13 | ||
| CH219415T | 1940-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH224550A true CH224550A (en) | 1942-11-30 |
Family
ID=25726272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH224550D CH224550A (en) | 1940-12-13 | 1940-12-13 | Process for the preparation of a new dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH224550A (en) |
-
1940
- 1940-12-13 CH CH224550D patent/CH224550A/en unknown
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