CH153392A - Process for the preparation of a black azo dye. - Google Patents
Process for the preparation of a black azo dye.Info
- Publication number
- CH153392A CH153392A CH153392DA CH153392A CH 153392 A CH153392 A CH 153392A CH 153392D A CH153392D A CH 153392DA CH 153392 A CH153392 A CH 153392A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- black
- azo dye
- preparation
- amino
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 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 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003929 acidic 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
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 2
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical compound [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 claims description 2
- 239000004552 water soluble powder Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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<B>p -</B> Nitroanilin diazotiert und in saurer Lösung mit 1-Amino-8-naphtol-3.6-disulfo- säure kuppelt, den Monoazofarbstoff in alka lischer Lösung mit diazotiertem 5-Nitro-4- methyl-2-ainino-l-'anisol kuppelt,
den Dis- azofarbstoft reduziert, tetrazotiert und mit Resorein kuppelt.
Der so erhaltene Farbstoff ist ein schwar zes wasserlösliches Pulver und färbt Baum wolle in schwarzen Tönen, die durch Nach behandlung mit Formaldehyd und Kupfersalzen wasch- und lichtecht werden. <I>Beispiel:</I> <B>IM kg p -</B> Nitranilin werden in üblicher Weise diazotiert und in saurem Medium mit <B>31,9 kg</B> 1-Amino-8-iiaphtol-3.6-disulfosäure gekuppelt.
Der erhaltene Monoazofarbstoff wird in sodaalkalischer Lösung mit einer aus <B>17,2 kg</B> 5-Nitro-4-methyl-'->-amino-1--#tnisol bereiteten Diazolösung weitergekuppelt und der isolierte Disazofarbstoff mit einer Lösung von<B>72 kg</B> kristallisiertem Seliwefelnatrium reduziert. Der abgeschiedene Farbstoff wird mit Wasser angeteigt und unter Kühlung mit einer wässerigen Lösung von 14kg Na- triumnitrit und überschüssiger Salzsäure ver setzt.
Die erhaltene Tetrazo-Stispension lässt man in eine überschüssige Soda enthaltende Lösung von 22<B>kg</B> Resorein laufen. Der durch Aussalzen abgeschiedene Farbstoff wird fil triert und getrocknet.
Process for the preparation of a black azo dye. The present patent relates to a process for the production of a black azo dye, characterized in that <B> p - </B> nitroaniline is diazotized and coupled in acidic solution with 1-amino-8-naphthol-3,6-disulphonic acid, the Coupling monoazo dye in alkaline solution with diazotized 5-nitro-4-methyl-2-ainino-l-anisole,
the disazo dye is reduced, tetrazotized and coupled with resorein.
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> <B> IM kg p - </B> Nitraniline are diazotized in the usual way and in an acidic medium with <B> 31.9 kg </B> 1-amino-8-iiaphtol- 3.6-disulfonic acid coupled.
The monoazo dye obtained is further coupled in a soda-alkaline solution with a diazo solution prepared from 17.2 kg 5-nitro-4-methyl -'-> - amino-1 - # tnisol, and the isolated disazo dye is coupled with a solution reduced by <B> 72 kg </B> crystallized seliweefel sodium. The deposited dye is made into a paste with water and, while cooling, is mixed with an aqueous solution of 14 kg sodium nitrite and excess hydrochloric acid.
The tetrazo suspension obtained is allowed to run into a solution of 22 kg resorein containing excess soda. The dye deposited by salting out is filtered off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE153392X | 1929-10-09 | ||
| CH150006T | 1930-10-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH153392A true CH153392A (en) | 1932-03-15 |
Family
ID=25715557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH153392D CH153392A (en) | 1929-10-09 | 1930-10-06 | Process for the preparation of a black azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH153392A (en) |
-
1930
- 1930-10-06 CH CH153392D patent/CH153392A/en unknown
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