CH183896A - Process for the preparation of a dye. - Google Patents
Process for the preparation of a dye.Info
- Publication number
- CH183896A CH183896A CH183896DA CH183896A CH 183896 A CH183896 A CH 183896A CH 183896D A CH183896D A CH 183896DA CH 183896 A CH183896 A CH 183896A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- amino
- anthraquinone
- cyano
- soluble
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 8
- 125000005521 carbonamide group Chemical group 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 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 claims description 2
- -1 p-cyclohexylanilino Chemical group 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 241000974482 Aricia saepiolus Species 0.000 claims 1
- 150000004056 anthraquinones Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- RHVKNGZRJRJRPV-UHFFFAOYSA-N 1-amino-4-bromo-9,10-dioxoanthracene-2-carbonitrile Chemical compound NC1=C(C=C(C=2C(C3=CC=CC=C3C(C1=2)=O)=O)Br)C#N RHVKNGZRJRJRPV-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000005457 ice water 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
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Farbstores. Das Hauptpatent betrifft ein Verfahren zur Herstellung eines wertvollen Farbstoffes, bei dem 1-Amirro-2-cyarr-(p-toluidirio)-antlrra- chinon so lange mit einem sulfonierend wir kenden Mittel behandelt wird, bis das Reak- tionsproduktebenvöllig wasserlöslich geworden ist, worauf die Cyangruppe zur Carbonamid- gruppe verseift wird.
Es wurde nun gefunden, dass man einen ähnlich wertvollen Farbstoff erhält, wenn man 1-Amino-2-cyari-4-(p-cyclohexylarrilirro)- anthrachinon so lange mit einem sulfonierend wirkenden Mittel behandelt, bis das Reak tionsprodukt eben völlig wasserlöslich ge worden ist und sodann die Cyangruppe zur Carbonamidgruppe verseift.
Der erhaltene Farbstoff, eine Sulfonsäure des 1-Amino-4-(p-cyclohexylanilino)-antbra- chirron-2-carbonamids, färbt Wolle aus saurem Bade in klaren grünstichig blauen Tönen.
<I>Beispiel:</I> 10 Teile 1-Amirro-2-cyarr-4-(p-cyclohexyl- anilino)-anthrachinon, erhältlich zum Beispiel aus 1-Amino-2-cyan-4-bromanthrachinon und p-Cyclobegylanilin, werden in 100 Teilen Schwefelsäurernonohydrat gelöst und so lange mit rauchender Schwefelsäure, enthaltend 23 % SOs, versetzt, bis eine entnommene und aufgearbeitete Probe erkennen lässt, dass das Reaktionsprodukt eben völlig wasserlös lich geworden ist.
Man gibt sodann zu dem Reaktionsgemisch so viel kristallisierte Bor- säure, dass das Sulfierungsgemisch etwa 5 % davon enthält, und rührt so lange bei Zim mertemperatur, bis die Cyangruppe'vollstän- dig in die Carbonamidgruppe übergeführt ist. Darauf giesst man das Reaktionsgemisch in Eiswasser und salzt den Farbstoff in der üblichen Weise aus.
Process for the production of a color blind. The main patent relates to a process for the production of a valuable dye in which 1-Amirro-2-cyarr- (p-toluidirio) -antlrraquinone is treated with a sulfonating agent until the reaction product has become completely water-soluble, whereupon the cyano group is saponified to form the carbonamide group.
It has now been found that a similarly valuable dye is obtained if 1-amino-2-cyari-4- (p-cyclohexylarrilirro) - anthraquinone is treated with a sulfonating agent until the reaction product has just become completely water-soluble and then the cyano group is saponified to form the carbonamide group.
The dye obtained, a sulfonic acid of 1-amino-4- (p-cyclohexylanilino) -antbra-chirron-2-carbonamide, dyes wool from an acid bath in clear greenish blue tones.
<I> Example: </I> 10 parts of 1-amirro-2-cyarr-4- (p-cyclohexyl-anilino) -anthraquinone, obtainable, for example, from 1-amino-2-cyano-4-bromoanthraquinone and p-cyclobegylaniline , are dissolved in 100 parts of sulfuric acid monohydrate and fuming sulfuric acid containing 23% SO2 is added until a sample taken and processed shows that the reaction product has just become completely water-soluble.
Sufficient crystallized boric acid is then added to the reaction mixture so that the sulphonation mixture contains about 5% of it, and the mixture is stirred at room temperature until the cyano group has been completely converted into the carbonamide group. The reaction mixture is then poured into ice water and the dye is salted out in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE183896X | 1933-01-21 | ||
| CH178227T | 1933-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH183896A true CH183896A (en) | 1936-04-30 |
Family
ID=25720103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH183896D CH183896A (en) | 1933-01-21 | 1933-12-20 | Process for the preparation of a dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH183896A (en) |
-
1933
- 1933-12-20 CH CH183896D patent/CH183896A/en unknown
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