CH190721A - Process for the preparation of a water-insoluble azo dye. - Google Patents
Process for the preparation of a water-insoluble azo dye.Info
- Publication number
- CH190721A CH190721A CH190721DA CH190721A CH 190721 A CH190721 A CH 190721A CH 190721D A CH190721D A CH 190721DA CH 190721 A CH190721 A CH 190721A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- insoluble azo
- azo dye
- preparation
- combined
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- -1 3-chloro-4-aminophenyl Chemical group 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines wasserunlösliehen Azofarbstof%s. Es wurde gefunden, da3 man wertvolle wasserunlösliche, zum Färben von Acetat seide besonders geeignete Azofarbstoffe er hält, wenn man die Diazoverbindungen von Aminosulfonen der allgemeinen Formel
EMI0001.0008
worin P, einen.
Alkyl- oder Ogalkylrest be deutet und der Benzolkern noch ein weiteres Halogenatom enthalten kann, mit Kupplungs- komponenten der allgemeinen Formel
EMI0001.0016
vereinigt, worin Ar einen aromatischen Rest der Benzol- oder Naphthalinreihe, der durch Hydroxyl-, Alkoxy- oder Alkylreste substi- tuiert sein kann, und X und Y Wasserstoff, Alkyl- oder Oxalkylreste bedeuten.
Vorliegendes Patent bezieht sich nun auf ein Verfahren zur Herstellung eines wasser unlöslichen Azofarbstoffes,dadurch ,gekenn zeichnet, dass man,die Diazoverbindung von 3-Chlor-4-amino-phenyl - oxäthylsulfon mit Diäthylanilin vereinigt.
Der so erhaltene neue Farbstoff färbt Acetatseide unter Zusatz eines Dispergier- mittels in lebhafter oranger Nuance von guter Lichtechtheit, Nasstechtheit und Weiss@ätzbar- keit.
<I>Beispiel:</I> 235 Teile 3-Chlor-4-aminophenyl-oxäthyl- sulfon werden in Aceton .gelöst und mit Hilfe von<B>70</B> Teilen Natriumnitrit diazotiert. Die erhaltene Diazolösung wird mit einer kalten salzsauren Lösung von<B>150</B> Teilen Diäthyl- anilin vereinigt.
Nach Beendigung der in mineralsaurer Lösung stattfindenden Kupp lung stumpft man mit Natriumacetat ab und saugt nach Entfernung des Acetons den ent standenen Farbstoff ab.
Process for the preparation of a water-insoluble azo dye% s. It has been found that valuable water-insoluble azo dyes which are particularly suitable for dyeing acetate can be obtained if the diazo compounds of aminosulfones of the general formula are used
EMI0001.0008
where P, a.
Alkyl or Ogalkylrest means and the benzene nucleus can contain a further halogen atom, with coupling components of the general formula
EMI0001.0016
combined, in which Ar is an aromatic radical of the benzene or naphthalene series which may be substituted by hydroxyl, alkoxy or alkyl radicals, and X and Y are hydrogen, alkyl or oxalkyl radicals.
The present patent relates to a process for the preparation of a water-insoluble azo dye, characterized in that the diazo compound of 3-chloro-4-aminophenyl - oxäthylsulfon is combined with diethylaniline.
The new dye thus obtained dyes acetate silk with the addition of a dispersing agent in a lively orange shade of good lightfastness, wetfastness and whiteness etchability.
<I> Example: </I> 235 parts of 3-chloro-4-aminophenyl-oxethylsulfone are dissolved in acetone and diazotized with the aid of 70 parts of sodium nitrite. The diazo solution obtained is combined with a cold hydrochloric acid solution of 150 parts of diethyl aniline.
When the coupling, which takes place in mineral acid solution, has ended, the mixture is blunted with sodium acetate and, after the acetone has been removed, the resulting dye is suctioned off.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE190721X | 1935-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH190721A true CH190721A (en) | 1937-05-15 |
Family
ID=5725138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH190721D CH190721A (en) | 1935-04-04 | 1936-03-26 | Process for the preparation of a water-insoluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH190721A (en) |
-
1936
- 1936-03-26 CH CH190721D patent/CH190721A/en unknown
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