CH160946A - Process for the preparation of a black azo dye. - Google Patents
Process for the preparation of a black azo dye.Info
- Publication number
- CH160946A CH160946A CH160946DA CH160946A CH 160946 A CH160946 A CH 160946A CH 160946D A CH160946D A CH 160946DA CH 160946 A CH160946 A CH 160946A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- black
- acetylamino
- amino
- azo dye
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 4
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- 239000003929 acidic solution Substances 0.000 claims description 3
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 3
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 3
- ZUQOBHTUMCEQBG-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 ZUQOBHTUMCEQBG-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000012670 alkaline solution Substances 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 2
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 claims description 2
- 239000004552 water soluble powder Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines schwarzen Azofarbstoffes. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines. schwarzen Azofarbstoffes, dadurch gekennzeichnet, dass man 2-Acetylamino-5-amino-l-anisol diazotiert und in saurer Lösung mit 1-Amino-8-naph- thol-4.6-disulfosäui e kuppelt, den Monoazo- farbstoff in alkalischer Lösung mit diazo- tiertetn 3-Acetylamino-l-amitiobettzol kuppelt, den Disazofarbstoff verseift,
tetrazotiert und mit 1 Mol. m-Phenylendiamin und 1 Mol. Resorcin kuppelt.
Der so erhaltene Farbstoff ist ein schwarzes, wasserlösliches Pulver und färbt Baumwolle in schwarzen Tönen, die durch Nachbehand lung mit Formaldehyd und Kupfersalzen wasch- und lichtecht werden.
<I>Beispiel:</I> 19,4 kg 2-Acetylamino - 5 - amino-l-anisol werden diazotiert. Dazu lässt man eine schwachsaure Lösung von 31,9 kg 1-Amino- 8-naphthol-4.6-disulfosäure laufen. Nach be- endeten Farbstoffbildung macht man mit über schüssiger Soda alkalisch und lässt eine aus 15 kg 3 -Acetylamino -1- aminobenzol herge stellte Diazolösung einlaufen.
Der blaue Farb stoff wird abgeschieden und durch Erhitzen mit einer etwa 10 %igen Natronlauge ver seift, wieder abgeschieden und tetrazotiert. Die erhaltene Tetrazosiispension wird unter Kühlung mit einer wässerigen Lösung von 10,8 kg m-Phenylendiamin versetzt. Man stumpft die freie Mineralsäure zum Beispiel mit Natriumacetat ab, gibt dann eine wässerige Lösung von 11 kg Resorcin hinzu und lässt zur Beendigung der Farbstoffbildung noch Soda zulaufen. Der so erhaltene Farbstoff wird filtriert und getrocknet.
Process for the preparation of a black azo dye. The present patent relates to a method of making a. black azo dye, characterized in that 2-acetylamino-5-amino-l-anisole is diazotized and coupled in acidic solution with 1-amino-8-naphthol-4,6-disulfo acid, the monoazo dye in alkaline solution with diazo - Tiertetn 3-Acetylamino-l-amitiobettzol couples, saponifies the disazo dye,
tetrazotized and coupled with 1 mol. m-phenylenediamine and 1 mol. resorcinol.
The dye obtained in this way is a black, water-soluble powder and dyes cotton in black tones which are washable and lightfast after treatment with formaldehyde and copper salts.
<I> Example: </I> 19.4 kg of 2-acetylamino - 5 - amino-l-anisole are diazotized. To do this, a weakly acidic solution of 31.9 kg of 1-amino-8-naphthol-4,6-disulfonic acid is run. After the formation of the dye has ended, it is made alkaline with excess soda and a diazo solution prepared from 15 kg of 3-acetylamino -1-aminobenzene is run in.
The blue dye is deposited and soaped by heating with an approx. 10% sodium hydroxide solution, deposited again and tetrazotized. The tetrazo suspension obtained is treated with an aqueous solution of 10.8 kg of m-phenylenediamine while cooling. The free mineral acid is blunted, for example with sodium acetate, then an aqueous solution of 11 kg resorcinol is added and soda is allowed to run in to stop the dye formation. The dye thus obtained is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH150006T | 1930-10-06 | ||
| DE160946X | 1931-05-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH160946A true CH160946A (en) | 1933-03-31 |
Family
ID=25715563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160946D CH160946A (en) | 1930-10-06 | 1932-05-11 | Process for the preparation of a black azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH160946A (en) |
-
1932
- 1932-05-11 CH CH160946D patent/CH160946A/en unknown
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